1-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)-3-(5-(4-methoxyphenyl)-1H-pyrazol-3-yl)urea

ID: ALA2207822

PubChem CID: 71456058

Max Phase: Preclinical

Molecular Formula: C25H28N6O2

Molecular Weight: 444.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(NC(=O)Nc3cc(C(C)(C)C)nn3-c3ccc(C)cc3)n[nH]2)cc1

Standard InChI:  InChI=1S/C25H28N6O2/c1-16-6-10-18(11-7-16)31-23(15-21(30-31)25(2,3)4)27-24(32)26-22-14-20(28-29-22)17-8-12-19(33-5)13-9-17/h6-15H,1-5H3,(H3,26,27,28,29,32)

Standard InChI Key:  MEQXGXGOGMJMSK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   22.9697   -2.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6334   -2.3372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3430   -2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0487   -2.3306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3468   -3.5597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7578   -2.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7157   -3.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4813   -3.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9911   -3.1984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5383   -2.5168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6985   -4.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1249   -5.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4894   -4.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9054   -5.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9536   -1.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7718   -1.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1878   -1.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7866   -0.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9652   -0.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5529   -1.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2017    0.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1939   -2.5548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7093   -3.2139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1877   -3.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9664   -3.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9338   -4.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1326   -4.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8776   -5.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4228   -6.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2263   -6.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4775   -5.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1689   -6.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3693   -7.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  4  6  1  0
  7  8  1  0
  6  7  2  0
  8  9  2  0
  9 10  1  0
 10  6  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 10 15  1  0
 18 21  1  0
 22 23  1  0
  1 22  2  0
 23 24  1  0
 24 25  2  0
 25  1  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 24 26  1  0
 29 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2207822

   1-[5-tert-butyl-2-(4-methylphenyl)pyrazol-3-yl]-3-[5-(4-methoxyphenyl)-1H-pyrazol-3-yl]urea

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 444.54

Molecular Weight (Monoisotopic): 444.2274

AlogP: 5.52

#Rotatable Bonds: 5

Polar Surface Area: 96.86

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.40

CX Basic pKa: 2.05

CX LogP: 6.05

CX LogD: 6.05

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -1.76

References

1. Bhattacharya SK, Aspnes GE, Bagley SW, Boehm M, Brosius AD, Buckbinder L, Chang JS, Dibrino J, Eng H, Frederick KS, Griffith DA, Griffor MC, Guimarães CR, Guzman-Perez A, Han S, Kalgutkar AS, Klug-McLeod J, Garcia-Irizarry C, Li J, Lippa B, Price DA, Southers JA, Walker DP, Wei L, Xiao J, Zawistoski MP, Zhao X..  (2012)  Identification of novel series of pyrazole and indole-urea based DFG-out PYK2 inhibitors.,  22  (24): [PMID:23153798] [10.1016/j.bmcl.2012.10.039]

Source

Source(1):

• Scientific Literature