ID: ALA3344082

Max Phase: Preclinical

Molecular Formula: C26H28N4O4S

Molecular Weight: 492.60

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)N[C@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)NCc1ccc(-c2scnc2C)cc1)c1ccccc1

Standard InChI:  InChI=1S/C26H28N4O4S/c1-16-24(35-15-28-16)20-10-8-18(9-11-20)13-27-25(33)22-12-21(32)14-30(22)26(34)23(29-17(2)31)19-6-4-3-5-7-19/h3-11,15,21-23,32H,12-14H2,1-2H3,(H,27,33)(H,29,31)/t21-,22+,23+/m1/s1

Standard InChI Key:  OLDRKZFXBNGXQO-VJBWXMMDSA-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: 492.60

Molecular Weight (Monoisotopic): 492.1831

AlogP: 2.57

#Rotatable Bonds: 7

Polar Surface Area: 111.63

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.04

CX Basic pKa: 2.65

CX LogP: 0.77

CX LogD: 0.77

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.47

Np Likeness Score: -0.79

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