(2S,4R)-1-((S)-2-(2-((9-((4-((2-Aminophenyl)carbamoyl)phenyl)-amino)-9-oxononyl)oxy)acetamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

ID: ALA5080095

PubChem CID: 166627401

Max Phase: Preclinical

Molecular Formula: C45H57N7O7S

Molecular Weight: 840.06

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

Standard InChI: InChI=1S/C45H57N7O7S/c1-29-40(60-28-48-29)31-17-15-30(16-18-31)25-47-43(57)37-24-34(53)26-52(37)44(58)41(45(2,3)4)51-39(55)27-59-23-11-7-5-6-8-14-38(54)49-33-21-19-32(20-22-33)42(56)50-36-13-10-9-12-35(36)46/h9-10,12-13,15-22,28,34,37,41,53H,5-8,11,14,23-27,46H2,1-4H3,(H,47,57)(H,49,54)(H,50,56)(H,51,55)/t34-,37+,41-/m1/s1

Standard InChI Key: FXPXGKOQPGUBQC-RDGUTDORSA-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: 840.06	Molecular Weight (Monoisotopic): 839.4040	AlogP: 6.06	#Rotatable Bonds: 19
Polar Surface Area: 205.08	Molecular Species: NEUTRAL	HBA: 10	HBD: 6
#RO5 Violations: 3	HBA (Lipinski): 14	HBD (Lipinski): 7	#RO5 Violations (Lipinski): 4
CX Acidic pKa: 12.29	CX Basic pKa: 3.24	CX LogP: 3.97	CX LogD: 3.97
Aromatic Rings: 4	Heavy Atoms: 60	QED Weighted: 0.05	Np Likeness Score: -0.81

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-((9-((4-((2-Aminophenyl)carbamoyl)phenyl)-amino)-9-oxononyl)oxy)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