3-[[[2-(Hydroxyamino)-2-oxo-ethyl]-(4-methoxyphenyl)sulfonyl-amino]methyl]benzoic acid

ID: ALA4078433

Chembl Id: CHEMBL4078433

PubChem CID: 137651719

Max Phase: Preclinical

Molecular Formula: C17H18N2O7S

Molecular Weight: 394.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N(CC(=O)NO)Cc2cccc(C(=O)O)c2)cc1

Standard InChI:  InChI=1S/C17H18N2O7S/c1-26-14-5-7-15(8-6-14)27(24,25)19(11-16(20)18-23)10-12-3-2-4-13(9-12)17(21)22/h2-9,23H,10-11H2,1H3,(H,18,20)(H,21,22)

Standard InChI Key:  YBQPTPBTTDQLMD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4078433

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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: 394.41

Molecular Weight (Monoisotopic): 394.0835

AlogP: 1.09

#Rotatable Bonds: 8

Polar Surface Area: 133.24

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.03

CX Basic pKa: ┄

CX LogP: 0.92

CX LogD: -2.24

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: -1.32

References

1. Ramsbeck D, Hamann A, Schlenzig D, Schilling S, Buchholz M..  (2017)  First insight into structure-activity relationships of selective meprin β inhibitors.,  27  (11): [PMID:28408220] [10.1016/j.bmcl.2017.04.012]

2. 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