2-(dimethylamino)-8-[2-methyl-6-(4-piperidyl)pyrimidin-4-yl]-1,3,8-triazaspiro[4.5]dec-1-en-4-one

ID: ALA4644607

PubChem CID: 56713348

Max Phase: Preclinical

Molecular Formula: C19H29N7O

Molecular Weight: 371.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(C2CCNCC2)cc(N2CCC3(CC2)N=C(N(C)C)NC3=O)n1

Standard InChI:  InChI=1S/C19H29N7O/c1-13-21-15(14-4-8-20-9-5-14)12-16(22-13)26-10-6-19(7-11-26)17(27)23-18(24-19)25(2)3/h12,14,20H,4-11H2,1-3H3,(H,23,24,27)

Standard InChI Key:  VDXVPLMDSIXISW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   17.9784  -12.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2686  -12.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6606  -12.6352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9947  -13.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8091  -13.2963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1023  -10.4625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1012  -11.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8092  -11.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5189  -11.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5160  -10.4589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8074  -10.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2249  -11.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2242  -12.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9285  -12.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6380  -12.5076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6387  -11.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9299  -11.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3967  -11.6878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6894  -11.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9835  -11.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6859  -12.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3980  -12.5037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5871  -14.0914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7699  -14.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9966  -14.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1821  -11.2738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8050   -9.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  9 12  1  0
 18 19  1  0
 18 22  1  0
 19 20  1  0
 20  1  1  0
  1 21  1  0
 21 22  1  0
  7 18  1  0
  4 23  1  0
 23 24  1  0
 23 25  1  0
  2 26  2  0
 11 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4644607

   2-(Dimethylamino)-8-(2-methyl-6-piperidin-4-ylpyrimidin-4-yl)-1,3,8-triazaspiro[4.5]dec-1-en-4-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 371.49

Molecular Weight (Monoisotopic): 371.2434

AlogP: 0.64

#Rotatable Bonds: 2

Polar Surface Area: 85.75

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.06

CX Basic pKa: 9.92

CX LogP: 0.77

CX LogD: -1.42

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.79

Np Likeness Score: -0.83

References

1. Pach S, Sarter TM, Yousef R, Schaller D, Bergemann S, Arkona C, Rademann J, Nitsche C, Wolber G..  (2020)  Catching a Moving Target: Comparative Modeling of Flaviviral NS2B-NS3 Reveals Small Molecule Zika Protease Inhibitors.,  11  (4): [PMID:32292558] [10.1021/acsmedchemlett.9b00629]

Source

Source(1):

• Scientific Literature