2-(2-(4,10-dihydroxy-5-oxo-5,6,7,8-tetrahydroanthracen-2-yloxy)ethoxy)-N-hydroxyacetamide

ID: ALA4746801

PubChem CID: 162648009

Max Phase: Preclinical

Molecular Formula: C18H19NO7

Molecular Weight: 361.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(COCCOc1cc(O)c2c(O)c3c(cc2c1)CCCC3=O)NO

Standard InChI:  InChI=1S/C18H19NO7/c20-13-3-1-2-10-6-11-7-12(26-5-4-25-9-15(22)19-24)8-14(21)17(11)18(23)16(10)13/h6-8,21,23-24H,1-5,9H2,(H,19,22)

Standard InChI Key:  RSQHLULPGCYJNU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   19.0716  -28.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0704  -29.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7851  -29.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7833  -27.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4987  -28.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4994  -29.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2147  -29.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2090  -27.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9249  -28.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9266  -29.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6397  -29.4648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3556  -29.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3538  -28.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6362  -27.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6403  -30.2897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2184  -30.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7870  -30.3037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3570  -27.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6428  -28.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9282  -27.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2139  -28.2393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4994  -27.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7851  -28.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0706  -27.8272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7852  -29.0645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3563  -28.2398    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
  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
 23 25  2  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4746801

   ---

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: 361.35

Molecular Weight (Monoisotopic): 361.1162

AlogP: 1.67

#Rotatable Bonds: 6

Polar Surface Area: 125.32

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.76

CX Basic pKa: ┄

CX LogP: 1.78

CX LogD: 1.61

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.35

Np Likeness Score: 0.41

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