(2R)-2-(6-butoxynaphthalene-2-sulfonamido)pentanedioic acid

• ChemBase ID: 5734
• Molecular Formular: C19H23NO7S
• Molecular Mass: 409.45342
• Monoisotopic Mass: 409.11952308
• SMILES: O=S(=O)(N[C@@H](C(=O)O)CCC(=O)O)c1ccc2c(c1)ccc(c2)OCCCC
• Canonical SMILES: CCCCOc1ccc2c(c1)ccc(c2)S(=O)(=O)N[C@@H](C(=O)O)CCC(=O)O
• InChI: InChI=1S/C19H23NO7S/c1-2-3-10-27-15-6-4-14-12-16(7-5-13(14)11-15)28(25,26)20-17(19(23)24)8-9-18(21)22/h4-7,11-12,17,20H,2-3,8-10H2,1H3,(H,21,22)(H,23,24)/t17-/m1/s1
• InChIKey: UAGYXJBYAFGRFR-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(6-butoxynaphthalene-2-sulfonamido)pentanedioic acid
• IUPAC Traditional name: (2R)-2-(6-butoxynaphthalene-2-sulfonamido)pentanedioic acid
• Synonyms: N-[(6-BUTOXYNAPHTHALEN-2-YL)SULFONYL]-D-GLUTAMIC ACID

Database IDs

• PubChem SID: 160969161; 99444577
• PubChem CID: 16122580

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9695415
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.5913705
• LogD (pH = 7.4): -4.1386423
• Log P: 2.652254
• Molar Refractivity: 101.2685 cm^3
• Polarizability: 41.431232 Å^3
• Polar Surface Area: 130.0 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.19
• LOG S: -4.42
• Solubility (Water): 1.57e-02 g/l

DETAILS

DrugBank - DB08106

Drug information: experimental