(2S,3R)-8,9-dihydroxy-6-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]-3-methyl-2-propyl-3,4-dihydro-2H-anthracen-1-one

ID: ALA4780143

PubChem CID: 162663303

Max Phase: Preclinical

Molecular Formula: C25H34O7

Molecular Weight: 446.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC[C@@H]1C(=O)c2c(cc3cc(OCCOCCOCCOC)cc(O)c3c2O)C[C@H]1C

Standard InChI:  InChI=1S/C25H34O7/c1-4-5-20-16(2)12-17-13-18-14-19(32-11-10-31-9-8-30-7-6-29-3)15-21(26)22(18)25(28)23(17)24(20)27/h13-16,20,26,28H,4-12H2,1-3H3/t16-,20+/m1/s1

Standard InChI Key:  IIBBILDAVNWBEA-UZLBHIALSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   28.8441  -10.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8429  -11.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5577  -11.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5559   -9.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2713  -10.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2721  -11.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9874  -11.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9817   -9.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6976  -10.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6994  -11.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4125  -11.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1285  -11.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1267  -10.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4090   -9.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4131  -12.2510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9911  -12.2590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5597  -12.2651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1295   -9.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4152  -10.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7006   -9.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9863  -10.2005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2716   -9.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5573  -10.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8427   -9.7885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1284  -10.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4138   -9.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8407   -9.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8433  -11.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5574  -11.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2722  -11.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6995  -10.2015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9849   -9.7893    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
  6  7  1  0
  7 10  2  0
  9  8  2  0
  8  5  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 11 15  2  0
  7 16  1  0
  3 17  1  0
  1 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 13 27  1  1
 12 28  1  6
 28 29  1  0
 29 30  1  0
 26 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780143

   ---

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: 446.54

Molecular Weight (Monoisotopic): 446.2305

AlogP: 4.10

#Rotatable Bonds: 12

Polar Surface Area: 94.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.81

CX Basic pKa: ┄

CX LogP: 4.73

CX LogD: 4.59

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.47

Np Likeness Score: 0.88

References

1. Murase H,Wakisaka G,Noguchi T,Sasaki S.  (2020)  Protection of all cleavable sites of DNA with the multiple CGCG or continuous CGG sites from the restriction enzyme, indicative of simultaneous binding of small ligands.,  28  (20.0): [PMID:33069073] [10.1016/j.bmc.2020.115730]

Source

Source(1):

• Scientific Literature