3-amino-6-methyl-N-[(2R)-2-(4-piperazin-1-ylphenyl)propyl]thieno[2,3-b]pyridine-2-carboxamide hydrochloride

ID: ALA4514791

PubChem CID: 155539464

Max Phase: Preclinical

Molecular Formula: C22H28ClN5OS

Molecular Weight: 409.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(N)c(C(=O)NC[C@H](C)c3ccc(N4CCNCC4)cc3)sc2n1.Cl

Standard InChI:  InChI=1S/C22H27N5OS.ClH/c1-14(16-4-6-17(7-5-16)27-11-9-24-10-12-27)13-25-21(28)20-19(23)18-8-3-15(2)26-22(18)29-20;/h3-8,14,24H,9-13,23H2,1-2H3,(H,25,28);1H/t14-;/m0./s1

Standard InChI Key:  RSMDWFFQEOQABE-UQKRIMTDSA-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
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    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
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    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
   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
    7.0727  -13.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8799  -13.1700    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 21  1  1  0
  1  4  2  0
  3  2  2  0
  2 22  1  0
  3  4  1  0
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  6  7  2  0
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 18 17  2  0
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 21 22  2  0
 21 23  1  0
 20 24  1  0
 20 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 13 29  1  1
M  END

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: 409.56

Molecular Weight (Monoisotopic): 409.1936

AlogP: 3.13

#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: 8.89

CX LogP: 3.11

CX LogD: 1.62

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -1.73

References

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

Source

Source(1):

• Patent Bioactivity Data