(S)-Benzyl 2-(3-Amino-4-((S)-2-aminohexanamido)-benzamido)-3-(1H-indol-3-yl)propanoate

ID: ALA3416726

Chembl Id: CHEMBL3416726

PubChem CID: 118734293

Max Phase: Preclinical

Molecular Formula: C31H35N5O4

Molecular Weight: 541.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H](N)C(=O)Nc1ccc(C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)OCc2ccccc2)cc1N

Standard InChI:  InChI=1S/C31H35N5O4/c1-2-3-12-24(32)30(38)35-27-15-14-21(16-25(27)33)29(37)36-28(31(39)40-19-20-9-5-4-6-10-20)17-22-18-34-26-13-8-7-11-23(22)26/h4-11,13-16,18,24,28,34H,2-3,12,17,19,32-33H2,1H3,(H,35,38)(H,36,37)/t24-,28-/m0/s1

Standard InChI Key:  LCOBAHRSJLHENC-CUBQBAPOSA-N

Alternative Forms

1. Parent:

   

   ALA3416726

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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: 541.65

Molecular Weight (Monoisotopic): 541.2689

AlogP: 4.29

#Rotatable Bonds: 12

Polar Surface Area: 152.33

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.71

CX Basic pKa: 8.28

CX LogP: 4.18

CX LogD: 3.25

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.13

Np Likeness Score: -0.38

References

1. Papakyriakou A, Zervoudi E, Tsoukalidou S, Mauvais FX, Sfyroera G, Mastellos DC, van Endert P, Theodorakis EA, Vourloumis D, Stratikos E..  (2015)  3,4-diaminobenzoic acid derivatives as inhibitors of the oxytocinase subfamily of M1 aminopeptidases with immune-regulating properties.,  58  (3): [PMID:25635706] [10.1021/jm501867s]

Source

Source(1):

• Scientific Literature