5-(cyclohept-1-en-1-yl)-5-ethyl-1,3-diazinane-2,4,6-trione

• ChemBase ID: 1182
• Molecular Formular: C13H18N2O3
• Molecular Mass: 250.29362
• Monoisotopic Mass: 250.13174245
• SMILES: O=C1NC(=O)NC(=O)C1(C1=CCCCCC1)CC
• Canonical SMILES: CCC1(C(=O)NC(=O)NC1=O)C1=CCCCCC1
• InChI: InChI=1S/C13H18N2O3/c1-2-13(9-7-5-3-4-6-8-9)10(16)14-12(18)15-11(13)17/h7H,2-6,8H2,1H3,(H2,14,15,16,17,18)
• InChIKey: PAZQYDJGLKSCSI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(cyclohept-1-en-1-yl)-5-ethyl-1,3-diazinane-2,4,6-trione
• IUPAC Traditional name: heptabarbital
• Synonyms: Heptabarbitone; Heptbarbital; Heptabarbum; Heptamalum; Heptabarb; Heptadorm; Heptamal; Medomine; Medapan; Heptabarbital; G-475; Heptabarb

Database IDs

• CAS Number: 509-86-4
• PubChem SID: 46508321; 160964644
• PubChem CID: 10518
• ATC CODE: N05CA11
• CHEMBL: 468837
• Chemspider ID: 10081
• DrugBank ID: DB01354
• KEGG ID: C17725
• Unique Ingredient Identifier: V10R70ML23
• Wikipedia Title: Heptabarb

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.140079
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.9121009
• LogD (pH = 7.4): 1.8413862
• Log P: 1.9130832
• Molar Refractivity: 66.2527 cm^3
• Polarizability: 25.507755 Å^3
• Polar Surface Area: 75.27 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.41
• LOG S: -2.89
• Solubility (Water): 3.24e-01 g/l

PROPERTIES

Physical Property

• Solubility: 0.25 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
• Hydrophobicity(logP): 2.03 [HANSCH,C ET AL. (1995)]

Pharmacology Properties

• Admin Routes: Oral
• Bioavailability: 83%
• Excretion: Renal
• Half Life: 6.1-11.2 hours
• Metabolism: Hepatic

DETAILS

DrugBank - DB01354

• Drug Groups: approved
• Description: Heptabarbital is an intermediate or short term barbiturate used mainly for sedation and hypnosis.
• Indication: Used mainly for sedation and hypnosis.
• Toxicity: Symptoms of an overdose typically include sluggishness, incoordination, difficulty in thinking, slowness of speech, faulty judgment, drowsiness or coma, shallow breathing, staggering, and in severe cases coma and death.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• External Links: Wikipedia