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

ID: ALA4859215

PubChem CID: 153574159

Max Phase: Preclinical

Molecular Formula: C20H29BrN4O

Molecular Weight: 421.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(c1nc2ccc(Br)cc2c(=O)n1CC)N1C[C@@H](C)N[C@@H](C)C1

Standard InChI:  InChI=1S/C20H29BrN4O/c1-5-7-18(24-11-13(3)22-14(4)12-24)19-23-17-9-8-15(21)10-16(17)20(26)25(19)6-2/h8-10,13-14,18,22H,5-7,11-12H2,1-4H3/t13-,14+,18?

Standard InChI Key:  XEPZKTXACHAXBF-UUVAVEHKSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   35.5794  -18.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5783  -19.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2863  -20.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2845  -18.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9932  -18.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9920  -19.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7021  -20.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4179  -19.7428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4191  -18.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7044  -18.5017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6998  -20.9693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1278  -18.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8345  -18.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1245  -20.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1298  -17.6936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8461  -17.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8500  -16.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1451  -16.0615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4346  -16.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4290  -17.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5432  -18.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2499  -18.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5603  -16.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7293  -16.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8333  -19.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8702  -20.1468    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
  2 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859215

   ---

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: -0.77

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