3-(4-tert-butylphenyl)-8-methanesulfonyl-1,4,8-triazaspiro[4.5]dec-3-en-2-one

ID: ALA5272823

Max Phase: Preclinical

Molecular Formula: C18H25N3O3S

Molecular Weight: 363.48

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(C2=NC3(CCN(S(C)(=O)=O)CC3)NC2=O)cc1

Standard InChI:  InChI=1S/C18H25N3O3S/c1-17(2,3)14-7-5-13(6-8-14)15-16(22)20-18(19-15)9-11-21(12-10-18)25(4,23)24/h5-8H,9-12H2,1-4H3,(H,20,22)

Standard InChI Key:  KQBSVBOGIVAFPV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    0.3085   -1.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0229   -0.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7373   -1.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7373   -2.0805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0229   -2.4931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3085   -2.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4516   -2.4929    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1659   -2.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8685   -3.0761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8640   -3.2072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4057   -1.6678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0241   -1.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6936   -0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300   -0.4549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8207   -1.3103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1059    0.3515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9308    0.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3413    1.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9287    1.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1081    1.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6918    1.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411    2.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659    2.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9287    3.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7535    3.2072    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
  4  7  1  0
  7  8  1  0
  7  9  2  0
  7 10  2  0
  1 11  1  0
 11 12  1  0
 12 13  1  0
 14 13  2  0
  1 14  1  0
 12 15  2  0
 16 13  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 16 21  1  0
 21 20  2  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5272823

   ---

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: 363.48

Molecular Weight (Monoisotopic): 363.1617

AlogP: 1.65

#Rotatable Bonds: 2

Polar Surface Area: 78.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.49

CX Basic pKa: 0.56

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.87

Np Likeness Score: -1.08

References

1. Bhuiyan AI, Choi AH, Ghoshal S, Adiele UA, Dana D, Choi JY, Fath KR, Talele TT, Pathak SK..  (2023)  Identification of a novel spirocyclic Nek2 inhibitor using high throughput virtual screening.,  88  [PMID:37094724] [10.1016/j.bmcl.2023.129288]

Source

Source(1):

• Scientific Literature