US9428478, TG6-167-1

ID: ALA3986285

PubChem CID: 51178287

Max Phase: Preclinical

Molecular Formula: C19H22FN3O2

Molecular Weight: 343.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N2CCN(C(=O)CNc3ccc(F)cc3)CC2)cc1

Standard InChI:  InChI=1S/C19H22FN3O2/c1-25-18-8-6-17(7-9-18)22-10-12-23(13-11-22)19(24)14-21-16-4-2-15(20)3-5-16/h2-9,21H,10-14H2,1H3

Standard InChI Key:  YHZUAOOBYJIYIH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    2.5956   -2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    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
    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
   -2.5987    1.5004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012    3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9015    3.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1993    2.9963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1969    1.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967    0.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5018    3.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5058    4.9420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7993    2.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1017    3.7333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3992    2.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7021    3.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9973    2.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9898    1.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0260    0.8606    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6870    0.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3917    1.4789    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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14  9  1  0
 12 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3986285

   2-(4-Fluoroanilino)-1-[4-(4-methoxyphenyl)piperazin-1-yl]ethanone

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: 343.40

Molecular Weight (Monoisotopic): 343.1696

AlogP: 2.60

#Rotatable Bonds: 5

Polar Surface Area: 44.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.01

CX LogP: 2.29

CX LogD: 2.29

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.91

Np Likeness Score: -1.81

References

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

Source

Source(1):

• BindingDB Database