(-)-[2-(2-Chloro-3-fluoro-6-methoxyphenyl)cyclopropyl]-methanamine Hydrochloride

ID: ALA3770225

PubChem CID: 127028101

Max Phase: Preclinical

Molecular Formula: C11H14Cl2FNO

Molecular Weight: 229.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(F)c(Cl)c1C1CC1CN.Cl

Standard InChI:  InChI=1S/C11H13ClFNO.ClH/c1-15-9-3-2-8(13)11(12)10(9)7-4-6(7)5-14;/h2-3,6-7H,4-5,14H2,1H3;1H

Standard InChI Key:  PLYUWWSULGPEOY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    5.0987    0.0016    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5973    1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5956    2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0196   -1.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2676   -2.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3021   -0.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3485   -1.2848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3383   -1.3500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  5  8  1  0
  8  9  1  0
  6 10  1  0
 11 10  1  0
 12 11  1  0
 10 12  1  0
 11 13  1  0
 13 14  1  0
  7 15  1  0
  2 16  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 229.68

Molecular Weight (Monoisotopic): 229.0670

AlogP: 2.55

#Rotatable Bonds: 3

Polar Surface Area: 35.25

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.05

CX LogP: 2.17

CX LogD: -0.34

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.86

Np Likeness Score: -0.28

References

1. Cheng J, Giguere PM, Schmerberg CM, Pogorelov VM, Rodriguiz RM, Huang XP, Zhu H, McCorvy JD, Wetsel WC, Roth BL, Kozikowski AP..  (2016)  Further Advances in Optimizing (2-Phenylcyclopropyl)methylamines as Novel Serotonin 2C Agonists: Effects on Hyperlocomotion, Prepulse Inhibition, and Cognition Models.,  59  (2): [PMID:26704965] [10.1021/acs.jmedchem.5b01153]

2. Cheng J, Giguere PM, Schmerberg CM, Pogorelov VM, Rodriguiz RM, Huang XP, Zhu H, McCorvy JD, Wetsel WC, Roth BL, Kozikowski AP..  (2016)  Further Advances in Optimizing (2-Phenylcyclopropyl)methylamines as Novel Serotonin 2C Agonists: Effects on Hyperlocomotion, Prepulse Inhibition, and Cognition Models.,  59  (2): [PMID:26704965] [10.1021/acs.jmedchem.5b01153]

Source

Source(1):

• Scientific Literature