3-acrylamido-N-(5-(4-(dimethylamino)piperidin-1-yl)thiazol-2-yl)benzamide

ID: ALA4743840

PubChem CID: 145749880

Max Phase: Preclinical

Molecular Formula: C20H25N5O2S

Molecular Weight: 399.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cccc(C(=O)Nc2ncc(N3CCC(N(C)C)CC3)s2)c1

Standard InChI:  InChI=1S/C20H25N5O2S/c1-4-17(26)22-15-7-5-6-14(12-15)19(27)23-20-21-13-18(28-20)25-10-8-16(9-11-25)24(2)3/h4-7,12-13,16H,1,8-11H2,2-3H3,(H,22,26)(H,21,23,27)

Standard InChI Key:  RRPYRSMWUNOMAJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.2339  -10.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2327  -11.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9408  -12.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6505  -11.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6476  -10.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9390  -10.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3553  -10.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0646  -10.9403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3522   -9.7172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7707  -10.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5162  -10.8570    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.0607  -10.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6494   -9.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8508   -9.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8715  -10.3266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2053  -11.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0145  -11.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4960  -10.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1622   -9.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3470   -9.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5261  -10.5411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5259   -9.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2335   -9.3151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8181   -9.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8179   -8.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3087  -10.5822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6411  -11.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7891   -9.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7  9  2  0
  5  7  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  2  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 12 15  1  0
  1 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 18 26  1  0
 26 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743840

   ---

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: 399.52

Molecular Weight (Monoisotopic): 399.1729

AlogP: 3.05

#Rotatable Bonds: 6

Polar Surface Area: 77.57

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.61

CX Basic pKa: 9.77

CX LogP: 2.59

CX LogD: 0.35

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.73

Np Likeness Score: -1.66

References

1.  (2020)  Inhibitors of cyclin-dependent kinases, 

Source

Source(1):

• Patent Bioactivity Data