Preussomerin EG4

ID: ALA4086913

PubChem CID: 137643603

Max Phase: Preclinical

Molecular Formula: C20H12O6

Molecular Weight: 348.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CC[C@]23Oc4ccc(O)c5c4[C@@](C=CC5=O)(Oc4cccc1c42)O3

Standard InChI:  InChI=1S/C20H12O6/c21-11-6-8-19-17-10(11)2-1-3-14(17)24-20(26-19)9-7-13(23)16-12(22)4-5-15(25-19)18(16)20/h1-5,7,9,22H,6,8H2/t19-,20+/m1/s1

Standard InChI Key:  GDXLJZXSZMUVHP-UXHICEINSA-N

Molfile:  

     RDKit          2D

 26 31  0  0  0  0  0  0  0  0999 V2000
   11.5294  -19.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5222  -18.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8065  -18.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8110  -19.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2383  -22.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9599  -22.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9555  -21.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5233  -22.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0949  -21.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0974  -22.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8101  -22.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8109  -21.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5210  -21.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2336  -21.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2412  -20.2427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8133  -20.2356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2381  -18.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2450  -19.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9556  -19.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9459  -18.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6634  -18.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6670  -19.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5198  -17.3478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9401  -17.3426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2369  -23.5348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9601  -20.6404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0
  1  4  1  0
 17  2  1  0
  2  3  1  0
  3  4  2  0
  8  5  1  0
  5  6  1  0
  6  7  1  0
  7 14  1  0
  8 13  1  0
 12  9  1  0
  9 10  2  0
 10 11  1  0
 11  8  2  0
 12 13  2  0
 12 16  1  0
 13 14  1  0
 14 15  1  0
  1 15  1  1
  1 16  1  0
 17 18  2  0
 17 20  1  0
 18 19  1  0
 19 22  2  0
 21 20  2  0
 22 21  1  0
  2 23  2  0
 20 24  1  0
 14 26  1  1
  5 25  2  0
 19 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4086913

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 348.31

Molecular Weight (Monoisotopic): 348.0634

AlogP: 2.93

#Rotatable Bonds: ┄

Polar Surface Area: 82.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.89

CX Basic pKa: ┄

CX LogP: 3.88

CX LogD: 3.86

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.79

Np Likeness Score: 2.10

References

1. Siridechakorn I, Yue Z, Mittraphab Y, Lei X, Pudhom K..  (2017)  Identification of spirobisnaphthalene derivatives with anti-tumor activities from the endophytic fungus Rhytidhysteron rufulum AS21B.,  25  (11): [PMID:28274675] [10.1016/j.bmc.2017.02.054]

Source

Source(1):

• Scientific Literature