(2S,6'R)-7-Fluoro-2',4,6-trimethoxy-6'-methyl-3H-spiro[benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione; 7-Fluoro-7-dechlorogriseofulvin

ID: ALA4081961

Chembl Id: CHEMBL4081961

PubChem CID: 137647176

Max Phase: Preclinical

Molecular Formula: C17H17FO6

Molecular Weight: 336.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)C[C@@H](C)[C@]12Oc1c(F)c(OC)cc(OC)c1C2=O

Standard InChI:  InChI=1S/C17H17FO6/c1-8-5-9(19)6-12(23-4)17(8)16(20)13-10(21-2)7-11(22-3)14(18)15(13)24-17/h6-8H,5H2,1-4H3/t8-,17+/m1/s1

Standard InChI Key:  DQILFTAGYIWGAI-RBHXEPJQSA-N

Alternative Forms

1. Parent:

   

   ALA4081961

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 336.31

Molecular Weight (Monoisotopic): 336.1009

AlogP: 2.30

#Rotatable Bonds: 3

Polar Surface Area: 71.06

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.71

CX LogD: 1.71

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: 1.63

References

1. Paguigan ND, Al-Huniti MH, Raja HA, Czarnecki A, Burdette JE, González-Medina M, Medina-Franco JL, Polyak SJ, Pearce CJ, Croatt MP, Oberlies NH..  (2017)  Chemoselective fluorination and chemoinformatic analysis of griseofulvin: Natural vs fluorinated fungal metabolites.,  25  (20): [PMID:28802670] [10.1016/j.bmc.2017.07.041]

Source

Source(1):

• Scientific Literature