1-[5-[2-(4-hydroxyphenyl)-1,3-benzoxazol-5-yl]-3-(2-thienyl)-3,4-dihydropyrazol-2-yl]ethanone

ID: ALA5196118

Chembl Id: CHEMBL5196118

PubChem CID: 168288937

Max Phase: Preclinical

Molecular Formula: C22H17N3O3S

Molecular Weight: 403.46

Names and Identifiers

Canonical SMILES:  CC(=O)N1N=C(c2ccc3oc(-c4ccc(O)cc4)nc3c2)CC1c1cccs1

Standard InChI:  InChI=1S/C22H17N3O3S/c1-13(26)25-19(21-3-2-10-29-21)12-17(24-25)15-6-9-20-18(11-15)23-22(28-20)14-4-7-16(27)8-5-14/h2-11,19,27H,12H2,1H3

Standard InChI Key:  WZDUNBGQHZPNHL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5196118

   ---

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: 403.46

Molecular Weight (Monoisotopic): 403.0991

AlogP: 4.96

#Rotatable Bonds: 3

Polar Surface Area: 78.93

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.05

CX Basic pKa:

CX LogP: 3.88

CX LogD: 3.87

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.51

References

1. Kumar Sahoo S, Maddipatla S, Nageswara Rao Gajula S, Naiyaz Ahmad M, Kaul G, Nanduri S, Sonti R, Dasgupta A, Chopra S, Madhavi Yaddanapudi V..  (2022)  Identification of nitrofuranylchalcone tethered benzoxazole-2-amines as potent inhibitors of drug resistant Mycobacterium tuberculosis demonstrating bactericidal efficacy.,  64  [PMID:35487101] [10.1016/j.bmc.2022.116777]

2. Sharma A, De Rosa M, Singla N, Singh G, Barnwal RP, Pandey A..  (2021)  Tuberculosis: An Overview of the Immunogenic Response, Disease Progression, and Medicinal Chemistry Efforts in the Last Decade toward the Development of Potential Drugs for Extensively Drug-Resistant Tuberculosis Strains.,  64  (8.0): [PMID:33826327] [10.1021/acs.jmedchem.0c01833]

Source

Source(1):

• Scientific Literature