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

ID: ALA557192

PubChem CID: 45265841

Max Phase: Preclinical

Molecular Formula: C28H32ClN3O3

Molecular Weight: 457.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CN2CCC(N3C(=O)Nc4ccccc4C3c3ccccc3)CC2)cc(OC)c1.Cl

Standard InChI:  InChI=1S/C28H31N3O3.ClH/c1-33-23-16-20(17-24(18-23)34-2)19-30-14-12-22(13-15-30)31-27(21-8-4-3-5-9-21)25-10-6-7-11-26(25)29-28(31)32;/h3-11,16-18,22,27H,12-15,19H2,1-2H3,(H,29,32);1H

Standard InChI Key:  REDCOMHUPQCYMM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   16.7833  -18.5458    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5194  -17.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5182  -18.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2331  -19.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2313  -17.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9466  -17.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9501  -18.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6692  -19.1990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3896  -18.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3862  -17.9488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6624  -17.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6579  -16.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3690  -16.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3648  -15.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6475  -15.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9330  -15.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9407  -16.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1052  -19.1924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0994  -17.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8186  -17.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5297  -17.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5314  -16.7113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8158  -16.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0985  -16.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2461  -16.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9603  -16.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9550  -17.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6683  -17.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3841  -17.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3820  -16.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6681  -16.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0953  -16.2915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8109  -16.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6674  -18.7723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9524  -19.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 18  2  0
  6  5  1  0
 10 19  1  0
 19 20  1  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  5  2  2  0
 22 25  1  0
 11 12  1  0
 25 26  1  0
  6  7  2  0
 26 27  2  0
 12 13  2  0
 27 28  1  0
  2  3  1  0
 28 29  2  0
 13 14  1  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 14 15  2  0
 30 32  1  0
  3  4  2  0
 32 33  1  0
 15 16  1  0
 28 34  1  0
  4  7  1  0
 34 35  1  0
 16 17  2  0
 17 12  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: 457.57

Molecular Weight (Monoisotopic): 457.2365

AlogP: 5.31

#Rotatable Bonds: 6

Polar Surface Area: 54.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.78

CX Basic pKa: 7.73

CX LogP: 4.30

CX LogD: 3.80

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.55

Np Likeness Score: -0.65

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