ID: ALA5204462

Max Phase: Preclinical

Molecular Formula: C33H42N6O6S

Molecular Weight: 650.80

Representations

Canonical SMILES:  COc1ccc(-c2cccc(S(=O)(=O)N[C@@H](Cc3cccc(C(=N)N)c3)C(=O)N3CCC(NC(=O)NC(C)C)CC3)c2)c(OC)c1

Standard InChI:  InChI=1S/C33H42N6O6S/c1-21(2)36-33(41)37-25-13-15-39(16-14-25)32(40)29(18-22-7-5-9-24(17-22)31(34)35)38-46(42,43)27-10-6-8-23(19-27)28-12-11-26(44-3)20-30(28)45-4/h5-12,17,19-21,25,29,38H,13-16,18H2,1-4H3,(H3,34,35)(H2,36,37,41)/t29-/m0/s1

Standard InChI Key:  HFNBDSZCUXAFFG-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: 650.80

Molecular Weight (Monoisotopic): 650.2887

AlogP: 3.24

#Rotatable Bonds: 12

Polar Surface Area: 175.94

Molecular Species: BASE

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.02

CX Basic pKa: 11.47

CX LogP: 1.72

CX LogD: -0.19

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.15

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