Methoxy-acetic acid 2-[5-((E)-2-bromo-vinyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl ester

ID: ALA399413

Chembl Id: CHEMBL399413

PubChem CID: 6476767

Max Phase: Preclinical

Molecular Formula: C14H17BrN2O8

Molecular Weight: 421.20

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COCC(=O)O[C@H]1[C@H](O)[C@@H](CO)O[C@H]1n1cc(/C=C/Br)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C14H17BrN2O8/c1-23-6-9(19)25-11-10(20)8(5-18)24-13(11)17-4-7(2-3-15)12(21)16-14(17)22/h2-4,8,10-11,13,18,20H,5-6H2,1H3,(H,16,21,22)/b3-2+/t8-,10-,11+,13-/m1/s1

Standard InChI Key:  NNONZLUPBQRBKD-FSKYWUMTSA-N

Associated Targets(Human)

TK1 Tchem Thymidine kinase, cytosolic (627 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TK2 Tchem Thymidine kinase, mitochondrial (96 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

TK Thymidine kinase (276 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TK Thymidine kinase (56 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TK Thymidine kinase (140 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
dnk Deoxynucleoside kinase (95 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: 421.20Molecular Weight (Monoisotopic): 420.0168AlogP: -1.29#Rotatable Bonds: 6
Polar Surface Area: 140.08Molecular Species: NEUTRALHBA: 9HBD: 3
#RO5 Violations: HBA (Lipinski): 10HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 9.74CX Basic pKa: CX LogP: -1.13CX LogD: -1.13
Aromatic Rings: 1Heavy Atoms: 25QED Weighted: 0.48Np Likeness Score: 1.08

References

1. Manfredini S, Baraldi PG, Durini E, Porcu L, Angusti A, Vertuani S, Solaroli N, De Clercq E, Karlsson A, Balzarini J..  (2001)  Design, synthesis and enzymatic activity of highly selective human mitochondrial thymidine kinase inhibitors.,  11  (10): [PMID:11392548] [10.1016/s0960-894x(01)00207-4]
2. Ciliberti N, Manfredini S, Angusti A, Durini E, Solaroli N, Vertuani S, Buzzoni L, Bonache MC, Ben-Shalom E, Karlsson A, Saada A, Balzarini J..  (2007)  Novel selective human mitochondrial kinase inhibitors: design, synthesis and enzymatic activity.,  15  (8): [PMID:17324575] [10.1016/j.bmc.2007.01.049]

Source