SID57269290

ID: ALA1718361

PubChem CID: 1977240

Max Phase: Preclinical

Molecular Formula: C21H13NO5

Molecular Weight: 359.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1OC(c2ccccc2)=C/C1=C\c1ccc(-c2ccc([N+](=O)[O-])cc2)o1

Standard InChI:  InChI=1S/C21H13NO5/c23-21-16(13-20(27-21)14-4-2-1-3-5-14)12-18-10-11-19(26-18)15-6-8-17(9-7-15)22(24)25/h1-13H/b16-12+

Standard InChI Key:  SMZUTULIDFQMRT-FOWTUZBSSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   -0.8264   -1.2570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5813    2.2763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5461   -0.7301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5343    6.4737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9632    6.4737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2488    6.0612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6869    0.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801   -0.9214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2744   -0.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8363    1.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2488    2.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4939   -0.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3514    0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2488    3.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -1.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6613    1.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9162    2.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9632    3.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5343    3.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2488    5.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -2.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0091   -0.9214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9632    4.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5343    4.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0091   -2.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7235   -1.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7235   -2.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  3  9  2  0
  4  6  1  0
  5  6  2  0
  6 20  1  0
  7  9  1  0
  7 12  1  0
  7 13  2  0
  8 12  2  0
  8 15  1  0
 10 13  1  0
 10 16  2  0
 11 14  1  0
 11 17  2  0
 14 18  2  0
 14 19  1  0
 15 21  2  0
 15 22  1  0
 16 17  1  0
 18 23  1  0
 19 24  2  0
 20 23  2  0
 20 24  1  0
 21 25  1  0
 22 26  2  0
 25 27  2  0
 26 27  1  0
M  CHG  2   4  -1   6   1
M  END

Alternative Forms

1. Parent:

   

   ALA1718361

   (3E)-3-[[5-(4-nitrophenyl)furan-2-yl]methylidene]-5-phenylfuran-2-one

Molecule Features

Natural Product: No

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: 359.34

Molecular Weight (Monoisotopic): 359.0794

AlogP: 4.84

#Rotatable Bonds: 4

Polar Surface Area: 82.58

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.46

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.29

Np Likeness Score: -0.65

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays