4-(((3S,4S,6R)-9-guanidino-3-methyl-5-oxo-6-(phenylmethylsulfonamido)nonan-4-ylamino)methyl)benzimidamide

ID: ALA1809253

Chembl Id: CHEMBL1809253

PubChem CID: 56677008

Max Phase: Preclinical

Molecular Formula: C26H39N7O3S

Molecular Weight: 529.71

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H39N7O3S/c1-3-18(2)23(32-16-19-11-13-21(14-12-19)25(27)28)24(34)22(10-7-15-31-26(29)30)33-37(35,36)17-20-8-5-4-6-9-20/h4-6,8-9,11-14,18,22-23,32-33H,3,7,10,15-17H2,1-2H3,(H3,27,28)(H4,29,30,31)/t18-,22+,23-/m0/s1

Standard InChI Key:  YGRVLWUTIQEYQB-NMNUPHIUSA-N

Alternative Forms

1. Parent:

   

   ALA1809253

   4-[[[(3S,4S,6R)-6-(benzylsulfonylamino)-9-(diaminomethylideneamino)-3-methyl-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: 529.71

Molecular Weight (Monoisotopic): 529.2835

AlogP: 1.80

#Rotatable Bonds: 16

Polar Surface Area: 187.04

Molecular Species: BASE

HBA: 6

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.61

CX Basic pKa: 12.00

CX LogP: 1.56

CX LogD: -2.30

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.10

Np Likeness Score: -0.50

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