ID: ALA3416712

Max Phase: Preclinical

Molecular Formula: C35H35N5O4

Molecular Weight: 589.70

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1cc(C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)OCc2ccccc2)ccc1NC(=O)[C@@H](N)CCc1ccccc1

Standard InChI:  InChI=1S/C35H35N5O4/c36-28(17-15-23-9-3-1-4-10-23)34(42)39-31-18-16-25(19-29(31)37)33(41)40-32(35(43)44-22-24-11-5-2-6-12-24)20-26-21-38-30-14-8-7-13-27(26)30/h1-14,16,18-19,21,28,32,38H,15,17,20,22,36-37H2,(H,39,42)(H,40,41)/t28-,32-/m0/s1

Standard InChI Key:  LIGNPLHIVYWXSV-IUDBTDONSA-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: 589.70

Molecular Weight (Monoisotopic): 589.2689

AlogP: 4.73

#Rotatable Bonds: 12

Polar Surface Area: 152.33

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.71

CX Basic pKa: 8.27

CX LogP: 4.87

CX LogD: 3.95

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.10

Np Likeness Score: -0.36

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