N-(2-chloro-4-methylthiophen-3-yl)-2-(2-methyl-6-(4-methylpiperazin-1-yl)pyrimidin-4-ylamino)thiazole-5-carboxamide

ID: ALA4875238

PubChem CID: 153569033

Max Phase: Preclinical

Molecular Formula: C19H22ClN7OS2

Molecular Weight: 464.02

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(Nc2ncc(C(=O)Nc3c(C)csc3Cl)s2)cc(N2CCN(C)CC2)n1

Standard InChI:  InChI=1S/C19H22ClN7OS2/c1-11-10-29-17(20)16(11)25-18(28)13-9-21-19(30-13)24-14-8-15(23-12(2)22-14)27-6-4-26(3)5-7-27/h8-10H,4-7H2,1-3H3,(H,25,28)(H,21,22,23,24)

Standard InChI Key:  DFZKXFCZKLBBRG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.9657  -18.6120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6737  -19.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3834  -18.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3806  -17.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6719  -17.3836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6741  -19.8332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9645  -20.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9623  -21.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6681  -21.4666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3777  -21.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3815  -20.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2590  -17.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6648  -22.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0867  -17.3776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7960  -17.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8836  -18.5953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6836  -18.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0895  -18.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5404  -17.4478    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.9019  -17.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3848  -18.6236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1972  -18.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2314  -17.2165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7453  -19.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4906  -18.8045    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.4020  -17.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6021  -17.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5783  -19.9397    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.2663  -17.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  6  1  1  0
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  3  7  1  0
  1 13  1  0
 10 14  1  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
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 19 20  1  0
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 21 22  1  0
 22 23  1  0
 21 24  2  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 25 29  1  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875238

   ---

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: 464.02

Molecular Weight (Monoisotopic): 463.1016

AlogP: 4.01

#Rotatable Bonds: 5

Polar Surface Area: 86.28

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.52

CX Basic pKa: 7.33

CX LogP: 4.24

CX LogD: 4.13

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.59

Np Likeness Score: -2.22

References

1.  (2020)  Heterocyclic kinase inhibitors and uses thereof, 

Source

Source(1):

• Patent Bioactivity Data