2-(pyridin-2-yl)-N-(5-(4-(5-(2-(3-(trifluoromethoxy)phenyl)acetamido)pyrazin-2-yl)butyl)-1,3,4-thiadiazol-2-yl)acetamide

ID: ALA4441898

PubChem CID: 118211448

Max Phase: Preclinical

Molecular Formula: C26H24F3N7O3S

Molecular Weight: 571.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Cc1cccc(OC(F)(F)F)c1)Nc1cnc(CCCCc2nnc(NC(=O)Cc3ccccn3)s2)cn1

Standard InChI:  InChI=1S/C26H24F3N7O3S/c27-26(28,29)39-20-9-5-6-17(12-20)13-22(37)33-21-16-31-19(15-32-21)8-1-2-10-24-35-36-25(40-24)34-23(38)14-18-7-3-4-11-30-18/h3-7,9,11-12,15-16H,1-2,8,10,13-14H2,(H,32,33,37)(H,34,36,38)

Standard InChI Key:  MFKIVRBSMNYCRJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.4918  -26.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8288  -26.1572    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   15.9256  -26.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9244  -27.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6325  -27.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3421  -27.4727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   25.0270  -26.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7380  -26.6046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4416  -26.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.7187  -24.9702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0180  -25.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1385  -24.9568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8503  -25.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5538  -24.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8585  -26.1754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2656  -25.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2716  -26.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9826  -26.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6871  -26.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6762  -25.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9647  -24.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3783  -24.9056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0915  -25.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7936  -24.8864    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.1026  -26.1216    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.7950  -25.7126    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
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  5  1  2  0
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 34 36  1  0
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 37 38  1  0
 37 39  1  0
 37 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4441898

   N-[6-[4-[5-[[(2-Pyridyl)acetyl]amino]-1,3,4-thiadiazole-2-yl]butyl]pyrazine-3-yl]-2-[3-(trifluoromethoxy)phenyl]acetamide

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: 571.59

Molecular Weight (Monoisotopic): 571.1613

AlogP: 4.55

#Rotatable Bonds: 12

Polar Surface Area: 131.88

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.94

CX Basic pKa: 4.33

CX LogP: 4.50

CX LogD: 3.97

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.24

Np Likeness Score: -1.86

References

1. Zimmermann SC, Duvall B, Tsukamoto T..  (2018)  Recent Progress in the Discovery of Allosteric Inhibitors of Kidney-Type Glutaminase.,  62  (1): [PMID:29969024] [10.1021/acs.jmedchem.8b00327]

2. Li L, Meng Y, Li Z, Dai W, Xu X, Bi X, Bian J..  (2019)  Discovery and development of small molecule modulators targeting glutamine metabolism.,  163  [PMID:30522056] [10.1016/j.ejmech.2018.11.066]

Source

Source(1):

• Scientific Literature