2-(6-(4-acetylpiperazin-1-yl)-2-methylpyrimidin-4-ylamino)-N-(2-chloro-4-methylthiophen-3-yl)thiazole-5-carboxamide

ID: ALA4865466

PubChem CID: 153569045

Max Phase: Preclinical

Molecular Formula: C20H22ClN7O2S2

Molecular Weight: 492.03

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCN(c2cc(Nc3ncc(C(=O)Nc4c(C)csc4Cl)s3)nc(C)n2)CC1

Standard InChI:  InChI=1S/C20H22ClN7O2S2/c1-11-10-31-18(21)17(11)26-19(30)14-9-22-20(32-14)25-15-8-16(24-12(2)23-15)28-6-4-27(5-7-28)13(3)29/h8-10H,4-7H2,1-3H3,(H,26,30)(H,22,23,24,25)

Standard InChI Key:  RIJYZTZQMRSSEU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   15.9668  -10.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9657  -11.4347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6737  -11.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3834  -11.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3806  -10.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6719  -10.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6741  -12.6560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9645  -13.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9623  -13.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6681  -14.2894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3777  -13.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3815  -13.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2590  -10.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6648  -15.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9555  -15.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0867  -10.2003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7960  -10.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8836  -11.4181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6836  -11.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0895  -10.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5404  -10.2705    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.9019  -10.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3848  -11.4464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1972  -11.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2314  -10.0393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7453  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4906  -11.6272    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.4020  -10.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6021  -10.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5783  -12.7624    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.2663   -9.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3709  -15.5180    0.0000 O   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 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  3  7  1  0
  1 13  1  0
 10 14  1  0
 14 15  1  0
  5 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 26 30  1  0
 29 31  1  0
 14 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4865466

   ---

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: 492.03

Molecular Weight (Monoisotopic): 491.0965

AlogP: 3.93

#Rotatable Bonds: 5

Polar Surface Area: 103.35

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.50

CX Basic pKa: 6.47

CX LogP: 3.76

CX LogD: 3.68

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.56

Np Likeness Score: -2.20

References

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

Source

Source(1):

• Patent Bioactivity Data