3-[(2R)-2-{[3-(2-carboxyethyl)-4-(carboxymethyl)-2H-pyrrol-5-yl]methyl}-4-(carboxymethyl)-5-methyl-2H-pyrrol-3-yl]propanoic acid

• ChemBase ID: 4088
• Molecular Formular: C20H24N2O8
• Molecular Mass: 420.41316
• Monoisotopic Mass: 420.15326574
• SMILES: CC1=N[C@H](CC2=NCC(=C2CC(=O)O)CCC(=O)O)C(=C1CC(=O)O)CCC(=O)O
• Canonical SMILES: OC(=O)CCC1=C(CC(=O)O)C(=NC1)C[C@H]1N=C(C(=C1CCC(=O)O)CC(=O)O)C
• InChI: InChI=1S/C20H24N2O8/c1-10-13(6-19(27)28)12(3-5-18(25)26)16(22-10)8-15-14(7-20(29)30)11(9-21-15)2-4-17(23)24/h16H,2-9H2,1H3,(H,23,24)(H,25,26)(H,27,28)(H,29,30)/t16-/m1/s1
• InChIKey: PIVMSLFNTMAVDI-MRXNPFEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2R)-2-{[3-(2-carboxyethyl)-4-(carboxymethyl)-2H-pyrrol-5-yl]methyl}-4-(carboxymethyl)-5-methyl-2H-pyrrol-3-yl]propanoic acid
• IUPAC Traditional name: @dipyrromethane cofactor
• Synonyms: Dipyrromethane Cofactor

Database IDs

• PubChem SID: 160967521; 46504454
• PubChem CID: 46936996

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.602618
• H Acceptors: 10
• H Donor: 4
• Molar Refractivity: 103.3227 cm^3
• Polarizability: 39.369396 Å^3
• Polar Surface Area: 173.92 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.18
• LOG S: -4.01
• Solubility (Water): 4.07e-02 g/l

DETAILS

DrugBank - DB04517

Drug information: experimental