4-phenyl-1-prop-2-enoyl-N-(p-tolylsulfonyl)piperidine-4-carboxamide

ID: ALA5206543

PubChem CID: 168296068

Max Phase: Preclinical

Molecular Formula: C22H24N2O4S

Molecular Weight: 412.51

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CCC(C(=O)NS(=O)(=O)c2ccc(C)cc2)(c2ccccc2)CC1

Standard InChI:  InChI=1S/C22H24N2O4S/c1-3-20(25)24-15-13-22(14-16-24,18-7-5-4-6-8-18)21(26)23-29(27,28)19-11-9-17(2)10-12-19/h3-12H,1,13-16H2,2H3,(H,23,26)

Standard InChI Key:  PGGCKVYLNBFUII-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -1.2268    1.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5124    1.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2019    0.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5124   -0.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268    0.3928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410   -0.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410   -0.8441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6552    0.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -0.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9161    1.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9164    2.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6288    2.8653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3432    2.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3448    1.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6334    1.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2266    0.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410    0.8436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2266   -0.3940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2019    1.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6553    0.4312    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    0.8436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6553   -0.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    0.0189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3694   -0.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3686   -1.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542   -2.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9428   -1.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9380   -0.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542   -2.8653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  4  3  1  0
  1  5  1  0
  5  4  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 10 15  1  0
 15 14  2  0
 16 17  1  0
 16 18  2  0
 16 19  1  0
  3 19  1  0
 19  2  1  0
 10 19  1  0
 17 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  2  0
 24 22  2  0
 25 24  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 22 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5206543

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 412.51

Molecular Weight (Monoisotopic): 412.1457

AlogP: 2.55

#Rotatable Bonds: 5

Polar Surface Area: 83.55

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.12

CX Basic pKa: ┄

CX LogP: 3.24

CX LogD: 2.30

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.77

Np Likeness Score: -0.83

References

1. Kalmode HP, Podsiadly I, Kabra A, Boulton A, Reddy P, Gao Y, Li C, Bushweller JH..  (2022)  Small-Molecule Inhibitors of the MLL1 CXXC Domain, an Epigenetic Reader of DNA Methylation.,  13  (8.0): [PMID:35978680] [10.1021/acsmedchemlett.2c00198]

2. Getlik, Matthäus M and 17 more authors.  2016-03-24  Structure-Based Optimization of a Small Molecule Antagonist of the Interaction Between WD Repeat-Containing Protein 5 (WDR5) and Mixed-Lineage Leukemia 1 (MLL1).  [PMID:26958703]

Source

Source(1):

• Scientific Literature