Elegansin E

ID: ALA4870242

PubChem CID: 164621529

Max Phase: Preclinical

Molecular Formula: C17H26O4

Molecular Weight: 294.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1OC(=O)C=C2[C@H](O)C[C@H]3C(C)(C)CCC[C@]3(C)[C@]21O

Standard InChI:  InChI=1S/C17H26O4/c1-10-17(20)11(8-14(19)21-10)12(18)9-13-15(2,3)6-5-7-16(13,17)4/h8,10,12-13,18,20H,5-7,9H2,1-4H3/t10-,12+,13-,16-,17+/m0/s1

Standard InChI Key:  IJCCOAJRBZIARG-YOUOCROUSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    2.2043  -10.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7959  -10.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3831  -10.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0876   -8.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0876   -9.6464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7996   -8.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5117   -8.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5127   -9.6464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2238  -10.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384   -9.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2217   -8.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6531   -8.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6556   -7.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9381   -7.1657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2180   -7.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5044   -7.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6853  -10.4673    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336   -8.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -7.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6538  -10.0556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3709   -7.1689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2168   -9.2297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  6  1  0
  5  2  1  0
  2  8  1  0
  7  6  1  0
  7  8  1  0
  7 11  1  0
  8  9  1  0
  9 10  1  0
 10 18  1  0
 11 15  1  0
 18 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  7 16  1  1
  8 17  1  6
 11 18  1  0
 15 19  1  6
 10 20  1  6
 13 21  2  0
 11 22  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4870242

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 294.39

Molecular Weight (Monoisotopic): 294.1831

AlogP: 2.19

#Rotatable Bonds: ┄

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.80

CX Basic pKa: ┄

CX LogP: 2.16

CX LogD: 2.16

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: 2.97

References

1. Chawengrum P, Boonsombat J, Mahidol C, Eurtivong C, Kittakoop P, Thongnest S, Ruchirawat S..  (2021)  Diterpenoids with Aromatase Inhibitory Activity from the Rhizomes of Kaempferia elegans.,  84  (6.0): [PMID:34110821] [10.1021/acs.jnatprod.0c01292]

Source

Source(1):

• Scientific Literature