N-((4-(4-(tert-butyl)phenyl)quinazolin-8-yl)methyl)acetimidamide

ID: ALA2413355

PubChem CID: 71657295

Max Phase: Preclinical

Molecular Formula: C21H24N4

Molecular Weight: 332.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=N)NCc1cccc2c(-c3ccc(C(C)(C)C)cc3)ncnc12

Standard InChI:  InChI=1S/C21H24N4/c1-14(22)23-12-16-6-5-7-18-19(24-13-25-20(16)18)15-8-10-17(11-9-15)21(2,3)4/h5-11,13H,12H2,1-4H3,(H2,22,23)

Standard InChI Key:  QCIYYUKNPNVICH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    3.3360  -13.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3348  -14.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0497  -14.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0479  -13.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7632  -13.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7640  -14.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4793  -14.9465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1943  -14.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1895  -13.7017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4736  -13.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0516  -15.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3381  -16.1916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4693  -12.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1826  -12.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1786  -11.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4614  -10.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7469  -11.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7543  -12.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4560  -10.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1677   -9.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7388   -9.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4499   -9.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3400  -17.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6265  -17.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0554  -17.4274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  3 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 12 23  1  0
 23 24  1  0
 23 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2413355

   N'-[[4-(4-tert-butylphenyl)quinazolin-8-yl]methyl]ethanimidamide

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: 332.45

Molecular Weight (Monoisotopic): 332.2001

AlogP: 4.68

#Rotatable Bonds: 3

Polar Surface Area: 61.66

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 12.11

CX LogP: 4.07

CX LogD: 1.66

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -0.72

References

1. Parhi AK, Zhang Y, Saionz KW, Pradhan P, Kaul M, Trivedi K, Pilch DS, LaVoie EJ..  (2013)  Antibacterial activity of quinoxalines, quinazolines, and 1,5-naphthyridines.,  23  (17): [PMID:23891185] [10.1016/j.bmcl.2013.06.048]

Source

Source(1):

• Scientific Literature