(S)-5-((1-methylpyrrolidin-2-yl)methoxy)biphenyl-3,4'-diol

ID: ALA3982273

PubChem CID: 134157065

Max Phase: Preclinical

Molecular Formula: C18H21NO3

Molecular Weight: 299.37

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CN1CCC[C@H]1COc1cc(O)cc(-c2ccc(O)cc2)c1

Standard InChI:  InChI=1S/C18H21NO3/c1-19-8-2-3-15(19)12-22-18-10-14(9-17(21)11-18)13-4-6-16(20)7-5-13/h4-7,9-11,15,20-21H,2-3,8,12H2,1H3/t15-/m0/s1

Standard InChI Key:  HENZQJYUUUBJJV-HNNXBMFYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    0.8016  -15.2011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6162  -15.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316  -14.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3092  -13.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6141  -14.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2693  -15.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0415  -15.9640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584  -15.9446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2837  -16.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883  -17.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3130  -18.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308  -18.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5222  -17.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0953  -16.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208  -18.7685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3342  -17.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7614  -17.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5775  -17.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9675  -17.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5352  -16.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7206  -16.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7843  -17.2249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  1  6  1  0
  2  7  1  1
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 11 15  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 13 16  1  0
 19 22  1  0
M  END

Alternative Forms

  1. Parent:

    ALA3982273

    ---

Associated Targets(Human)

CHRNB4 Tclin Neuronal acetylcholine receptor; alpha3/beta4 (2283 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Chrna4 Neuronal acetylcholine receptor; alpha4/beta2 (3557 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: 299.37Molecular Weight (Monoisotopic): 299.1521AlogP: 3.24#Rotatable Bonds: 4
Polar Surface Area: 52.93Molecular Species: BASEHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 9.37CX Basic pKa: 8.79CX LogP: 2.82CX LogD: 1.74
Aromatic Rings: 2Heavy Atoms: 22QED Weighted: 0.91Np Likeness Score: 0.33

References

1. Bolchi C, Bavo F, Fumagalli L, Gotti C, Fasoli F, Moretti M, Pallavicini M..  (2016)  Novel 5-substituted 3-hydroxyphenyl and 3-nitrophenyl ethers of S-prolinol as α4β2-nicotinic acetylcholine receptor ligands.,  26  (23): [PMID:27818109] [10.1016/j.bmcl.2016.10.078]

Source