ID: ALA5208647

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)N3CCN(C(=O)NC(C)(C)C)CC3)c2)c(OC)c1

Standard InChI:  InChI=1S/C33H42N6O6S/c1-33(2,3)36-32(41)39-16-14-38(15-17-39)31(40)28(19-22-8-6-10-24(18-22)30(34)35)37-46(42,43)26-11-7-9-23(20-26)27-13-12-25(44-4)21-29(27)45-5/h6-13,18,20-21,28,37H,14-17,19H2,1-5H3,(H3,34,35)(H,36,41)/t28-/m0/s1

Standard InChI Key:  KMTDLBRMZRXZBM-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: 650.80

Molecular Weight (Monoisotopic): 650.2887

AlogP: 3.20

#Rotatable Bonds: 10

Polar Surface Area: 167.15

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.02

CX Basic pKa: 11.47

CX LogP: 2.04

CX LogD: 0.13

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.19

Np Likeness Score: -0.98

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