ID: ALA4779404

Max Phase: Preclinical

Molecular Formula: C23H26ClN3O4

Molecular Weight: 443.93

Molecule Type: Unknown

Representations

Canonical SMILES:  COc1cc(C(=O)N2CC[C@@H](O)C(C)(C)C2)cc2nc(NCc3cccc(Cl)c3)oc12

Standard InChI:  InChI=1S/C23H26ClN3O4/c1-23(2)13-27(8-7-19(23)28)21(29)15-10-17-20(18(11-15)30-3)31-22(26-17)25-12-14-5-4-6-16(24)9-14/h4-6,9-11,19,28H,7-8,12-13H2,1-3H3,(H,25,26)/t19-/m1/s1

Standard InChI Key:  LNGBGUWNXCTGIO-LJQANCHMSA-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: 443.93

Molecular Weight (Monoisotopic): 443.1612

AlogP: 4.33

#Rotatable Bonds: 5

Polar Surface Area: 87.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.76

CX Basic pKa: 1.03

CX LogP: 3.24

CX LogD: 3.24

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.61

Np Likeness Score: -0.75

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