3-(2-methoxyethyl)-2-(1-(piperazin-1-yl)butyl)quinazolin-4(3H)-one

ID: ALA4877503

PubChem CID: 148372331

Max Phase: Preclinical

Molecular Formula: C19H28N4O2

Molecular Weight: 344.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(c1nc2ccccc2c(=O)n1CCOC)N1CCNCC1

Standard InChI:  InChI=1S/C19H28N4O2/c1-3-6-17(22-11-9-20-10-12-22)18-21-16-8-5-4-7-15(16)19(24)23(18)13-14-25-2/h4-5,7-8,17,20H,3,6,9-14H2,1-2H3

Standard InChI Key:  LMNVFTKFDZLWND-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   23.0574   -3.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0563   -4.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7643   -4.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7625   -3.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4711   -3.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4700   -4.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1801   -4.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8959   -4.3565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8971   -3.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1824   -3.1154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1777   -5.5830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6058   -3.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3125   -3.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6024   -4.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0179   -4.7711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7267   -4.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6078   -2.3073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3241   -1.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3280   -1.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6231   -0.6752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9126   -1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9070   -1.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3105   -4.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0212   -3.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7279   -3.5382    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
  8 14  1  0
 14 23  1  0
 23 15  1  0
 15 16  1  0
 12 17  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 13 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877503

   ---

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: 344.46

Molecular Weight (Monoisotopic): 344.2212

AlogP: 1.79

#Rotatable Bonds: 7

Polar Surface Area: 59.39

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.21

CX LogP: 1.84

CX LogD: 0.04

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.83

Np Likeness Score: -1.20

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