ID: ALA4130258

Max Phase: Preclinical

Molecular Formula: C27H44FN7O5S

Molecular Weight: 597.76

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C27H44FN7O5S/c1-18(2)14-22(25(36)31-21(12-8-9-13-29)17-41(28,39)40)32-26(37)23(15-19(3)4)33-27(38)24(34-35-30)16-20-10-6-5-7-11-20/h5-7,10-11,18-19,21-24H,8-9,12-17,29H2,1-4H3,(H,31,36)(H,32,37)(H,33,38)/t21-,22-,23-,24-/m0/s1

Standard InChI Key:  MGAGNLOPCIZNFW-ZJZGAYNASA-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: 597.76

Molecular Weight (Monoisotopic): 597.3109

AlogP: 2.88

#Rotatable Bonds: 19

Polar Surface Area: 196.22

Molecular Species: ZWITTERION

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -10.27

CX Basic pKa: 9.80

CX LogP: 2.64

CX LogD: 0.21

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.06

Np Likeness Score: 0.16

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