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

ID: ALA5094756

PubChem CID: 162641721

Max Phase: Preclinical

Molecular Formula: C12H12N4O2S2

Molecular Weight: 308.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1cscc1-c1cn(C2CCC(=O)NC2=O)nn1

Standard InChI:  InChI=1S/C12H12N4O2S2/c1-19-10-6-20-5-7(10)8-4-16(15-14-8)9-2-3-11(17)13-12(9)18/h4-6,9H,2-3H2,1H3,(H,13,17,18)

Standard InChI Key:  YIIUEHDPOPLUBR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   14.8303   -5.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8303   -6.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5424   -6.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2543   -6.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2543   -5.5821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5424   -5.1655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1147   -5.1717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0284   -4.3524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2209   -4.1832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8105   -4.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3644   -5.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9683   -6.8206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5424   -4.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9903   -4.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4366   -4.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6838   -4.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7726   -5.5367    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.5801   -5.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6050   -3.5709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.9896   -3.0213    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
 15 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5094756

   ---

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: 308.39

Molecular Weight (Monoisotopic): 308.0402

AlogP: 1.71

#Rotatable Bonds: 3

Polar Surface Area: 76.88

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.56

CX Basic pKa: ┄

CX LogP: 1.56

CX LogD: 1.56

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.69

Np Likeness Score: -1.15

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. Matyskiela, Mary E ME and 18 more authors.  2018-01-25  A Cereblon Modulator (CC-220) with Improved Degradation of Ikaros and Aiolos.  [PMID:28425720]

Source

Source(1):

• Scientific Literature