4-tert-butyl-N-(2-fluoro-4-(2-(1-methyl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridin-7-yl)benzyl)cyclohexanecarboxamide

ID: ALA4876918

PubChem CID: 121249963

Max Phase: Preclinical

Molecular Formula: C28H33FN6O

Molecular Weight: 488.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cc(-c2nc3c(-c4ccc(CNC(=O)C5CCC(C(C)(C)C)CC5)c(F)c4)ccnc3[nH]2)cn1

Standard InChI:  InChI=1S/C28H33FN6O/c1-28(2,3)21-9-7-17(8-10-21)27(36)31-14-19-6-5-18(13-23(19)29)22-11-12-30-26-24(22)33-25(34-26)20-15-32-35(4)16-20/h5-6,11-13,15-17,21H,7-10,14H2,1-4H3,(H,31,36)(H,30,33,34)

Standard InChI Key:  UHPUEKMMMVHFPJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
    8.8447   -3.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5545   -3.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5534   -2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3227   -7.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3216   -8.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0296   -8.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7393   -8.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7364   -7.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0278   -7.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0313   -9.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3219  -10.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3213  -10.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0294  -11.3209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7367  -10.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7440  -10.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5215  -11.1532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9948  -10.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5097   -9.8343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8120  -10.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3007  -11.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0756  -10.8770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0682  -10.0598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2888   -9.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7250   -9.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4426   -7.2287    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.0254   -6.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7319   -6.0068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7294   -5.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4359   -4.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0205   -4.7832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1435   -5.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8479   -4.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8497   -3.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1409   -3.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4304   -3.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2651   -3.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 15  1  0
 14 10  1  0
  6 10  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 19  2  0
 22 24  1  0
  8 25  1  0
  9 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 29 31  1  0
 29 35  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33  2  1  0
  2 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876918

   ---

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: 488.61

Molecular Weight (Monoisotopic): 488.2700

AlogP: 5.63

#Rotatable Bonds: 5

Polar Surface Area: 88.49

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.37

CX Basic pKa: 1.96

CX LogP: 5.03

CX LogD: 5.03

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.38

Np Likeness Score: -1.59

References

1. Qiu H, Ali Z, Bender A, Caldwell R, Chen YY, Fang Z, Gardberg A, Glaser N, Goettsche A, Goutopoulos A, Grenningloh R, Hanschke B, Head J, Johnson T, Jones C, Jones R, Kulkarni S, Maurer C, Morandi F, Neagu C, Poetzsch S, Potnick J, Schmidt R, Roe K, Viacava Follis A, Wing C, Zhu X, Sherer B..  (2021)  Discovery of potent and selective reversible Bruton's tyrosine kinase inhibitors.,  40  [PMID:33932711] [10.1016/j.bmc.2021.116163]

Source

Source(1):

• Scientific Literature