5-{4-[5-(1-{2-[(2R)-2-carbamimidamido-4-methylpentanamido]acetyl}piperidin-4-yl)-1-methyl-1H-pyrazol-3-yl]-2,3-dichlorophenoxymethyl}furan-2-carboxylic acid

• ChemBase ID: 2310
• Molecular Formular: C30H37Cl2N7O6
• Molecular Mass: 662.56408
• Monoisotopic Mass: 661.2182373
• SMILES: CC(C)C[C@@H](NC(=N)N)C(=O)NCC(=O)N1CCC(CC1)c1cc(nn1C)c1ccc(OCc2ccc(o2)C(=O)O)c(Cl)c1Cl
• Canonical SMILES: CC(C[C@H](C(=O)NCC(=O)N1CCC(CC1)c1cc(nn1C)c1ccc(c(c1Cl)Cl)OCc1ccc(o1)C(=O)O)NC(=N)N)C
• InChI: InChI=1S/C30H37Cl2N7O6/c1-16(2)12-21(36-30(33)34)28(41)35-14-25(40)39-10-8-17(9-11-39)22-13-20(37-38(22)3)19-5-7-23(27(32)26(19)31)44-15-18-4-6-24(45-18)29(42)43/h4-7,13,16-17,21H,8-12,14-15H2,1-3H3,(H,35,41)(H,42,43)(H4,33,34,36)/t21-/m1/s1
• InChIKey: VNZHOIDQBPFEJU-OAQYLSRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{4-[5-(1-{2-[(2R)-2-carbamimidamido-4-methylpentanamido]acetyl}piperidin-4-yl)-1-methyl-1H-pyrazol-3-yl]-2,3-dichlorophenoxymethyl}furan-2-carboxylic acid
• IUPAC Traditional name: 5-{4-[5-(1-{2-[(2R)-2-carbamimidamido-4-methylpentanamido]acetyl}piperidin-4-yl)-1-methylpyrazol-3-yl]-2,3-dichlorophenoxymethyl}furan-2-carboxylic acid
• Synonyms: 5-[2,3-Dichloro-4-(5-{1-[2-(2-Guanidino-4-Methyl-Pentanoylamino)-Acetyl]-Piperidin-4-Yl}-1-Methyl-1h-Pyrazol-3-Yl)-Phenoxymethyl]-Furan-2-Carboxylic Acid

Database IDs

• PubChem SID: 160965762; 46505835
• PubChem CID: 5288251

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.127201
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 1.2171862
• LogD (pH = 7.4): 1.2186563
• Log P: 1.2186551
• Molar Refractivity: 189.9223 cm^3
• Polarizability: 65.5592 Å^3
• Polar Surface Area: 188.8 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.38
• LOG S: -3.96
• Solubility (Water): 7.18e-02 g/l

DETAILS

DrugBank - DB02581

Drug information: experimental