SID92763927

ID: ALA357992

PubChem CID: 5351130

Max Phase: Preclinical

Molecular Formula: C32H32O14

Molecular Weight: 640.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1C(O)C(C)OC(OC2C(Oc3cccc4c(O)c5c(=O)oc6ccc(C)c7c(=O)oc(c34)c5c67)OC(C)C(O)C2O)C1O

Standard InChI:  InChI=1S/C32H32O14/c1-10-8-9-15-18-16(10)29(38)45-26-17-13(23(35)20(19(18)26)30(39)43-15)6-5-7-14(17)44-32-28(24(36)21(33)11(2)42-32)46-31-25(37)27(40-4)22(34)12(3)41-31/h5-9,11-12,21-22,24-25,27-28,31-37H,1-4H3

Standard InChI Key:  PONPPNYZKHNPKZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 46 52  0  0  0  0  0  0  0  0999 V2000
    4.1375   -2.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292   -2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8375   -2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -2.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -4.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292   -1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292   -1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2750   -7.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1375   -3.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -4.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -3.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125   -6.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1833   -4.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292   -3.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8375   -1.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6583   -6.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1375   -0.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2667   -7.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -0.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7833   -8.3542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8375   -3.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6583   -4.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7125   -7.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292   -3.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3375   -3.3542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083   -3.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333   -8.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417   -2.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3292   -0.9375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -0.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1375   -0.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292    0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8375   -3.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2208   -6.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1833   -4.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8000   -7.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6583   -3.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7125   -8.2667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292   -4.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292   -4.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333   -9.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -4.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9750   -7.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  2  0
  5 11  1  0
  6 20  1  0
  7  2  1  0
  8  4  1  0
  9 19  1  0
 10  1  2  0
 11 26  1  0
 12 15  1  0
 13  9  1  0
 14  5  1  0
 15 10  1  0
 16  3  1  0
 17 13  1  0
 18 16  1  0
 19  5  1  0
 20  7  1  0
 21  9  1  0
 22 11  1  0
 23 27  1  0
 24 28  1  0
 25 12  2  0
 26 25  1  0
 27 22  1  0
 28 21  1  0
 29  3  2  0
 30  6  2  0
 31 20  2  0
 32 18  1  0
 33 32  2  0
 34 10  1  0
 35 13  1  0
 36 14  1  0
 37 17  1  0
 38 23  1  0
 39 24  1  0
 40 15  2  0
 41 44  2  0
 42 27  1  0
 43 28  1  0
 44 40  1  0
 45 31  1  0
 46 37  1  0
  4 12  1  0
  7 18  2  0
  8  6  1  0
 41 25  1  0
 31 33  1  0
 23 14  1  0
 17 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA357992

   Benzo(h)(1)benzopyrano(5,4,3-cde)(1)benzopyran-5,12-dione, 10-((6-deoxy-2-O-(6-deoxy-3-O-methyl-alpha-D-galactopyranosyl)-beta-D-galactopyranosyl)oxy)-6-hydroxy-1-methyl-

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 640.59

Molecular Weight (Monoisotopic): 640.1792

AlogP: 1.37

#Rotatable Bonds: 5

Polar Surface Area: 207.72

Molecular Species: NEUTRAL

HBA: 14

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.07

CX Basic pKa: ┄

CX LogP: 2.47

CX LogD: 2.46

Aromatic Rings: 5

Heavy Atoms: 46

QED Weighted: 0.10

Np Likeness Score: 1.55

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

4. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of NIH NCI Natural Product Set III,  [10.6019/CHEMBL4296183]

Source

Source(2):

• PubChem BioAssays
• CO-ADD antimicrobial screening data