ID: ALA4129154

Max Phase: Preclinical

Molecular Formula: C33H37N9O8

Molecular Weight: 687.71

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(CCCCCCC(=O)N/N=C/c1ccc(OCCn2cc(CNc3cccc4c3C(=O)N(C3CCC(=O)NC3=O)C4=O)nn2)cc1)NO

Standard InChI:  InChI=1S/C33H37N9O8/c43-27-15-14-26(31(46)36-27)42-32(47)24-6-5-7-25(30(24)33(42)48)34-19-22-20-41(40-37-22)16-17-50-23-12-10-21(11-13-23)18-35-38-28(44)8-3-1-2-4-9-29(45)39-49/h5-7,10-13,18,20,26,34,49H,1-4,8-9,14-17,19H2,(H,38,44)(H,39,45)(H,36,43,46)/b35-18+

Standard InChI Key:  WINFCFUYVLGBPA-MWBNBJEGSA-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: 687.71

Molecular Weight (Monoisotopic): 687.2765

AlogP: 1.67

#Rotatable Bonds: 17

Polar Surface Area: 226.31

Molecular Species: NEUTRAL

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.91

CX Basic pKa: 1.88

CX LogP: 1.56

CX LogD: 1.55

Aromatic Rings: 3

Heavy Atoms: 50

QED Weighted: 0.05

Np Likeness Score: -1.14

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]

Source

Source(1):

• Scientific Literature