8-(4-tert-Butylphenyl)-4-(guanidinomethyl)quinazoline

ID: ALA2413356

PubChem CID: 71817833

Max Phase: Preclinical

Molecular Formula: C20H23N5

Molecular Weight: 333.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(-c2cccc3c(CNC(=N)N)ncnc23)cc1

Standard InChI:  InChI=1S/C20H23N5/c1-20(2,3)14-9-7-13(8-10-14)15-5-4-6-16-17(11-23-19(21)22)24-12-25-18(15)16/h4-10,12H,11H2,1-3H3,(H4,21,22,23)

Standard InChI Key:  CMOYKDMOEKAUIC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   10.2152  -12.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2141  -13.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9288  -13.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9271  -12.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6425  -12.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6432  -13.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3586  -13.7341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0735  -13.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0688  -12.4894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3529  -12.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3486  -11.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9317  -14.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2165  -14.9747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2180  -15.7989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9340  -16.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6498  -15.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6448  -14.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0608  -10.8409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0565  -10.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7687   -9.5996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3398   -9.6072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9370  -17.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2241  -17.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6530  -17.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9291  -17.8583    0.0000 C   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
 10 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  3 12  1  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 15 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2413356

   2-[[8-(4-Tert-butylphenyl)quinazolin-4-yl]methyl]guanidine

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: 333.44

Molecular Weight (Monoisotopic): 333.1953

AlogP: 3.58

#Rotatable Bonds: 3

Polar Surface Area: 87.68

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 11.77

CX LogP: 3.49

CX LogD: 1.08

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.50

Np Likeness Score: -0.73

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