N-(4-methoxy-2-(trifluoromethyl)benzyl)-1-propionylpiperidine-4-carboxamide

ID: ALA4083949

PubChem CID: 133081968

Product Number: M612009, Order Now?

Max Phase: Preclinical

Molecular Formula: C18H23F3N2O3

Molecular Weight: 372.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)N1CCC(C(=O)NCc2ccc(OC)cc2C(F)(F)F)CC1

Standard InChI:  InChI=1S/C18H23F3N2O3/c1-3-16(24)23-8-6-12(7-9-23)17(25)22-11-13-4-5-14(26-2)10-15(13)18(19,20)21/h4-5,10,12H,3,6-9,11H2,1-2H3,(H,22,25)

Standard InChI Key:  IJNCJYJSEFDKFC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   31.9805  -22.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9793  -23.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6874  -23.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3970  -23.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3942  -22.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6856  -22.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1004  -22.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8096  -22.7321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5158  -22.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2250  -22.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5127  -21.5036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6831  -21.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3896  -21.1042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.9742  -21.1085    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.6753  -20.6939    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.2713  -23.9686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5639  -23.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2258  -23.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9309  -23.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6395  -23.5405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6384  -22.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9287  -22.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3472  -23.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3472  -24.7663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0549  -23.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7626  -23.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  6 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  2 16  1  0
 16 17  1  0
 10 18  1  0
 10 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4083949

   MPPA

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: 372.39

Molecular Weight (Monoisotopic): 372.1661

AlogP: 2.98

#Rotatable Bonds: 5

Polar Surface Area: 58.64

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.05

CX LogD: 2.05

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.86

Np Likeness Score: -1.63

References

1. Blöcher R, Wagner KM, Gopireddy RR, Harris TR, Wu H, Barnych B, Hwang SH, Xiang YK, Proschak E, Morisseau C, Hammock BD..  (2018)  Orally Available Soluble Epoxide Hydrolase/Phosphodiesterase 4 Dual Inhibitor Treats Inflammatory Pain.,  61  (8): [PMID:29614224] [10.1021/acs.jmedchem.7b01804]

Source

Source(1):

• Scientific Literature