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

ID: ALA3416720

Chembl Id: CHEMBL3416720

PubChem CID: 118734287

Max Phase: Preclinical

Molecular Formula: C28H29N5O5

Molecular Weight: 515.57

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)CCc1ccc(O)cc1

Standard InChI:  InChI=1S/C28H29N5O5/c29-21(11-7-16-5-9-19(34)10-6-16)27(36)32-24-12-8-17(13-22(24)30)26(35)33-25(28(37)38)14-18-15-31-23-4-2-1-3-20(18)23/h1-6,8-10,12-13,15,21,25,31,34H,7,11,14,29-30H2,(H,32,36)(H,33,35)(H,37,38)/t21-,25-/m0/s1

Standard InChI Key:  QFIZLFVZFOTXHE-OFVILXPXSA-N

Alternative Forms

1. Parent:

   

   ALA3416720

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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: 515.57

Molecular Weight (Monoisotopic): 515.2169

AlogP: 2.78

#Rotatable Bonds: 10

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: 8.24

CX LogP: 0.44

CX LogD: 0.38

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.16

Np Likeness Score: -0.17

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