Sparticolin G

ID: ALA4558497

PubChem CID: 145721250

Max Phase: Preclinical

Molecular Formula: C19H12O5

Molecular Weight: 320.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C=CC2(Oc3cccc4cccc(c34)O2)[C@]2(CC=CC2=O)O1

Standard InChI:  InChI=1S/C19H12O5/c20-15-8-3-10-18(15)19(11-9-16(21)24-18)22-13-6-1-4-12-5-2-7-14(23-19)17(12)13/h1-9,11H,10H2/t18-/m1/s1

Standard InChI Key:  BETLGQZUJLQRQC-GOSISDBHSA-N

Molfile:  

 
     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
   25.4847  -14.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0625  -14.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7906  -14.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6628  -13.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8557  -13.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9037  -14.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2676  -13.4272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4759  -13.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8981  -13.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1120  -14.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4949  -16.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4938  -17.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2018  -17.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9094  -17.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6179  -17.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3262  -17.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3214  -16.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2000  -16.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9117  -16.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6169  -16.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6167  -15.2081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1936  -15.2118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2627  -12.4268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4847  -12.7612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  1  0
  6  1  1  0
  6 10  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 18 11  1  0
 19 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 20  2  0
 18 19  2  0
 18 22  1  0
 19 20  1  0
 20 21  1  0
 21  6  1  0
  6 22  1  1
  8 23  2  0
  5 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558497

   ---

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: 320.30

Molecular Weight (Monoisotopic): 320.0685

AlogP: 2.69

#Rotatable Bonds: ┄

Polar Surface Area: 61.83

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.70

Np Likeness Score: 1.76

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