ethyl N-{2-[2-(ethylamino)acetyl]-2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3,5,7,12,14-hexaen-5-yl}carbamate

• ChemBase ID: 179853
• Molecular Formular: C21H25N3O3
• Molecular Mass: 367.4415
• Monoisotopic Mass: 367.18959168
• SMILES: N1(c2cc(NC(=O)OCC)ccc2CCc2c1cccc2)C(=O)CNCC
• Canonical SMILES: CCNCC(=O)N1c2cc(ccc2CCc2c1cccc2)NC(=O)OCC
• InChI: InChI=1S/C21H25N3O3/c1-3-22-14-20(25)24-18-8-6-5-7-15(18)9-10-16-11-12-17(13-19(16)24)23-21(26)27-4-2/h5-8,11-13,22H,3-4,9-10,14H2,1-2H3,(H,23,26)
• InChIKey: BHVLAOZBEMMGPS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl N-{2-[2-(ethylamino)acetyl]-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3,5,7,12,14-hexaen-5-yl}carbamate
• IUPAC Traditional name: ethyl N-{2-[2-(ethylamino)acetyl]-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3,5,7,12,14-hexaen-5-yl}carbamate
• Synonyms: AWD-19211

Database IDs

• CAS Number: 134068-17-0
• PubChem SID: 164235763
• PubChem CID: 1645708

CALCULATED PROPERTIES

• Acid pKa: 13.05382
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.5517462
• LogD (pH = 7.4): 2.2161875
• Log P: 3.3751655
• Molar Refractivity: 106.2128 cm^3
• Polarizability: 40.20272 Å^3
• Polar Surface Area: 70.67 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Opioid antogonist; Opioid receptor ligand

Product Information

• Application(s): Analgesic

REFERENCES

• Brusova EG, Likhosherstov AM, Gritsenko AN. The interactions of dialkylaminoacyl derivatives of phenothiazine, dibenzazepine and dibenzdiazepine with opiate receptors. (Russ.).
• Eksp.Klin.Farmakol. (59, No. 2, 20-23, 1996)