sodium-(E)-5,5'-(((Diazene-1,2-diylbis(4,1-phenylene))bis-(methylene))bis(oxy))bis(4-oxo-4H-chromene-2-carboxylate)

ID: ALA2386598

PubChem CID: 71682155

Max Phase: Preclinical

Molecular Formula: C34H20N2Na2O10

Molecular Weight: 618.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C([O-])c1cc(=O)c2c(OCc3ccc(/N=N/c4ccc(COc5cccc6oc(C(=O)[O-])cc(=O)c56)cc4)cc3)cccc2o1.[Na+].[Na+]

Standard InChI:  InChI=1S/C34H22N2O10.2Na/c37-23-15-29(33(39)40)45-27-5-1-3-25(31(23)27)43-17-19-7-11-21(12-8-19)35-36-22-13-9-20(10-14-22)18-44-26-4-2-6-28-32(26)24(38)16-30(46-28)34(41)42;;/h1-16H,17-18H2,(H,39,40)(H,41,42);;/q;2*+1/p-2/b36-35+;;

Standard InChI Key:  ULGPTBYSRMLAEZ-APVPWGIASA-L

Molfile:  

     RDKit          2D

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   21.8541   -8.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7682  -16.6770    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  7  1  0
  6  2  1  0
  6  7  2  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
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  9 13  1  0
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 39 33  1  0
 45 16  1  0
M  CHG  4   1   1  14  -1  30  -1  48   1
M  END

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: 618.55

Molecular Weight (Monoisotopic): 618.1274

AlogP: 6.87

#Rotatable Bonds: 10

Polar Surface Area: 178.20

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.57

CX Basic pKa: 0.31

CX LogP: 5.84

CX LogD: -0.89

Aromatic Rings: 6

Heavy Atoms: 46

QED Weighted: 0.15

Np Likeness Score: -0.06

References

1. Velema WA, van der Toorn M, Szymanski W, Feringa BL..  (2013)  Design, synthesis, and inhibitory activity of potent, photoswitchable mast cell activation inhibitors.,  56  (11): [PMID:23617679] [10.1021/jm400115k]

2. Velema WA, van der Toorn M, Szymanski W, Feringa BL..  (2013)  Design, synthesis, and inhibitory activity of potent, photoswitchable mast cell activation inhibitors.,  56  (11): [PMID:23617679] [10.1021/jm400115k]

Source

Source(1):

• Scientific Literature