(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(5,8-dihydroxy-3-methoxy-6,7-dimethyl-1,4-dioxo-1,4-dihydronaphthalen-2-ylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

ID: ALA4756843

PubChem CID: 162655308

Max Phase: Preclinical

Molecular Formula: C27H30O14S

Molecular Weight: 610.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1=C(S[C@@H]2O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)C(=O)c2c(O)c(C)c(C)c(O)c2C1=O

Standard InChI:  InChI=1S/C27H30O14S/c1-9-10(2)19(33)17-16(18(9)32)20(34)23(36-7)26(21(17)35)42-27-25(40-14(6)31)24(39-13(5)30)22(38-12(4)29)15(41-27)8-37-11(3)28/h15,22,24-25,27,32-33H,8H2,1-7H3/t15-,22-,24+,25-,27+/m1/s1

Standard InChI Key:  NBBVWOUKQASSBS-NLFYJDKNSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4756843

   ---

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: 610.59

Molecular Weight (Monoisotopic): 610.1356

AlogP: 1.77

#Rotatable Bonds: 8

Polar Surface Area: 198.26

Molecular Species: NEUTRAL

HBA: 15

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.80

CX Basic pKa: ┄

CX LogP: 2.15

CX LogD: 2.14

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.24

Np Likeness Score: 1.10

References

1. Pislyagin E,Kozlovskiy S,Menchinskaya E,Chingizova E,Likhatskaya G,Gorpenchenko T,Sabutski Y,Polonik S,Aminin D.  (2021)  Synthetic 1,4-Naphthoquinones inhibit P2X7 receptors in murine neuroblastoma cells.,  31  [PMID:33401207] [10.1016/j.bmc.2020.115975]

Source

Source(1):

• Scientific Literature