US8598206, Table 6, 10

ID: ALA3660177

Chembl Id: CHEMBL3660177

PubChem CID: 53346181

Max Phase: Preclinical

Molecular Formula: C33H49N7O4S

Molecular Weight: 639.87

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C33H49N7O4S/c34-31(35)28-10-6-26(7-11-28)22-38-32(41)29(12-8-24-14-18-36-19-15-24)39-33(42)30(13-9-25-16-20-37-21-17-25)40-45(43,44)23-27-4-2-1-3-5-27/h1-7,10-11,24-25,29-30,36-37,40H,8-9,12-23H2,(H3,34,35)(H,38,41)(H,39,42)/t29-,30+/m0/s1

Standard InChI Key:  ZTJVQQCXGUIYTL-XZWHSSHBSA-N

Alternative Forms

1. Parent:

   

   ALA3660177

   US8598206, Table 6, 10

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: 639.87

Molecular Weight (Monoisotopic): 639.3567

AlogP: 2.12

#Rotatable Bonds: 16

Polar Surface Area: 178.30

Molecular Species: BASE

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.29

CX Basic pKa: 11.43

CX LogP: 0.71

CX LogD: -6.31

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.11

Np Likeness Score: -0.47

References

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

2. Steinmetzer T, Pilgram O, Wenzel BM, Wiedemeyer SJA..  (2020)  Fibrinolysis Inhibitors: Potential Drugs for the Treatment and Prevention of Bleeding.,  63  (4): [PMID:31658420] [10.1021/acs.jmedchem.9b01060]

Source

Source(2):

• Scientific Literature
• BindingDB Database