US9428478, TG6-239

ID: ALA3969051

PubChem CID: 71116153

Max Phase: Preclinical

Molecular Formula: C23H23N3O4

Molecular Weight: 405.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N2CCN(C(=O)c3cnc4cc(C(C)=O)ccc4c3O)CC2)cc1

Standard InChI:  InChI=1S/C23H23N3O4/c1-15(27)16-3-8-19-21(13-16)24-14-20(22(19)28)23(29)26-11-9-25(10-12-26)17-4-6-18(30-2)7-5-17/h3-8,13-14H,9-12H2,1-2H3,(H,24,28)

Standard InChI Key:  BWUUTOZEQYHASO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   11.6663    4.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6740    3.7912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3796    3.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3872    1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0920    0.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7891    1.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7816    3.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0768    3.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4920    0.7636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4972   -0.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2007   -1.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8939    0.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1903    1.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024   -2.6977    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 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
   -2.5981    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1984    1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2368    0.8962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2005    2.6977    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  2  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 25  1  0
 25 20  1  0
 25 26  2  0
 26 17  1  0
 26 27  1  0
 22 28  1  0
 28 29  2  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3969051

   7-acetyl-3-[4-(4-methoxyphenyl)piperazine-1-carbonyl]-1H-quinolin-4-one

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: 405.45

Molecular Weight (Monoisotopic): 405.1689

AlogP: 3.11

#Rotatable Bonds: 4

Polar Surface Area: 82.97

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.76

CX Basic pKa: 3.99

CX LogP: 2.91

CX LogD: 2.90

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -1.15

References

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

Source

Source(1):

• BindingDB Database