({4-[(2S,4E)-2-(1,3-benzothiazol-2-yl)-2-(1H-1,2,3-benzotriazol-1-yl)-5-phenylpent-4-en-1-yl]phenyl}difluoromethyl)phosphonic acid

• ChemBase ID: 3894
• Molecular Formular: C31H25F2N4O3PS
• Molecular Mass: 602.5907674
• Monoisotopic Mass: 602.13530475
• SMILES: OP(=O)(O)C(F)(F)c1ccc(C[C@](C/C=C/c2ccccc2)(n2nnc3c2cccc3)c2nc3c(s2)cccc3)cc1
• Canonical SMILES: OP(=O)(C(c1ccc(cc1)C[C@](n1nnc2c1cccc2)(c1nc2c(s1)cccc2)C/C=C/c1ccccc1)(F)F)O
• InChI: InChI=1S/C31H25F2N4O3PS/c32-31(33,41(38,39)40)24-18-16-23(17-19-24)21-30(20-8-11-22-9-2-1-3-10-22,29-34-26-13-5-7-15-28(26)42-29)37-27-14-6-4-12-25(27)35-36-37/h1-19H,20-21H2,(H2,38,39,40)/b11-8+/t30-/m0/s1
• InChIKey: GBLDYRVJENYQNH-GHGCAVAYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({4-[(2S,4E)-2-(1,3-benzothiazol-2-yl)-2-(1H-1,2,3-benzotriazol-1-yl)-5-phenylpent-4-en-1-yl]phenyl}difluoromethyl)phosphonic acid
• IUPAC Traditional name: {4-[(2S,4E)-2-(1,3-benzothiazol-2-yl)-2-(1,2,3-benzotriazol-1-yl)-5-phenylpent-4-en-1-yl]phenyl}difluoromethylphosphonic acid
• Synonyms: {4-[(2s,4e)-2-(1,3-Benzothiazol-2-Yl)-2-(1h-1,2,3-Benzotriazol-1-Yl)-5-Phenylpent-4-Enyl]Phenyl}(Difluoro)Methylphosphonic Acid

Database IDs

• PubChem SID: 46508576; 160967330
• PubChem CID: 21145368

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.7208859
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 5.0940266
• LogD (pH = 7.4): 4.6518626
• Log P: 5.8401375
• Molar Refractivity: 169.7701 cm^3
• Polarizability: 62.093422 Å^3
• Polar Surface Area: 101.13 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.46
• LOG S: -5.17
• Solubility (Water): 4.10e-03 g/l

DETAILS

DrugBank - DB04285

Drug information: experimental