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

ID: ALA4517653

PubChem CID: 155541111

Max Phase: Preclinical

Molecular Formula: C19H15NO5S

Molecular Weight: 369.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(-c2nsc(=O)o2)c(=O)oc2cc3occ(C4CCCC4)c3cc12

Standard InChI:  InChI=1S/C19H15NO5S/c1-9-11-6-12-13(10-4-2-3-5-10)8-23-14(12)7-15(11)24-18(21)16(9)17-20-26-19(22)25-17/h6-8,10H,2-5H2,1H3

Standard InChI Key:  DJCSLXVHDVWJMJ-UHFFFAOYSA-N

Molfile:  

 
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   29.0302  -20.2928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5785  -19.6868    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   28.2847  -21.5980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5058  -18.2323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   24.1864  -18.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7079  -18.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9327  -18.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9323  -19.0808    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:

   

   ALA4517653

   ---

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: 369.40

Molecular Weight (Monoisotopic): 369.0671

AlogP: 4.58

#Rotatable Bonds: 2

Polar Surface Area: 86.45

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -0.08

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