2-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-4-methylphenol

ID: ALA3928298

PubChem CID: 13779016

Max Phase: Preclinical

Molecular Formula: C10H8F6O2

Molecular Weight: 274.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(O)c(C(O)(C(F)(F)F)C(F)(F)F)c1

Standard InChI:  InChI=1S/C10H8F6O2/c1-5-2-3-7(17)6(4-5)8(18,9(11,12)13)10(14,15)16/h2-4,17-18H,1H3

Standard InChI Key:  LGKUFDANPMXPQT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    8.9808   -3.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1554   -3.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5681   -3.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0447   -3.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0440   -4.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7425   -4.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4414   -4.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4417   -3.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7413   -3.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1526   -2.4475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9451   -4.6388    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.2616   -4.7972    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.3545   -4.3168    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.7327   -3.2729    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.6029   -3.8441    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.5245   -2.6027    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.7405   -2.4539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7417   -5.7250    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
  6 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3928298

   2-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)-4-methylphenol

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: 274.16

Molecular Weight (Monoisotopic): 274.0428

AlogP: 3.01

#Rotatable Bonds: 1

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: 7.25

CX Basic pKa: ┄

CX LogP: 3.31

CX LogD: 2.93

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.77

Np Likeness Score: -0.14

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