Miaosporone E

ID: ALA4867487

PubChem CID: 164621446

Max Phase: Preclinical

Molecular Formula: C19H20O6

Molecular Weight: 344.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C[C@@H]2O[C@]34CC[C@](O)(C1)[C@H]2[C@]3(O)[C@@H](O)c1cccc(O)c1C4=O

Standard InChI:  InChI=1S/C19H20O6/c1-9-7-12-14-17(23,8-9)5-6-18(25-12)16(22)13-10(3-2-4-11(13)20)15(21)19(14,18)24/h2-4,7,12,14-15,20-21,23-24H,5-6,8H2,1H3/t12-,14-,15-,17-,18-,19-/m0/s1

Standard InChI Key:  SQUDFKQHVCOERG-ZKTHPVAPSA-N

Molfile:  

 
     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
   28.3910   -3.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3898   -3.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1033   -4.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1014   -2.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8156   -3.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8163   -3.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5303   -4.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5245   -2.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2391   -3.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2428   -3.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9608   -4.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6755   -3.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9491   -2.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6705   -3.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3795   -2.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3727   -1.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6507   -1.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9404   -1.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0816   -1.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3789   -3.4478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5325   -5.1122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5200   -1.8132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1053   -5.1184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2326   -2.2195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7453   -2.4091    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   32.1937   -3.1849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2222   -1.3996    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
 16 19  1  0
 14 20  1  6
  7 21  2  0
  8 22  1  6
  3 23  1  0
  9 24  1  6
 13 25  1  6
 10 26  1  1
 18 26  1  0
 18 27  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4867487

   ---

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: 344.36

Molecular Weight (Monoisotopic): 344.1260

AlogP: 0.98

#Rotatable Bonds: ┄

Polar Surface Area: 107.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.45

CX Basic pKa: ┄

CX LogP: 0.93

CX LogD: 0.90

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.52

Np Likeness Score: 2.33

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]

2. Zhang Z, In Y, Fukaya K, Yang T, Harunari E, Urabe D, Imada C, Oku N, Igarashi Y..  (2022)  Kumemicinones A-G, Cytotoxic Angucyclinones from a Deep Sea-Derived Actinomycete of the Genus Actinomadura.,  85  (4.0): [PMID:35343685] [10.1021/acs.jnatprod.1c01205]

Source

Source(1):

• Scientific Literature