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

ID: ALA4514364

PubChem CID: 155539285

Max Phase: Preclinical

Molecular Formula: C20H21NO4

Molecular Weight: 339.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)Cc1cc(=O)oc2cc(OCc3ccc(CO)cc3)ccc12

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

Standard InChI Key:  KHKOKABORMZOQA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    3.1353   -4.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1341   -5.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8463   -5.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5601   -5.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5573   -4.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8445   -4.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2676   -4.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809   -4.6094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6912   -4.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4030   -4.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3918   -2.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6849   -3.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1102   -3.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1098   -4.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8107   -4.5981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5207   -4.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5211   -3.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8115   -2.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2317   -4.6036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8108   -2.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5223   -1.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5216   -0.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2345   -2.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4261   -5.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146   -5.4409    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
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
  2 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514364

   ---

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: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.21

CX LogP: 2.31

CX LogD: 1.44

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.70

Np Likeness Score: -0.35

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