(S)-Methyl 2-(3-Amino-4-((S)-2-amino-3-(4-hydroxyphenyl)-propanamido)benzamido)-3-(4-hydroxyphenyl)propanoate

ID: ALA3416715

Chembl Id: CHEMBL3416715

PubChem CID: 118734282

Max Phase: Preclinical

Molecular Formula: C26H28N4O6

Molecular Weight: 492.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)c1ccc(NC(=O)[C@@H](N)Cc2ccc(O)cc2)c(N)c1

Standard InChI:  InChI=1S/C26H28N4O6/c1-36-26(35)23(13-16-4-9-19(32)10-5-16)30-24(33)17-6-11-22(20(27)14-17)29-25(34)21(28)12-15-2-7-18(31)8-3-15/h2-11,14,21,23,31-32H,12-13,27-28H2,1H3,(H,29,34)(H,30,33)/t21-,23-/m0/s1

Standard InChI Key:  MMHWDEYTWTZRBI-GMAHTHKFSA-N

Alternative Forms

1. Parent:

   

   ALA3416715

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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: 492.53

Molecular Weight (Monoisotopic): 492.2009

AlogP: 1.70

#Rotatable Bonds: 9

Polar Surface Area: 177.00

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.22

CX Basic pKa: 8.00

CX LogP: 1.72

CX LogD: 1.28

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.19

Np Likeness Score: -0.20

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