ID: ALA5198091

Max Phase: Preclinical

Molecular Formula: C34H44N6O5S

Molecular Weight: 648.83

Representations

Canonical SMILES:  COCc1ccc(-c2cccc(S(=O)(=O)N[C@@H](Cc3cccc(C(=N)N)c3)C(=O)N3CCC(NC(=O)NC(C)(C)C)CC3)c2)cc1

Standard InChI:  InChI=1S/C34H44N6O5S/c1-34(2,3)38-33(42)37-28-15-17-40(18-16-28)32(41)30(20-24-7-5-9-27(19-24)31(35)36)39-46(43,44)29-10-6-8-26(21-29)25-13-11-23(12-14-25)22-45-4/h5-14,19,21,28,30,39H,15-18,20,22H2,1-4H3,(H3,35,36)(H2,37,38,42)/t30-/m0/s1

Standard InChI Key:  RZAUWGVJQTZWAS-PMERELPUSA-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: 648.83

Molecular Weight (Monoisotopic): 648.3094

AlogP: 3.76

#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: 2.19

CX LogD: 0.27

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.16

Np Likeness Score: -1.14

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