Ethyl 2-(6-chloro-3-(4-chlorophenyl)-3,4-dihydro-2-(1H-1,2,4-triazol-1-yl)quinazolin-4-yl)acetate

ID: ALA2289216

PubChem CID: 76316576

Max Phase: Preclinical

Molecular Formula: C20H17Cl2N5O

Molecular Weight: 414.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)CC1c2cc(Cl)ccc2N=C(n2cncn2)N1c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C20H17Cl2N5O/c1-2-16(28)10-19-17-9-14(22)5-8-18(17)25-20(26-12-23-11-24-26)27(19)15-6-3-13(21)4-7-15/h3-9,11-12,19H,2,10H2,1H3

Standard InChI Key:  FMEABQWGBSQRRL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   16.0528   -2.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3302   -2.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6377   -2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3000   -1.7192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1452   -5.3685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8376   -4.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8055   -4.1181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0829   -3.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3924   -4.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6698   -3.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9774   -4.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0094   -5.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7320   -5.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4226   -4.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4980   -3.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4719   -6.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2454   -6.5103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7385   -5.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2698   -5.1899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4892   -5.4258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2543   -3.8429    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.2200   -4.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9120   -3.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8809   -2.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1519   -2.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4629   -2.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9148   -2.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5718   -2.3780    0.0000 Cl  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
 11 21  1  0
 15 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 15  1  0
  3 27  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289216

   1-[6-chloro-3-(4-chlorophenyl)-2-(1,2,4-triazol-1-yl)-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: 414.30

Molecular Weight (Monoisotopic): 413.0810

AlogP: 5.05

#Rotatable Bonds: 4

Polar Surface Area: 63.38

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.16

CX LogP: 4.51

CX LogD: 4.51

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.60

Np Likeness Score: -1.12

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