NVP

11-CYCLOPROPYL-5,11-DIHYDRO-4-METHYL-6H-DIPYRIDO[3,2-B:2',3'-E][1,4]DIAZEPIN-6-ONE

Created: 2000-08-15
Last modified:  2020-06-05

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Chemical Details

Formal Charge0
Atom Count34
Chiral Atom Count0
Bond Count37
Aromatic Bond Count12
2D diagram of NVP

Chemical Component Summary

Name11-CYCLOPROPYL-5,11-DIHYDRO-4-METHYL-6H-DIPYRIDO[3,2-B:2',3'-E][1,4]DIAZEPIN-6-ONE
SynonymsNON-NUCLEOSIDE RT INHIBITOR NEVIRAPINE
Systematic Name (OpenEye OEToolkits)n/a
FormulaC15 H14 N4 O
Molecular Weight266.298
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C2Nc1c(ccnc1N(c3ncccc23)C4CC4)C
SMILESCACTVS3.341Cc1ccnc2N(C3CC3)c4ncccc4C(=O)Nc12
SMILESOpenEye OEToolkits1.5.0Cc1ccnc2c1NC(=O)c3cccnc3N2C4CC4
Canonical SMILESCACTVS3.341 Cc1ccnc2N(C3CC3)c4ncccc4C(=O)Nc12
Canonical SMILESOpenEye OEToolkits1.5.0 Cc1ccnc2c1NC(=O)c3cccnc3N2C4CC4
InChIInChI1.03 InChI=1S/C15H14N4O/c1-9-6-8-17-14-12(9)18-15(20)11-3-2-7-16-13(11)19(14)10-4-5-10/h2-3,6-8,10H,4-5H2,1H3,(H,18,20)
InChIKeyInChI1.03 NQDJXKOVJZTUJA-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank IDDB00238 
NameNevirapine
Groups approved
DescriptionA potent, non-nucleoside reverse transcriptase inhibitor (NNRTI) used in combination with nucleoside analogues for treatment of Human Immunodeficiency Virus Type 1 (HIV-1) infection and AIDS. Structurally, nevirapine belongs to the dipyridodiazepinone chemical class.
Synonyms
  • Nevirapine hemihydrate
  • NEV
  • NVP
  • Nevirapine, anhydrous
  • Nevirapina
Brand Names
  • Teva-nevirapine
  • Viramune XR
  • Lamivudine, Nevirapine, and Zidovudine
  • Nevirapine Extended Release
  • Nevirapine
IndicationFor use in combination with other antiretroviral drugs in the ongoing treatment of HIV-1 infection.
Categories
  • Anti-HIV Agents
  • Anti-Infective Agents
  • Anti-Retroviral Agents
  • Antiinfectives for Systemic Use
  • Antiviral Agents
ATC-Code
  • J05AG01
  • J05AR05
  • J05AR07
CAS number129618-40-2

Drug Targets

NameTarget SequencePharmacological ActionActions
Reverse transcriptase/RNaseHPISPIETVPVKLKPGMDGPKVKQWPLTEEKIKALVEICTEMEKEGKISKI...unknowninhibitor
Cytochrome P450 2D6MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...unknownsubstrate,inhibitor
Cytochrome P450 1A2MALSQSVPFSATELLLASAIFCLVFWVLKGLRPRVPKGLKSPPEPWGWPL...unknowninhibitor
Cytochrome P450 3A7MDLIPNLAVETWLLLAVSLILLYLYGTRTHGLFKKLGIPGPTPLPFLGNA...unknownsubstrate
Cytochrome P450 3A4MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...unknownsubstrate,inducer
View More
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

Related Resource References

Resource NameReference
PubChem 4463
ChEMBL CHEMBL57
ChEBI CHEBI:63613
CCDC/CSD PABHIJ01, RIMWAO, LATQEE, LATRAB, RIMJAB, YIVQUQ, LATQII, TISJAH01, PABHIJ, LATQOO, LATQUU02, TISJAH, POZCOZ, IPAYIK
COD 7207606, 7207608, 4511304, 4504385