3-[[[2-(Hydroxyamino)-2-oxo-ethyl]-[(3-methoxyphenyl)methyl]-amino]-methyl]benzoic acid

ID: ALA4214841

Chembl Id: CHEMBL4214841

PubChem CID: 132019766

Max Phase: Preclinical

Molecular Formula: C18H20N2O5

Molecular Weight: 344.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(CN(CC(=O)NO)Cc2cccc(C(=O)O)c2)c1

Standard InChI:  InChI=1S/C18H20N2O5/c1-25-16-7-3-5-14(9-16)11-20(12-17(21)19-24)10-13-4-2-6-15(8-13)18(22)23/h2-9,24H,10-12H2,1H3,(H,19,21)(H,22,23)

Standard InChI Key:  AVFSRMCMMQIRAL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4214841

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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: 344.37

Molecular Weight (Monoisotopic): 344.1372

AlogP: 1.90

#Rotatable Bonds: 8

Polar Surface Area: 99.10

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.65

CX Basic pKa: 6.23

CX LogP: -0.32

CX LogD: -1.31

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.50

Np Likeness Score: -0.91

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