Ethanesulfonic acid (3-hydroxy-2,2-dimethyl-chroman-4-yl)-methyl-amide

ID: ALA125259

PubChem CID: 44349872

Max Phase: Preclinical

Molecular Formula: C14H21NO4S

Molecular Weight: 299.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)N(C)C1c2ccccc2OC(C)(C)C1O

Standard InChI:  InChI=1S/C14H21NO4S/c1-5-20(17,18)15(4)12-10-8-6-7-9-11(10)19-14(2,3)13(12)16/h6-9,12-13,16H,5H2,1-4H3

Standard InChI Key:  GQXZUBYPMLKHIX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    3.9750   -2.4000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -3.6375    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
    2.5417   -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
    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
    1.8292   -3.6417    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
    4.6875   -4.4667    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
    1.8292   -5.2917    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
    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
  2  3  1  0
  3  1  1  0
  4  2  1  0
  5  2  1  0
  6  4  1  0
  7  8  1  0
  8  5  1  0
  9  1  2  0
 10  1  2  0
 11  1  1  0
 12  4  1  0
 13  5  2  0
 14  6  1  0
 15  6  1  0
 16  3  1  0
 17  8  2  0
 18 11  1  0
 19 13  1  0
 20 19  2  0
  6  7  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA125259

   Ethanesulfonic acid (3-hydroxy-2,2-dimethyl-chroman-4-yl)-methyl-amide

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: 299.39

Molecular Weight (Monoisotopic): 299.1191

AlogP: 1.54

#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: 13.24

CX Basic pKa: ┄

CX LogP: 0.94

CX LogD: 0.94

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.92

Np Likeness Score: 0.10

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