General Information of the Compound
Compound ID
CP0339207
Compound Name
CHEBI:8455
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Synonyms
(1E)-1-[amino-(4-chloroanilino)methylidene]-2-propan-2-ylguanidine
1-(p-Chlorophenyl)-5-isopropylbiguanide
1-Isopropyl-5-(4-chlorophenyl)biguanide
Bigumal
Chlorguanid
Chlorguanide
Chloriguane
Chloroguanide
Diguanyl (hydrochloride)
Drinupal (hydrochloride)
M-4888 (hydrochloride)
N-(4-Chlorophenyl)-N'-(1-methylethyl)imidodicarbonimidic diamide
N-(4-Chlorophenyl)-N'-(isopropyl)-imidodicarbonimidic diamide
N-(4-chlorophenyl)-N'-(propan-2-yl)imidodicarbonimidic diamide
N1-p-Chlorophenyl-N5-isopropylbiguanide
Paludrin
Paludrine (TN)
Paludrine (hydrochloride)
Palusil (hydrochloride)
Proguanil
Proguanil [INN:BAN]
Proguanile
Proguanile [DCIT]
Proguanilum
Proguanilum [INN-Latin]
RP-3359
SN-12837 (hydrochloride)
Tirian (hydrochloride)
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Structure
Formula
C11H16ClN5
Molecular Weight
253.737
Canonical SMILES
CC(C)NC(=N)NC(=N)Nc1ccc(Cl)cc1
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InChI
InChI=1S/C11H16ClN5/c1-7(2)15-10(13)17-11(14)16-9-5-3-8(12)4-6-9/h3-7H,1-2H3,(H5,13,14,15,16,17)
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InChIKey
SSOLNOMRVKKSON-UHFFFAOYSA-N
CAS
500-92-5
Physicochemical Property
logP
2.20904
Rotatable Bonds
2
Heavy Atom Count
17
Polar Areas
83.79
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
2
Complexity
17

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 4923
SID: 14823534
ChEMBL ID
CHEMBL1377
DrugBank ID
DB01131
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT03226, Trace amine-associated receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 5400 nM
   TI
   LI
   LO
   TS
Protein ID: PT04763, Trace amine-associated receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 > 10000 nM
   TI
   LI
   LO
   TS
Protein ID: PT06391, Trace amine-associated receptor 5
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 > 10000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Proguanil )
Drug Name Proguanil
Company AstraZeneca
Indication
Malaria
Approved
Target(s)
Polypeptide deformylase (PDF)
Inhibitor