4-((1-((6-bromo-2-chloroquinolin-3-yl)methyl)-1H-1,2,3-triazol-4-yl)methyl)-1-phenyl-1H-1,2,4-triazol-5(4H)-one

ID: ALA4879001

PubChem CID: 164628786

Max Phase: Preclinical

Molecular Formula: C21H15BrClN7O

Molecular Weight: 496.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1n(Cc2cn(Cc3cc4cc(Br)ccc4nc3Cl)nn2)cnn1-c1ccccc1

Standard InChI:  InChI=1S/C21H15BrClN7O/c22-16-6-7-19-14(9-16)8-15(20(23)25-19)10-29-12-17(26-27-29)11-28-13-24-30(21(28)31)18-4-2-1-3-5-18/h1-9,12-13H,10-11H2

Standard InChI Key:  RTOBYIGIQUMZIF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   34.0400   -8.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0388   -8.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7469   -9.3426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7451   -7.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4537   -8.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4545   -8.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1630   -9.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8712   -8.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8665   -8.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1574   -7.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3274   -9.3399    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.3322   -7.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6245   -8.1144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8808   -7.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3341   -8.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7429   -9.0989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5421   -8.9287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5214   -8.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0412   -8.9673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2276   -8.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9753   -9.7480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6366  -10.2282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2975   -9.7476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7458   -8.3107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1981  -10.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5927   -9.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8162   -9.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6459  -10.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2582  -11.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0324  -10.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5733   -7.6924    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  4  1  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  2 11  1  0
  1 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
 20 24  2  0
 21 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
  9 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4879001

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 496.76

Molecular Weight (Monoisotopic): 495.0210

AlogP: 3.69

#Rotatable Bonds: 5

Polar Surface Area: 83.42

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.19

CX LogP: 4.82

CX LogD: 4.82

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.35

Np Likeness Score: -1.86

References

1. Nesaragi AR, Kamble RR, Bayannavar PK, Shaikh SKJ, Hoolageri SR, Kodasi B, Joshi SD, Kumbar VM..  (2021)  Microwave assisted regioselective synthesis of quinoline appended triazoles as potent anti-tubercular and antifungal agents via copper (I) catalyzed cycloaddition.,  41  [PMID:33766768] [10.1016/j.bmcl.2021.127984]

Source

Source(1):

• Scientific Literature