5-[(2,6-dichlorophenyl)methanesulfonyl]-3-({3,5-dimethyl-4-[(2R)-2-(pyrrolidin-1-ylmethyl)pyrrolidine-1-carbonyl]-1H-pyrrol-2-yl}methylidene)-2,3-dihydro-1H-indol-2-one hydrate

• ChemBase ID: 154738
• Molecular Formular: C32H36Cl2N4O5S
• Molecular Mass: 659.62304
• Monoisotopic Mass: 658.17834663
• SMILES: Cc1c([nH]c(c1C(=O)N1CCC[C@@H]1CN1CCCC1)C)/C=C\1/c2cc(ccc2NC1=O)S(=O)(=O)Cc1c(cccc1Cl)Cl.O
• Canonical SMILES: O=C1Nc2c(/C/1=C/c1[nH]c(c(c1C)C(=O)N1CCC[C@@H]1CN1CCCC1)C)cc(cc2)S(=O)(=O)Cc1c(Cl)cccc1Cl.O
• InChI: InChI=1S/C32H34Cl2N4O4S.H2O/c1-19-29(35-20(2)30(19)32(40)38-14-6-7-21(38)17-37-12-3-4-13-37)16-24-23-15-22(10-11-28(23)36-31(24)39)43(41,42)18-25-26(33)8-5-9-27(25)34;/h5,8-11,15-16,21,35H,3-4,6-7,12-14,17-18H2,1-2H3,(H,36,39);1H2/t21-;/m1./s1
• InChIKey: MKHQWLQMOSOUEQ-ZMBIFBSDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2,6-dichlorophenyl)methanesulfonyl]-3-({3,5-dimethyl-4-[(2R)-2-(pyrrolidin-1-ylmethyl)pyrrolidine-1-carbonyl]-1H-pyrrol-2-yl}methylidene)-2,3-dihydro-1H-indol-2-one hydrate
• IUPAC Traditional name: 5-[(2,6-dichlorophenyl)methanesulfonyl]-3-({3,5-dimethyl-4-[(2R)-2-(pyrrolidin-1-ylmethyl)pyrrolidine-1-carbonyl]-1H-pyrrol-2-yl}methylidene)-1H-indol-2-one hydrate
• Synonyms: (3Z)-5-[[(2,6-Dichlorophenyl)methyl]sulfonyl]-3-[[3,5-dimethyl-4-[[(2R)-2-(1-pyrrolidinylmethyl)-1-pyrrolidinyl]carbonyl]-1H-pyrrol-2-yl]methylene]-1,3-dihydro-2H-indol-2-one hydrate; PHA-665752 hydrate

Database IDs

• CAS Number: 477575-56-7(anhydrous)
• MDL Number: MFCD18632554
• PubChem SID: 162248876
• PubChem CID: 71307534

CALCULATED PROPERTIES

• Acid pKa: 10.731995
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.901597
• LogD (pH = 7.4): 3.5050924
• Log P: 4.9807105
• Molar Refractivity: 174.3444 cm^3
• Polarizability: 65.87702 Å^3
• Polar Surface Area: 102.58 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL
• Apperance: light yellow to light brown powder
• Optical Rotation: [α]/D +50 to +70°, c = 0.2 in methanol

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C32H34Cl2N4O4S · xH2O

DETAILS

Sigma Aldrich - PZ0147

Legal Information
Sold for research purposes under agreement from Pfizer Inc.
Biochem/physiol Actions
PHA-665752 ia a c-Met kinase inhibitor. PHA-665752 is ATP-competitive, an active-site inhibitor with greater than 50-fold selectivity for c-Met vs a panel of tyrosine and serine-threonine kinases.