((3R,4S)-1-ethyl-4-hydroxy-4-(4-(p-tolyloxy)phenyl)piperidin-3-yl)(4-(p-tolyloxy)phenyl)methanone vHydrochloride

ID: ALA5288524

Max Phase: Preclinical

Molecular Formula: C34H36ClNO4

Molecular Weight: 521.66

Names and Identifiers

Canonical SMILES:  CCN1CC[C@@](O)(c2ccc(Oc3ccc(C)cc3)cc2)[C@H](C(=O)c2ccc(Oc3ccc(C)cc3)cc2)C1.Cl

Standard InChI:  InChI=1S/C34H35NO4.ClH/c1-4-35-22-21-34(37,27-11-19-31(20-12-27)39-29-15-7-25(3)8-16-29)32(23-35)33(36)26-9-17-30(18-10-26)38-28-13-5-24(2)6-14-28;/h5-20,32,37H,4,21-23H2,1-3H3;1H/t32-,34+;/m0./s1

Standard InChI Key:  AXYVGEITWULTOE-HGQBGHRSSA-N

Molfile:  

     RDKit          2D

 40 43  0  0  0  0  0  0  0  0999 V2000
    4.1681   -0.4461    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    0.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288   -0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143   -1.0302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143   -1.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -2.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    1.4443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    1.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    1.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1413    2.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557    1.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8573    1.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1459    0.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700    2.2673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2843    1.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987    2.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7104    1.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7104    1.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0005    0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2843    1.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -0.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1413   -1.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8558   -0.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573    0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459    0.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5700   -1.0279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2843   -0.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9987   -1.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7104   -0.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7104    0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005    0.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2843    0.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    1.4443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4246    0.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4246    0.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  7  6  1  0
  2  7  1  0
  6  8  1  0
  8  9  1  0
  3 10  1  1
  3 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
 14 17  1  0
 17 18  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
  2 24  1  1
 24 25  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 29 28  1  0
 30 29  2  0
 25 30  1  0
 28 31  1  0
 31 32  1  0
 33 32  2  0
 34 33  1  0
 35 34  2  0
 36 35  1  0
 37 36  2  0
 32 37  1  0
 24 38  2  0
 21 39  1  0
 35 40  1  0
M  END

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: 521.66

Molecular Weight (Monoisotopic): 521.2566

AlogP: 7.30

#Rotatable Bonds: 8

Polar Surface Area: 59.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.59

CX Basic pKa: 7.89

CX LogP: 6.90

CX LogD: 6.29

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.25

Np Likeness Score: -0.20

References

1. Goel P, Alam O, Naim MJ, Nawaz F, Iqbal M, Alam MI..  (2018)  Recent advancement of piperidine moiety in treatment of cancer- A review.,  157  [PMID:30114660] [10.1016/j.ejmech.2018.08.017]

Source

Source(1):

• Scientific Literature