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

ID: ALA4780465

PubChem CID: 162662992

Max Phase: Preclinical

Molecular Formula: C30H32BrNO2

Molecular Weight: 518.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCc1ccc(O)c(-c2cc(CC=C)cc(C(c3ccc(Br)cc3)N3CCCCC3)c2O)c1

Standard InChI:  InChI=1S/C30H32BrNO2/c1-3-8-21-10-15-28(33)25(18-21)26-19-22(9-4-2)20-27(30(26)34)29(32-16-6-5-7-17-32)23-11-13-24(31)14-12-23/h3-4,10-15,18-20,29,33-34H,1-2,5-9,16-17H2

Standard InChI Key:  ZHHHJDJJKPXVMA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.4032   -1.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6648   -1.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6048   -2.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2822   -3.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0217   -2.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0781   -1.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.6386   -4.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3153   -4.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0507   -4.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1052   -3.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4276   -2.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4822   -2.0845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8128   -1.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2581   -5.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5236   -5.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4664   -6.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8689   -3.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1932   -2.5991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4573   -2.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8383   -2.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5175   -3.4463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4583   -4.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1366   -4.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8707   -4.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9223   -3.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2431   -3.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8922   -2.1764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6274   -1.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6830   -1.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0059   -0.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2710   -0.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2133   -1.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5505   -4.8097    0.0000 Br  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
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  5  7  1  0
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  6 14  1  0
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  3 18  1  0
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 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
 25 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780465

   ---

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: 518.50

Molecular Weight (Monoisotopic): 517.1616

AlogP: 7.56

#Rotatable Bonds: 8

Polar Surface Area: 43.70

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.65

CX Basic pKa: 8.97

CX LogP: 7.58

CX LogD: 7.32

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: 0.14

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