3-[[(3-Carboxyphenyl)methyl-[2-(hydroxyamino)-2-oxo-ethyl]-amino]methyl]benzoic Acid

ID: ALA4216076

Chembl Id: CHEMBL4216076

PubChem CID: 132019640

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)Cc1cccc(C(=O)O)c1)NO

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

Standard InChI Key:  KHSBLMDTVROJFV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4216076

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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: 1.59

#Rotatable Bonds: 8

Polar Surface Area: 127.17

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.35

CX Basic pKa: 6.41

CX LogP: -0.91

CX LogD: -4.63

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -0.76

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