1-(Indan-2-yl)-4-phenylpiperidine

ID: ALA4745685

PubChem CID: 22273743

Max Phase: Preclinical

Molecular Formula: C20H23N

Molecular Weight: 277.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1ccc(C2CCN(C3Cc4ccccc4C3)CC2)cc1

Standard InChI:  InChI=1S/C20H23N/c1-2-6-16(7-3-1)17-10-12-21(13-11-17)20-14-18-8-4-5-9-19(18)15-20/h1-9,17,20H,10-15H2

Standard InChI Key:  QSDVFYICXDIDQB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   16.3300   -3.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3289   -4.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0369   -4.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0351   -2.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7443   -3.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7426   -4.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5235   -4.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0078   -3.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5261   -2.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8250   -3.6462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2281   -4.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0418   -4.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4556   -3.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0496   -2.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2298   -2.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2728   -3.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6723   -4.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4888   -4.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9023   -3.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4934   -2.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6783   -2.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745685

   1-(2,3-dihydro-1H-inden-2-yl)-4-phenylpiperidine

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: 277.41

Molecular Weight (Monoisotopic): 277.1830

AlogP: 4.03

#Rotatable Bonds: 2

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: 9.97

CX LogP: 4.57

CX LogD: 2.05

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -0.44

References

1. Temme L,Bechthold E,Schreiber JA,Gawaskar S,Schepmann D,Robaa D,Sippl W,Seebohm G,Wünsch B.  (2020)  Negative allosteric modulators of the GluN2B NMDA receptor with phenylethylamine structure embedded in ring-expanded and ring-contracted scaffolds.,  190  [PMID:32070917] [10.1016/j.ejmech.2020.112138]

Source

Source(1):

• Scientific Literature