US8598206, 117::US8598206, 123

ID: ALA3660184

Chembl Id: CHEMBL3660184

PubChem CID: 53346182

Max Phase: Preclinical

Molecular Formula: C34H45N7O5S

Molecular Weight: 663.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(CNC(=O)[C@H](CCC2CCNCC2)NC(=O)[C@@H](CCCc2cc[n+]([O-])cc2)NS(=O)(=O)Cc2ccccc2)cc1

Standard InChI:  InChI=1S/C34H45N7O5S/c35-32(36)29-12-9-27(10-13-29)23-38-33(42)30(14-11-26-15-19-37-20-16-26)39-34(43)31(8-4-7-25-17-21-41(44)22-18-25)40-47(45,46)24-28-5-2-1-3-6-28/h1-3,5-6,9-10,12-13,17-18,21-22,26,30-31,37,40H,4,7-8,11,14-16,19-20,23-24H2,(H3,35,36)(H,38,42)(H,39,43)/t30-,31+/m0/s1

Standard InChI Key:  BVZHCUOVJATBQP-IOWSJCHKSA-N

Alternative Forms

1. Parent:

   

   ALA3660184

   (2R)-2-(benzylsulfonylamino)-N-[(2S)-1-[(4-carbamimidoylphenyl)methylamino]-1-oxo-4-piperidin-4-ylbutan-2-yl]-5-(1-oxidopyridin-1-ium-4-yl)pentanamide

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: 663.85

Molecular Weight (Monoisotopic): 663.3203

AlogP: 2.00

#Rotatable Bonds: 17

Polar Surface Area: 193.21

Molecular Species: BASE

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.33

CX Basic pKa: 11.35

CX LogP: 0.29

CX LogD: -4.03

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.06

Np Likeness Score: -0.53

References

1.  (2013)  Trypsin-like serine protease inhibitors, and their preparation and use, 

Source

Source(1):

• BindingDB Database