5,5'-diallyl-3-(piperidin-1-yl(2,3,4-trimethoxyphenyl)methyl)biphenyl-2,2'-diol

ID: ALA4776806

PubChem CID: 162642925

Max Phase: Preclinical

Molecular Formula: C33H39NO5

Molecular Weight: 529.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCc1ccc(O)c(-c2cc(CC=C)cc(C(c3ccc(OC)c(OC)c3OC)N3CCCCC3)c2O)c1

Standard InChI:  InChI=1S/C33H39NO5/c1-6-11-22-13-15-28(35)25(19-22)26-20-23(12-7-2)21-27(31(26)36)30(34-17-9-8-10-18-34)24-14-16-29(37-3)33(39-5)32(24)38-4/h6-7,13-16,19-21,30,35-36H,1-2,8-12,17-18H2,3-5H3

Standard InChI Key:  QAQMOXWXTPXYRU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 39 42  0  0  0  0  0  0  0  0999 V2000
   32.5076  -23.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7692  -23.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7091  -24.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3866  -25.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1261  -24.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1825  -24.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8012  -25.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7430  -26.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4197  -26.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1551  -26.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2096  -25.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5320  -24.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5865  -24.1734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9172  -23.7201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3625  -27.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6280  -27.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5708  -28.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9733  -25.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2976  -24.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5617  -25.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9427  -25.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6219  -25.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5626  -26.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2410  -26.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9751  -26.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0267  -25.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3475  -25.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9966  -24.2654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7318  -23.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7874  -23.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1103  -22.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3754  -22.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3177  -23.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8283  -26.7103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1867  -27.6215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6549  -26.8986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3876  -26.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8657  -28.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7716  -27.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
 12 13  1  0
  6 14  1  0
  9 15  1  0
 15 16  1  0
 16 17  2  0
  3 18  1  0
 18 19  1  0
 19 20  2  0
 11 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 21 28  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 23 34  1  0
 24 35  1  0
 25 36  1  0
 36 37  1  0
 35 38  1  0
 34 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776806

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 529.68

Molecular Weight (Monoisotopic): 529.2828

AlogP: 6.82

#Rotatable Bonds: 11

Polar Surface Area: 71.39

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.68

CX Basic pKa: 9.21

CX LogP: 6.17

CX LogD: 5.90

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.27

Np Likeness Score: 0.40

References

1. Xu T,Zheng Z,Guo Y,Bai LP.  (2020)  Semisynthesis of novel magnolol-based Mannich base derivatives that suppress cancer cells via inducing autophagy.,  205  [PMID:32791403] [10.1016/j.ejmech.2020.112663]

Source

Source(1):

• Scientific Literature