benzyl-(5S,7R)-5-(4-carbamimidoylbenzylamino)-10-guanidino-6-oxo-7-(phenylmethylsulfonamido)decylcarbamate

ID: ALA1809255

Chembl Id: CHEMBL1809255

PubChem CID: 56666745

Max Phase: Preclinical

Molecular Formula: C34H46N8O5S

Molecular Weight: 678.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@@H](NS(=O)(=O)Cc1ccccc1)C(=O)[C@H](CCCCNC(=O)OCc1ccccc1)NCc1ccc(C(=N)N)cc1

Standard InChI:  InChI=1S/C34H46N8O5S/c35-32(36)28-18-16-25(17-19-28)22-41-29(14-7-8-20-40-34(44)47-23-26-10-3-1-4-11-26)31(43)30(15-9-21-39-33(37)38)42-48(45,46)24-27-12-5-2-6-13-27/h1-6,10-13,16-19,29-30,41-42H,7-9,14-15,20-24H2,(H3,35,36)(H,40,44)(H4,37,38,39)/t29-,30+/m0/s1

Standard InChI Key:  HGSIMSMWHRVLJD-XZWHSSHBSA-N

Alternative Forms

1. Parent:

   

   ALA1809255

   benzyl N-[(5S,7R)-7-(benzylsulfonylamino)-5-[(4-carbamimidoylphenyl)methylamino]-10-(diaminomethylideneamino)-6-oxodecyl]carbamate

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

Calculated Properties

Molecular Weight: 678.86

Molecular Weight (Monoisotopic): 678.3312

AlogP: 2.85

#Rotatable Bonds: 21

Polar Surface Area: 225.37

Molecular Species: BASE

HBA: 8

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.62

CX Basic pKa: 12.01

CX LogP: 2.27

CX LogD: -1.49

Aromatic Rings: 3

Heavy Atoms: 48

QED Weighted: 0.05

Np Likeness Score: -0.46

References

1. Sielaff F, Böttcher-Friebertshäuser E, Meyer D, Saupe SM, Volk IM, Garten W, Steinmetzer T..  (2011)  Development of substrate analogue inhibitors for the human airway trypsin-like protease HAT.,  21  (16): [PMID:21741839] [10.1016/j.bmcl.2011.06.033]

Source

Source(1):

• Scientific Literature