ID: ALA5193310

Max Phase: Preclinical

Molecular Formula: C37H50N6O5S

Molecular Weight: 690.91

Representations

Canonical SMILES:  CC(C)(C)NC(=O)NC1CCN(C(=O)[C@H](Cc2cccc(C(=N)N)c2)NS(=O)(=O)c2cccc(-c3ccc(COC(C)(C)C)cc3)c2)CC1

Standard InChI:  InChI=1S/C37H50N6O5S/c1-36(2,3)41-35(45)40-30-17-19-43(20-18-30)34(44)32(22-26-9-7-11-29(21-26)33(38)39)42-49(46,47)31-12-8-10-28(23-31)27-15-13-25(14-16-27)24-48-37(4,5)6/h7-16,21,23,30,32,42H,17-20,22,24H2,1-6H3,(H3,38,39)(H2,40,41,45)/t32-/m0/s1

Standard InChI Key:  XCSYLNUUGDPMGI-YTTGMZPUSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 690.91

Molecular Weight (Monoisotopic): 690.3563

AlogP: 4.93

#Rotatable Bonds: 11

Polar Surface Area: 166.71

Molecular Species: BASE

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.04

CX Basic pKa: 11.47

CX LogP: 3.24

CX LogD: 1.33

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.14

Np Likeness Score: -1.11

References

1. Pilgram O, Keils A, Benary GE, Müller J, Merkl S, Ngaha S, Huber S, Chevillard F, Harbig A, Magdolen V, Heine A, Böttcher-Friebertshäuser E, Steinmetzer T..  (2022)  Improving the selectivity of 3-amidinophenylalanine-derived matriptase inhibitors.,  238  [PMID:35635944] [10.1016/j.ejmech.2022.114437]

Source

Source(1):

• Scientific Literature