Miaosporone C

ID: ALA4852350

PubChem CID: 164613956

Max Phase: Preclinical

Molecular Formula: C19H20O5

Molecular Weight: 328.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=CC(=O)[C@@H]2[C@H]3[C@H](CC[C@]2(O)C1)C(=O)c1c(O)cccc1[C@@H]3O

Standard InChI:  InChI=1S/C19H20O5/c1-9-7-13(21)16-15-11(5-6-19(16,24)8-9)17(22)14-10(18(15)23)3-2-4-12(14)20/h2-4,7,11,15-16,18,20,23-24H,5-6,8H2,1H3/t11-,15+,16+,18-,19-/m0/s1

Standard InChI Key:  BJUUTICXPCOQLN-AHLVGSPESA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   18.0843   -2.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0832   -3.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7976   -3.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7957   -2.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5108   -2.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5115   -3.5503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2265   -3.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2208   -2.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9363   -2.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9400   -3.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6587   -3.9559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3742   -3.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6474   -2.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3653   -2.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0753   -2.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0687   -1.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3461   -1.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6390   -1.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9203   -1.0739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7788   -1.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0747   -3.1191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6421   -3.1232    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.2286   -4.7857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2164   -1.4855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7995   -4.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9301   -1.8907    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.9342   -4.3684    0.0000 H   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
  6  7  1  0
  7 10  1  0
  9  8  1  0
  8  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 14  1  0
 13  9  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 13  1  0
 18 19  2  0
 16 20  1  0
 14 21  1  6
 13 22  1  6
  7 23  2  0
  8 24  1  6
  3 25  1  0
  9 26  1  6
 10 27  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4852350

   ---

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: 328.36

Molecular Weight (Monoisotopic): 328.1311

AlogP: 1.91

#Rotatable Bonds: ┄

Polar Surface Area: 94.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.58

CX Basic pKa: ┄

CX LogP: 1.89

CX LogD: 1.86

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: 2.13

References

1. Saepua S, Kornsakulkarn J, Choowong W, Suriyachadkun C, Boonlarppradab C, Thongpanchang C..  (2021)  Antimicrobial and Cytotoxic Angucyclic Quinones from Actinomadura miaoliensis.,  84  (11.0): [PMID:34748348] [10.1021/acs.jnatprod.1c00232]

Source

Source(1):

• Scientific Literature