Diazepam
C₁₆H₁₃ClN₂O·284.740 g/mol·Pharmaceutical·CID 3016
DrugSedative
Valium — a benzodiazepine that enhances GABA receptor activity, producing sedative, anxiolytic, muscle relaxant, and anticonvulsant effects. One of the most prescribed medications of the 20th century. Risk of dependence with long-term use.
IUPAC: 7-chloro-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2-one
Also known as: Valium, 439-14-5, Ansiolisina, Diazemuls, Apaurin (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
284.740g/mol
Exact Mass
284.071641Da
Monoisotopic Mass
284.071641Da
XLogP
3.0
Polar Surface Area
32.7Ų
Complexity
403
Formal Charge
0
H-Bond Donors
0
H-Bond Acceptors
2
Rotatable Bonds
1
Heavy Atoms
20
Stereo Centers
0
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 284.7 g/mol
MW ≤ 500
✓ 3.0
LogP ≤ 5
✓ 0
H-bond donors ≤ 5
✓ 2
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
GHS Hazard Classification
Danger
Hazards
H301Toxic if swallowedH311Toxic in contact with skin
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3
Constituent Elements
Isomers8 compounds with formula C₁₆H₁₃ClN₂O
5-(4-chlorophenyl)-2,3-dihydroimidazo[1,2-b]isoindol-5-ol
CID 4020 · 284.7 g/mol
3-(4-chlorophenyl)-5-phenyl-3,4-dihydropyrazole-2-carbaldehyde
CID 3125367 · 284.7 g/mol
4-[(4-chlorophenyl)methyl]-2-methylphthalazin-1-one
CID 11522042 · 284.7 g/mol
3-(3-chloro-2-methylphenyl)-2-methylquinazolin-4-one
CID 63201 · 284.7 g/mol
6-chloro-5-phenyl-2,3-dihydroimidazo[1,2-b]isoindol-5-ol
CID 213819 · 284.7 g/mol
7-chloro-3-methyl-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
CID 38237 · 284.7 g/mol
3-[(4-chlorophenyl)methyl]-2-methylpyrido[1,2-a]pyrimidin-4-one
CID 12527417 · 284.7 g/mol
2-(chloromethyl)-6-methyl-3-oxido-4-phenylquinazolin-3-ium
CID 739596 · 284.7 g/mol