3-(((2S,3S)-3-(1-(3,5-dichlorophenyl)-2-hydroxyethoxy)-2-phenylpiperidin-1-yl)methyl)-1H-indole-6-carboxylic acid

ID: ALA4863830

PubChem CID: 164619168

Max Phase: Preclinical

Molecular Formula: C29H28Cl2N2O4

Molecular Weight: 539.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc2c(CN3CCC[C@H](O[C@H](CO)c4cc(Cl)cc(Cl)c4)[C@@H]3c3ccccc3)c[nH]c2c1

Standard InChI:  InChI=1S/C29H28Cl2N2O4/c30-22-11-20(12-23(31)14-22)27(17-34)37-26-7-4-10-33(28(26)18-5-2-1-3-6-18)16-21-15-32-25-13-19(29(35)36)8-9-24(21)25/h1-3,5-6,8-9,11-15,26-28,32,34H,4,7,10,16-17H2,(H,35,36)/t26-,27+,28-/m0/s1

Standard InChI Key:  KTWOGEHBLBGZDY-IARZGTGTSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4863830

   ---

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: 539.46

Molecular Weight (Monoisotopic): 538.1426

AlogP: 6.63

#Rotatable Bonds: 8

Polar Surface Area: 85.79

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.45

CX Basic pKa: 8.62

CX LogP: 3.45

CX LogD: 3.43

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.23

Np Likeness Score: -0.23

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