3,5-dimethyl 4-{3-[({3-[4-(3-methoxyphenyl)piperidin-1-yl]propyl}carbamoyl)amino]phenyl}-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 154770
• Molecular Formular: C33H42N4O6
• Molecular Mass: 590.70978
• Monoisotopic Mass: 590.31043508
• SMILES: CC1=C(C(C(=C(N1)C)C(=O)OC)c1cccc(c1)NC(=O)NCCCN1CCC(CC1)c1cccc(c1)OC)C(=O)OC
• Canonical SMILES: COc1cccc(c1)C1CCN(CC1)CCCNC(=O)Nc1cccc(c1)C1C(=C(C)NC(=C1C(=O)OC)C)C(=O)OC
• InChI: InChI=1S/C33H42N4O6/c1-21-28(31(38)42-4)30(29(22(2)35-21)32(39)43-5)25-10-6-11-26(19-25)36-33(40)34-15-8-16-37-17-13-23(14-18-37)24-9-7-12-27(20-24)41-3/h6-7,9-12,19-20,23,30,35H,8,13-18H2,1-5H3,(H2,34,36,40)
• InChIKey: WMYSXJSJXZFODY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dimethyl 4-{3-[({3-[4-(3-methoxyphenyl)piperidin-1-yl]propyl}carbamoyl)amino]phenyl}-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3,5-dimethyl 4-{3-[({3-[4-(3-methoxyphenyl)piperidin-1-yl]propyl}carbamoyl)amino]phenyl}-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: 1,4-dihydro-4-[3-[[[[3-[4-(3-methoxyphenyl)-1-piperidinyl]propyl]amino]carbonyl]amino]phenyl]-2,6-dimethyl-3,5-dimethyl ester-3,5-pyridinedicarboxylic acid; BMS-193885

Database IDs

• CAS Number: 186185-03-5
• MDL Number: MFCD16878998
• PubChem SID: 162248908
• PubChem CID: 9960164

CALCULATED PROPERTIES

• Acid pKa: 13.507421
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.2738498
• LogD (pH = 7.4): 1.6084893
• Log P: 3.1954732
• Molar Refractivity: 169.4097 cm^3
• Polarizability: 63.783947 Å^3
• Polar Surface Area: 118.23 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: light yellow to yellow powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C33H42N4O6

DETAILS

Sigma Aldrich - B5063

Biochem/physiol Actions
BMS-193885 is a potent, selective Y1 antagonist that is active in both acute and chronic animal models of food intake. Although it is active in vivo, it is not orally bioavailable due to poor intestinal absorption, so it is not being pursued for pharmaceutical development. BMS-193885 has been used as a pre-clinical proof of concept tool for showing efficacy of Y1 antagonism in treating obesity.