3-(4-acetylnaphthalen-1-ylamino)benzoic acid

ID: ALA4795494

PubChem CID: 162673224

Max Phase: Preclinical

Molecular Formula: C19H15NO3

Molecular Weight: 305.33

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(Nc2cccc(C(=O)O)c2)c2ccccc12

Standard InChI:  InChI=1S/C19H15NO3/c1-12(21)15-9-10-18(17-8-3-2-7-16(15)17)20-14-6-4-5-13(11-14)19(22)23/h2-11,20H,1H3,(H,22,23)

Standard InChI Key:  WTVWFZNHZAQDRY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   10.8026  -11.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8014  -12.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5163  -12.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5144  -11.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2298  -11.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2306  -12.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9459  -12.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6609  -12.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6561  -11.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9402  -11.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5120  -10.1954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7962   -9.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7972   -8.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0823   -8.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3681   -8.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3733   -9.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0887  -10.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0803   -7.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7937   -7.3107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3648   -7.3142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5182  -13.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8046  -13.9125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2335  -13.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 18 19  1  0
 18 20  2  0
 14 18  1  0
  3 21  1  0
 21 22  2  0
 21 23  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4795494

    ---

Associated Targets(Human)

AKR1C4 Tchem Aldo-keto reductase family 1 member C4 (224 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AKR1C2 Tchem Aldo-keto reductase family 1 member C2 (639 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AKR1C3 Tchem Aldo-keto-reductase family 1 member C3 (1414 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AKR1C1 Tchem Aldo-keto reductase family 1 member C1 (475 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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

Biocomponents

Calculated Properties

Molecular Weight: 305.33Molecular Weight (Monoisotopic): 305.1052AlogP: 4.48#Rotatable Bonds: 4
Polar Surface Area: 66.40Molecular Species: ACIDHBA: 3HBD: 2
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 4.75CX Basic pKa: CX LogP: 3.62CX LogD: 1.02
Aromatic Rings: 3Heavy Atoms: 23QED Weighted: 0.70Np Likeness Score: -0.66

References

1. Liu Y,He S,Chen Y,Liu Y,Feng F,Liu W,Guo Q,Zhao L,Sun H.  (2020)  Overview of AKR1C3: Inhibitor Achievements and Disease Insights.,  63  (20.0): [PMID:32463235] [10.1021/acs.jmedchem.9b02138]
2. Endo, Satoshi S and 16 more authors.  2017-10-26  Synthesis of Potent and Selective Inhibitors of Aldo-Keto Reductase 1B10 and Their Efficacy against Proliferation, Metastasis, and Cisplatin Resistance of Lung Cancer Cells.  [PMID:28976752]

Source