ID: ALA3416714

Max Phase: Preclinical

Molecular Formula: C33H34N4O6

Molecular Weight: 582.66

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)c1ccc(NC(=O)[C@@H](N)Cc2ccc(OCc3ccccc3)cc2)c(N)c1

Standard InChI:  InChI=1S/C33H34N4O6/c1-42-33(41)30(18-22-7-12-25(38)13-8-22)37-31(39)24-11-16-29(27(34)19-24)36-32(40)28(35)17-21-9-14-26(15-10-21)43-20-23-5-3-2-4-6-23/h2-16,19,28,30,38H,17-18,20,34-35H2,1H3,(H,36,40)(H,37,39)/t28-,30-/m0/s1

Standard InChI Key:  AMTOLSBBIWXARE-JDXGNMNLSA-N

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

Properties

Molecular Weight: 582.66

Molecular Weight (Monoisotopic): 582.2478

AlogP: 3.58

#Rotatable Bonds: 12

Polar Surface Area: 166.00

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.52

CX Basic pKa: 8.01

CX LogP: 3.71

CX LogD: 3.15

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.12

Np Likeness Score: -0.34

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