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

ID: ALA4859969

PubChem CID: 153569021

Max Phase: Preclinical

Molecular Formula: C19H21Cl2N7O2S2

Molecular Weight: 514.46

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H21Cl2N7O2S2/c1-11-23-14(8-15(24-11)28-4-2-27(3-5-28)6-7-29)25-19-22-9-13(32-19)18(30)26-16-12(20)10-31-17(16)21/h8-10,29H,2-7H2,1H3,(H,26,30)(H,22,23,24,25)

Standard InChI Key:  UXTSNWGOMSEBTG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   15.4055   -2.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4044   -3.2092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1124   -3.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8221   -3.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8193   -2.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1106   -1.9808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1128   -4.4304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4032   -4.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4010   -5.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1068   -6.0638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8164   -5.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8202   -4.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6977   -1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1035   -6.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3942   -7.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3909   -8.1039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5254   -1.9748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2347   -2.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3223   -3.1925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1223   -3.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5282   -2.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9790   -2.0450    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.3406   -2.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8235   -3.2208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6359   -3.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6701   -1.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1840   -3.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9293   -3.4016    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.8407   -2.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0408   -2.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0170   -4.5368    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.7050   -1.6775    0.0000 Cl  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
 15 16  1  0
  5 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  2  0
 25 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 27 31  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859969

   ---

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: 514.46

Molecular Weight (Monoisotopic): 513.0575

AlogP: 3.72

#Rotatable Bonds: 7

Polar Surface Area: 106.51

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.51

CX Basic pKa: 7.19

CX LogP: 3.63

CX LogD: 3.54

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -2.18

References

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

Source

Source(1):

• Patent Bioactivity Data