(2S,3R,4R,4aS,12aR)-3,4-dihydroxy-2-(hydroxymethyl)-4,4a-dihydro-2H-naphtho[2,3-b]pyrano[2,3-e][1,4]oxathiine-6,11(3H,12aH)-dione

ID: ALA4755502

Chembl Id: CHEMBL4755502

PubChem CID: 162655401

Max Phase: Preclinical

Molecular Formula: C16H14O7S

Molecular Weight: 350.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C2=C(S[C@H]3O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]3O2)C(=O)c2ccccc21

Standard InChI:  InChI=1S/C16H14O7S/c17-5-8-11(20)12(21)14-16(22-8)24-15-10(19)7-4-2-1-3-6(7)9(18)13(15)23-14/h1-4,8,11-12,14,16-17,20-21H,5H2/t8-,11-,12+,14-,16+/m0/s1

Standard InChI Key:  VWUYXIYVXWUEKE-CRDBMLMKSA-N

Alternative Forms

1. Parent:

   

   ALA4755502

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Molecule Features

Natural Product: Yes

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: 350.35

Molecular Weight (Monoisotopic): 350.0460

AlogP: -0.15

#Rotatable Bonds: 1

Polar Surface Area: 113.29

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.73

CX Basic pKa: ┄

CX LogP: -0.81

CX LogD: -0.81

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.64

Np Likeness Score: 1.05

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