(2S)-2-(4-Chloro-6-oxo-pyridazin-1-yl)-N-methyl-N-[4-methyl-3-[2-(2-pyridyl)ethylsulfamoyl]phenyl]propanamide

ID: ALA4873819

PubChem CID: 162728038

Max Phase: Preclinical

Molecular Formula: C22H24ClN5O4S

Molecular Weight: 489.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(N(C)C(=O)[C@H](C)n2ncc(Cl)cc2=O)cc1S(=O)(=O)NCCc1ccccn1

Standard InChI:  InChI=1S/C22H24ClN5O4S/c1-15-7-8-19(27(3)22(30)16(2)28-21(29)12-17(23)14-25-28)13-20(15)33(31,32)26-11-9-18-6-4-5-10-24-18/h4-8,10,12-14,16,26H,9,11H2,1-3H3/t16-/m0/s1

Standard InChI Key:  HBEKYQKYWCAIJZ-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   11.5810  -27.9744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9937  -27.2686    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.1762  -27.2640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7022  -27.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7010  -28.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4091  -28.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1188  -28.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1159  -27.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4073  -27.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9942  -26.4515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8221  -27.2623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5313  -27.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2375  -27.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5344  -28.4854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9467  -27.6629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9467  -28.4790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6551  -28.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3623  -28.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3566  -27.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6476  -27.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6408  -26.4328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7021  -26.0433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7026  -25.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4105  -24.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1162  -25.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8236  -24.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8245  -24.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1121  -23.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4075  -24.0059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9930  -28.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2344  -26.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8190  -26.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0721  -28.8785    0.0000 Cl  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
  8 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 15  1  0
 20 21  2  0
 10 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
  5 30  1  0
 13 31  1  6
 11 32  1  0
 18 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873819

   ---

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: 489.99

Molecular Weight (Monoisotopic): 489.1238

AlogP: 2.35

#Rotatable Bonds: 8

Polar Surface Area: 114.26

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.21

CX Basic pKa: 4.54

CX LogP: 1.85

CX LogD: 1.84

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.52

Np Likeness Score: -2.11

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