ID: ALA3125239

Max Phase: Preclinical

Molecular Formula: C28H29N5O4

Molecular Weight: 499.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCc1cc(C(=O)N[C@@H]2C[C@@H](C(=O)NCc3ccccc3)N(C(=O)c3coc4ccccc34)C2)n(C)n1

Standard InChI:  InChI=1S/C28H29N5O4/c1-3-19-13-23(32(2)31-19)27(35)30-20-14-24(26(34)29-15-18-9-5-4-6-10-18)33(16-20)28(36)22-17-37-25-12-8-7-11-21(22)25/h4-13,17,20,24H,3,14-16H2,1-2H3,(H,29,34)(H,30,35)/t20-,24+/m1/s1

Standard InChI Key:  WPSGVINAQWNYOL-YKSBVNFPSA-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: 499.57

Molecular Weight (Monoisotopic): 499.2220

AlogP: 3.06

#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: 13.72

CX Basic pKa: 2.04

CX LogP: 2.27

CX LogD: 2.27

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.41

Np Likeness Score: -1.24

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