2-(4-(2-((S)-4-(4-Chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetyl)piperazin-1-yl)-N-(3-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)propyl)acetamide

ID: ALA5287758

Max Phase: Preclinical

Molecular Formula: C41H42ClN9O7S

Molecular Weight: 840.36

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES: Cc1sc2c(c1C)C(c1ccc(Cl)cc1)=N[C@@H](CC(=O)N1CCN(CC(=O)NCCCOc3cccc4c3C(=O)N(C3CCC(=O)NC3=O)C4=O)CC1)c1nnc(C)n1-2

Standard InChI: InChI=1S/C41H42ClN9O7S/c1-22-23(2)59-41-34(22)36(25-8-10-26(42)11-9-25)44-28(37-47-46-24(3)50(37)41)20-33(54)49-17-15-48(16-18-49)21-32(53)43-14-5-19-58-30-7-4-6-27-35(30)40(57)51(39(27)56)29-12-13-31(52)45-38(29)55/h4,6-11,28-29H,5,12-21H2,1-3H3,(H,43,53)(H,45,52,55)/t28-,29?/m0/s1

Standard InChI Key: ITDXUECDKFMKGU-XLTVJXRZSA-N

Molfile:

 
     RDKit          2D

 59 66  0  0  0  0  0  0  0  0999 V2000
   -5.1395    0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9600    0.5103    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1314   -0.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8851   -0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4170   -0.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3309   -1.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8039   -0.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0055   -0.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8461   -1.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4674   -1.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3080   -2.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5273   -2.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3679   -3.6022    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.9061   -2.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0655   -1.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3455    0.1301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3208    0.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5671    1.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4809    2.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1483    2.5956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7272    2.4462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0599    1.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062    2.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2200    3.1172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5336    3.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2009    2.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1147    2.1474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546    3.3034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6220    2.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3756    3.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0430    2.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7966    3.0046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4641    2.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2177    2.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8851    2.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7988    1.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0452    1.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7902    0.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2751   -0.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9653    0.4299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4803   -0.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6599   -0.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1751   -0.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105   -1.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0257   -2.2396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3310   -1.6585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8159   -0.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6363   -1.0773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7103    1.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9258    1.4694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3778    1.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8873    3.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6410    3.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9501    1.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8515    2.3072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6001    2.6540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1612    2.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9802    2.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7594    1.3288    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
  5  3  2  0
  5  6  1  0
  1  7  2  0
  7  5  1  0
  7  8  1  0
  9  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 15  9  2  0
 14 15  1  0
 16  8  2  0
 17 16  1  0
 17 18  1  6
 18 19  1  0
 19 20  2  0
 19 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  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 44 46  1  0
 47 41  1  0
 46 47  1  0
 47 48  2  0
 49 40  1  0
 49 50  2  0
 51 33  2  0
 37 51  1  0
 51 49  1  0
 24 52  1  0
 53 21  1  0
 52 53  1  0
 54 17  1  0
 54 55  2  0
 55 56  1  0
 57 56  2  0
 57 58  1  0
  1 59  1  0
 59 54  1  0
 59 57  1  0
M  END

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type:	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 840.36	Molecular Weight (Monoisotopic): 839.2616	AlogP: 3.32	#Rotatable Bonds: 11
Polar Surface Area: 188.50	Molecular Species: NEUTRAL	HBA: 13	HBD: 2
#RO5 Violations: 2	HBA (Lipinski): 16	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 11.59	CX Basic pKa: 5.58	CX LogP: 2.18	CX LogD: 2.18
Aromatic Rings: 4	Heavy Atoms: 59	QED Weighted: 0.17	Np Likeness Score: -1.15

References

1. Bhela IP, Ranza A, Balestrero FC, Serafini M, Aprile S, Di Martino RMC, Condorelli F, Pirali T.. (2022) A Versatile and Sustainable Multicomponent Platform for the Synthesis of Protein Degraders: Proof-of-Concept Application to BRD4-Degrading PROTACs., 65 (22.0): [PMID:36323630] [10.1021/acs.jmedchem.2c01218]

2-(4-(2-((S)-4-(4-Chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetyl)piperazin-1-yl)-N-(3-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)propyl)acetamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source