ID: ALA3125286

Max Phase: Preclinical

Molecular Formula: C25H30N6O5

Molecular Weight: 494.55

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C25H30N6O5/c1-4-16-11-20(30(3)29-16)24(34)28-17-12-21(23(33)27-10-9-26-15(2)32)31(13-17)25(35)19-14-36-22-8-6-5-7-18(19)22/h5-8,11,14,17,21H,4,9-10,12-13H2,1-3H3,(H,26,32)(H,27,33)(H,28,34)/t17-,21+/m1/s1

Standard InChI Key:  BHPMCTGUSVCUEN-UTKZUKDTSA-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: 494.55

Molecular Weight (Monoisotopic): 494.2278

AlogP: 0.99

#Rotatable Bonds: 8

Polar Surface Area: 138.57

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 2.04

CX LogP: -0.44

CX LogD: -0.44

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.40

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