(6S,7R,10S)-6-Hydroxycarbamoyl-7-isobutyl-8-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1(15),12(16),13-triene-10-carboxylic acid

ID: ALA4751015

Chembl Id: CHEMBL4751015

PubChem CID: 155607774

Max Phase: Preclinical

Molecular Formula: C20H28N2O6

Molecular Weight: 392.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H]1C(=O)N[C@H](C(=O)O)Cc2ccc(cc2)OCCC[C@@H]1C(=O)NO

Standard InChI:  InChI=1S/C20H28N2O6/c1-12(2)10-16-15(19(24)22-27)4-3-9-28-14-7-5-13(6-8-14)11-17(20(25)26)21-18(16)23/h5-8,12,15-17,27H,3-4,9-11H2,1-2H3,(H,21,23)(H,22,24)(H,25,26)/t15-,16+,17-/m0/s1

Standard InChI Key:  PYXPFZLYNSTHAH-BBWFWOEESA-N

Alternative Forms

1. Parent:

   

   ALA4751015

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 392.45

Molecular Weight (Monoisotopic): 392.1947

AlogP: 1.75

#Rotatable Bonds: 4

Polar Surface Area: 124.96

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.83

CX Basic pKa: ┄

CX LogP: 1.99

CX LogD: -1.27

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: 1.17

References

1. Gona K,Toczek J,Ye Y,Sanzida N,Golbazi A,Boodagh P,Salarian M,Jung JJ,Rajendran S,Kukreja G,Wu TL,Devel L,Sadeghi MM.  (2020)  Hydroxamate-Based Selective Macrophage Elastase (MMP-12) Inhibitors and Radiotracers for Molecular Imaging.,  63  (23): [PMID:33206510] [10.1021/acs.jmedchem.0c01514]

Source

Source(1):

• Scientific Literature