methyl 3-chloro-2-{2-[(2,5-dihydroxy-4-methoxyphenyl)carbamoyl]ethyl}-4,6-dihydroxybenzoate

• ChemBase ID: 6076
• Molecular Formular: C18H18ClNO8
• Molecular Mass: 411.79042
• Monoisotopic Mass: 411.07209422
• SMILES: COC(=O)c1c(O)cc(O)c(Cl)c1CCC(=O)Nc1cc(O)c(OC)cc1O
• Canonical SMILES: COc1cc(O)c(cc1O)NC(=O)CCc1c(Cl)c(O)cc(c1C(=O)OC)O
• InChI: InChI=1S/C18H18ClNO8/c1-27-14-7-10(21)9(5-11(14)22)20-15(25)4-3-8-16(18(26)28-2)12(23)6-13(24)17(8)19/h5-7,21-24H,3-4H2,1-2H3,(H,20,25)
• InChIKey: GUVWEHNRWHNDRF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-chloro-2-{2-[(2,5-dihydroxy-4-methoxyphenyl)carbamoyl]ethyl}-4,6-dihydroxybenzoate
• IUPAC Traditional name: methyl 3-chloro-2-{2-[(2,5-dihydroxy-4-methoxyphenyl)carbamoyl]ethyl}-4,6-dihydroxybenzoate
• Synonyms: METHYL 3-CHLORO-2-{3-[(2,5-DIHYDROXY-4-METHOXYPHENYL)AMINO]-3-OXOPROPYL}-4,6-DIHYDROXYBENZOATE

Database IDs

• PubChem SID: 160969501; 99444935
• PubChem CID: 11373270

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.0382643
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 3.3631594
• LogD (pH = 7.4): 2.8591294
• Log P: 3.3754537
• Molar Refractivity: 101.4608 cm^3
• Polarizability: 38.108112 Å^3
• Polar Surface Area: 145.55 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.53
• LOG S: -4.01
• Solubility (Water): 3.99e-02 g/l

DETAILS

DrugBank - DB08464

Drug information: experimental