ID: ALA2089121

Max Phase: Preclinical

Molecular Formula: C27H44N12O5S

Molecular Weight: 648.80

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](N)CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(O)c1nc2ccccc2s1

Standard InChI:  InChI=1S/C27H44N12O5S/c1-14(36-24(44)18(10-11-20(29)40)38-23(43)15(28)6-4-12-34-26(30)31)22(42)37-17(8-5-13-35-27(32)33)21(41)25-39-16-7-2-3-9-19(16)45-25/h2-3,7,9,14-15,17-18,21,41H,4-6,8,10-13,28H2,1H3,(H2,29,40)(H,36,44)(H,37,42)(H,38,43)(H4,30,31,34)(H4,32,33,35)/t14-,15-,17-,18-,21?/m0/s1

Standard InChI Key:  VQZWHKIQHPBECL-BQWIBJDXSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 648.80

Molecular Weight (Monoisotopic): 648.3278

AlogP: -2.08

#Rotatable Bonds: 19

Polar Surface Area: 313.33

Molecular Species: BASE

HBA: 10

HBD: 12

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.83

CX Basic pKa: 11.64

CX LogP: -4.01

CX LogD: -8.68

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.04

Np Likeness Score: -0.18

References

1. Colombo E, Désilets A, Duchêne D, Chagnon F, Najmanovich R, Leduc R, Marsault E..  (2012)  Design and synthesis of potent, selective inhibitors of matriptase.,  3  (7): [PMID:24900505] [10.1021/ml3000534]

2.  (2016)  Matriptase inhibitors and uses thereof against orthomyxoviridae infections, 

Source

Source(2):

• Scientific Literature
• BindingDB Database