2-[(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid

• ChemBase ID: 6320
• Molecular Formular: C12H14N2O3
• Molecular Mass: 234.25116
• Monoisotopic Mass: 234.10044232
• SMILES: O=C1[C@H](CC(=O)O)Nc2c(CN1C)cccc2
• Canonical SMILES: OC(=O)C[C@@H]1Nc2ccccc2CN(C1=O)C
• InChI: InChI=1S/C12H14N2O3/c1-14-7-8-4-2-3-5-9(8)13-10(12(14)17)6-11(15)16/h2-5,10,13H,6-7H2,1H3,(H,15,16)/t10-/m0/s1
• InChIKey: CLWDLBDPVUWYEW-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid
• IUPAC Traditional name: [(2S)-4-methyl-3-oxo-2,5-dihydro-1H-1,4-benzodiazepin-2-yl]acetic acid
• Synonyms: [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid

Database IDs

• PubChem SID: 162103419
• PubChem CID: 11117974

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.4227996
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.8701747
• LogD (pH = 7.4): -2.6294365
• Log P: 0.2425964
• Molar Refractivity: 63.0359 cm^3
• Polarizability: 23.545803 Å^3
• Polar Surface Area: 69.64 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.39
• LOG S: -1.81
• Solubility (Water): 3.67e+00 g/l

DETAILS

DrugBank - DB08717

Drug information: experimental