3-[[[4-(Hydroxyamino)-4-oxo-butyl]-[(4-methoxyphenyl)methyl]-amino]-methyl]benzoic Acid

ID: ALA4218003

Chembl Id: CHEMBL4218003

PubChem CID: 132051446

Max Phase: Preclinical

Molecular Formula: C20H24N2O5

Molecular Weight: 372.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CN(CCCC(=O)NO)Cc2cccc(C(=O)O)c2)cc1

Standard InChI:  InChI=1S/C20H24N2O5/c1-27-18-9-7-15(8-10-18)13-22(11-3-6-19(23)21-26)14-16-4-2-5-17(12-16)20(24)25/h2,4-5,7-10,12,26H,3,6,11,13-14H2,1H3,(H,21,23)(H,24,25)

Standard InChI Key:  RFYVNFBJQLLGRF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4218003

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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: 372.42

Molecular Weight (Monoisotopic): 372.1685

AlogP: 2.68

#Rotatable Bonds: 10

Polar Surface Area: 99.10

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.63

CX Basic pKa: 8.59

CX LogP: -0.40

CX LogD: -0.42

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.44

Np Likeness Score: -0.87

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