1-(3-(tert-Butyl)-1-(3-cyanophenyl)-1H-pyrazol-5-yl)-3-(4-(8-(cyclopropylamino)imidazo[1,2-a]pyrazin-5-yl)-3-methylphenyl)urea

ID: ALA4535889

PubChem CID: 142727686

Max Phase: Preclinical

Molecular Formula: C31H31N9O

Molecular Weight: 545.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(NC(=O)Nc2cc(C(C)(C)C)nn2-c2cccc(C#N)c2)ccc1-c1cnc(NC2CC2)c2nccn12

Standard InChI:  InChI=1S/C31H31N9O/c1-19-14-22(10-11-24(19)25-18-34-28(35-21-8-9-21)29-33-12-13-39(25)29)36-30(41)37-27-16-26(31(2,3)4)38-40(27)23-7-5-6-20(15-23)17-32/h5-7,10-16,18,21H,8-9H2,1-4H3,(H,34,35)(H2,36,37,41)

Standard InChI Key:  HUFPFCSZVXOFRZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 41 46  0  0  0  0  0  0  0  0999 V2000
   15.6835  -26.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3887  -26.7073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0982  -26.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0982  -25.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6812  -25.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3887  -25.0647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2186  -24.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4017  -24.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0696  -24.9269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8075  -25.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5185  -25.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2310  -25.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2338  -24.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5182  -23.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8086  -24.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9728  -26.7134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9751  -27.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9463  -23.8498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6575  -24.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3700  -23.8521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6562  -25.0809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0771  -24.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1674  -25.0779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9706  -25.2491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3803  -24.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8303  -23.9298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7505  -25.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9285  -25.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5159  -26.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9199  -27.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7451  -27.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1582  -26.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5672  -28.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3885  -28.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0968  -23.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1979  -24.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6120  -25.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6093  -23.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0193  -24.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6984  -26.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8771  -26.4782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  2  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  4 10  1  0
  1 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  2  0
 23 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 33 17  1  0
 34 33  1  0
 17 34  1  0
 15 35  1  0
 25 36  1  0
 36 37  1  0
 36 38  1  0
 36 39  1  0
 40 41  3  0
 29 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535889

   ---

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: 545.65

Molecular Weight (Monoisotopic): 545.2652

AlogP: 6.28

#Rotatable Bonds: 6

Polar Surface Area: 124.96

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.32

CX Basic pKa: 3.60

CX LogP: 5.26

CX LogD: 5.26

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.23

Np Likeness Score: -2.00

References

1. Kang SJ, Lee JW, Chung SH, Jang SY, Choi J, Suh KH, Kim YH, Ham YJ, Min KH..  (2019)  Synthesis and anti-tumor activity of imidazopyrazines as TAK1 inhibitors.,  163  [PMID:30576901] [10.1016/j.ejmech.2018.12.025]

Source

Source(1):

• Scientific Literature