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Compound InformationSONAR Target prediction
Name:

CHLORPROMAZINE

Unique Identifier:SPE01500184
MolClass: Checkout models in ver1.5 and ver1.0
Molecular Formula:
Molecular Weight:299.714 g/mol
X log p:16.565  (online calculus)
Lipinksi Failures1
TPSA31.78
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptors Count:2
Rotatable Bond Count:4
Canonical Smiles:CN(C)CCCN1c2ccccc2Sc2ccc(Cl)cc12
Source:synthetic
Therapeutics:antiemetic, antipsychotic
Generic_name:Chlorpromazine
Chemical_iupac_name:3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethyl-propan-1-amine
Drug_type:Approved Drug
Pharmgkb_id:PA448964
Kegg_compound_id:C06906
Drugbank_id:APRD00482
Melting_point:< 25 oC
H2o_solubility:2.55 mg/L
Logp:5.512
Isoelectric_point:9.3
Cas_registry_number:50-53-3
Mass_spectrum:http://webbook.nist.gov/cgi/cbook.cgi?Spec=C50533&Index=0&Type=Mass&Large=on
Drug_category:Antipsychotics; Antiemetics; Dopamine Antagonists; Phenothiazines; ATC:N05AA01
Indication:For the treatment of schizophrenia, control nausea and vomiting, For relief of
restlessness and apprehension before surgery, adjunct in the treatment of tetanus,
control the manifestations of the manic type of manic-depressive illness.
Pharmacology:Chlorpromazine is a psychotropic agent indicated for the treatment of schizophrenia.
It also exerts sedative and antiemetic activity. Chlorpromazine has actions at all
levels of the central nervous system-primarily at subcortical levels-as well as on
multiple organ systems. Chlorpromazine has strong antiadrenergic and weaker
peripheral anticholinergic activity; ganglionic blocking action is relatively
slight. It also possesses slight antihistaminic and antiserotonin activity.
Mechanism_of_action:Chlorpromazine acts as an antagonist (blocking agent) on different postsysnaptic
receptors -on dopaminergic-receptors (subtypes D1, D2, D3 and D4 - different
antipsychotic properties on productive and unproductive symptoms), on
serotonergic-receptors (5-HT1 and 5-HT2, with anxiolytic, antidepressive and
antiaggressive properties as well as an attenuation of extrapypramidal side-effects,
but also leading to weight gain, fall in blood pressure, sedation and ejaculation
difficulties), on histaminergic-receptors (H1-receptors, sedation, antiemesis,
vertigo, fall in blood pressure and weight gain), alpha1/alpha2-receptors
(antisympathomimetic properties, lowering of blood pressure, reflex tachycardia,
vertigo, sedation, hypersalivation and incontinence as well as sexual dysfunction,
but may also attenuate pseudoparkinsonism - controversial) and finally on muscarinic
(cholinergic) M1/M2-receptors (causing anticholinergic symptoms like dry mouth,
blurred vision, obstipation, difficulty/inability to urinate, sinus tachycardia,
ECG-changes and loss of memory, but the anticholinergic action may attenuate
extrapyramidal side-effects).Additionally, Chlorpromazine is a weak presynaptic
inhibitor of Dopamine reuptake, which may lead to (mild) antidepressive and
antiparkinsonian effects. This action could also account for psychomotor agitation
and amplification of psychosis (very rarely noted in clinical use).
Organisms_affected:Humans and other mammals

Found: 168 active | as graph: single | with analogs [1] << Back 161 162 163 164 165 166 167 168 Next >> [168]
Species: 4932
Condition: SWE1
Replicates: 2
Raw OD Value: r im 0.7595±0.0130815
Normalized OD Score: sc h 0.1069±0.0178522
Z-Score: -47.9722±1.08002
p-Value: 0
Z-Factor: 0.882884
Fitness Defect: INF
Bioactivity Statement: Toxic
Experimental Conditions
Library:Spectrum
Plate Number and Position:11|B10
Drug Concentration:50.00 nM
OD Absorbance:600 nm
Robot Temperature:24.40 Celcius
Date:2006-04-19 YYYY-MM-DD
Plate CH Control (+):0.037925±0.00125
Plate DMSO Control (-):0.773775±0.02078
Plate Z-Factor:0.8975
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DBLink | Rows returned: 122 Next >> 
2726 3-(2-chlorophenothiazin-10-yl)-N,N-dimethyl-propan-1-amine
6240 3-(2-chlorophenothiazin-10-yl)-N,N-dimethyl-propan-1-amine hydrochloride
9682 3-(2-chlorophenothiazin-10-yl)propyl-trimethyl-azanium iodide
9683 3-(2-chlorophenothiazin-10-yl)propyl-trimethyl-azanium
29745 3-(2-chlorophenothiazin-10-yl)propyl-trimethyl-azanium chloride
62875 3-(2-chlorophenothiazin-10-yl)-N-methyl-propan-1-amine

internal high similarity DBLink | Rows returned: 1
LOPAC 00253 1.0000

nonactive | Cluster 17541 | Additional Members: 13 | Rows returned: 122 Next >> 
LOPAC 01155 0.370967741935484
SPE01505498 0.35
Prest888 0.35
Prest536 0.32258064516129
LOPAC 01145 0.32258064516129
SPE01503934 0.32258064516129

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