1-(3,5-dimethylphenyl)-4-(3-(methylphenylacetate-4-yl-oxy)-2-hydroxypropyl)-piperazine

ID: ALA4214101

PubChem CID: 145972957

Max Phase: Preclinical

Molecular Formula: C24H32N2O4

Molecular Weight: 412.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Cc1ccc(OCC(O)CN2CCN(c3cc(C)cc(C)c3)CC2)cc1

Standard InChI:  InChI=1S/C24H32N2O4/c1-18-12-19(2)14-21(13-18)26-10-8-25(9-11-26)16-22(27)17-30-23-6-4-20(5-7-23)15-24(28)29-3/h4-7,12-14,22,27H,8-11,15-17H2,1-3H3

Standard InChI Key:  OBGIBXURFSQVEO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   13.9640  -22.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6720  -22.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3817  -22.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3789  -21.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6702  -20.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6678  -20.0085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3743  -19.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0832  -20.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7897  -19.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0856  -20.8215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4986  -20.0001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4955  -20.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2003  -21.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9092  -20.8134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9088  -19.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1994  -19.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6153  -21.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.3199  -22.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0289  -22.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0269  -21.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3198  -20.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6718  -23.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9640  -23.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9638  -24.5059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2564  -23.2799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5486  -23.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3188  -23.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7335  -20.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  5  6  2  0
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  6  7  1  0
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  9 11  1  0
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 12 17  1  0
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 14 15  1  0
 15 16  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
 15 18  1  0
  3 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 20 29  1  0
 22 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4214101

   ---

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: 412.53

Molecular Weight (Monoisotopic): 412.2362

AlogP: 2.58

#Rotatable Bonds: 8

Polar Surface Area: 62.24

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.60

CX LogP: 3.75

CX LogD: 3.34

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -0.98

References

1. Huang JJ, Zhang ZH, He F, Liu XW, Xu XJ, Dai LJ, Liu QM, Yuan M..  (2018)  Novel naftopidil derivatives containing methyl phenylacetate and their blocking effects on α1D/1A-adrenoreceptor subtypes.,  28  (4): [PMID:29422390] [10.1016/j.bmcl.2018.01.068]

Source

Source(1):

• Scientific Literature