4-(2-((4-(3-(3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)ureido)-naphthalen-1-yl)oxy)ethyl)-N-(2-methoxyethyl)picolinamide

ID: ALA3780629

PubChem CID: 127031414

Max Phase: Preclinical

Molecular Formula: C36H40N6O4

Molecular Weight: 620.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCNC(=O)c1cc(CCOc2ccc(NC(=O)Nc3cc(C(C)(C)C)nn3-c3ccc(C)cc3)c3ccccc23)ccn1

Standard InChI:  InChI=1S/C36H40N6O4/c1-24-10-12-26(13-11-24)42-33(23-32(41-42)36(2,3)4)40-35(44)39-29-14-15-31(28-9-7-6-8-27(28)29)46-20-17-25-16-18-37-30(22-25)34(43)38-19-21-45-5/h6-16,18,22-23H,17,19-21H2,1-5H3,(H,38,43)(H2,39,40,44)

Standard InChI Key:  LYCKQJNDNWHGJD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 46 50  0  0  0  0  0  0  0  0999 V2000
   -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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1308   10.3648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4694   10.5174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4688   12.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7677   12.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7671   14.2708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8057   14.8719    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
   -2.5870    3.7544    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
   -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 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
   -2.5812   -5.2552    0.0000 N   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
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  1  7  1  0
  7  8  2  0
  7  9  1  0
 10 11  1  0
 12 13  1  0
 11 12  1  0
  9 10  1  0
 14 15  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 17 26  2  0
 21 26  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 31 35  1  0
 36 37  1  0
 36 39  2  0
 37 40  2  0
 38 40  1  0
 38 41  2  0
 39 41  1  0
 38 42  1  0
 31 36  1  0
 33 43  1  0
 30 35  1  0
 20 27  1  0
 16 17  1  0
 15 16  1  0
  3 14  1  0
 43 44  1  0
 43 45  1  0
 43 46  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3780629

   ---

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: 620.75

Molecular Weight (Monoisotopic): 620.3111

AlogP: 6.67

#Rotatable Bonds: 11

Polar Surface Area: 119.40

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.32

CX Basic pKa: 2.61

CX LogP: 6.78

CX LogD: 6.78

Aromatic Rings: 5

Heavy Atoms: 46

QED Weighted: 0.14

Np Likeness Score: -1.50

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