Artoristilbene

ID: ALA1096732

Max Phase: Preclinical

Molecular Formula: C19H16O4

Molecular Weight: 308.33

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Artoristilbene

Canonical SMILES:  CC1(C)C=Cc2cc3c(cc2O1)Oc1cc(O)ccc1C(O)=C3

Standard InChI:  InChI=1S/C19H16O4/c1-19(2)6-5-11-7-12-8-15(21)14-4-3-13(20)9-18(14)22-16(12)10-17(11)23-19/h3-10,20-21H,1-2H3

Standard InChI Key:  TXULNQUFMRLPMY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -3.0027  -12.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1950  -11.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2001  -13.8530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5509  -12.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5538  -13.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8401  -13.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8383  -12.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1239  -12.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244  -13.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903  -13.7480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3059  -13.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3024  -12.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5872  -12.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1264  -13.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7302  -14.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0066  -13.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3611  -12.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1835  -12.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6524  -13.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2929  -14.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4716  -14.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7558  -14.9621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5132  -11.5380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
 10 11  1  0
  4  5  2  0
 11 12  1  0
  2  4  1  0
 12 13  2  0
 13  8  1  0
  5  6  1  0
 11 14  1  0
  6  9  2  0
 11 15  1  0
 17  1  1  0
  8  7  2  0
 16 17  2  0
  7  4  1  0
 17 18  1  0
 16  3  1  0
 18 19  2  0
  3  5  1  0
 19 20  1  0
  8  9  1  0
 20 21  2  0
 21 16  1  0
 20 22  1  0
  9 10  1  0
  1 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096732

   ARTORISTILBENE

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: 308.33

Molecular Weight (Monoisotopic): 308.1049

AlogP: 4.74

#Rotatable Bonds: ┄

Polar Surface Area: 58.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.49

CX Basic pKa: ┄

CX LogP: 3.68

CX LogD: 3.65

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.74

Np Likeness Score: 2.14

References

1. Ren Y, Kardono LB, Riswan S, Chai H, Farnsworth NR, Soejarto DD, Carcache de Blanco EJ, Kinghorn AD..  (2010)  Cytotoxic and NF-kappaB inhibitory constituents of Artocarpus rigida.,  73  (5): [PMID:20384315] [10.1021/np1002065]

Source

Source(1):

• Scientific Literature