(2R)-6-carbamimidoyl-2-[(1S,2S)-2-hydroxy-6-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl]hexanoic acid

• ChemBase ID: 4520
• Molecular Formular: C22H26N2O4
• Molecular Mass: 382.45284
• Monoisotopic Mass: 382.18925732
• SMILES: C(CCCC(=N)N)[C@H]([C@H]1c2c(C[C@@H]1O)ccc(c2)c1ccc(cc1)O)C(=O)O
• Canonical SMILES: O[C@H]1Cc2c([C@@H]1[C@H](C(=O)O)CCCCC(=N)N)cc(cc2)c1ccc(cc1)O
• InChI: InChI=1S/C22H26N2O4/c23-20(24)4-2-1-3-17(22(27)28)21-18-11-14(5-6-15(18)12-19(21)26)13-7-9-16(25)10-8-13/h5-11,17,19,21,25-26H,1-4,12H2,(H3,23,24)(H,27,28)/t17-,19+,21+/m1/s1
• InChIKey: ZSRRBAKATXAISL-LMNJBCLMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-6-carbamimidoyl-2-[(1S,2S)-2-hydroxy-6-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl]hexanoic acid
• IUPAC Traditional name: (2R)-6-carbamimidoyl-2-[(1S,2S)-2-hydroxy-6-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl]hexanoic acid
• Synonyms: 6-CARBAMIMIDOYL-2-[2-HYDROXY-6-(4-HYDROXY-PHENYL)-INDAN-1-YL]-HEXANOIC ACID

Database IDs

• PubChem SID: 160967952; 99443336
• PubChem CID: 448123

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.52269
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 1.0103569
• LogD (pH = 7.4): 1.0443555
• Log P: 1.0444484
• Molar Refractivity: 117.524 cm^3
• Polarizability: 42.467 Å^3
• Polar Surface Area: 127.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.12
• LOG S: -4.06
• Solubility (Water): 3.32e-02 g/l

DETAILS

DrugBank - DB06865

Drug information: experimental