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

ID: ALA3938397

PubChem CID: 134148434

Max Phase: Preclinical

Molecular Formula: C15H10F6O2

Molecular Weight: 336.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1c(-c2ccccc2)cccc1C(O)(C(F)(F)F)C(F)(F)F

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

Standard InChI Key:  BASOANKJMASXGC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    5.8442  -10.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0187  -10.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4314  -11.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9122  -10.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9114  -11.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6099  -11.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3088  -11.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3091  -10.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087  -10.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0159   -9.5091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8084  -11.7046    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1290  -11.8589    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2178  -11.3785    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5960  -10.3346    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.4704  -10.9099    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3920   -9.6685    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6079   -9.5156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958  -10.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1948   -9.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4826   -9.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7669   -9.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7719  -10.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4887  -10.7601    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
  4 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3938397

   ---

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: 7.21

CX Basic pKa: ┄

CX LogP: 4.44

CX LogD: 4.04

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -0.11

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