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

ID: ALA4539234

PubChem CID: 153311026

Max Phase: Preclinical

Molecular Formula: C23H29N5OS

Molecular Weight: 423.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC1CCN(c2ccc(CCNC(=O)c3sc4nc(C)ccc4c3N)cc2)CC1

Standard InChI:  InChI=1S/C23H29N5OS/c1-15-3-8-19-20(24)21(30-23(19)27-15)22(29)26-12-9-16-4-6-18(7-5-16)28-13-10-17(25-2)11-14-28/h3-8,17,25H,9-14,24H2,1-2H3,(H,26,29)

Standard InChI Key:  NJHRBZCYDNWXHM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.7774  -10.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7763  -11.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4843  -11.8850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4825  -10.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1911  -10.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1964  -11.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    3.9723  -10.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2197   -9.6151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2764  -11.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6895  -11.7578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6804  -10.3434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5067  -11.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9199  -12.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7370  -12.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1440  -13.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1322  -11.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0682  -11.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5989  -13.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4142  -13.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5803  -11.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4018  -11.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8203  -12.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6375  -12.4129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0539  -13.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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  4  7  2  0
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  9 10  2  0
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  9 12  1  0
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 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
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 22 17  1  0
 20  1  1  0
  3 23  1  0
  1 24  1  0
  1 26  1  0
 24 25  1  0
 25 28  1  0
 27 26  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539234

   ---

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: 423.59

Molecular Weight (Monoisotopic): 423.2093

AlogP: 3.35

#Rotatable Bonds: 6

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: 10.33

CX LogP: 2.92

CX LogD: 0.17

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: -1.57

References

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

Source

Source(1):

• Patent Bioactivity Data