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)-N-(2-((5-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)pentyl)amino)-2-oxoethyl)acetamide

ID: ALA5280791

Max Phase: Preclinical

Molecular Formula: C39H39ClN8O7S

Molecular Weight: 799.31

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)NCC(=O)NCCCCCOc1cccc3c1C(=O)N(C1CCC(=O)NC1=O)C3=O)c1nnc(C)n1-2

Standard InChI: InChI=1S/C39H39ClN8O7S/c1-20-21(2)56-39-32(20)34(23-10-12-24(40)13-11-23)43-26(35-46-45-22(3)47(35)39)18-30(50)42-19-31(51)41-16-5-4-6-17-55-28-9-7-8-25-33(28)38(54)48(37(25)53)27-14-15-29(49)44-36(27)52/h7-13,26-27H,4-6,14-19H2,1-3H3,(H,41,51)(H,42,50)(H,44,49,52)/t26-,27?/m0/s1

Standard InChI Key: ILDJWQYNDNRRFS-QBHOUYDASA-N

Molfile:

 
     RDKit          2D

 56 62  0  0  0  0  0  0  0  0999 V2000
   -6.2305    1.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0498    1.1309    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2112    0.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9607   -0.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4917   -0.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3952   -0.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8855    0.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0845    0.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9150   -0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5295   -1.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3599   -1.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5759   -2.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4064   -2.9490    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.9615   -1.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1310   -0.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4306    0.7834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4163    1.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6668    1.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9933    1.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0693    0.6552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2439    1.8216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705    1.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8211    1.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7451    2.5114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1476    1.2134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6017    1.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751    1.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0246    1.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6980    0.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4474    1.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1209    0.8186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8703    1.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9463    1.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6958    2.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3692    1.8533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2932    1.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8528    0.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6722    0.5221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4492   -0.2938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7942   -1.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6157   -1.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9607   -1.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4841   -2.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8290   -3.2915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6626   -2.4661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3176   -1.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4961   -1.6406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6402   -0.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0340   -0.6919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5438    0.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0522    2.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9639    2.9541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7167    3.2915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2703    2.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0905    2.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8596    1.9643    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
  7  5  1  0
  1  7  2  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
 14 15  1  0
 15  9  2  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  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 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  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  1  0
 46 40  1  0
 46 47  2  0
 48 39  1  0
 48 49  2  0
 50 48  1  0
 36 50  1  0
 50 32  2  0
 51 17  1  0
 51 52  2  0
 52 53  1  0
 54 53  2  0
 54 55  1  0
 56 54  1  0
 56 51  1  0
  1 56  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: 799.31	Molecular Weight (Monoisotopic): 798.2351	AlogP: 4.07	#Rotatable Bonds: 13
Polar Surface Area: 194.05	Molecular Species: NEUTRAL	HBA: 12	HBD: 3
#RO5 Violations: 2	HBA (Lipinski): 15	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 11.55	CX Basic pKa: 4.31	CX LogP: 3.08	CX LogD: 3.08
Aromatic Rings: 4	Heavy Atoms: 56	QED Weighted: 0.13	Np Likeness Score: -0.89

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-((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)-N-(2-((5-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)pentyl)amino)-2-oxoethyl)acetamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source