(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-(4-hydroxyphenylthio)phenoxy)tetrahydro-2H-pyran-3,4,5-triol

ID: ALA4448522

PubChem CID: 155519933

Max Phase: Preclinical

Molecular Formula: C18H20O7S

Molecular Weight: 380.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H](Oc2ccc(Sc3ccc(O)cc3)cc2)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C18H20O7S/c19-9-14-15(21)16(22)17(23)18(25-14)24-11-3-7-13(8-4-11)26-12-5-1-10(20)2-6-12/h1-8,14-23H,9H2/t14-,15-,16+,17-,18-/m1/s1

Standard InChI Key:  LNJFCCYCAUOESY-UYTYNIKBSA-N

Molfile:  

 
     RDKit          2D

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    6.7447  -29.1332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0389  -28.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3155  -29.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2979  -29.9264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6097  -28.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8863  -29.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6273  -27.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9236  -27.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3507  -27.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0565  -27.8778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3704  -26.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0937  -26.2296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4605  -27.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4594  -28.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1742  -29.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8906  -28.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8878  -27.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1724  -27.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6006  -27.4752    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.3166  -27.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3163  -28.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0314  -29.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7453  -28.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7396  -27.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0239  -27.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4619  -29.1109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  6
  3  5  1  0
  5  6  1  1
  5  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
  9 11  1  1
 11 12  1  0
  2 10  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 14  1  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4448522

   ---

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: 380.42

Molecular Weight (Monoisotopic): 380.0930

AlogP: 0.72

#Rotatable Bonds: 5

Polar Surface Area: 119.61

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.27

CX Basic pKa: ┄

CX LogP: 1.29

CX LogD: 1.28

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.51

Np Likeness Score: 1.15

References

1. Chen SY, Geng CA, Ma YB, Huang XY, Yang XT, Su LH, He XF, Li TZ, Deng ZT, Gao Z, Zhang XM, Chen JJ..  (2019)  Polybenzyls from Gastrodia elata, their agonistic effects on melatonin receptors and structure-activity relationships.,  27  (15): [PMID:31204226] [10.1016/j.bmc.2019.06.008]

Source

Source(1):

• Scientific Literature