Sparticolin F

ID: ALA4530492

PubChem CID: 145721249

Max Phase: Preclinical

Molecular Formula: C20H18O5

Molecular Weight: 338.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)C[C@@H]1C[C@H]2[C@H](C=CC23Oc2cccc4cccc(c24)O3)O1

Standard InChI:  InChI=1S/C20H18O5/c1-22-18(21)11-13-10-14-15(23-13)8-9-20(14)24-16-6-2-4-12-5-3-7-17(25-20)19(12)16/h2-9,13-15H,10-11H2,1H3/t13-,14-,15-/m0/s1

Standard InChI Key:  UZGMLZZZTKLXGC-KKUMJFAQSA-N

Molfile:  

 
     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
   12.2587  -13.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0503  -14.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7364  -14.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3237  -16.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3226  -17.3160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0306  -17.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7382  -17.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4467  -17.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1550  -17.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1503  -16.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0288  -16.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7405  -16.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4457  -16.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4455  -15.2659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0224  -15.2696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0735  -13.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3758  -14.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1910  -14.2837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3925  -13.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7019  -13.0559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8563  -12.7820    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7767  -15.0396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1517  -13.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2694  -12.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0286  -12.0786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6279  -11.8747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1462  -11.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 17  1  0
 16  1  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
 11  4  1  0
 12  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 13  2  0
 11 12  2  0
 11 15  1  0
 12 13  1  0
 13 14  1  0
 14  3  1  0
  3 15  1  1
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
 16 21  1  1
 17 22  1  1
 19 23  1  6
 23 24  1  0
 24 25  1  0
 24 26  2  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4530492

   ---

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: 338.36

Molecular Weight (Monoisotopic): 338.1154

AlogP: 3.21

#Rotatable Bonds: 2

Polar Surface Area: 53.99

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.50

CX LogD: 3.50

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.62

Np Likeness Score: 1.22

References

1. Phukhamsakda C, Macabeo APG, Huch V, Cheng T, Hyde KD, Stadler M..  (2019)  Sparticolins A-G, Biologically Active Oxidized Spirodioxynaphthalene Derivatives from the Ascomycete Sparticola junci.,  82  (10): [PMID:31599583] [10.1021/acs.jnatprod.9b00604]

Source

Source(1):

• Scientific Literature