2-[2-[2-[[(7R)-4,10-dihydroxy-7-methyl-5-oxo-7,8-dihydro-6H-anthracen-2-yl]oxy]ethoxy]ethoxy]ethanehydroxamic acid

ID: ALA4742686

PubChem CID: 132491336

Max Phase: Preclinical

Molecular Formula: C21H25NO8

Molecular Weight: 419.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1CC(=O)c2c(cc3cc(OCCOCCOCC(=O)NO)cc(O)c3c2O)C1

Standard InChI:  InChI=1S/C21H25NO8/c1-12-6-13-8-14-9-15(30-5-4-28-2-3-29-11-18(25)22-27)10-17(24)20(14)21(26)19(13)16(23)7-12/h8-10,12,24,26-27H,2-7,11H2,1H3,(H,22,25)/t12-/m1/s1

Standard InChI Key:  YOROBWKKQUMMSX-GFCCVEGCSA-N

Molfile:  

 
     RDKit          2D

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   28.4723   -3.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4712   -4.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1792   -4.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1774   -3.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8861   -3.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8868   -4.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5954   -4.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5898   -3.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2989   -3.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3006   -4.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0070   -4.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7162   -4.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7145   -3.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0035   -3.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0076   -5.5233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5991   -5.5313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1811   -5.5373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7645   -3.0832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0569   -3.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3491   -3.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6415   -3.4923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9337   -3.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2261   -3.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5183   -3.0842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8107   -3.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1029   -3.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3952   -3.4933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1027   -2.2673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6874   -3.0849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4217   -3.0687    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
 26 27  1  0
 26 28  2  0
 27 29  1  0
 13 30  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4742686

   ---

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: 419.43

Molecular Weight (Monoisotopic): 419.1580

AlogP: 1.93

#Rotatable Bonds: 9

Polar Surface Area: 134.55

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.76

CX Basic pKa: ┄

CX LogP: 2.02

CX LogD: 1.85

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.28

Np Likeness Score: 0.56

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