2,4-Dichloro-N-(1-(2-nitrobenzyl)piperidin-4-yl)benzamide

ID: ALA4102978

PubChem CID: 137657292

Max Phase: Preclinical

Molecular Formula: C19H19Cl2N3O3

Molecular Weight: 408.29

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(NC1CCN(Cc2ccccc2[N+](=O)[O-])CC1)c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C19H19Cl2N3O3/c20-14-5-6-16(17(21)11-14)19(25)22-15-7-9-23(10-8-15)12-13-3-1-2-4-18(13)24(26)27/h1-6,11,15H,7-10,12H2,(H,22,25)

Standard InChI Key:  LOGUQXGSUQJNAE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    1.3977  -17.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3966  -18.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1046  -18.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8143  -18.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8114  -17.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1028  -16.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004  -16.0051    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6885  -18.4587    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5176  -16.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2269  -17.2222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5145  -15.9991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9330  -16.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6409  -17.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3449  -16.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3461  -15.9943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370  -15.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9267  -15.9956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0538  -15.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7615  -15.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7564  -16.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4633  -17.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1720  -16.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1694  -15.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4619  -15.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4582  -14.7677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1624  -14.3554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7470  -14.3618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  2  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
M  CHG  2  25   1  26  -1
M  END

Alternative Forms

  1. Parent:

    ALA4102978

    ---

Associated Targets(Human)

SLC6A1 Tclin GABA transporter 1 (308 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A12 Tchem Betaine transporter (274 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A13 Tchem GABA transporter 2 (120 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A11 Tchem GABA transporter 3 (176 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: 408.29Molecular Weight (Monoisotopic): 407.0803AlogP: 4.30#Rotatable Bonds: 5
Polar Surface Area: 75.48Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 13.53CX Basic pKa: 7.37CX LogP: 3.95CX LogD: 3.66
Aromatic Rings: 2Heavy Atoms: 27QED Weighted: 0.59Np Likeness Score: -2.01

References

1. Jørgensen L, Al-Khawaja A, Kickinger S, Vogensen SB, Skovgaard-Petersen J, Rosenthal E, Borkar N, Löffler R, Madsen KK, Bräuner-Osborne H, Schousboe A, Ecker GF, Wellendorph P, Clausen RP..  (2017)  Structure-Activity Relationship, Pharmacological Characterization, and Molecular Modeling of Noncompetitive Inhibitors of the Betaine/γ-Aminobutyric Acid Transporter 1 (BGT1).,  60  (21): [PMID:28991462] [10.1021/acs.jmedchem.7b00924]

Source