Compound: nevirapine
SMILES: O=C1Nc2c(nccc2C)N(c3c1cccn3)C4CC4
InChIKey: NQDJXKOVJZTUJA-UHFFFAOYSA-N
Synonyms: nevirapine, 129618-40-2, Viramune, BI-RG-587, Nevirapine anhydrous, Viramune XR, BIRG 0587, Nevirapine, anhydrous, Nevirapine teva, BIRG587, BIRG-0587, 11-Cyclopropyl-5,11-dihydro-4-methyl-6H-dipyrido(3,2-b:2',3'-e)(1,4)diazepin-6-one, Nevirapina, 11-CYCLOPROPYL-5,11-DIHYDRO-4-METHYL-6H-DIPYRIDO[3,2-B:2',3'-E][1,4]DIAZEPIN-6-ONE, 99DK7FVK1H, Nevirapinum anhydrous, NSC-641530, BIRG0587, DTXSID7031797, CHEBI:63613, NSC641530, 6H-Dipyrido(3,2-b:2',3'-e)(1,4)diazepin-6-one, 11-cyclopropyl-5,11-dihydro-4-methyl-, DTXCID9010787, 2-cyclopropyl-7-methyl-2,4,9,15-tetrazatricyclo[9.4.0.03,8]pentadeca-1(11),3,5,7,12,14-hexaen-10-one, BI RG 587, nevirapinum, 2-cyclopropyl-7-methyl-2,4,9,15-tetraazatricyclo(9.4.0.0^(3,8))pentadeca-1(15),3,5,7,11,13-hexaen-10-one, 2-cyclopropyl-7-methyl-2,4,9,15-tetraazatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-10-one, 2-cyclopropyl-7-methyl-2,4,9,15-tetrazatricyclo(9.4.0.03,8)pentadeca-1(11),3,5,7,12,14-hexaen-10-one, 6H-DIPYRIDO[3,2-B:2',3'-E][1,4]DIAZEPIN-6-ONE, 11-CYCLOPROPYL-5,11-DIHYDRO-4-METHYL-, Hemihydrate, Nevirapine, RefChem:853798, J05AG01, NEVIRAPINE TABLETS FOR ORAL SUSPENSION, 603-345-0, 4-amino-1-((2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl)pyrimidin-2-one, NVP, 11-Cyclopropyl-4-methyl-5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one, BI-RG 587, MFCD00866928, BIRG-587, CHEMBL57, 11-Cyclopropyl-4-methyl-5,11-dihydro-6H-dipyrido[2,3-e:3',2'-b][1,4]diazepin-6-one, 11-CYCLOPROPYL-4-METHYL-5H-DIPYRIDO[3,2-B:2',3'-E][1,4]DIAZEPIN-6(11H)-ONE, NEV, MLS000084585, NCGC00065890-02, SMR000048458, S1742, 2-cyclopropyl-7-methyl-2,4,9,15-tetraazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one, Viramune(TM), Viramune (TN), CAS-129618-40-2, HSDB 7164, Nevirapine & CD4-IgG, Nevirapine & PRO 140, UNII-99DK7FVK1H, NSC 641530, Nevirapine (JAN/USP/INN), Nevirapine), 11-cyclopropyl-4-methyl-5H-dipyrido[[?],[?]][1,4]diazepin-6-one, BIRG 587, Nevirapine RS, NON-NUCLEOSIDE RT INHIBITOR NEVIRAPINE, Viramune IR, 1vrt, 2hny, Nevirapine [USAN:USP:INN:BAN], BI-RG-587 & CD4-IgG, Nevirapine (Standard), Nevirapine (Viramune), Nevirapine (anhydrous), NEVIRAPINE [MI], Opera_ID_934, NEVIRAPINE [INN], NEVIRAPINE [JAN], NEVIRAPINE [HSDB], NEVIRAPINE [USAN], NEVIRAPINE [VANDF], Epitope ID:231711, Nevirapine (anhydrous) CRS, NEVIRAPINE [MART.], SCHEMBL3318, NEVIRAPINE [WHO-DD], MLS000759409, MLS001055309, MLS001201730, MLS001424058, MLS006011423, BIDD:GT0326, NEVIRAPINE [EMA EPAR], BDBM1434, orb1308075, orb3141273, NEVIRAPINE [ORANGE BOOK], SCHEMBL29393780, SCHEMBL29614675, SCHEMBL30267890, GTPL12676, NEVIRAPINE [EP MONOGRAPH], NEVIRAPINE [USP IMPURITY], Nevirapine for peak identification, HMS2051J09, HMS2231O23, HMS3264D21, HMS3371E03, HMS3393J09, HMS3655I08, HMS3715B10, HMS5079D22, NEVIRAPINE [USP MONOGRAPH], Pharmakon1600-01503842, ALBB-027264, BSB41895, MSK10168, Tox21 110982, Tox21_110982, Tox21_200770, AC-643, AC1280, BBL010768, EBC-11254, HY-10570R, NSC759902, STK580320, NEVIRAPINE ANHYDROUS [USP-RS], NEVIRAPINE ANHYDROUS [WHO-IP], AKOS005504351, Nevirapine for peak identification CRS, Tox21_110982_1, AB07544, CCG-100939, DB00238, KS-5019, NC00189, NN15304, NSC-759902, NCGC00065890-03, NCGC00065890-04, NCGC00065890-05, NCGC00065890-07, NCGC00065890-14, NCGC00258324-01, 11-Cyclopropyl-4-methyl-5,11-dihydro-6H-dipyrido[2,3-e:3',2'-b][1,4]diazepin-6-one & PRO 140 (Anti-CCR5 monoclonal antibody), HY-10570, N11-Cyclopropyl-4-methyl-5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e]-[1,4]diazepin-6-one & CD4-immunoadhesin, Nevirapine 100 microg/mL in Acetonitrile, SY009679, BI-RG 587;NSC 641530;NVP, DB-041930, N0922, NEVIRAPINUM ANHYDROUS [WHO-IP LATIN], NS00004959, SW197569-2, C07263, D00435, EN300-119500, AB00393001-13, AB00393001-15, AB00393001_16, AB00393001_17, F358078, Q263713, BRD-K15502390-001-19-1, BRD-K15502390-001-20-9, F2173-0607, Z1521553473, Nevirapine (anhydrous), European Pharmacopoeia (EP) Reference Standard, Nevirapine anhydrous, United States Pharmacopeia (USP) Reference Standard, Nevirapine, Pharmaceutical Secondary Standard; Certified Reference Material, 11-cyclopropyl-5,11-dihydro-4-methyl-6H-dipyrido-[3,2-b:2',3'-e][1,4]diazepin-6-one, 11-cyclopropyl-5,11-dihydro-4-methyl-6H-dipyrido[3,2-b :2',3'-e][1,4 ]diazepin-6-one, 11-cyclopropyl-5,11-dihydro-4-methyl-6H-dipyrido[3,2-b:2 ,3 -e][1,4]diazepin-6-one, 6H-dipyrido[2,3-e:3',2'-b][1,4]diazepin-6-one, 11-cyclopropyl-5,11-dihydro-4-methyl-, Nevirapine for peak identification, European Pharmacopoeia (EP) Reference Standard, 11-Cyclopropyl-4-methyl-5,11-dihydro-6H-dipyrido[3,2-b:2 inverted exclamation mark ,3 inverted exclamation mark -e][1,4]diazepin-6-one, 2-cyclopropyl-7-methyl-2,4,9,15-tetraazatricyclo[9.4.0.0,3,8]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one
Theoretical properties:
molecular_formula: C15H14N4O
molecular_weight: 266.30 g/mol
exact_mass: 266.11676108 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 1
heavy_atom_count: 20
topological_polar_surface_area: 58.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals from pyridine and water
color: Crystals from pyridine and water
vapor_pressure: 3.4X10-9 mm Hg @ 25 °C /Estimated/
Descriptions:
pubchem: Nevirapine is a dipyridodiazepine that is 5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepine which is substituted by methyl, oxo, and cyclopropyl groups at positions 4, 6, and 11, respectively. A non-nucleoside reverse transcriptase inhibitor with activity against HIV-1, it is used in combination with other antiretrovirals for the treatment of HIV infection. It has a role as an antiviral drug and a HIV-1 reverse transcriptase inhibitor. It is a member of cyclopropanes and a dipyridodiazepine.
chebi: A dipyridodiazepine that is  5,11-dihydro-6<em>H</em>-dipyrido[3,2-<em>b</em>:2',3'-<em>e</em>][1,4]diazepine which is substituted by methyl, oxo, and cyclopropyl groups at positions 4, 6, and 11, respectively. A non-nucleoside reverse transcriptase inhibitor with activity against HIV-1, it is used in combination with other antiretrovirals for the treatment of HIV infection.
chembl: NEVIRAPINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Nevirapine (NVP), sold under the brand name Viramune among others, is a medication used to treat and prevent HIV/AIDS, specifically HIV-1. It is generally recommended for use with other antiretroviral medications. It may be used to prevent mother to child spread during birth but is not recommended following other exposures. It is taken by mouth.
Common side effects include rash, headache, nausea, feeling tired, and liver problems. The liver problems and skin rash may be severe and should be checked for during the first few months of treatment. It appears to be safe for use during pregnancy. It is a non-nucleoside reverse transcriptase inhibitor (NNRTI) and works by blocking the function of reverse transcriptase.
Nevirapine was approved for medical use in the United States in 1996. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication.