ID: ALA3344083

Max Phase: Preclinical

Molecular Formula: C23H28N4O4S

Molecular Weight: 456.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)N1CCC[C@H]1C(=O)N1C[C@H](O)C[C@H]1C(=O)NCc1ccc(-c2scnc2C)cc1

Standard InChI:  InChI=1S/C23H28N4O4S/c1-14-21(32-13-25-14)17-7-5-16(6-8-17)11-24-22(30)20-10-18(29)12-27(20)23(31)19-4-3-9-26(19)15(2)28/h5-8,13,18-20,29H,3-4,9-12H2,1-2H3,(H,24,30)/t18-,19+,20+/m1/s1

Standard InChI Key:  QBDHWCJVODJSSV-AABGKKOBSA-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: 456.57

Molecular Weight (Monoisotopic): 456.1831

AlogP: 1.71

#Rotatable Bonds: 5

Polar Surface Area: 102.84

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.65

CX LogP: -0.32

CX LogD: -0.32

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.71

Np Likeness Score: -0.90

References

1. Galdeano C, Gadd MS, Soares P, Scaffidi S, Van Molle I, Birced I, Hewitt S, Dias DM, Ciulli A..  (2014)  Structure-guided design and optimization of small molecules targeting the protein-protein interaction between the von Hippel-Lindau (VHL) E3 ubiquitin ligase and the hypoxia inducible factor (HIF) alpha subunit with in vitro nanomolar affinities.,  57  (20): [PMID:25166285] [10.1021/jm5011258]

Source

Source(1):

• Scientific Literature