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

ID: ALA5285754

Max Phase: Preclinical

Molecular Formula: C14H16BrN3O3S

Molecular Weight: 386.27

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)N1CCC2(CC1)N=C(c1ccc(Br)cc1)C(=O)N2

Standard InChI:  InChI=1S/C14H16BrN3O3S/c1-22(20,21)18-8-6-14(7-9-18)16-12(13(19)17-14)10-2-4-11(15)5-3-10/h2-5H,6-9H2,1H3,(H,17,19)

Standard InChI Key:  PTJHYSBTEDYVLZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -0.1038   -0.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6106   -0.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250   -0.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250   -1.7234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6106   -2.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1038   -1.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0392   -2.1357    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7535   -1.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4560   -2.7189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4516   -2.8499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8180   -1.3107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4364   -0.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1059   -0.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -0.0978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2330   -0.9532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5183    0.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3431    0.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7535    1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3410    2.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5204    2.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1041    1.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7534    2.8499    0.0000 Br  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
M  END

Alternative Forms

1. Parent:

   

   ALA5285754

   ---

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: 386.27

Molecular Weight (Monoisotopic): 385.0096

AlogP: 1.12

#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: 9.88

CX Basic pKa: ┄

CX LogP: 1.41

CX LogD: 1.41

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.83

Np Likeness Score: -1.07

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