US9187397, 9a

ID: ALA3929895

PubChem CID: 15941760

Max Phase: Preclinical

Molecular Formula: C28H26O6

Molecular Weight: 458.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)/C(Cc2ccccc2)=C(O)/C=C/c2ccc(O)c(OC)c2)ccc1O

Standard InChI:  InChI=1S/C28H26O6/c1-33-27-17-20(10-14-25(27)31)8-12-23(29)22(16-19-6-4-3-5-7-19)24(30)13-9-21-11-15-26(32)28(18-21)34-2/h3-15,17-18,29,31-32H,16H2,1-2H3/b12-8+,13-9+,23-22-

Standard InChI Key:  RJYZAPXSNAXKPO-BTABOOAISA-N

Molfile:  

     RDKit          2D

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   -5.2210   11.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.8190   11.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8603   12.5849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.1094    9.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1036    8.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5122    9.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688    5.8520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 26 29  2  0
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  5 31  2  0
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 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3929895

   (1E,4Z,6E)-4-benzyl-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-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: 458.51

Molecular Weight (Monoisotopic): 458.1729

AlogP: 5.47

#Rotatable Bonds: 9

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.84

CX Basic pKa: ┄

CX LogP: 5.73

CX LogD: 5.72

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: 0.21

References

1.  (2015)  Therapeutic curcumin derivatives, 

Source

Source(1):

• BindingDB Database