(2R)-2-{(5Z)-5-[(4-Methylnaphthalen-1-yl)methylidene-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]-3-(1H-indol-3-yl)propanoic Acid

ID: ALA3931220

Chembl Id: CHEMBL3931220

PubChem CID: 132991426

Max Phase: Preclinical

Molecular Formula: C26H20N2O3S2

Molecular Weight: 472.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C=C2\SC(=S)N([C@H](Cc3c[nH]c4ccccc34)C(=O)O)C2=O)c2ccccc12

Standard InChI:  InChI=1S/C26H20N2O3S2/c1-15-10-11-16(19-7-3-2-6-18(15)19)13-23-24(29)28(26(32)33-23)22(25(30)31)12-17-14-27-21-9-5-4-8-20(17)21/h2-11,13-14,22,27H,12H2,1H3,(H,30,31)/b23-13-/t22-/m1/s1

Standard InChI Key:  WGVYEMOOGADFPO-YKNQWPHKSA-N

Alternative Forms

1. Parent:

   

   ALA3931220

   ---

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: 472.59

Molecular Weight (Monoisotopic): 472.0915

AlogP: 5.53

#Rotatable Bonds: 5

Polar Surface Area: 73.40

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.95

CX Basic pKa:

CX LogP: 6.27

CX LogD: 3.08

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.30

Np Likeness Score: -0.85

References

1. Slepikas L, Chiriano G, Perozzo R, Tardy S, Kranjc A, Patthey-Vuadens O, Ouertatani-Sakouhi H, Kicka S, Harrison CF, Scrignari T, Perron K, Hilbi H, Soldati T, Cosson P, Tarasevicius E, Scapozza L..  (2016)  In Silico Driven Design and Synthesis of Rhodanine Derivatives as Novel Antibacterials Targeting the Enoyl Reductase InhA.,  59  (24): [PMID:26730986] [10.1021/acs.jmedchem.5b01620]

Source

Source(1):

• Scientific Literature