(R)-2-Amino-N-(1-((5,5'-diallyl-2,2'-dihydroxy-[1,1'-biphenyl]-3-yl)methyl)piperidin-4-yl)-3-hydroxypropanamide

ID: ALA4776533

PubChem CID: 162643454

Max Phase: Preclinical

Molecular Formula: C27H35N3O4

Molecular Weight: 465.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCc1ccc(O)c(-c2cc(CC=C)cc(CN3CCC(NC(=O)[C@H](N)CO)CC3)c2O)c1

Standard InChI:  InChI=1S/C27H35N3O4/c1-3-5-18-7-8-25(32)22(14-18)23-15-19(6-4-2)13-20(26(23)33)16-30-11-9-21(10-12-30)29-27(34)24(28)17-31/h3-4,7-8,13-15,21,24,31-33H,1-2,5-6,9-12,16-17,28H2,(H,29,34)/t24-/m1/s1

Standard InChI Key:  UXEPNRBQRBKOIO-XMMPIXPASA-N

Molfile:  

 
     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
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   16.5600  -27.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2681  -28.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9777  -27.9556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9749  -27.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2663  -26.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6825  -28.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6825  -29.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3900  -29.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0981  -29.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0941  -28.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3861  -27.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6822  -26.7195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9741  -29.5881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8520  -28.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1446  -27.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.5095  -28.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2152  -27.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2638  -25.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5549  -25.5040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5551  -24.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8502  -24.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1413  -24.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1418  -25.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8512  -25.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4322  -24.2748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7245  -24.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0168  -24.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7246  -25.5006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0167  -23.4577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3091  -24.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6014  -24.2750    0.0000 O   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
  4  7  1  0
  5 13  1  0
  8 14  1  0
  2 15  1  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  1  1
 30 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776533

   ---

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: 465.59

Molecular Weight (Monoisotopic): 465.2628

AlogP: 2.62

#Rotatable Bonds: 10

Polar Surface Area: 119.05

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.45

CX Basic pKa: 8.10

CX LogP: 1.57

CX LogD: 0.65

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: 0.27

References

1. Zhao M,Zheng YH,Zhao QY,Zheng W,Yang JH,Pei HY,Liu L,Liu KJ,Xue LL,Deng DX,Wang L,Ma X,Fu SH,Peng AH,Tang MH,Luo YZ,Ye HY,Chen LJ.  (2021)  Synthesis and evaluation of new compounds bearing 3-(4-aminopiperidin-1-yl)methyl magnolol scaffold as anticancer agents for the treatment of non-small cell lung cancer via targeting autophagy.,  209  [PMID:33069436] [10.1016/j.ejmech.2020.112922]

Source

Source(1):

• Scientific Literature