Sandaracopimar-8(14),15-dien-11-one

ID: ALA4874928

PubChem CID: 164625927

Max Phase: Preclinical

Molecular Formula: C20H30O

Molecular Weight: 286.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C[C@@]1(C)CC(=O)C2=C(CC[C@H]3C(C)(C)CCC[C@]23C)C1

Standard InChI:  InChI=1S/C20H30O/c1-6-19(4)12-14-8-9-16-18(2,3)10-7-11-20(16,5)17(14)15(21)13-19/h6,16H,1,7-13H2,2-5H3/t16-,19+,20-/m0/s1

Standard InChI Key:  WXNVXVBJLZPKPW-DBVUQKKJSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.9462  -19.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5378  -19.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1249  -19.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8294  -17.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8294  -18.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5416  -17.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2536  -17.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2547  -18.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9658  -19.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6804  -18.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9637  -17.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3977  -16.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6800  -16.1876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9599  -16.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2462  -17.0183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2504  -19.4893    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6756  -17.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8049  -15.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1924  -16.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4068  -17.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3881  -17.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449  -16.1895    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 17  1  0
 11 14  1  0
 21 12  1  0
 12 13  1  0
 13 14  1  0
  7 15  1  1
  8 16  1  6
 11 17  2  0
 12 18  1  1
 12 19  1  0
 19 20  2  0
 17 21  1  0
 14 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874928

   ---

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: 286.46

Molecular Weight (Monoisotopic): 286.2297

AlogP: 5.46

#Rotatable Bonds: 1

Polar Surface Area: 17.07

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.16

CX LogD: 5.16

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.58

Np Likeness Score: 2.65

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