5-(tert-Butyl)-N-(1-hydroxy-2-methylpropon-2-yl)-1-(5-(trifluoromethyl)pyridin-2-yl)-1H-pyrazole-3-carboxamide

ID: ALA4781051

PubChem CID: 162623030

Max Phase: Preclinical

Molecular Formula: C18H23F3N4O2

Molecular Weight: 384.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(CO)NC(=O)c1cc(C(C)(C)C)n(-c2ccc(C(F)(F)F)cn2)n1

Standard InChI:  InChI=1S/C18H23F3N4O2/c1-16(2,3)13-8-12(15(27)23-17(4,5)10-26)24-25(13)14-7-6-11(9-22-14)18(19,20)21/h6-9,26H,10H2,1-5H3,(H,23,27)

Standard InChI Key:  IIANDZHTDXIIKC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.2172  -20.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8817  -20.5628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5533  -20.0834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3026  -19.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4785  -19.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7905  -18.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6106  -18.7194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4583  -17.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0985  -18.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9186  -18.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7663  -17.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5040  -17.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3289  -17.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4308  -20.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8217  -19.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2534  -21.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6290  -20.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8751  -21.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1561  -21.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1498  -22.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -23.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5817  -22.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5844  -21.8002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8570  -23.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1402  -24.2681    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.5691  -24.2764    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.8498  -24.6832    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
  1 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  2 18  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781051

   ---

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: 384.40

Molecular Weight (Monoisotopic): 384.1773

AlogP: 3.08

#Rotatable Bonds: 4

Polar Surface Area: 80.04

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.85

Np Likeness Score: -1.79

References

1. Jiang BE,Jiang X,Zhang Q,Liang Q,Qiu ZL,Sun XB,Yang JJ,Chen S,Yi C,Chai X,Liu M,Yu LF,Lu W,Zhang HK.  (2021)  From a Designer Drug to the Discovery of Selective Cannabinoid Type 2 Receptor Agonists with Favorable Pharmacokinetic Profiles for the Treatment of Systemic Sclerosis.,  64  (1.0): [PMID:33382613] [10.1021/acs.jmedchem.0c01023]

Source

Source(1):

• Scientific Literature