SID47203196

ID: ALA1604976

PubChem CID: 3105283

Max Phase: Preclinical

Molecular Formula: C24H26O10

Molecular Weight: 474.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CC(C(=O)O)c1ccc(OCCCCOc2ccc(C(CC(=O)O)C(=O)O)cc2)cc1

Standard InChI:  InChI=1S/C24H26O10/c25-21(26)13-19(23(29)30)15-3-7-17(8-4-15)33-11-1-2-12-34-18-9-5-16(6-10-18)20(24(31)32)14-22(27)28/h3-10,19-20H,1-2,11-14H2,(H,25,26)(H,27,28)(H,29,30)(H,31,32)

Standard InChI Key:  BECUWYXLSJSOBH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 35  0  0  0  0  0  0  0  0999 V2000
   -5.0034    0.8206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4310    0.4081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2902   -0.8294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558    2.0581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5757    0.4081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    0.8206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5757   -2.8919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    4.1206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2902   -1.6544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558    2.8831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1468   -0.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124    1.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8612   -0.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4269    2.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1468    0.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124    0.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4323   -0.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0021    2.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7178    0.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7165    0.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5757   -0.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    1.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8612   -1.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4269    2.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4323    0.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0021    0.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7178   -0.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7165    1.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5757   -2.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    3.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2889    0.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1455    0.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5744    0.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8599    0.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0
  1 31  1  0
  2 20  1  0
  2 32  1  0
  3 21  2  0
  4 22  2  0
  5 21  1  0
  6 22  1  0
  7 29  2  0
  8 30  2  0
  9 29  1  0
 10 30  1  0
 11 13  1  0
 11 15  2  0
 11 17  1  0
 12 14  1  0
 12 16  2  0
 12 18  1  0
 13 21  1  0
 13 23  1  0
 14 22  1  0
 14 24  1  0
 15 25  1  0
 16 26  1  0
 17 27  2  0
 18 28  2  0
 19 25  2  0
 19 27  1  0
 20 26  2  0
 20 28  1  0
 23 29  1  0
 24 30  1  0
 31 33  1  0
 32 34  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1604976

   2-(4-{4-[4-(1,2-Dicarboxy-ethyl)-phenoxy]-butoxy}-phenyl)-succinic acid

Molecule Features

Natural Product: Yes

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: 474.46

Molecular Weight (Monoisotopic): 474.1526

AlogP: 3.21

#Rotatable Bonds: 15

Polar Surface Area: 167.66

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.50

CX Basic pKa: ┄

CX LogP: 2.65

CX LogD: -8.10

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.28

Np Likeness Score: -0.09

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays