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

ID: ALA256491

PubChem CID: 44454640

Max Phase: Preclinical

Molecular Formula: C20H18F2O

Molecular Weight: 312.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(F)[C@@H]1COc2ccc(F)cc2[C@@H]1C#Cc1ccccc1

Standard InChI:  InChI=1S/C20H18F2O/c1-20(2,22)18-13-23-19-11-9-15(21)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:  ATQIJTIWXQFRJK-FUHWJXTLSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  1  0  0  0  0  0999 V2000
    6.8570   -8.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8557   -9.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5679   -9.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5659   -7.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2834   -8.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2825   -9.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9953   -9.5466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7135   -9.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7145   -8.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9970   -7.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9968   -7.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9921   -6.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9875   -5.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7012   -5.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6969   -4.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9803   -3.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2665   -4.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2743   -5.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7063   -7.4812    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2001   -7.6735    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4299   -8.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1394   -9.1250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.8400   -8.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0246   -9.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1429   -7.8984    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  3  0
  2  3  1  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
  1 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA256491

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

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: 312.36

Molecular Weight (Monoisotopic): 312.1326

AlogP: 4.72

#Rotatable Bonds: 1

Polar Surface Area: 9.23

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.90

CX LogD: 4.90

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -0.44

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

Source(1):

• Scientific Literature