4-ethynyl-3-[3-fluoro-4-({2-methyl-1H-imidazo[4,5-c]pyridin-1-yl}methyl)benzoyl]-N,N-dimethyl-1H-indole-1-carboxamide hydrochloride

• ChemBase ID: 153811
• Molecular Formular: C28H23ClFN5O2
• Molecular Mass: 515.9659232
• Monoisotopic Mass: 515.1524309
• SMILES: Cc1nc2cnccc2n1Cc1ccc(cc1F)C(=O)c1cn(c2c1c(ccc2)C#C)C(=O)N(C)C.Cl
• Canonical SMILES: C#Cc1cccc2c1c(cn2C(=O)N(C)C)C(=O)c1ccc(c(c1)F)Cn1c(C)nc2c1ccnc2.Cl
• InChI: InChI=1S/C28H22FN5O2.ClH/c1-5-18-7-6-8-25-26(18)21(16-34(25)28(36)32(3)4)27(35)19-9-10-20(22(29)13-19)15-33-17(2)31-23-14-30-12-11-24(23)33;/h1,6-14,16H,15H2,2-4H3;1H
• InChIKey: AWRGBOKANQBIBM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-ethynyl-3-[3-fluoro-4-({2-methyl-1H-imidazo[4,5-c]pyridin-1-yl}methyl)benzoyl]-N,N-dimethyl-1H-indole-1-carboxamide hydrochloride
• IUPAC Traditional name: 4-ethynyl-3-[3-fluoro-4-({2-methylimidazo[4,5-c]pyridin-1-yl}methyl)benzoyl]-N,N-dimethylindole-1-carboxamide hydrochloride
• Synonyms: 4-Ethynyl-N,N-dimethyl-3-[3-fluoro-4-[(2-methyl-1H-imidazo-[4,5-c]pyridin-1-yl)methyl]benzoyl]-1H-indole-1-carboxamide hydrochloride; A-137491; ABT-491 hydrochloride

Database IDs

• CAS Number: 189689-94-9
• MDL Number: MFCD00945301
• PubChem SID: 162247950; 24724404
• PubChem CID: 154086

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.392854
• LogD (pH = 7.4): 3.3982441
• Log P: 3.3983135
• Molar Refractivity: 131.5527 cm^3
• Polarizability: 52.679485 Å^3
• Polar Surface Area: 73.02 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: freely soluble22 mg/mL
• Apperance: white
• Melting Point: 170-178 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: >99% (HPLC)
• Empirical Formula (Hill Notation): C28H22N5O2F · HCl

DETAILS

Sigma Aldrich - A9227

Biochem/physiol Actions
Highly potent, selective and orally active platelet-activating factor (PAF) receptor antagonist. Ki = 0.6 nM in human platelets.