US8598206, Table 6, 19

ID: ALA3660186

Chembl Id: CHEMBL3660186

PubChem CID: 53345652

Max Phase: Preclinical

Molecular Formula: C35H46N6O4S

Molecular Weight: 646.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(CNC(=O)[C@H](CCC2CCNCC2)NC(=O)[C@@H](CCCc2ccccc2)NS(=O)(=O)Cc2ccccc2)cc1

Standard InChI:  InChI=1S/C35H46N6O4S/c36-33(37)30-17-14-28(15-18-30)24-39-34(42)31(19-16-27-20-22-38-23-21-27)40-35(43)32(13-7-12-26-8-3-1-4-9-26)41-46(44,45)25-29-10-5-2-6-11-29/h1-6,8-11,14-15,17-18,27,31-32,38,41H,7,12-13,16,19-25H2,(H3,36,37)(H,39,42)(H,40,43)/t31-,32+/m0/s1

Standard InChI Key:  MCDKKKIUEGNSPK-AJQTZOPKSA-N

Alternative Forms

1. Parent:

   

   ALA3660186

   US8598206, Table 6, 19

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: 646.86

Molecular Weight (Monoisotopic): 646.3301

AlogP: 3.36

#Rotatable Bonds: 17

Polar Surface Area: 166.27

Molecular Species: BASE

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.33

CX Basic pKa: 11.43

CX LogP: 2.78

CX LogD: -1.55

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.10

Np Likeness Score: -0.40

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