3,3,3-Trifluoro-1-{4-[(2-{[6-(3-methyl-1,2,4-oxadiazol-5-yl)-1H-benzimidazol-2-yl]amino}pyridin-4-yl)methyl]piperazin-1-yl}propan-1-one

ID: ALA4549459

PubChem CID: 129245526

Max Phase: Preclinical

Molecular Formula: C23H23F3N8O2

Molecular Weight: 500.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1noc(-c2ccc3nc(Nc4cc(CN5CCN(C(=O)CC(F)(F)F)CC5)ccn4)[nH]c3c2)n1

Standard InChI:  InChI=1S/C23H23F3N8O2/c1-14-28-21(36-32-14)16-2-3-17-18(11-16)30-22(29-17)31-19-10-15(4-5-27-19)13-33-6-8-34(9-7-33)20(35)12-23(24,25)26/h2-5,10-11H,6-9,12-13H2,1H3,(H2,27,29,30,31)

Standard InChI Key:  UOPCRSIUYMGQCP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.7064  -10.0273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4186  -10.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1324  -10.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1296   -9.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.1688   -9.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7611  -10.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1742  -10.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9918  -10.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.2608   -8.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7713  -11.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9549  -11.7065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7847  -12.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4986  -12.9200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1072  -12.3661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0398  -12.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.6876  -11.2499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3953  -10.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1071  -10.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8190  -10.0159    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.1071  -11.2499    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.8161  -10.8340    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  5 17  1  0
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 20 21  1  0
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 15 24  1  0
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 21 30  1  0
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 33 35  1  0
 33 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549459

   ---

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: 500.49

Molecular Weight (Monoisotopic): 500.1896

AlogP: 3.66

#Rotatable Bonds: 6

Polar Surface Area: 116.07

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.67

CX Basic pKa: 6.16

CX LogP: 3.16

CX LogD: 3.13

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.41

Np Likeness Score: -1.82

References

1. Lefranc J, Schulze VK, Hillig RC, Briem H, Prinz F, Mengel A, Heinrich T, Balint J, Rengachari S, Irlbacher H, Stöckigt D, Bömer U, Bader B, Gradl SN, Nising CF, von Nussbaum F, Mumberg D, Panne D, Wengner AM..  (2020)  Discovery of BAY-985, a Highly Selective TBK1/IKKε Inhibitor.,  63  (2): [PMID:31859507] [10.1021/acs.jmedchem.9b01460]

Source

Source(1):

• Scientific Literature