3-(1-(3,4,5-trimethoxybenzyl)piperidin-4-yl)-4-phenyl-3,4-dihydroquinazolin-2(1H)-one hydrochloride

ID: ALA535609

PubChem CID: 45263326

Max Phase: Preclinical

Molecular Formula: C29H34ClN3O4

Molecular Weight: 487.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CN2CCC(N3C(=O)Nc4ccccc4C3c3ccccc3)CC2)cc(OC)c1OC.Cl

Standard InChI:  InChI=1S/C29H33N3O4.ClH/c1-34-25-17-20(18-26(35-2)28(25)36-3)19-31-15-13-22(14-16-31)32-27(21-9-5-4-6-10-21)23-11-7-8-12-24(23)30-29(32)33;/h4-12,17-18,22,27H,13-16,19H2,1-3H3,(H,30,33);1H

Standard InChI Key:  GSGXFNVFVCYPOH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 37 40  0  0  0  0  0  0  0  0999 V2000
   15.4987    2.2425    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5942    3.7503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5918    5.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2915    5.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0063    5.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0038    3.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321   -1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8926    1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8951    2.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1953    3.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4931    2.9949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4907    1.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1905    0.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7956    3.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0931    2.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3960    3.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6912    2.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6836    1.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3808    0.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0856    1.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3702   -0.7712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3271   -1.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9780    0.7134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9703   -0.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9932    3.7195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9976    4.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  2  5  2  0
  5  6  1  0
  4  7  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 12 17  1  0
 16 17  2  0
  9 18  2  0
 10 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 19 24  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 26 31  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 29 34  1  0
 34 35  1  0
 28 36  1  0
 36 37  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 487.60

Molecular Weight (Monoisotopic): 487.2471

AlogP: 5.31

#Rotatable Bonds: 7

Polar Surface Area: 63.27

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.78

CX Basic pKa: 7.51

CX LogP: 4.14

CX LogD: 3.78

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.49

Np Likeness Score: -0.50

References

1. Hasegawa H, Muraoka M, Matsui K, Kojima A..  (2006)  A novel class of sodium/calcium exchanger inhibitors: design, synthesis, and structure-activity relationships of 4-phenyl-3-(piperidin-4-yl)-3,4-dihydro-2(1H)-quinazolinone derivatives.,  16  (3): [PMID:16249082] [10.1016/j.bmcl.2005.10.012]

Source

Source(1):

• Scientific Literature