7-Chloro-3-[(4-phenylpiperazin-1-yl)methyl]-1Hpyrrolo[2,3-c]pyridine

ID: ALA559868

PubChem CID: 45267435

Max Phase: Preclinical

Molecular Formula: C18H19ClN4

Molecular Weight: 326.83

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Clc1nccc2c(CN3CCN(c4ccccc4)CC3)c[nH]c12

Standard InChI:  InChI=1S/C18H19ClN4/c19-18-17-16(6-7-20-18)14(12-21-17)13-22-8-10-23(11-9-22)15-4-2-1-3-5-15/h1-7,12,21H,8-11,13H2

Standard InChI Key:  CIQQYYDWFNUHDM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    5.6591  -12.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6591  -13.6756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446  -14.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446  -12.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2302  -12.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2302  -13.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4455  -13.9305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9606  -13.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4455  -12.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446  -14.9131    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1906  -11.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7426  -11.1979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4877  -10.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397   -9.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8467   -9.9717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1016  -10.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5496  -11.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3987   -9.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1438   -8.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6958   -7.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5028   -8.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7577   -8.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2057   -9.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  2  3  1  0
  3  6  2  0
  1  2  2  0
  5  4  2  0
  6  7  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  7  8  1  0
  8  9  2  0
 18 19  2  0
  9  5  1  0
 19 20  1  0
  4  1  1  0
 20 21  2  0
  3 10  1  0
 21 22  1  0
  5  6  1  0
 22 23  2  0
 23 18  1  0
 15 18  1  0
M  END

Associated Targets(Human)

DRD2 Tclin Dopamine D2 receptor (23596 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD3 Tclin Dopamine D3 receptor (14368 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD4 Tchem Dopamine D4 receptor (7907 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

DRD1 Dopamine D1 receptor (387 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: 326.83Molecular Weight (Monoisotopic): 326.1298AlogP: 3.54#Rotatable Bonds: 3
Polar Surface Area: 35.16Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 13.23CX Basic pKa: 7.23CX LogP: 3.36CX LogD: 3.14
Aromatic Rings: 3Heavy Atoms: 23QED Weighted: 0.75Np Likeness Score: -1.32

References

1. Linz S, Müller J, Hübner H, Gmeiner P, Troschütz R..  (2009)  Design, synthesis and dopamine D4 receptor binding activities of new N-heteroaromatic 5/6-ring Mannich bases.,  17  (13): [PMID:19481941] [10.1016/j.bmc.2009.05.015]

Source