4-((4-amino-5-(2-fluorobenzyl)-4H-1,2,4-triazol-3-ylthio)methyl)-6,7-dihydroxy-2H-chromen-2-one

ID: ALA559791

PubChem CID: 5684762

Max Phase: Preclinical

Molecular Formula: C19H15FN4O4S

Molecular Weight: 414.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nn1c(Cc2ccccc2F)nnc1SCc1cc(=O)oc2cc(O)c(O)cc12

Standard InChI:  InChI=1S/C19H15FN4O4S/c20-13-4-2-1-3-10(13)5-17-22-23-19(24(17)21)29-9-11-6-18(27)28-16-8-15(26)14(25)7-12(11)16/h1-4,6-8,25-26H,5,9,21H2

Standard InChI Key:  CBQWSABZWIYVAB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.2383   -1.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8094   -4.2612    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8094   -5.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1419   -5.5711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5529   -7.1956    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0680   -7.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2475   -7.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2374   -8.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0981   -9.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9186   -9.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035   -8.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6427   -5.3162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2 14  1  0
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  9 11  2  0
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  3  6  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA559791

   4-((4-amino-5-(2-fluorobenzyl)-4H-1,2,4-triazol-3-ylthio)methyl)-6,7-dihydroxy-2H-chromen-2-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 414.42

Molecular Weight (Monoisotopic): 414.0798

AlogP: 2.53

#Rotatable Bonds: 5

Polar Surface Area: 127.40

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.84

CX Basic pKa: 1.83

CX LogP: 1.95

CX LogD: 1.82

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.20

Np Likeness Score: -1.47

References

1. Aiello D, Barnes MH, Biswas EE, Biswas SB, Gu S, Williams JD, Bowlin TL, Moir DT..  (2009)  Discovery, characterization and comparison of inhibitors of Bacillus anthracis and Staphylococcus aureus replicative DNA helicases.,  17  (13): [PMID:19477652] [10.1016/j.bmc.2009.05.014]

Source

Source(1):

• Scientific Literature