(2S,6'R)-7-Chloro-4,6-dimethoxy-2'-(methoxy-d3)-6'-methyl-3H-spiro[benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione

ID: ALA3794184

Cas Number: 1279033-22-5

PubChem CID: 76973812

Product Number: G355275, Order Now?

Max Phase: Preclinical

Molecular Formula: C17H17ClO6

Molecular Weight: 352.77

Molecule Type: Small molecule

Associated Items:

This product is currently unavailable

Names and Identifiers

Canonical SMILES:  [2H]C([2H])([2H])OC1=CC(=O)C[C@@H](C)[C@]12Oc1c(Cl)c(OC)cc(OC)c1C2=O

Standard InChI:  InChI=1S/C17H17ClO6/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/i4D3

Standard InChI Key:  DDUHZTYCFQRHIY-BCBJJHLGSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    1.9742   -0.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3022   -0.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0878   -1.4303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3022    0.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0878    0.9468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1426    0.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519    1.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519   -1.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5325    0.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958   -1.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9613    0.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9613   -0.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8146   -1.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858   -2.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3911   -2.3832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339   -1.7622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6596    2.4489    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9228    2.1898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740   -3.2328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2652    1.2469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4170   -2.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5275    2.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7217   -3.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3014    0.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3518    3.9298    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5871    1.9973    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4117    3.1843    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  1  3  1  1
  4  5  1  0
  5  1  1  0
  6  1  1  0
  7  4  2  0
  8  2  2  0
  9  6  2  0
 10  1  1  0
 11  7  1  0
 12  8  1  0
 13 14  1  0
 14 10  1  0
 15  3  2  0
 16 13  2  0
 17  7  1  0
 18  6  1  0
 19  8  1  0
 20 11  1  0
 10 21  1  1
 22 18  1  0
 23 19  1  0
 24 20  1  0
  2  4  1  0
 13  9  1  0
 12 11  2  0
 22 25  1  0
 22 26  1  0
 22 27  1  0
M  ISO  3  25   2  26   2  27   2
M  END

Associated Targets(non-human)

Liver microsome (4459 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Liver (8163 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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: 352.77Molecular Weight (Monoisotopic): 352.0714AlogP: 2.81#Rotatable Bonds: 3
Polar Surface Area: 71.06Molecular Species: NEUTRALHBA: 6HBD:
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 2.17CX LogD: 2.17
Aromatic Rings: 1Heavy Atoms: 24QED Weighted: 0.83Np Likeness Score: 1.95

References

1. Petersen AB, Konotop G, Hanafiah NHM, Hammershøj P, Raab MS, Krämer A, Clausen MH..  (2016)  Strategies for improving the solubility and metabolic stability of griseofulvin analogues.,  116  [PMID:27061984] [10.1016/j.ejmech.2016.03.071]

Source