ethyl 2-methyl-1,3-dioxoisoindolin-5-yl 2-(6-aminopyridin-3-yl)ethylphosphonate hydrochloride

ID: ALA3604630

Chembl Id: CHEMBL3604630

PubChem CID: 122185891

Max Phase: Preclinical

Molecular Formula: C18H21ClN3O5P

Molecular Weight: 389.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP(=O)(CCc1ccc(N)nc1)Oc1ccc2c(c1)C(=O)N(C)C2=O.Cl

Standard InChI:  InChI=1S/C18H20N3O5P.ClH/c1-3-25-27(24,9-8-12-4-7-16(19)20-11-12)26-13-5-6-14-15(10-13)18(23)21(2)17(14)22;/h4-7,10-11H,3,8-9H2,1-2H3,(H2,19,20);1H

Standard InChI Key:  UGHUAJNNXJXUIJ-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 389.35

Molecular Weight (Monoisotopic): 389.1141

AlogP: 2.74

#Rotatable Bonds: 7

Polar Surface Area: 111.82

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.63

CX LogP: 1.31

CX LogD: 1.24

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: -0.07

References

1. Aoyama H, Ijuin R, Kato JY, Urushiyama S, Tetsuhashi M, Hashimoto Y, Yokomatsu T..  (2015)  Discovery of non-competitive thrombin inhibitor derived from competitive tryptase inhibitor skeleton: Shift in molecular recognition resulted from skeletal conversion of carboxylate into phosphonate.,  25  (17): [PMID:26122211] [10.1016/j.bmcl.2015.06.039]

Source

Source(1):

• Scientific Literature