ID: ALA3125236

Max Phase: Preclinical

Molecular Formula: C25H27N5O6

Molecular Weight: 493.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCc1cc(C(=O)N[C@@H]2C[C@@H](C(=O)NC3CCOC3=O)N(C(=O)c3coc4ccccc34)C2)n(C)n1

Standard InChI:  InChI=1S/C25H27N5O6/c1-3-14-10-19(29(2)28-14)22(31)26-15-11-20(23(32)27-18-8-9-35-25(18)34)30(12-15)24(33)17-13-36-21-7-5-4-6-16(17)21/h4-7,10,13,15,18,20H,3,8-9,11-12H2,1-2H3,(H,26,31)(H,27,32)/t15-,18?,20+/m1/s1

Standard InChI Key:  SJUZSBQBYFGBBL-BIYUGTDDSA-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: 493.52

Molecular Weight (Monoisotopic): 493.1961

AlogP: 1.17

#Rotatable Bonds: 6

Polar Surface Area: 135.77

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.56

CX Basic pKa: 2.04

CX LogP: 0.27

CX LogD: 0.27

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.49

Np Likeness Score: -1.03

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