(1R,2R,6S,7S)-4-{[(1R,2R)-2-{[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]methyl}cyclohexyl]methyl}-4-azatricyclo[5.2.1.02,6]decane-3,5-dione hydrochloride

• ChemBase ID: 172435
• Molecular Formular: C28H37ClN4O2S
• Molecular Mass: 529.13698
• Monoisotopic Mass: 528.23257512
• SMILES: C1C[C@@H]2[C@H]3[C@@H]([C@H]1C2)C(=O)N(C3=O)C[C@@H]1CCCC[C@H]1CN1CCN(CC1)c1nsc2c1cccc2.Cl
• Canonical SMILES: O=C1N(C[C@@H]2CCCC[C@H]2CN2CCN(CC2)c2nsc3c2cccc3)C(=O)[C@@H]2[C@H]1[C@@H]1CC[C@H]2C1.Cl
• InChI: InChI=1S/C28H36N4O2S.ClH/c33-27-24-18-9-10-19(15-18)25(24)28(34)32(27)17-21-6-2-1-5-20(21)16-30-11-13-31(14-12-30)26-22-7-3-4-8-23(22)35-29-26;/h3-4,7-8,18-21,24-25H,1-2,5-6,9-17H2;1H/t18?,19?,20-,21-,24-,25+;/m0./s1
• InChIKey: NEKCRUIRPWNMLK-AYVKDKLDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,6S,7S)-4-{[(1R,2R)-2-{[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]methyl}cyclohexyl]methyl}-4-azatricyclo[5.2.1.0^2,^6]decane-3,5-dione hydrochloride
• IUPAC Traditional name: (1R,2R,6S,7S)-4-{[(1R,2R)-2-{[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]methyl}cyclohexyl]methyl}-4-azatricyclo[5.2.1.0^2,^6]decane-3,5-dione hydrochloride
• Synonyms: (3aR,4S,7R,7aS)-2-[[(1R,2R)-2-[[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]methyl]cyclohexyl]methyl]hexahydro-4,7-methano-1H-isoindole-1,3(2H)-dione Hydrochloride; Latuda, SM 13496; Lurasidone Hydrochloride

Database IDs

• CAS Number: 367514-88-3
• PubChem SID: 164228345
• PubChem CID: 71616832

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.6776115
• LogD (pH = 7.4): 3.4282584
• Log P: 4.5565495
• Molar Refractivity: 139.3304 cm^3
• Polarizability: 54.587322 Å^3
• Polar Surface Area: 56.75 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 198-205°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - L474920

An antipsychotic used for treatment of schizophrenia.

REFERENCES

• Ishiyama, T., et al.: Eur. J. Pharmacol., 572, 160 (2007)
• Cole, P., et al.: Drugs of the Fut., 33, 316 (2007)