US8871934, 707

ID: ALA3686492

PubChem CID: 46191618

Max Phase: Preclinical

Molecular Formula: C22H21F3N2O4

Molecular Weight: 434.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2cnn(C(CO)(CO)CO)c2)c2c(c1)C(O)(C(F)(F)F)c1ccccc1-2

Standard InChI:  InChI=1S/C22H21F3N2O4/c1-13-6-16(14-8-26-27(9-14)20(10-28,11-29)12-30)19-15-4-2-3-5-17(15)21(31,18(19)7-13)22(23,24)25/h2-9,28-31H,10-12H2,1H3

Standard InChI Key:  XNSPIQJDTPKNAN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
    0.0000    3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2121    3.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7463    5.2884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7537    5.2860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0288    7.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8363    7.3060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1153    6.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3693    7.7602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8257    2.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0972    0.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6065    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9023   -1.4445    0.0000 O   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
   -1.7118   -2.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5379   -2.0537    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9090   -3.1947    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0826   -3.4441    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
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  8 10  1  0
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 10 13  1  0
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 15 16  1  0
  4 17  2  0
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 19 20  1  0
 20 21  2  0
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 22 23  2  0
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 24 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3686492

   (+)-2-hydroxymethyl-2-[4-(9-hydroxy-2-methyl-9-trifluoromethyl-9H-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: 434.41

Molecular Weight (Monoisotopic): 434.1453

AlogP: 2.31

#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: 10.12

CX Basic pKa: 1.47

CX LogP: 1.91

CX LogD: 1.91

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -0.23

References

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

Source

Source(1):

• BindingDB Database