5-((4-(2-Chloroacetamido)benzyl)amino)-7-((3,5-dimethoxyphenyl)amino)imidazo[1,2-c]pyrimidine-8-carboxamide

ID: ALA4873050

PubChem CID: 164619928

Max Phase: Preclinical

Molecular Formula: C24H24ClN7O4

Molecular Weight: 509.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Nc2nc(NCc3ccc(NC(=O)CCl)cc3)n3ccnc3c2C(N)=O)cc(OC)c1

Standard InChI:  InChI=1S/C24H24ClN7O4/c1-35-17-9-16(10-18(11-17)36-2)30-22-20(21(26)34)23-27-7-8-32(23)24(31-22)28-13-14-3-5-15(6-4-14)29-19(33)12-25/h3-11,30H,12-13H2,1-2H3,(H2,26,34)(H,28,31)(H,29,33)

Standard InChI Key:  NCSKDJCXOYGDLC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.2711   -4.8168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9831   -5.2250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6951   -4.8168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9831   -3.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6921   -3.9899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3058   -3.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9761   -2.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1587   -2.7726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   19.4101   -6.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1248   -6.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5554   -3.5814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5530   -2.7563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8422   -3.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5572   -5.2303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5584   -6.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.2715   -6.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9925   -7.6941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9965   -8.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1299   -7.7040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1307   -8.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1229   -7.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8366   -7.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5520   -7.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5490   -6.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8346   -6.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2672   -7.6992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9810   -7.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6961   -7.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9794   -6.4604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4099   -7.2830    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  5  1  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
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  9  5  2  0
  4 10  1  0
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 11 12  1  0
  1 13  1  0
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  2 16  1  0
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 20 21  1  0
 21 22  2  0
 22 17  1  0
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 19 25  1  0
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 12 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 12  1  0
 29 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 34 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873050

   ---

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: 509.95

Molecular Weight (Monoisotopic): 509.1578

AlogP: 3.38

#Rotatable Bonds: 10

Polar Surface Area: 144.90

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.64

CX Basic pKa: 5.10

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.24

Np Likeness Score: -1.30

References

1. Rao D, Li H, Ren X, Sun Y, Wen C, Zheng M, Huang H, Tang W, Xu S..  (2021)  Discovery of a potent, selective, and covalent ZAP-70 kinase inhibitor.,  219  [PMID:33845236] [10.1016/j.ejmech.2021.113393]

Source

Source(1):

• Scientific Literature