4-cyano-N-(1,4-dimethyl-2-oxo-1,2-dihydroquinolin-6-yl)benzenesulfonamide

ID: ALA4061727

PubChem CID: 118933137

Max Phase: Preclinical

Molecular Formula: C18H15N3O3S

Molecular Weight: 353.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)n(C)c2ccc(NS(=O)(=O)c3ccc(C#N)cc3)cc12

Standard InChI:  InChI=1S/C18H15N3O3S/c1-12-9-18(22)21(2)17-8-5-14(10-16(12)17)20-25(23,24)15-6-3-13(11-19)4-7-15/h3-10,20H,1-2H3

Standard InChI Key:  WUCKMZXHDIJUHE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.5346  -14.9695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1301  -14.2637    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7212  -14.9669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8442  -13.8510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5567  -14.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5556  -15.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2678  -15.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2660  -13.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9787  -14.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9776  -15.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6879  -15.4939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3998  -15.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4009  -14.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6902  -13.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1105  -15.4974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6856  -16.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4211  -13.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4206  -13.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7197  -12.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0073  -13.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0044  -13.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7097  -14.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3022  -12.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971  -12.2012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6913  -13.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  6  2  0
  6  7  1  0
  7 10  2  0
  9  8  2  0
  8  5  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 12 15  2  0
 11 16  1  0
  5  4  1  0
  4  2  1  0
  2 17  1  0
 17 18  1  0
 17 22  2  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 20 23  1  0
 23 24  3  0
 14 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4061727

   ---

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: 353.40

Molecular Weight (Monoisotopic): 353.0834

AlogP: 2.52

#Rotatable Bonds: 3

Polar Surface Area: 91.96

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.76

CX Basic pKa: ┄

CX LogP: 2.10

CX LogD: 1.97

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: -1.71

References

1. Igoe N, Bayle ED, Tallant C, Fedorov O, Meier JC, Savitsky P, Rogers C, Morias Y, Scholze S, Boyd H, Cunoosamy D, Andrews DM, Cheasty A, Brennan PE, Müller S, Knapp S, Fish PV..  (2017)  Design of a Chemical Probe for the Bromodomain and Plant Homeodomain Finger-Containing (BRPF) Family of Proteins.,  60  (16): [PMID:28714688] [10.1021/acs.jmedchem.7b00611]

Source

Source(1):

• Scientific Literature