(E)-1-(Prop-2-yn-1-yl)-4-(2,4,5-trifluorostyryl)piperidine

ID: ALA4476198

PubChem CID: 134385634

Max Phase: Preclinical

Molecular Formula: C16H16F3N

Molecular Weight: 279.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCN1CCC(/C=C/c2cc(F)c(F)cc2F)CC1

Standard InChI:  InChI=1S/C16H16F3N/c1-2-7-20-8-5-12(6-9-20)3-4-13-10-15(18)16(19)11-14(13)17/h1,3-4,10-12H,5-9H2/b4-3+

Standard InChI Key:  JPEBLVLDROZSLU-ONEGZZNKSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   28.1683   -3.5040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1683   -4.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8736   -4.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5830   -4.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5830   -3.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8736   -3.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4553   -3.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4529   -2.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4528   -1.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2896   -4.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2874   -5.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9940   -5.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9864   -6.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6922   -7.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4020   -6.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4016   -5.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6952   -5.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1091   -7.1912    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.6925   -4.7363    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.6896   -8.0056    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  7  8  1  0
  8  9  3  0
  4 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 17 19  1  0
 14 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476198

   ---

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: 279.31

Molecular Weight (Monoisotopic): 279.1235

AlogP: 3.46

#Rotatable Bonds: 3

Polar Surface Area: 3.24

Molecular Species: BASE

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.60

CX LogP: 3.73

CX LogD: 2.50

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.60

Np Likeness Score: -0.99

References

1. Knez D, Colettis N, Iacovino LG, Sova M, Pišlar A, Konc J, Lešnik S, Higgs J, Kamecki F, Mangialavori I, Dolšak A, Žakelj S, Trontelj J, Kos J, Binda C, Marder M, Gobec S..  (2020)  Stereoselective Activity of 1-Propargyl-4-styrylpiperidine-like Analogues That Can Discriminate between Monoamine Oxidase Isoforms A and B.,  63  (3): [PMID:31917923] [10.1021/acs.jmedchem.9b01886]

Source

Source(1):

• Scientific Literature