(3S,4R)-Ethanesulfonic acid (6-fluoro-3-hydroxy-2,2-dimethyl-chroman-4-yl)-methyl-amide

ID: ALA124812

PubChem CID: 11823263

Max Phase: Preclinical

Molecular Formula: C14H20FNO4S

Molecular Weight: 317.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)N(C)[C@@H]1c2cc(F)ccc2OC(C)(C)[C@H]1O

Standard InChI:  InChI=1S/C14H20FNO4S/c1-5-21(18,19)16(4)12-10-8-9(15)6-7-11(10)20-14(2,3)13(12)17/h6-8,12-13,17H,5H2,1-4H3/t12-,13+/m1/s1

Standard InChI Key:  OHZDQMLJSUBQLE-OLZOCXBDSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  1  0  0  0  0  0999 V2000
    3.2542   -3.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -2.4000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -4.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -2.8125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -4.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -4.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -5.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -4.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6875   -2.8125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -1.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292   -3.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292   -5.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6875   -1.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6917   -3.6417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -4.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -4.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042   -3.6417    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6875   -4.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9667   -5.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  1  1  0
  1  4  1  1
  5  1  1  0
  6  5  1  0
  7  6  1  0
  8  3  1  0
  9  2  2  0
 10  2  2  0
 11  3  2  0
 12  8  2  0
 13  2  1  0
  5 14  1  6
 15 11  1  0
 16 15  2  0
 17 15  1  0
 18  6  1  0
 19  6  1  0
 20  4  1  0
 21 13  1  0
  7  8  1  0
 12 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA124812

   N-[(3S,4R)-6-fluoro-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl]-N-methylethanesulfonamide

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: 317.38

Molecular Weight (Monoisotopic): 317.1097

AlogP: 1.68

#Rotatable Bonds: 3

Polar Surface Area: 66.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.22

CX Basic pKa: ┄

CX LogP: 1.09

CX LogD: 1.09

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.92

Np Likeness Score: -0.30

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