SID24814700

ID: ALA1322375

PubChem CID: 6477637

Max Phase: Preclinical

Molecular Formula: C21H20O5

Molecular Weight: 352.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2/CC/C(=C/c3ccc(O)c(OC)c3)C2=O)ccc1O

Standard InChI:  InChI=1S/C21H20O5/c1-25-19-11-13(3-7-17(19)22)9-15-5-6-16(21(15)24)10-14-4-8-18(23)20(12-14)26-2/h3-4,7-12,22-23H,5-6H2,1-2H3/b15-9-,16-10-

Standard InChI Key:  NZSRSKNDCCSSGY-VULZFCBJSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   -1.6692    0.3481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6923    3.8780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    0.3209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2634    3.0530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581   -1.0140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213    0.5780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7088   -0.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4538    0.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4068    1.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4034   -1.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213    1.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2238   -1.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7887    0.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5338   -0.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6923    3.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2473   -0.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4068    2.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -0.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9778    2.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2376   -1.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6923    1.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9184   -1.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9778    1.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -1.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9778    4.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9087    0.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0
  2 15  1  0
  2 25  1  0
  3 16  1  0
  3 26  1  0
  4 19  1  0
  5 20  1  0
  6  8  1  0
  6 11  2  0
  6 13  1  0
  7  8  1  0
  7 12  2  0
  7 14  1  0
  9 11  1  0
  9 17  1  0
  9 21  2  0
 10 12  1  0
 10 18  1  0
 10 22  2  0
 13 14  1  0
 15 17  2  0
 15 19  1  0
 16 18  2  0
 16 20  1  0
 19 23  2  0
 20 24  2  0
 21 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1322375

   (2Z,5Z)-2,5-bis[(4-hydroxy-3-methoxyphenyl)methylidene]cyclopentan-1-one

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: 352.39

Molecular Weight (Monoisotopic): 352.1311

AlogP: 3.94

#Rotatable Bonds: 4

Polar Surface Area: 75.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.18

CX Basic pKa: ┄

CX LogP: 4.23

CX LogD: 4.22

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.82

Np Likeness Score: 0.19

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays