(+)-Linderatin

ID: ALA458843

PubChem CID: 14078584

Max Phase: Preclinical

Molecular Formula: C25H30O4

Molecular Weight: 394.51

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+)-Linderatin | (+)-Linderatin|CHEMBL458843|SCHEMBL11294450|LMPK12120502

Canonical SMILES:  CC1=C[C@H](c2c(O)cc(O)c(C(=O)CCc3ccccc3)c2O)[C@@H](C(C)C)CC1

Standard InChI:  InChI=1S/C25H30O4/c1-15(2)18-11-9-16(3)13-19(18)23-21(27)14-22(28)24(25(23)29)20(26)12-10-17-7-5-4-6-8-17/h4-8,13-15,18-19,27-29H,9-12H2,1-3H3/t18-,19+/m1/s1

Standard InChI Key:  GHISAUFWVUOBIR-MOPGFXCFSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    9.8027   -8.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8016   -9.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5164   -9.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2328   -9.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2300   -8.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5146   -7.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5145   -6.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2295   -6.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2291   -5.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5152   -5.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8001   -5.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7989   -6.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0882   -7.7793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5162  -10.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9429   -7.7728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9480   -9.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9492  -10.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6618   -9.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3769   -9.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0907   -9.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8045   -9.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5179   -9.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5170   -8.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7969   -7.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0865   -8.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9443   -6.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0858   -5.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6585   -6.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6542   -7.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3 14  1  0
  1  2  2  0
  5 15  1  0
  3  4  2  0
  4 16  1  0
 16 17  2  0
  4  5  1  0
 16 18  1  0
  2  3  1  0
 18 19  1  0
  5  6  2  0
 19 20  1  0
  7 12  1  0
 20 21  2  0
  8  9  1  0
 21 22  1  0
  9 10  1  0
 22 23  2  0
 10 11  1  0
 23 24  1  0
 11 12  2  0
 24 25  2  0
 25 20  1  0
  7  6  1  1
  8 26  1  6
  6  1  1  0
 11 27  1  0
  1 13  1  0
 26 28  1  0
  7  8  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA458843

   (+)-Linderatin

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: 394.51

Molecular Weight (Monoisotopic): 394.2144

AlogP: 5.71

#Rotatable Bonds: 6

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.76

CX Basic pKa: ┄

CX LogP: 7.21

CX LogD: 7.06

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: 1.75

References

1. Benosman A, Oger J, Richomme P, Bruneton J, Roussakis C, Ito K, Ichino K, Hamid A. Hadi A.  (1997)  New Terpenylated Dihydrochalcone Derivatives Isolated from Mitrella kentii ,  60  (9): [10.1021/np9700331]

Source

Source(1):

• Scientific Literature