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

ID: ALA4877837

PubChem CID: 164626615

Max Phase: Preclinical

Molecular Formula: C22H17BrClN7O2

Molecular Weight: 526.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2ncn(Cc3cn(Cc4cc5cc(Br)ccc5nc4Cl)nn3)c2=O)cc1

Standard InChI:  InChI=1S/C22H17BrClN7O2/c1-33-19-5-3-18(4-6-19)31-22(32)29(13-25-31)11-17-12-30(28-27-17)10-15-8-14-9-16(23)2-7-20(14)26-21(15)24/h2-9,12-13H,10-11H2,1H3

Standard InChI Key:  ZLFRVSIDOCJVQA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    8.6410  -19.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6399  -20.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3479  -20.6429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3461  -19.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0547  -19.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0555  -20.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7640  -20.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4723  -20.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4676  -19.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7584  -19.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9284  -20.6403    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.9332  -19.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2256  -19.4148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4818  -19.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9351  -19.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3439  -20.3993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1432  -20.2291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1224  -19.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6422  -20.2677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8287  -20.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5763  -21.0484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2376  -21.5286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8985  -21.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3468  -19.6111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7992  -21.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1938  -20.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4172  -21.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2469  -21.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8592  -22.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6334  -22.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667  -22.0552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2951  -22.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1743  -18.9928    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
 28 31  1  0
 31 32  1  0
  9 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877837

   ---

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: 526.78

Molecular Weight (Monoisotopic): 525.0316

AlogP: 3.69

#Rotatable Bonds: 6

Polar Surface Area: 92.65

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.19

CX LogP: 4.67

CX LogD: 4.67

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: -1.75

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