7-(1-acryloylpyrrolidin-3-yl)-2-(4-(4-methoxyphenoxy)phenyl)-1H-imidazo[1,2-b]pyrazole-3-carboxamide

ID: ALA4877739

PubChem CID: 164628288

Max Phase: Preclinical

Molecular Formula: C26H25N5O4

Molecular Weight: 471.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CCC(c2cnn3c(C(N)=O)c(-c4ccc(Oc5ccc(OC)cc5)cc4)[nH]c23)C1

Standard InChI:  InChI=1S/C26H25N5O4/c1-3-22(32)30-13-12-17(15-30)21-14-28-31-24(25(27)33)23(29-26(21)31)16-4-6-19(7-5-16)35-20-10-8-18(34-2)9-11-20/h3-11,14,17,29H,1,12-13,15H2,2H3,(H2,27,33)

Standard InChI Key:  DWIOSNYCLYYCBO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.8534  -24.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1858  -23.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7702  -24.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5153  -24.1327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4667  -22.4030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8961  -22.4003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6368  -23.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.0491  -25.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8369  -24.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0105  -23.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3943  -23.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4352  -26.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6898  -27.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5125  -27.4897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7663  -26.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9965  -28.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6621  -28.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8149  -28.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2988  -28.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4477  -25.3223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2755  -26.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
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  2 13  1  0
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 20 21  2  0
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  9 26  1  0
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 23 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877739

   ---

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: 471.52

Molecular Weight (Monoisotopic): 471.1907

AlogP: 3.73

#Rotatable Bonds: 7

Polar Surface Area: 114.95

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.95

CX Basic pKa: 0.26

CX LogP: 2.65

CX LogD: 2.65

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.40

Np Likeness Score: -0.74

References

1. Zhang D, Xu G, Zhao J, Wang Y, Wu X, He X, Li W, Zhang S, Yang S, Ma C, Jiang Y, Ding Q..  (2021)  Structure-activity relationship investigation for imidazopyrazole-3-carboxamide derivatives as novel selective inhibitors of Bruton's tyrosine kinase.,  225  [PMID:34391034] [10.1016/j.ejmech.2021.113724]

Source

Source(1):

• Scientific Literature