5-[bis(carboxymethyl)amino]-3-(carboxymethyl)-4-cyanothiophene-2-carboxylic acid

• ChemBase ID: 129235
• Molecular Formular: C12H10N2O8S
• Molecular Mass: 342.2814
• Monoisotopic Mass: 342.01578629
• SMILES: OC(=O)CN(CC(=O)O)c1c(C#N)c(CC(=O)O)c(s1)C(=O)O
• Canonical SMILES: N#Cc1c(sc(c1CC(=O)O)C(=O)O)N(CC(=O)O)CC(=O)O
• InChI: InChI=1S/C12H10N2O8S/c13-2-6-5(1-7(15)16)10(12(21)22)23-11(6)14(3-8(17)18)4-9(19)20/h1,3-4H2,(H,15,16)(H,17,18)(H,19,20)(H,21,22)
• InChIKey: DJSXNILVACEBLP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[bis(carboxymethyl)amino]-3-(carboxymethyl)-4-cyanothiophene-2-carboxylic acid
• IUPAC Systematic name: 5-[Bis(carboxymethyl)amino]-3-(carboxymethyl)-4-cyanothiophene-2-carboxylic acid
• IUPAC Traditional name: ranelic acid
• Synonyms: Ranelic acid

Database IDs

• CAS Number: 135459-90-4
• PubChem SID: 162223529
• PubChem CID: 3052774
• Chemspider ID: 2314551
• KEGG ID: D08467
• Wikipedia Title: Ranelic_acid

CALCULATED PROPERTIES

• Acid pKa: 1.6335572
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -10.073735
• LogD (pH = 7.4): -13.106741
• Log P: 0.26756102
• Molar Refractivity: 72.991 cm^3
• Polarizability: 27.494787 Å^3
• Polar Surface Area: 176.23 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true