2-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-3-hydroxy-7-methoxy-4H-chromen-4-one

ID: ALA4571788

PubChem CID: 155562583

Max Phase: Preclinical

Molecular Formula: C17H10F2O6

Molecular Weight: 348.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(=O)c(O)c(-c3ccc4c(c3)OC(F)(F)O4)oc2c1

Standard InChI:  InChI=1S/C17H10F2O6/c1-22-9-3-4-10-12(7-9)23-16(15(21)14(10)20)8-2-5-11-13(6-8)25-17(18,19)24-11/h2-7,21H,1H3

Standard InChI Key:  AZTWOIPPPZIBLQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.9936   -5.2251    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.2878   -5.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9981   -6.0426    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.0749   -4.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0738   -4.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7818   -5.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7800   -3.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4886   -4.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4894   -4.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1979   -5.2589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9062   -4.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9015   -4.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1924   -3.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6067   -3.6130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1880   -2.8054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3657   -5.2640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6583   -4.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6155   -5.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6138   -6.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3222   -6.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3145   -4.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0229   -5.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0289   -6.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8111   -6.3062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8013   -4.9788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
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  9 10  1  0
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 11 12  2  0
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  5 16  1  0
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 19 20  1  0
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  2 25  1  0
 25 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4571788

   ---

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: 348.26

Molecular Weight (Monoisotopic): 348.0445

AlogP: 3.50

#Rotatable Bonds: 2

Polar Surface Area: 78.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.50

CX Basic pKa: ┄

CX LogP: 3.58

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: 0.32

References

1. Borsari C, Santarem N, Macedo S, Jiménez-Antón MD, Torrado JJ, Olías-Molero AI, Corral MJ, Tait A, Ferrari S, Costantino L, Luciani R, Ponterini G, Gul S, Kuzikov M, Ellinger B, Behrens B, Reinshagen J, Alunda JM, Cordeiro-da-Silva A, Costi MP..  (2019)  SAR Studies and Biological Characterization of a Chromen-4-one Derivative as an Anti-Trypanosoma brucei Agent.,  10  (4): [PMID:30996791] [10.1021/acsmedchemlett.8b00565]

Source

Source(1):

• Scientific Literature