(S)-2-(3-Amino-4-((S)-2-amino-3-(4-hydroxyphenyl)-propanamido)benzamido)-3-(1H-indol-3-yl)propanoic Acid

ID: ALA3416717

Chembl Id: CHEMBL3416717

PubChem CID: 118734284

Max Phase: Preclinical

Molecular Formula: C27H27N5O5

Molecular Weight: 501.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1cc(C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)O)ccc1NC(=O)[C@@H](N)Cc1ccc(O)cc1

Standard InChI:  InChI=1S/C27H27N5O5/c28-20-12-16(7-10-23(20)31-26(35)21(29)11-15-5-8-18(33)9-6-15)25(34)32-24(27(36)37)13-17-14-30-22-4-2-1-3-19(17)22/h1-10,12,14,21,24,30,33H,11,13,28-29H2,(H,31,35)(H,32,34)(H,36,37)/t21-,24-/m0/s1

Standard InChI Key:  FTZXABLXAQZRNN-URXFXBBRSA-N

Alternative Forms

1. Parent:

   

   ALA3416717

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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: 501.54

Molecular Weight (Monoisotopic): 501.2012

AlogP: 2.39

#Rotatable Bonds: 9

Polar Surface Area: 183.56

Molecular Species: ACID

HBA: 6

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.82

CX Basic pKa: 8.01

CX LogP: -0.01

CX LogD: -0.10

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.17

Np Likeness Score: -0.22

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