ID: ALA4796689

Max Phase: Preclinical

Molecular Formula: C23H27ClN4O5

Molecular Weight: 474.95

Molecule Type: Unknown

Representations

Canonical SMILES:  COc1cc(C(=O)N2CC(C)(CCO)OC[C@H]2C)cc2nc(NCc3cc(Cl)ccn3)oc12

Standard InChI:  InChI=1S/C23H27ClN4O5/c1-14-12-32-23(2,5-7-29)13-28(14)21(30)15-8-18-20(19(9-15)31-3)33-22(27-18)26-11-17-10-16(24)4-6-25-17/h4,6,8-10,14,29H,5,7,11-13H2,1-3H3,(H,26,27)/t14-,23?/m1/s1

Standard InChI Key:  OHKCJVUJWANBND-PDNQZYNLSA-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: 474.95

Molecular Weight (Monoisotopic): 474.1670

AlogP: 3.50

#Rotatable Bonds: 7

Polar Surface Area: 109.95

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.84

CX Basic pKa: 1.70

CX LogP: 1.72

CX LogD: 1.72

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.54

Np Likeness Score: -0.58

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