(R)-N-((1-(3-fluoro-4-(trifluoromethoxy)phenethyl)pyrrolidin-3-yl)methyl)-3-isopropylisoxazole-5-carboxamide

ID: ALA4574825

PubChem CID: 153635907

Max Phase: Preclinical

Molecular Formula: C21H25F4N3O3

Molecular Weight: 443.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cc(C(=O)NC[C@H]2CCN(CCc3ccc(OC(F)(F)F)c(F)c3)C2)on1

Standard InChI:  InChI=1S/C21H25F4N3O3/c1-13(2)17-10-19(31-27-17)20(29)26-11-15-6-8-28(12-15)7-5-14-3-4-18(16(22)9-14)30-21(23,24)25/h3-4,9-10,13,15H,5-8,11-12H2,1-2H3,(H,26,29)/t15-/m1/s1

Standard InChI Key:  PCJXDEBLVOSOBD-OAHLLOKOSA-N

Molfile:  

 
     RDKit          2D

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   40.8183   -8.3081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6354   -8.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8898   -7.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2269   -7.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5681   -7.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6674   -7.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2739   -7.8276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.0514   -7.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6580   -8.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2225   -6.7771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.3371   -8.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5245   -8.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0433   -9.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2304   -9.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7494  -10.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0807  -10.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8978  -10.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3752  -10.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9368  -10.0265    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.6004  -11.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9328  -12.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4525  -12.9301    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.7455  -12.3544    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.3337  -12.9719    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.5732   -8.9351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.3193   -9.2685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.8669   -8.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4592   -7.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6795   -8.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.0110   -9.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.1607   -8.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
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  3  6  1  6
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  8  9  1  0
  8 10  2  0
  1 11  1  0
 11 12  1  0
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 18 13  1  0
 15 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
  9 25  1  0
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 26 27  2  0
 27 28  1  0
 28  9  2  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4574825

   ---

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: 443.44

Molecular Weight (Monoisotopic): 443.1832

AlogP: 4.13

#Rotatable Bonds: 8

Polar Surface Area: 67.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.45

CX Basic pKa: 8.40

CX LogP: 4.38

CX LogD: 3.34

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.62

Np Likeness Score: -1.78

References

1. Son WS, Jeong KS, Lim SM, Pae AN..  (2019)  Structural hybridization of pyrrolidine-based T-type calcium channel inhibitors and exploration of their analgesic effects in a neuropathic pain model.,  29  (10): [PMID:30928197] [10.1016/j.bmcl.2019.03.026]

Source

Source(1):

• Scientific Literature