N-(2-chloro-6-methylphenyl)-2-[[6-[4-[2-[4-[[4-[[2-(2,6-dioxo-3-piperidyl)-1-oxoisoindolin-4-yl]carbamoyl]phenyl]azo]phenoxy]ethyl]piperazin-1-yl]-2-methylpyrimidin-4-yl]amino]thiazole-5-carboxamide

ID: ALA4440587

PubChem CID: 155514866

Max Phase: Preclinical

Molecular Formula: C48H45ClN12O6S

Molecular Weight: 953.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(Nc2ncc(C(=O)Nc3c(C)cccc3Cl)s2)cc(N2CCN(CCOc3ccc(/N=N/c4ccc(C(=O)Nc5cccc6c5CN(C5CCC(=O)NC5=O)C6=O)cc4)cc3)CC2)n1

Standard InChI:  InChI=1S/C48H45ClN12O6S/c1-28-5-3-7-36(49)43(28)56-46(65)39-26-50-48(68-39)54-40-25-41(52-29(2)51-40)60-21-19-59(20-22-60)23-24-67-33-15-13-32(14-16-33)58-57-31-11-9-30(10-12-31)44(63)53-37-8-4-6-34-35(37)27-61(47(34)66)38-17-18-42(62)55-45(38)64/h3-16,25-26,38H,17-24,27H2,1-2H3,(H,53,63)(H,56,65)(H,55,62,64)(H,50,51,52,54)/b58-57+

Standard InChI Key:  QYPFNLRIBGXFNO-UPRQXYPZSA-N

Molfile:  

 
     RDKit          2D

 68 76  0  0  0  0  0  0  0  0999 V2000
   13.4324   -5.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4312   -5.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1461   -6.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8625   -5.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8596   -5.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1442   -4.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7164   -6.2770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5726   -4.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2886   -5.0286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0016   -4.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7160   -5.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4284   -4.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4258   -3.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7048   -3.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9952   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1382   -3.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8548   -3.7790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8589   -4.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1476   -5.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1514   -5.8406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8685   -6.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5759   -5.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5836   -5.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3649   -6.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8402   -5.4045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3525   -4.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6630   -5.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0809   -6.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9023   -6.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3120   -5.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8939   -4.6749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0663   -4.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0022   -5.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1339   -2.5451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6272   -6.8540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6478   -3.9680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1369   -5.3826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2874   -6.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5732   -5.8628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8584   -6.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5738   -5.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8597   -4.6246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1443   -5.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1449   -5.0366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4307   -4.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4354   -3.8000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7220   -3.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0062   -3.7990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0083   -4.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7221   -5.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7232   -2.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2949   -5.0427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5793   -4.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4923   -3.8117    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6848   -3.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2742   -4.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8280   -4.9696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3471   -2.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8303   -2.2208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5264   -2.8056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1888   -2.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6741   -1.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3371   -0.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5155   -0.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320   -1.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717   -1.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4946   -1.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8920   -2.6455    0.0000 Cl  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
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 23  1  0
 22 18  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 22  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 25 27  1  0
  7 33  1  0
 16 34  2  0
 24 35  2  0
 32 36  2  0
 30 37  2  0
 33 38  1  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 40 43  1  0
 43 44  1  0
 44 42  1  0
 44 45  1  0
 45 46  2  0
 46 47  1  0
 47 48  2  0
 48 49  1  0
 49 50  2  0
 50 45  1  0
 47 51  1  0
 49 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  2  0
 56 57  1  0
 57 53  2  0
 55 58  1  0
 58 59  2  0
 58 60  1  0
 60 61  1  0
 61 62  2  0
 62 63  1  0
 63 64  2  0
 64 65  1  0
 65 66  2  0
 66 61  1  0
 62 67  1  0
 66 68  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4440587

   ---

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: 953.49

Molecular Weight (Monoisotopic): 952.2994

AlogP: 7.83

#Rotatable Bonds: 14

Polar Surface Area: 215.81

Molecular Species: NEUTRAL

HBA: 15

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.49

CX Basic pKa: 7.14

CX LogP: 7.68

CX LogD: 7.62

Aromatic Rings: 6

Heavy Atoms: 68

QED Weighted: 0.06

Np Likeness Score: -1.41

References

1. Jin YH, Lu MC, Wang Y, Shan WX, Wang XY, You QD, Jiang ZY..  (2020)  Azo-PROTAC: Novel Light-Controlled Small-Molecule Tool for Protein Knockdown.,  63  (9): [PMID:32153174] [10.1021/acs.jmedchem.9b02058]

Source

Source(1):

• Scientific Literature