S-4-{2-[2-(1-Carbamimidoyl-piperidin-4-yloxy)-ethyl]-piperidin-1-yl}-3-(cyclohexyl-methyl-amino)-4-oxo-butyric acid

ID: ALA81521

Chembl Id: CHEMBL81521

PubChem CID: 10367245

Max Phase: Preclinical

Molecular Formula: C24H43N5O4

Molecular Weight: 465.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C1CCCCC1)[C@@H](CC(=O)O)C(=O)N1CCCC[C@H]1CCOC1CCN(C(=N)N)CC1

Standard InChI:  InChI=1S/C24H43N5O4/c1-27(18-7-3-2-4-8-18)21(17-22(30)31)23(32)29-13-6-5-9-19(29)12-16-33-20-10-14-28(15-11-20)24(25)26/h18-21H,2-17H2,1H3,(H3,25,26)(H,30,31)/t19-,21-/m0/s1

Standard InChI Key:  LWPWODBKDAPVFD-FPOVZHCZSA-N

Alternative Forms

1. Parent:

   

   ALA81521

   S-4-{2-[2-(1-Carbamimidoyl-piperidin-4-yloxy)-ethyl]-piperidin-1-yl}-3-(cyclohexyl-methyl-amino)-4-oxo-butyric acid

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: 465.64

Molecular Weight (Monoisotopic): 465.3315

AlogP: 2.24

#Rotatable Bonds: 9

Polar Surface Area: 123.19

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.95

CX Basic pKa: 12.09

CX LogP: -0.59

CX LogD: -2.15

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: -0.41

References

1. Danilewicz JC, Abel SM, Brown AD, Fish PV, Hawkeswood E, Holland SJ, James K, McElroy AB, Overington J, Powling MJ, Rance DJ..  (2002)  Design of selective thrombin inhibitors based on the (R)-Phe-Pro-Arg sequence.,  45  (12): [PMID:12036353] [10.1021/jm011133d]

Source

Source(1):

• Scientific Literature