(3aS,9bR)-6,9-Dimethyl-3-methylene-2-oxo-2,3,3a,4,5,9b-hexahydronaphtho[1,2-b]furan-8-yl Benzoate

ID: ALA4098360

PubChem CID: 137660425

Max Phase: Preclinical

Molecular Formula: C22H20O4

Molecular Weight: 348.40

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2c3c(C)c(OC(=O)c4ccccc4)cc(C)c3CC[C@@H]12

Standard InChI:  InChI=1S/C22H20O4/c1-12-11-18(25-22(24)15-7-5-4-6-8-15)14(3)19-16(12)9-10-17-13(2)21(23)26-20(17)19/h4-8,11,17,20H,2,9-10H2,1,3H3/t17-,20+/m0/s1

Standard InChI Key:  LFKXSESHTRXDDW-FXAWDEMLSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    4.5097  -23.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5085  -24.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2232  -24.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2213  -22.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9365  -23.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9353  -24.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3677  -23.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6504  -22.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3665  -24.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6483  -24.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8172  -25.3614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6399  -25.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9793  -24.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7866  -24.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2188  -22.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2248  -25.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7940  -24.5526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0800  -24.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3655  -24.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0807  -23.3150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0496  -26.1669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316  -24.9591    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0767  -23.7220    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6522  -24.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9382  -24.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371  -25.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6561  -25.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3672  -25.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6 10  1  0
  9  7  1  0
  7  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  9 13  1  0
 13 14  2  0
  4 15  1  0
  3 16  1  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 12 21  2  0
 10 22  1  6
  9 23  1  6
 19 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 19  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4098360

    ---

Associated Targets(Human)

UBE2D3 Tchem Ubiquitin-conjugating enzyme E2 D3 (121 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: 348.40Molecular Weight (Monoisotopic): 348.1362AlogP: 4.24#Rotatable Bonds: 2
Polar Surface Area: 52.60Molecular Species: NEUTRALHBA: 4HBD:
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 5.72CX LogD: 5.72
Aromatic Rings: 2Heavy Atoms: 26QED Weighted: 0.46Np Likeness Score: 1.17

References

1. Chen H, Wu G, Gao S, Guo R, Zhao Z, Yuan H, Liu S, Wu J, Lu X, Yuan X, Yu Z, Zu X, Xie N, Yang N, Hu Z, Sun Q, Zhang W..  (2017)  Discovery of Potent Small-Molecule Inhibitors of Ubiquitin-Conjugating Enzyme UbcH5c from α-Santonin Derivatives.,  60  (16): [PMID:28696694] [10.1021/acs.jmedchem.6b01829]

Source