1-hex-5-ynoyl-4-phenyl-piperidine-4-carboxylic acid

ID: ALA5191178

PubChem CID: 168284849

Max Phase: Preclinical

Molecular Formula: C18H21NO3

Molecular Weight: 299.37

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H21NO3/c1-2-3-5-10-16(20)19-13-11-18(12-14-19,17(21)22)15-8-6-4-7-9-15/h1,4,6-9H,3,5,10-14H2,(H,21,22)

Standard InChI Key:  BNBVXPYBMOLEBU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    0.3567    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712    0.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855   -0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712   -1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567   -0.6177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -1.8547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997    0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5000    1.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124    1.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9268    1.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9284    0.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2170    0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    1.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714    1.4442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1979    1.7461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716   -0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858   -1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000   -0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2142   -1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -1.4424    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
 19 20  1  0
 20 21  1  0
 21 22  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5191178

   ---

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: 299.37

Molecular Weight (Monoisotopic): 299.1521

AlogP: 2.43

#Rotatable Bonds: 5

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: 4.37

CX Basic pKa: ┄

CX LogP: 2.41

CX LogD: -0.51

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.67

Np Likeness Score: -0.42

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