3,6-Diamino-4-methyl-N-(4-(piperazin-1-yl)phenethyl)thieno[2,3-b]pyridine-2-carboxamide

ID: ALA4513397

PubChem CID: 141734565

Max Phase: Preclinical

Molecular Formula: C21H26N6OS

Molecular Weight: 410.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(N)nc2sc(C(=O)NCCc3ccc(N4CCNCC4)cc3)c(N)c12

Standard InChI:  InChI=1S/C21H26N6OS/c1-13-12-16(22)26-21-17(13)18(23)19(29-21)20(28)25-7-6-14-2-4-15(5-3-14)27-10-8-24-9-11-27/h2-5,12,24H,6-11,23H2,1H3,(H2,22,26)(H,25,28)

Standard InChI Key:  AJFDZWXJBDXDNT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    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
    8.9602  -13.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9468  -11.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3666  -12.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1808  -12.4406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5936  -13.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4073  -13.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8142  -12.4336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4013  -11.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5816  -11.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4801   -9.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 22  2  0
 21 19  2  0
 19 16  1  0
  2 20  1  0
 21 22  1  0
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 22 23  1  0
  4 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513397

   ---

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: 410.55

Molecular Weight (Monoisotopic): 410.1889

AlogP: 2.15

#Rotatable Bonds: 5

Polar Surface Area: 109.30

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.89

CX LogP: 2.89

CX LogD: 1.40

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -1.43

References

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

Source

Source(1):

• Patent Bioactivity Data