(S)-2-(2,3-Difluorophenoxy)-N-(2-(4-hydroxyphenyl)benzo[d]-oxazol-5-yl)propanamide

ID: ALA4213588

Chembl Id: CHEMBL4213588

PubChem CID: 145964212

Max Phase: Preclinical

Molecular Formula: C22H16F2N2O4

Molecular Weight: 410.38

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@H](Oc1cccc(F)c1F)C(=O)Nc1ccc2oc(-c3ccc(O)cc3)nc2c1

Standard InChI:  InChI=1S/C22H16F2N2O4/c1-12(29-19-4-2-3-16(23)20(19)24)21(28)25-14-7-10-18-17(11-14)26-22(30-18)13-5-8-15(27)9-6-13/h2-12,27H,1H3,(H,25,28)/t12-/m0/s1

Standard InChI Key:  AXUPMHOERPXXSQ-LBPRGKRZSA-N

Alternative Forms

  1. Parent:

    ALA4213588

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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: 410.38Molecular Weight (Monoisotopic): 410.1078AlogP: 4.88#Rotatable Bonds: 5
Polar Surface Area: 84.59Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 9.05CX Basic pKa: 0.18CX LogP: 4.65CX LogD: 4.64
Aromatic Rings: 4Heavy Atoms: 30QED Weighted: 0.49Np Likeness Score: -1.63

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