Saccharothrixin G

ID: ALA4848117

PubChem CID: 164612675

Max Phase: Preclinical

Molecular Formula: C20H20O6

Molecular Weight: 356.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc2c1[C@H](O)[C@]13C=C[C@]4(O)CC(C)=CC(=O)[C@@H]4[C@]1(O3)[C@H]2O

Standard InChI:  InChI=1S/C20H20O6/c1-10-8-12(21)15-18(24,9-10)6-7-19-17(23)14-11(4-3-5-13(14)25-2)16(22)20(15,19)26-19/h3-8,15-17,22-24H,9H2,1-2H3/t15-,16-,17-,18-,19+,20-/m0/s1

Standard InChI Key:  BLTAPNNVPUAKPS-SIRBJWHBSA-N

Molfile:  

 
     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
   11.0634   -4.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0623   -5.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7710   -5.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7692   -4.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4786   -4.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4774   -5.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1883   -5.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1907   -4.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6148   -5.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3341   -5.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6208   -4.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3375   -4.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0551   -4.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0622   -3.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3455   -3.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6218   -3.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7707   -6.7622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0622   -7.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1856   -6.7666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1908   -3.4783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9151   -3.0587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7737   -3.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0435   -5.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0355   -3.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9031   -5.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9033   -4.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1888   -5.1282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 25  1  0
 26  8  1  0
 26 11  1  0
 25  9  1  6
  9 10  2  0
 10 12  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  3 17  1  0
 17 18  1  0
  7 19  1  1
  8 20  1  6
 16 21  2  0
 14 22  1  0
 12 23  1  6
 11 24  1  6
 26 25  1  0
 26 27  1  6
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4848117

   ---

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: 356.37

Molecular Weight (Monoisotopic): 356.1260

AlogP: 1.12

#Rotatable Bonds: 1

Polar Surface Area: 99.52

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.61

CX Basic pKa: ┄

CX LogP: 0.54

CX LogD: 0.54

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.52

Np Likeness Score: 1.76

References

1. Shen Q, Dai G, Li A, Liu Y, Zhong G, Li X, Ren X, Sui H, Fu J, Jiao N, Zhang Y, Bian X, Zhou H..  (2021)  Genome-Guided Discovery of Highly Oxygenated Aromatic Polyketides, Saccharothrixins D-M, from the Rare Marine Actinomycete Saccharothrix sp. D09.,  84  (11.0): [PMID:34784196] [10.1021/acs.jnatprod.1c00617]

Source

Source(1):

• Scientific Literature