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

ID: ALA4483621

PubChem CID: 153311041

Max Phase: Preclinical

Molecular Formula: C21H24ClN5OS

Molecular Weight: 429.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(N)c(C(=O)NCCc3ccc(N4CCNCC4)cc3Cl)sc2n1

Standard InChI:  InChI=1S/C21H24ClN5OS/c1-13-2-5-16-18(23)19(29-21(16)26-13)20(28)25-7-6-14-3-4-15(12-17(14)22)27-10-8-24-9-11-27/h2-5,12,24H,6-11,23H2,1H3,(H,25,28)

Standard InChI Key:  JCKRLCVRVVNCMA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.2934   -4.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0014   -4.9265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9996   -3.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7083   -3.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7135   -4.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4979   -4.7670    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9763   -4.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4894   -3.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7369   -2.6566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7935   -4.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2067   -4.7993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1976   -3.3849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0238   -4.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4370   -5.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2542   -5.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6611   -6.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4774   -6.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8824   -5.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4639   -4.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6493   -4.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6996   -5.4845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5854   -4.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1102   -6.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9238   -6.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3305   -5.4739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9174   -4.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0976   -4.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2324   -4.0878    0.0000 Cl  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
  2 23  1  0
 22 24  1  0
 22 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 21 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483621

   ---

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: 429.98

Molecular Weight (Monoisotopic): 429.1390

AlogP: 3.22

#Rotatable Bonds: 5

Polar Surface Area: 83.28

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.87

CX LogP: 3.35

CX LogD: 1.87

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.58

Np Likeness Score: -1.94

References

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

Source

Source(1):

• Patent Bioactivity Data