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-(4-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)butyl)acetamide

ID: ALA5290131

Max Phase: Preclinical

Molecular Formula: C42H44ClN9O7S

Molecular Weight: 854.39

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)NCCCCOc3cccc4c3C(=O)N(C3CCC(=O)NC3=O)C4=O)CC1)c1nnc(C)n1-2

Standard InChI: InChI=1S/C42H44ClN9O7S/c1-23-24(2)60-42-35(23)37(26-9-11-27(43)12-10-26)45-29(38-48-47-25(3)51(38)42)21-34(55)50-18-16-49(17-19-50)22-33(54)44-15-4-5-20-59-31-8-6-7-28-36(31)41(58)52(40(28)57)30-13-14-32(53)46-39(30)56/h6-12,29-30H,4-5,13-22H2,1-3H3,(H,44,54)(H,46,53,56)/t29-,30?/m0/s1

Standard InChI Key: LAECKGLWOSIZEO-UFXYQILXSA-N

Molfile:

 
     RDKit          2D

 60 67  0  0  0  0  0  0  0  0999 V2000
   -6.4079    0.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2281    0.2790    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3969   -0.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1494   -0.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6810   -0.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5919   -1.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0698   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2706   -0.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1084   -1.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7278   -1.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5656   -2.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7840   -3.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6218   -3.8248    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.1645   -2.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3267   -1.6621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6122   -0.0921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904    0.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8378    1.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7544    1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4235    2.3740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    2.2295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3327    1.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5802    2.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4968    2.9058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7443    3.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0752    2.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1586    1.9405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6772    3.0994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3463    2.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0989    2.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7680    2.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5205    2.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1896    2.3278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9421    2.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6112    2.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3637    2.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9178    1.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5078    1.1944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7002    1.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0890    0.8090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8460    0.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6667    0.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1494    1.0275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0048   -0.3940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5222   -1.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8603   -1.8157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7014   -0.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3633   -0.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7380    1.9992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4471    3.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7780    3.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0255    3.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1659    3.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184    3.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2215    1.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1258    2.0832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8755    2.4274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4346    1.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2540    1.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0304    1.1016    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
 35 34  2  0
 36 35  1  0
 36 37  1  0
 37 38  1  0
 39 38  1  0
 35 39  1  0
 39 40  2  0
 38 41  1  0
 42 41  1  0
 42 43  2  0
 44 42  1  0
 45 44  1  0
 45 46  2  0
 47 45  1  0
 41 48  1  0
 48 47  1  0
 37 49  2  0
 50 36  2  0
 51 50  1  0
 34 52  1  0
 52 51  2  0
 24 53  1  0
 54 21  1  0
 53 54  1  0
 55 17  1  0
 55 56  2  0
 56 57  1  0
 58 57  2  0
 58 59  1  0
  1 60  1  0
 60 55  1  0
 60 58  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: 854.39	Molecular Weight (Monoisotopic): 853.2773	AlogP: 3.71	#Rotatable Bonds: 12
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: 2.70	CX LogD: 2.70
Aromatic Rings: 4	Heavy Atoms: 60	QED Weighted: 0.16	Np Likeness Score: -1.12

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-(4-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)butyl)acetamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source