Ethyl 2-(3,4-dihydro-2-(1H-imidazol-1-yl)-3-phenylquinazolin-4-yl)acetate

ID: ALA2289212

PubChem CID: 76327483

Max Phase: Preclinical

Molecular Formula: C21H20N4O

Molecular Weight: 344.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H20N4O/c1-2-17(26)14-20-18-10-6-7-11-19(18)23-21(24-13-12-22-15-24)25(20)16-8-4-3-5-9-16/h3-13,15,20H,2,14H2,1H3

Standard InChI Key:  ODOXNMSBDNNFMF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    3.9353  -20.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2126  -20.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5202  -20.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825  -19.3755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0276  -23.0248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7201  -22.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880  -21.7744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9654  -21.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2749  -21.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5523  -21.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8598  -21.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919  -22.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6145  -23.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3050  -22.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3805  -21.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3544  -23.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1279  -24.1666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6209  -23.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1523  -22.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3717  -23.0821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1025  -21.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7945  -21.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7633  -20.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0344  -20.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3454  -20.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973  -20.2485    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
  3 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289212

   1-(2-imidazol-1-yl-3-phenyl-4H-quinazolin-4-yl)butan-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: 344.42

Molecular Weight (Monoisotopic): 344.1637

AlogP: 4.35

#Rotatable Bonds: 4

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: 7.06

CX LogP: 3.66

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -0.70

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