Elegansol C

ID: ALA4875917

PubChem CID: 164628507

Max Phase: Preclinical

Molecular Formula: C20H30O2

Molecular Weight: 302.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cc(O)c2c(c1)[C@H](O)C[C@H]1C(C)(C)CCC[C@]21C

Standard InChI:  InChI=1S/C20H30O2/c1-12(2)13-9-14-15(21)11-17-19(3,4)7-6-8-20(17,5)18(14)16(22)10-13/h9-10,12,15,17,21-22H,6-8,11H2,1-5H3/t15-,17+,20+/m1/s1

Standard InChI Key:  NWCLNHHNODGTCU-SYNHAJSKSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   19.3547  -11.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9463  -10.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5334  -11.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2380   -9.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2380   -9.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9500   -8.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6620   -9.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6631   -9.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3741  -10.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0887   -9.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3720   -8.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8034   -8.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8059   -7.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0883   -7.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3683   -7.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6546   -8.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8946  -10.7211    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.0839   -9.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8041  -10.3093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5211   -7.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2349   -7.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5224   -6.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6533   -7.4214    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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  7 16  1  1
  8 17  1  6
 11 18  1  0
 12 18  2  0
 10 19  1  6
 13 20  1  0
 20 21  1  0
 20 22  1  0
 15 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875917

   ---

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: 302.46

Molecular Weight (Monoisotopic): 302.2246

AlogP: 5.04

#Rotatable Bonds: 1

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.02

CX Basic pKa: ┄

CX LogP: 5.02

CX LogD: 5.02

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: 2.32

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