(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(methylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol

ID: ALA5184933

Chembl Id: CHEMBL5184933

Cas Number: 654654-76-9

PubChem CID: 58853307

Max Phase: Preclinical

Molecular Formula: C31H29BrN2O2

Molecular Weight: 541.49

Names and Identifiers

Canonical SMILES:  CNCC[C@@](O)(c1cccc2ccccc12)[C@H](c1ccccc1)c1cc2cc(Br)ccc2nc1OC

Standard InChI:  InChI=1S/C31H29BrN2O2/c1-33-18-17-31(35,27-14-8-12-21-9-6-7-13-25(21)27)29(22-10-4-3-5-11-22)26-20-23-19-24(32)15-16-28(23)34-30(26)36-2/h3-16,19-20,29,33,35H,17-18H2,1-2H3/t29-,31-/m1/s1

Standard InChI Key:  GOBOQBZOZDRXCQ-BVRKHOPBSA-N

Alternative Forms

1. Parent:

   

   ALA5184933

   N-Monodesmethyl bedaquiline

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 541.49

Molecular Weight (Monoisotopic): 540.1412

AlogP: 6.79

#Rotatable Bonds: 8

Polar Surface Area: 54.38

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.61

CX Basic pKa: 9.69

CX LogP: 6.75

CX LogD: 4.50

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.23

Np Likeness Score: -0.41

References

1. Huang Z, Luo W, Xu D, Guo F, Yang M, Zhu Y, Shen L, Chen S, Tang D, Li L, Li Y, Wang B, Franzblau SG, Ding CZ..  (2022)  Discovery and preclinical profile of sudapyridine (WX-081), a novel anti-tuberculosis agent.,  71  [PMID:35636648] [10.1016/j.bmcl.2022.128824]

Source

Source(1):

• Scientific Literature