Gabapentin

C₉H₁₇NO₂CAS 60142-96-3171.24 g/mol

Open in Covalent MOL file

Carboxylic acid Primary amine

Properties

Molecular formula: C₉H₁₇NO₂
Molar mass: 171.24 g/mol
Exact mass: 171.1259 Da
Melting point: 162–166 °C
pKa: 3.68 (carboxylic acid, 25 °C), 10.7 (primary amine)
Water solubility: freely soluble
logP: 1.37Crippen estimate
Polar surface area: 63.3 Å²
H-bond donors / acceptors: 2 / 2
Rotatable bonds: 3

Hazards

Danger

H315 Causes skin irritation57.7% of notifiers
H319 Causes serious eye irritation66.3% of notifiers
H335 May cause respiratory irritation59.6% of notifiers
H360 May damage fertility or the unborn child54.8% of notifiers

Aggregated from 104 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number

60142-96-3

SMILES

NCC1(CC(=O)O)CCCCC1

InChIKey

UGJMXCAKCUNAIE-UHFFFAOYSA-N

InChI

InChI=1S/C9H17NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-7,10H2,(H,11,12)

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Names and synonyms

22 names · show all

Cyclohexaneacetic acid, 1-(aminomethyl)-
1-(Aminomethyl)cyclohexaneacetic acid
CI 945
Go 3450
GOE 2450
Neurontin
GOE 3450
Gabapen
Bexal
Gabamox
Generis
2-[1-(Aminomethyl)cyclohexyl]acetic acid
Conventin
Neuronyin
Neuril
Convalis
Gabarone
Gralise
Nupentin
Fanatrex
Sigma G 154
(1-Aminomethyl-cyclohexyl)-acetic acid

Work with Gabapentin

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

Similar compounds

Cyclohexanediacetic acid4355-11-773 % similar 1,1-Cyclopentanediacetic acid16713-66-969 % similar 1,1-Cyclohexanediacetic acid monoamide99189-60-358 % similar 1-(Mercaptomethyl)cyclopropaneacetic acid162515-68-647 % similar 1-Cyanocyclohexaneacetic acid133481-09-146 % similar Glycine56-40-643 % similar 1-Adamantaneacetic acid4942-47-642 % similar Tricyclo(3.3.1.13,7)dec-1,3-diyldi(acetic acid)17768-28-440 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

trans-4-Aminocyclohexane carboxylic acid ethyl ester1678-68-8 Ethyl N-piperidinylacetate23853-10-3 Ethyl 1-methylpiperidine-4-carboxylate24252-37-7 (Diethylamino)ethyl acrylate2426-54-2 (3R,4R)-4-Isobutylpyrrolidine-3-carboxylic acid261896-39-3 (3S,4S)-4-(2-Methylpropyl)-3-pyrrolidinecarboxylic acid261896-40-6 L-Cyclohexylalanine27527-05-5 L-Proline 1,1-dimethylethyl ester2812-46-6

Elsewhere

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