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

ID: ALA5291040

Max Phase: Preclinical

Molecular Formula: C20H18BrN3O2

Molecular Weight: 412.29

Names and Identifiers

Canonical SMILES:  O=C1NC2(CCN(C(=O)c3ccccc3)CC2)N=C1c1ccc(Br)cc1

Standard InChI:  InChI=1S/C20H18BrN3O2/c21-16-8-6-14(7-9-16)17-18(25)23-20(22-17)10-12-24(13-11-20)19(26)15-4-2-1-3-5-15/h1-9H,10-13H2,(H,23,25)

Standard InChI Key:  RBOPPFXFXGEDNN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   -0.8181   -0.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1037   -0.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6106   -0.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6106   -1.6680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1037   -2.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8181   -1.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3248   -2.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0391   -1.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323   -1.2554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1507   -0.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8202    0.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9965   -0.0426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9473   -0.8978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325    0.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0573    0.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4677    1.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0553    2.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2346    2.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8184    1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -0.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517   -0.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4661   -0.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4677   -1.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7563   -2.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4676    2.9051    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.3248   -2.9051    0.0000 O   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
  1  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  2  0
  1 12  1  0
 10 13  2  0
 14 11  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 18 17  1  0
 14 19  1  0
 19 18  2  0
 20  8  2  0
 21 20  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
  8 24  1  0
 17 25  1  0
  7 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5291040

   ---

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: 412.29

Molecular Weight (Monoisotopic): 411.0582

AlogP: 3.00

#Rotatable Bonds: 2

Polar Surface Area: 61.77

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.13

CX Basic pKa: 0.06

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.82

Np Likeness Score: -0.93

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