3-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-ethyl]-2-(4-dimethylamino-phenyl)-3H-quinazolin-4-one

ID: ALA347672

PubChem CID: 44369229

Max Phase: Preclinical

Molecular Formula: C27H28N4O

Molecular Weight: 424.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(-c2nc3ccccc3c(=O)n2CCN2CCc3ccccc3C2)cc1

Standard InChI:  InChI=1S/C27H28N4O/c1-29(2)23-13-11-21(12-14-23)26-28-25-10-6-5-9-24(25)27(32)31(26)18-17-30-16-15-20-7-3-4-8-22(20)19-30/h3-14H,15-19H2,1-2H3

Standard InChI Key:  FYTMEAIABFTWAV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    1.2792   -2.7292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -3.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625   -2.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -3.9750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1458   -2.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1458   -3.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -2.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4125   -2.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0000   -3.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -1.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8417   -2.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -2.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167   -4.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8417   -1.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -5.2125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -2.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -4.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7125   -3.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167   -3.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -5.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167   -1.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8625   -2.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8625   -3.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5542   -2.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8500   -4.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -6.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5542   -1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750   -2.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2667   -2.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2667   -1.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  2  0
  5  3  1  0
  6  5  1  0
  7  1  1  0
  8 16  1  0
  9  2  1  0
 10  3  2  0
 11 12  1  0
 12  8  1  0
 13 19  1  0
 14 21  1  0
 15 13  1  0
 16  7  1  0
 17  9  2  0
 18  9  1  0
 19 18  2  0
 20 17  1  0
 21 22  1  0
 22  8  1  0
 23  5  2  0
 24  6  2  0
 25 11  1  0
 26 15  1  0
 27 15  1  0
 28 14  1  0
 29 23  1  0
 30 29  2  0
 31 25  2  0
 32 28  2  0
  4  6  1  0
 20 13  2  0
 30 24  1  0
 14 11  2  0
 32 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA347672

   3-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-ethyl]-2-(4-dimethylamino-phenyl)-3H-quinazolin-4-one

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: 424.55

Molecular Weight (Monoisotopic): 424.2263

AlogP: 4.19

#Rotatable Bonds: 5

Polar Surface Area: 41.37

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.45

CX LogP: 4.74

CX LogD: 4.41

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: -1.28

References

1. Wang S, Ryder H, Pretswell I, Depledge P, Milton J, Hancox TC, Dale I, Dangerfield W, Charlton P, Faint R, Dodd R, Hassan S..  (2002)  Studies on quinazolinones as dual inhibitors of Pgp and MRP1 in multidrug resistance.,  12  (4): [PMID:11844674] [10.1016/s0960-894x(01)00804-6]

Source

Source(1):

• Scientific Literature