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

ID: ALA5278742

Max Phase: Preclinical

Molecular Formula: C20H20BrN3O3S

Molecular Weight: 462.37

Names and Identifiers

Canonical SMILES:  O=C1NC2(CCN(S(=O)(=O)Cc3ccccc3)CC2)N=C1c1ccc(Br)cc1

Standard InChI:  InChI=1S/C20H20BrN3O3S/c21-17-8-6-16(7-9-17)18-19(25)23-20(22-18)10-12-24(13-11-20)28(26,27)14-15-4-2-1-3-5-15/h1-9H,10-14H2,(H,23,25)

Standard InChI Key:  PYOPNNNPMJIIQA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.4625   -0.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2519   -0.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664   -0.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664   -1.7234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2519   -2.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4625   -1.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6806   -2.1357    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949   -1.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0974   -2.7189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -2.8499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1767   -1.3107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7951   -0.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4645   -0.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409   -0.0978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917   -0.9532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8769    0.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7017    0.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1121    1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6997    2.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790    2.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4628    1.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1120    2.8499    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.3949   -0.8986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6806   -0.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6814    0.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3958    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1073    0.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1121   -0.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  4  3  1  0
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  6  5  1  0
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  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
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 20 19  1  0
 16 21  1  0
 21 20  2  0
 19 22  1  0
  8 23  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5278742

   ---

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: 462.37

Molecular Weight (Monoisotopic): 461.0409

AlogP: 2.69

#Rotatable Bonds: 4

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: 10.06

CX Basic pKa: ┄

CX LogP: 3.29

CX LogD: 3.29

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.76

Np Likeness Score: -1.10

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