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

ID: ALA3416716

Chembl Id: CHEMBL3416716

PubChem CID: 118734283

Max Phase: Preclinical

Molecular Formula: C41H39N5O5

Molecular Weight: 681.79

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)Cc1ccc(OCc2ccccc2)cc1

Standard InChI:  InChI=1S/C41H39N5O5/c42-34-22-30(17-20-37(34)45-40(48)35(43)21-27-15-18-32(19-16-27)50-25-28-9-3-1-4-10-28)39(47)46-38(41(49)51-26-29-11-5-2-6-12-29)23-31-24-44-36-14-8-7-13-33(31)36/h1-20,22,24,35,38,44H,21,23,25-26,42-43H2,(H,45,48)(H,46,47)/t35-,38-/m0/s1

Standard InChI Key:  SGWORNLMMGXAHF-LFGICVIVSA-N

Alternative Forms

1. Parent:

   

   ALA3416716

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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: 681.79

Molecular Weight (Monoisotopic): 681.2951

AlogP: 5.92

#Rotatable Bonds: 14

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: 12.70

CX Basic pKa: 8.02

CX LogP: 6.00

CX LogD: 5.28

Aromatic Rings: 6

Heavy Atoms: 51

QED Weighted: 0.07

Np Likeness Score: -0.43

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