(R)-N-(1-(4-chlorophenyl)ethyl)-6-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

ID: ALA4861868

PubChem CID: 164611515

Max Phase: Preclinical

Molecular Formula: C20H18ClN5O

Molecular Weight: 379.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](NC(=O)c1cnc2ccc(-c3cnn(C)c3)cn12)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C20H18ClN5O/c1-13(14-3-6-17(21)7-4-14)24-20(27)18-10-22-19-8-5-15(12-26(18)19)16-9-23-25(2)11-16/h3-13H,1-2H3,(H,24,27)/t13-/m1/s1

Standard InChI Key:  URUJOGLOBWNDJV-CYBMUJFWSA-N

Molfile:  

 
     RDKit          2D

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   12.4931  -12.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4931  -13.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1984  -14.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1984  -12.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9037  -12.9719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9036  -13.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6775  -14.0371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1559  -13.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6776  -12.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7866  -12.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6988  -11.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8989  -11.5862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4924  -12.2952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0411  -12.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6800  -12.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9301  -11.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7294  -11.7735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3833  -11.3360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9820  -10.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7813  -10.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4352  -10.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3263  -11.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1250  -11.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3782  -10.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8266   -9.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0300  -10.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1773  -10.3176    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
 10 11  1  0
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 13 14  1  0
 14 10  2  0
  1 10  1  0
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  9 16  1  0
 16 17  1  0
 16 18  2  0
 19 17  1  6
 19 20  1  0
 19 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 20  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4861868

   ---

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: 379.85

Molecular Weight (Monoisotopic): 379.1200

AlogP: 3.88

#Rotatable Bonds: 4

Polar Surface Area: 64.22

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.48

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -1.96

References

1. Zhang Y, Xia A, Zhang S, Lin G, Liu J, Chen P, Mu B, Jiao Y, Xu W, Chen M, Li L..  (2021)  Discovery of 3,6-disubstutited-imidazo[1,2-a]pyridine derivatives as a new class of CLK1 inhibitors.,  41  [PMID:33662541] [10.1016/j.bmcl.2021.127881]

Source

Source(1):

• Scientific Literature