Aulosirazole

ID: ALA4560295

Chembl Id: CHEMBL4560295

PubChem CID: 10332864

Max Phase: Preclinical

Molecular Formula: C12H7NO4S

Molecular Weight: 261.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1nsc2c1C(=O)c1c(O)cccc1C2=O

Standard InChI:  InChI=1S/C12H7NO4S/c1-17-12-8-10(16)7-5(3-2-4-6(7)14)9(15)11(8)18-13-12/h2-4,14H,1H3

Standard InChI Key:  SYNUZZXUSLTSQM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4560295

   Aulosirazole

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: 261.26

Molecular Weight (Monoisotopic): 261.0096

AlogP: 1.63

#Rotatable Bonds: 1

Polar Surface Area: 76.49

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.10

CX Basic pKa: ┄

CX LogP: 2.80

CX LogD: 2.73

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.72

Np Likeness Score: 0.25

References

1. Wang XX, Sun SY, Dong QQ, Wu XX, Tang W, Xing YQ..  (2019)  Recent advances in the discovery of indoleamine 2,3-dioxygenase 1 (IDO1) inhibitors.,  10  (10): [PMID:32055299] [10.1039/C9MD00208A]

2. Davis LJ, Maldonado AC, Khin M, Krunic A, Burdette JE, Orjala J..  (2022)  Aulosirazoles B and C from the Cyanobacterium Nostoc sp. UIC 10771: Analogues of an Isothiazolonaphthoquinone Scaffold that Activate Nuclear Transcription Factor FOXO3a in Ovarian Cancer Cells.,  85  (3.0): [PMID:35100504] [10.1021/acs.jnatprod.1c01030]

Source

Source(1):

• Scientific Literature