Misakimycin

ID: ALA4873261

Cas Number: 91776-49-7

PubChem CID: 192231

Max Phase: Preclinical

Molecular Formula: C13H12O5

Molecular Weight: 248.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)c2c(cc(OC)c(C)c2O)C1=O

Standard InChI:  InChI=1S/C13H12O5/c1-6-9(17-2)4-7-11(12(6)15)8(14)5-10(18-3)13(7)16/h4-5,15H,1-3H3

Standard InChI Key:  GWPDLTIZFFIWSZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   12.8689  -12.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8678  -13.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5805  -13.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5787  -12.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2920  -12.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2908  -13.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0056  -13.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7261  -13.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7273  -12.6112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0080  -12.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0033  -14.6764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4374  -13.8552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4351  -14.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5763  -11.3787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1552  -13.8484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4431  -13.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1565  -12.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0080  -11.3700    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 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  2  0
  8 12  1  0
 12 13  1  0
  4 14  1  0
  2 15  1  0
 15 16  1  0
  1 17  1  0
 10 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873261

   Misakimycin

Molecule Features

Natural Product: Yes

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: 248.23

Molecular Weight (Monoisotopic): 248.0685

AlogP: 1.62

#Rotatable Bonds: 2

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.56

CX Basic pKa: ┄

CX LogP: 1.79

CX LogD: 1.76

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.86

Np Likeness Score: 2.03

References

1. Flores-Bocanegra L, Raja HA, Bacon JW, Maldonado AC, Burdette JE, Pearce CJ, Oberlies NH..  (2021)  Cytotoxic Naphthoquinone Analogues, Including Heterodimers, and Their Structure Elucidation Using LR-HSQMBC NMR Experiments.,  84  (3.0): [PMID:33006889] [10.1021/acs.jnatprod.0c00856]

Source

Source(1):

• Scientific Literature