2-(4,5-Dichloro-6-oxopyridazin-1(6H)-yl)-N-(4-methyl-3-((4-methyl-1,4-diazepan-1-yl)sulfonyl)phenyl)acetamide

ID: ALA4875218

PubChem CID: 162728014

Max Phase: Preclinical

Molecular Formula: C19H23Cl2N5O4S

Molecular Weight: 488.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)Cn2ncc(Cl)c(Cl)c2=O)cc1S(=O)(=O)N1CCCN(C)CC1

Standard InChI:  InChI=1S/C19H23Cl2N5O4S/c1-13-4-5-14(23-17(27)12-26-19(28)18(21)15(20)11-22-26)10-16(13)31(29,30)25-7-3-6-24(2)8-9-25/h4-5,10-11H,3,6-9,12H2,1-2H3,(H,23,27)

Standard InChI Key:  HMSYSGKNOIHRNA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   12.2816   -4.6452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6982   -3.9327    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.8729   -3.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4133   -4.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4121   -5.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1269   -5.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8431   -5.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8403   -4.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1251   -3.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6987   -3.1080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6975   -5.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5532   -3.9264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2690   -4.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9819   -3.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2722   -5.1610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6977   -4.3308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6977   -5.1546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4128   -5.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1265   -5.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1208   -4.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4052   -3.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3984   -3.0891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8322   -3.9021    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.8431   -5.5578    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.9629   -2.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7777   -1.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4464   -2.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2875   -1.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6289   -1.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1112   -1.2999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4681   -0.5562    0.0000 C   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
  4  2  1  0
  2 10  1  0
  5 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 16  1  0
 21 22  2  0
 20 23  1  0
 19 24  1  0
 10 25  1  0
 25 26  1  0
 10 27  1  0
 26 28  1  0
 27 29  1  0
 28 30  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875218

   ---

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: 488.40

Molecular Weight (Monoisotopic): 487.0848

AlogP: 1.82

#Rotatable Bonds: 5

Polar Surface Area: 104.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.68

CX Basic pKa: 7.07

CX LogP: 1.38

CX LogD: 1.21

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.69

Np Likeness Score: -2.64

References

1. McKinney DC, McMillan BJ, Ranaghan MJ, Moroco JA, Brousseau M, Mullin-Bernstein Z, O'Keefe M, McCarren P, Mesleh MF, Mulvaney KM, Robinson F, Singh R, Bajrami B, Wagner FF, Hilgraf R, Drysdale MJ, Campbell AJ, Skepner A, Timm DE, Porter D, Kaushik VK, Sellers WR, Ianari A..  (2021)  Discovery of a First-in-Class Inhibitor of the PRMT5-Substrate Adaptor Interaction.,  64  (15.0): [PMID:34342224] [10.1021/acs.jmedchem.1c00507]

Source

Source(1):

• Scientific Literature