Guignardone S

ID: ALA4520242

PubChem CID: 132522954

Max Phase: Preclinical

Molecular Formula: C17H24O4

Molecular Weight: 292.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@H]1C[C@H](O)C2=C(C[C@H]3C(=C(C)C)CC[C@@]3(C)O2)C1=O

Standard InChI:  InChI=1S/C17H24O4/c1-9(2)10-5-6-17(3)12(10)7-11-15(19)14(20-4)8-13(18)16(11)21-17/h12-14,18H,5-8H2,1-4H3/t12-,13-,14-,17+/m0/s1

Standard InChI Key:  RBASAPJSIRHPNL-AYMQEEERSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   35.6452   -3.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6452   -1.5219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3580   -1.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3545   -2.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0640   -3.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7774   -2.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7809   -1.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0710   -1.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9325   -2.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9280   -1.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1416   -1.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6585   -2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1489   -3.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8995   -3.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0932   -3.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4522   -4.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9283   -3.5870    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   34.9200   -1.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0594   -4.0024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0734   -0.7015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4904   -3.1864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4856   -4.0116    0.0000 C   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  1
  6 21  1  6
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520242

   ---

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: 292.37

Molecular Weight (Monoisotopic): 292.1675

AlogP: 2.51

#Rotatable Bonds: 1

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: 13.77

CX Basic pKa: ┄

CX LogP: 1.45

CX LogD: 1.45

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.75

Np Likeness Score: 3.29

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