3-Benzyl-2-(4-dimethylamino-phenyl)-3H-quinazolin-4-one

ID: ALA153452

PubChem CID: 23323164

Max Phase: Preclinical

Molecular Formula: C23H21N3O

Molecular Weight: 355.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(-c2nc3ccccc3c(=O)n2Cc2ccccc2)cc1

Standard InChI:  InChI=1S/C23H21N3O/c1-25(2)19-14-12-18(13-15-19)22-24-21-11-7-6-10-20(21)23(27)26(22)16-17-8-4-3-5-9-17/h3-15H,16H2,1-2H3

Standard InChI Key:  VMLDMNPGGINIGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.2625   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5500   -2.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708   -0.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708   -1.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -0.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5375    0.3583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4000   -2.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125   -3.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9750   -2.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917   -1.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6792   -3.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4000   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8292   -2.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1042   -4.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6792    0.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2500    0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5958   -0.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5958   -1.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417    1.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6750    1.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542    2.0208    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  2  1  0
  9  3  2  0
 10 15  1  0
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 14 12  1  0
 15 13  2  0
 16  5  2  0
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 18  6  2  0
 19 11  1  0
 20 11  1  0
 21 17  2  0
 22 17  1  0
 23 16  1  0
 24 23  2  0
 25 22  2  0
 26 21  1  0
 27 25  1  0
  4  6  1  0
 14 10  2  0
 27 26  2  0
 24 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA153452

   3-Benzyl-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: 355.44

Molecular Weight (Monoisotopic): 355.1685

AlogP: 4.18

#Rotatable Bonds: 4

Polar Surface Area: 38.13

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.93

CX LogP: 4.68

CX LogD: 4.68

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: -1.21

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]

2. Brown CE, Kong T, Bordón C, Yolken R, Jones-Brando L, McNulty J..  (2018)  One-pot, multicomponent synthesis of 2,3-disubstituted quinazolin-ones with potent and selective activity against Toxoplasma gondii.,  28  (9): [PMID:29598911] [10.1016/j.bmcl.2018.03.036]

Source

Source(1):

• Scientific Literature