US9428478, TG6-222

ID: ALA3964327

PubChem CID: 71473869

Max Phase: Preclinical

Molecular Formula: C22H23N3O4

Molecular Weight: 393.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc2[nH]c(C(=O)N3CCN(c4ccc(OC)cc4)CC3)cc2c1

Standard InChI:  InChI=1S/C22H23N3O4/c1-28-18-6-4-17(5-7-18)24-9-11-25(12-10-24)21(26)20-14-16-13-15(22(27)29-2)3-8-19(16)23-20/h3-8,13-14,23H,9-12H2,1-2H3

Standard InChI Key:  CRLFRTQFPTXFFZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -0.9049    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
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   -5.1047   -0.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7065    1.0350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8532   -1.3040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.5901   -5.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3335   -6.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5769   -7.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3180   -9.1205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7113  -10.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0769   -7.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3335   -6.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
  3  4  2  0
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 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 16  1  0
 19 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  2  0
 29 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3964327

   methyl 2-[4-(4-methoxyphenyl)piperazine-1-carbonyl]-1H-indole-5-carboxylate

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: 393.44

Molecular Weight (Monoisotopic): 393.1689

AlogP: 2.93

#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: 13.41

CX Basic pKa: 3.99

CX LogP: 2.87

CX LogD: 2.87

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -1.24

References

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

Source

Source(1):

• BindingDB Database