2-((1-(6-(5-nitrothiazol-2-ylamino)-6-oxohexyl)-1H-1,2,3-triazol-4-yl)methoxy)-N-(1,3,4-thiadiazol-2-yl)benzamide

ID: ALA4784861

PubChem CID: 162665653

Max Phase: Preclinical

Molecular Formula: C21H21N9O5S2

Molecular Weight: 543.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCCCn1cc(COc2ccccc2C(=O)Nc2nncs2)nn1)Nc1ncc([N+](=O)[O-])s1

Standard InChI:  InChI=1S/C21H21N9O5S2/c31-17(24-20-22-10-18(37-20)30(33)34)8-2-1-5-9-29-11-14(26-28-29)12-35-16-7-4-3-6-15(16)19(32)25-21-27-23-13-36-21/h3-4,6-7,10-11,13H,1-2,5,8-9,12H2,(H,22,24,31)(H,25,27,32)

Standard InChI Key:  KGDLVJRDULZMRD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.2272   -9.2000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7983   -9.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0837   -9.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3692   -9.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6548   -9.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9403   -9.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2258   -9.6125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9403   -8.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9806   -9.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.1201   -8.2029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3133   -8.3745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3532   -9.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6888   -9.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   22.3760   -9.0124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0406   -9.7660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8910   -8.3449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8467  -10.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6663  -10.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1473  -10.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8028   -9.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9842   -9.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3635  -11.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5427  -11.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7024  -12.0141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0607  -11.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2382  -11.8556    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.9866  -12.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6562  -13.1233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3214  -12.6354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  2  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
  8 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  1  0
 22 23  2  0
 22 24  1  0
 20 22  1  0
 16 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 16  1  0
 30 31  1  0
 30 32  2  0
 25 30  1  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 33  2  0
M  CHG  2  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4784861

   ---

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: 543.59

Molecular Weight (Monoisotopic): 543.1107

AlogP: 3.52

#Rotatable Bonds: 13

Polar Surface Area: 179.95

Molecular Species: NEUTRAL

HBA: 13

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.54

CX Basic pKa: ┄

CX LogP: 3.00

CX LogD: 2.75

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.14

Np Likeness Score: -2.41

References

1. Riches A,Hart CJS,Trenholme KR,Skinner-Adams TS.  (2020)  Anti-Giardia Drug Discovery: Current Status and Gut Feelings.,  63  (22.0): [PMID:32869995] [10.1021/acs.jmedchem.0c00910]

Source

Source(1):

• Scientific Literature