(2R)-6-carbamimidoyl-2-[(1S,2S)-2-hydroxy-5-(3-methoxyphenyl)-2,3-dihydro-1H-inden-1-yl]hexanoic acid

• ChemBase ID: 4521
• Molecular Formular: C23H28N2O4
• Molecular Mass: 396.47942
• Monoisotopic Mass: 396.20490739
• SMILES: C(CCCC(=N)N)[C@H]([C@H]1c2c(C[C@@H]1O)cc(cc2)c1cc(ccc1)OC)C(=O)O
• Canonical SMILES: COc1cccc(c1)c1ccc2c(c1)C[C@@H]([C@H]2[C@H](C(=O)O)CCCCC(=N)N)O
• InChI: InChI=1S/C23H28N2O4/c1-29-17-6-4-5-14(12-17)15-9-10-18-16(11-15)13-20(26)22(18)19(23(27)28)7-2-3-8-21(24)25/h4-6,9-12,19-20,22,26H,2-3,7-8,13H2,1H3,(H3,24,25)(H,27,28)/t19-,20+,22-/m1/s1
• InChIKey: NMOUMGFCBOWPAB-RZUBCFFCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-6-carbamimidoyl-2-[(1S,2S)-2-hydroxy-5-(3-methoxyphenyl)-2,3-dihydro-1H-inden-1-yl]hexanoic acid
• IUPAC Traditional name: (2R)-6-carbamimidoyl-2-[(1S,2S)-2-hydroxy-5-(3-methoxyphenyl)-2,3-dihydro-1H-inden-1-yl]hexanoic acid
• Synonyms: 6-CARBAMIMIDOYL-2-[2-HYDROXY-5-(3-METHOXY-PHENYL)-INDAN-1-YL]-HEXANOIC ACID

Database IDs

• PubChem SID: 99443337; 160967953
• PubChem CID: 5496862

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.5030675
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.1577286
• LogD (pH = 7.4): 1.1915867
• Log P: 1.1919763
• Molar Refractivity: 122.0063 cm^3
• Polarizability: 44.385242 Å^3
• Polar Surface Area: 116.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.34
• LOG S: -4.57
• Solubility (Water): 1.06e-02 g/l

DETAILS

DrugBank - DB06866

Drug information: experimental