N-[3-Hydroxy-2,2-dimethyl-6-(4,4,4-trifluoro-butoxy)-chroman-4-yl]-N-methyl-methanesulfonamide

ID: ALA340910

PubChem CID: 18329084

Max Phase: Preclinical

Molecular Formula: C17H24F3NO5S

Molecular Weight: 411.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C1c2cc(OCCCC(F)(F)F)ccc2OC(C)(C)C1O)S(C)(=O)=O

Standard InChI:  InChI=1S/C17H24F3NO5S/c1-16(2)15(22)14(21(3)27(4,23)24)12-10-11(6-7-13(12)26-16)25-9-5-8-17(18,19)20/h6-7,10,14-15,22H,5,8-9H2,1-4H3

Standard InChI Key:  SRZRLJWUQFIZRH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.4417   -7.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1542   -5.8792    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7292   -7.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4417   -6.2917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1542   -7.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1542   -8.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4417   -8.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7250   -8.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1542   -5.0542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8667   -6.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0125   -7.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0125   -8.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042   -4.2750    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167   -3.7917    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.3542   -4.9542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.8750   -7.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8667   -5.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000   -7.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000   -8.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1500   -9.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8667   -7.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7292   -5.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -5.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5875   -7.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5875   -6.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -5.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  1  1  0
  4  1  1  0
  5  1  1  0
  6  5  1  0
  7  6  1  0
  8  3  1  0
  9 24  1  0
 10  2  2  0
 11  2  2  0
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 13  8  2  0
 14  9  1  0
 15  9  1  0
 16  9  1  0
 17  5  1  0
 18  2  1  0
 19 12  1  0
 20 19  2  0
 21  6  1  0
 22  6  1  0
 23  4  1  0
 24 27  1  0
 25 19  1  0
 26 25  1  0
 27 26  1  0
  7  8  1  0
 20 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA340910

   N-[3-Hydroxy-2,2-dimethyl-6-(4,4,4-trifluoro-butoxy)-chroman-4-yl]-N-methyl-methanesulfonamide

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: 411.44

Molecular Weight (Monoisotopic): 411.1327

AlogP: 2.87

#Rotatable Bonds: 6

Polar Surface Area: 76.07

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.23

CX Basic pKa: ┄

CX LogP: 1.79

CX LogD: 1.79

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.73

Np Likeness Score: -0.15

References

1. Gerlach U, Brendel J, Lang HJ, Paulus EF, Weidmann K, Brüggemann A, Busch AE, Suessbrich H, Bleich M, Greger R..  (2001)  Synthesis and activity of novel and selective I(Ks)-channel blockers.,  44  (23): [PMID:11689069] [10.1021/jm0109255]

Source

Source(1):

• Scientific Literature