(3S,4R)-3-(2-fluoropropan-2-yl)-6-nitro-4-(2-phenylethynyl)-3,4-dihydro-2H-chromene

ID: ALA404579

PubChem CID: 24882689

Max Phase: Preclinical

Molecular Formula: C20H18FNO3

Molecular Weight: 339.37

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)(F)[C@@H]1COc2ccc([N+](=O)[O-])cc2[C@@H]1C#Cc1ccccc1

Standard InChI:  InChI=1S/C20H18FNO3/c1-20(2,21)18-13-25-19-11-9-15(22(23)24)12-17(19)16(18)10-8-14-6-4-3-5-7-14/h3-7,9,11-12,16,18H,13H2,1-2H3/t16-,18+/m0/s1

Standard InChI Key:  YLVFPPLAVDFKKO-FUHWJXTLSA-N

Molfile:  

     RDKit          2D

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   12.3268  -13.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3255  -14.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0377  -14.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0357  -12.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7531  -13.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7522  -14.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4649  -14.4210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1831  -14.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1839  -13.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4667  -12.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4664  -11.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4617  -11.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4571  -10.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1707   -9.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1665   -9.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4499   -8.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7363   -9.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7441   -9.8873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1759  -12.3559    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6698  -12.5481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8993  -13.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6088  -13.9994    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.3093  -12.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4940  -14.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6098  -12.7741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8966  -13.1868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6092  -11.9501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
  3  6  2  0
 13 14  2  0
  1  2  2  0
 14 15  1  0
  5  4  2  0
 15 16  2  0
  4  1  1  0
 16 17  1  0
  5 10  1  0
 17 18  2  0
 18 13  1  0
  6  7  1  0
  9 19  1  1
  7  8  1  0
 10 20  1  1
  8  9  1  0
  9 21  1  0
  9 10  1  0
 21 22  1  0
  5  6  1  0
 21 23  1  0
 10 11  1  0
 21 24  1  0
 11 12  3  0
  2  3  1  0
 25 26  2  0
 25 27  1  0
  1 25  1  0
M  CHG  2  25   1  27  -1
M  END

Associated Targets(non-human)

Thoracic (21 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Biocomponents

Calculated Properties

Molecular Weight: 339.37Molecular Weight (Monoisotopic): 339.1271AlogP: 4.49#Rotatable Bonds: 2
Polar Surface Area: 52.37Molecular Species: NEUTRALHBA: 3HBD:
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 4.69CX LogD: 4.69
Aromatic Rings: 2Heavy Atoms: 25QED Weighted: 0.46Np Likeness Score: -0.55

References

1. Tyrrell E, Tesfa KH, Greenwood I, Mann A..  (2008)  The synthesis and biological evaluation of a range of novel functionalized benzopyrans as potential potassium channel activators.,  18  (3): [PMID:18191566] [10.1016/j.bmcl.2007.11.135]

Source