6-(4-fluorophenyl)-N,N-dimethyl-3-[(3R)-3-(pyridin-3-yl)-1H,3H-pyrrolo[1,2-c][1,3]thiazole-7-carbonyl]-1H-indole-1-carboxamide

• ChemBase ID: 155751
• Molecular Formular: C29H23FN4O2S
• Molecular Mass: 510.5819232
• Monoisotopic Mass: 510.15257522
• SMILES: CN(C)C(=O)n1cc(c2c1cc(cc2)c1ccc(cc1)F)C(=O)c1ccn2c1CS[C@@H]2c1cccnc1
• Canonical SMILES: Fc1ccc(cc1)c1ccc2c(c1)n(cc2C(=O)c1ccn2c1CS[C@@H]2c1cccnc1)C(=O)N(C)C
• InChI: InChI=1S/C29H23FN4O2S/c1-32(2)29(36)34-16-24(22-10-7-19(14-25(22)34)18-5-8-21(30)9-6-18)27(35)23-11-13-33-26(23)17-37-28(33)20-4-3-12-31-15-20/h3-16,28H,17H2,1-2H3/t28-/m1/s1
• InChIKey: YGUVFPOGHIKVPP-MUUNZHRXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(4-fluorophenyl)-N,N-dimethyl-3-[(3R)-3-(pyridin-3-yl)-1H,3H-pyrrolo[1,2-c][1,3]thiazole-7-carbonyl]-1H-indole-1-carboxamide
• IUPAC Traditional name: 6-(4-fluorophenyl)-N,N-dimethyl-3-[(3R)-3-(pyridin-3-yl)-1H,3H-pyrrolo[1,2-c][1,3]thiazole-7-carbonyl]indole-1-carboxamide
• Synonyms: (R)-6-(4-Fluorophenyl)-N,N-dimethyl-3-[3-(3-pyridinyl)-1H,3H-pyrrolo[1,2-c]thiazol-7-yl]carbonyl-1H-indole-1-carboxamide; A-85783

Database IDs

• CAS Number: 161395-33-1
• MDL Number: MFCD00935061
• PubChem SID: 162249889
• PubChem CID: 9957997

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.9113684
• LogD (pH = 7.4): 4.9659476
• Log P: 4.9667015
• Molar Refractivity: 143.4608 cm^3
• Polarizability: 56.931816 Å^3
• Polar Surface Area: 60.13 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble13 mg/mL; H2O: insoluble
• Melting Point: 185.3-186.5 °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

• Empirical Formula (Hill Notation): C29H23FN4O2S

DETAILS

Sigma Aldrich - A1471

Biochem/physiol Actions
Potent and selective platelet-activating factor (PAF) receptor antagonist.
General description
Shown to be effective both in vivo and in vitro. A-85783 is neutral and lipophilic and has been shown to competitively and reversibly inhibit [3H]PAF binding to rabbit platelet membranes as well as block PAF-induced serotonin release from rabbit platelets.
Legal Information
Sold under license from Abbott Laboratories.