N-(2-(4-((4-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)butyl)amino)-3,3-dimethyl-4-oxobutyl)-5-ethoxy-1-methyl-1H-benzo[d]imidazol-6-yl)-6-(trifluoromethyl)picolinamide

ID: ALA4745625

PubChem CID: 162648174

Max Phase: Preclinical

Molecular Formula: C40H43F3N8O7

Molecular Weight: 804.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1cc2nc(CCC(C)(C)C(=O)NCCCCNc3cccc4c3C(=O)N(C3CCC(=O)NC3=O)C4=O)n(C)c2cc1NC(=O)c1cccc(C(F)(F)F)n1

Standard InChI:  InChI=1S/C40H43F3N8O7/c1-5-58-29-21-25-28(20-26(29)48-34(53)24-12-9-13-30(46-24)40(41,42)43)50(4)31(47-25)16-17-39(2,3)38(57)45-19-7-6-18-44-23-11-8-10-22-33(23)37(56)51(36(22)55)27-14-15-32(52)49-35(27)54/h8-13,20-21,27,44H,5-7,14-19H2,1-4H3,(H,45,57)(H,48,53)(H,49,52,54)

Standard InChI Key:  WZOCYUIHCJWDCN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 58 63  0  0  0  0  0  0  0  0999 V2000
   28.9606  -11.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9594  -12.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6752  -12.7166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3926  -12.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3898  -11.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6734  -11.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2437  -12.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5286  -12.3044    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.2430  -13.5411    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.5227  -13.1246    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.1046  -12.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8194  -12.3029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1058  -13.5401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8219  -13.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8186  -14.7766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5338  -15.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5299  -13.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2457  -13.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2527  -14.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0414  -15.0189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5235  -14.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0300  -13.6795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1026  -15.1862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3919  -14.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6758  -15.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2771  -12.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3489  -14.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7535  -13.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5789  -13.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9997  -14.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9876  -12.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4034  -13.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5911  -15.0428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8252  -14.3168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.2420  -15.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0674  -15.0217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4884  -15.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3138  -15.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7305  -16.4383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5560  -16.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9744  -17.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7991  -17.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2045  -16.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9600  -15.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7788  -15.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0167  -14.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3448  -14.4455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6902  -14.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3299  -13.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0396  -13.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0270  -12.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3059  -11.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5962  -12.4005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6074  -13.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7973  -14.6490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.9005  -14.7007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.2943  -11.1487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8991  -13.6512    0.0000 O   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
  2  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  4 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 19  2  0
 18 17  2  0
 17 14  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
 22 26  1  0
 21 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 30 33  2  0
 30 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 45  1  0
 44 40  1  0
 44 45  2  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 44  1  0
 49 50  1  0
 49 54  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 47 49  1  0
 46 55  2  0
 48 56  2  0
 52 57  2  0
 54 58  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745625

   ---

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: 804.83

Molecular Weight (Monoisotopic): 804.3207

AlogP: 5.01

#Rotatable Bonds: 15

Polar Surface Area: 193.72

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.59

CX Basic pKa: 5.56

CX LogP: 4.66

CX LogD: 4.65

Aromatic Rings: 4

Heavy Atoms: 58

QED Weighted: 0.09

Np Likeness Score: -1.10

References

1. Chen Y,Ning Y,Bai G,Tong L,Zhang T,Zhou J,Zhang H,Xie H,Ding J,Duan W.  (2021)  Design, Synthesis, and Biological Evaluation of IRAK4-Targeting PROTACs.,  12  (1.0): [PMID:33488968] [10.1021/acsmedchemlett.0c00474]

Source

Source(1):

• Scientific Literature