2-((4-fluoro-1-(2-(trifluoromethyl)benzyl)piperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one

ID: ALA4869023

PubChem CID: 74539235

Max Phase: Preclinical

Molecular Formula: C25H27F4NO3

Molecular Weight: 465.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)C(=O)C(CC1(F)CCN(Cc3ccccc3C(F)(F)F)CC1)C2

Standard InChI:  InChI=1S/C25H27F4NO3/c1-32-21-12-17-11-18(23(31)19(17)13-22(21)33-2)14-24(26)7-9-30(10-8-24)15-16-5-3-4-6-20(16)25(27,28)29/h3-6,12-13,18H,7-11,14-15H2,1-2H3

Standard InChI Key:  NZKODBJBNDHOIX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    3.6235  -24.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6223  -25.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3371  -26.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3353  -24.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9071  -24.3961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9082  -26.0409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1947  -25.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9017  -23.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0507  -24.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0510  -25.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8413  -25.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3296  -25.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8409  -24.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0956  -23.7581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1501  -26.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5592  -27.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3846  -27.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7990  -26.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3882  -25.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5713  -25.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1530  -25.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7446  -25.9335    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7946  -28.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6196  -28.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0272  -28.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8514  -28.7996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2671  -28.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8527  -27.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0298  -27.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6140  -29.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7734  -29.4444    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.0137  -30.2655    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.1445  -30.1283    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 10  2  0
  9  4  2  0
  4  1  1  0
  1  5  1  0
  2  6  1  0
  6  7  1  0
  5  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  9  1  0
 13 14  2  0
 12 21  1  0
 20 15  1  0
 20 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 21 20  1  0
 20 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 25 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869023

   2-[[4-Fluoro-1-[[2-(trifluoromethyl)phenyl]methyl]piperidin-4-yl]methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one

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: 465.49

Molecular Weight (Monoisotopic): 465.1927

AlogP: 5.47

#Rotatable Bonds: 6

Polar Surface Area: 38.77

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.09

CX LogP: 4.52

CX LogD: 4.34

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.53

Np Likeness Score: -0.27

References

1. Zhou Y, Fu Y, Yin W, Li J, Wang W, Bai F, Xu S, Gong Q, Peng T, Hong Y, Zhang D, Zhang D, Liu Q, Xu Y, Xu HE, Zhang H, Jiang H, Liu H..  (2021)  Kinetics-Driven Drug Design Strategy for Next-Generation Acetylcholinesterase Inhibitors to Clinical Candidate.,  64  (4.0): [PMID:33570950] [10.1021/acs.jmedchem.0c01863]

Source

Source(1):

• Scientific Literature