3-(4-(thiophen-3-yl)-1H-1,2,3-triazol-1-yl)piperidine-2,6-dione

ID: ALA5091525

PubChem CID: 151449452

Max Phase: Preclinical

Molecular Formula: C11H10N4O2S

Molecular Weight: 262.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCC(n2cc(-c3ccsc3)nn2)C(=O)N1

Standard InChI:  InChI=1S/C11H10N4O2S/c16-10-2-1-9(11(17)12-10)15-5-8(13-14-15)7-3-4-18-6-7/h3-6,9H,1-2H2,(H,12,16,17)

Standard InChI Key:  PGEUBQZQGXWTFO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   21.5783   -3.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5783   -4.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2904   -5.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0024   -4.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0024   -3.8720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2904   -3.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8627   -3.4616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7764   -2.6423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9689   -2.4732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5585   -3.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1124   -3.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7162   -5.1106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2904   -2.6304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7383   -3.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1880   -2.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4353   -3.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5240   -3.8235    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.3314   -3.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  4 12  2  0
  6 13  2  0
 10 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5091525

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 262.29

Molecular Weight (Monoisotopic): 262.0524

AlogP: 0.98

#Rotatable Bonds: 2

Polar Surface Area: 76.88

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.56

CX Basic pKa: ┄

CX LogP: 0.93

CX LogD: 0.93

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.82

Np Likeness Score: -1.85

References

1. Teng M, Lu W, Donovan KA, Sun J, Krupnick NM, Nowak RP, Li YD, Sperling AS, Zhang T, Ebert BL, Fischer ES, Gray NS..  (2022)  Development of PDE6D and CK1α Degraders through Chemical Derivatization of FPFT-2216.,  65  (1.0): [PMID:34965125] [10.1021/acs.jmedchem.1c01832]

2. Zimmermann, Gunther G and 8 more authors.  2014-06-26  Structure guided design and kinetic analysis of highly potent benzimidazole inhibitors targeting the PDEδ prenyl binding site.  [PMID:24884780]

3. Cheng, Junfei; Li, Yu; Wang, Xu; Dong, Guoqiang and Sheng, Chunquan.  2020-07-23  Discovery of Novel PDEδ Degraders for the Treatment of KRAS Mutant Colorectal Cancer.  [PMID:32603594]

Source

Source(1):

• Scientific Literature