(2S,3S)-2,3-bis(benzoyloxy)butanedioic acid methyl 3-[(1R)-3-[bis(propan-2-yl)amino]-1-phenylpropyl]-4-hydroxybenzoate

• ChemBase ID: 162329
• Molecular Formular: C41H45NO11
• Molecular Mass: 727.7961
• Monoisotopic Mass: 727.29926127
• SMILES: c1cc(cc(c1O)[C@H](CCN(C(C)C)C(C)C)c1ccccc1)C(=O)OC.[C@@H]([C@H](OC(=O)c1ccccc1)C(=O)O)(OC(=O)c1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)[C@H]([C@@H](C(=O)O)OC(=O)c1ccccc1)OC(=O)c1ccccc1.COC(=O)c1ccc(c(c1)[C@@H](c1ccccc1)CCN(C(C)C)C(C)C)O
• InChI: InChI=1S/C23H31NO3.C18H14O8/c1-16(2)24(17(3)4)14-13-20(18-9-7-6-8-10-18)21-15-19(23(26)27-5)11-12-22(21)25;19-15(20)13(25-17(23)11-7-3-1-4-8-11)14(16(21)22)26-18(24)12-9-5-2-6-10-12/h6-12,15-17,20,25H,13-14H2,1-5H3;1-10,13-14H,(H,19,20)(H,21,22)/t20-;13-,14-/m10/s1
• InChIKey: GTYHCVNJYDVBJD-XUJFBUFBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2,3-bis(benzoyloxy)butanedioic acid methyl 3-[(1R)-3-[bis(propan-2-yl)amino]-1-phenylpropyl]-4-hydroxybenzoate
• IUPAC Traditional name: (2S,3S)-2,3-bis(benzoyloxy)butanedioic acid methyl 3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxybenzoate
• Synonyms: Methyl 3-[(1R)-3-[Bis(1-methylethyl)amino]-1-phenylpropyl]-4-hydroxybenzoate (2S,3S)-2,3-Bis(benzoyloxy)-butanedioic Acid; Methyl 3-[(1R)-3-[Bis(1-methylethyl)amino]-1-phenylpropyl]-4-hydroxybenzoate Dibenzoyl-D-tartaric Acid; 3-[(1R)-3-Bisisopropylamino-1-phenylpropyl-4-hydroxy Benzoic Acid Methyl Ester (2S,3S)-2,3-Bis(benzoyloxy)-butanedioic Acid; 3-[(1R)-3-Bisisopropylamino-1-phenylpropyl-4-hydroxy Benzoic Acid Methyl Ester Dibenzoyl-D-tartaric Acid Salt

Database IDs

• CAS Number: 1294517-15-9
• PubChem SID: 162256464
• PubChem CID: 71314085

CALCULATED PROPERTIES

• Acid pKa: 8.664735
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.8609071
• LogD (pH = 7.4): 2.7963765
• Log P: 3.9612157
• Molar Refractivity: 110.9413 cm^3
• Polarizability: 42.98086 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Dimethylfomamide
• Apperance: Off-White Crystals

DETAILS

Toronto Research Chemicals - B451420

5-Carboxy Tolterodine (C183210) derivative, a metabolite of Tolterodine (T535800).