1-(4-{(1R)-1-[2-({6-[6-(Dimethylamino)pyrimidin-4-yl]-1H-benzimidazol-2-yl}amino)pyridin-4-yl]ethyl}piperazin-1-yl)-3,3,3-trifluoropropan-1-one

ID: ALA4537673

Cas Number: 2409479-29-2

PubChem CID: 145925685

Product Number: B414279, Order Now?

Max Phase: Preclinical

Molecular Formula: C27H30F3N9O

Molecular Weight: 553.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](c1ccnc(Nc2nc3ccc(-c4cc(N(C)C)ncn4)cc3[nH]2)c1)N1CCN(C(=O)CC(F)(F)F)CC1

Standard InChI:  InChI=1S/C27H30F3N9O/c1-17(38-8-10-39(11-9-38)25(40)15-27(28,29)30)18-6-7-31-23(13-18)36-26-34-20-5-4-19(12-22(20)35-26)21-14-24(37(2)3)33-16-32-21/h4-7,12-14,16-17H,8-11,15H2,1-3H3,(H2,31,34,35,36)/t17-/m1/s1

Standard InChI Key:  HZRJHVDNTDBTOZ-QGZVFWFLSA-N

Molfile:  

 
     RDKit          2D

 40 44  0  0  0  0  0  0  0  0999 V2000
   32.8720  -11.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8708  -12.6358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5830  -13.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2968  -12.6353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2939  -11.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5812  -11.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1642  -11.4037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4524  -11.8124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7022  -11.4759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3677  -12.6249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5644  -12.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1521  -12.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3332  -12.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9255  -12.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3386  -13.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1562  -13.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0042  -11.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7176  -11.8032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7181  -12.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4274  -13.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1401  -12.6243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1390  -11.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4252  -11.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8519  -13.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8519  -13.8583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5597  -12.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2715  -13.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9833  -12.6243    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.2715  -13.8583    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.9805  -13.4424    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.9356  -14.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1173  -14.2167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7113  -14.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1225  -15.6322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9439  -15.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3462  -14.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3575  -16.3314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1747  -16.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9540  -17.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0012  -10.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  1  0
  8  9  2  0
  9 12  1  0
 11 10  1  0
 10  8  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  5 17  1  0
 17 18  1  0
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
 15 31  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
 17 40  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4537673

   BAY-985

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: Yes

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 553.59

Molecular Weight (Monoisotopic): 553.2525

AlogP: 4.38

#Rotatable Bonds: 7

Polar Surface Area: 106.17

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.74

CX Basic pKa: 6.41

CX LogP: 4.07

CX LogD: 4.01

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.35

Np Likeness Score: -1.46

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]

2. SGC Frankfurt.  (2021)  Data for DCP probe BAY-985,  [10.6019/CHEMBL4507318]

3.  (2021)  EUbOPEN Chemogenomics Library wave 1,  [10.6019/CHEMBL4689842]

4. EUbOPEN.  (2022)  EUbOPEN Chemogenomics Library wave 2 - DSF,  [10.6019/CHEMBL5060014]

5. EUbOPEN.  (2023)  Affinity Phenotypic Cellular Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5209897]

6. EUbOPEN.  (2023)  Affinity On-target Cellular Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5210121]

7. EUbOPEN.  (2023)  Affinity Biochemical Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5210307]

8. EUbOPEN.  (2023)  Selectivity Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5212743]

9. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]

Source

Source(4):

• Scientific Literature
• Donated Chemical Probes - SGC Frankfurt
• EUbOPEN Chemogenomic Library
• Literature data from EUbOPEN Chemogenomic Library