(+)-(S)-1-(2-(2,3-dichlorophenoxy)-1-phenylethyl)-4-methylpiperazine Oxalate

ID: ALA2260934

PubChem CID: 76312089

Max Phase: Preclinical

Molecular Formula: C21H24Cl2N2O5

Molecular Weight: 365.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN([C@H](COc2cccc(Cl)c2Cl)c2ccccc2)CC1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C19H22Cl2N2O.C2H2O4/c1-22-10-12-23(13-11-22)17(15-6-3-2-4-7-15)14-24-18-9-5-8-16(20)19(18)21;3-1(4)2(5)6/h2-9,17H,10-14H2,1H3;(H,3,4)(H,5,6)/t17-;/m1./s1

Standard InChI Key:  WLPOPQWAXLIJCV-UNTBIKODSA-N

Molfile:  

     RDKit          2D

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   31.1959  -21.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9093  -21.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4854  -21.5235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1959  -20.2968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6157  -21.1146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9093  -22.3449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7556  -22.7213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0415  -22.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3234  -22.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6094  -22.3085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8953  -22.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8953  -23.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1814  -23.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4632  -23.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4632  -22.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1814  -22.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1825  -21.4828    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.0400  -21.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7573  -21.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7587  -20.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0435  -19.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3257  -20.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3279  -21.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7486  -22.3079    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.7489  -23.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4588  -23.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1757  -23.5476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1782  -22.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4638  -22.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8889  -23.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  2  5  2  0
  2  6  1  0
  8  9  1  0
  7  8  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 10 11  1  0
  9 10  1  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  8 18  1  6
 15 24  1  0
  7 25  1  0
  7 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  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: 365.30

Molecular Weight (Monoisotopic): 364.1109

AlogP: 4.36

#Rotatable Bonds: 5

Polar Surface Area: 15.71

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.52

CX LogP: 4.67

CX LogD: 4.31

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: -1.28

References

1. Ismaiel AM, Gad LM, Ghareib SA, Bamanie FH, Moustafa MA.  (2009)  Synthesis of aryloxyalkylamines as h5-HT1B agonists with potential analgesic activity,  18  (9): [10.1007/s00044-009-9164-1]

Source

Source(1):

• Scientific Literature