ID: ALA4217308

Max Phase: Preclinical

Molecular Formula: C22H13Cl2NO4

Molecular Weight: 426.26

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)c1noc(-c2ccccc2)c1-c1cccc(-c2cc(Cl)c(O)c(Cl)c2)c1

Standard InChI:  InChI=1S/C22H13Cl2NO4/c23-16-10-15(11-17(24)20(16)26)13-7-4-8-14(9-13)18-19(22(27)28)25-29-21(18)12-5-2-1-3-6-12/h1-11,26H,(H,27,28)

Standard InChI Key:  HSUAKBVODMNSFP-UHFFFAOYSA-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: 426.26

Molecular Weight (Monoisotopic): 425.0222

AlogP: 6.39

#Rotatable Bonds: 4

Polar Surface Area: 83.56

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.85

CX Basic pKa:

CX LogP: 6.15

CX LogD: 1.91

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: -0.41

References

1. Vickers CF, Silva APG, Chakraborty A, Fernandez P, Kurepina N, Saville C, Naranjo Y, Pons M, Schnettger LS, Gutierrez MG, Park S, Kreiswith BN, Perlin DS, Thomas EJ, Cavet JS, Tabernero L..  (2018)  Structure-Based Design of MptpB Inhibitors That Reduce Multidrug-Resistant Mycobacterium tuberculosis Survival and Infection Burden in Vivo.,  61  (18): [PMID:30153005] [10.1021/acs.jmedchem.8b00832]

2. Sahoo SK, Rani B, Gaikwad NB, Ahmad MN, Kaul G, Shukla M, Nanduri S, Dasgupta A, Chopra S, Yaddanapudi VM..  (2021)  Synthesis and structure-activity relationship of new chalcone linked 5-phenyl-3-isoxazolecarboxylic acid methyl esters potentially active against drug resistant Mycobacterium tuberculosis.,  222  [PMID:34116324] [10.1016/j.ejmech.2021.113580]

Source

Source(1):

• Scientific Literature