N-(4-methoxyphenyl)sulfonyl-4-phenyl-1-prop-2-enoyl-piperidine-4-carboxamide

ID: ALA5191621

PubChem CID: 168285291

Max Phase: Preclinical

Molecular Formula: C22H24N2O5S

Molecular Weight: 428.51

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H24N2O5S/c1-3-20(25)24-15-13-22(14-16-24,17-7-5-4-6-8-17)21(26)23-30(27,28)19-11-9-18(29-2)10-12-19/h3-12H,1,13-16H2,2H3,(H,23,26)

Standard InChI Key:  YKGCXBGLHBYHAT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.5124    0.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268    0.5990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410    0.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410   -0.6380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6552    0.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695    0.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3448    1.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6334    1.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2266    0.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410    1.0497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2266   -0.1879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6553    0.6373    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    1.0497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6553   -0.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    0.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3694   -0.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3686   -1.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542   -1.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9428   -1.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9380   -0.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542   -2.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3684   -3.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3 19  1  0
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 27 26  1  0
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 22 28  1  0
 26 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5191621

   ---

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: 428.51

Molecular Weight (Monoisotopic): 428.1406

AlogP: 2.25

#Rotatable Bonds: 6

Polar Surface Area: 92.78

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.12

CX Basic pKa: ┄

CX LogP: 2.57

CX LogD: 1.63

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.71

Np Likeness Score: -0.72

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