3-ethyl-2-((S)-1-((S)-3-methylpiperazin-1-yl)butyl)pyrido[4,3-d]pyrimidin-4(3H)-one

ID: ALA4877068

PubChem CID: 156783664

Max Phase: Preclinical

Molecular Formula: C18H27N5O

Molecular Weight: 329.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC[C@@H](c1nc2ccncc2c(=O)n1CC)N1CCN[C@@H](C)C1

Standard InChI:  InChI=1S/C18H27N5O/c1-4-6-16(22-10-9-20-13(3)12-22)17-21-15-7-8-19-11-14(15)18(24)23(17)5-2/h7-8,11,13,16,20H,4-6,9-10,12H2,1-3H3/t13-,16-/m0/s1

Standard InChI Key:  RFQYUCNHWNYTNR-BBRMVZONSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   37.3005  -18.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2993  -19.2187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0074  -19.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0056  -17.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7142  -18.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7130  -19.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4231  -19.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1390  -19.2228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.1401  -18.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4255  -17.9817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4208  -20.4493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8488  -17.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5555  -18.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2643  -17.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8455  -19.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5544  -19.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8508  -17.1735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5671  -16.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5711  -15.9556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8662  -15.5415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.1557  -15.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1501  -16.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2813  -15.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9710  -18.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  7 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
  8 15  1  0
 15 16  1  0
 12 17  1  1
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 19 23  1  1
 14 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877068

   ---

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: 329.45

Molecular Weight (Monoisotopic): 329.2216

AlogP: 1.95

#Rotatable Bonds: 5

Polar Surface Area: 63.05

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.30

CX LogP: 1.44

CX LogD: -0.45

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.91

Np Likeness Score: -0.81

References

1. Fernández A, Díaz JL, García M, Rodríguez-Escrich S, Lorente A, Enrech R, Dordal A, Portillo-Salido E, Porras M, Fernández B, Reinoso RF, Vela JM, Almansa C..  (2021)  Piperazinyl Bicyclic Derivatives as Selective Ligands of the α2δ-1 Subunit of Voltage-Gated Calcium Channels.,  12  (11.0): [PMID:34795870] [10.1021/acsmedchemlett.1c00416]

Source

Source(1):

• Scientific Literature