4-((1-((2,7-dichloroquinolin-3-yl)methyl)-1H-1,2,3-triazol-4-yl)methyl)-1-(4-methoxyphenyl)-1H-1,2,4-triazol-5(4H)-one

ID: ALA4864724

PubChem CID: 164622677

Max Phase: Preclinical

Molecular Formula: C22H17Cl2N7O2

Molecular Weight: 482.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2ncn(Cc3cn(Cc4cc5ccc(Cl)cc5nc4Cl)nn3)c2=O)cc1

Standard InChI:  InChI=1S/C22H17Cl2N7O2/c1-33-19-6-4-18(5-7-19)31-22(32)29(13-25-31)11-17-12-30(28-27-17)10-15-8-14-2-3-16(23)9-20(14)26-21(15)24/h2-9,12-13H,10-11H2,1H3

Standard InChI Key:  XHBVXNMAYBFOTI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.2959  -17.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2947  -17.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0028  -18.3977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0010  -16.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7096  -17.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7103  -17.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4189  -18.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1271  -17.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1224  -17.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4133  -16.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5833  -18.3951    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.5880  -16.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8804  -17.1696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1367  -16.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5900  -17.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9988  -18.1541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7980  -17.9839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7773  -17.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2971  -18.0224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4835  -18.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2312  -18.8031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8925  -19.2834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5534  -18.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0017  -17.3658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4540  -19.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8486  -18.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0721  -18.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9018  -19.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5141  -20.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2882  -19.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1216  -19.8100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9500  -20.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8340  -18.3906    0.0000 Cl  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
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  5  6  1  0
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  9 10  1  0
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 15 18  1  0
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 19 20  1  0
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 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
  8 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4864724

   ---

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: 482.33

Molecular Weight (Monoisotopic): 481.0821

AlogP: 3.59

#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: 0.21

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -1.76

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