3',5-diallyl-3,5'-bis((dipropylamino)methyl)biphenyl-2,4'-diol

ID: ALA5285651

Max Phase: Preclinical

Molecular Formula: C32H48N2O2

Molecular Weight: 492.75

Names and Identifiers

Canonical SMILES:  C=CCc1cc(CN(CCC)CCC)c(O)c(-c2cc(CC=C)c(O)c(CN(CCC)CCC)c2)c1

Standard InChI:  InChI=1S/C32H48N2O2/c1-7-13-25-19-28(23-33(15-9-3)16-10-4)32(36)30(20-25)27-21-26(14-8-2)31(35)29(22-27)24-34(17-11-5)18-12-6/h7-8,19-22,35-36H,1-2,9-18,23-24H2,3-6H3

Standard InChI Key:  OWDLIFLSCUGSEX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 37  0  0  0  0  0  0  0  0999 V2000
   -0.7133   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0011   -0.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0030   -2.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7133   -1.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0030   -3.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176   -3.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176   -4.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4280    0.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408    0.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557    0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -0.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5719   -1.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2864   -0.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0011   -1.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5703    0.6173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408    1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555    1.8553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555    2.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408    3.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0011    0.2061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1426   -1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8572   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8572    0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408    3.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719    0.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1426   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -3.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5699    1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2843    1.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9989    1.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
 10  3  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 13 19  1  0
 12 20  1  0
 20 21  1  0
 22 23  1  0
  2 24  1  0
  1 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 23 29  1  0
 28 30  1  0
 26 31  1  0
 31 32  1  0
 32 33  1  0
 22 21  1  0
 21 34  1  0
 34 35  1  0
 35 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285651

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 492.75

Molecular Weight (Monoisotopic): 492.3716

AlogP: 7.47

#Rotatable Bonds: 17

Polar Surface Area: 46.94

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.20

CX Basic pKa: 11.41

CX LogP: 5.83

CX LogD: 5.09

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.22

Np Likeness Score: 0.15

References

1. Chu J, Yang R, Cheng W, Cui L, Pan H, Liu J, Guo Y..  (2022)  Semisynthesis, biological activities, and mechanism studies of Mannich base analogues of magnolol/honokiol as potential α-glucosidase inhibitors.,  75  [PMID:36327695] [10.1016/j.bmc.2022.117070]

Source

Source(1):

• Scientific Literature