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

ID: ALA1809256

Chembl Id: CHEMBL1809256

PubChem CID: 56673695

Max Phase: Preclinical

Molecular Formula: C23H33N7O4S

Molecular Weight: 503.63

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H33N7O4S/c24-22(25)18-10-8-16(9-11-18)13-29-20(14-31)21(32)19(7-4-12-28-23(26)27)30-35(33,34)15-17-5-2-1-3-6-17/h1-3,5-6,8-11,19-20,29-31H,4,7,12-15H2,(H3,24,25)(H4,26,27,28)/t19-,20+/m1/s1

Standard InChI Key:  AKONMZDZNATZKC-UXHICEINSA-N

Alternative Forms

1. Parent:

   

   ALA1809256

   4-[[[(2S,4R)-4-(benzylsulfonylamino)-7-(diaminomethylideneamino)-1-hydroxy-3-oxoheptan-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: 503.63

Molecular Weight (Monoisotopic): 503.2315

AlogP: -0.26

#Rotatable Bonds: 15

Polar Surface Area: 207.27

Molecular Species: BASE

HBA: 7

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.60

CX Basic pKa: 12.02

CX LogP: -0.81

CX LogD: -4.25

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.09

Np Likeness Score: -0.44

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