(+)-(2-(5-Ethoxy-2,3-dihydrobenzofuran-4-yl)cyclopropyl)-methanamine Hydrochloride

ID: ALA4790652

PubChem CID: 162670522

Max Phase: Preclinical

Molecular Formula: C14H20ClNO2

Molecular Weight: 233.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1ccc2c(c1[C@H]1C[C@@H]1CN)CCO2.Cl

Standard InChI:  InChI=1S/C14H19NO2.ClH/c1-2-16-13-4-3-12-10(5-6-17-12)14(13)11-7-9(11)8-15;/h3-4,9,11H,2,5-8,15H2,1H3;1H/t9-,11+;/m1./s1

Standard InChI Key:  CZVVNGCGYYHXBE-XQKZEKTMSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   17.4723  -10.9607    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.0907  -10.9574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3791  -10.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6631  -10.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2530  -11.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8388  -10.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1230  -10.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4112  -10.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2399  -11.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4182  -11.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0866  -11.0971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6954  -10.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6954   -9.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4112   -9.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1230   -9.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8388   -9.3086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8388   -8.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5546   -8.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  4  3  1  1
  4  5  1  0
  4  6  1  0
  5  6  1  0
  6  7  1  6
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
M  END

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: 233.31

Molecular Weight (Monoisotopic): 233.1416

AlogP: 2.08

#Rotatable Bonds: 4

Polar Surface Area: 44.48

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.05

CX LogP: 1.66

CX LogD: -0.84

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.87

Np Likeness Score: 0.28

References

1. Cheng J,McCorvy JD,Giguere PM,Zhu H,Kenakin T,Roth BL,Kozikowski AP.  (2016)  Design and Discovery of Functionally Selective Serotonin 2C (5-HT) Receptor Agonists.,  59  (21): [PMID:27726356] [10.1021/acs.jmedchem.6b01194]

Source

Source(1):

• Scientific Literature