7-(4-fluorophenyl)-2-[[2-(trifluoromethyl)-4-pyridyl]oxymethyl]thieno[3,2-b]pyridine-5-carboxamide

ID: ALA4476138

PubChem CID: 155538435

Max Phase: Preclinical

Molecular Formula: C21H13F4N3O2S

Molecular Weight: 447.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1cc(-c2ccc(F)cc2)c2sc(COc3ccnc(C(F)(F)F)c3)cc2n1

Standard InChI:  InChI=1S/C21H13F4N3O2S/c22-12-3-1-11(2-4-12)15-9-17(20(26)29)28-16-8-14(31-19(15)16)10-30-13-5-6-27-18(7-13)21(23,24)25/h1-9H,10H2,(H2,26,29)

Standard InChI Key:  ZABCKUYFELILSC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.7020   -3.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6991   -2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9905   -1.8322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   -4.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2845   -4.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2840   -5.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9921   -5.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7023   -5.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6993   -4.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.0283   -2.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5073   -3.3117    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.2111   -2.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8015   -3.3564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4053   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1145   -2.2321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4022   -1.0090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9843   -3.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5799   -2.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7634   -2.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3530   -3.3544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7649   -4.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5800   -4.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9930   -6.7356    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.3593   -4.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9888   -5.4225    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.5165   -4.9158    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.6645   -5.5754    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  3 18  1  0
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 18 20  2  0
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 22 23  1  0
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  8 27  1  0
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 28 30  1  0
 28 31  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476138

   ---

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: 447.41

Molecular Weight (Monoisotopic): 447.0665

AlogP: 5.19

#Rotatable Bonds: 5

Polar Surface Area: 78.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.79

CX LogP: 4.79

CX LogD: 4.79

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: -1.15

References

1. Childress ES, Wieting JM, Felts AS, Breiner MM, Long MF, Luscombe VB, Rodriguez AL, Cho HP, Blobaum AL, Niswender CM, Emmitte KA, Conn PJ, Lindsley CW..  (2018)  Discovery of Novel Central Nervous System Penetrant Metabotropic Glutamate Receptor Subtype 2 (mGlu₂) Negative Allosteric Modulators (NAMs) Based on Functionalized Pyrazolo[1,5- a]pyrimidine-5-carboxamide and Thieno[3,2- b]pyridine-5-carboxamide Cores.,  62  (1): [PMID:30350962] [10.1021/acs.jmedchem.8b01266]

Source

Source(1):

• Scientific Literature