(1R,2S,6R,7R,8S)-4-{[(1R,2R)-2-{[4-(1,2-benzothiazol-3-yl)(2H8)piperazin-1-yl]methyl}cyclohexyl]methyl}-8-hydroxy-4-azatricyclo[5.2.1.02,6]decane-3,5-dione (1S,2R,6S,7S,8R)-4-{[(1R,2R)-2-{[4-(1,2-benzothiazol-3-yl)(2H8)piperazin-1-yl]methyl}cyclohexyl]methyl}-8-hydroxy-4-azatricyclo[5.2.1.02,6]decane-3,5-dione dihydrochloride

• ChemBase ID: 170715
• Molecular Formular: C56H74Cl2N8O6S2
• Molecular Mass: 1090.27276
• Monoisotopic Mass: 1088.45497949
• SMILES: Cl.C([C@@H]1CCCC[C@H]1CN1CCN(CC1)c1c2c(sn1)cccc2)N1C(=O)[C@H]2[C@@H](C1=O)[C@H]1C[C@@H]([C@@H]2C1)O.Cl.C([C@@H]1CCCC[C@H]1CN1CCN(CC1)c1c2c(sn1)cccc2)N1C(=O)[C@H]2[C@@H](C1=O)[C@H]1[C@@H](C[C@@H]2C1)O
• Canonical SMILES: O[C@H]1C[C@H]2C[C@@H]1[C@@H]1[C@H]2C(=O)N(C1=O)C[C@@H]1CCCC[C@H]1CN1CCN(CC1)c1nsc2c1cccc2.O[C@@H]1C[C@@H]2C[C@H]1[C@H]1[C@@H]2C(=O)N(C1=O)C[C@@H]1CCCC[C@H]1CN1CCN(CC1)c1nsc2c1cccc2.Cl.Cl
• InChI: InChI=1S/2C28H36N4O3S.2ClH/c2*33-22-14-19-13-21(22)25-24(19)27(34)32(28(25)35)16-18-6-2-1-5-17(18)15-30-9-11-31(12-10-30)26-20-7-3-4-8-23(20)36-29-26;;/h2*3-4,7-8,17-19,21-22,24-25,33H,1-2,5-6,9-16H2;2*1H/t17-,18-,19?,21?,22+,24+,25-;17-,18-,19?,21?,22-,24-,25+;;/m00../s1
• InChIKey: HDYRWKQYBMTWCI-GDPHCQFKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,6R,7R,8S)-4-{[(1R,2R)-2-{[4-(1,2-benzothiazol-3-yl)(^2H₈)piperazin-1-yl]methyl}cyclohexyl]methyl}-8-hydroxy-4-azatricyclo[5.2.1.0^2,^6]decane-3,5-dione (1S,2R,6S,7S,8R)-4-{[(1R,2R)-2-{[4-(1,2-benzothiazol-3-yl)(^2H₈)piperazin-1-yl]methyl}cyclohexyl]methyl}-8-hydroxy-4-azatricyclo[5.2.1.0^2,^6]decane-3,5-dione dihydrochloride
• IUPAC Traditional name: (1R,2S,6R,7R,8S)-4-{[(1R,2R)-2-{[4-(1,2-benzothiazol-3-yl)(^2H₈)piperazin-1-yl]methyl}cyclohexyl]methyl}-8-hydroxy-4-azatricyclo[5.2.1.0^2,^6]decane-3,5-dione (1S,2R,6S,7S,8R)-4-{[(1R,2R)-2-{[4-(1,2-benzothiazol-3-yl)(^2H₈)piperazin-1-yl]methyl}cyclohexyl]methyl}-8-hydroxy-4-azatricyclo[5.2.1.0^2,^6]decane-3,5-dione dihydrochloride
• Synonyms: [2(1R*,2R*),3aα,4β,(5/6)α,7β,7aα]-2-[[2-[[4-(1,2-Benzisothiazol-3-yl)-1-(piperazinyl-d8)]methyl]cyclohexyl]methyl]hexahydro-(5/6)-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dione Hydrochloride; Lurasidone Metabolite M-9-d8 Hydrochloride; 5α/6α-Hydroxy Lurasidone-d8 Hydrochloride(Mixture of Diastereomers)

Database IDs

• PubChem SID: 164226625
• PubChem CID: 71749101

CALCULATED PROPERTIES

• Acid pKa: 14.911317
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.36884665
• LogD (pH = 7.4): 2.1194935
• Log P: 3.2477849
• Molar Refractivity: 140.9229 cm^3
• Polarizability: 55.210632 Å^3
• Polar Surface Area: 76.98 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H943907

A labelled active metabolite of the antipsychotic drug Lurasidone (L474920).