Sparticolin B

ID: ALA4464000

PubChem CID: 145721245

Max Phase: Preclinical

Molecular Formula: C19H12O5

Molecular Weight: 320.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)/C=C/C=C1\C(=O)C=CC12Oc1cccc3cccc(c13)O2

Standard InChI:  InChI=1S/C19H12O5/c20-14-10-11-19(13(14)6-3-9-17(21)22)23-15-7-1-4-12-5-2-8-16(24-19)18(12)15/h1-11H,(H,21,22)/b9-3+,13-6+

Standard InChI Key:  ILFMNYPCSHWMFW-MVWOEZQMSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   13.3937   -3.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1852   -4.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8714   -4.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5067   -4.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2085   -3.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4587   -6.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4575   -7.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1656   -7.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8732   -7.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5817   -7.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2900   -7.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2852   -6.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1638   -5.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8754   -6.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5807   -5.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5805   -5.0882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1574   -5.0919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6506   -2.7128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2971   -4.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8718   -3.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6623   -3.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2370   -3.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0275   -3.6197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0212   -2.6243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
 13  6  1  0
 14  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 15  2  0
 13 14  2  0
 13 17  1  0
 14 15  1  0
 15 16  1  0
 16  3  1  0
  3 17  1  1
  5 18  2  0
  4 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4464000

   ---

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: 320.30

Molecular Weight (Monoisotopic): 320.0685

AlogP: 3.01

#Rotatable Bonds: 2

Polar Surface Area: 72.83

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.78

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 0.59

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.86

Np Likeness Score: 1.61

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