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

ID: ALA4847402

PubChem CID: 164612627

Max Phase: Preclinical

Molecular Formula: C25H24Cl2N2O3

Molecular Weight: 471.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(CN2CCC[C@H](OCc3cc(Cl)cc(Cl)c3)[C@@H]2c2ccccc2)cn1

Standard InChI:  InChI=1S/C25H24Cl2N2O3/c26-20-11-18(12-21(27)13-20)16-32-23-7-4-10-29(24(23)19-5-2-1-3-6-19)15-17-8-9-22(25(30)31)28-14-17/h1-3,5-6,8-9,11-14,23-24H,4,7,10,15-16H2,(H,30,31)/t23-,24-/m0/s1

Standard InChI Key:  XGILQQBOAVCGJI-ZEQRLZLVSA-N

Molfile:  

 
     RDKit          2D

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   15.0603  -11.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.1797  -10.4522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   17.1736  -12.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.5966   -7.1900    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.0120   -9.6468    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   15.0578  -13.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3514  -12.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6442  -13.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6438  -14.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3564  -14.5276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0607  -14.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2277  -14.1218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9370  -15.3467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 13  8  1  0
  7 14  1  0
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  3 23  1  0
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 27 28  1  0
 28 29  2  0
 29 24  1  0
 30 31  1  0
 30 32  2  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4847402

   ---

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: 471.38

Molecular Weight (Monoisotopic): 470.1164

AlogP: 6.01

#Rotatable Bonds: 7

Polar Surface Area: 62.66

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 0.45

CX Basic pKa: 7.80

CX LogP: 3.16

CX LogD: 3.04

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -0.62

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