benzyl N-[(1S)-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]-5-propanamidopentyl]carbamate

• ChemBase ID: 153979
• Molecular Formular: C27H31N3O6
• Molecular Mass: 493.55154
• Monoisotopic Mass: 493.22128573
• SMILES: CCC(=O)NCCCC[C@@H](C(=O)Nc1ccc2c(cc(=O)oc2c1)C)NC(=O)OCc1ccccc1
• Canonical SMILES: CCC(=O)NCCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C27H31N3O6/c1-3-24(31)28-14-8-7-11-22(30-27(34)35-17-19-9-5-4-6-10-19)26(33)29-20-12-13-21-18(2)15-25(32)36-23(21)16-20/h4-6,9-10,12-13,15-16,22H,3,7-8,11,14,17H2,1-2H3,(H,28,31)(H,29,33)(H,30,34)/t22-/m0/s1
• InChIKey: BFDGUJKFQRJHJM-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1S)-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]-5-propanamidopentyl]carbamate
• IUPAC Traditional name: benzyl N-[(1S)-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]-5-propanamidopentyl]carbamate
• Synonyms: Benzyl (S)-[1-(4-methyl-2-oxo-2H-chromen-7-ylcarbamoyl)-5-propionylaminopentyl]carbamate; MOCPAC

Database IDs

• CAS Number: 787549-26-2
• MDL Number: MFCD08705325
• PubChem SID: 24724535; 162248118
• PubChem CID: 11317885

CALCULATED PROPERTIES

• Acid pKa: 12.82763
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.515191
• LogD (pH = 7.4): 3.5151901
• Log P: 3.5151916
• Molar Refractivity: 135.6101 cm^3
• Polarizability: 51.718872 Å^3
• Polar Surface Area: 122.83 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble21 mg/mL
• Apperance: solid

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C27H31N3O6

DETAILS

Sigma Aldrich - M2195

Biochem/physiol Actions
Selective HDAC1 substrate (over HDAC6, class I over class II).