2-cyano-3-(5-hydroxy-1-(4-(4-methoxyphenyl)thiazol-2-yl)-3-methyl-1H-pyrazol-4-yl)-3-phenylpropanamide

ID: ALA3144706

PubChem CID: 4593175

Max Phase: Preclinical

Molecular Formula: C24H21N5O3S

Molecular Weight: 459.53

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2csc(-n3[nH]c(C)c(C(c4ccccc4)C(C#N)C(N)=O)c3=O)n2)cc1

Standard InChI:  InChI=1S/C24H21N5O3S/c1-14-20(21(18(12-25)22(26)30)16-6-4-3-5-7-16)23(31)29(28-14)24-27-19(13-33-24)15-8-10-17(32-2)11-9-15/h3-11,13,18,21,28H,1-2H3,(H2,26,30)

Standard InChI Key:  STVVMQJSKLQUPQ-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

  1. Parent:

Associated Targets(Human)

PDE1A Tclin Phosphodiesterase 1 (671 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE5A Tclin Phosphodiesterase 5A (5113 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: 459.53Molecular Weight (Monoisotopic): 459.1365AlogP: 3.36#Rotatable Bonds: 7
Polar Surface Area: 126.79Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 6.56CX Basic pKa: 0.38CX LogP: 2.87CX LogD: 2.11
Aromatic Rings: 4Heavy Atoms: 33QED Weighted: 0.44Np Likeness Score: -1.05

References

1. Yamazaki K, Kusunose N, Fujita K, Sato H, Asano S, Dan A, Kanaoka M..  (2006)  Identification of phosphodiesterase-1 and 5 dual inhibitors by a ligand-based virtual screening optimized for lead evolution.,  16  (5): [PMID:16337379] [10.1016/j.bmcl.2005.11.046]

Source