ID: ALA5207279

Max Phase: Preclinical

Molecular Formula: C33H42N8O4S

Molecular Weight: 646.82

Representations

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

Standard InChI:  InChI=1S/C33H42N8O4S/c1-33(2,3)39-32(43)38-26-14-16-41(17-15-26)31(42)28(19-21-6-4-8-25(18-21)30(36)37)40-46(44,45)27-9-5-7-24(20-27)22-10-12-23(13-11-22)29(34)35/h4-13,18,20,26,28,40H,14-17,19H2,1-3H3,(H3,34,35)(H3,36,37)(H2,38,39,43)/t28-/m0/s1

Standard InChI Key:  PZUMYGZUFLLTBN-NDEPHWFRSA-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: 646.82

Molecular Weight (Monoisotopic): 646.3050

AlogP: 2.90

#Rotatable Bonds: 10

Polar Surface Area: 207.35

Molecular Species: BASE

HBA: 6

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.01

CX Basic pKa: 11.76

CX LogP: 1.03

CX LogD: -3.08

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.13

Np Likeness Score: -1.10

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