Abacavir

C₁₄H₁₈N₆OCAS 136470-78-5286.34 g/mol

Open in Covalent MOL file

Alcohol Alkene Secondary amine

Properties

Molecular formula: C₁₄H₁₈N₆O
Molar mass: 286.34 g/mol
Exact mass: 286.1542 Da
Melting point: 165 °C
logP: 0.92Crippen estimate
Polar surface area: 102.6 Å²
H-bond donors / acceptors: 4 / 5
Rotatable bonds: 4
Stereocentres: R, Sin SMILES atom order

Hazards

Warning

H302 Harmful if swallowed87.5% of notifiers
H317 May cause an allergic skin reaction10% of notifiers
H319 Causes serious eye irritation90% of notifiers
H341 Suspected of causing genetic defects95% of notifiers
H351 Suspected of causing cancer92.5% of notifiers
H361 Suspected of damaging fertility or the unborn child92.5% of notifiers

Aggregated from 40 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P318, P321, P330, P333+P317, P337+P317, P362+P364, P405, P501

Identifiers

CAS number

136470-78-5

SMILES

N=c1nc2c(ncn2[C@H]2C=C[C@@H](CO)C2)c(NC2CC2)[nH]1

InChIKey

MCGSCOLBFJQGHM-SCZZXKLOSA-N

InChI

InChI=1S/C14H18N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)/t8-,10+/m1/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

6 names

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

Work with Abacavir

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Abacavir sulfate188062-50-2Salt

Similar compounds

2-Amino-2′-deoxyadenosine4546-70-739 % similar 2-Amino-6-chloropurine riboside2004-07-138 % similar 2-Aminoadenosine2096-10-838 % similar Penciclovir39809-25-136 % similar Dideoxyguanosine85326-06-336 % similar 2-Amino-3′-O-methyladenosine80791-88-436 % similar Entecavir142217-69-435 % similar Deoxyguanosine961-07-934 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook