(2S,4R)-1-((S)-14-((4-((2-Aminophenyl)carbamoyl)phenyl)-amino)-2-(tert-butyl)-4,14-dioxo-6,9,12-trioxa-3-azatetradecanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

ID: ALA5093600

PubChem CID: 166635518

Max Phase: Preclinical

Molecular Formula: C43H53N7O9S

Molecular Weight: 844.00

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)Nc3ccccc3N)cc2)C(C)(C)C)cc1

Standard InChI: InChI=1S/C43H53N7O9S/c1-27-38(60-26-46-27)29-11-9-28(10-12-29)22-45-41(55)35-21-32(51)23-50(35)42(56)39(43(2,3)4)49-37(53)25-59-20-18-57-17-19-58-24-36(52)47-31-15-13-30(14-16-31)40(54)48-34-8-6-5-7-33(34)44/h5-16,26,32,35,39,51H,17-25,44H2,1-4H3,(H,45,55)(H,47,52)(H,48,54)(H,49,53)/t32-,35+,39-/m1/s1

Standard InChI Key: MNUQUYIPHCWRAK-MNYREFGISA-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: 844.00	Molecular Weight (Monoisotopic): 843.3625	AlogP: 3.75	#Rotatable Bonds: 19
Polar Surface Area: 223.54	Molecular Species: NEUTRAL	HBA: 12	HBD: 6
#RO5 Violations: 3	HBA (Lipinski): 16	HBD (Lipinski): 7	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.95	CX Basic pKa: 3.24	CX LogP: 1.58	CX LogD: 1.58
Aromatic Rings: 4	Heavy Atoms: 60	QED Weighted: 0.06	Np Likeness Score: -0.88

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-Aminophenyl)carbamoyl)phenyl)-amino)-2-(tert-butyl)-4,14-dioxo-6,9,12-trioxa-3-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