3-(4-(4-methoxy-5-(pyrrolidine-1-carbonyl)thiophen-3-yl)-1H-1,2,3-triazol-1-yl)piperidine-2,6-dione

ID: ALA5076661

PubChem CID: 162641722

Max Phase: Preclinical

Molecular Formula: C17H19N5O4S

Molecular Weight: 389.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(-c2cn(C3CCC(=O)NC3=O)nn2)csc1C(=O)N1CCCC1

Standard InChI:  InChI=1S/C17H19N5O4S/c1-26-14-10(9-27-15(14)17(25)21-6-2-3-7-21)11-8-22(20-19-11)12-4-5-13(23)18-16(12)24/h8-9,12H,2-7H2,1H3,(H,18,23,24)

Standard InChI Key:  OOIINFBRWZQRRM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.7374  -24.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7374  -25.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4494  -25.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1615  -25.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1615  -24.3445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4494  -23.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0217  -23.9340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9355  -23.1148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1280  -22.9456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176  -23.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2714  -24.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8753  -25.5830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4494  -23.1029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8973  -23.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3436  -23.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5910  -23.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6796  -24.2991    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4872  -24.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8752  -23.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728  -22.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5120  -22.3333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8968  -21.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621  -23.4831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4065  -23.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1479  -23.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2710  -24.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0774  -24.3046    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
 16 19  1  0
 19 20  2  0
 15 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5076661

   ---

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: 389.44

Molecular Weight (Monoisotopic): 389.1158

AlogP: 1.23

#Rotatable Bonds: 4

Polar Surface Area: 106.42

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.56

CX Basic pKa: ┄

CX LogP: 0.61

CX LogD: 0.61

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.79

Np Likeness Score: -1.23

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. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]

3. EUbOPEN.  (2023)  Tm Shift (DSF) assay results for EUbOPEN Chemogenomics Library,  [10.6019/CHEMBL5308504]

4. 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]

5. 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(2):

• Scientific Literature
• EUbOPEN Chemogenomic Library