ID: ALA4785385

Max Phase: Preclinical

Molecular Formula: C20H20ClN3O3

Molecular Weight: 385.85

Molecule Type: Unknown

Representations

Canonical SMILES:  COc1cc(C(=O)N2CCCC2)cc2nc(NCc3cccc(Cl)c3)oc12

Standard InChI:  InChI=1S/C20H20ClN3O3/c1-26-17-11-14(19(25)24-7-2-3-8-24)10-16-18(17)27-20(23-16)22-12-13-5-4-6-15(21)9-13/h4-6,9-11H,2-3,7-8,12H2,1H3,(H,22,23)

Standard InChI Key:  ILIPJDNEJWTEOK-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 385.85

Molecular Weight (Monoisotopic): 385.1193

AlogP: 4.34

#Rotatable Bonds: 5

Polar Surface Area: 67.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.77

CX Basic pKa: 1.03

CX LogP: 3.35

CX LogD: 3.35

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -1.42

References

1. Hillisch A,Gericke KM,Allerheiligen S,Roehrig S,Schaefer M,Tersteegen A,Schulz S,Lienau P,Gnoth M,Puetter V,Hillig RC,Heitmeier S.  (2020)  Design, Synthesis, and Pharmacological Characterization of a Neutral, Non-Prodrug Thrombin Inhibitor with Good Oral Pharmacokinetics.,  63  (21.0): [PMID:33108181] [10.1021/acs.jmedchem.0c01035]

Source

Source(1):

• Scientific Literature