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

ID: ALA1809250

Chembl Id: CHEMBL1809250

PubChem CID: 56677007

Max Phase: Preclinical

Molecular Formula: C24H35N7O3S

Molecular Weight: 501.66

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H35N7O3S/c1-2-20(30-15-17-10-12-19(13-11-17)23(25)26)22(32)21(9-6-14-29-24(27)28)31-35(33,34)16-18-7-4-3-5-8-18/h3-5,7-8,10-13,20-21,30-31H,2,6,9,14-16H2,1H3,(H3,25,26)(H4,27,28,29)/t20?,21-/m1/s1

Standard InChI Key:  HTOGBQJUJBBWIE-BPGUCPLFSA-N

Alternative Forms

1. Parent:

   

   ALA1809250

   4-[[[(5R)-5-(benzylsulfonylamino)-8-(diaminomethylideneamino)-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: 501.66

Molecular Weight (Monoisotopic): 501.2522

AlogP: 1.16

#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: 8.62

CX Basic pKa: 12.02

CX LogP: 0.76

CX LogD: -2.98

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.11

Np Likeness Score: -0.57

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