trans-2-fluoro-2-(4-nitrophenyl)cyclopropanamine

ID: ALA4759982

PubChem CID: 162658630

Max Phase: Preclinical

Molecular Formula: C9H9FN2O2

Molecular Weight: 196.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC1CC1(F)c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C9H9FN2O2/c10-9(5-8(9)11)6-1-3-7(4-2-6)12(13)14/h1-4,8H,5,11H2

Standard InChI Key:  HJZSOKHKIONGRG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   40.4784   -2.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4773   -3.4362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1853   -3.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8950   -3.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8922   -2.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1836   -2.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5983   -2.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4142   -2.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0029   -1.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8872   -1.7912    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.1240   -2.6015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7674   -3.8480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7667   -4.6652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0600   -3.4388    0.0000 O   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
  8  7  1  0
  9  8  1  0
  7  9  1  0
  7 10  1  0
  8 11  1  0
 12 13  2  0
 12 14  1  0
  2 12  1  0
M  CHG  2  12   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4759982

   ---

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: 196.18

Molecular Weight (Monoisotopic): 196.0648

AlogP: 1.49

#Rotatable Bonds: 2

Polar Surface Area: 69.16

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.12

CX LogP: 1.17

CX LogD: 0.38

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.58

Np Likeness Score: -0.68

References

1. Schinor B,Hruschka S,Daniliuc CG,Schepmann D,Wünsch B,Haufe G.  (2020)  Fluorinated 2-Arylcyclopropan-1-amines - A new class of sigma receptor ligands.,  28  (22): [PMID:33007549] [10.1016/j.bmc.2020.115726]

2. Schinor B,Hruschka S,Daniliuc CG,Schepmann D,Wünsch B,Haufe G.  (2020)  Fluorinated 2-Arylcyclopropan-1-amines - A new class of sigma receptor ligands.,  28  (22): [PMID:33007549] [10.1016/j.bmc.2020.115726]

Source

Source(1):

• Scientific Literature