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

ID: ALA4745219

PubChem CID: 162648708

Max Phase: Preclinical

Molecular Formula: C24H30O8

Molecular Weight: 446.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCc1ccc(C(=O)Oc2ccc(CCO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc2)cc1

Standard InChI:  InChI=1S/C24H30O8/c1-2-3-15-4-8-17(9-5-15)23(29)31-18-10-6-16(7-11-18)12-13-30-24-22(28)21(27)20(26)19(14-25)32-24/h4-11,19-22,24-28H,2-3,12-14H2,1H3/t19-,20-,21+,22-,24-/m1/s1

Standard InChI Key:  YMXOISGEGSENOX-WKKMNAASSA-N

Molfile:  

 
     RDKit          2D

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    1.7499   -9.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0386   -7.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5239  -10.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8210   -9.1809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5156  -11.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2208  -11.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9311  -11.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9317  -10.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2258  -10.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6356  -12.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3423  -12.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  5  6  1  0
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  7  8  1  0
  2  9  1  6
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  5 12  1  1
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 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 23  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745219

   ---

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: 446.50

Molecular Weight (Monoisotopic): 446.1941

AlogP: 1.22

#Rotatable Bonds: 9

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: 2.79

CX LogD: 2.79

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.33

Np Likeness Score: 0.95

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