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

ID: ALA5082841

PubChem CID: 166628868

Max Phase: Preclinical

Molecular Formula: C48H62FN7O8S

Molecular Weight: 916.13

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)COCCCCCCCCCOCC(=O)Nc2ccc(C(=O)Nc3ccc(F)cc3N)cc2)C(C)(C)C)cc1

Standard InChI: InChI=1S/C48H62FN7O8S/c1-31-43(65-30-52-31)33-14-12-32(13-15-33)26-51-46(61)40-25-37(57)27-56(40)47(62)44(48(2,3)4)55-42(59)29-64-23-11-9-7-5-6-8-10-22-63-28-41(58)53-36-19-16-34(17-20-36)45(60)54-39-21-18-35(49)24-38(39)50/h12-21,24,30,37,40,44,57H,5-11,22-23,25-29,50H2,1-4H3,(H,51,61)(H,53,58)(H,54,60)(H,55,59)/t37-,40+,44-/m1/s1

Standard InChI Key: AGMBKWPLZPKEGR-OUZJXKGJSA-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

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

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

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: 916.13	Molecular Weight (Monoisotopic): 915.4365	AlogP: 6.60	#Rotatable Bonds: 23
Polar Surface Area: 214.31	Molecular Species: NEUTRAL	HBA: 11	HBD: 6
#RO5 Violations: 4	HBA (Lipinski): 15	HBD (Lipinski): 7	#RO5 Violations (Lipinski): 4
CX Acidic pKa: 12.08	CX Basic pKa: 2.78	CX LogP: 4.57	CX LogD: 4.57
Aromatic Rings: 4	Heavy Atoms: 65	QED Weighted: 0.03	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-((9-(2-((4-((2-Amino-4-fluorophenyl)-carbamoyl)phenyl)amino)-2-oxoethoxy)nonyl)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