6-(5-(dimethylamino)naphthalene-1-sulfonamido)-N-hydroxyhexanamide

ID: ALA4759256

PubChem CID: 44124386

Max Phase: Preclinical

Molecular Formula: C18H25N3O4S

Molecular Weight: 379.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1cccc2c(S(=O)(=O)NCCCCCC(=O)NO)cccc12

Standard InChI:  InChI=1S/C18H25N3O4S/c1-21(2)16-10-6-9-15-14(16)8-7-11-17(15)26(24,25)19-13-5-3-4-12-18(22)20-23/h6-11,19,23H,3-5,12-13H2,1-2H3,(H,20,22)

Standard InChI Key:  IAFMTZMOWYBUMQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   11.3872   -8.2331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9789   -7.5206    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.5661   -8.2305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8358   -6.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2659   -7.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2631   -6.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5477   -5.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5495   -7.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8347   -7.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1219   -7.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1226   -8.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8422   -8.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5520   -8.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4070   -7.1113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4062   -6.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6930   -7.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6948   -7.1078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4091   -7.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1237   -7.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8380   -7.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5526   -7.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2670   -7.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9816   -7.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6959   -7.5226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4105   -7.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9820   -6.2848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  9  2  0
  8  5  2  0
  5  6  1  0
  6  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
  5  2  1  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759256

   6-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]-N-hydroxyhexanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 379.48

Molecular Weight (Monoisotopic): 379.1566

AlogP: 2.25

#Rotatable Bonds: 9

Polar Surface Area: 98.74

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.87

CX Basic pKa: 4.63

CX LogP: 1.98

CX LogD: 1.97

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.35

Np Likeness Score: -1.06

References

1. Wang XX,Wan RZ,Liu ZP.  (2018)  Recent advances in the discovery of potent and selective HDAC6 inhibitors.,  143  [PMID:29133060] [10.1016/j.ejmech.2017.10.040]

Source

Source(1):

• Scientific Literature