4-(2,6-dichlorobenzamido)-N-(1-(2-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)acetamido)ethoxy)ethoxy)acetyl)piperidin-4-yl)-1H-pyrazole-3-carboxamide

ID: ALA4633700

PubChem CID: 156009880

Max Phase: Preclinical

Molecular Formula: C37H38Cl2N8O11

Molecular Weight: 841.66

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: O=C(COc1cccc2c1C(=O)N(C1CCC(=O)NC1=O)C2=O)NCCOCCOCC(=O)N1CCC(NC(=O)c2n[nH]cc2NC(=O)c2c(Cl)cccc2Cl)CC1

Standard InChI: InChI=1S/C37H38Cl2N8O11/c38-22-4-2-5-23(39)31(22)34(52)43-24-17-41-45-32(24)35(53)42-20-9-12-46(13-10-20)29(50)19-57-16-15-56-14-11-40-28(49)18-58-26-6-1-3-21-30(26)37(55)47(36(21)54)25-7-8-27(48)44-33(25)51/h1-6,17,20,25H,7-16,18-19H2,(H,40,49)(H,41,45)(H,42,53)(H,43,52)(H,44,48,51)

Standard InChI Key: KTLSDRIBLSMWHN-UHFFFAOYSA-N

Molfile:

 
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M  END

Associated Targets(Human)

CDK9 Tchem Protein cereblon/CDK9 (113 Activities)

Discover Target: CDK9

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CDK5 Tchem Protein cereblon/Cyclin-dependent-like kinase 5 (8 Activities)

Discover Target: CDK5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CDK2 Tchem Protein cereblon/Cyclin-dependent kinase 2 (25 Activities)

Discover Target: CDK2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PC-3 (62116 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 841.66	Molecular Weight (Monoisotopic): 840.2037	AlogP: 1.32	#Rotatable Bonds: 16
Polar Surface Area: 247.53	Molecular Species: NEUTRAL	HBA: 12	HBD: 5
#RO5 Violations: 2	HBA (Lipinski): 19	HBD (Lipinski): 5	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 10.69	CX Basic pKa: 0.01	CX LogP: 0.30	CX LogD: 0.30
Aromatic Rings: 3	Heavy Atoms: 58	QED Weighted: 0.10	Np Likeness Score: -1.31

References

1. Zhou F, Chen L, Cao C, Yu J, Luo X, Zhou P, Zhao L, Du W, Cheng J, Xie Y, Chen Y.. (2020) Development of selective mono or dual PROTAC degrader probe of CDK isoforms., 187 [PMID:31846828] [10.1016/j.ejmech.2019.111952]
2. Joshi, Kalpana S KS and 7 more authors. 2007-03 In vitro antitumor properties of a novel cyclin-dependent kinase inhibitor, P276-00. [PMID:17363486]
3. Squires, Matthew S MS and 7 more authors. 2009-02 Biological characterization of AT7519, a small-molecule inhibitor of cyclin-dependent kinases, in human tumor cell lines. [PMID:19174555]
4. Goh, K C KC and 15 more authors. 2012-02 TG02, a novel oral multi-kinase inhibitor of CDKs, JAK2 and FLT3 with potent anti-leukemic properties. [PMID:21860433]
5. Hole, Alison J and 9 more authors. 2013-02-14 Comparative structural and functional studies of 4-(thiazol-5-yl)-2-(phenylamino)pyrimidine-5-carbonitrile CDK9 inhibitors suggest the basis for isotype selectivity. [PMID:23252711]
6. Cirstea, D D and 15 more authors. 2013-12 Small-molecule multi-targeted kinase inhibitor RGB-286638 triggers P53-dependent and -independent anti-multiple myeloma activity through inhibition of transcriptional CDKs. [PMID:23807770]
7. Martin, Mathew P MP, Olesen, Sanne H SH, Georg, Gunda I GI and Schönbrunn, Ernst E. 2013-11-15 Cyclin-dependent kinase inhibitor dinaciclib interacts with the acetyl-lysine recognition site of bromodomains. [PMID:24007471]
8. Paiva, Cody C and 8 more authors. 2015 Cyclin-Dependent Kinase Inhibitor P1446A Induces Apoptosis in a JNK/p38 MAPK-Dependent Manner in Chronic Lymphocytic Leukemia B-Cells. [PMID:26606677]
9. Bisi, John E JE, Sorrentino, Jessica A JA, Roberts, Patrick J PJ, Tavares, Francis X FX and Strum, Jay C JC. 2016-05 Preclinical Characterization of G1T28: A Novel CDK4/6 Inhibitor for Reduction of Chemotherapy-Induced Myelosuppression. [PMID:26826116]
10. Sonawane, Yogesh A and 5 more authors. 2016-10-13 Cyclin Dependent Kinase 9 Inhibitors for Cancer Therapy. [PMID:27171036]
11. Klaeger, Susan S and 47 more authors. 2017-12-01 The target landscape of clinical kinase drugs. [PMID:29191878]
12. Patel, Hetal H and 15 more authors. 2018-06 ICEC0942, an Orally Bioavailable Selective Inhibitor of CDK7 for Cancer Treatment. [PMID:29545334]
13. Wang, Yiting Y and 6 more authors. 2018-07-23 Design, synthesis and biological evaluation of pyrimidine derivatives as novel CDK2 inhibitors that induce apoptosis and cell cycle arrest in breast cancer cells. [PMID:29853338]
14. Jarhad, Dnyandev B DB, Mashelkar, Karishma K KK, Kim, Hong-Rae HR, Noh, Minsoo M and Jeong, Lak Shin LS. 2018-11-21 Dual-Specificity Tyrosine Phosphorylation-Regulated Kinase 1A (DYRK1A) Inhibitors as Potential Therapeutics. [PMID:29985601]
15. Ito, Masahiro M and 18 more authors. 2018-09-13 Discovery of 3-Benzyl-1-( trans-4-((5-cyanopyridin-2-yl)amino)cyclohexyl)-1-arylurea Derivatives as Novel and Selective Cyclin-Dependent Kinase 12 (CDK12) Inhibitors. [PMID:30067358]
16. Teng, Yuou and 10 more authors. 2019-12-01 Recent advances in the development of cyclin-dependent kinase 7 inhibitors. [PMID:31514062]
17. Wu, Tizhi and 6 more authors. 2020-11-25 Recent Developments in the Biology and Medicinal Chemistry of CDK9 Inhibitors: An Update. [PMID:32866383]
18. Barlaam, Bernard and 40 more authors. 2020-12-24 Discovery of AZD4573, a Potent and Selective Inhibitor of CDK9 That Enables Short Duration of Target Engagement for the Treatment of Hematological Malignancies. [PMID:33306391]

4-(2,6-dichlorobenzamido)-N-(1-(2-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)acetamido)ethoxy)ethoxy)acetyl)piperidin-4-yl)-1H-pyrazole-3-carboxamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source