(Z)-3-(5-((1-Benzyl-1H-indol-3-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)propanoic acid

ID: ALA4204511

Chembl Id: CHEMBL4204511

PubChem CID: 19198543

Max Phase: Preclinical

Molecular Formula: C22H18N2O3S2

Molecular Weight: 422.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCN1C(=O)/C(=C/c2cn(Cc3ccccc3)c3ccccc23)SC1=S

Standard InChI:  InChI=1S/C22H18N2O3S2/c25-20(26)10-11-24-21(27)19(29-22(24)28)12-16-14-23(13-15-6-2-1-3-7-15)18-9-5-4-8-17(16)18/h1-9,12,14H,10-11,13H2,(H,25,26)/b19-12-

Standard InChI Key:  LQWONJSLAABSHL-UNOMPAQXSA-N

Alternative Forms

1. Parent:

   

   ALA4204511

   3-[(5Z)-5-[(1-benzylindol-3-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid

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: 422.53

Molecular Weight (Monoisotopic): 422.0759

AlogP: 4.37

#Rotatable Bonds: 6

Polar Surface Area: 62.54

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.16

CX Basic pKa: ┄

CX LogP: 4.73

CX LogD: 1.67

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -1.69

References

1. Liang D, Robinson E, Hom K, Yu W, Nguyen N, Li Y, Zong Q, Wilks A, Xue F..  (2018)  Structure-based design and biological evaluation of inhibitors of the pseudomonas aeruginosa heme oxygenase (pa-HemO).,  28  (6): [PMID:29459206] [10.1016/j.bmcl.2018.02.027]

Source

Source(1):

• Scientific Literature