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

ID: ALA4540452

PubChem CID: 153311082

Max Phase: Preclinical

Molecular Formula: C22H24F3N5OS

Molecular Weight: 463.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc2sc(C(=O)NC[C@@H](C)c3cc(F)c(N4CCNCC4)cc3F)c(N)c2cc1F

Standard InChI:  InChI=1S/C22H24F3N5OS/c1-11(13-7-17(25)18(9-16(13)24)30-5-3-27-4-6-30)10-28-21(31)20-19(26)14-8-15(23)12(2)29-22(14)32-20/h7-9,11,27H,3-6,10,26H2,1-2H3,(H,28,31)/t11-/m1/s1

Standard InChI Key:  WUSFNASFKWPOOP-LLVKDONJSA-N

Molfile:  

 
     RDKit          2D

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    2.4843  -11.8850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9808  -11.7255    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4592  -11.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2197   -9.6151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6804  -10.3434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.5930  -13.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4067  -13.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8134  -12.4324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4003  -11.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5805  -11.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0696  -10.2480    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7153  -11.0463    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.3724  -13.8636    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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  1 29  1  0
 15 30  1  6
 21 31  1  0
 18 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540452

   ---

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: 463.53

Molecular Weight (Monoisotopic): 463.1654

AlogP: 3.55

#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: 3.54

CX LogD: 2.14

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.54

Np Likeness Score: -1.54

References

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

Source

Source(1):

• Patent Bioactivity Data