(S)-3-(2-hydroxyphenyl)-5-(4-hydroxyphenyl)-N-phenyl-4,5-dihydropyrazole-1-carbothioamide

ID: ALA402834

Chembl Id: CHEMBL402834

PubChem CID: 135869605

Max Phase: Preclinical

Molecular Formula: C22H19N3O2S

Molecular Weight: 389.48

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Oc1ccc([C@@H]2CC(c3ccccc3O)=NN2C(=S)Nc2ccccc2)cc1

Standard InChI:  InChI=1S/C22H19N3O2S/c26-17-12-10-15(11-13-17)20-14-19(18-8-4-5-9-21(18)27)24-25(20)22(28)23-16-6-2-1-3-7-16/h1-13,20,26-27H,14H2,(H,23,28)/t20-/m0/s1

Standard InChI Key:  CGZGEJSUZRVTIR-FQEVSTJZSA-N

Alternative Forms

  1. Parent:

    ALA402834

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Associated Targets(Human)

HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mycobacterium tuberculosis (203094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Yersinia pestis (750 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ybtE AMP-binding enzyme family protein (69 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: 389.48Molecular Weight (Monoisotopic): 389.1198AlogP: 4.65#Rotatable Bonds: 3
Polar Surface Area: 68.09Molecular Species: NEUTRALHBA: 4HBD: 3
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 8.62CX Basic pKa: 1.07CX LogP: 5.09CX LogD: 5.07
Aromatic Rings: 3Heavy Atoms: 28QED Weighted: 0.57Np Likeness Score: -0.80

References

1. Stirrett KL, Ferreras JA, Jayaprakash V, Sinha BN, Ren T, Quadri LE..  (2008)  Small molecules with structural similarities to siderophores as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis.,  18  (8): [PMID:18394884] [10.1016/j.bmcl.2008.03.025]

Source