Saccharothrixin K

ID: ALA4857527

PubChem CID: 164617520

Max Phase: Preclinical

Molecular Formula: C25H24O8

Molecular Weight: 452.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(O[C@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)c2c3c(ccc2c1)C(=O)c1c(O)cccc1[C@@H]3O

Standard InChI:  InChI=1S/C25H24O8/c1-10-8-12-6-7-14-19(22(29)13-4-3-5-15(26)18(13)21(14)28)17(12)16(9-10)33-25-24(31)23(30)20(27)11(2)32-25/h3-9,11,20,22-27,29-31H,1-2H3/t11-,20-,22-,23+,24+,25+/m0/s1

Standard InChI Key:  UDISGLDAWNDDKB-PSOQYHRZSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   19.1712   -7.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1701   -8.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8827   -8.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8810   -6.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5943   -7.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5931   -8.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3079   -8.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3103   -6.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8825   -9.2546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3051   -9.2590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3103   -5.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0252   -7.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0266   -8.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7458   -8.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4643   -8.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7391   -6.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4562   -7.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1670   -6.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1618   -5.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4400   -5.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7323   -5.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8709   -5.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0160   -5.5531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0082   -4.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7210   -4.3151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7152   -3.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0007   -3.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2904   -3.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2947   -4.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4252   -3.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9961   -2.2653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5756   -3.0977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5858   -4.7472    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 13  1  0
 12  8  1  0
  3  9  1  0
  7 10  2  0
  8 11  1  6
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 17  1  0
 16 12  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 16  2  0
 19 22  1  0
 21 23  1  0
 24 23  1  6
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 26 30  1  6
 27 31  1  1
 28 32  1  6
 29 33  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4857527

   ---

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: 452.46

Molecular Weight (Monoisotopic): 452.1471

AlogP: 1.69

#Rotatable Bonds: 2

Polar Surface Area: 136.68

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.60

CX Basic pKa: ┄

CX LogP: 2.80

CX LogD: 2.77

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: 1.79

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