cis-2-(2,6-Dimethoxyphenoxy)-N-((3-phenyl-1,4-dioxan-2-yl)methyl)ethanamine

ID: ALA4461115

PubChem CID: 155528183

Max Phase: Preclinical

Molecular Formula: C21H27NO5

Molecular Weight: 373.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(OC)c1OCCNC[C@H]1OCCO[C@H]1c1ccccc1

Standard InChI:  InChI=1S/C21H27NO5/c1-23-17-9-6-10-18(24-2)21(17)26-12-11-22-15-19-20(27-14-13-25-19)16-7-4-3-5-8-16/h3-10,19-20,22H,11-15H2,1-2H3/t19-,20+/m1/s1

Standard InChI Key:  FIDRRYSVIRIHOV-UXHICEINSA-N

Molfile:  

 
     RDKit          2D

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   32.8432  -16.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5558  -17.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2643  -17.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2643  -16.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5558  -15.7873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9787  -17.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6944  -17.0290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4088  -17.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1244  -17.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8389  -17.4466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5545  -17.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2613  -17.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9765  -17.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9781  -16.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2587  -15.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.9769  -15.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6910  -16.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4067  -15.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4096  -14.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6908  -14.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9779  -14.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8382  -15.8059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8353  -14.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2563  -18.2737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5429  -18.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5 18  1  1
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 13 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4461115

   ---

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: 373.45

Molecular Weight (Monoisotopic): 373.1889

AlogP: 2.83

#Rotatable Bonds: 9

Polar Surface Area: 58.18

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.89

CX LogP: 2.71

CX LogD: 1.22

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.68

Np Likeness Score: 0.07

References

1. Del Bello F, Bonifazi A, Giorgioni G, Quaglia W, Amantini C, Morelli MB, Santoni G, Battiti FO, Vistoli G, Cilia A, Piergentili A..  (2019)  Chemical manipulations on the 1,4-dioxane ring of 5-HT_1A receptor agonists lead to antagonists endowed with antitumor activity in prostate cancer cells.,  168  [PMID:30844609] [10.1016/j.ejmech.2019.02.056]

Source

Source(1):

• Scientific Literature