4-(((3S,5R)-8-guanidino-2-methyl-4-oxo-5-(phenylmethylsulfonamido)octan-3-ylamino)methyl)benzimidamide

ID: ALA1809252

Chembl Id: CHEMBL1809252

PubChem CID: 56673694

Max Phase: Preclinical

Molecular Formula: C25H37N7O3S

Molecular Weight: 515.68

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H37N7O3S/c1-17(2)22(31-15-18-10-12-20(13-11-18)24(26)27)23(33)21(9-6-14-30-25(28)29)32-36(34,35)16-19-7-4-3-5-8-19/h3-5,7-8,10-13,17,21-22,31-32H,6,9,14-16H2,1-2H3,(H3,26,27)(H4,28,29,30)/t21-,22+/m1/s1

Standard InChI Key:  PAHLSHHSYZMZRN-YADHBBJMSA-N

Alternative Forms

1. Parent:

   

   ALA1809252

   4-[[[(3S,5R)-5-(benzylsulfonylamino)-8-(diaminomethylideneamino)-2-methyl-4-oxooctan-3-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: 515.68

Molecular Weight (Monoisotopic): 515.2679

AlogP: 1.41

#Rotatable Bonds: 15

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: 12.01

CX LogP: 1.12

CX LogD: -2.72

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.11

Np Likeness Score: -0.55

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