2-(((2S,3S)-3-((3,5-dichlorobenzyl)oxy)-2-phenylpiperidin-1-yl)methyl)thiazole

ID: ALA4863691

PubChem CID: 164620857

Max Phase: Preclinical

Molecular Formula: C22H22Cl2N2OS

Molecular Weight: 433.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1cc(Cl)cc(CO[C@H]2CCCN(Cc3nccs3)[C@H]2c2ccccc2)c1

Standard InChI:  InChI=1S/C22H22Cl2N2OS/c23-18-11-16(12-19(24)13-18)15-27-20-7-4-9-26(14-21-25-8-10-28-21)22(20)17-5-2-1-3-6-17/h1-3,5-6,8,10-13,20,22H,4,7,9,14-15H2/t20-,22-/m0/s1

Standard InChI Key:  YTFMPDGYUAFSIA-UNMCSNQZSA-N

Molfile:  

 
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   25.2210   -6.2693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9263   -5.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9263   -5.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.6352   -4.6411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   27.3363   -5.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6376   -3.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.0528   -3.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7612   -3.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.3470   -2.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0521   -1.3789    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.4675   -3.8357    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.2210   -7.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5133   -7.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.6243   -8.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4236   -8.3108    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4863691

   ---

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: 433.40

Molecular Weight (Monoisotopic): 432.0830

AlogP: 6.37

#Rotatable Bonds: 6

Polar Surface Area: 25.36

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.73

CX LogP: 5.78

CX LogD: 5.70

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: -1.07

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