2,4-Diamino-6-(1-(3,4,5-trimethoxyphenyl)-1H-1,2,3-triazol-4-yl)-quinazoline

ID: ALA5183436

PubChem CID: 163214076

Max Phase: Preclinical

Molecular Formula: C19H19N7O3

Molecular Weight: 393.41

Names and Identifiers

Canonical SMILES:  COc1cc(-n2cc(-c3ccc4nc(N)nc(N)c4c3)nn2)cc(OC)c1OC

Standard InChI:  InChI=1S/C19H19N7O3/c1-27-15-7-11(8-16(28-2)17(15)29-3)26-9-14(24-25-26)10-4-5-13-12(6-10)18(20)23-19(21)22-13/h4-9H,1-3H3,(H4,20,21,22,23)

Standard InChI Key:  SWULRQWLALOGFO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.9579   -1.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9579   -0.3069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2447    0.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5315   -0.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8183    0.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1050   -0.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1050   -1.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8183   -1.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5315   -1.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9102    0.3856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4996    1.0987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3048    0.9246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3919    0.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3585   -0.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312    0.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0629   -0.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8839   -0.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3691    0.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0332    0.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2163    0.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184    1.5425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3394    1.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1859    0.0373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6753    0.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2198   -1.2937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0408   -1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2447    0.9288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6753   -1.5425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  1  0
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  5  6  1  0
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  9 10  1  0
  1 10  2  0
  5 10  1  0
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  7 14  1  0
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 17 18  2  0
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 19 20  2  0
 20 21  1  0
 16 21  2  0
 20 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  1  0
  4 28  1  0
  2 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5183436

   ---

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: 393.41

Molecular Weight (Monoisotopic): 393.1549

AlogP: 2.07

#Rotatable Bonds: 5

Polar Surface Area: 136.22

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.09

CX LogP: 2.31

CX LogD: 2.20

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.02

References

1. Wang FC, Peng B, Ren TT, Liu SP, Du JR, Chen ZH, Zhang TT, Gu X, Li M, Cao SL, Xu X..  (2022)  A 1,2,3-Triazole Derivative of Quinazoline Exhibits Antitumor Activity by Tethering RNF168 to SQSTM1/P62.,  65  (22.0): [PMID:36331508] [10.1021/acs.jmedchem.2c00432]

Source

Source(1):

• Scientific Literature