(2S,4R)-N-(2-((12-((4-((2-Aminophenyl)carbamoyl)phenyl)-amino)-12-oxododecyl)oxy)-4-(4-methylthiazol-5-yl)benzyl)-1-((S)-2-(1-fluorocyclopropane-1-carboxamido)-3,3-dimethylbutanoyl)-4-hydroxypyrrolidine-2-carboxamide

ID: ALA5080755

PubChem CID: 166627860

Max Phase: Preclinical

Molecular Formula: C52H69N7O7S

Molecular Weight: 936.23

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)C2(C)CC2)C(C)(C)C)c(OCCCCCCCCCCCC(=O)Nc2ccc(C(=O)Nc3ccccc3N)cc2)c1

Standard InChI: InChI=1S/C52H69N7O7S/c1-34-45(67-33-55-34)36-20-21-37(31-54-48(63)42-30-39(60)32-59(42)49(64)46(51(2,3)4)58-50(65)52(5)26-27-52)43(29-36)66-28-16-12-10-8-6-7-9-11-13-19-44(61)56-38-24-22-35(23-25-38)47(62)57-41-18-15-14-17-40(41)53/h14-15,17-18,20-25,29,33,39,42,46,60H,6-13,16,19,26-28,30-32,53H2,1-5H3,(H,54,63)(H,56,61)(H,57,62)(H,58,65)/t39-,42+,46+/m1/s1

Standard InChI Key: ORWXCOUYCBSWFL-XASURKDDSA-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: 936.23	Molecular Weight (Monoisotopic): 935.4979	AlogP: 8.78	#Rotatable Bonds: 23
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: 12.28	CX Basic pKa: 3.24	CX LogP: 7.10	CX LogD: 7.10
Aromatic Rings: 4	Heavy Atoms: 67	QED Weighted: 0.03	Np Likeness Score: -0.59

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)-N-(2-((12-((4-((2-Aminophenyl)carbamoyl)phenyl)-amino)-12-oxododecyl)oxy)-4-(4-methylthiazol-5-yl)benzyl)-1-((S)-2-(1-fluorocyclopropane-1-carboxamido)-3,3-dimethylbutanoyl)-4-hydroxypyrrolidine-2-carboxamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source