(2S)-13-chloro-2-(1-methanesulfonylpiperidin-4-yl)-10-(piperazin-1-yl)-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaene

• ChemBase ID: 4867
• Molecular Formular: C24H29ClN4O2S
• Molecular Mass: 473.03066
• Monoisotopic Mass: 472.16997487
• SMILES: c1nc2c(cc1)C=C(c1c([C@@H]2C2CCN(CC2)S(=O)(=O)C)ccc(c1)Cl)N1CCNCC1
• Canonical SMILES: Clc1ccc2c(c1)C(=Cc1c([C@H]2C2CCN(CC2)S(=O)(=O)C)nccc1)N1CCNCC1
• InChI: InChI=1S/C24H29ClN4O2S/c1-32(30,31)29-11-6-17(7-12-29)23-20-5-4-19(25)16-21(20)22(28-13-9-26-10-14-28)15-18-3-2-8-27-24(18)23/h2-5,8,15-17,23,26H,6-7,9-14H2,1H3/t23-/m0/s1
• InChIKey: ZMGCFGGMTCMSDP-QHCPKHFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-13-chloro-2-(1-methanesulfonylpiperidin-4-yl)-10-(piperazin-1-yl)-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaene
• IUPAC Traditional name: (2S)-13-chloro-2-(1-methanesulfonylpiperidin-4-yl)-10-(piperazin-1-yl)-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaene
• Synonyms: (11S)-8-CHLORO-11-[1-(METHYLSULFONYL)PIPERIDIN-4-YL]-6-PIPERAZIN-1-YL-11H-BENZO[5,6]CYCLOHEPTA[1,2-B]PYRIDINE

Database IDs

• PubChem SID: 160968299; 99443687
• PubChem CID: 9547909

CALCULATED PROPERTIES

JChem

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.3059875
• LogD (pH = 7.4): -5.2135607E-4
• Log P: 1.8205063
• Molar Refractivity: 129.9118 cm^3
• Polarizability: 50.436035 Å^3
• Polar Surface Area: 65.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.62
• LOG S: -4.0
• Solubility (Water): 4.72e-02 g/l

DETAILS

DrugBank - DB07216

Drug information: experimental