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

ID: ALA4474158

PubChem CID: 155536996

Max Phase: Preclinical

Molecular Formula: C16H9FO5

Molecular Weight: 300.24

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  O=c1c(O)c(-c2ccc3c(c2)OCO3)oc2cc(F)ccc12

Standard InChI:  InChI=1S/C16H9FO5/c17-9-2-3-10-12(6-9)22-16(15(19)14(10)18)8-1-4-11-13(5-8)21-7-20-11/h1-6,19H,7H2

Standard InChI Key:  JKPDILKILMUVFV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.5747  -16.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5736  -17.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2816  -17.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2799  -16.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9885  -16.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9892  -17.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6978  -17.7644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4060  -17.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4013  -16.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6922  -16.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1118  -17.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1136  -18.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8221  -18.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8143  -17.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5233  -17.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5332  -18.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3170  -18.8119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7917  -18.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3011  -17.4836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6879  -15.3109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1065  -16.1185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8656  -17.7695    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  1  0
 11 12  2  0
 12 13  1  0
 13 16  2  0
 15 14  2  0
 14 11  1  0
  8 11  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
 10 20  2  0
  9 21  1  0
  2 22  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4474158

    ---

Associated Targets(Human)

THP-1 (11052 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
786-0 (47912 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Trypanosoma brucei (78846 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 300.24Molecular Weight (Monoisotopic): 300.0434AlogP: 3.03#Rotatable Bonds: 1
Polar Surface Area: 68.90Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 8.56CX Basic pKa: CX LogP: 2.49CX LogD: 2.46
Aromatic Rings: 3Heavy Atoms: 22QED Weighted: 0.75Np Likeness Score: 0.37

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