N-hydroxy-4-(4-methoxyphenylsulfonyl)-2,2-dimethylthiomorpholine-3-carboxamide

ID: ALA4088630

PubChem CID: 20651316

Max Phase: Preclinical

Molecular Formula: C14H20N2O5S2

Molecular Weight: 360.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N2CCSC(C)(C)C2C(=O)NO)cc1

Standard InChI:  InChI=1S/C14H20N2O5S2/c1-14(2)12(13(17)15-18)16(8-9-22-14)23(19,20)11-6-4-10(21-3)5-7-11/h4-7,12,18H,8-9H2,1-3H3,(H,15,17)

Standard InChI Key:  ULILDPSFFUSXJH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   13.5496  -12.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9663  -11.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1409  -11.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8496   -9.6747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6746   -9.6789    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.2657   -8.9624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9663  -10.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6782  -12.1538    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.3902  -11.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3902  -10.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6782  -10.5038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3927   -9.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1060   -9.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8199   -9.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8203   -8.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1009   -8.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3898   -8.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5343   -8.0320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2493   -8.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2506  -10.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2482   -9.6852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5374  -10.9247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8217  -10.5143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  2  0
  6  5  2  0
  7  2  1  0
  7 11  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  5  1  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088630

   N-hydroxy-4-(4-methoxyphenyl)sulfonyl-2,2-dimethylthiomorpholine-3-carboxamide

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: 360.46

Molecular Weight (Monoisotopic): 360.0814

AlogP: 1.09

#Rotatable Bonds: 4

Polar Surface Area: 95.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.70

CX Basic pKa: ┄

CX LogP: 0.76

CX LogD: 0.73

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.62

Np Likeness Score: -0.78

References

1. Talele TT..  (2018)  Natural-Products-Inspired Use of the gem-Dimethyl Group in Medicinal Chemistry.,  61  (6): [PMID:28850227] [10.1021/acs.jmedchem.7b00315]

Source

Source(1):

• Scientific Literature