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

ID: ALA4858331

PubChem CID: 149136599

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-XJKSGUPXSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   24.0108  -17.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0097  -18.8101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7177  -19.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7159  -17.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4245  -17.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4233  -18.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1334  -19.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8493  -18.8142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8505  -17.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1358  -17.5731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1311  -20.0407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5592  -17.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2659  -17.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9746  -17.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5558  -19.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2647  -18.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5612  -16.7650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2775  -16.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2814  -15.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5765  -15.1329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8660  -15.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8604  -16.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9916  -15.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6813  -17.9959    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  6
 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:

   

   ALA4858331

   ---

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