ID: ALA4130108

Max Phase: Preclinical

Molecular Formula: C29H48FN5O6S

Molecular Weight: 613.80

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)CS(=O)(=O)F

Standard InChI:  InChI=1S/C29H48FN5O6S/c1-19(2)15-24(27(37)33-23(13-9-10-14-31)18-42(30,40)41)34-28(38)25(16-20(3)4)35-29(39)26(32-21(5)36)17-22-11-7-6-8-12-22/h6-8,11-12,19-20,23-26H,9-10,13-18,31H2,1-5H3,(H,32,36)(H,33,37)(H,34,38)(H,35,39)/t23-,24-,25-,26-/m0/s1

Standard InChI Key:  PUAFVTOCEGSAJG-CQJMVLFOSA-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: 613.80

Molecular Weight (Monoisotopic): 613.3309

AlogP: 1.71

#Rotatable Bonds: 19

Polar Surface Area: 176.56

Molecular Species: BASE

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.92

CX Basic pKa: 9.80

CX LogP: 1.53

CX LogD: -0.78

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.12

Np Likeness Score: 0.09

References

1. Artschwager R, Ward DJ, Gannon S, Brouwer AJ, van de Langemheen H, Kowalski H, Liskamp RMJ..  (2018)  Potent and Highly Selective Inhibitors of the Proteasome Trypsin-like Site by Incorporation of Basic Side Chain Containing Amino Acid Derived Sulfonyl Fluorides.,  61  (12): [PMID:29782167] [10.1021/acs.jmedchem.8b00685]

Source

Source(1):

• Scientific Literature