SID508506

ID: ALA1984396

Cas Number: 14918-66-2

PubChem CID: 377431

Max Phase: Preclinical

Molecular Formula: C11H8O5

Molecular Weight: 220.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)c2c(O)ccc(O)c2C1=O

Standard InChI:  InChI=1S/C11H8O5/c1-16-8-4-7(14)9-5(12)2-3-6(13)10(9)11(8)15/h2-4,12-13H,1H3

Standard InChI Key:  PMJJQZXJIRDYGM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    1.4624    0.0445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8913   -0.7805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8913    2.5195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203   -0.7805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203    2.5195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6058    0.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6058    1.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8913    0.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8913    1.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1768    0.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203    0.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203    1.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1768    1.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0347    0.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0347    1.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4624   -0.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  1 16  1  0
  2  8  2  0
  3  9  2  0
  4 11  1  0
  5 12  1  0
  6  7  2  0
  6  8  1  0
  6 11  1  0
  7  9  1  0
  7 12  1  0
  8 10  1  0
  9 13  1  0
 10 13  2  0
 11 14  2  0
 12 15  2  0
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1984396

   5,8-Dihydroxy-2-methoxynaphthalene-1,4-dione

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: 220.18

Molecular Weight (Monoisotopic): 220.0372

AlogP: 1.01

#Rotatable Bonds: 1

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.38

CX Basic pKa: ┄

CX LogP: 1.78

CX LogD: 1.74

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.69

Np Likeness Score: 1.96

References

1. PubChem BioAssay data set, 

2. Pelageev DN, Dyshlovoy SA, Pokhilo ND, Denisenko VA, Borisova KL, Keller-von Amsberg G, Bokemeyer C, Fedorov SN, Honecker F, Anufriev VP..  (2014)  Quinone-carbohydrate nonglucoside conjugates as a new type of cytotoxic agents: synthesis and determination of in vitro activity.,  77  [PMID:24631733] [10.1016/j.ejmech.2014.03.006]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays