ID: ALA3125282

Max Phase: Preclinical

Molecular Formula: C24H29N5O4

Molecular Weight: 451.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCNC(=O)[C@@H]1C[C@@H](NC(=O)c2cc(CC)nn2C)CN1C(=O)c1coc2ccccc12

Standard InChI:  InChI=1S/C24H29N5O4/c1-4-10-25-22(30)20-12-16(26-23(31)19-11-15(5-2)27-28(19)3)13-29(20)24(32)18-14-33-21-9-7-6-8-17(18)21/h6-9,11,14,16,20H,4-5,10,12-13H2,1-3H3,(H,25,30)(H,26,31)/t16-,20+/m1/s1

Standard InChI Key:  GMNZBLOVJRVRNK-UZLBHIALSA-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: 451.53

Molecular Weight (Monoisotopic): 451.2220

AlogP: 2.27

#Rotatable Bonds: 7

Polar Surface Area: 109.47

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.04

CX LogP: 1.42

CX LogD: 1.42

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: -1.33

References

1. Encinas L, O'Keefe H, Neu M, Remuiñán MJ, Patel AM, Guardia A, Davie CP, Pérez-Macías N, Yang H, Convery MA, Messer JA, Pérez-Herrán E, Centrella PA, Alvarez-Gómez D, Clark MA, Huss S, O'Donovan GK, Ortega-Muro F, McDowell W, Castañeda P, Arico-Muendel CC, Pajk S, Rullás J, Angulo-Barturen I, Alvarez-Ruíz E, Mendoza-Losana A, Ballell Pages L, Castro-Pichel J, Evindar G..  (2014)  Encoded library technology as a source of hits for the discovery and lead optimization of a potent and selective class of bactericidal direct inhibitors of Mycobacterium tuberculosis InhA.,  57  (4): [PMID:24450589] [10.1021/jm401326j]

Source

Source(1):

• Scientific Literature