Compound: abacavir
SMILES: OC[C@@H]1C=C[C@@H](C1)n2c3nc(nc(c3nc2)NC4CC4)N
InChIKey: MCGSCOLBFJQGHM-SCZZXKLOSA-N
Synonyms: abacavir, 136470-78-5, (1S,4R)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol, ((1S,4R)-4-(2-amino-6-(cyclopropylamino)-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol, Avacavir, WR2TIP26VS, 2-Cyclopentene-1-methanol, 4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-, (1S,4R)-, CHEBI:421707, NSC-742406, DTXSID4046444, [(1S,4R)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl]methanol, [(1s,4r)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]-1-cyclopent-2-enyl]methanol, {(1S,4R)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol, {(1S-cis)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol, 2-Cyclopentene-1-methanol, 4-(2-amino-6-(cyclopropylamino)-9H-purin-9-yl)-, (1S-cis)-, (-)-CIS-4-(2-AMINO-6-(CYCLOPROPYLAMINO)-9H-PURIN-9-YL)-2-CYCLOPENTENE-1-METHANOL, (1S,4R)-4-(2-amino-6-(cyclopropylamino)-9H-purin-9-yl)-2-cyclopentene-1-methanol, 2-Cyclopentene-1-methanol, 4-(2-amino-6-(cyclopropylamino)-9H-purin-9-yl)-, (1S,4R)-, abacavirum, ((1S,4R)-4-(2-amino-6-(cyclopropylamino)purin-9-yl)-1-cyclopent-2-enyl)methanol, ((1S-cis)-4-(2-amino-6-(cyclopropylamino)-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol, (+)-abacavir sulfate, RefChem:551202, (1R,4S)-abacavir sulfate, J05AF06, DTXCID601478426, 620-487-9, Ziagen, Abacavir [INN], 1592U89, Abacavir (INN), [(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methanol, MFCD00903850, ABC, Abacavir (1.0 mg/mL in Methanol), (+/-)-Abacavir, Abacavir [INN:BAN], UNII-WR2TIP26VS, NSC742406, Ziagen (TM)(*Succinate salt*), NCGC00164560-01, Abacavir; 2-Cyclopentene-1-methanol, 4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-, (1S,4R)-; 2-Cyclopentene-1-methanol, 4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-, (1S-cis)-; (1S,4R)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol; 1592U89; ABC, Abacavir (Standard), ABACAVIR [MI], ABACAVIR [VANDF], AVACAVIR [VANDF], ABACAVIR [MART.], ABACAVIR [WHO-DD], Epitope ID:137341, ABACAVIR [EMA EPAR], CHEMBL1380, SCHEMBL38632, Abacavir - Bio-X trade mark, MLS006010117, orb1309177, SCHEMBL7795337, SCHEMBL23391283, GTPL11152, Abacavir (1 mg/mL in Methanol), MCGSCOLBFJQGHM-SCZZXKLOSA-N, GLXC-06957, SRCA-00004, MSK11262, BDBM50366816, EBC-12628, HY-17423R, s5215, AKOS024464970, AC-1299, CCG-267342, CS-1354, DB01048, DT-0030, NA10018, NSC 742406, (+/-)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol, NCGC00164560-02, NCGC00164560-05, NCGC00164560-17, BA166801, HY-17423, SMR004701251, SY009678, A2694, NS00007385, C07624, D07057, EN300-258000, AB01566826_01, F463835, Q304330, BRD-K17443395-065-01-4, (+/-)-cis-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol
Theoretical properties:
molecular_formula: C14H18N6O
molecular_weight: 286.33 g/mol
exact_mass: 286.15420922 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 4
heavy_atom_count: 21
topological_polar_surface_area: 102 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
{"pubchem": "Abacavir is a 2,6-diaminopurine that is (1S)-cyclopent-2-en-1-ylmethanol in which the pro-R hydrogen at the 4-position is substituted by a 2-amino-6-(cyclopropylamino)-9H-purin-9-yl group. A nucleoside analogue reverse transcriptase inhibitor (NRTI) with antiretroviral activity against HIV, it is used (particularly as the sulfate) with other antiretrovirals in combination therapy of HIV infection. It has a role as an antiviral drug, a HIV-1 reverse transcriptase inhibitor and a drug allergen.", "chebi": "A 2,6-diaminopurine that is (1<i>S</i>)-cyclopent-2-en-1-ylmethanol in which the <em>pro</em>-<i>R</i> hydrogen at the 4-position is substituted by a 2-amino-6-(cyclopropylamino)-9<em>H</em>-purin-9-yl group. A nucleoside analogue reverse transcriptase inhibitor (NRTI) with antiretroviral activity against HIV, it is used (particularly as the sulfate) with other antiretrovirals in combination therapy of HIV infection.", "chembl": "ABACAVIR is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Abacavir, sold under the brand name Ziagen among others, is a medication used to treat HIV/AIDS. Similar to other nucleoside analog reverse-transcriptase inhibitors (NRTIs), abacavir is used together with other HIV medications, and is not recommended by itself. It is taken by mouth as a tablet or solution and may be used in children over the age of three months.\nAbacavir is generally well tolerated. Common side effects include vomiting, insomnia (trouble sleeping), fever, and feeling tired. Other common side effects include loss of appetite, headache, nausea (feeling sick), diarrhea, rash, and lethargy (lack of energy). More severe side effects include hypersensitivity, liver damage, and lactic acidosis. Genetic testing can indicate whether a person is at higher risk of developing hypersensitivity. Symptoms of hypersensitivity include rash, vomiting, and shortness of breath. Abacavir is in the NRTI class of medications, which work by blocking reverse transcriptase, an enzyme needed for HIV virus replication. Within the NRTI class, abacavir is a carbocyclic nucleoside.\nAbacavir was patented in 1988, and approved for use in the United States in 1998. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication. Abacavir is used together with other HIV medications, such as abacavir/lamivudine/zidovudine, abacavir/dolutegravir/lamivudine, and abacavir/lamivudine. The combination abacavir/lamivudine is an essential medicine."}