(2S,4R)-1-((S)-14-((4-((2-Amino-5-(thiophen-2-yl)phenyl)-carbamoyl)phenyl)amino)-2-(tert-butyl)-4,14-dioxo-6,9,12-trioxa3-azatetradecanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)-pyrrolidine-2-carboxamide

ID: ALA5084332

PubChem CID: 166631599

Max Phase: Preclinical

Molecular Formula: C47H55N7O9S2

Molecular Weight: 926.13

Molecule Type: Unknown

This compound is available for customization.

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)COCCOCCOCC(=O)Nc2ccc(C(=O)Nc3cc(-c4cccs4)ccc3N)cc2)C(C)(C)C)cc1

Standard InChI: InChI=1S/C47H55N7O9S2/c1-29-42(65-28-50-29)31-9-7-30(8-10-31)24-49-45(59)38-23-35(55)25-54(38)46(60)43(47(2,3)4)53-41(57)27-63-20-18-61-17-19-62-26-40(56)51-34-14-11-32(12-15-34)44(58)52-37-22-33(13-16-36(37)48)39-6-5-21-64-39/h5-16,21-22,28,35,38,43,55H,17-20,23-27,48H2,1-4H3,(H,49,59)(H,51,56)(H,52,58)(H,53,57)/t35-,38+,43-/m1/s1

Standard InChI Key: DMWWBSQOUPHWCN-YUCKTDLNSA-N

Molfile:

 
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M  END

Associated Targets(Human)

HDAC1 Tclin VHL/Histone deacetylase 1 (90 Activities)

Discover Target: HDAC1

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

HDAC2 Tclin VHL/Histone deacetylase 2 (81 Activities)

Discover Target: HDAC2

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

HDAC3 Tclin VHL/Histone deacetylase 3 (77 Activities)

Discover Target: HDAC3

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: 926.13	Molecular Weight (Monoisotopic): 925.3503	AlogP: 5.48	#Rotatable Bonds: 20
Polar Surface Area: 223.54	Molecular Species: NEUTRAL	HBA: 13	HBD: 6
#RO5 Violations: 4	HBA (Lipinski): 16	HBD (Lipinski): 7	#RO5 Violations (Lipinski): 4
CX Acidic pKa: 11.95	CX Basic pKa: 2.93	CX LogP: 3.00	CX LogD: 3.00
Aromatic Rings: 5	Heavy Atoms: 65	QED Weighted: 0.04	Np Likeness Score: -1.01

References

1. Smalley JP, Baker IM, Pytel WA, Lin LY, Bowman KJ, Schwabe JWR, Cowley SM, Hodgkinson JT.. (2022) Optimization of Class I Histone Deacetylase PROTACs Reveals that HDAC1/2 Degradation is Critical to Induce Apoptosis and Cell Arrest in Cancer Cells., 65 (7.0): [PMID:35293758] [10.1021/acs.jmedchem.1c02179]

(2S,4R)-1-((S)-14-((4-((2-Amino-5-(thiophen-2-yl)phenyl)-carbamoyl)phenyl)amino)-2-(tert-butyl)-4,14-dioxo-6,9,12-trioxa3-azatetradecanoyl)-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

Calculated Properties

References

Source