N-(4-(3-(5-methyl-27-(5-methyl-2-oxoimidazolidin-4-yl)-8,22-dioxo-12,15,18-trioxa-5,9,21-triazaheptacos-2-enamido)benzamido)phenyl)-6-(1H-pyrazol-5-yl)picolinamide

ID: ALA4751092

PubChem CID: 162651824

Max Phase: Preclinical

Molecular Formula: C48H63N11O9

Molecular Weight: 938.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1NC(=O)NC1CCCCCC(=O)NCCOCCOCCOCCNC(=O)CCN(C)C/C=C/C(=O)Nc1cccc(C(=O)Nc2ccc(NC(=O)c3cccc(-c4ccn[nH]4)n3)cc2)c1

Standard InChI:  InChI=1S/C48H63N11O9/c1-34-39(57-48(65)52-34)11-4-3-5-14-43(60)49-23-27-66-29-31-68-32-30-67-28-24-50-44(61)21-26-59(2)25-8-15-45(62)53-38-10-6-9-35(33-38)46(63)54-36-16-18-37(19-17-36)55-47(64)42-13-7-12-40(56-42)41-20-22-51-58-41/h6-10,12-13,15-20,22,33-34,39H,3-5,11,14,21,23-32H2,1-2H3,(H,49,60)(H,50,61)(H,51,58)(H,53,62)(H,54,63)(H,55,64)(H2,52,57,65)/b15-8+

Standard InChI Key:  BOFXGQMFHWAYOV-OVCLIPMQSA-N

Molfile:  

 
     RDKit          2D

 68 72  0  0  0  0  0  0  0  0999 V2000
    3.9635   -7.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7752   -7.4059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8870   -6.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1413   -6.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -6.8278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6052   -8.2972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9920   -5.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6138   -6.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3154   -6.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0421   -6.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7437   -6.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4704   -6.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1720   -6.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8986   -6.3283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1469   -7.5435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6003   -6.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3270   -6.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0286   -6.8059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7553   -6.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4569   -6.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1836   -6.4588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8852   -6.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6119   -6.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3135   -6.9364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0403   -6.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7418   -6.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4685   -6.5893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1701   -7.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8968   -6.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1450   -7.8479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5984   -7.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3251   -6.6762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0267   -7.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3502   -5.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7534   -6.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4550   -7.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1818   -6.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8833   -7.1972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2068   -5.9386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6100   -6.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3089   -7.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0351   -6.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0607   -6.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3541   -5.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6307   -5.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7365   -7.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7109   -8.1112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4634   -6.8964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1648   -7.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1347   -8.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8353   -8.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5632   -8.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5861   -7.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8848   -6.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2651   -8.6323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9915   -8.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6935   -8.6746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0158   -7.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6651   -9.4966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3662   -9.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0935   -9.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1154   -8.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4136   -8.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3446  -10.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6630  -11.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8942  -12.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7189  -12.0341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9971  -11.2574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  1  6  2  0
  4  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 33 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 37 39  2  0
 38 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 45 40  1  0
 42 46  1  0
 46 47  2  0
 46 48  1  0
 48 49  1  0
 49 50  2  0
 50 51  1  0
 51 52  2  0
 52 53  1  0
 53 54  2  0
 54 49  1  0
 52 55  1  0
 55 56  1  0
 56 57  1  0
 56 58  2  0
 57 59  2  0
 59 60  1  0
 60 61  2  0
 61 62  1  0
 62 63  2  0
 63 57  1  0
 64 65  2  0
 65 66  1  0
 66 67  2  0
 67 68  1  0
 68 64  1  0
 60 64  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4751092

   ---

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: 938.10

Molecular Weight (Monoisotopic): 937.4810

AlogP: 4.10

#Rotatable Bonds: 30

Polar Surface Area: 259.13

Molecular Species: BASE

HBA: 12

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.40

CX Basic pKa: 8.59

CX LogP: 2.05

CX LogD: 1.06

Aromatic Rings: 4

Heavy Atoms: 68

QED Weighted: 0.03

Np Likeness Score: -0.90

References

1. Hatcher JM,Yang G,Wang L,Ficarro SB,Buhrlage S,Wu H,Marto JA,Treon SP,Gray NS.  (2020)  Discovery of a Selective, Covalent IRAK1 Inhibitor with Antiproliferative Activity in MYD88 Mutated B-Cell Lymphoma.,  11  (11): [PMID:33214835] [10.1021/acsmedchemlett.0c00378]

Source

Source(1):

• Scientific Literature