1-(3-Phenyl-3,4-dihydro-2-(1H-imidazol-1-yl)quinazolin-4-yl)-propan-2-one

ID: ALA2289211

PubChem CID: 71540192

Max Phase: Preclinical

Molecular Formula: C20H18N4O

Molecular Weight: 330.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)CC1c2ccccc2N=C(n2ccnc2)N1c1ccccc1

Standard InChI:  InChI=1S/C20H18N4O/c1-15(25)13-19-17-9-5-6-10-18(17)22-20(23-12-11-21-14-23)24(19)16-7-3-2-4-8-16/h2-12,14,19H,13H2,1H3

Standard InChI Key:  MWEJHMGQXQXWNO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   13.5971  -15.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8745  -14.9971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1820  -15.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8443  -14.1793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6895  -17.8286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3819  -17.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3498  -16.5782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6272  -16.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9367  -16.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2141  -16.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5217  -16.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5537  -17.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2763  -17.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9669  -17.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0423  -16.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0162  -18.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7897  -18.9704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2828  -18.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8141  -17.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0335  -17.8859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7643  -16.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4563  -16.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4252  -15.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6962  -14.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0072  -15.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  5 14  1  0
  9 14  2  0
  7 15  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 16 20  1  0
  6 20  1  0
  1  8  1  0
 15 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289211

   1-(2-imidazol-1-yl-3-phenyl-4H-quinazolin-4-yl)propan-2-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: 330.39

Molecular Weight (Monoisotopic): 330.1481

AlogP: 3.96

#Rotatable Bonds: 3

Polar Surface Area: 50.49

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.09

CX LogP: 2.96

CX LogD: 2.80

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -0.58

References

1. Li WJ, Li Q, Liu DL, Ding MW..  (2013)  Synthesis, fungicidal activity, and sterol 14α-demethylase binding interaction of 2-azolyl-3,4-dihydroquinazolines on Penicillium digitatum.,  61  (7): [PMID:23350742] [10.1021/jf305355u]

Source

Source(1):

• Scientific Literature