3'-(4-Chlorophenyl-1,2,3-triazol-1-yl)-3'-deoxy-beta-(E)-5-(2-bromovinyl)-2'-deoxyuridine

ID: ALA1091988

Chembl Id: CHEMBL1091988

PubChem CID: 46197457

Max Phase: Preclinical

Molecular Formula: C19H17BrClN5O4

Molecular Weight: 494.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c(=O)n([C@H]2C[C@H](n3cc(-c4ccc(Cl)cc4)nn3)[C@@H](CO)O2)cc1/C=C/Br

Standard InChI:  InChI=1S/C19H17BrClN5O4/c20-6-5-12-8-25(19(29)22-18(12)28)17-7-15(16(10-27)30-17)26-9-14(23-24-26)11-1-3-13(21)4-2-11/h1-6,8-9,15-17,27H,7,10H2,(H,22,28,29)/b6-5+/t15-,16+,17+/m0/s1

Standard InChI Key:  MNYPSYJHVXNBMF-CGXZTUQUSA-N

Alternative Forms

1. Parent:

   

   ALA1091988

   5-[(E)-2-bromoethenyl]-1-[(2R,4S,5S)-4-[4-(4-chlorophenyl)triazol-1-yl]-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 494.73

Molecular Weight (Monoisotopic): 493.0152

AlogP: 2.34

#Rotatable Bonds: 5

Polar Surface Area: 115.03

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.74

CX Basic pKa: ┄

CX LogP: 2.68

CX LogD: 2.68

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -0.34

References

1. Van Poecke S, Negri A, Gago F, Van Daele I, Solaroli N, Karlsson A, Balzarini J, Van Calenbergh S..  (2010)  3'-[4-Aryl-(1,2,3-triazol-1-yl)]-3'-deoxythymidine analogues as potent and selective inhibitors of human mitochondrial thymidine kinase.,  53  (7): [PMID:20218622] [10.1021/jm901532h]

Source

Source(1):

• Scientific Literature