ID: ALA5204622

Max Phase: Preclinical

Molecular Formula: C33H43N7O4S

Molecular Weight: 633.82

Representations

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

Standard InChI:  InChI=1S/C33H43N7O4S/c1-33(2,3)38-32(42)37-27-14-16-40(17-15-27)31(41)29(19-23-6-4-8-26(18-23)30(35)36)39-45(43,44)28-9-5-7-25(20-28)24-12-10-22(21-34)11-13-24/h4-13,18,20,27,29,39H,14-17,19,21,34H2,1-3H3,(H3,35,36)(H2,37,38,42)/t29-/m0/s1

Standard InChI Key:  NRDYOFCOCNOBNA-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: 633.82

Molecular Weight (Monoisotopic): 633.3097

AlogP: 3.07

#Rotatable Bonds: 10

Polar Surface Area: 183.50

Molecular Species: BASE

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.04

CX Basic pKa: 11.47

CX LogP: 1.43

CX LogD: -2.32

Aromatic Rings: 3

Heavy Atoms: 45

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