2-{5-[amino(iminiumyl)methyl]-6-fluoro-1,3-benzodiazol-2-yl}-6-{[(1R,2R)-2-methylcyclohexyl]oxy}benzen-1-olate

• ChemBase ID: 3220
• Molecular Formular: C21H23FN4O2
• Molecular Mass: 382.4313232
• Monoisotopic Mass: 382.18050422
• SMILES: C[C@@H]1CCCC[C@H]1Oc1cccc(c1[O-])c1[nH]c2cc(F)c(cc2n1)C(=[NH2+])N
• Canonical SMILES: C[C@@H]1CCCC[C@H]1Oc1cccc(c1[O-])c1[nH]c2c(n1)cc(c(c2)F)C(=[NH2+])N
• InChI: InChI=1S/C21H23FN4O2/c1-11-5-2-3-7-17(11)28-18-8-4-6-12(19(18)27)21-25-15-9-13(20(23)24)14(22)10-16(15)26-21/h4,6,8-11,17,27H,2-3,5,7H2,1H3,(H3,23,24)(H,25,26)/t11-,17-/m1/s1
• InChIKey: CMCDWLMEDRBWIR-PIGZYNQJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{5-[amino(iminiumyl)methyl]-6-fluoro-1,3-benzodiazol-2-yl}-6-{[(1R,2R)-2-methylcyclohexyl]oxy}benzen-1-olate
• IUPAC Traditional name: 2-{5-[amino(iminio)methyl]-6-fluoro-1,3-benzodiazol-2-yl}-6-{[(1R,2R)-2-methylcyclohexyl]oxy}benzenolate
• Synonyms: CRA_11092

Database IDs

• PubChem SID: 46509086; 160966663
• PubChem CID: 6102596

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.965326
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.2280362
• LogD (pH = 7.4): 3.4584627
• Log P: 4.0839696
• Molar Refractivity: 136.6657 cm^3
• Polarizability: 41.408302 Å^3
• Polar Surface Area: 109.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.2
• LOG S: -5.3
• Solubility (Water): 2.17e-03 g/l

DETAILS

DrugBank - DB03555

Drug information: experimental