2-(benzo[b]thiophen-3-yl)-3-hydroxy-6-methoxy-4H-chromen-4-one

ID: ALA4464312

Chembl Id: CHEMBL4464312

PubChem CID: 155530619

Max Phase: Preclinical

Molecular Formula: C18H12O4S

Molecular Weight: 324.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2oc(-c3csc4ccccc34)c(O)c(=O)c2c1

Standard InChI:  InChI=1S/C18H12O4S/c1-21-10-6-7-14-12(8-10)16(19)17(20)18(22-14)13-9-23-15-5-3-2-4-11(13)15/h2-9,20H,1H3

Standard InChI Key:  IBVHEVAIGMKFLS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4464312

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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: 324.36

Molecular Weight (Monoisotopic): 324.0456

AlogP: 4.39

#Rotatable Bonds: 2

Polar Surface Area: 59.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.98

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.43

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.59

Np Likeness Score: -0.17

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