3-[[1,3-Benzodioxol-5-ylmethyl-[2-(hydroxy-amino)-2-oxo-ethyl]-amino]-methyl]benzoic Acid

ID: ALA4215019

Chembl Id: CHEMBL4215019

PubChem CID: 132051441

Max Phase: Preclinical

Molecular Formula: C18H18N2O6

Molecular Weight: 358.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN(Cc1cccc(C(=O)O)c1)Cc1ccc2c(c1)OCO2)NO

Standard InChI:  InChI=1S/C18H18N2O6/c21-17(19-24)10-20(8-12-2-1-3-14(6-12)18(22)23)9-13-4-5-15-16(7-13)26-11-25-15/h1-7,24H,8-11H2,(H,19,21)(H,22,23)

Standard InChI Key:  KXEKYVROYPRQEX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4215019

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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: 358.35

Molecular Weight (Monoisotopic): 358.1165

AlogP: 1.62

#Rotatable Bonds: 7

Polar Surface Area: 108.33

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.65

CX Basic pKa: 6.07

CX LogP: -0.43

CX LogD: -1.54

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.51

Np Likeness Score: -0.71

References

1. Ramsbeck D, Hamann A, Richter G, Schlenzig D, Geissler S, Nykiel V, Cynis H, Schilling S, Buchholz M..  (2018)  Structure-Guided Design, Synthesis, and Characterization of Next-Generation Meprin β Inhibitors.,  61  (10): [PMID:29694039] [10.1021/acs.jmedchem.8b00330]

Source

Source(1):

• Scientific Literature