ID: ALA3125285

Max Phase: Preclinical

Molecular Formula: C26H31N5O6

Molecular Weight: 509.56

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C26H31N5O6/c1-4-16-12-20(30(3)29-16)25(34)28-17-13-21(24(33)27-11-10-23(32)36-5-2)31(14-17)26(35)19-15-37-22-9-7-6-8-18(19)22/h6-9,12,15,17,21H,4-5,10-11,13-14H2,1-3H3,(H,27,33)(H,28,34)/t17-,21+/m1/s1

Standard InChI Key:  SKGVWBFJRIWADE-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: 509.56

Molecular Weight (Monoisotopic): 509.2274

AlogP: 1.81

#Rotatable Bonds: 9

Polar Surface Area: 135.77

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 2.04

CX LogP: 0.76

CX LogD: 0.76

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.42

Np Likeness Score: -1.20

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