1-(3,5-dihydroxy-4-methylphenyl)-2-(2-hydroxyphenyl)ethane

ID: ALA464291

PubChem CID: 5324629

Max Phase: Preclinical

Molecular Formula: C15H16O3

Molecular Weight: 244.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(O)cc(CCc2ccccc2O)cc1O

Standard InChI:  InChI=1S/C15H16O3/c1-10-14(17)8-11(9-15(10)18)6-7-12-4-2-3-5-13(12)16/h2-5,8-9,16-18H,6-7H2,1H3

Standard InChI Key:  CDXBTBHBQAGTSP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   10.3777   -4.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3766   -4.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0914   -5.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8078   -4.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8050   -4.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0896   -3.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5179   -3.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2339   -4.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9468   -3.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6612   -4.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3737   -3.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3710   -2.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6500   -2.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9405   -2.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6439   -1.6723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0895   -4.1430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0834   -2.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0871   -2.9205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  4  5  1  0
  9 10  2  0
  2  3  1  0
 10 11  1  0
  5  6  2  0
 11 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
 14  9  1  0
  5  7  1  0
 13 15  1  0
  3  4  2  0
 11 16  1  0
  7  8  1  0
 12 17  1  0
  6 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA464291

   STILBOSTEMIN C

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: 244.29

Molecular Weight (Monoisotopic): 244.1099

AlogP: 2.90

#Rotatable Bonds: 3

Polar Surface Area: 60.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.64

CX Basic pKa: ┄

CX LogP: 4.11

CX LogD: 4.11

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.78

Np Likeness Score: 0.68

References

1. Pacher T, Seger C, Engelmeier D, Vajrodaya S, Hofer O, Greger H..  (2002)  Antifungal stilbenoids from Stemona collinsae.,  65  (6): [PMID:12088422] [10.1021/np0105073]

Source

Source(1):

• Scientific Literature