ID: ALA5195073

Max Phase: Preclinical

Molecular Formula: C33H42N6O5S

Molecular Weight: 634.80

Representations

Canonical SMILES:  CC(C)(C)NC(=O)NC1CCN(C(=O)[C@H](Cc2cccc(C(=N)N)c2)NS(=O)(=O)c2cccc(-c3cccc(CO)c3)c2)CC1

Standard InChI:  InChI=1S/C33H42N6O5S/c1-33(2,3)37-32(42)36-27-13-15-39(16-14-27)31(41)29(19-22-7-4-11-26(17-22)30(34)35)38-45(43,44)28-12-6-10-25(20-28)24-9-5-8-23(18-24)21-40/h4-12,17-18,20,27,29,38,40H,13-16,19,21H2,1-3H3,(H3,34,35)(H2,36,37,42)/t29-/m0/s1

Standard InChI Key:  CUXBFNJFQTVSRP-LJAQVGFWSA-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: 634.80

Molecular Weight (Monoisotopic): 634.2937

AlogP: 3.11

#Rotatable Bonds: 10

Polar Surface Area: 177.71

Molecular Species: BASE

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.04

CX Basic pKa: 11.47

CX LogP: 1.54

CX LogD: -0.37

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.15

Np Likeness Score: -0.97

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