(3S,6S,9S,12S,15S,18S,21S)-12-((1H-indol-3-yl)methyl)-3-((R)-2-((4S,7S,10S,13S,16S)-19-amino-16-(4-(2-amino-2-oxoethyl)-2-oxo-2H-chromen-7-ylcarbamoyl)-4-(4-aminobutyl)-7-benzyl-10-((S)-1-hydroxyethyl)-13-isopropyl-2,5,8,11,14,19-hexaoxo-3,6,9,12,15-pentaazanonadecylcarbamoyl)pyrrolidine-1-carbonyl)-9-(3-amino-3-oxopropyl)-21-((S)-2-amino-4-methylpentanamido)-15-(3-guanidinopropyl)-6-(4-hydroxybenzyl)-18-isopropyl-2-methyl-5,8,11,14,17,20-hexaoxo-4,7,10,13,16,19-hexaazatricosan-23-oic acid

ID: ALA1078128

PubChem CID: 46883409

Max Phase: Preclinical

Molecular Formula: C99H140N24O24

Molecular Weight: 2050.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](N)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@H](C(=O)N1CCC[C@@H]1C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@](C)(C(=O)N[C@H](C(=O)N[C@@H](CCC(N)=O)C(=O)Nc1ccc2c(CC(N)=O)cc(=O)oc2c1)C(C)C)[C@H](C)O)C(C)C)C(C)C

Standard InChI:  InChI=1S/C99H140N24O24/c1-50(2)40-63(101)84(133)115-72(47-79(130)131)91(140)119-81(51(3)4)94(143)113-66(25-18-38-107-98(105)106)87(136)118-71(43-58-48-108-64-23-15-14-22-61(58)64)89(138)112-68(34-36-76(103)127)88(137)116-69(42-56-27-30-60(125)31-28-56)90(139)120-83(53(7)8)96(145)123-39-19-26-73(123)93(142)109-49-78(129)111-65(24-16-17-37-100)86(135)117-70(41-55-20-12-11-13-21-55)92(141)122-99(10,54(9)124)97(146)121-82(52(5)6)95(144)114-67(33-35-75(102)126)85(134)110-59-29-32-62-57(44-77(104)128)45-80(132)147-74(62)46-59/h11-15,20-23,27-32,45-46,48,50-54,63,65-73,81-83,108,124-125H,16-19,24-26,33-44,47,49,100-101H2,1-10H3,(H2,102,126)(H2,103,127)(H2,104,128)(H,109,142)(H,110,134)(H,111,129)(H,112,138)(H,113,143)(H,114,144)(H,115,133)(H,116,137)(H,117,135)(H,118,136)(H,119,140)(H,120,139)(H,121,146)(H,122,141)(H,130,131)(H4,105,106,107)/t54-,63-,65-,66-,67-,68-,69-,70-,71-,72-,73+,81-,82-,83-,99-/m0/s1

Standard InChI Key:  DSUAMCKYWROJJW-JSXFTOPESA-N

Molfile:  

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 92127  1  0
 97128  1  0
103130  1  0
  1  2  1  0
  2  4  1  0
  4  3  2  0
  2  5  1  1
  5  6  1  0
  6  7  1  0
  6  8  1  0
 10  9  1  1
130131  1  0
131132  2  0
 10 12  1  0
135133  1  0
 12 11  2  0
 10 13  1  0
131134  1  0
132136  1  0
133134  2  0
135136  2  0
 13 14  1  0
 14 15  2  0
 14108  1  0
109 16  1  0
 16 18  1  0
 18 17  2  0
135140  1  0
136137  1  0
137138  1  0
138139  1  0
139140  2  0
 16 19  1  6
138141  2  0
 19 20  1  0
140142  1  0
 19 21  1  0
142143  1  0
110 22  1  0
143144  2  0
 22111  1  0
143145  1  0
146147  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1078128

   (3S)-4-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-[(2R)-2-[[2-[[(2S)-6-amino-1-[[(2S)-1-[[(2S,3S)-1-[[(2S)-1-[[(2S)-5-amino-1-[[4-(2-amino-2-oxoethyl)-2-oxochromen-7-yl]amino]-1,5-dioxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 2050.35

Molecular Weight (Monoisotopic): 2049.0472

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. Kotamraj PR, Li X, Jasti B, Russu WA..  (2009)  Cell recognition enhanced enzyme hydrolysis of a model peptide-drug conjugate.,  19  (20): [PMID:19736006] [10.1016/j.bmcl.2009.08.075]

Source

Source(1):

• Scientific Literature