4-(((4S,6R)-1,9-diguanidino-5-oxo-6-(phenylmethylsulfonamido)nonan-4-ylamino)methyl)benzimidamide

ID: ALA1809260

Chembl Id: CHEMBL1809260

PubChem CID: 56683660

Max Phase: Preclinical

Molecular Formula: C26H40N10O3S

Molecular Weight: 572.74

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H40N10O3S/c27-24(28)20-12-10-18(11-13-20)16-35-21(8-4-14-33-25(29)30)23(37)22(9-5-15-34-26(31)32)36-40(38,39)17-19-6-2-1-3-7-19/h1-3,6-7,10-13,21-22,35-36H,4-5,8-9,14-17H2,(H3,27,28)(H4,29,30,33)(H4,31,32,34)/t21-,22+/m0/s1

Standard InChI Key:  NUFYRQVPEAXSPJ-FCHUYYIVSA-N

Alternative Forms

1. Parent:

   

   ALA1809260

   4-[[[(4S,6R)-6-(benzylsulfonylamino)-1,9-bis(diaminomethylideneamino)-5-oxononan-4-yl]amino]methyl]benzenecarboximidamide

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: 572.74

Molecular Weight (Monoisotopic): 572.3006

AlogP: 0.01

#Rotatable Bonds: 18

Polar Surface Area: 248.94

Molecular Species: BASE

HBA: 7

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.62

CX Basic pKa: 12.23

CX LogP: -0.71

CX LogD: -6.66

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.07

Np Likeness Score: -0.49

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