N-(5-(3,6-dioxocyclohexa-1,4-dienyl)-2-(morpholinomethyl)phenyl)-4-nitrobenzenesulfonamide

ID: ALA4645807

PubChem CID: 156019422

Max Phase: Preclinical

Molecular Formula: C23H21N3O7S

Molecular Weight: 483.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C=CC(=O)C(c2ccc(CN3CCOCC3)c(NS(=O)(=O)c3ccc([N+](=O)[O-])cc3)c2)=C1

Standard InChI:  InChI=1S/C23H21N3O7S/c27-19-5-8-23(28)21(14-19)16-1-2-17(15-25-9-11-33-12-10-25)22(13-16)24-34(31,32)20-6-3-18(4-7-20)26(29)30/h1-8,13-14,24H,9-12,15H2

Standard InChI Key:  GDHNIVUOAKJYSI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.7542  -14.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1707  -15.0734    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.5827  -14.3546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3169  -14.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3157  -15.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.0283  -13.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6051  -15.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8915  -15.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1793  -15.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1744  -16.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8879  -16.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6064  -16.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8941  -14.2497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.4525  -13.0100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1650  -12.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7370  -12.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7339  -11.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4464  -11.3612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1619  -11.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8838  -16.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6010  -16.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3203  -16.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3179  -15.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6001  -15.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0388  -16.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7524  -16.3141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0396  -17.5515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  1  0
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  5 10  1  0
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 14 17  2  0
  8 18  1  0
  7 19  1  0
 19  2  1  0
  2 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 22 26  1  0
 24 25  1  0
 25 26  1  0
 20 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 20  1  0
 32 33  2  0
 32 34  1  0
 29 32  1  0
M  CHG  2  32   1  34  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4645807

   ---

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: 483.50

Molecular Weight (Monoisotopic): 483.1100

AlogP: 2.32

#Rotatable Bonds: 7

Polar Surface Area: 135.92

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.11

CX Basic pKa: 3.91

CX LogP: 2.84

CX LogD: 2.46

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.36

Np Likeness Score: -1.01

References

1. Hou Z, Min W, Zhang R, Niu A, Li Y, Cao L, Han J, Luo C, Yang P, Ding H..  (2020)  Lead discovery, chemical optimization, and biological evaluation studies of novel histone methyltransferase SET7 small-molecule inhibitors.,  30  (9): [PMID:32173197] [10.1016/j.bmcl.2020.127061]

Source

Source(1):

• Scientific Literature