ID: ALA4226127

Max Phase: Preclinical

Molecular Formula: C25H34N4O4S

Molecular Weight: 486.64

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C25H34N4O4S/c1-15-21(34-14-27-15)18-9-7-17(8-10-18)12-26-23(32)20-11-19(31)13-29(20)24(33)22(25(3,4)5)28(6)16(2)30/h7-10,14,19-20,22,31H,11-13H2,1-6H3,(H,26,32)/t19-,20+,22-/m1/s1

Standard InChI Key:  IIPLOHQVELTIPV-RZUBCFFCSA-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: 486.64

Molecular Weight (Monoisotopic): 486.2301

AlogP: 2.59

#Rotatable Bonds: 6

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: 0.89

CX LogD: 0.89

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.65

Np Likeness Score: -0.57

References

1. Soares P, Gadd MS, Frost J, Galdeano C, Ellis L, Epemolu O, Rocha S, Read KD, Ciulli A..  (2018)  Group-Based Optimization of Potent and Cell-Active Inhibitors of the von Hippel-Lindau (VHL) E3 Ubiquitin Ligase: Structure-Activity Relationships Leading to the Chemical Probe (2S,4R)-1-((S)-2-(1-Cyanocyclopropanecarboxamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide (VH298).,  61  (2): [PMID:28853884] [10.1021/acs.jmedchem.7b00675]

Source

Source(1):

• Scientific Literature