4-(((2S,4R)-7-guanidino-3-oxo-1-phenyl-4-(phenylmethylsulfonamido)heptan-2-ylamino)methyl)benzimidamide

ID: ALA1809258

Chembl Id: CHEMBL1809258

PubChem CID: 56659851

Max Phase: Preclinical

Molecular Formula: C29H37N7O3S

Molecular Weight: 563.73

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H37N7O3S/c30-28(31)24-15-13-22(14-16-24)19-35-26(18-21-8-3-1-4-9-21)27(37)25(12-7-17-34-29(32)33)36-40(38,39)20-23-10-5-2-6-11-23/h1-6,8-11,13-16,25-26,35-36H,7,12,17-20H2,(H3,30,31)(H4,32,33,34)/t25-,26+/m1/s1

Standard InChI Key:  FLWUPTRCXWFCHH-FTJBHMTQSA-N

Alternative Forms

1. Parent:

   

   ALA1809258

   4-[[[(2S,4R)-4-(benzylsulfonylamino)-7-(diaminomethylideneamino)-3-oxo-1-phenylheptan-2-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: 563.73

Molecular Weight (Monoisotopic): 563.2679

AlogP: 1.99

#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: 1.89

CX LogD: -1.82

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.08

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