N-((2S,4R)-2-(5-(1,4-dimethyl-1H-imidazol-5-yl)-4H-1,2,4-triazol-3-yl)tetrahydro-2H-pyran-4-yl)-N-methyl-3-(trifluoromethoxy)benzamide

ID: ALA4634933

PubChem CID: 135218990

Max Phase: Preclinical

Molecular Formula: C21H23F3N6O3

Molecular Weight: 464.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncn(C)c1-c1nnc([C@@H]2C[C@H](N(C)C(=O)c3cccc(OC(F)(F)F)c3)CCO2)[nH]1

Standard InChI:  InChI=1S/C21H23F3N6O3/c1-12-17(29(2)11-25-12)19-26-18(27-28-19)16-10-14(7-8-32-16)30(3)20(31)13-5-4-6-15(9-13)33-21(22,23)24/h4-6,9,11,14,16H,7-8,10H2,1-3H3,(H,26,27,28)/t14-,16+/m1/s1

Standard InChI Key:  QNCLPVUZVLXOPW-ZBFHGGJFSA-N

Molfile:  

 
     RDKit          2D

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   14.4852   -9.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4840  -10.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1921  -11.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9017  -10.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8989   -9.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.6051   -9.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3143   -9.9211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6020   -8.6980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3174  -10.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0205   -9.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7322   -9.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4363   -9.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4374   -8.6954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7283   -8.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0181   -8.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1440   -9.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2287  -10.7309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0281  -10.9008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4367  -10.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8898   -9.5859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2499  -10.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7302  -10.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5027  -10.5922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4998   -9.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7255   -9.5306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4805  -11.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7204   -8.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1919  -11.9758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4840  -12.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4838  -13.2014    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.7764  -11.9754    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.7726  -12.7862    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  7  9  2  0
  8 10  1  0
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 11 16  1  0
 12 13  1  0
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 15 16  1  0
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 18 19  1  0
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 20 21  1  0
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 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  1  0
 23 27  1  0
 26 28  1  0
  3 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4634933

   ---

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: 464.45

Molecular Weight (Monoisotopic): 464.1784

AlogP: 3.40

#Rotatable Bonds: 5

Polar Surface Area: 98.16

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.33

CX Basic pKa: 5.06

CX LogP: 1.78

CX LogD: 1.71

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.62

Np Likeness Score: -0.99

References

1. Liu LZ, Ma T, Zhou J, Long Hu Z, Jun Zhang X, Zhen Zhang H, Zeng M, Liu J, Li L, Jiang Y, Zou Z, Wang F, Zhang L, Xu J, Wang J, Xiao F, Fang X, Zou H, Efanov AM, Thomas MK, Lin HV, Chen J..  (2020)  Discovery of LY3325656: A GPR142 agonist suitable for clinical testing in human.,  30  (5): [PMID:31982234] [10.1016/j.bmcl.2019.126857]

2.  (2019)  Tetrahydropyranyl benzamide derivatives, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data