4-tert-Butyl-N-(4-hydroxynaphthalen-1-yl)benzenesulfonamide

ID: ALA3360257

Cas Number: 301315-29-7

PubChem CID: 1106000

Max Phase: Preclinical

Molecular Formula: C20H21NO3S

Molecular Weight: 355.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(S(=O)(=O)Nc2ccc(O)c3ccccc23)cc1

Standard InChI:  InChI=1S/C20H21NO3S/c1-20(2,3)14-8-10-15(11-9-14)25(23,24)21-18-12-13-19(22)17-7-5-4-6-16(17)18/h4-13,21-22H,1-3H3

Standard InChI Key:  BKEZPAKTGANESH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    1.2712   -6.1785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839   -6.8883    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0923   -6.1760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9782   -7.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3936   -7.3011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1013   -6.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683   -6.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4380   -7.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338   -8.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2824   -8.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9848   -8.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5153   -6.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8027   -5.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0983   -6.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405   -8.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8497   -8.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1379   -9.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490   -8.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5149   -6.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8091   -7.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8089   -8.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5138   -8.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2204   -8.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2170   -7.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2225   -5.6700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  5  6  1  0
  4  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  4  1  0
  6 20  2  0
 19 12  2  0
 12 13  1  0
 13 14  2  0
 14  6  1  0
  9 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 12 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360257

   4-tert-butyl-N-(4-hydroxynaphthalen-1-yl)benzenesulfonamide

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: 355.46

Molecular Weight (Monoisotopic): 355.1242

AlogP: 4.64

#Rotatable Bonds: 3

Polar Surface Area: 66.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.85

CX Basic pKa: ┄

CX LogP: 4.69

CX LogD: 4.57

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.67

Np Likeness Score: -1.06

References

1. Jung HJ, Cho M, Kim Y, Han G, Kwon HJ..  (2014)  Development of a novel class of mitochondrial ubiquinol-cytochrome c reductase binding protein (UQCRB) modulators as promising antiangiogenic leads.,  57  (19): [PMID:25244355] [10.1021/jm500863j]

2.  (2017)  Arf6 inhibitors and methods of synthesis and use thereof, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data