(2S,4R)-1-((2S)-2-(5-(5-(6-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylamino)hexyloxy)pentyloxy)pentanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

ID: ALA4455580

Cas Number: 2362575-45-7

PubChem CID: 145874883

Product Number: C288825, Order Now?

Max Phase: Preclinical

Molecular Formula: C51H69N7O10S

Molecular Weight: 972.22

Molecule Type: Unknown

In stock!

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: Cc1ncsc1-c1ccc(CNC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@@H](NC(=O)CCCCOCCCCCOCCCCCCNc2cccc3c2C(=O)N(C2CCC(=O)NC2=O)C3=O)C(C)(C)C)cc1

Standard InChI: InChI=1S/C51H69N7O10S/c1-33-44(69-32-54-33)35-20-18-34(19-21-35)30-53-46(62)40-29-36(59)31-57(40)50(66)45(51(2,3)4)55-41(60)17-8-13-28-68-27-12-7-11-26-67-25-10-6-5-9-24-52-38-16-14-15-37-43(38)49(65)58(48(37)64)39-22-23-42(61)56-47(39)63/h14-16,18-21,32,36,39-40,45,52,59H,5-13,17,22-31H2,1-4H3,(H,53,62)(H,55,60)(H,56,61,63)/t36-,39?,40+,45-/m1/s1

Standard InChI Key: LIMCHOLAKDUZDS-XARBDFOFSA-N

Molfile:

 
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M  END

Associated Targets(Human)

CRBN Tclin Cereblon/Ikaros (139 Activities)

Discover Target: CRBN

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

CRBN Tclin Protein cereblon (139 Activities)

Discover Target: CRBN

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

Natural Product: No	Oral: No	Chemical Probe: Yes	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: Yes

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 972.22	Molecular Weight (Monoisotopic): 971.4827	AlogP: 5.67	#Rotatable Bonds: 26
Polar Surface Area: 225.67	Molecular Species: NEUTRAL	HBA: 13	HBD: 5
#RO5 Violations: 3	HBA (Lipinski): 17	HBD (Lipinski): 5	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.56	CX Basic pKa: 2.78	CX LogP: 3.87	CX LogD: 3.87
Aromatic Rings: 3	Heavy Atoms: 69	QED Weighted: 0.05	Np Likeness Score: -0.43

References

1. Steinebach C, Sosič I, Lindner S, Bricelj A, Kohl F, Ng YLD, Monschke M, Wagner KG, Krönke J, Gütschow M.. (2019) A MedChem toolbox for cereblon-directed PROTACs., 10 (6): [PMID:31304001] [10.1039/C9MD00185A]
2. García Jiménez D, Rossi Sebastiano M, Vallaro M, Mileo V, Pizzirani D, Moretti E, Ermondi G, Caron G.. (2022) Designing Soluble PROTACs: Strategies and Preliminary Guidelines., 65 (19.0): [PMID:35469399] [10.1021/acs.jmedchem.2c00201]
3. Yan J, Li T, Miao Z, Wang P, Sheng C, Zhuang C.. (2022) Homobivalent, Trivalent, and Covalent PROTACs: Emerging Strategies for Protein Degradation., 65 (13.0): [PMID:35763424] [10.1021/acs.jmedchem.2c00728]
4. Matyskiela, Mary E ME and 18 more authors. 2018-01-25 A Cereblon Modulator (CC-220) with Improved Degradation of Ikaros and Aiolos. [PMID:28425720]

(2S,4R)-1-((2S)-2-(5-(5-(6-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylamino)hexyloxy)pentyloxy)pentanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source