N-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-6-(2-iodoacetamido)hexanamide

ID: ALA3229677

Chembl Id: CHEMBL3229677

PubChem CID: 90669131

Max Phase: Preclinical

Molecular Formula: C17H25IN4O7

Molecular Weight: 524.31

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(CI)NCCCCCC(=O)Nc1cn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C17H25IN4O7/c18-7-14(26)19-5-3-1-2-4-13(25)20-10-8-22(17(28)21-16(10)27)15-6-11(24)12(9-23)29-15/h8,11-12,15,23-24H,1-7,9H2,(H,19,26)(H,20,25)(H,21,27,28)/t11-,12+,15+/m0/s1

Standard InChI Key:  NYIZPVPCAQVJOM-YWPYICTPSA-N

Associated Targets(non-human)

TK1 Thymidine kinase, cytosolic (80 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: 524.31Molecular Weight (Monoisotopic): 524.0768AlogP: -0.77#Rotatable Bonds: 10
Polar Surface Area: 162.75Molecular Species: NEUTRALHBA: 8HBD: 5
#RO5 Violations: 1HBA (Lipinski): 11HBD (Lipinski): 5#RO5 Violations (Lipinski): 2
CX Acidic pKa: 8.95CX Basic pKa: CX LogP: -1.32CX LogD: -1.34
Aromatic Rings: 1Heavy Atoms: 29QED Weighted: 0.15Np Likeness Score: 0.15

References

1. Hampton A, Kappler F, Chawla RR..  (1979)  Design of species- or isozyme-specific enzyme inhibitors. 1. Effect of thymidine substituents on affinity for the thymidine site of hamster cytoplasmic thymidine kinase.,  22  (6): [PMID:458818] [10.1021/jm00192a005]

Source