4-(2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)ethyl)phenyl 4-(trifluoromethyl)benzoate

ID: ALA4744019

PubChem CID: 162647104

Max Phase: Preclinical

Molecular Formula: C22H23F3O8

Molecular Weight: 472.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Oc1ccc(CCO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1)c1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C22H23F3O8/c23-22(24,25)14-5-3-13(4-6-14)20(30)32-15-7-1-12(2-8-15)9-10-31-21-19(29)18(28)17(27)16(11-26)33-21/h1-8,16-19,21,26-29H,9-11H2/t16-,17-,18+,19-,21-/m1/s1

Standard InChI Key:  ZZGISPLNTYPWQU-GQUPQBGVSA-N

Molfile:  

 
     RDKit          2D

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   33.2831   -9.8412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4744019

   ---

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: 472.41

Molecular Weight (Monoisotopic): 472.1345

AlogP: 1.28

#Rotatable Bonds: 7

Polar Surface Area: 125.68

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.21

CX Basic pKa: ┄

CX LogP: 2.26

CX LogD: 2.26

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: 0.63

References

1. Yang Z,Huang X,Lai W,Tang Y,Liu J,Wang Y,Chu K,Brown J,Hong G.  (2021)  Synthesis and identification of a novel derivative of salidroside as a selective, competitive inhibitor of monoamine oxidase B with enhanced neuroprotective properties.,  209  [PMID:33097301] [10.1016/j.ejmech.2020.112935]

Source

Source(1):

• Scientific Literature