3-amino-6-chloro-N-[2-[4-(1-methyl-4-piperidyl)phenyl]ethyl]thieno[2,3-b]pyridine-2-carboxamide

ID: ALA4539489

PubChem CID: 141734570

Max Phase: Preclinical

Molecular Formula: C22H25ClN4OS

Molecular Weight: 428.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCC(c2ccc(CCNC(=O)c3sc4nc(Cl)ccc4c3N)cc2)CC1

Standard InChI:  InChI=1S/C22H25ClN4OS/c1-27-12-9-16(10-13-27)15-4-2-14(3-5-15)8-11-25-21(28)20-19(24)17-6-7-18(23)26-22(17)29-20/h2-7,16H,8-13,24H2,1H3,(H,25,28)

Standard InChI Key:  GFXQOUHPQBNJGD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.1407  -13.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1395  -13.9276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8476  -14.3365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8458  -12.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5544  -13.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5597  -13.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3440  -14.1771    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.8225  -13.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3355  -12.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5830  -12.0666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6397  -13.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0528  -14.2093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0437  -12.7950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8700  -14.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2831  -14.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1003  -14.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5072  -15.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3235  -15.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7285  -14.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3100  -14.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4954  -14.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5457  -14.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9563  -15.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7699  -15.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1766  -14.8840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7636  -14.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9438  -14.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4315  -14.3356    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.9938  -14.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
  2 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539489

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 428.99

Molecular Weight (Monoisotopic): 428.1438

AlogP: 4.31

#Rotatable Bonds: 5

Polar Surface Area: 71.25

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.15

CX LogP: 4.35

CX LogD: 2.60

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -1.40

References

1.  (2017)  Thienopyridine carboxamides as ubiquitin-specific protease inhibitors, 

Source

Source(1):

• Patent Bioactivity Data