Fusicocc-2,(3),8,(9)-dien-14-one

ID: ALA4530479

PubChem CID: 155545803

Max Phase: Preclinical

Molecular Formula: C20H30O

Molecular Weight: 286.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C1=C/C[C@@H]2[C@H](C(C)C)CC(=O)[C@@]2(C)/C=C2/C(C)CCC12

Standard InChI:  InChI=1S/C20H30O/c1-12(2)16-10-19(21)20(5)11-17-14(4)6-8-15(17)13(3)7-9-18(16)20/h7,11-12,14-16,18H,6,8-10H2,1-5H3/b13-7-,17-11-/t14?,15?,16-,18+,20-/m0/s1

Standard InChI Key:  RGKCEUJAXSZNIA-HBGGRVCGSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   10.1931   -2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7076   -2.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1930   -3.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9824   -3.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9785   -2.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5561   -1.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5656   -3.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9642   -2.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3811   -1.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9376   -4.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2364   -1.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9682   -3.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3901   -3.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7623   -4.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5706   -4.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6978   -3.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3881   -5.3959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9712   -4.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4332   -3.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1263   -3.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4757   -2.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6814   -2.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  2  0
  7 13  1  0
 12  8  1  0
  8  9  1  0
  9  6  2  0
 10  3  1  0
  6 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
 14 17  2  0
 13 18  1  6
 16 19  1  6
 19 20  1  0
 19 21  1  0
 12 22  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4530479

   ---

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: 5.18

#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: 5.08

CX LogD: 5.08

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.61

Np Likeness Score: 2.19

References

1. D'Ambola M, Fiengo L, Chini MG, Cotugno R, Bader A, Bifulco G, Braca A, De Tommasi N, Dal Piaz F..  (2019)  Fusicoccane Diterpenes from Hypoestes forsskaolii as Heat Shock Protein 90 (Hsp90) Modulators.,  82  (3): [PMID:30839211] [10.1021/acs.jnatprod.8b00924]

Source

Source(1):

• Scientific Literature