(S)-Benzyl 2-(4-Amino-3-((S)-2-aminohexanamido)-benzamido)-3-methylbutanoate

ID: ALA3416689

Chembl Id: CHEMBL3416689

PubChem CID: 118734256

Max Phase: Preclinical

Molecular Formula: C25H34N4O4

Molecular Weight: 454.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H](N)C(=O)Nc1cc(C(=O)N[C@H](C(=O)OCc2ccccc2)C(C)C)ccc1N

Standard InChI:  InChI=1S/C25H34N4O4/c1-4-5-11-20(27)24(31)28-21-14-18(12-13-19(21)26)23(30)29-22(16(2)3)25(32)33-15-17-9-7-6-8-10-17/h6-10,12-14,16,20,22H,4-5,11,15,26-27H2,1-3H3,(H,28,31)(H,29,30)/t20-,22-/m0/s1

Standard InChI Key:  WZXNZGDLXXYLLF-UNMCSNQZSA-N

Alternative Forms

1. Parent:

   

   ALA3416689

   ---

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: 454.57

Molecular Weight (Monoisotopic): 454.2580

AlogP: 3.22

#Rotatable Bonds: 11

Polar Surface Area: 136.54

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.87

CX Basic pKa: 8.28

CX LogP: 3.32

CX LogD: 2.39

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.30

Np Likeness Score: -0.54

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