(S)-2-(2,3-Dichlorophenoxy)-N-(2-(4-methoxyphenyl)benzo[d]-oxazol-5-yl)propanethioamide

ID: ALA4209344

Chembl Id: CHEMBL4209344

PubChem CID: 145964939

Max Phase: Preclinical

Molecular Formula: C23H18Cl2N2O3S

Molecular Weight: 473.38

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc3cc(NC(=S)[C@H](C)Oc4cccc(Cl)c4Cl)ccc3o2)cc1

Standard InChI:  InChI=1S/C23H18Cl2N2O3S/c1-13(29-20-5-3-4-17(24)21(20)25)23(31)26-15-8-11-19-18(12-15)27-22(30-19)14-6-9-16(28-2)10-7-14/h3-13H,1-2H3,(H,26,31)/t13-/m0/s1

Standard InChI Key:  KWVHWILLIXCGQS-ZDUSSCGKSA-N

Alternative Forms

  1. Parent:

    ALA4209344

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Associated Targets(Human)

IMPDH2 Tclin Inosine-5'-monophosphate dehydrogenase 2 (1326 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMPR2 Tbio GMP reductase 2 (49 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mycobacterium tuberculosis (203094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 473.38Molecular Weight (Monoisotopic): 472.0415AlogP: 7.02#Rotatable Bonds: 6
Polar Surface Area: 56.52Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: 1HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 11.42CX Basic pKa: 0.31CX LogP: 6.61CX LogD: 6.61
Aromatic Rings: 4Heavy Atoms: 31QED Weighted: 0.30Np Likeness Score: -1.50

References

1. Chacko S, Boshoff HIM, Singh V, Ferraris DM, Gollapalli DR, Zhang M, Lawson AP, Pepi MJ, Joachimiak A, Rizzi M, Mizrahi V, Cuny GD, Hedstrom L..  (2018)  Expanding Benzoxazole-Based Inosine 5'-Monophosphate Dehydrogenase (IMPDH) Inhibitor Structure-Activity As Potential Antituberculosis Agents.,  61  (11): [PMID:29746130] [10.1021/acs.jmedchem.7b01839]

Source