1-(6-Chloro-3,4-dihydro-2-(1H-imidazol-1-yl)-3-isopropylquinazolin-4-yl)propan-2-one

ID: ALA2289226

PubChem CID: 71540086

Max Phase: Preclinical

Molecular Formula: C17H19ClN4O

Molecular Weight: 330.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)CC1c2cc(Cl)ccc2N=C(n2ccnc2)N1C(C)C

Standard InChI:  InChI=1S/C17H19ClN4O/c1-11(2)22-16(8-12(3)23)14-9-13(18)4-5-15(14)20-17(22)21-7-6-19-10-21/h4-7,9-11,16H,8H2,1-3H3

Standard InChI Key:  XGOVOQFDCBFCKP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    6.9440   -3.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2214   -3.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5289   -3.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1913   -2.5487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0364   -6.1981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7288   -5.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6968   -4.9477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9741   -4.5661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2836   -4.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5610   -4.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8686   -5.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9006   -5.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6232   -6.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3138   -5.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3892   -4.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1118   -4.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3591   -3.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3631   -7.0740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1366   -7.3399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6297   -6.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1610   -6.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3804   -6.2554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1460   -4.6715    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
 15 16  1  0
 15 17  1  0
  7 15  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 18 22  1  0
  6 22  1  0
 11 23  1  0
  1  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289226

   1-(6-chloro-2-imidazol-1-yl-3-propan-2-yl-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: 330.82

Molecular Weight (Monoisotopic): 330.1247

AlogP: 3.82

#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: 8.26

CX LogP: 2.52

CX LogD: 1.72

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: -0.95

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