(6S,7R,10S)-7-Isobutyl-8-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1(15),12(16),13-triene-6,10-dicarboxylic acid 10-[((S)-4-guanidino-1-methylcarbamoyl-butyl)-amide]-6-hydroxyamide

ID: ALA4764575

Chembl Id: CHEMBL4764575

PubChem CID: 155097042

Max Phase: Preclinical

Molecular Formula: C27H43N7O6

Molecular Weight: 561.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1Cc2ccc(cc2)OCCC[C@H](C(=O)NO)[C@@H](CC(C)C)C(=O)N1

Standard InChI:  InChI=1S/C27H43N7O6/c1-16(2)14-20-19(24(36)34-39)6-5-13-40-18-10-8-17(9-11-18)15-22(33-23(20)35)26(38)32-21(25(37)30-3)7-4-12-31-27(28)29/h8-11,16,19-22,39H,4-7,12-15H2,1-3H3,(H,30,37)(H,32,38)(H,33,35)(H,34,36)(H4,28,29,31)/t19-,20+,21-,22-/m0/s1

Standard InChI Key:  IXHBDLPZTUSLFD-LRSLUSHPSA-N

Alternative Forms

1. Parent:

   

   ALA4764575

   ---

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: 561.68

Molecular Weight (Monoisotopic): 561.3275

AlogP: 0.16

#Rotatable Bonds: 10

Polar Surface Area: 207.76

Molecular Species: BASE

HBA: 7

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.86

CX Basic pKa: 12.01

CX LogP: -0.48

CX LogD: -1.81

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.06

Np Likeness Score: 0.72

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