ID: ALA4455063

Max Phase: Preclinical

Molecular Formula: C23H27ClN4O2

Molecular Weight: 426.95

Molecule Type: Unknown

Representations

Canonical SMILES:  CC1=C(CC(=O)NCc2cc(Cl)ccc2CN)C(=O)N(NCc2ccccc2)CC1

Standard InChI:  InChI=1S/C23H27ClN4O2/c1-16-9-10-28(27-14-17-5-3-2-4-6-17)23(30)21(16)12-22(29)26-15-19-11-20(24)8-7-18(19)13-25/h2-8,11,27H,9-10,12-15,25H2,1H3,(H,26,29)

Standard InChI Key:  YWFMRWMBBNBQMO-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: 426.95

Molecular Weight (Monoisotopic): 426.1823

AlogP: 3.06

#Rotatable Bonds: 8

Polar Surface Area: 87.46

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.85

CX LogP: 2.15

CX LogD: 0.69

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.60

Np Likeness Score: -0.73

References

1. Andersson V, Bergström F, Brånalt J, Grönberg G, Gustafsson D, Karlsson S, Polla M, Bergman J, Kihlberg J..  (2016)  Macrocyclic Prodrugs of a Selective Nonpeptidic Direct Thrombin Inhibitor Display High Permeability, Efficient Bioconversion but Low Bioavailability.,  59  (14): [PMID:27347787] [10.1021/acs.jmedchem.5b01871]

Source

Source(1):

• Scientific Literature