(R)-Ganocapenoid A

ID: ALA4474490

PubChem CID: 155537209

Max Phase: Preclinical

Molecular Formula: C21H26O6

Molecular Weight: 374.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(=C\CCC1=C[C@H](c2cc(O)ccc2O)OC1=O)CCC=C(CO)CO

Standard InChI:  InChI=1S/C21H26O6/c1-14(4-2-6-15(12-22)13-23)5-3-7-16-10-20(27-21(16)26)18-11-17(24)8-9-19(18)25/h5-6,8-11,20,22-25H,2-4,7,12-13H2,1H3/b14-5+/t20-/m1/s1

Standard InChI Key:  ARTPIECVCQOZJT-YOBGLANUSA-N

Molfile:  

 
     RDKit          2D

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    6.6441   -5.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1939   -4.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7787   -4.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9724   -4.1826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9084   -5.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1114   -3.2529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0518   -4.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0518   -3.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4807   -4.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1952   -5.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9097   -4.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6241   -5.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9097   -3.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6241   -3.4834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3387   -4.7208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1767   -5.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7495   -5.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7483   -6.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632   -6.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1796   -6.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4614   -5.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4630   -7.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4588   -4.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 16 19  1  0
  1 20  1  6
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 23 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474490

   ---

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: 374.43

Molecular Weight (Monoisotopic): 374.1729

AlogP: 3.04

#Rotatable Bonds: 9

Polar Surface Area: 107.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.32

CX Basic pKa: ┄

CX LogP: 2.87

CX LogD: 2.86

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.30

Np Likeness Score: 2.83

References

1. Liao GF, Wu ZH, Liu Y, Yan YM, Lu RM, Cheng YX..  (2019)  Ganocapenoids A-D: Four new aromatic meroterpenoids from Ganoderma capense.,  29  (2): [PMID:30527867] [10.1016/j.bmcl.2018.12.011]

Source

Source(1):

• Scientific Literature