tert-butyl 4-(2-(3-acrylamidobenzamido)thiazol-5-yl)piperazine-1-carboxylate

ID: ALA4763994

PubChem CID: 145749958

Max Phase: Preclinical

Molecular Formula: C22H27N5O4S

Molecular Weight: 457.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cccc(C(=O)Nc2ncc(N3CCN(C(=O)OC(C)(C)C)CC3)s2)c1

Standard InChI:  InChI=1S/C22H27N5O4S/c1-5-17(28)24-16-8-6-7-15(13-16)19(29)25-20-23-14-18(32-20)26-9-11-27(12-10-26)21(30)31-22(2,3)4/h5-8,13-14H,1,9-12H2,2-4H3,(H,24,28)(H,23,25,29)

Standard InChI Key:  HVAWQHDMHMNOAP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.7953   -5.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5033   -6.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2130   -5.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2101   -4.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5015   -4.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9178   -4.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6271   -4.9682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9148   -3.7451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3332   -4.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0787   -4.8849    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.6232   -4.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2119   -3.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4133   -3.7424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4340   -4.3545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7678   -5.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5771   -5.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0585   -4.5247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7247   -3.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.0886   -4.5690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0884   -3.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7960   -3.3430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3806   -3.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3804   -2.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8712   -4.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2036   -5.3566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3516   -3.9490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0163   -5.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3487   -6.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4967   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8311   -5.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 26 28  2  0
 27 29  1  0
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 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763994

   ---

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: 457.56

Molecular Weight (Monoisotopic): 457.1784

AlogP: 3.58

#Rotatable Bonds: 5

Polar Surface Area: 103.87

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.61

CX Basic pKa: 0.75

CX LogP: 3.42

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.67

Np Likeness Score: -1.62

References

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

Source

Source(1):

• Patent Bioactivity Data