(R)-6-bromo-2-(1-(3,3-dimethylpiperazin-1-yl)butyl)-3-ethylquinazolin-4(3H)-one

ID: ALA4865950

PubChem CID: 153574364

Max Phase: Preclinical

Molecular Formula: C20H29BrN4O

Molecular Weight: 421.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC[C@H](c1nc2ccc(Br)cc2c(=O)n1CC)N1CCNC(C)(C)C1

Standard InChI:  InChI=1S/C20H29BrN4O/c1-5-7-17(24-11-10-22-20(3,4)13-24)18-23-16-9-8-14(21)12-15(16)19(26)25(18)6-2/h8-9,12,17,22H,5-7,10-11,13H2,1-4H3/t17-/m1/s1

Standard InChI Key:  FARQPLGTEQSWJP-QGZVFWFLSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   21.2552  -15.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0447  -15.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8362  -15.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7758  -18.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7746  -19.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4827  -19.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4809  -17.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1895  -18.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1883  -19.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8984  -19.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6142  -19.1856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6154  -18.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9008  -17.9446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8961  -20.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3241  -17.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0308  -18.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3208  -19.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3261  -17.1364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0424  -16.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3415  -15.5043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6310  -15.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6253  -16.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7395  -17.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4463  -18.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0297  -19.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0666  -19.5896    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 10 14  2  0
 12 15  1  0
 15 16  1  0
 11 17  1  0
 15 18  1  6
 18 19  1  0
 18 22  1  0
 19  2  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 16 23  1  0
 23 24  1  0
 17 25  1  0
  5 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4865950

   ---

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: 9.40

CX LogP: 3.71

CX LogD: 1.73

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -0.79

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