(2S)-2-[12-(1H-imidazol-1-yl)dodecanamido]-4-methylpentanoic acid

• ChemBase ID: 5714
• Molecular Formular: C21H37N3O3
• Molecular Mass: 379.53678
• Monoisotopic Mass: 379.28349206
• SMILES: O=C(N[C@@H](CC(C)C)C(=O)O)CCCCCCCCCCCn1ccnc1
• Canonical SMILES: CC(C[C@@H](C(=O)O)NC(=O)CCCCCCCCCCCn1ccnc1)C
• InChI: InChI=1S/C21H37N3O3/c1-18(2)16-19(21(26)27)23-20(25)12-10-8-6-4-3-5-7-9-11-14-24-15-13-22-17-24/h13,15,17-19H,3-12,14,16H2,1-2H3,(H,23,25)(H,26,27)/t19-/m0/s1
• InChIKey: PSJOKLGFODYIHJ-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[12-(1H-imidazol-1-yl)dodecanamido]-4-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-[12-(imidazol-1-yl)dodecanamido]-4-methylpentanoic acid
• Synonyms: N-[12-(1H-imidazol-1-yl)dodecanoyl]-L-leucine

Database IDs

• PubChem SID: 160969141; 99444557
• PubChem CID: 46937122

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.261443
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.5387478
• LogD (pH = 7.4): 2.8428288
• Log P: 3.4849024
• Molar Refractivity: 107.2275 cm^3
• Polarizability: 41.934307 Å^3
• Polar Surface Area: 84.22 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.36
• LOG S: -4.76
• Solubility (Water): 6.54e-03 g/l

DETAILS

DrugBank - DB08086

Drug information: experimental