ID: ALA3125238

Max Phase: Preclinical

Molecular Formula: C26H31N5O4

Molecular Weight: 477.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCc1cc(C(=O)N[C@@H]2C[C@@H](C(=O)NC3CCCC3)N(C(=O)c3coc4ccccc34)C2)n(C)n1

Standard InChI:  InChI=1S/C26H31N5O4/c1-3-16-12-21(30(2)29-16)24(32)28-18-13-22(25(33)27-17-8-4-5-9-17)31(14-18)26(34)20-15-35-23-11-7-6-10-19(20)23/h6-7,10-12,15,17-18,22H,3-5,8-9,13-14H2,1-2H3,(H,27,33)(H,28,32)/t18-,22+/m1/s1

Standard InChI Key:  PYGOANSJMZNZEL-GCJKJVERSA-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: 477.57

Molecular Weight (Monoisotopic): 477.2376

AlogP: 2.80

#Rotatable Bonds: 6

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: 1.90

CX LogD: 1.90

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.57

Np Likeness Score: -1.18

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