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

ID: ALA4864268

PubChem CID: 164622664

Max Phase: Preclinical

Molecular Formula: C21H25N7O4

Molecular Weight: 439.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)NCCCNc1nc(Nc2cc(OC)cc(OC)c2)c(C(N)=O)c2nccn12

Standard InChI:  InChI=1S/C21H25N7O4/c1-4-16(29)23-6-5-7-25-21-27-19(17(18(22)30)20-24-8-9-28(20)21)26-13-10-14(31-2)12-15(11-13)32-3/h4,8-12,26H,1,5-7H2,2-3H3,(H2,22,30)(H,23,29)(H,25,27)

Standard InChI Key:  PKSARKIQUVBUII-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.9889  -15.3445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6715  -14.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4140  -15.2407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6116  -14.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4171  -11.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4171  -12.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1292  -12.8627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8412  -12.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1292  -11.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8381  -11.6276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4519  -11.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1222  -10.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3047  -10.4102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5559  -12.8666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5562  -13.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2709  -14.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7014  -11.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6990  -10.3939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9882  -11.6335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7032  -12.8679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7045  -13.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9893  -14.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9901  -14.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7057  -15.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4220  -14.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4176  -14.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1385  -15.3317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1426  -16.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2760  -15.3416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2768  -16.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2712  -14.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2942  -13.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  5  6  2  0
  5  9  1  0
  6  7  1  0
  7  8  2  0
  8 10  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  2  0
  8 14  1  0
 14 15  1  0
 15 16  1  0
  5 17  1  0
 17 18  1  0
 17 19  2  0
  6 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 25 27  1  0
 27 28  1  0
 23 29  1  0
 29 30  1  0
 16 31  1  0
 31  1  1  0
  4 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4864268

   ---

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: 439.48

Molecular Weight (Monoisotopic): 439.1968

AlogP: 1.69

#Rotatable Bonds: 11

Polar Surface Area: 144.90

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.71

CX Basic pKa: 5.13

CX LogP: 1.43

CX LogD: 1.42

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -0.92

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