gabapentin

Ligand id: 5483

Name: gabapentin

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 63.32
Molecular weight 171.13
XLogP 1.39
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

References
1. Anfuso CD, Olivieri M, Fidilio A, Lupo G, Rusciano D, Pezzino S, Gagliano C, Drago F, Bucolo C. (2017)
Gabapentin Attenuates Ocular Inflammation: In vitro and In vivo Studies.
Front Pharmacol8: 173. [PMID:28420991]
2. Brown JP, Dissanayake VU, Briggs AR, Milic MR, Gee NS. (1998)
Isolation of the [3H]gabapentin-binding protein/alpha 2 delta Ca2+ channel subunit from porcine brain: development of a radioligand binding assay for alpha 2 delta subunits using [3H]leucine.
Anal. Biochem.255 (2): 236-43. [PMID:9451509]
3. Dooley DJ, Donovan CM, Pugsley TA. (2000)
Stimulus-dependent modulation of [(3)H]norepinephrine release from rat neocortical slices by gabapentin and pregabalin.
J. Pharmacol. Exp. Ther.295 (3): 1086-93. [PMID:11082444]
4. Dooley DJ, Mieske CA, Borosky SA. (2000)
Inhibition of K(+)-evoked glutamate release from rat neocortical and hippocampal slices by gabapentin.
Neurosci. Lett.280 (2): 107-10. [PMID:10686389]
5. Gee NS, Brown JP, Dissanayake VU, Offord J, Thurlow R, Woodruff GN. (1996)
The novel anticonvulsant drug, gabapentin (Neurontin), binds to the alpha2delta subunit of a calcium channel.
J. Biol. Chem.271 (10): 5768-76. [PMID:8621444]
6. Hendrich J, Van Minh AT, Heblich F, Nieto-Rostro M, Watschinger K, Striessnig J, Wratten J, Davies A, Dolphin AC. (2008)
Pharmacological disruption of calcium channel trafficking by the alpha2delta ligand gabapentin.
Proc. Natl. Acad. Sci. U.S.A.105 (9): 3628-33. [PMID:18299583]
7. Maneuf YP, Hughes J, McKnight AT. (2001)
Gabapentin inhibits the substance P-facilitated K(+)-evoked release of [(3)H]glutamate from rat caudial trigeminal nucleus slices.
Pain93 (2): 191-6. [PMID:11427331]
8. Meleine M, Boudieu L, Gelot A, Muller E, Lashermes A, Matricon J, Silberberg C, Theodorou V, Eschalier A, Ardid D et al.. (2016)
Comparative effects of α2δ-1 ligands in mouse models of colonic hypersensitivity.
World J. Gastroenterol.22 (31): 7111-23. [PMID:27610021]
9. Mortell KH, Anderson DJ, Lynch 3rd JJ, Nelson SL, Sarris K, McDonald H, Sabet R, Baker S, Honore P, Lee CH et al.. (2006)
Structure-activity relationships of alpha-amino acid ligands for the alpha2delta subunit of voltage-gated calcium channels.
Bioorg. Med. Chem. Lett.16 (5): 1138-41. [PMID:16380257]