(2S,3S)-1-((1H-Imidazol-2-yl)methyl)-3-((3,5-dichlorobenzyl)oxy)-2-phenylpiperidine

ID: ALA4845907

PubChem CID: 53958926

Max Phase: Preclinical

Molecular Formula: C22H23Cl2N3O

Molecular Weight: 416.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1cc(Cl)cc(CO[C@H]2CCCN(Cc3ncc[nH]3)[C@H]2c2ccccc2)c1

Standard InChI:  InChI=1S/C22H23Cl2N3O/c23-18-11-16(12-19(24)13-18)15-28-20-7-4-10-27(14-21-25-8-9-26-21)22(20)17-5-2-1-3-6-17/h1-3,5-6,8-9,11-13,20,22H,4,7,10,14-15H2,(H,25,26)/t20-,22-/m0/s1

Standard InChI Key:  JJOUUOIKXGQEOY-UNMCSNQZSA-N

Molfile:  

 
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    4.9481   -6.6366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6533   -6.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6533   -5.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481   -5.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3623   -5.0084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3605   -6.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3561   -7.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0634   -6.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3646   -4.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0735   -3.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7798   -4.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4882   -3.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7796   -2.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0741   -2.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7791   -1.7462    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.1946   -4.2030    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9481   -7.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2404   -7.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4896   -7.5331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9428   -8.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3514   -8.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1507   -8.6781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  1  6  1  0
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  3 23  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4845907

   (2S,3S)-3-[(3,5-dichlorophenyl)methoxy]-1-(1H-imidazol-2-ylmethyl)-2-phenylpiperidine

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: 416.35

Molecular Weight (Monoisotopic): 415.1218

AlogP: 5.64

#Rotatable Bonds: 6

Polar Surface Area: 41.15

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.62

CX Basic pKa: 6.69

CX LogP: 5.00

CX LogD: 4.93

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: -0.93

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