Bis(4-aminophenyl)sulfate

ID: ALA4068264

PubChem CID: 18409999

Max Phase: Preclinical

Molecular Formula: C12H12N2O4S

Molecular Weight: 280.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(OS(=O)(=O)Oc2ccc(N)cc2)cc1

Standard InChI:  InChI=1S/C12H12N2O4S/c13-9-1-5-11(6-2-9)17-19(15,16)18-12-7-3-10(14)4-8-12/h1-8H,13-14H2

Standard InChI Key:  BZNLEPSVOGWFFQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    3.5940   -3.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0279   -3.4993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4445   -4.2158    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8567   -3.4968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7322   -4.6324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1608   -4.6324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8751   -4.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -4.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5881   -4.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3019   -4.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3023   -3.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5831   -2.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8722   -3.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0228   -3.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3093   -2.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5967   -4.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107   -4.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -2.9827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0162   -2.9861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  2  0
  5  3  1  0
  3  6  1  0
  6  7  1  0
  5  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  7  1  0
  8 14  2  0
 14 15  1  0
 15  1  2  0
  1 16  1  0
 16 17  2  0
 17  8  1  0
  1 18  1  0
 11 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4068264

   4,4'-Diaminodiphenylsulphate

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: 280.31

Molecular Weight (Monoisotopic): 280.0518

AlogP: 1.55

#Rotatable Bonds: 4

Polar Surface Area: 104.64

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.11

CX LogP: 1.57

CX LogD: 1.57

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.82

Np Likeness Score: -0.12

References

1. You Y, Kim HS, Bae IH, Lee SG, Jee MH, Keum G, Jang SK, Kim BM..  (2017)  New potent biaryl sulfate-based hepatitis C virus inhibitors.,  125  [PMID:27657807] [10.1016/j.ejmech.2016.09.031]

Source

Source(1):

• Scientific Literature