2-(furan-2-yl)-3-hydroxy-6-methoxy-4H-chromen-4-one

ID: ALA4531258

PubChem CID: 155546235

Max Phase: Preclinical

Molecular Formula: C14H10O5

Molecular Weight: 258.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2oc(-c3ccco3)c(O)c(=O)c2c1

Standard InChI:  InChI=1S/C14H10O5/c1-17-8-4-5-10-9(7-8)12(15)13(16)14(19-10)11-3-2-6-18-11/h2-7,16H,1H3

Standard InChI Key:  QZEGQCHPRXOKMI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    3.2508   -2.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2497   -3.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577   -3.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559   -2.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6646   -2.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634   -3.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3735   -3.6803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0893   -3.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0905   -2.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3759   -2.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7992   -2.0390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3759   -1.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7912   -3.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8744   -4.4923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6732   -4.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0838   -3.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5387   -3.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430   -2.0390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428   -1.2218    0.0000 C   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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 10 12  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  2  0
  8 13  1  0
  1 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531258

   ---

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: 258.23

Molecular Weight (Monoisotopic): 258.0528

AlogP: 2.77

#Rotatable Bonds: 2

Polar Surface Area: 72.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.81

CX Basic pKa: ┄

CX LogP: 1.62

CX LogD: 1.48

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.76

Np Likeness Score: 0.04

References

1. Borsari C, Jiménez-Antón MD, Eick J, Bifeld E, Torrado JJ, Olías-Molero AI, Corral MJ, Santarem N, Baptista C, Severi L, Gul S, Wolf M, Kuzikov M, Ellinger B, Reinshagen J, Witt G, Linciano P, Tait A, Costantino L, Luciani R, Tejera Nevado P, Zander-Dinse D, Franco CH, Ferrari S, Moraes CB, Cordeiro-da-Silva A, Ponterini G, Clos J, Alunda JM, Costi MP..  (2019)  Discovery of a benzothiophene-flavonol halting miltefosine and antimonial drug resistance in Leishmania parasites through the application of medicinal chemistry, screening and genomics.,  183  [PMID:31542713] [10.1016/j.ejmech.2019.111676]

Source

Source(1):

• Scientific Literature