ID: ALA3228315

Max Phase: Preclinical

Molecular Formula: C22H23N5O6

Molecular Weight: 453.46

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  Cc1c(CNc2ccc(C(=O)NC(CCC(=O)O)C(=O)O)cc2)ccc2nc(N)nc(O)c12

Standard InChI:  InChI=1S/C22H23N5O6/c1-11-13(4-7-15-18(11)20(31)27-22(23)26-15)10-24-14-5-2-12(3-6-14)19(30)25-16(21(32)33)8-9-17(28)29/h2-7,16,24H,8-10H2,1H3,(H,25,30)(H,28,29)(H,32,33)(H3,23,26,27,31)

Standard InChI Key:  IRHZKENEQYFGGC-UHFFFAOYSA-N

Associated Targets(non-human)

Thymidylate synthase 842 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Thymidylate synthase 501 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: 453.46Molecular Weight (Monoisotopic): 453.1648AlogP: 1.89#Rotatable Bonds: 9
Polar Surface Area: 187.76Molecular Species: ACIDHBA: 8HBD: 6
#RO5 Violations: 1HBA (Lipinski): 11HBD (Lipinski): 7#RO5 Violations (Lipinski): 2
CX Acidic pKa: 3.32CX Basic pKa: 2.63CX LogP: 1.46CX LogD: -4.49
Aromatic Rings: 3Heavy Atoms: 33QED Weighted: 0.28Np Likeness Score: -0.48

References

1. Chen BK, Horváth C, Bertino JR..  (1979)  Multivariate analysis and quantitative structure-activity relationships. Inhibition of dihydrofolate reductase and thymidylate synthetase by quinazolines.,  22  (5): [PMID:110930] [10.1021/jm00191a005]

Source