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

ID: ALA4745390

PubChem CID: 162647696

Max Phase: Preclinical

Molecular Formula: C25H26O8

Molecular Weight: 454.48

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)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C25H26O8/c26-14-20-21(27)22(28)23(29)25(33-20)31-12-11-15-5-9-19(10-6-15)32-24(30)18-8-7-16-3-1-2-4-17(16)13-18/h1-10,13,20-23,25-29H,11-12,14H2/t20-,21-,22+,23-,25-/m1/s1

Standard InChI Key:  LHERYGFFKABORH-MXCHMSEPSA-N

Molfile:  

 
     RDKit          2D

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    2.3608   -7.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7193   -8.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4318   -6.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.5425   -8.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8367   -7.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2447   -9.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  9  1  6
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  3 11  1  1
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 28 26  1  0
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 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745390

   ---

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: 454.48

Molecular Weight (Monoisotopic): 454.1628

AlogP: 1.42

#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: 2.37

CX LogD: 2.37

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: 0.86

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