Rac-6-chloro-N-((2,4-dimethylthiazol-5-yl)methyl)-5-methyl-2-((2-(pyridin-2-yl)cyclopropyl)methoxy)pyrimidin-4-amine

ID: ALA3746935

Chembl Id: CHEMBL3746935

PubChem CID: 127042524

Max Phase: Preclinical

Molecular Formula: C20H22ClN5OS

Molecular Weight: 415.95

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1nc(C)c(CNc2nc(OC[C@H]3C[C@H]3c3ccccn3)nc(Cl)c2C)s1

Standard InChI:  InChI=1S/C20H22ClN5OS/c1-11-18(21)25-20(26-19(11)23-9-17-12(2)24-13(3)28-17)27-10-14-8-15(14)16-6-4-5-7-22-16/h4-7,14-15H,8-10H2,1-3H3,(H,23,25,26)/t14-,15-/m1/s1

Standard InChI Key:  MAFLAYQHEPPOKU-HUUCEWRRSA-N

Alternative Forms

  1. Parent:

    ALA3746935

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Associated Targets(Human)

PDE10A Tclin Phosphodiesterase 10A (5542 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: 415.95Molecular Weight (Monoisotopic): 415.1234AlogP: 4.70#Rotatable Bonds: 7
Polar Surface Area: 72.82Molecular Species: NEUTRALHBA: 7HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 5.32CX LogP: 3.86CX LogD: 3.86
Aromatic Rings: 3Heavy Atoms: 28QED Weighted: 0.56Np Likeness Score: -1.25

References

1. Raheem IT, Schreier JD, Fuerst J, Gantert L, Hostetler ED, Huszar S, Joshi A, Kandebo M, Kim SH, Li J, Ma B, McGaughey G, Sharma S, Shipe WD, Uslaner J, Vandeveer GH, Yan Y, Renger JJ, Smith SM, Coleman PJ, Cox CD..  (2016)  Discovery of pyrazolopyrimidine phosphodiesterase 10A inhibitors for the treatment of schizophrenia.,  26  (1): [PMID:26602277] [10.1016/j.bmcl.2015.11.013]

Source