(S)-2-(3,5-dichlorophenyl)-2-(((2S,3S)-1-methyl-2-phenylpiperidin-3-yl)oxy)ethan-1-ol

ID: ALA4850596

PubChem CID: 164616149

Max Phase: Preclinical

Molecular Formula: C20H23Cl2NO2

Molecular Weight: 380.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCC[C@H](O[C@H](CO)c2cc(Cl)cc(Cl)c2)[C@@H]1c1ccccc1

Standard InChI:  InChI=1S/C20H23Cl2NO2/c1-23-9-5-8-18(20(23)14-6-3-2-4-7-14)25-19(13-24)15-10-16(21)12-17(22)11-15/h2-4,6-7,10-12,18-20,24H,5,8-9,13H2,1H3/t18-,19+,20-/m0/s1

Standard InChI Key:  JARBLBKXVWYQTM-ZCNNSNEGSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   38.0819  -18.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0819  -19.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7872  -19.8850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4925  -19.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4925  -18.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7872  -18.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2014  -18.2568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.1996  -19.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1953  -20.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9015  -21.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6108  -20.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6094  -19.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9025  -19.4820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2038  -17.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9127  -17.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6190  -17.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3274  -17.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3302  -16.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6188  -15.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9132  -16.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6183  -14.9946    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   43.0337  -17.4514    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.7872  -20.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4973  -17.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4997  -16.2118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  6
  4  8  1  6
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  7 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 19 21  1  0
 17 22  1  0
  3 23  1  0
 14 24  1  6
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4850596

   ---

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: 380.32

Molecular Weight (Monoisotopic): 379.1106

AlogP: 4.88

#Rotatable Bonds: 5

Polar Surface Area: 32.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.46

CX LogP: 4.70

CX LogD: 3.60

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.80

Np Likeness Score: 0.10

References

1. Hanisak J, Soriano A, Adam GC, Basso A, Bauman D, Bell D, Frank E, O'Donnell G, Tawa P, Verras A, Yu Y, Zhang L, Seganish WM..  (2021)  Discovery of the First Non-cGMP Mimetic Small Molecule Activators of cGMP-Dependent Protein Kinase 1 α (PKG1α).,  12  (8.0): [PMID:34413956] [10.1021/acsmedchemlett.1c00264]

Source

Source(1):

• Scientific Literature