3-[(9bR)-5-oxo-1H,2H,3H,5H,9bH-benzo[a]pyrrolizin-9-yl]-1-(pyridin-2-yl)urea

• ChemBase ID: 3801
• Molecular Formular: C17H16N4O2
• Molecular Mass: 308.33454
• Monoisotopic Mass: 308.12732577
• SMILES: c12[C@H]3CCCN3C(=O)c1cccc2NC(=O)Nc1ccccn1
• Canonical SMILES: O=C(Nc1cccc2c1[C@H]1CCCN1C2=O)Nc1ccccn1
• InChI: InChI=1S/C17H16N4O2/c22-16-11-5-3-6-12(15(11)13-7-4-10-21(13)16)19-17(23)20-14-8-1-2-9-18-14/h1-3,5-6,8-9,13H,4,7,10H2,(H2,18,19,20,23)/t13-/m1/s1
• InChIKey: KLVYMYQTRZCMLE-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(9bR)-5-oxo-1H,2H,3H,5H,9bH-benzo[a]pyrrolizin-9-yl]-1-(pyridin-2-yl)urea
• IUPAC Traditional name: 3-[(9bR)-5-oxo-1H,2H,3H,9bH-benzo[a]pyrrolizin-9-yl]-1-(pyridin-2-yl)urea
• Synonyms: N'-(Pyrrolidino[2,1-B]Isoindolin-4-On-8-Yl)-N-(Pyridin-2-Yl)Urea

Database IDs

• PubChem SID: 160967238; 46509146
• PubChem CID: 445840

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.855147
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.0012126
• LogD (pH = 7.4): 2.0099642
• Log P: 2.0102246
• Molar Refractivity: 88.847 cm^3
• Polarizability: 31.939112 Å^3
• Polar Surface Area: 74.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.55
• LOG S: -3.48
• Solubility (Water): 1.01e-01 g/l

DETAILS

DrugBank - DB04186

Drug information: experimental