ID: ALA4125714

Max Phase: Preclinical

Molecular Formula: C37H45N9O10

Molecular Weight: 775.82

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(CCCCCCC(=O)N/N=C/c1ccc(OCCOCCOCCn2cc(CNc3cccc4c3C(=O)N(C3CCC(=O)NC3=O)C4=O)nn2)cc1)NO

Standard InChI:  InChI=1S/C37H45N9O10/c47-31-15-14-30(35(50)40-31)46-36(51)28-6-5-7-29(34(28)37(46)52)38-23-26-24-45(44-41-26)16-17-54-18-19-55-20-21-56-27-12-10-25(11-13-27)22-39-42-32(48)8-3-1-2-4-9-33(49)43-53/h5-7,10-13,22,24,30,38,53H,1-4,8-9,14-21,23H2,(H,42,48)(H,43,49)(H,40,47,50)/b39-22+

Standard InChI Key:  MHILTYZXXFOWJH-WVKHYPTHSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 775.82

Molecular Weight (Monoisotopic): 775.3289

AlogP: 1.70

#Rotatable Bonds: 23

Polar Surface Area: 244.77

Molecular Species: NEUTRAL

HBA: 15

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.91

CX Basic pKa: 1.95

CX LogP: 1.47

CX LogD: 1.46

Aromatic Rings: 3

Heavy Atoms: 56

QED Weighted: 0.03

Np Likeness Score: -1.12

References

1. Yang K, Song Y, Xie H, Wu H, Wu YT, Leisten ED, Tang W..  (2018)  Development of the first small molecule histone deacetylase 6 (HDAC6) degraders.,  28  (14): [PMID:29871848] [10.1016/j.bmcl.2018.05.057]

2. 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]

Source

Source(1):

• Scientific Literature