(S)-2-(2,3-Dichlorophenoxy)-N-(2-(4-methoxybenzyl)benzo[d]-oxazol-5-yl)prop-anamide

ID: ALA4210836

Chembl Id: CHEMBL4210836

PubChem CID: 145964095

Max Phase: Preclinical

Molecular Formula: C24H20Cl2N2O4

Molecular Weight: 471.34

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(Cc2nc3cc(NC(=O)[C@H](C)Oc4cccc(Cl)c4Cl)ccc3o2)cc1

Standard InChI:  InChI=1S/C24H20Cl2N2O4/c1-14(31-21-5-3-4-18(25)23(21)26)24(29)27-16-8-11-20-19(13-16)28-22(32-20)12-15-6-9-17(30-2)10-7-15/h3-11,13-14H,12H2,1-2H3,(H,27,29)/t14-/m0/s1

Standard InChI Key:  CWSVRTPRXWYEOF-AWEZNQCLSA-N

Alternative Forms

  1. Parent:

    ALA4210836

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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

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: 471.34Molecular Weight (Monoisotopic): 470.0800AlogP: 6.14#Rotatable Bonds: 7
Polar Surface Area: 73.59Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: 1HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 12.38CX Basic pKa: 0.59CX LogP: 5.65CX LogD: 5.65
Aromatic Rings: 4Heavy Atoms: 32QED Weighted: 0.35Np Likeness Score: -1.56

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