5,5'-((3-carboxy-5-methyl-4-oxocyclohexa-2,5-dienylidene)methylene)bis(2-hydroxy-3-methylbenzoic acid)

ID: ALA4784652

Cas Number: 2947-64-0

PubChem CID: 263071

Max Phase: Preclinical

Molecular Formula: C25H20O9

Molecular Weight: 464.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=CC(=C(c2cc(C)c(O)c(C(=O)O)c2)c2cc(C)c(O)c(C(=O)O)c2)C=C(C(=O)O)C1=O

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

Standard InChI Key:  HNIYZPOKRGNVEA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
    5.0421  -17.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0409  -18.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7490  -18.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4586  -18.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4558  -17.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7472  -17.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7447  -16.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4512  -16.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0358  -16.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0367  -15.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3286  -14.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6211  -15.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6262  -16.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3349  -16.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1582  -16.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8625  -16.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8643  -15.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1556  -14.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4450  -15.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5724  -14.8113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5718  -16.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5711  -17.2649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2798  -16.0397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7488  -19.7184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3315  -18.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6241  -18.4931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3309  -19.7195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9117  -14.8226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3266  -13.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0333  -13.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6179  -13.5928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9212  -16.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1559  -13.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1670  -18.8993    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
  3 24  1  0
 25 26  1  0
 25 27  2  0
  2 25  1  0
 12 28  1  0
 29 30  1  0
 29 31  2  0
 11 29  1  0
 13 32  1  0
 18 33  1  0
  4 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4784652

   Azochromol Geranol B

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: 3.45

#Rotatable Bonds: 5

Polar Surface Area: 169.43

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.31

CX Basic pKa: ┄

CX LogP: 5.48

CX LogD: -4.89

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.42

Np Likeness Score: 0.45

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