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Compound InformationSONAR Target prediction
Name:

Cyproheptadine hydrochloride

Unique Identifier:LOPAC 00494
MolClass: Checkout models in ver1.5 and ver1.0
Molecular Formula:C21ClH22N
Molecular Weight:301.684 g/mol
X log p:22.059  (online calculus)
Lipinksi Failures1
TPSA3.24
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptors Count:1
Rotatable Bond Count:0
Canonical Smiles:Cl.CN1CCC(CC1)=C1c2ccccc2C=Cc2ccccc21
Class:Serotonin
Action:Antagonist
Selectivity:5-HT2
Generic_name:Cyproheptadine
Drug_type:Approved Drug
Pharmgkb_id:PA449169
Drugbank_id:APRD00033
Melting_point:215-217 oC
H2o_solubility:Soluble
Logp:4.682
Cas_registry_number:03/03/129
Drug_category:Anti-allergic Agents; Gastrointestinal Agents; Antipruritics; Antihistamine
derivatives; ATC:R06AX02
Indication:For treatment of perennial and seasonal allergic rhinitis, vasomotor rhinitis,
allergic conjunctivitis due to inhalant allergens and foods, mild uncomplicated
allergic skin manifestations of urticaria and angioedema, amelioration of allergic
reactions to blood or plasma, cold urticaria, dermatographism, and as therapy for
anaphylactic reactions adjunctive to epinephrine.
Pharmacology:Cyproheptadine is a piperidine antihistamine. Unlike other antihistamines, this drug
also antagonizes serotonin receptors. This action makes Cyproheptadine useful in
conditions such as vascular headache and anorexia. Cyproheptadine does not prevent
the release of histamine but rather competes with free histamine for binding at
HA-receptor sites. Cyproheptadine competitively antagonizes the effects of histamine
on HA-receptors in the GI tract, uterus, large blood vessels, and bronchial smooth
muscle. Most antihistamines possess significant anticholinergic properties, but
Cyproheptadine exerts only weak anticholinergic actions. Blockade of central
muscarinic receptors appears to account for Cyproheptadine-s antiemetic effects,
although the exact mechanism is unknown. Cyproheptadine also competes with serotonin
at receptor sites in smooth muscle in the intestines and other locations. Antagonism
of serotonin on the appetite center of the hypothalamus may account for
Cyproheptadine-s ability to stimulate appetite. Cyproheptadine also has been used to
counter vascular headaches, which many believe are caused by changes in serotonin
activity, however it is unclear how Cyproheptadine exerts a beneficial effect on
this condition.
Mechanism_of_action:Cyproheptadine competes with free histamine for binding at HA-receptor sites. This
antagonizes the effects of histamine on HA-receptors, leading to a reduction of the
negative symptoms brought on by histamine HA-receptor binding.
Organisms_affected:Humans and other mammals

Found: 24 nonactive as graph: single | with analogs [1] << Back 11 12 13 14 15 16 17 18 19 20  Next >> [24]
Species: 4932
Condition: MRC1
Replicates: 2
Raw OD Value: r im 0.8211±0.010253
Normalized OD Score: sc h 0.9904±0.00444254
Z-Score: -0.6826±0.258461
p-Value: 0.502022
Z-Factor: -5.94997
Fitness Defect: 0.6891
Bioactivity Statement: Nonactive
Experimental Conditions
Library:Lopac
Plate Number and Position:4|A7
Drug Concentration:50.00 nM
OD Absorbance:600 nm
Robot Temperature:24.60 Celcius
Date:2005-12-06 YYYY-MM-DD
Plate CH Control (+):0.30367500000000003±0.15644
Plate DMSO Control (-):0.804225±0.01020
Plate Z-Factor:0.9607
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DBLink | Rows returned: 5
2913
13770
657241
4141783
6441505

internal high similarity DBLink | Rows returned: 0

nonactive | Cluster 4311 | Additional Members: 10 | Rows returned: 82 Next >> 
Prest139 0.573770491803279
SPE01501114 0.571428571428571
Prest656 0.571428571428571
Prest1282 0.46875
SPE01505003 0.46875
LOPAC 00997 0

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