US9428478, TG6-235

ID: ALA4109345

PubChem CID: 129626256

Max Phase: Preclinical

Molecular Formula: C22H22FN3O4

Molecular Weight: 411.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1CN(c2ccc(OC)cc2)CCN1C(=O)c1cc2cc(F)ccc2[nH]1

Standard InChI:  InChI=1S/C22H22FN3O4/c1-29-17-6-4-16(5-7-17)25-9-10-26(20(13-25)22(28)30-2)21(27)19-12-14-11-15(23)3-8-18(14)24-19/h3-8,11-12,20,24H,9-10,13H2,1-2H3

Standard InChI Key:  FDDLWYZMTTZGSV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.9876   -8.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7876   -8.3345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0436   -7.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6491   -5.9950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428   -7.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883   -8.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2883   -8.3139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4572   -7.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2973   -5.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7974   -5.7210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5497   -4.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7497   -4.4245    0.0000 O   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
    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    2.7000    0.0000 F   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
    0.3114   -2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4666   -9.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2768  -10.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4798  -12.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9798  -12.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7395  -13.4959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9394  -13.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7232  -10.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9666   -9.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  5  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
 21 22  1  0
 22 13  1  0
  7 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  2  0
 30 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4109345

   ---

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: 411.43

Molecular Weight (Monoisotopic): 411.1594

AlogP: 2.82

#Rotatable Bonds: 4

Polar Surface Area: 74.87

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.10

CX LogP: 2.85

CX LogD: 2.85

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -1.44

References

1.  (2016)  Piperazine derivatives, compositions, and uses related thereto, 

Source

Source(1):

• BindingDB Database