ID: ALA4800526

Max Phase: Preclinical

Molecular Formula: C20H20ClN3O4

Molecular Weight: 401.85

Molecule Type: Unknown

Representations

Canonical SMILES:  COc1cc(C(=O)N2CCOCC2)cc2nc(NCc3cccc(Cl)c3)oc12

Standard InChI:  InChI=1S/C20H20ClN3O4/c1-26-17-11-14(19(25)24-5-7-27-8-6-24)10-16-18(17)28-20(23-16)22-12-13-3-2-4-15(21)9-13/h2-4,9-11H,5-8,12H2,1H3,(H,22,23)

Standard InChI Key:  XHDGEFPCPZZDOK-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: 401.85

Molecular Weight (Monoisotopic): 401.1142

AlogP: 3.57

#Rotatable Bonds: 5

Polar Surface Area: 76.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.77

CX Basic pKa: 1.02

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -1.59

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