BVD

5-BROMOVINYLDEOXYURIDINE

Created:	1999-07-08
Last modified:	2011-06-04

Find Related PDB Entry
2 entries where BVD is found as a standalone ligand

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	32
Chiral Atom Count	3
Bond Count	33
Aromatic Bond Count	0

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	5-BROMOVINYLDEOXYURIDINE
Systematic Name (OpenEye OEToolkits)	5-[(E)-2-bromoethenyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
Formula	C₁₁ H₁₃ Br N₂ O₅
Molecular Weight	333.135
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	Br[C@H]=CC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2)CO
SMILES	CACTVS	3.341	OC[CH]1O[CH](C[CH]1O)N2C=C(C=CBr)C(=O)NC2=O
SMILES	OpenEye OEToolkits	1.5.0	C1C(C(OC1N2C=C(C(=O)NC2=O)C=CBr)CO)O
Canonical SMILES	CACTVS	3.341	OC[C@H]1O[C@H](C[C@@H]1O)N2C=C(\C=C\Br)C(=O)NC2=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)\C=C\Br)CO)O
InChI	InChI	1.03	InChI=1S/C11H13BrN2O5/c12-2-1-6-4-14(11(18)13-10(6)17)9-3-7(16)8(5-15)19-9/h1-2,4,7-9,15-16H,3,5H2,(H,13,17,18)/b2-1+/t7-,8+,9+/m0/s1
InChIKey	InChI	1.03	ODZBBRURCPAEIQ-PIXDULNESA-N

Drug Info: DrugBank

DrugBank ID	DB03312
Name	Brivudine
Groups	approved investigational
Description	Brivudine is used in the treatment of herpes zoster. Although not approved in the U.S. or Canada, it is approved in several European countries.
Synonyms	BVdU (E)-5-(2-Bromovinyl)-deoxyuridine Brivudina Brivudinum Brivudine
Categories	Anti-Infective Agents Antiinfectives for Systemic Use Antiviral Agents Antivirals for Systemic Use Deoxyribonucleosides Deoxyuridine Direct Acting Antivirals Nucleic Acids, Nucleotides, and Nucleosides Nucleosides Nucleosides and Nucleotides Excl. Reverse Transcriptase Inhibitors Pyrimidine Nucleosides Pyrimidines
ATC-Code	J05AB15
CAS number	69304-47-8

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Thymidine kinase 2, mitochondrial	MLLWPLRGWAARALRCFGPGSRGSPASGPGPRRVQRRAWPPDKEQEKEKK...	unknown	substrate
DNA polymerase	MFSGGGGPLSPGGKSAARAASGFFAPAGPRGAGRGPPPCLRQNFYNPYLA...	unknown	inhibitor
Thymidine kinase	MASGTIPVQNEEIIKSQVNTVRIYIDGAYGIGKSLTAKYLVRADENRPGY...	unknown	substrate

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682