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

ID: ALA4580139

PubChem CID: 155565707

Max Phase: Preclinical

Molecular Formula: C19H23NO3

Molecular Weight: 313.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1ccc(OCCNC[C@H]2OCCO[C@H]2c2ccccc2)cc1

Standard InChI:  InChI=1S/C19H23NO3/c1-3-7-16(8-4-1)19-18(22-13-14-23-19)15-20-11-12-21-17-9-5-2-6-10-17/h1-10,18-20H,11-15H2/t18-,19+/m1/s1

Standard InChI Key:  ZVHRVSHMCKYIMH-MOPGFXCFSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   39.0436  -10.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0436   -9.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7530  -10.7060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4583  -10.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4583   -9.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7530   -9.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.1695  -10.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8819  -10.2995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5932  -10.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3056  -10.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0168  -10.7153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.7293  -10.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4329  -10.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1449  -10.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1465   -9.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4303   -9.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7254   -9.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1677   -9.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8786   -9.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5911   -9.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5940   -8.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8784   -7.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1687   -8.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  6  1  0
  1  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  1
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  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
  5 18  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4580139

   ---

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: 313.40

Molecular Weight (Monoisotopic): 313.1678

AlogP: 2.81

#Rotatable Bonds: 7

Polar Surface Area: 39.72

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.95

CX LogP: 3.03

CX LogD: 1.48

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -0.10

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