Guignardone Q

ID: ALA4580462

PubChem CID: 132522953

Max Phase: Preclinical

Molecular Formula: C17H22O4

Molecular Weight: 290.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=C1CC[C@@]2(C)OC3=C(C[C@@H]12)C(=O)[C@]1(O)CO[C@H]3C1

Standard InChI:  InChI=1S/C17H22O4/c1-9(2)10-4-5-16(3)12(10)6-11-14(21-16)13-7-17(19,8-20-13)15(11)18/h12-13,19H,4-8H2,1-3H3/t12-,13-,16+,17+/m0/s1

Standard InChI Key:  XJTFQYOAMSEGKF-WRFANHODSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   27.1495   -3.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1495   -1.7783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8629   -2.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8594   -3.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5654   -3.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2835   -3.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2870   -2.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5724   -1.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4362   -3.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4317   -2.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6451   -1.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1644   -2.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6523   -3.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4042   -4.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5978   -4.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9584   -4.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4320   -3.8456    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.4238   -1.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5608   -4.2589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3987   -1.7825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7742   -2.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8691   -3.6103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5653   -0.9572    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  2  1  0
  9  1  1  0
  1  4  1  0
  3  2  1  0
  3  4  2  0
  3  8  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  9  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
  9 17  1  6
 10 18  1  6
  5 19  2  0
  8 20  1  0
  6 21  1  0
 21 20  1  0
  6 22  1  6
  8 23  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4580462

   ---

Molecule Features

Natural Product: Yes

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: 290.36

Molecular Weight (Monoisotopic): 290.1518

AlogP: 2.27

#Rotatable Bonds: ┄

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.16

CX Basic pKa: ┄

CX LogP: 1.36

CX LogD: 1.36

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.70

Np Likeness Score: 2.50

References

1. Li SJ, Zhang X, Wang XH, Zhao CQ..  (2018)  Novel natural compounds from endophytic fungi with anticancer activity.,  156  [PMID:30015071] [10.1016/j.ejmech.2018.07.015]

Source

Source(1):

• Scientific Literature