dimethyl 5,5'-((3-(methoxycarbonyl)-4-oxocyclohexa-2,5-dienylidene)methylene)bis(2-hydroxybenzoate)

ID: ALA4748507

PubChem CID: 162649919

Max Phase: Preclinical

Molecular Formula: C25H20O9

Molecular Weight: 464.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)C1=CC(=C(c2ccc(O)c(C(=O)OC)c2)c2ccc(O)c(C(=O)OC)c2)C=CC1=O

Standard InChI:  InChI=1S/C25H20O9/c1-32-23(29)16-10-13(4-7-19(16)26)22(14-5-8-20(27)17(11-14)24(30)33-2)15-6-9-21(28)18(12-15)25(31)34-3/h4-12,26-27H,1-3H3

Standard InChI Key:  CYRIGOBMMMZLRP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
    5.7189   -6.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7178   -7.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4258   -7.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1355   -7.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1327   -6.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4240   -6.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4216   -5.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1281   -4.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7127   -4.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7136   -4.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0055   -3.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2980   -4.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3031   -4.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0118   -5.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8350   -5.2428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5394   -4.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5412   -4.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8324   -3.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1219   -4.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2492   -3.6100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2486   -5.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2480   -6.0636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9567   -4.8384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9554   -6.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4256   -8.5171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0084   -7.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3010   -7.2918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0077   -8.5182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5930   -7.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5885   -3.6213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0035   -2.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7101   -2.3880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2947   -2.3915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7081   -1.5708    0.0000 C   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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  8 15  1  0
  8 19  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 17 20  2  0
 21 22  1  0
 21 23  2  0
 16 21  1  0
 22 24  1  0
  3 25  1  0
 26 27  1  0
 26 28  2  0
  2 26  1  0
 27 29  1  0
 12 30  1  0
 31 32  1  0
 31 33  2  0
 11 31  1  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4748507

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 464.43

Molecular Weight (Monoisotopic): 464.1107

AlogP: 2.71

#Rotatable Bonds: 5

Polar Surface Area: 136.43

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.85

CX Basic pKa: ┄

CX LogP: 5.13

CX LogD: 5.11

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: 0.37

References

1. Hu Y,Wang L,Han X,Zhou Y,Zhang T,Wang L,Hong T,Zhang W,Guo XX,Sun J,Qi Y,Yu J,Liu H,Wu F.  (2019)  Discovery of a Bioactive Inhibitor with a New Scaffold for Cystathionine γ-Lyase.,  62  (3): [PMID:30562026] [10.1021/acs.jmedchem.8b01720]

Source

Source(1):

• Scientific Literature