1-but-2-ynoyl-4-phenyl-piperidine-4-carboxylic acid

ID: ALA5190769

PubChem CID: 107986588

Max Phase: Preclinical

Molecular Formula: C16H17NO3

Molecular Weight: 271.32

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H17NO3/c1-2-6-14(18)17-11-9-16(10-12-17,15(19)20)13-7-4-3-5-8-13/h3-5,7-8H,9-12H2,1H3,(H,19,20)

Standard InChI Key:  LMVMLUUHDODVAV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -0.3574    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569    0.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713   -0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569   -1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -0.6177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716   -1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716   -1.8547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7858    1.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982    1.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2126    1.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2142    0.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5028    0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    1.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    1.4442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4836    1.7461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858   -0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2142    0.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000   -0.2053    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
 20 19  1  0
 18 20  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5190769

   1-But-2-ynoyl-4-phenylpiperidine-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: 271.32

Molecular Weight (Monoisotopic): 271.1208

AlogP: 1.65

#Rotatable Bonds: 2

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: 4.03

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: -0.72

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.83

Np Likeness Score: -0.16

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