SID508043

ID: ALA1987085

Cas Number: 13379-22-1

PubChem CID: 376951

Max Phase: Preclinical

Molecular Formula: C10H6O5

Molecular Weight: 206.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C=C(O)C(=O)c2c(O)ccc(O)c21

Standard InChI:  InChI=1S/C10H6O5/c11-4-1-2-5(12)9-8(4)6(13)3-7(14)10(9)15/h1-3,11-12,14H

Standard InChI Key:  ZFXYVCPRQYVJDR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   -4.5256   -1.8235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5256    1.4765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0967   -1.8235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0967    1.4765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9546   -0.9985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8112   -0.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8112    0.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5256   -0.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5256    0.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0967   -0.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0967    0.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2401   -0.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2401    0.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3822   -0.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3822    0.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0
  2  9  2  0
  3 10  1  0
  4 11  1  0
  5 12  1  0
  6  7  2  0
  6  8  1  0
  6 10  1  0
  7  9  1  0
  7 11  1  0
  8 12  1  0
  9 13  1  0
 10 14  2  0
 11 15  2  0
 12 13  2  0
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1987085

   Naphthopurpurin

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: 206.15

Molecular Weight (Monoisotopic): 206.0215

AlogP: 0.92

#Rotatable Bonds: ┄

Polar Surface Area: 94.83

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.83

CX Basic pKa: ┄

CX LogP: 1.67

CX LogD: -0.87

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.55

Np Likeness Score: 1.75

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