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

ID: ALA1809254

Chembl Id: CHEMBL1809254

PubChem CID: 56659850

Max Phase: Preclinical

Molecular Formula: C23H33N7O3S

Molecular Weight: 487.63

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H33N7O3S/c1-16(29-14-17-9-11-19(12-10-17)22(24)25)21(31)20(8-5-13-28-23(26)27)30-34(32,33)15-18-6-3-2-4-7-18/h2-4,6-7,9-12,16,20,29-30H,5,8,13-15H2,1H3,(H3,24,25)(H4,26,27,28)/t16-,20+/m0/s1

Standard InChI Key:  URPPDOVITGWCNB-OXJNMPFZSA-N

Alternative Forms

1. Parent:

   

   ALA1809254

   4-[[[(2S,4R)-4-(benzylsulfonylamino)-7-(diaminomethylideneamino)-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: 487.63

Molecular Weight (Monoisotopic): 487.2366

AlogP: 0.77

#Rotatable Bonds: 14

Polar Surface Area: 187.04

Molecular Species: BASE

HBA: 6

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.62

CX Basic pKa: 12.04

CX LogP: 0.24

CX LogD: -3.41

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.12

Np Likeness Score: -0.61

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