3-amino-N-[2-[4-[(1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-yl]phenyl]ethyl]-6-methyl-thieno[2,3-b]pyridine-2-carboxamide

ID: ALA4513784

PubChem CID: 153311055

Max Phase: Preclinical

Molecular Formula: C22H25N5OS

Molecular Weight: 407.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(N)c(C(=O)NCCc3ccc(N4C[C@@H]5C[C@H]4CN5)cc3)sc2n1

Standard InChI:  InChI=1S/C22H25N5OS/c1-13-2-7-18-19(23)20(29-22(18)26-13)21(28)24-9-8-14-3-5-16(6-4-14)27-12-15-10-17(27)11-25-15/h2-7,15,17,25H,8-12,23H2,1H3,(H,24,28)/t15-,17-/m0/s1

Standard InChI Key:  VSUINSXMIMTYLR-RDJZCZTQSA-N

Molfile:  

 
     RDKit          2D

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   21.4844  -15.9588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   22.1913  -14.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4827  -14.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9724  -14.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4594  -15.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9809  -15.7993    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.2765  -15.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.7201  -15.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4759  -15.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0793  -15.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3413  -16.0592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4692  -15.0194    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   30.3112  -17.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.6806  -14.4173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2199  -13.6889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0684  -15.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 26 25  1  0
 22 26  1  0
 24 27  1  6
 22 28  1  1
 10 29  2  0
  7 30  1  0
  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513784

   ---

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: 407.54

Molecular Weight (Monoisotopic): 407.1780

AlogP: 2.71

#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: 9.73

CX LogP: 2.75

CX LogD: 0.47

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -1.33

References

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

Source

Source(1):

• Patent Bioactivity Data