(2S,4R)-1-((S)-2-(4-(4-(4-((4-((2-Aminophenyl)carbamoyl)-phenyl)amino)-4-oxobutyl)piperazin-1-yl)butanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)-pyrrolidine-2-carboxamide

ID: ALA5081998

PubChem CID: 166627899

Max Phase: Preclinical

Molecular Formula: C47H61N9O6S

Molecular Weight: 880.13

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)CCCN2CCN(CCCC(=O)Nc3ccc(C(=O)Nc4ccccc4N)cc3)CC2)C(C)(C)C)cc1

Standard InChI: InChI=1S/C47H61N9O6S/c1-31-42(63-30-50-31)33-15-13-32(14-16-33)28-49-45(61)39-27-36(57)29-56(39)46(62)43(47(2,3)4)53-41(59)12-8-22-55-25-23-54(24-26-55)21-7-11-40(58)51-35-19-17-34(18-20-35)44(60)52-38-10-6-5-9-37(38)48/h5-6,9-10,13-20,30,36,39,43,57H,7-8,11-12,21-29,48H2,1-4H3,(H,49,61)(H,51,58)(H,52,60)(H,53,59)/t36-,39+,43-/m1/s1

Standard InChI Key: BTSROZKIJVUHNO-IPQHXDNUSA-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: 880.13	Molecular Weight (Monoisotopic): 879.4466	AlogP: 4.88	#Rotatable Bonds: 17
Polar Surface Area: 202.33	Molecular Species: NEUTRAL	HBA: 11	HBD: 6
#RO5 Violations: 3	HBA (Lipinski): 15	HBD (Lipinski): 7	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.62	CX Basic pKa: 8.26	CX LogP: 2.63	CX LogD: 1.72
Aromatic Rings: 4	Heavy Atoms: 63	QED Weighted: 0.08	Np Likeness Score: -0.86

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-(4-(4-(4-((4-((2-Aminophenyl)carbamoyl)-phenyl)amino)-4-oxobutyl)piperazin-1-yl)butanamido)-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