(2S,4R)-1-((S)-2-(2-(2-(2-((4-((2-Aminophenyl)carbamoyl)-phenyl)amino)-2-oxoethoxy)ethoxy)acetamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

ID: ALA5086099

PubChem CID: 166635273

Max Phase: Preclinical

Molecular Formula: C41H49N7O8S

Molecular Weight: 799.95

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)COCCOCC(=O)Nc2ccc(C(=O)Nc3ccccc3N)cc2)C(C)(C)C)cc1

Standard InChI: InChI=1S/C41H49N7O8S/c1-25-36(57-24-44-25)27-11-9-26(10-12-27)20-43-39(53)33-19-30(49)21-48(33)40(54)37(41(2,3)4)47-35(51)23-56-18-17-55-22-34(50)45-29-15-13-28(14-16-29)38(52)46-32-8-6-5-7-31(32)42/h5-16,24,30,33,37,49H,17-23,42H2,1-4H3,(H,43,53)(H,45,50)(H,46,52)(H,47,51)/t30-,33+,37-/m1/s1

Standard InChI Key: LDFNYUSMNVVOAO-FHRXIHKVSA-N

Molfile:

 
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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: 799.95	Molecular Weight (Monoisotopic): 799.3363	AlogP: 3.73	#Rotatable Bonds: 16
Polar Surface Area: 214.31	Molecular Species: NEUTRAL	HBA: 11	HBD: 6
#RO5 Violations: 3	HBA (Lipinski): 15	HBD (Lipinski): 7	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.91	CX Basic pKa: 3.24	CX LogP: 1.62	CX LogD: 1.62
Aromatic Rings: 4	Heavy Atoms: 57	QED Weighted: 0.07	Np Likeness Score: -0.92

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)-2-(2-(2-(2-((4-((2-Aminophenyl)carbamoyl)-phenyl)amino)-2-oxoethoxy)ethoxy)acetamido)-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

Calculated Properties

References

Source