5-bromo-2-(1-((3S,5R)-3,5-dimethylpiperazin-1-yl)butyl)-3-ethylquinazolin-4(3H)-one

ID: ALA4856257

PubChem CID: 153574323

Max Phase: Preclinical

Molecular Formula: C20H29BrN4O

Molecular Weight: 421.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(c1nc2cccc(Br)c2c(=O)n1CC)N1C[C@@H](C)N[C@@H](C)C1

Standard InChI:  InChI=1S/C20H29BrN4O/c1-5-8-17(24-11-13(3)22-14(4)12-24)19-23-16-10-7-9-15(21)18(16)20(26)25(19)6-2/h7,9-10,13-14,17,22H,5-6,8,11-12H2,1-4H3/t13-,14+,17?

Standard InChI Key:  MHQZDIZEHXXDPX-VMZNBEPHSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   20.2839   -4.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2828   -5.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9908   -5.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9890   -3.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6976   -4.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6965   -5.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4066   -5.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1224   -5.1778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1236   -4.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4089   -3.9367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4042   -6.4043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8323   -3.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5390   -4.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8289   -5.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8343   -3.1286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5506   -2.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5545   -1.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8496   -1.4965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1391   -1.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1335   -2.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2477   -3.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9544   -4.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2647   -1.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4338   -1.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5378   -5.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9905   -6.3999    0.0000 Br  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
 12 15  1  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 13 21  1  0
 21 22  1  0
 17 23  1  1
 19 24  1  1
 14 25  1  0
  3 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4856257

   ---

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: 421.38

Molecular Weight (Monoisotopic): 420.1525

AlogP: 3.70

#Rotatable Bonds: 5

Polar Surface Area: 50.16

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.39

CX LogP: 3.85

CX LogD: 1.88

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -0.71

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