N1-(4-((2-Aminophenyl)carbamoyl)phenyl)-N12-((S)-1-((2S,4R)-4-hydroxy-2-((4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)dodecanediamide

ID: ALA5073757

PubChem CID: 166631109

Max Phase: Preclinical

Molecular Formula: C47H61N7O6S

Molecular Weight: 852.11

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

Standard InChI: InChI=1S/C47H61N7O6S/c1-31-42(61-30-50-31)33-21-19-32(20-22-33)28-49-45(59)39-27-36(55)29-54(39)46(60)43(47(2,3)4)53-41(57)18-12-10-8-6-5-7-9-11-17-40(56)51-35-25-23-34(24-26-35)44(58)52-38-16-14-13-15-37(38)48/h13-16,19-26,30,36,39,43,55H,5-12,17-18,27-29,48H2,1-4H3,(H,49,59)(H,51,56)(H,52,58)(H,53,57)/t36-,39+,43-/m1/s1

Standard InChI Key: AQIQXAQNDASVRZ-IPQHXDNUSA-N

Molfile:

 
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M  END

Associated Targets(Human)

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

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

HCT-116 (91556 Activities)

Explore this target

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: 852.11	Molecular Weight (Monoisotopic): 851.4404	AlogP: 7.60	#Rotatable Bonds: 20
Polar Surface Area: 195.85	Molecular Species: NEUTRAL	HBA: 9	HBD: 6
#RO5 Violations: 3	HBA (Lipinski): 13	HBD (Lipinski): 7	#RO5 Violations (Lipinski): 4
CX Acidic pKa: 12.67	CX Basic pKa: 3.24	CX LogP: 5.75	CX LogD: 5.75
Aromatic Rings: 4	Heavy Atoms: 61	QED Weighted: 0.04	Np Likeness Score: -0.68

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]
2. Cross JM, Coulson ME, Smalley JP, Pytel WA, Ismail O, Trory JS, Cowley SM, Hodgkinson JT.. (2022) A 'click' chemistry approach to novel entinostat (MS-275) based class I histone deacetylase proteolysis targeting chimeras., 13 (12.0): [PMID:36545434] [10.1039/d2md00199c]
3. He X, Hui Z, Xu L, Bai R, Gao Y, Wang Z, Xie T, Ye XY.. (2022) Medicinal chemistry updates of novel HDACs inhibitors (2020 to present)., 227 [PMID:34775332] [10.1016/j.ejmech.2021.113946]

N1-(4-((2-Aminophenyl)carbamoyl)phenyl)-N12-((S)-1-((2S,4R)-4-hydroxy-2-((4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)dodecanediamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source