2-(2,2-Diphenyl-1,3-dioxolan-4-yl)-N-(2-phenoxyethyl)ethan-1-ammonium hydrogen oxalate

ID: ALA4520390

PubChem CID: 155542074

Max Phase: Preclinical

Molecular Formula: C27H29NO7

Molecular Weight: 389.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)C(=O)O.c1ccc(OCCNCCC2COC(c3ccccc3)(c3ccccc3)O2)cc1

Standard InChI:  InChI=1S/C25H27NO3.C2H2O4/c1-4-10-21(11-5-1)25(22-12-6-2-7-13-22)28-20-24(29-25)16-17-26-18-19-27-23-14-8-3-9-15-23;3-1(4)2(5)6/h1-15,24,26H,16-20H2;(H,3,4)(H,5,6)

Standard InChI Key:  VGNBFDLCNBOBTA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
   39.9203   -6.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6341   -5.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3479   -6.0567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6341   -4.8204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2066   -5.6446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9203   -6.8809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9301   -3.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.5778   -3.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8387   -4.7744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6525   -4.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1969   -4.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4823   -2.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8069   -2.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7958   -3.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7019   -2.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.3834   -2.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0577   -2.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5130   -3.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2234   -3.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9405   -3.5794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6508   -3.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3681   -3.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0784   -3.1496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.7956   -3.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7975   -4.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5140   -4.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2253   -4.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2158   -3.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4989   -3.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  1  5  1  0
  1  6  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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 21 22  1  0
 22 23  2  0
 23 14  1  0
 15 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  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: 389.50

Molecular Weight (Monoisotopic): 389.1991

AlogP: 4.36

#Rotatable Bonds: 9

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: 9.56

CX LogP: 5.31

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.55

Np Likeness Score: -0.06

References

1. Franchini S, Sorbi C, Linciano P, Carnevale G, Tait A, Ronsisvalle S, Buccioni M, Del Bello F, Cilia A, Pirona L, Denora N, Iacobazzi RM, Brasili L..  (2019)  1,3-Dioxane as a scaffold for potent and selective 5-HT1AR agonist with in-vivo anxiolytic, anti-depressant and anti-nociceptive activity.,  176  [PMID:31112892] [10.1016/j.ejmech.2019.05.024]

Source

Source(1):

• Scientific Literature