(+)-1-[(1S,2S)-2-[2-(Allyloxy)-5-fluorophenyl]cyclopropyl]-Nmethylmethanamine Hydrochloride

ID: ALA4098721

PubChem CID: 137661378

Max Phase: Preclinical

Molecular Formula: C14H19ClFNO

Molecular Weight: 235.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCOc1ccc(F)cc1[C@H]1C[C@@H]1CNC.Cl

Standard InChI:  InChI=1S/C14H18FNO.ClH/c1-3-6-17-14-5-4-11(15)8-13(14)12-7-10(12)9-16-2;/h3-5,8,10,12,16H,1,6-7,9H2,2H3;1H/t10-,12+;/m1./s1

Standard InChI Key:  QRQZMAWIKQATIK-IYJPBCIQSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    6.2759  -21.5679    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2754  -20.1910    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9872  -20.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9807  -21.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6882  -21.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4085  -21.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1182  -21.8569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1160  -22.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3998  -23.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3913  -23.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4170  -20.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1269  -20.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9535  -20.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5439  -19.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6632  -20.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3793  -20.2217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0910  -20.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7032  -20.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  6 11  1  0
 12 11  1  1
 12 13  1  0
 13 14  1  0
 12 14  1  0
 13 15  1  6
 15 16  1  0
 16 17  1  0
 11 18  2  0
  3 18  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: 235.30

Molecular Weight (Monoisotopic): 235.1372

AlogP: 2.71

#Rotatable Bonds: 6

Polar Surface Area: 21.26

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.21

CX LogP: 2.72

CX LogD: 0.05

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.77

Np Likeness Score: 0.09

References

1. Zhang G, Cheng J, McCorvy JD, Lorello PJ, Caldarone BJ, Roth BL, Kozikowski AP..  (2017)  Discovery of N-Substituted (2-Phenylcyclopropyl)methylamines as Functionally Selective Serotonin 2C Receptor Agonists for Potential Use as Antipsychotic Medications.,  60  (14): [PMID:28657744] [10.1021/acs.jmedchem.7b00584]

Source

Source(1):

• Scientific Literature