Acredinone C

ID: ALA3924771

PubChem CID: 132524414

Max Phase: Preclinical

Molecular Formula: C35H32O10

Molecular Weight: 612.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(OC)c1C(=O)c1c(O)cc(C)c(OC)c1C(=O)Cc1c(OC)c(C)cc2oc3cccc(OC)c3c(=O)c12

Standard InChI:  InChI=1S/C35H32O10/c1-17-14-20(36)28(33(39)30-22(40-3)10-8-11-23(30)41-4)29(35(17)44-7)21(37)16-19-27-26(15-18(2)34(19)43-6)45-25-13-9-12-24(42-5)31(25)32(27)38/h8-15,36H,16H2,1-7H3

Standard InChI Key:  REPPGBVYRDUVQD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 45 49  0  0  0  0  0  0  0  0999 V2000
    2.4213   -7.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4201   -8.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1282   -8.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264   -7.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8350   -7.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8384   -8.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5468   -8.7420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5401   -7.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2531   -7.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2555   -8.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9628   -8.7313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6681   -8.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6617   -7.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9539   -7.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9478   -6.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6525   -5.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6465   -5.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3632   -6.2723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3543   -4.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3487   -3.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6374   -3.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9304   -3.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9396   -4.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0638   -5.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0675   -5.8639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7697   -4.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4790   -5.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1844   -4.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1812   -3.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4668   -3.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7643   -3.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0535   -3.4114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2183   -3.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3782   -8.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5356   -6.2835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1239   -6.2937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3661   -7.0863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2364   -5.0703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3494   -3.1078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4814   -5.8599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8304   -5.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0771   -7.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455   -5.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7560   -2.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1903   -6.2664    0.0000 C   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  8  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
 19 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 20 32  1  0
 22 33  1  0
 12 34  1  0
  8 35  2  0
  4 36  1  0
 13 37  1  0
 23 38  1  0
 31 39  1  0
 27 40  1  0
 36 41  1  0
 37 42  1  0
 38 43  1  0
 39 44  1  0
 40 45  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3924771

   ---

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: 612.63

Molecular Weight (Monoisotopic): 612.1995

AlogP: 5.97

#Rotatable Bonds: 10

Polar Surface Area: 130.73

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.22

CX Basic pKa: ┄

CX LogP: 6.40

CX LogD: 6.00

Aromatic Rings: 5

Heavy Atoms: 45

QED Weighted: 0.15

Np Likeness Score: 0.68

References

1. Yeon JT, Kim H, Kim KJ, Lee J, Won DH, Nam SJ, Kim SH, Kang H, Son YJ..  (2016)  Acredinone C and the Effect of Acredinones on Osteoclastogenic and Osteoblastogenic Activity.,  79  (7): [PMID:27356092] [10.1021/acs.jnatprod.6b00004]

Source

Source(1):

• Scientific Literature