Pleosporalone G

ID: ALA4465333

PubChem CID: 155531286

Max Phase: Preclinical

Molecular Formula: C23H28O8

Molecular Weight: 432.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(CC1=CC2=CC(=O)[C@@](C)(O)[C@@H](OC(=O)c3c(C)cc(O)cc3O)[C@@H]2CO1)OC

Standard InChI:  InChI=1S/C23H28O8/c1-5-15(29-4)10-16-7-13-8-19(26)23(3,28)21(17(13)11-30-16)31-22(27)20-12(2)6-14(24)9-18(20)25/h6-9,15,17,21,24-25,28H,5,10-11H2,1-4H3/t15?,17-,21+,23-/m1/s1

Standard InChI Key:  SXPPORPJSMJHSW-JVVYCOJMSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
    7.4985  -10.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4973  -11.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2122  -11.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9287  -11.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9257  -10.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2104   -9.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2120  -12.2818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6387   -9.7978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7840   -9.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2079   -8.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9212   -8.5642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4922   -8.5685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4897   -7.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4899   -6.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7749   -6.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7738   -7.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2038   -6.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2041   -7.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9078   -7.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6158   -7.3283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6156   -6.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9073   -6.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1958   -8.1500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0608   -7.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7666   -8.1624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0606   -6.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3302   -6.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0445   -6.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7592   -6.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0439   -7.3374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7580   -7.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4734   -6.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  3  7  1  0
  5  8  1  0
  1  9  1  0
  6 10  1  0
 10 11  2  0
 10 12  1  0
 13 12  1  6
 13 18  1  0
 13 16  1  0
 17 14  2  0
 14 15  1  0
 15 16  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 18 23  1  6
 16 24  1  0
 16 25  1  6
 15 26  2  0
 21 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4465333

   ---

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: 432.47

Molecular Weight (Monoisotopic): 432.1784

AlogP: 2.54

#Rotatable Bonds: 6

Polar Surface Area: 122.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.70

CX Basic pKa: ┄

CX LogP: 3.09

CX LogD: 3.07

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: 2.22

References

1. Cao F, Meng ZH, Mu X, Yue YF, Zhu HJ..  (2019)  Absolute Configuration of Bioactive Azaphilones from the Marine-Derived Fungus Pleosporales sp. CF09-1.,  82  (2): [PMID:30724084] [10.1021/acs.jnatprod.8b01030]

2. Cao F, Meng ZH, Mu X, Yue YF, Zhu HJ..  (2019)  Absolute Configuration of Bioactive Azaphilones from the Marine-Derived Fungus Pleosporales sp. CF09-1.,  82  (2): [PMID:30724084] [10.1021/acs.jnatprod.8b01030]

Source

Source(1):

• Scientific Literature