(2S,4R)-1-[(2S)-2-[[2-[2-[2-[2,2-difluoro-2-[2-[4-[1-(2-fluorophenyl)-2-(hydroxyamino)-2-oxo-ethyl]phenyl]pyrimidin-5-yl]ethoxy]ethoxy]ethoxy]acetyl]amino]-3,3-dimethyl-butanoyl]-4-hydroxy-N-[[4-(4-methylthiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide

ID: ALA5194487

PubChem CID: 168289228

Max Phase: Preclinical

Molecular Formula: C48H54F3N7O9S

Molecular Weight: 962.06

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(F)(F)c2cnc(-c3ccc(C(C(=O)NO)c4ccccc4F)cc3)nc2)C(C)(C)C)cc1

Standard InChI: InChI=1S/C48H54F3N7O9S/c1-29-41(68-28-55-29)32-11-9-30(10-12-32)22-54-44(61)38-21-35(59)25-58(38)46(63)42(47(2,3)4)56-39(60)26-66-19-17-65-18-20-67-27-48(50,51)34-23-52-43(53-24-34)33-15-13-31(14-16-33)40(45(62)57-64)36-7-5-6-8-37(36)49/h5-16,23-24,28,35,38,40,42,59,64H,17-22,25-27H2,1-4H3,(H,54,61)(H,56,60)(H,57,62)/t35-,38+,40?,42-/m1/s1

Standard InChI Key: CUCLIKLMKDOFAE-PELIQRIMSA-N

Molfile:

 
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M  END

Associated Targets(Human)

HDAC4 Tclin Histone deacetylase 4 (2328 Activities)

Discover Target: HDAC4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HDAC5 Tclin Histone deacetylase 5 (941 Activities)

Discover Target: HDAC5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HDAC7 Tclin Histone deacetylase 7 (1047 Activities)

Discover Target: HDAC7

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HDAC9 Tclin Histone deacetylase 9 (708 Activities)

Discover Target: HDAC9

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HDAC1 Tclin Class 1 histone deacetylase (459 Activities)

Discover Target: HDAC1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HDAC4 Tclin VHL/Histone deacetylase 4 (28 Activities)

Discover Target: HDAC4

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:	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:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 962.06	Molecular Weight (Monoisotopic): 961.3656	AlogP: 5.30	#Rotatable Bonds: 21
Polar Surface Area: 214.43	Molecular Species: NEUTRAL	HBA: 13	HBD: 5
#RO5 Violations: 3	HBA (Lipinski): 16	HBD (Lipinski): 5	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 8.78	CX Basic pKa: 2.65	CX LogP: 3.76	CX LogD: 3.74
Aromatic Rings: 5	Heavy Atoms: 68	QED Weighted: 0.04	Np Likeness Score: -0.84

References

1. Macabuag N, Esmieu W, Breccia P, Jarvis R, Blackaby W, Lazari O, Urbonas L, Eznarriaga M, Williams R, Strijbosch A, Van de Bospoort R, Matthews K, Clissold C, Ladduwahetty T, Vater H, Heaphy P, Stafford DG, Wang HJ, Mangette JE, McAllister G, Beaumont V, Vogt TF, Wilkinson HA, Doherty EM, Dominguez C.. (2022) Developing HDAC4-Selective Protein Degraders To Investigate the Role of HDAC4 in Huntington's Disease Pathology., 65 (18.0): [PMID:36098485] [10.1021/acs.jmedchem.2c01149]

(2S,4R)-1-[(2S)-2-[[2-[2-[2-[2,2-difluoro-2-[2-[4-[1-(2-fluorophenyl)-2-(hydroxyamino)-2-oxo-ethyl]phenyl]pyrimidin-5-yl]ethoxy]ethoxy]ethoxy]acetyl]amino]-3,3-dimethyl-butanoyl]-4-hydroxy-N-[[4-(4-methylthiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source