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

ID: ALA4571496

PubChem CID: 155562632

Max Phase: Preclinical

Molecular Formula: C22H25ClN4OS

Molecular Weight: 428.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(N)c(C(=O)NCCc3ccc(C4CCNCC4)c(Cl)c3)sc2n1

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

Standard InChI Key:  SEELYWGRQNUGEC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.0397  -10.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7483  -10.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536  -11.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5380  -11.7214    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0164  -11.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5295  -10.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7769   -9.6109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8336  -11.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2467  -11.7536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2376  -10.3393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0639  -11.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4770  -12.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2942  -12.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7012  -13.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5174  -13.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6894  -11.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5040  -11.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9238  -12.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7410  -12.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1508  -13.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9644  -13.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3714  -12.4294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9585  -11.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1387  -11.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3335  -11.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3301  -10.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6265  -11.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9044  -11.0237    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 26  1  1  0
  1  4  2  0
  3  2  2  0
  2 27  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  3  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
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 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 19  2  0
 18 17  2  0
 17 14  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 26 27  2  0
 26 28  1  0
 18 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4571496

   ---

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: 4.28

#Rotatable Bonds: 5

Polar Surface Area: 80.04

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.01

CX LogP: 3.88

CX LogD: 1.36

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.57

Np Likeness Score: -1.30

References

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

Source

Source(1):

• Patent Bioactivity Data