US8871934, 706

ID: ALA3686491

PubChem CID: 46190788

Max Phase: Preclinical

Molecular Formula: C21H19F3N2O4

Molecular Weight: 420.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCC(CO)(CO)n1cc(-c2cccc3c2-c2ccccc2C3(O)C(F)(F)F)cn1

Standard InChI:  InChI=1S/C21H19F3N2O4/c22-21(23,24)20(30)16-6-2-1-4-15(16)18-14(5-3-7-17(18)20)13-8-25-26(9-13)19(10-27,11-28)12-29/h1-9,27-30H,10-12H2

Standard InChI Key:  FRUWPMXPEGNARK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.5180   -2.9350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3243   -3.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4433   -1.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0555   -0.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2490   -0.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9649   -1.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4535   -0.5874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531   -1.9978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9511   -0.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010   -3.2956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5701   -4.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5318   -5.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4135   -4.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4133   -1.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2021   -2.6573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8502   -0.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0475    0.5610    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2212    0.8101    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0240   -0.0816    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
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 10 13  1  0
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 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 24 25  1  0
 25 17  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3686491

   2-(Hydroxymethyl)-2-[4-[9-hydroxy-9-(trifluoromethyl)fluoren-4-yl]pyrazol-1-yl]propane-1,3-diol

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: 420.39

Molecular Weight (Monoisotopic): 420.1297

AlogP: 2.00

#Rotatable Bonds: 5

Polar Surface Area: 98.74

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.11

CX Basic pKa: 1.47

CX LogP: 1.39

CX LogD: 1.39

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: -0.21

References

1.  (2014)  Fluorene compound and pharmaceutical use thereof, 

Source

Source(1):

• BindingDB Database