ID: ALA3144196

Max Phase: Preclinical

Molecular Formula: C15H16BrN2O8P

Molecular Weight: 463.18

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=c1[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)cc1-c1ccc(Br)cc1

Standard InChI:  InChI=1S/C15H16BrN2O8P/c16-9-3-1-8(2-4-9)10-6-18(15(21)17-14(10)20)13-5-11(19)12(26-13)7-25-27(22,23)24/h1-4,6,11-13,19H,5,7H2,(H,17,20,21)(H2,22,23,24)/t11-,12+,13+/m0/s1

Standard InChI Key:  BPABLZCEPTUPRF-YNEHKIRRSA-N

Associated Targets(Human)

Thymidylate synthase 1651 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Thymidylate synthase 501 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Thymidylate synthase 842 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: 463.18Molecular Weight (Monoisotopic): 461.9828AlogP: 0.72#Rotatable Bonds: 5
Polar Surface Area: 151.08Molecular Species: ACIDHBA: 7HBD: 4
#RO5 Violations: 0HBA (Lipinski): 10HBD (Lipinski): 4#RO5 Violations (Lipinski): 0
CX Acidic pKa: 1.23CX Basic pKa: CX LogP: 0.80CX LogD: -2.73
Aromatic Rings: 2Heavy Atoms: 27QED Weighted: 0.47Np Likeness Score: 0.61

References

1. Chang G, Schwepler D, Decedue CJ, Balzarini J, De Clercq E, Mertes MP..  (1988)  Linear free energy relationship studies of enzyme active site binding: thymidylate synthase.,  31  (6): [PMID:3373483] [10.1021/jm00401a013]

Source