methyl (2S)-3-(4-bromophenyl)-2-[7-(hydroxycarbamoyl)heptanamido]propanoate

• ChemBase ID: 6116
• Molecular Formular: C18H25BrN2O5
• Molecular Mass: 429.3055
• Monoisotopic Mass: 428.09468391
• SMILES: c1cc(Br)ccc1C[C@@H](C(=O)OC)NC(=O)CCCCCCC(=O)NO
• Canonical SMILES: COC(=O)[C@H](Cc1ccc(cc1)Br)NC(=O)CCCCCCC(=O)NO
• InChI: InChI=1S/C18H25BrN2O5/c1-26-18(24)15(12-13-8-10-14(19)11-9-13)20-16(22)6-4-2-3-5-7-17(23)21-25/h8-11,15,25H,2-7,12H2,1H3,(H,20,22)(H,21,23)/t15-/m0/s1
• InChIKey: UPYGSQPRAHMDPD-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-3-(4-bromophenyl)-2-[7-(hydroxycarbamoyl)heptanamido]propanoate
• IUPAC Traditional name: methyl (2S)-3-(4-bromophenyl)-2-[7-(hydroxycarbamoyl)heptanamido]propanoate
• Synonyms: methyl 4-bromo-N-[8-(hydroxyamino)-8-oxooctanoyl]-L-phenylalaninate

Database IDs

• PubChem SID: 160969541; 99444976
• PubChem CID: 23640756

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.90678
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.603952
• LogD (pH = 7.4): 2.590872
• Log P: 2.6041214
• Molar Refractivity: 99.8361 cm^3
• Polarizability: 39.13903 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.44
• LOG S: -4.74
• Solubility (Water): 7.78e-03 g/l

DETAILS

DrugBank - DB08505

Drug information: experimental