(2R)-2-[6-(pentyloxy)naphthalene-2-sulfonamido]pentanedioic acid

• ChemBase ID: 5735
• Molecular Formular: C20H25NO7S
• Molecular Mass: 423.48
• Monoisotopic Mass: 423.13517315
• SMILES: O=S(=O)(N[C@@H](C(=O)O)CCC(=O)O)c1ccc2cc(ccc2c1)OCCCCC
• Canonical SMILES: CCCCCOc1ccc2c(c1)ccc(c2)S(=O)(=O)N[C@@H](C(=O)O)CCC(=O)O
• InChI: InChI=1S/C20H25NO7S/c1-2-3-4-11-28-16-7-5-15-13-17(8-6-14(15)12-16)29(26,27)21-18(20(24)25)9-10-19(22)23/h5-8,12-13,18,21H,2-4,9-11H2,1H3,(H,22,23)(H,24,25)/t18-/m1/s1
• InChIKey: LIGACKDHLKEZFH-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[6-(pentyloxy)naphthalene-2-sulfonamido]pentanedioic acid
• IUPAC Traditional name: (2R)-2-[6-(pentyloxy)naphthalene-2-sulfonamido]pentanedioic acid
• Synonyms: N-{[6-(PENTYLOXY)NAPHTHALEN-2-YL]SULFONYL}-D-GLUTAMIC ACID

Database IDs

• PubChem SID: 160969162; 99444578
• PubChem CID: 24755470

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9695413
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.1468018
• LogD (pH = 7.4): -3.694074
• Log P: 3.0968227
• Molar Refractivity: 105.8695 cm^3
• Polarizability: 43.264317 Å^3
• Polar Surface Area: 130.0 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.52
• LOG S: -4.7
• Solubility (Water): 8.47e-03 g/l

DETAILS

DrugBank - DB08107

Drug information: experimental