methyl 6-carbamimidoyl-4-(3-hydroxy-2-methylbenzamido)naphthalene-2-carboxylate

• ChemBase ID: 4727
• Molecular Formular: C21H19N3O4
• Molecular Mass: 377.39326
• Monoisotopic Mass: 377.1375561
• SMILES: c12ccc(cc1c(cc(c2)C(=O)OC)NC(=O)c1cccc(c1C)O)C(=N)N
• Canonical SMILES: COC(=O)c1cc(NC(=O)c2cccc(c2C)O)c2c(c1)ccc(c2)C(=N)N
• InChI: InChI=1S/C21H19N3O4/c1-11-15(4-3-5-18(11)25)20(26)24-17-10-14(21(27)28-2)8-12-6-7-13(19(22)23)9-16(12)17/h3-10,25H,1-2H3,(H3,22,23)(H,24,26)
• InChIKey: OUBRALHIKGRAMA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 6-carbamimidoyl-4-(3-hydroxy-2-methylbenzamido)naphthalene-2-carboxylate
• IUPAC Traditional name: methyl 6-carbamimidoyl-4-(3-hydroxy-2-methylbenzamido)naphthalene-2-carboxylate
• Synonyms: 6-CARBAMIMIDOYL-4-(3-HYDROXY-2-METHYL-BENZOYLAMINO)-NAPHTHALENE-2-CARBOXYLIC ACID METHYL ESTER

Database IDs

• PubChem SID: 99443545; 160968159
• PubChem CID: 6852141

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.156312
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.7835643
• LogD (pH = 7.4): 1.2401013
• Log P: 2.598441
• Molar Refractivity: 118.7616 cm^3
• Polarizability: 40.92146 Å^3
• Polar Surface Area: 125.5 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.4
• LOG S: -4.34
• Solubility (Water): 1.74e-02 g/l

DETAILS

DrugBank - DB07074

Drug information: experimental