ethyl 4-phenyl-1-prop-2-enoyl-piperidine-4-carboxylate

ID: ALA5191371

PubChem CID: 168284851

Max Phase: Preclinical

Molecular Formula: C17H21NO3

Molecular Weight: 287.36

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CCC(C(=O)OCC)(c2ccccc2)CC1

Standard InChI:  InChI=1S/C17H21NO3/c1-3-15(19)18-12-10-17(11-13-18,16(20)21-4-2)14-8-6-5-7-9-14/h3,5-9H,1,4,10-13H2,2H3

Standard InChI Key:  VKHKGRSKIXLLON-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.7145    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    0.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.6177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4287   -1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4287   -1.8547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1429   -0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4284    0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287    1.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1411    1.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555    1.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1457    0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    1.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    1.4442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265    1.7461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7141    1.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4283    1.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  1  6  1  0
  6  5  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 11  3  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 11 16  1  0
 16 15  2  0
  3 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5191371

   ---

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: 287.36

Molecular Weight (Monoisotopic): 287.1521

AlogP: 2.30

#Rotatable Bonds: 4

Polar Surface Area: 46.61

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.44

CX LogD: 2.44

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.63

Np Likeness Score: -0.43

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