1-Naphthyl alpha-3-hydroxycarbonyl-2,4-di(2-nitrophenyl)cyclobutane-1-carboxylate

ID: ALA4287409

Chembl Id: CHEMBL4287409

PubChem CID: 130428278

Max Phase: Preclinical

Molecular Formula: C28H20N2O8

Molecular Weight: 512.47

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)[C@H]1[C@H](c2ccccc2[N+](=O)[O-])[C@H](C(=O)Oc2cccc3ccccc23)[C@H]1c1ccccc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C28H20N2O8/c31-27(32)25-23(18-11-3-5-13-20(18)29(34)35)26(24(25)19-12-4-6-14-21(19)30(36)37)28(33)38-22-15-7-9-16-8-1-2-10-17(16)22/h1-15,23-26H,(H,31,32)/t23-,24-,25-,26-/m0/s1

Standard InChI Key:  XUZFSEFSJCNZAW-CQJMVLFOSA-N

Alternative Forms

  1. Parent:

    ALA4287409

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Associated Targets(Human)

FABP3 Tchem Fatty acid binding protein muscle (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FABP5 Tchem Fatty acid binding protein epidermal (323 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FABP7 Tchem Fatty acid-binding protein, brain (49 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: 512.47Molecular Weight (Monoisotopic): 512.1220AlogP: 5.46#Rotatable Bonds: 7
Polar Surface Area: 149.88Molecular Species: ACIDHBA: 7HBD: 1
#RO5 Violations: 2HBA (Lipinski): 10HBD (Lipinski): 1#RO5 Violations (Lipinski): 2
CX Acidic pKa: 3.43CX Basic pKa: CX LogP: 5.74CX LogD: 2.34
Aromatic Rings: 4Heavy Atoms: 38QED Weighted: 0.15Np Likeness Score: -0.30

References

1. Yan S, Elmes MW, Tong S, Hu K, Awwa M, Teng GYH, Jing Y, Freitag M, Gan Q, Clement T, Wei L, Sweeney JM, Joseph OM, Che J, Carbonetti GS, Wang L, Bogdan DM, Falcone J, Smietalo N, Zhou Y, Ralph B, Hsu HC, Li H, Rizzo RC, Deutsch DG, Kaczocha M, Ojima I..  (2018)  SAR studies on truxillic acid mono esters as a new class of antinociceptive agents targeting fatty acid binding proteins.,  154  [PMID:29803996] [10.1016/j.ejmech.2018.04.050]

Source