(2S,5S,8S,11S,20S)-N-((4S,7S,10S,13S,16S,19S,22S)-26-amino-10,19-bis(4-aminobutyl)-16-benzyl-7-butyl-4-carbamoyl-13-(3-guanidinopropyl)-2-methyl-6,9,12,15,18,21-hexaoxo-5,8,11,14,17,20-hexaazahexacosan-22-yl)-20-((2S,5S,8S)-5-(4-aminobutyl)-8-benzyl-2-isopropyl-4,7,10,14-tetraoxo-3,6,9,13-tetraazapentadecanamido)-8-benzyl-2,5-bis(3-guanidinopropyl)-11,20-dimethyl-3,6,9,21-tetraoxo-1,4,7,10-tetraazacyclohenicos-15-ene-11-carboxamide

ID: ALA5206553

PubChem CID: 168296250

Max Phase: Preclinical

Molecular Formula: C105H174N30O17

Molecular Weight: 2128.74

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES: CCCC[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@]1(C)CCC/C=C\CCC[C@](C)(NC(=O)[C@@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc2ccccc2)NC(=O)CCNC(C)=O)C(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc2ccccc2)C(=O)N1)C(=O)N[C@@H](CC(C)C)C(N)=O

Standard InChI: InChI=1S/C105H174N30O17/c1-9-10-43-72(89(141)128-80(86(110)138)62-66(2)3)122-87(139)73(44-24-30-54-106)123-88(140)76(48-34-58-118-101(111)112)127-96(148)82(64-70-39-20-16-21-40-70)129-90(142)74(45-25-31-55-107)124-92(144)78(47-27-33-57-109)131-99(151)104(7)52-28-13-11-12-14-29-53-105(8,135-98(150)85(67(4)5)133-94(146)75(46-26-32-56-108)126-95(147)81(63-69-37-18-15-19-38-69)121-84(137)51-61-117-68(6)136)100(152)132-79(50-36-60-120-103(115)116)93(145)125-77(49-35-59-119-102(113)114)91(143)130-83(97(149)134-104)65-71-41-22-17-23-42-71/h11-12,15-23,37-42,66-67,72-83,85H,9-10,13-14,24-36,43-65,106-109H2,1-8H3,(H2,110,138)(H,117,136)(H,121,137)(H,122,139)(H,123,140)(H,124,144)(H,125,145)(H,126,147)(H,127,148)(H,128,141)(H,129,142)(H,130,143)(H,131,151)(H,132,152)(H,133,146)(H,134,149)(H,135,150)(H4,111,112,118)(H4,113,114,119)(H4,115,116,120)/b12-11-/t72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,85-,104-,105-/m0/s1

Standard InChI Key: RRKDOKKGWNAWAR-MQVLGPNOSA-N

Molfile:

 
     RDKit          2D

152155  0  0  1  0  0  0  0  0999 V2000
   -2.9758    8.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9758    7.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687    7.0271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7124    7.0271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7124    6.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4195    5.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4195    4.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1561    4.5226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1561    3.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4195    3.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4195    2.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1561    2.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1561    1.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4195    0.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7124    1.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7124    2.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8632    3.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8632    2.4307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5998    2.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3365    2.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3365    3.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0436    3.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7802    3.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4873    3.6682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5998    1.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8632    0.7513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3365    0.7513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3365   -0.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5998   -0.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8632   -0.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5998   -1.3406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4507   -1.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4507   -1.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4507   -2.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9572   -3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1579   -3.2557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8944   -2.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8944   -1.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6016   -1.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3382   -1.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0748   -1.5763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7819   -1.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5185   -1.5763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7819   -2.8432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6016   -3.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3382   -2.8432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6016   -4.0807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1319   -4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9864   -4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3989   -4.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2239   -4.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6364   -4.7289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4908   -4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9033   -5.4655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9033   -4.0218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7194   -5.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1319   -6.1726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8944   -5.3476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1579   -5.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1579   -6.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8944   -6.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6016   -6.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3382   -6.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3382   -7.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6016   -8.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8944   -7.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4507   -5.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7141   -5.7601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4507   -4.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7141   -4.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7141   -4.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070   -4.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070   -5.3476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -4.0807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5633   -4.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5633   -5.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8267   -5.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8267   -6.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0901   -6.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0901   -7.8521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8267   -4.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0901   -4.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830   -4.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830   -3.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536   -2.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536   -1.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830   -1.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830   -0.7513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536   -4.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536   -5.3476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0607   -4.0807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973   -4.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973   -5.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5044   -5.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5044   -6.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2410   -6.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9481   -6.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9481   -5.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2410   -5.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5044   -4.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2410   -4.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9481   -4.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9481   -3.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6847   -2.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6847   -1.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9481   -1.5763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9481   -0.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6847   -0.3388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2410   -0.3388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6847   -4.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6847   -5.3476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4213   -4.0807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1284   -4.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1284   -5.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8650   -5.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8650   -6.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5721   -6.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5721   -7.8521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8650   -4.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5721   -4.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3088   -4.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3088   -3.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0159   -2.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0159   -1.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3088   -1.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0159   -4.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0159   -5.3476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7525   -4.0807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4596   -4.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4596   -5.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1962   -5.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033   -5.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1962   -6.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1962   -4.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033   -4.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1962   -3.2557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8650   -3.2557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5044   -3.2557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8267   -3.2557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7141   -3.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070   -2.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070   -1.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -1.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070   -0.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7141   -0.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7141   -1.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0436   -0.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0436   -1.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7802   -0.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5998    3.6682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7124    4.5226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  1
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 11  2  0
  9 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 19 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  6
 32 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 37 38  1  6
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 42 44  2  0
 37 45  1  0
 45 46  2  0
 45 47  1  0
 47 48  1  0
 48 49  1  6
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 53 55  2  0
 48 56  1  0
 56 57  2  0
 56 58  1  0
 59 58  1  0
 59 60  1  6
 60 61  1  0
 61 62  1  0
 62 63  2  0
 63 64  1  0
 64 65  2  0
 65 66  1  0
 66 61  2  0
 59 67  1  0
 67 68  2  0
 67 69  1  0
 69 70  1  0
 70 71  1  6
 70 72  1  0
 72 73  2  0
 72 74  1  0
 74 75  1  0
 75 76  1  6
 76 77  1  0
 77 78  1  0
 78 79  1  0
 79 80  1  0
 75 81  1  0
 81 82  1  0
 82 83  1  0
 83 84  1  1
 84 85  1  0
 85 86  1  0
 86 87  1  0
 87 88  1  0
 83 89  1  0
 89 90  2  0
 89 91  1  0
 91 92  1  0
 92 93  1  6
 93 94  1  0
 94 95  1  0
 95 96  2  0
 96 97  1  0
 97 98  2  0
 98 99  1  0
 99 94  2  0
 92100  1  0
100101  1  0
101102  1  0
102103  1  1
103104  1  0
104105  1  0
105106  1  0
106107  1  0
107108  1  0
107109  2  0
102110  1  0
110111  2  0
110112  1  0
112113  1  0
113114  1  6
114115  1  0
115116  1  0
116117  1  0
117118  1  0
113119  1  0
119120  1  0
120121  1  0
121122  1  1
122123  1  0
123124  1  0
124125  1  0
121126  1  0
126127  2  0
126128  1  0
128129  1  0
129130  1  6
130131  1  0
131132  1  0
131133  1  0
129134  1  0
134135  1  0
134136  2  0
119137  2  0
100138  2  0
 81139  2  0
 70140  1  0
140141  1  0
141142  1  0
142143  1  0
144143  2  0
145144  1  0
146145  1  0
147146  1  0
 32147  1  0
 28148  1  6
148149  1  0
148150  1  0
 17151  2  0
  7152  2  0
M  END

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type:	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 2128.74	Molecular Weight (Monoisotopic): 2127.3673	AlogP: ┄	#Rotatable Bonds: ┄
Polar Surface Area: ┄	Molecular Species: ┄	HBA: ┄	HBD: ┄
#RO5 Violations: ┄	HBA (Lipinski): ┄	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: ┄	CX LogP: ┄	CX LogD: ┄
Aromatic Rings: ┄	Heavy Atoms: ┄	QED Weighted: ┄	Np Likeness Score: ┄

References

1. Paquette AR, Payne SR, McKay GA, Brazeau-Henrie JT, Darnowski MG, Kammili A, Bernal F, Mah TF, Gruenheid S, Nguyen D, Boddy CN.. (2022) RpoN-Based stapled peptides with improved DNA binding suppress Pseudomonas aeruginosa virulence., 13 (4.0): [PMID:35647551] [10.1039/d1md00371b]

Names and Identifiers

Alternative Forms

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source