ID: ALA3416728

Max Phase: Preclinical

Molecular Formula: C20H33N5O4

Molecular Weight: 407.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCC[C@H](N)C(=O)Nc1ccc(C(=O)N[C@@H](CCCCN)C(=O)OC)cc1N

Standard InChI:  InChI=1S/C20H33N5O4/c1-3-4-7-14(22)19(27)24-16-10-9-13(12-15(16)23)18(26)25-17(20(28)29-2)8-5-6-11-21/h9-10,12,14,17H,3-8,11,21-23H2,1-2H3,(H,24,27)(H,25,26)/t14-,17-/m0/s1

Standard InChI Key:  BADCYWFEGFJESY-YOEHRIQHSA-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: 407.52

Molecular Weight (Monoisotopic): 407.2533

AlogP: 1.13

#Rotatable Bonds: 12

Polar Surface Area: 162.56

Molecular Species: BASE

HBA: 7

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.71

CX Basic pKa: 10.21

CX LogP: 0.57

CX LogD: -2.96

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.20

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