(3S,5R)-tert-butyl 3-(4-carbamimidoylbenzylamino)-8-guanidino-4-oxo-5-(phenylmethylsulfonamido)octanoate

ID: ALA1809261

Chembl Id: CHEMBL1809261

PubChem CID: 56673696

Max Phase: Preclinical

Molecular Formula: C28H41N7O5S

Molecular Weight: 587.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)C[C@H](NCc1ccc(C(=N)N)cc1)C(=O)[C@@H](CCCNC(=N)N)NS(=O)(=O)Cc1ccccc1

Standard InChI:  InChI=1S/C28H41N7O5S/c1-28(2,3)40-24(36)16-23(34-17-19-11-13-21(14-12-19)26(29)30)25(37)22(10-7-15-33-27(31)32)35-41(38,39)18-20-8-5-4-6-9-20/h4-6,8-9,11-14,22-23,34-35H,7,10,15-18H2,1-3H3,(H3,29,30)(H4,31,32,33)/t22-,23+/m1/s1

Standard InChI Key:  ZZJGITAKIQCFNN-PKTZIBPZSA-N

Alternative Forms

1. Parent:

   

   ALA1809261

   tert-butyl (3S,5R)-5-(benzylsulfonylamino)-3-[(4-carbamimidoylphenyl)methylamino]-8-(diaminomethylideneamino)-4-oxooctanoate

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: 587.75

Molecular Weight (Monoisotopic): 587.2890

AlogP: 1.48

#Rotatable Bonds: 16

Polar Surface Area: 213.34

Molecular Species: BASE

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.61

CX Basic pKa: 11.99

CX LogP: 0.79

CX LogD: -2.63

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.07

Np Likeness Score: -0.48

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