7-(1-(but-2-ynoyl)piperidin-4-yl)-2-(4-phenoxyphenyl)-1H-imidazo[1,2-b]pyrazole-3-carboxamide

ID: ALA4878090

PubChem CID: 164176059

Max Phase: Preclinical

Molecular Formula: C27H25N5O3

Molecular Weight: 467.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC#CC(=O)N1CCC(c2cnn3c(C(N)=O)c(-c4ccc(Oc5ccccc5)cc4)[nH]c23)CC1

Standard InChI:  InChI=1S/C27H25N5O3/c1-2-6-23(33)31-15-13-18(14-16-31)22-17-29-32-25(26(28)34)24(30-27(22)32)19-9-11-21(12-10-19)35-20-7-4-3-5-8-20/h3-5,7-12,17-18,30H,13-16H2,1H3,(H2,28,34)

Standard InChI Key:  ZZQMSKHNPZIQCU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.5862  -27.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9191  -27.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5039  -28.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2493  -27.7323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4260  -27.7338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1700  -28.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1206  -31.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8358  -31.4755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5529  -31.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3223  -26.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5430  -26.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7278  -26.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3429  -27.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1681  -28.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7782  -28.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5653  -28.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7387  -27.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5455  -32.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1214  -32.7116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2534  -33.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9653  -33.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
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  3 16  1  0
 16 17  2  0
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 19 20  2  0
 20 21  1  0
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  2 19  1  0
 22 25  1  0
 25 26  1  0
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 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 15 32  1  0
 15 33  2  0
 32 34  3  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878090

   ---

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: 467.53

Molecular Weight (Monoisotopic): 467.1957

AlogP: 3.95

#Rotatable Bonds: 5

Polar Surface Area: 105.72

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.95

CX Basic pKa: 0.16

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.43

Np Likeness Score: -0.73

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