1-(3-methoxyphenyl)-3-(4-methylquinazolin-2-yl)guanidine

ID: ALA5220946

PubChem CID: 168299346

Max Phase: Preclinical

Molecular Formula: C17H17N5O

Molecular Weight: 307.36

Names and Identifiers

Canonical SMILES:  COc1cccc(NC(=N)Nc2nc(C)c3ccccc3n2)c1

Standard InChI:  InChI=1S/C17H17N5O/c1-11-14-8-3-4-9-15(14)21-17(19-11)22-16(18)20-12-6-5-7-13(10-12)23-2/h3-10H,1-2H3,(H3,18,19,20,21,22)

Standard InChI Key:  BRNYBQKPGVIVCT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -0.0014    0.0041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -0.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130   -1.2335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276   -0.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276    0.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407    0.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571   -0.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1453   -1.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5717   -1.2313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2863   -0.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159   -1.2335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4305   -0.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4305    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472    0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8599    0.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8599   -0.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1422   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5699   -1.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2863   -0.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2863    0.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5718    0.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  1  0
  3  4  1  0
  5  4  2  0
  6  5  1  0
  7  6  2  0
  8  7  1  0
  9  8  2  0
  4  9  1  0
  8 10  1  0
 10 11  1  0
 12  2  1  0
 13 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 17 15  1  0
 18 17  2  0
 18 19  1  0
 19 13  2  0
 20 18  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 17 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5220946

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 307.36

Molecular Weight (Monoisotopic): 307.1433

AlogP: 3.41

#Rotatable Bonds: 3

Polar Surface Area: 82.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.87

CX LogP: 3.24

CX LogD: 3.22

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.51

Np Likeness Score: -1.24

References

1. Morrill C, Friesen WJ, Babu S, Baiazitov RY, Du W, Karloff DB, Lee CS, Moon YC, Ren H, Sierra J, Tomizawa Y, Vazirani P, Welch EM, Xue X, Zhuo J..  (2022)  Guanidino quinazolines and pyrimidines promote readthrough of premature termination codons in cells with native nonsense mutations.,  76  [PMID:36150638] [10.1016/j.bmcl.2022.128989]

Source

Source(1):

• Scientific Literature