5-(3-(4-Ethylphenyl)-5-methyl-7-oxo-7H-furo[3,2-g]chromen-6-yl)-1,3,4-oxathiazol-2-one

ID: ALA4534031

PubChem CID: 155546910

Max Phase: Preclinical

Molecular Formula: C22H15NO5S

Molecular Weight: 405.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1ccc(-c2coc3cc4oc(=O)c(-c5nsc(=O)o5)c(C)c4cc23)cc1

Standard InChI:  InChI=1S/C22H15NO5S/c1-3-12-4-6-13(7-5-12)16-10-26-17-9-18-14(8-15(16)17)11(2)19(21(24)27-18)20-23-29-22(25)28-20/h4-10H,3H2,1-2H3

Standard InChI Key:  NVGKDFCDLXWIHR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.3103  -20.8830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5380  -19.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2872  -18.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7819  -16.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4534031

   ---

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: 405.43

Molecular Weight (Monoisotopic): 405.0671

AlogP: 5.15

#Rotatable Bonds: 3

Polar Surface Area: 86.45

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.64

CX LogD: 5.64

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.39

Np Likeness Score: -0.39

References

1. Schiffrer ES, Sosič I, Šterman A, Mravljak J, Raščan IM, Gobec S, Gobec M..  (2019)  A focused structure-activity relationship study of psoralen-based immunoproteasome inhibitors.,  10  (11): [PMID:32952997] [10.1039/C9MD00365G]

Source

Source(1):

• Scientific Literature