4-((1-Butyl-3-(4-((5-(4-(((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)methyl)-1H-1,2,3-triazol-1-yl)pentyl)oxy)-phenyl)ureido)methyl)-N-hydroxybenzamide

ID: ALA4465902

Chembl Id: CHEMBL4465902

PubChem CID: 150076000

Max Phase: Preclinical

Molecular Formula: C40H45N9O8

Molecular Weight: 779.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCN(Cc1ccc(C(=O)NO)cc1)C(=O)Nc1ccc(OCCCCCn2cc(CNc3cccc4c3C(=O)N(C3CCC(=O)NC3=O)C4=O)nn2)cc1

Standard InChI:  InChI=1S/C40H45N9O8/c1-2-3-20-47(24-26-10-12-27(13-11-26)36(51)45-56)40(55)42-28-14-16-30(17-15-28)57-22-6-4-5-21-48-25-29(44-46-48)23-41-32-9-7-8-31-35(32)39(54)49(38(31)53)33-18-19-34(50)43-37(33)52/h7-17,25,33,41,56H,2-6,18-24H2,1H3,(H,42,55)(H,45,51)(H,43,50,52)

Standard InChI Key:  DQGQXFRCIYCGOE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4465902

   ---

Molecule Features

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: 779.85

Molecular Weight (Monoisotopic): 779.3391

AlogP: 4.49

#Rotatable Bonds: 18

Polar Surface Area: 217.19

Molecular Species: NEUTRAL

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.05

CX Basic pKa: 0.59

CX LogP: 3.90

CX LogD: 3.90

Aromatic Rings: 4

Heavy Atoms: 57

QED Weighted: 0.04

Np Likeness Score: -1.30

References

1. Wu H, Yang K, Zhang Z, Leisten ED, Li Z, Xie H, Liu J, Smith KA, Novakova Z, Barinka C, Tang W..  (2019)  Development of Multifunctional Histone Deacetylase 6 Degraders with Potent Antimyeloma Activity.,  62  (15): [PMID:31271281] [10.1021/acs.jmedchem.9b00516]

2. Yang K, Wu H, Zhang Z, Leisten ED, Nie X, Liu B, Wen Z, Zhang J, Cunningham MD, Tang W..  (2020)  Development of Selective Histone Deacetylase 6 (HDAC6) Degraders Recruiting Von Hippel-Lindau (VHL) E3 Ubiquitin Ligase.,  11  (4): [PMID:32292566] [10.1021/acsmedchemlett.0c00046]

Source

Source(1):

• Scientific Literature