ID: ALA345259

Max Phase: Preclinical

Molecular Formula: C20H24N6O

Molecular Weight: 364.45

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  C[C@@H]1CN(c2cnc3ccccc3n2)C[C@H](C)N1c1ccnc([C@@H](C)O)n1

Standard InChI:  InChI=1S/C20H24N6O/c1-13-11-25(19-10-22-16-6-4-5-7-17(16)23-19)12-14(2)26(13)18-8-9-21-20(24-18)15(3)27/h4-10,13-15,27H,11-12H2,1-3H3/t13-,14+,15-/m1/s1

Standard InChI Key:  LGJJRSPXKQJVCL-QLFBSQMISA-N

Associated Targets(Human)

Sorbitol dehydrogenase 133 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Rattus norvegicus 775804 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

Properties

Molecular Weight: 364.45Molecular Weight (Monoisotopic): 364.2012AlogP: 2.58#Rotatable Bonds: 3
Polar Surface Area: 78.27Molecular Species: NEUTRALHBA: 7HBD: 1
#RO5 Violations: 0HBA (Lipinski): 7HBD (Lipinski): 1#RO5 Violations (Lipinski): 0
CX Acidic pKa: 13.47CX Basic pKa: 4.69CX LogP: 3.68CX LogD: 3.68
Aromatic Rings: 3Heavy Atoms: 27QED Weighted: 0.77Np Likeness Score: -0.90

References

1. Chu-Moyer MY, Ballinger WE, Beebe DA, Berger R, Coutcher JB, Day WW, Li J, Mylari BL, Oates PJ, Weekly RM..  (2002)  Orally-effective, long-acting sorbitol dehydrogenase inhibitors: synthesis, structure-activity relationships, and in vivo evaluations of novel heterocycle-substituted piperazino-pyrimidines.,  45  (2): [PMID:11784155] [10.1021/jm010440g]

Source