3-amino-N-[(2S)-2-(2,5-difluoro-4-piperazin-1-yl-phenyl)propyl]-6-methyl-thieno[2,3-b]pyridine-2-carboxamide

ID: ALA4567163

PubChem CID: 153311089

Max Phase: Preclinical

Molecular Formula: C22H25F2N5OS

Molecular Weight: 445.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(N)c(C(=O)NC[C@@H](C)c3cc(F)c(N4CCNCC4)cc3F)sc2n1

Standard InChI:  InChI=1S/C22H25F2N5OS/c1-12(15-9-17(24)18(10-16(15)23)29-7-5-26-6-8-29)11-27-21(30)20-19(25)14-4-3-13(2)28-22(14)31-20/h3-4,9-10,12,26H,5-8,11,25H2,1-2H3,(H,27,30)/t12-/m1/s1

Standard InChI Key:  DIMLWPCIAHNRFA-GFCCVEGCSA-N

Molfile:  

 
     RDKit          2D

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    5.0164  -11.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   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
    7.0727  -13.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2938  -13.8670    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.9044  -11.0237    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 15 30  1  0
 18 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567163

   ---

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: 445.54

Molecular Weight (Monoisotopic): 445.1748

AlogP: 3.41

#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: 3.39

CX LogD: 2.00

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.56

Np Likeness Score: -1.72

References

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

Source

Source(1):

• Patent Bioactivity Data