3,3'-(4,4'-diphenyl)bissydnonyl methane

ID: ALA2282171

PubChem CID: 14063117

Max Phase: Preclinical

Molecular Formula: C17H12N4O4

Molecular Weight: 336.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [O-]c1c[n+](-c2ccc(Cc3ccc(-[n+]4cc([O-])on4)cc3)cc2)no1

Standard InChI:  InChI=1S/C17H12N4O4/c22-16-10-20(18-24-16)14-5-1-12(2-6-14)9-13-3-7-15(8-4-13)21-11-17(23)25-19-21/h1-8,10-11H,9H2

Standard InChI Key:  QYJGTRJOHAQJJS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   27.5437  -15.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5426  -16.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2506  -16.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9603  -16.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9574  -15.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2488  -15.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6655  -15.0038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4133  -15.3333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9578  -14.7240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5465  -14.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7479  -14.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8345  -16.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8761  -13.2700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1271  -16.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1323  -15.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4258  -15.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7168  -15.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7187  -16.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4259  -16.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0082  -15.0082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9223  -14.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1229  -14.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7146  -14.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2618  -15.3410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7901  -13.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  5  7  1  0
  2 12  1  0
 10 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 20  2  0
 17 20  1  0
 22 25  1  0
M  CHG  4   7   1  13  -1  20   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2282171

   3-[4-[[4-(5-Oxidooxadiazol-3-ium-3-yl)phenyl]methyl]phenyl]oxadiazol-3-ium-5-olate

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: 336.31

Molecular Weight (Monoisotopic): 336.0859

AlogP: -0.05

#Rotatable Bonds: 4

Polar Surface Area: 105.94

Molecular Species: ACID

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.53

CX Basic pKa: ┄

CX LogP: 3.38

CX LogD: 3.43

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.48

Np Likeness Score: -0.18

References

1. Asundaria ST, Pannecouque C, De Clercq E, Supuran CT, Patel KC.  (2013)  Synthesis of novel biologically active methylene derivatives of sydnones,  22  (12): [10.1007/s00044-013-0567-7]

Source

Source(1):

• Scientific Literature