4-amino-5-chloro-N-[(3R,4S)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide hydrate

• ChemBase ID: 154255
• Molecular Formular: C23H31ClFN3O5
• Molecular Mass: 483.9607432
• Monoisotopic Mass: 483.19362701
• SMILES: COc1cc(c(cc1C(=O)N[C@H]1CCN(C[C@H]1OC)CCCOc1ccc(cc1)F)Cl)N.O
• Canonical SMILES: CO[C@@H]1CN(CCCOc2ccc(cc2)F)CC[C@@H]1NC(=O)c1cc(Cl)c(cc1OC)N.O
• InChI: InChI=1S/C23H29ClFN3O4.H2O/c1-30-21-13-19(26)18(24)12-17(21)23(29)27-20-8-10-28(14-22(20)31-2)9-3-11-32-16-6-4-15(25)5-7-16;/h4-7,12-13,20,22H,3,8-11,14,26H2,1-2H3,(H,27,29);1H2/t20-,22+;/m0./s1
• InChIKey: QBYYXIDJOFZORM-IKGOIYPNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5-chloro-N-[(3R,4S)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide hydrate
• IUPAC Traditional name: 4-amino-5-chloro-N-[(3R,4S)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide hydrate
• Synonyms: cis-4-Amino-5-chloro-N-[1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-methoxybenxamide monohydrate; Acenalin; Cipril; Cisapride monohydrate

Database IDs

• CAS Number: 260779-88-2
• EC Number: 279-689-7
• MDL Number: MFCD03305346
• PubChem SID: 162248394
• PubChem CID: 13677778

CALCULATED PROPERTIES

• Acid pKa: 14.575678
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.1796145
• LogD (pH = 7.4): 1.5941783
• Log P: 2.4913588
• Molar Refractivity: 122.9349 cm^3
• Polarizability: 46.752495 Å^3
• Polar Surface Area: 86.05 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ~30 mg/mL
• Apperance: white solid

Safety Information

• RTECS: CU9372000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 41
• Safety Statements: 26-39
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H318
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C23H29N3O4ClF · H2O

DETAILS

Sigma Aldrich - C4740

Biochem/physiol Actions
5-HT4 serotonin receptor agonist.