Aulosirazole B

ID: ALA5191600

PubChem CID: 168010246

Max Phase: Preclinical

Molecular Formula: C12H7NO3S

Molecular Weight: 245.26

Names and Identifiers

Canonical SMILES:  COc1nsc2c1C(=O)c1ccccc1C2=O

Standard InChI:  InChI=1S/C12H7NO3S/c1-16-12-8-9(14)6-4-2-3-5-7(6)10(15)11(8)17-13-12/h2-5H,1H3

Standard InChI Key:  CCCMMLCIAHLDEX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   -2.3522    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9232   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5056   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2903   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5452   -1.4520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3522   -1.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7752   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2903    0.6674    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5056    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9232    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 11  8  2  0
 12 11  1  0
  7 13  2  0
 13 12  1  0
 13 14  1  0
 14 15  2  0
  4 16  2  0
 16 14  1  0
 17  1  2  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5191600

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 245.26

Molecular Weight (Monoisotopic): 245.0147

AlogP: 1.93

#Rotatable Bonds: 1

Polar Surface Area: 56.26

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.46

CX LogD: 2.46

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.66

Np Likeness Score: -0.36

References

1. 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