[(4-{2-[(2R)-2-[3-(2-bromoacetamido)propanamido]-3-hydroxypropanamido]ethyl}phenyl)carbamoyl]formic acid

• ChemBase ID: 2498
• Molecular Formular: C18H23BrN4O7
• Molecular Mass: 487.30182
• Monoisotopic Mass: 486.0750111
• SMILES: OC[C@@H](NC(=O)CCNC(=O)CBr)C(=O)NCCc1ccc(NC(=O)C(=O)O)cc1
• Canonical SMILES: BrCC(=O)NCCC(=O)N[C@@H](C(=O)NCCc1ccc(cc1)NC(=O)C(=O)O)CO
• InChI: InChI=1S/C18H23BrN4O7/c19-9-15(26)20-8-6-14(25)23-13(10-24)16(27)21-7-5-11-1-3-12(4-2-11)22-17(28)18(29)30/h1-4,13,24H,5-10H2,(H,20,26)(H,21,27)(H,22,28)(H,23,25)(H,29,30)/t13-/m1/s1
• InChIKey: IYAWTDCWUJJPHZ-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4-{2-[(2R)-2-[3-(2-bromoacetamido)propanamido]-3-hydroxypropanamido]ethyl}phenyl)carbamoyl]formic acid
• IUPAC Traditional name: [(4-{2-[(2R)-2-[3-(2-bromoacetamido)propanamido]-3-hydroxypropanamido]ethyl}phenyl)carbamoyl]formic acid
• Synonyms: N-[4-(2-{2-[3-(2-Bromo-Acetylamino)-Propionylamino]-3-Hydroxy-Propionylamino}-Ethyl)-Phenyl]-Oxalamic Acid

Database IDs

• PubChem SID: 46507801; 160965948
• PubChem CID: 17753978

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.7920685
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -3.9728136
• LogD (pH = 7.4): -4.819721
• Log P: -1.3250338
• Molar Refractivity: 109.4688 cm^3
• Polarizability: 41.484035 Å^3
• Polar Surface Area: 173.93 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.25
• LOG S: -3.95
• Solubility (Water): 5.45e-02 g/l

DETAILS

DrugBank - DB02784

Drug information: experimental