ID: ALA602104

Max Phase: Preclinical

Molecular Formula: C17H14N4OS

Molecular Weight: 322.39

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  Cc1c(Sc2cccc3ccccc23)oc2nc(N)nc(N)c12

Standard InChI:  InChI=1S/C17H14N4OS/c1-9-13-14(18)20-17(19)21-15(13)22-16(9)23-12-8-4-6-10-5-2-3-7-11(10)12/h2-8H,1H3,(H4,18,19,20,21)

Standard InChI Key:  WWGMCCMWXAGEOK-UHFFFAOYSA-N

Associated Targets(Human)

Dihydrofolate reductase 3072 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Thymidylate synthase 1651 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Dihydrofolate reductase 1415 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Dihydrofolate reductase 1637 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Dihydrofolate reductase 2343 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Dihydrofolate reductase 1239 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: 322.39Molecular Weight (Monoisotopic): 322.0888AlogP: 4.00#Rotatable Bonds: 2
Polar Surface Area: 90.96Molecular Species: NEUTRALHBA: 6HBD: 2
#RO5 Violations: 0HBA (Lipinski): 5HBD (Lipinski): 4#RO5 Violations (Lipinski): 0
CX Acidic pKa: CX Basic pKa: 5.07CX LogP: 3.97CX LogD: 3.97
Aromatic Rings: 4Heavy Atoms: 23QED Weighted: 0.58Np Likeness Score: -0.71

References

1. Gangjee A, Jain HD, Phan J, Guo X, Queener SF, Kisliuk RL..  (2010)  2,4-Diamino-5-methyl-6-substituted arylthio-furo[2,3-d]pyrimidines as novel classical and nonclassical antifolates as potential dual thymidylate synthase and dihydrofolate reductase inhibitors.,  18  (2): [PMID:20056546] [10.1016/j.bmc.2009.11.029]

Source