(1'S,6'R)-7-chloro-4,6-dimethoxy-6'-methyl-3'-(phenylsulfonyl)-3H-spiro[benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione

ID: ALA3402428

PubChem CID: 73053111

Max Phase: Preclinical

Molecular Formula: C22H19ClO7S

Molecular Weight: 462.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c2c(c1Cl)O[C@@]1(C=C(S(=O)(=O)c3ccccc3)C(=O)C[C@H]1C)C2=O

Standard InChI:  InChI=1S/C22H19ClO7S/c1-12-9-14(24)17(31(26,27)13-7-5-4-6-8-13)11-22(12)21(25)18-15(28-2)10-16(29-3)19(23)20(18)30-22/h4-8,10-12H,9H2,1-3H3/t12-,22-/m1/s1

Standard InChI Key:  AFPCVDIISUREQS-VERVWZFWSA-N

Molfile:  

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   -1.6743    2.7497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7221    3.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2709   -1.7002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3024   -1.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3536   -0.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0938    0.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2432    1.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6526    1.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9124   -0.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7630   -1.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3402428

   (2S,5'R)-2'-(benzenesulfonyl)-7-chloro-4,6-dimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione

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: 462.91

Molecular Weight (Monoisotopic): 462.0540

AlogP: 3.64

#Rotatable Bonds: 4

Polar Surface Area: 95.97

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.68

Np Likeness Score: 0.51

References

1. Liéby-Muller F, Heudré Le Baliner Q, Grisoni S, Fournier E, Guilbaud N, Marion F..  (2015)  Synthesis and activities towards resistant cancer cells of sulfone and sulfoxide griseofulvin derivatives.,  25  (10): [PMID:25872984] [10.1016/j.bmcl.2015.03.081]

Source

Source(1):

• Scientific Literature