4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)biphenyl-3-ol

ID: ALA3901405

PubChem CID: 134134309

Max Phase: Preclinical

Molecular Formula: C15H10F6O2

Molecular Weight: 336.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cc(-c2ccccc2)ccc1C(O)(C(F)(F)F)C(F)(F)F

Standard InChI:  InChI=1S/C15H10F6O2/c16-14(17,18)13(23,15(19,20)21)11-7-6-10(8-12(11)22)9-4-2-1-3-5-9/h1-8,22-23H

Standard InChI Key:  ORBXCICUKBESFR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   21.4987   -2.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6733   -2.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0860   -3.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5668   -3.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5660   -4.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2645   -4.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9634   -4.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9637   -3.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2633   -2.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6705   -2.0017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4630   -4.1931    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.7836   -4.3473    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.8724   -3.8670    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.2506   -2.8272    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.1250   -3.3983    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.0465   -2.1569    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.2625   -2.0082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8516   -4.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1411   -4.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4240   -4.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4203   -5.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1397   -5.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8497   -5.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8  2  1  0
  2 10  1  0
  3 11  1  0
  3 12  1  0
  3 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  9 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  5 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3901405

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 336.23

Molecular Weight (Monoisotopic): 336.0585

AlogP: 4.37

#Rotatable Bonds: 2

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.22

CX Basic pKa: ┄

CX LogP: 4.44

CX LogD: 4.04

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: 0.02

References

1. Li Y, Xia G, Guo Q, Wu L, Chen S, Yang Z, Wang W, Zhang ZY, Zhou X, Jiang ZX..  (2016)  Design, synthesis and evaluation of novel ¹⁹F magnetic resonance sensitive protein tyrosine phosphatase inhibitors.,  7  (8): [PMID:27529021] [10.1039/C6MD00277C]

2. He, Yantao Y and 11 more authors.  2013-06-27  A potent and selective small-molecule inhibitor for the lymphoid-specific tyrosine phosphatase (LYP), a target associated with autoimmune diseases.  [PMID:23713581]

Source

Source(1):

• Scientific Literature