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

ID: ALA4847716

PubChem CID: 148922714

Max Phase: Preclinical

Molecular Formula: C20H24ClN7O2S2

Molecular Weight: 494.05

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(Nc2ncc(C(=O)Nc3c(Cl)csc3C)s2)cc(N2CCN(CCO)CC2)n1

Standard InChI:  InChI=1S/C20H24ClN7O2S2/c1-12-18(14(21)11-31-12)26-19(30)15-10-22-20(32-15)25-16-9-17(24-13(2)23-16)28-5-3-27(4-6-28)7-8-29/h9-11,29H,3-8H2,1-2H3,(H,26,30)(H,22,23,24,25)

Standard InChI Key:  PKJTVQJCYWTEFT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.3590   -2.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3578   -3.3660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0659   -3.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7755   -3.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7727   -2.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0641   -2.1376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0662   -4.5872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3566   -4.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3545   -5.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0602   -6.2206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7699   -5.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7737   -4.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6512   -2.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0570   -7.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3476   -7.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3443   -8.2608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4789   -2.1316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1881   -2.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2757   -3.3493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0757   -3.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4817   -2.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9325   -2.2018    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.2940   -2.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7769   -3.3776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.5893   -3.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6235   -1.9706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.1375   -3.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8827   -3.5585    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.7942   -2.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9942   -2.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6584   -1.8343    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.9705   -4.6937    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 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
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 15 16  1  0
  5 17  1  0
 17 18  1  0
 18 19  2  0
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 20 21  2  0
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 21 23  1  0
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 25 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 30 31  1  0
 27 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4847716

   ---

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: 494.05

Molecular Weight (Monoisotopic): 493.1121

AlogP: 3.38

#Rotatable Bonds: 7

Polar Surface Area: 106.51

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.51

CX Basic pKa: 7.19

CX LogP: 3.74

CX LogD: 3.65

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -2.25

References

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

Source

Source(1):

• Patent Bioactivity Data