3-(4-bromophenyl)-8-(thiophene-2-sulfonyl)-1,4,8-triazaspiro[4.5]dec-3-en-2-one

ID: ALA5282303

Max Phase: Preclinical

Molecular Formula: C17H16BrN3O3S2

Molecular Weight: 454.37

Names and Identifiers

Canonical SMILES:  O=C1NC2(CCN(S(=O)(=O)c3cccs3)CC2)N=C1c1ccc(Br)cc1

Standard InChI:  InChI=1S/C17H16BrN3O3S2/c18-13-5-3-12(4-6-13)15-16(22)20-17(19-15)7-9-21(10-8-17)26(23,24)14-2-1-11-25-14/h1-6,11H,7-10H2,(H,20,22)

Standard InChI Key:  PKTKWUSSPPWFQU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   -0.7409   -0.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -0.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880   -0.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6880   -1.7235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -2.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7409   -1.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4023   -2.1359    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1166   -1.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8191   -2.7191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146   -2.8501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4552   -1.3108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0736   -0.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7431   -0.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9193   -0.0979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8703   -0.9532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555    0.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9803    0.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3908    1.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9783    2.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1576    2.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7413    1.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3907    2.8501    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1166   -0.8987    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9203   -0.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3908   -1.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991   -1.9693    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
 23  8  1  0
 23 24  1  0
 24 25  2  0
 26 25  1  0
  8 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282303

   ---

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: 454.37

Molecular Weight (Monoisotopic): 452.9816

AlogP: 2.61

#Rotatable Bonds: 3

Polar Surface Area: 78.84

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.57

CX Basic pKa: ┄

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.77

Np Likeness Score: -1.63

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