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

ID: ALA4537585

PubChem CID: 153311007

Max Phase: Preclinical

Molecular Formula: C21H23F2N5OS

Molecular Weight: 431.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(N)c(C(=O)NCCc3ccc(N4CCNCC4)c(F)c3F)sc2n1

Standard InChI:  InChI=1S/C21H23F2N5OS/c1-12-2-4-14-18(24)19(30-21(14)27-12)20(29)26-7-6-13-3-5-15(17(23)16(13)22)28-10-8-25-9-11-28/h2-5,25H,6-11,24H2,1H3,(H,26,29)

Standard InChI Key:  HKHBEUOBIAVTFZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.6719  -12.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3799  -12.9704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3781  -11.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0868  -11.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0920  -12.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8764  -12.8110    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3548  -12.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0780  -13.5284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9639  -12.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4886  -14.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3023  -14.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7090  -13.5179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2959  -12.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4761  -12.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6322  -14.9566    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.2680  -14.9490    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  2 23  1  0
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 17 29  1  0
 18 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537585

   ---

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: 431.51

Molecular Weight (Monoisotopic): 431.1591

AlogP: 2.85

#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: 8.78

CX LogP: 3.03

CX LogD: 1.63

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.58

Np Likeness Score: -1.60

References

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

Source

Source(1):

• Patent Bioactivity Data