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(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:
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)
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 |
Drug Indications
MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Calculated Properties
Molecular Weight: 352.77 | Molecular Weight (Monoisotopic): 352.0714 | AlogP: 2.81 | #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: 2.17 | CX LogD: 2.17 |
Aromatic Rings: 1 | Heavy Atoms: 24 | QED Weighted: 0.83 | Np 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] |