US9428478, TG6-190

ID: ALA3979526

PubChem CID: 71116724

Max Phase: Preclinical

Molecular Formula: C23H25N3O3

Molecular Weight: 391.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N2CCN(C(=O)c3[nH]c4ccc(C(C)=O)cc4c3C)CC2)cc1

Standard InChI:  InChI=1S/C23H25N3O3/c1-15-20-14-17(16(2)27)4-9-21(20)24-22(15)23(28)26-12-10-25(11-13-26)18-5-7-19(29-3)8-6-18/h4-9,14,24H,10-13H2,1-3H3

Standard InChI Key:  KNBHCSFZFNPVBO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   13.6508   -3.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0576   -4.3755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5568   -4.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8134   -5.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3134   -5.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5567   -4.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3002   -3.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8002   -3.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0560   -4.4066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3105   -5.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8105   -5.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0559   -4.4171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8014   -3.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3014   -3.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5551   -4.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9569   -5.4595    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 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
    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
    0.3114   -2.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4916   -3.8582    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
   -3.6387    0.8962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024    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  1  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 19  1  0
 24 25  1  0
 25 17  2  0
 25 26  1  0
 22 27  1  0
 27 28  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3979526

   1-[2-[4-(4-methoxyphenyl)piperazine-1-carbonyl]-3-methyl-1H-indol-5-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: 391.47

Molecular Weight (Monoisotopic): 391.1896

AlogP: 3.65

#Rotatable Bonds: 4

Polar Surface Area: 65.64

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.99

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -1.19

References

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

Source

Source(1):

• BindingDB Database