General Information of the Compound
Compound ID
CP0079810
Compound Name
2-(Dimethylamino)ethyl p-(butylamino)benzoate
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Synonyms
2-(Dimethylamino)ethyl 4-(butylamino)benzoate
2-(Dimethylamino)ethyl p-(butylamino)benzoate
2-Dimethylaminoethylester kyseliny p-butylaminobenzoove
2-Dimethylaminoethylester kyseliny p-butylaminobenzoove [Czech]
2-dimethylaminoethyl 4-(butylamino)benzoate
4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester
4-[Butylamino]benzoic acid-2-[dimethylamino]ethyl ester
Amethocaine
Amethocaine (TN)
Anetain
BENZOIC ACID, p-(BUTYLAMINO)-, 2-(DIMETHYLAMINO)ETHYL ESTER
BENZOIC ACID,4-BUTYLAMINO,2-DIMETHYLAMINOETHYL ESTER PANTOCAIN BASE
Benzoic acid, 4-(butylamino)-, 2-(dimethylamino)ethyl ester
Contralgin
Diaethylaminoaethanol ester der p-butylaminobenzoesaeure;Diaethylaminoaethanol ester der p-butylaminobenzoesaeure [German]
Dicain
Dicaine
Dikain
Dimethylaminoethyl p-butyl-aminobenzoate
Fissucain
Intercain
Laudocaine
Medicaine
Medihaler-Tetracaine
Meethobalm
Metraspray
Mucaesthin
Niphanoid
P-(Butylamino)benzoic acid, 2-(dimethylamino)ethyl ester
P-Butylaminobenzoyl-2-dimethylaminoethanol
Pontocaine
Pontocaine (TN)
Rexocaine
Tetracaina
Tetracaina [INN-Spanish]
Tetracaine
Tetracaine (USP/INN)
Tetracaine [USAN:INN]
Tetracainum
Tetracainum [INN-Latin]
Tetrakain
Tetrakain [Czech]
Uromucaesthin
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Structure
Formula
C15H24N2O2
Molecular Weight
264.369
Canonical SMILES
CCCCNc1ccc(cc1)C(=O)OCCN(C)C
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InChI
InChI=1S/C15H24N2O2/c1-4-5-10-16-14-8-6-13(7-9-14)15(18)19-12-11-17(2)3/h6-9,16H,4-5,10-12H2,1-3H3
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InChIKey
GKCBAIGFKIBETG-UHFFFAOYSA-N
CAS
94-24-6
Physicochemical Property
logP
2.617
Rotatable Bonds
8
Heavy Atom Count
19
Polar Areas
41.57
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Complexity
19

"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: 5411
SID: 15221665
ChEMBL ID
CHEMBL698
DrugBank ID
DB09085
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: PT00918, Amine oxidase [flavin-containing] A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 317 nM
   TI
   LI
   LO
   TS
Protein ID: PT03022, Sodium channel protein type 2 subunit alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 490 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
IC50 = 1100 nM
   TI
   LI
   LO
   TS
Protein ID: PT03042, Sodium channel protein type 3 subunit alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 740 nM
   TI
   LI
   LO
   TS
Protein ID: PT01105, Sodium channel protein type 5 subunit alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
IC50 = 200 nM
   TI
   LI
   LO
   TS
2
IC50 = 650 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
IC50 = 530 nM
   TI
   LI
   LO
   TS
Protein ID: PT03581, Sodium channel protein type 8 subunit alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 520 nM
   TI
   LI
   LO
   TS
Protein ID: PT01000, Sodium channel protein type 9 subunit alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000131 HEK293-F Homo sapiens (Human)  2
1
IC50 = 56 nM
   TI
   LI
   LO
   TS
2
IC50 = 320 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  5
1
IC50 = 110 nM
   TI
   LI
   LO
   TS
2
IC50 = 620 nM
   TI
   LI
   LO
   TS
3
IC50 = 7510 nM
   TI
   LI
   LO
   TS
4
Ki = 500 nM
   TI
   LI
   LO
   TS
5
Ki = 12000 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
IC50 = 200 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Tetracaine )
Drug Name Tetracaine
Indication
Spinal anesthesia
Approved
Pain
Phase 2
Target(s)
Voltage-gated sodium channel alpha Nav1.8 (SCN10A)
Inhibitor