1-(7-chloro-4-methylquinazolin-2-yl)-3-(3-(dimethylamino)phenyl)guanidine

ID: ALA5220879

PubChem CID: 168298530

Max Phase: Preclinical

Molecular Formula: C18H19ClN6

Molecular Weight: 354.85

Names and Identifiers

Canonical SMILES:  Cc1nc(NC(=N)Nc2cccc(N(C)C)c2)nc2cc(Cl)ccc12

Standard InChI:  InChI=1S/C18H19ClN6/c1-11-15-8-7-12(19)9-16(15)23-18(21-11)24-17(20)22-13-5-4-6-14(10-13)25(2)3/h4-10H,1-3H3,(H3,20,21,22,23,24)

Standard InChI Key:  JKMSDBVMGKHNMW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.2147    0.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5028    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5028   -0.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9293   -0.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6439   -0.8303    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -0.8281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0734   -0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0752    0.4094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901    0.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901    1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3587   -0.8241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0704   -0.8241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558    0.4136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7853    0.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2130    0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2146   -0.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5028   -0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -0.8219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6439   -0.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
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  3 11  1  0
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  9 13  1  0
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 15 16  1  0
 14 17  2  0
 18 16  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 16 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5220879

   ---

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: 354.85

Molecular Weight (Monoisotopic): 354.1360

AlogP: 4.12

#Rotatable Bonds: 3

Polar Surface Area: 76.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.84

CX LogP: 4.11

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -1.60

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