(Z)-5-([1,1'-biphenyl]-4-ylmethylene)-3-(2-aminoethyl)-2-thioxothiazolidin-4-one

ID: ALA4203370

PubChem CID: 145977770

Max Phase: Preclinical

Molecular Formula: C18H16N2OS2

Molecular Weight: 340.47

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  NCCN1C(=O)/C(=C/c2ccc(-c3ccccc3)cc2)SC1=S

Standard InChI:  InChI=1S/C18H16N2OS2/c19-10-11-20-17(21)16(23-18(20)22)12-13-6-8-15(9-7-13)14-4-2-1-3-5-14/h1-9,12H,10-11,19H2/b16-12-

Standard InChI Key:  SPWUEUZZBGDFKX-VBKFSLOCSA-N

Molfile:  

     RDKit          2D

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    8.5935   -6.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3080   -7.3046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1364   -8.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3160   -8.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6885   -8.7247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5073   -6.0716    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0616   -6.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7291   -7.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4828   -7.1184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9035   -8.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4285   -8.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6660   -8.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0785   -8.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6660   -9.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8410   -9.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6035   -8.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3660   -9.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9535   -8.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3660   -8.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1910   -8.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 12 18  1  0
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  5 11  2  0
M  END

Alternative Forms

  1. Parent:

    ALA4203370

    ---

Associated Targets(non-human)

pigA Heme oxygenase (252 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 340.47Molecular Weight (Monoisotopic): 340.0704AlogP: 3.51#Rotatable Bonds: 4
Polar Surface Area: 46.33Molecular Species: BASEHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 9.14CX LogP: 3.81CX LogD: 2.09
Aromatic Rings: 2Heavy Atoms: 23QED Weighted: 0.68Np Likeness Score: -1.39

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