ID: ALA3416731

Max Phase: Preclinical

Molecular Formula: C20H34N8O4

Molecular Weight: 450.54

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)[C@H](CCCCN)NC(=O)c1ccc(NC(=O)[C@@H](N)CCCNC(=N)N)c(N)c1

Standard InChI:  InChI=1S/C20H34N8O4/c1-32-19(31)16(6-2-3-9-21)28-17(29)12-7-8-15(14(23)11-12)27-18(30)13(22)5-4-10-26-20(24)25/h7-8,11,13,16H,2-6,9-10,21-23H2,1H3,(H,27,30)(H,28,29)(H4,24,25,26)/t13-,16-/m0/s1

Standard InChI Key:  MZDQTENBSHOAEA-BBRMVZONSA-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: 450.54

Molecular Weight (Monoisotopic): 450.2703

AlogP: -0.80

#Rotatable Bonds: 13

Polar Surface Area: 224.46

Molecular Species: BASE

HBA: 8

HBD: 8

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.71

CX Basic pKa: 11.98

CX LogP: -2.14

CX LogD: -7.39

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.06

Np Likeness Score: -0.10

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