(S)-Benzyl 2-(3-Amino-4-((S)-2-amino-4-(4-(benzyloxy)-phenyl)butanamido)benzamido)-3-(1H-indol-3-yl)propanoate

ID: ALA3416719

Chembl Id: CHEMBL3416719

PubChem CID: 118734286

Max Phase: Preclinical

Molecular Formula: C42H41N5O5

Molecular Weight: 695.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1cc(C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)OCc2ccccc2)ccc1NC(=O)[C@@H](N)CCc1ccc(OCc2ccccc2)cc1

Standard InChI:  InChI=1S/C42H41N5O5/c43-35(21-17-28-15-19-33(20-16-28)51-26-29-9-3-1-4-10-29)41(49)46-38-22-18-31(23-36(38)44)40(48)47-39(42(50)52-27-30-11-5-2-6-12-30)24-32-25-45-37-14-8-7-13-34(32)37/h1-16,18-20,22-23,25,35,39,45H,17,21,24,26-27,43-44H2,(H,46,49)(H,47,48)/t35-,39-/m0/s1

Standard InChI Key:  JJXYQZNYGWSPCB-HMIRPBQQSA-N

Alternative Forms

1. Parent:

   

   ALA3416719

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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: 695.82

Molecular Weight (Monoisotopic): 695.3108

AlogP: 6.31

#Rotatable Bonds: 15

Polar Surface Area: 161.56

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.71

CX Basic pKa: 8.27

CX LogP: 6.44

CX LogD: 5.52

Aromatic Rings: 6

Heavy Atoms: 52

QED Weighted: 0.06

Np Likeness Score: -0.40

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