2-(4-Fluorophenoxy)-1-(4-(4-nitrophenyl)piperazin-1-yl)ethanone

ID: ALA4476508

PubChem CID: 7408898

Max Phase: Preclinical

Molecular Formula: C18H18FN3O4

Molecular Weight: 359.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc(F)cc1)N1CCN(c2ccc([N+](=O)[O-])cc2)CC1

Standard InChI:  InChI=1S/C18H18FN3O4/c19-14-1-7-17(8-2-14)26-13-18(23)21-11-9-20(10-12-21)15-3-5-16(6-4-15)22(24)25/h1-8H,9-13H2

Standard InChI Key:  ICMZNIVXFUZDRI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.6715   -9.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3795   -9.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0892   -9.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   37.2090   -9.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5002   -9.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9151  -10.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9133  -11.7291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6237  -10.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3305  -10.9150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   41.4531  -10.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   40.7436   -9.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0384   -9.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9641   -8.0485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2565   -8.4572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9639   -7.2313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.1634   -9.2894    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  6  1  1  0
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  1 23  1  0
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M  CHG  2  23   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4476508

   2-(4-Fluorophenoxy)-1-[4-(4-nitrophenyl)piperazin-1-yl]ethanone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 359.36

Molecular Weight (Monoisotopic): 359.1281

AlogP: 2.46

#Rotatable Bonds: 5

Polar Surface Area: 75.92

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.28

CX LogP: 2.75

CX LogD: 2.75

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -1.97

References

1. Ragle LE, Palanisamy DJ, Joe MJ, Stein RS, Norman DD, Tigyi G, Baker DL, Parrill AL..  (2016)  Discovery and synthetic optimization of a novel scaffold for hydrophobic tunnel-targeted autotaxin inhibition.,  24  (19): [PMID:27544588] [10.1016/j.bmc.2016.08.004]

Source

Source(1):

• Scientific Literature