6-bromo-3-ethyl-2-((R)-1-((S)-3-methylpiperazin-1-yl)butyl)quinazolin-4(3H)-one

ID: ALA4864739

PubChem CID: 147197912

Max Phase: Preclinical

Molecular Formula: C19H27BrN4O

Molecular Weight: 407.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC[C@H](c1nc2ccc(Br)cc2c(=O)n1CC)N1CCN[C@@H](C)C1

Standard InChI:  InChI=1S/C19H27BrN4O/c1-4-6-17(23-10-9-21-13(3)12-23)18-22-16-8-7-14(20)11-15(16)19(25)24(18)5-2/h7-8,11,13,17,21H,4-6,9-10,12H2,1-3H3/t13-,17+/m0/s1

Standard InChI Key:  CCSYRVYORQUIJU-SUMWQHHRSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   19.5245  -10.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5234  -11.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2314  -12.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2296  -10.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9382  -10.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9370  -11.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6471  -12.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3630  -11.7649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3642  -10.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6495  -10.5238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6448  -12.9914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0729  -10.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7796  -10.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0695  -12.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0749   -9.7156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7912   -9.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7951   -8.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0902   -8.0836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3797   -8.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3741   -9.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4883  -10.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1950  -10.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7784  -11.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8153  -12.1688    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   24.5053   -8.0935    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
 12 15  1  6
 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
 14 23  1  0
  2 24  1  0
 17 25  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4864739

   ---

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: 407.36

Molecular Weight (Monoisotopic): 406.1368

AlogP: 3.31

#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: 9.30

CX LogP: 3.43

CX LogD: 1.54

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.83

Np Likeness Score: -0.91

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