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

ID: ALA4853489

PubChem CID: 164616835

Max Phase: Preclinical

Molecular Formula: C24H25ClN8O2

Molecular Weight: 492.97

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(Nc2nc(NCc3cccc(NC(=O)CCl)c3)n3ccnc3c2C(N)=O)cc1

Standard InChI:  InChI=1S/C24H25ClN8O2/c1-32(2)18-8-6-16(7-9-18)30-22-20(21(26)35)23-27-10-11-33(23)24(31-22)28-14-15-4-3-5-17(12-15)29-19(34)13-25/h3-12,30H,13-14H2,1-2H3,(H2,26,35)(H,28,31)(H,29,34)

Standard InChI Key:  AACCPTJPXREQGW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.7752  -12.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4873  -12.6296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1993  -12.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4873  -10.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1962  -11.3945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8099  -10.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6628  -10.1771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9139  -12.6336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9143  -13.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6290  -13.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0595  -10.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0571  -10.1609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3462  -11.4005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0613  -12.6349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0625  -13.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7756  -13.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6270  -14.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3409  -15.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0562  -14.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0531  -13.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3388  -13.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3408  -15.9305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0553  -16.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0552  -17.1681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7698  -15.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4842  -16.3431    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0694  -15.9319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3542  -16.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7848  -16.3401    0.0000 C   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
  8  9  1  0
  9  5  2  0
  4 10  1  0
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 11 12  1  0
  1 13  1  0
 13 14  1  0
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  2 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 12 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 12  1  0
 24 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 33 34  1  0
 33 35  1  0
 20 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4853489

   ---

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: 492.97

Molecular Weight (Monoisotopic): 492.1789

AlogP: 3.43

#Rotatable Bonds: 9

Polar Surface Area: 129.68

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.22

CX Basic pKa: 6.10

CX LogP: 3.51

CX LogD: 3.49

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.26

Np Likeness Score: -1.59

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