Methyl (Z)-(3-((3-(2-((benzyloxy)amino)-2-oxoethyl)-2,4-dioxothiazolidin-5-ylidene)methyl)benzoyl)-L-leucinate

ID: ALA5270614

Max Phase: Preclinical

Molecular Formula: C27H29N3O7S

Molecular Weight: 539.61

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](CC(C)C)NC(=O)c1cccc(/C=C2\SC(=O)N(CC(=O)NOCc3ccccc3)C2=O)c1

Standard InChI:  InChI=1S/C27H29N3O7S/c1-17(2)12-21(26(34)36-3)28-24(32)20-11-7-10-19(13-20)14-22-25(33)30(27(35)38-22)15-23(31)29-37-16-18-8-5-4-6-9-18/h4-11,13-14,17,21H,12,15-16H2,1-3H3,(H,28,32)(H,29,31)/b22-14-/t21-/m0/s1

Standard InChI Key:  WOURDTAYAYYNGU-ODLJZMMESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5270614

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 539.61

Molecular Weight (Monoisotopic): 539.1726

AlogP: 3.29

#Rotatable Bonds: 11

Polar Surface Area: 131.11

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.57

CX Basic pKa: ┄

CX LogP: 3.36

CX LogD: 2.47

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.25

Np Likeness Score: -1.16

References

1. Dak M, Šlachtová V, Šebela M, Bazgier V, Berka K, Smiejkowska N, Oorts L, Cappoen D, Brulíková L..  (2022)  Novel heterocyclic hydroxamates as inhibitors of the mycobacterial zinc metalloprotease Zmp1 to probe its mechanism of function.,  244  [PMID:36242986] [10.1016/j.ejmech.2022.114831]

Source

Source(1):

• Scientific Literature