Nepicastat
4-(aminomethyl)-3-[(2S)-5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl]-1H-imidazole-2-thione
Molecular Identity
Nepicastat
4-(aminomethyl)-3-[(2S)-5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl]-1H-imidazole-2-thione
PubChem CID: 9796181
Nepicastat is a member of the class of 1,3-dihydroimidazole-2-thiones that is 1,3-dihydro-2H-imidazole-2-thione in which one of the nitrogens is substituted by a 5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl group while the carbon adjacent to it is substituted by an aminomethyl group (the S enantiomer). It is a potent and selective inhibitor of both bovine and human dopamine beta-hydroxylase, an enzyme that catalyzes the conversion of dopamine to norepinephrine. It has a role as an EC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor. It is a member of 1,3-dihydroimidazole-2-thiones, a member of tetralins, an organofluorine compound and a primary amino compound.
2D Structure
Properties
C14H15F2N3S
Molecular Formula
295.35
Molecular Weight
g/mol
295.0955
Exact Mass
Da
1.4
XLogP
Drug-like (Lipinski: < 5)
73.4
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
4
H-Bond Acceptors
429
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
Nepicastat173997-05-2SYN117nepicastatumSYN-117VPG12K4540CHEBI:139334DTXSID80169740(S)-5-aminomethyl-1-(5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl)-1,3-dihydroimidazole-2-thione5-(aminomethyl)-1-((2S)-5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl)-3H-imidazole-2-thione5-(aminomethyl)-1-[(2S)-5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl]-3H-imidazole-2-thioneRefChem:165475DTXCID60922315-(aminomethyl)-1-((2S)-5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl)-2,3-dihydro-1H-imidazole-2-thione5-aminomethyl-1-(5,7-difluoro-1,2,3,4-tetrahydronaphth-2-yl)-1,3-dihydroimidazole-2-thione
Data from PubChem (NCBI)
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