Miaosporone A

ID: ALA4877171

PubChem CID: 162679318

Max Phase: Preclinical

Molecular Formula: C19H18O5

Molecular Weight: 326.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C[C@@H](O)[C@@H]2C3=C(CC[C@]2(O)C1)C(=O)c1c(O)cccc1C3=O

Standard InChI:  InChI=1S/C19H18O5/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/h2-4,7,13,16,20-21,24H,5-6,8H2,1H3/t13-,16-,19+/m1/s1

Standard InChI Key:  IDOWIDKROXUFMT-NRXGSXMXSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    1.0263   -3.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0251   -3.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7332   -4.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7314   -2.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4400   -3.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4407   -3.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1493   -4.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1437   -2.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8528   -3.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8564   -3.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5687   -4.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2779   -3.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5575   -2.7122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2690   -3.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9728   -2.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9662   -1.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2501   -1.4820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5492   -1.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8370   -1.4977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6699   -1.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9721   -3.5247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5523   -3.5288    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1514   -5.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1394   -1.9056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7351   -5.1823    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
  6  7  1  0
  7 10  1  0
  9  8  1  0
  8  5  1  0
  9 10  2  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  1  6
 16 20  1  0
 14 21  1  6
 13 22  1  6
  7 23  2  0
  8 24  2  0
  3 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877171

   ---

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: 326.35

Molecular Weight (Monoisotopic): 326.1154

AlogP: 1.92

#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: 8.25

CX Basic pKa: ┄

CX LogP: 1.51

CX LogD: 1.46

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: 1.98

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