4-phenyl-1-propanoyl-piperidine-4-carboxylic acid

ID: ALA5209861

PubChem CID: 22240578

Max Phase: Preclinical

Molecular Formula: C15H19NO3

Molecular Weight: 261.32

Names and Identifiers

Canonical SMILES:  CCC(=O)N1CCC(C(=O)O)(c2ccccc2)CC1

Standard InChI:  InChI=1S/C15H19NO3/c1-2-13(17)16-10-8-15(9-11-16,14(18)19)12-6-4-3-5-7-12/h3-7H,2,8-11H2,1H3,(H,18,19)

Standard InChI Key:  UFKYVHLDXMPWOS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -0.7148    0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    0.2073    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
   -0.0002   -1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147   -0.6177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292   -1.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -0.6178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1513    0.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9758    0.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4130    1.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0256    2.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2011    2.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7640    1.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5387    0.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9759   -0.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2802    0.5979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -1.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147   -2.2677    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
  9  3  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
  9 14  1  0
 14 13  2  0
  3 15  1  0
 15 16  1  0
 15 17  2  0
  7 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5209861

   4-Phenyl-1-propanoylpiperidine-4-carboxylic acid

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: 261.32

Molecular Weight (Monoisotopic): 261.1365

AlogP: 2.04

#Rotatable Bonds: 3

Polar Surface Area: 57.61

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.42

CX Basic pKa: ┄

CX LogP: 1.88

CX LogD: -0.99

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.91

Np Likeness Score: -0.61

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