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

ID: ALA5197506

PubChem CID: 168284461

Max Phase: Preclinical

Molecular Formula: C27H27Cl2N3O2

Molecular Weight: 496.44

Names and Identifiers

Canonical SMILES:  OC[C@@H](O[C@H]1CCCN(Cc2nc3ccccc3[nH]2)[C@H]1c1ccccc1)c1cc(Cl)cc(Cl)c1

Standard InChI:  InChI=1S/C27H27Cl2N3O2/c28-20-13-19(14-21(29)15-20)25(17-33)34-24-11-6-12-32(27(24)18-7-2-1-3-8-18)16-26-30-22-9-4-5-10-23(22)31-26/h1-5,7-10,13-15,24-25,27,33H,6,11-12,16-17H2,(H,30,31)/t24-,25+,27-/m0/s1

Standard InChI Key:  BBVDAZWVTVADSO-WEWMWRJBSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5197506

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 496.44

Molecular Weight (Monoisotopic): 495.1480

AlogP: 6.33

#Rotatable Bonds: 7

Polar Surface Area: 61.38

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.48

CX Basic pKa: 6.73

CX LogP: 5.78

CX LogD: 5.70

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.31

Np Likeness Score: -0.63

References

1. Mak VW, Patel AM, Yen R, Hanisak J, Lim YH, Bao J, Zheng R, Seganish WM, Yu Y, Healy DR, Ogawa A, Ren Z, Soriano A, Ermakov GP, Beaumont M, Metwally E, Cheng AC, Verras A, Fischmann T, Zebisch M, Silvestre HL, McEwan PA, Barker J, Rearden P, Greshock TJ..  (2022)  Optimization and Mechanistic Investigations of Novel Allosteric Activators of PKG1α.,  65  (15.0): [PMID:35878399] [10.1021/acs.jmedchem.1c02109]

Source

Source(1):

• Scientific Literature