4-((1-((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: ALA4870985

PubChem CID: 164623457

Max Phase: Preclinical

Molecular Formula: C22H18ClN7O2

Molecular Weight: 447.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2ncn(Cc3cn(Cc4cc5ccccc5nc4Cl)nn3)c2=O)cc1

Standard InChI:  InChI=1S/C22H18ClN7O2/c1-32-19-8-6-18(7-9-19)30-22(31)28(14-24-30)12-17-13-29(27-26-17)11-16-10-15-4-2-3-5-20(15)25-21(16)23/h2-10,13-14H,11-12H2,1H3

Standard InChI Key:  OKLBJNBGNJCYBA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.1555  -14.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1544  -14.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8624  -15.3518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8606  -13.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5693  -14.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5700  -14.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2786  -15.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9868  -14.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9821  -14.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2730  -13.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4429  -15.3492    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.4477  -13.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7401  -14.1237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9963  -13.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4497  -14.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8585  -15.1082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6577  -14.9380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6369  -14.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1568  -14.9765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3432  -14.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0908  -15.7573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7521  -16.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4130  -15.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8614  -14.3199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3137  -16.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7083  -15.4602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9318  -15.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7614  -16.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3738  -17.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1479  -16.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9813  -16.7641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8096  -17.5630    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA4870985

   ---

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: 447.89

Molecular Weight (Monoisotopic): 447.1211

AlogP: 2.93

#Rotatable Bonds: 6

Polar Surface Area: 92.65

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.71

CX LogP: 3.90

CX LogD: 3.90

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.37

Np Likeness Score: -1.68

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