7-({3-[(dimethylamino)methyl]benzyl}oxy)-4-(hydroxymethyl)-2H-chromen-2-one

ID: ALA4539578

PubChem CID: 155549562

Max Phase: Preclinical

Molecular Formula: C20H21NO4

Molecular Weight: 339.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)Cc1cccc(COc2ccc3c(CO)cc(=O)oc3c2)c1

Standard InChI:  InChI=1S/C20H21NO4/c1-21(2)11-14-4-3-5-15(8-14)13-24-17-6-7-18-16(12-22)9-20(23)25-19(18)10-17/h3-10,22H,11-13H2,1-2H3

Standard InChI Key:  YVWBNPXKOWYLDZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.3648   -3.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3637   -4.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0758   -4.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7896   -4.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7868   -3.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0740   -3.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4930   -3.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2063   -3.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9166   -3.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6284   -3.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6172   -2.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9104   -2.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3356   -2.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3352   -3.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0402   -3.6819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.7502   -3.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7506   -2.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0411   -2.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4613   -3.6874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6529   -3.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6527   -2.4723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9407   -2.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3644   -2.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0404   -1.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7518   -0.8107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 14  1  0
 13 11  1  0
 11 12  2  0
 12  9  1  0
 13 14  2  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 16 19  2  0
  1 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 18 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539578

   ---

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: 339.39

Molecular Weight (Monoisotopic): 339.1471

AlogP: 2.93

#Rotatable Bonds: 6

Polar Surface Area: 62.91

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.79

CX LogP: 2.31

CX LogD: 0.90

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.70

Np Likeness Score: -0.45

References

1. Pisani L, Iacobazzi RM, Catto M, Rullo M, Farina R, Denora N, Cellamare S, Altomare CD..  (2019)  Investigating alkyl nitrates as nitric oxide releasing precursors of multitarget acetylcholinesterase-monoamine oxidase B inhibitors.,  161  [PMID:30366255] [10.1016/j.ejmech.2018.10.016]

Source

Source(1):

• Scientific Literature