(S)-6-amino-N-((6S,9S,16S)-1-amino-6-((S)-1-amino-1-oxo-3-phenylpropan-2-ylcarbamoyl)-1-imino-9-isobutyl-13-(naphthalen-2-ylmethyl)-8,11,15-trioxo-2,7,10,13,14-pentaazaheptadecan-16-yl)-2-(2-((S)-2-((S)-2-((S)-2-aminopropanamido)-4-methylpentanamido)-3-hydroxypropanamido)acetamido)hexanamide

ID: ALA2031890

PubChem CID: 56965443

Max Phase: Preclinical

Molecular Formula: C57H88N16O11

Molecular Weight: 1173.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)CN(Cc1ccc2ccccc2c1)NC(=O)[C@H](C)NC(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C57H88N16O11/c1-33(2)25-44(55(83)68-42(20-14-24-63-57(61)62)54(82)69-43(49(60)77)28-37-15-8-7-9-16-37)67-48(76)31-73(30-38-21-22-39-17-10-11-18-40(39)27-38)72-51(79)36(6)65-53(81)41(19-12-13-23-58)66-47(75)29-64-52(80)46(32-74)71-56(84)45(26-34(3)4)70-50(78)35(5)59/h7-11,15-18,21-22,27,33-36,41-46,74H,12-14,19-20,23-26,28-32,58-59H2,1-6H3,(H2,60,77)(H,64,80)(H,65,81)(H,66,75)(H,67,76)(H,68,83)(H,69,82)(H,70,78)(H,71,84)(H,72,79)(H4,61,62,63)/t35-,36-,41-,42-,43-,44-,45-,46-/m0/s1

Standard InChI Key:  GWRKAJWCUUSRSK-FYFUUJDDSA-N

Molfile:  

     RDKit          2D

 84 86  0  0  0  0  0  0  0  0999 V2000
   10.4183  -13.9850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4183  -14.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1329  -15.2242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8474  -14.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5618  -16.0476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5618  -15.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8474  -13.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5618  -13.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5618  -12.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2805  -13.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4239  -17.7027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4239  -18.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7094  -18.9419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1425  -18.9419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2805  -14.8084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9949  -15.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7094  -13.9850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7094  -14.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9949  -16.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7094  -16.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7094  -17.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4239  -15.2242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1425  -14.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8570  -16.0476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8570  -15.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1425  -13.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8570  -12.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8570  -13.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5705  -13.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2841  -13.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2841  -12.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5705  -12.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5714  -14.8084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952  -15.2267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8833  -14.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1672  -16.0500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8833  -13.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1672  -15.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4512  -14.8109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7351  -15.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0149  -13.9875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0149  -14.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7351  -16.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0149  -16.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0149  -17.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3071  -16.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3071  -15.2267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4103  -14.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1248  -16.0500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1248  -15.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4103  -13.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1248  -13.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8392  -14.8109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5537  -15.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2723  -13.9875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2723  -14.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9868  -15.2267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7012  -14.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4157  -16.0500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4157  -15.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7012  -13.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4157  -13.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1302  -14.8109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8488  -15.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5633  -13.9875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8488  -16.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5633  -14.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2777  -15.2267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9922  -14.8109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9926  -13.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6645  -13.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4785  -13.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7880  -12.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1518  -12.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4128  -12.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1244  -12.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1215  -11.5106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7060  -15.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4613  -12.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2719  -11.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5782  -11.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0750  -10.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2618  -10.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9593  -11.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  1  0
 18 17  2  0
 16 19  1  6
 19 20  1  0
 20 21  1  0
 21 11  1  0
 22 23  1  0
 23 25  1  0
 25 24  2  0
 23 26  1  1
 26 28  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
  2  3  1  0
  6 15  1  0
 18 22  1  0
 25 33  1  0
  2  1  2  0
  3  4  1  0
 38 39  1  0
 42 47  1  0
 50 53  1  0
 56 57  1  0
 60 63  1  0
 67 68  1  0
 34 35  1  0
 35 38  1  0
 38 36  2  0
 35 37  1  1
 39 40  1  0
 40 42  1  0
 42 41  2  0
 40 43  1  6
 43 44  1  0
 44 45  1  0
 44 46  1  0
 47 48  1  0
 48 50  1  0
 50 49  2  0
 48 51  1  1
 51 52  1  0
 53 54  1  0
 54 56  1  0
 56 55  2  0
 57 58  1  0
 58 60  1  0
 60 59  2  0
 58 61  1  1
 61 62  1  0
 63 64  1  0
 64 67  1  0
 67 65  2  0
 64 66  1  6
 68 69  1  0
 69 70  1  0
 70 72  1  0
 71 72  2  0
 72 73  1  0
 73 80  2  0
 79 74  2  0
 74 71  1  0
  4  6  1  0
 62 75  1  0
  6  5  2  0
 75 76  1  0
  4  7  1  1
 76 77  1  0
  7  8  1  0
 69 78  1  0
 78  2  1  0
  8  9  1  0
  8 10  1  0
 79 80  1  0
 11 12  1  0
 80 81  1  0
 12 13  1  0
 81 82  2  0
 12 14  2  0
 82 83  1  0
 15 16  1  0
 83 84  2  0
 84 79  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2031890

   (2S)-6-amino-N-[(2S)-1-[2-[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]-2-(naphthalen-2-ylmethyl)hydrazinyl]-1-oxopropan-2-yl]-2-[[2-[[

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: 1173.43

Molecular Weight (Monoisotopic): 1172.6818

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. Laurencin M, Legrand B, Duval E, Henry J, Baudy-Floc'h M, Zatylny-Gaudin C, Bondon A..  (2012)  From a marine neuropeptide to antimicrobial pseudopeptides containing aza-β(3)-amino acids: structure and activity.,  55  (5): [PMID:22320306] [10.1021/jm2011595]

Source

Source(1):

• Scientific Literature