1-(3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)-3-(4-((2-(3-methylureido)pyridin-4-yl)ethoxy)naphthalen-1-yl)urea

ID: ALA3781687

PubChem CID: 45254577

Max Phase: Preclinical

Molecular Formula: C34H37N7O3

Molecular Weight: 591.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)Nc1cc(CCOc2ccc(NC(=O)Nc3cc(C(C)(C)C)nn3-c3ccc(C)cc3)c3ccccc23)ccn1

Standard InChI:  InChI=1S/C34H37N7O3/c1-22-10-12-24(13-11-22)41-31(21-29(40-41)34(2,3)4)39-33(43)37-27-14-15-28(26-9-7-6-8-25(26)27)44-19-17-23-16-18-36-30(20-23)38-32(42)35-5/h6-16,18,20-21H,17,19H2,1-5H3,(H2,37,39,43)(H2,35,36,38,42)

Standard InChI Key:  ATSRNUWJDQUCNU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 44 48  0  0  0  0  0  0  0  0999 V2000
   -2.5812    5.2552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5870    3.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6288    3.1588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907    2.9981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907   -2.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5870   -3.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5812   -5.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1711   -8.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739   -7.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8775   -6.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1785   -5.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4757   -6.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4720   -7.5180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1704   -9.7656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4694  -10.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5091   -9.9182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4688  -12.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5073  -12.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0118    7.4927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4782    7.8082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2314    6.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2305    5.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8775    6.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8881    8.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375    8.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8122   10.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087    9.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3969    9.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2681   11.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0203   11.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7218    6.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4254    7.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2123    5.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9155    6.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  5 14  2  0
  9 14  1  0
 16 17  1  0
 15 16  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 18 24  1  0
 17 20  1  0
  8 15  1  0
  4  5  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 29 33  1  0
 34 35  1  0
 34 37  2  0
 35 38  2  0
 36 38  1  0
 36 39  2  0
 37 39  1  0
 36 40  1  0
 29 34  1  0
 31 41  1  0
  1 33  1  0
 41 42  1  0
 41 43  1  0
 41 44  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3781687

   1-[5-Tert-butyl-2-(4-methylphenyl)pyrazol-3-yl]-3-[4-[2-[2-(methylcarbamoylamino)pyridin-4-yl]ethoxy]naphthalen-1-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: 591.72

Molecular Weight (Monoisotopic): 591.2958

AlogP: 7.04

#Rotatable Bonds: 8

Polar Surface Area: 122.20

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.21

CX Basic pKa: 4.27

CX LogP: 7.09

CX LogD: 7.09

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.15

Np Likeness Score: -1.39

References

1. Onions ST, Ito K, Charron CE, Brown RJ, Colucci M, Frickel F, Hardy G, Joly K, King-Underwood J, Kizawa Y, Knowles I, Murray PJ, Novak A, Rani A, Rapeport G, Smith A, Strong P, Taddei DM, Williams JG..  (2016)  Discovery of Narrow Spectrum Kinase Inhibitors: New Therapeutic Agents for the Treatment of COPD and Steroid-Resistant Asthma.,  59  (5): [PMID:26800309] [10.1021/acs.jmedchem.5b01029]

Source

Source(1):

• Scientific Literature