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BDBM50003677 4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid::4-[p-[bis(2-chloroethyl)amino]phenyl]butyric acid::4-{4-[bis(2-chloroethyl)amino]phenyl}butanoic acid::Ambochlorin::CHEMBL515::CHLORAMBUCIL::Leukeran::N,N-di-2-chloroethyl-gamma-p-aminophenylbutyric acid::chloraminophen::gamma-[p-di(2-chloroethyl)aminophenyl]butyric acid::phenylbutyric acid nitrogen mustard

SMILES: OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl

InChI Key: InChIKey=JCKYGMPEJWAADB-UHFFFAOYSA-N

Data: 5 KI  7 IC50

PDB links: 1 PDB ID matches this monomer.

Find this compound or compounds like it in BindingDB or PDB:
   Substructure
Similarity at least:  must be >=0.5
Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 12 hits for monomerid = 50003677   
Target/Host
(Institution)
LigandTarget/Host
Links
Ligand
Links
Trg + Lig
Links
Ki
nM
ΔG°
kcal/mole
IC50
nM
Kd
nM
EC50/IC50
nM
koff
s-1
kon
M-1s-1
pHTemp
°C
Solute carrier organic anion transporter family member 1B3 (OATP1B3)


(Homo sapiens (Human))
BDBM50003677
PNG
(4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid...)
Show SMILES OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Show InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
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PubMed
3.74E+4n/an/an/an/an/an/an/an/a



Universit£tsmedizin G£ttingen

Curated by ChEMBL


Assay Description
Inhibition of human OATP1B3-mediated [3H]CCK-8 after 5 mins by Dixon plot method


Eur J Med Chem 92: 723-31 (2015)


Article DOI: 10.1016/j.ejmech.2015.01.011
BindingDB Entry DOI: 10.7270/Q2PV6N3X
More data for this
Ligand-Target Pair
Carbonic anhydrases; II & IX


(Homo sapiens (Human))
BDBM50003677
PNG
(4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid...)
Show SMILES OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Show InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
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>5.00E+4n/an/an/an/an/an/an/an/a



Maastricht University Medical Centre

Curated by ChEMBL


Assay Description
Binding affinity to recombinant human carbonic anhydrase 9 after 15 mins by stopped-flow CO2 hydration assay


Eur J Med Chem 127: 691-702 (2017)


Article DOI: 10.1016/j.ejmech.2016.10.037
BindingDB Entry DOI: 10.7270/Q2MK6G3G
More data for this
Ligand-Target Pair
Carbonic anhydrase


(Homo sapiens (Human))
BDBM50003677
PNG
(4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid...)
Show SMILES OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Show InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
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>5.00E+4n/an/an/an/an/an/an/an/a



Maastricht University Medical Centre

Curated by ChEMBL


Assay Description
Binding affinity to recombinant human carbonic anhydrase 12 after 15 mins by stopped-flow CO2 hydration assay


Eur J Med Chem 127: 691-702 (2017)


Article DOI: 10.1016/j.ejmech.2016.10.037
BindingDB Entry DOI: 10.7270/Q2MK6G3G
More data for this
Ligand-Target Pair
Carbonic anhydrase 1


(Homo sapiens (Human))
BDBM50003677
PNG
(4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid...)
Show SMILES OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Show InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
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>5.00E+4n/an/an/an/an/an/an/an/a



Maastricht University Medical Centre

Curated by ChEMBL


Assay Description
Binding affinity to recombinant human carbonic anhydrase 1 after 15 mins by stopped-flow CO2 hydration assay


Eur J Med Chem 127: 691-702 (2017)


Article DOI: 10.1016/j.ejmech.2016.10.037
BindingDB Entry DOI: 10.7270/Q2MK6G3G
More data for this
Ligand-Target Pair
Carbonic anhydrase 2


(Homo sapiens (Human))
BDBM50003677
PNG
(4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid...)
Show SMILES OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Show InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
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>5.00E+4n/an/an/an/an/an/an/an/a



Maastricht University Medical Centre

Curated by ChEMBL


Assay Description
Binding affinity to recombinant human carbonic anhydrase 2 after 15 mins by stopped-flow CO2 hydration assay


Eur J Med Chem 127: 691-702 (2017)


Article DOI: 10.1016/j.ejmech.2016.10.037
BindingDB Entry DOI: 10.7270/Q2MK6G3G
More data for this
Ligand-Target Pair
Canalicular multispecific organic anion transporter 2


(Homo sapiens (Human))
BDBM50003677
PNG
(4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid...)
Show SMILES OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Show InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
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Article
PubMed
n/an/a 1.33E+5n/an/an/an/an/an/a



Amgen Inc

Curated by ChEMBL


Assay Description
Inhibition of human MRP3 overexpressed in Sf9 insect cell membrane vesicles assessed as uptake of [3H]-estradiol-17beta-D-glucuronide in presence of ...


Toxicol Sci 136: 216-41 (2013)


Article DOI: 10.1093/toxsci/kft176
BindingDB Entry DOI: 10.7270/Q2JM2D2D
More data for this
Ligand-Target Pair
Canalicular multispecific organic anion transporter 1


(Homo sapiens (Human))
BDBM50003677
PNG
(4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid...)
Show SMILES OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Show InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
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n/an/a 1.33E+5n/an/an/an/an/an/a



Amgen Inc

Curated by ChEMBL


Assay Description
Inhibition of human MRP2 overexpressed in Sf9 cell membrane vesicles assessed as uptake of [3H]-estradiol-17beta-D-glucuronide in presence of ATP and...


Toxicol Sci 136: 216-41 (2013)


Article DOI: 10.1093/toxsci/kft176
BindingDB Entry DOI: 10.7270/Q2JM2D2D
More data for this
Ligand-Target Pair
Bile salt export pump


(Homo sapiens (Human))
BDBM50003677
PNG
(4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid...)
Show SMILES OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Show InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
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n/an/a>1.35E+5n/an/an/an/an/an/a



Amgen Inc

Curated by ChEMBL


Assay Description
Inhibition of human BSEP expressed in fall armyworm sf9 cell plasma membrane vesicles assessed as reduction in vesicle-associated [3H]-taurocholate t...


Toxicol Sci 118: 485-500 (2010)


Article DOI: 10.1093/toxsci/kfq269
BindingDB Entry DOI: 10.7270/Q26Q20JN
More data for this
Ligand-Target Pair
Multidrug resistance-associated protein 4


(Homo sapiens (Human))
BDBM50003677
PNG
(4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid...)
Show SMILES OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Show InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
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Article
PubMed
n/an/a 1.33E+5n/an/an/an/an/an/a



Amgen Inc

Curated by ChEMBL


Assay Description
Inhibition of human MRP4 overexpressed in Sf9 cell membrane vesicles assessed as uptake of [3H]-estradiol-17beta-D-glucuronide in presence of ATP and...


Toxicol Sci 136: 216-41 (2013)


Article DOI: 10.1093/toxsci/kft176
BindingDB Entry DOI: 10.7270/Q2JM2D2D
More data for this
Ligand-Target Pair
Bile salt export pump


(Homo sapiens (Human))
BDBM50003677
PNG
(4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid...)
Show SMILES OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Show InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
PDB

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Article
PubMed
n/an/a 1.33E+5n/an/an/an/an/an/a



Amgen Inc

Curated by ChEMBL


Assay Description
Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as uptake of [3H]-taurocholate in presence of ATP measured after 15 to ...


Toxicol Sci 136: 216-41 (2013)


Article DOI: 10.1093/toxsci/kft176
BindingDB Entry DOI: 10.7270/Q2JM2D2D
More data for this
Ligand-Target Pair
Cytochrome P450 2D6 (2D6)


(Homo sapiens (Human))
BDBM50003677
PNG
(4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid...)
Show SMILES OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Show InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
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n/an/a 6.51E+4n/an/an/an/an/an/a



University of Leicester

Curated by ChEMBL


Assay Description
Inhibitory concentration against cytochrome P450 2D6


J Med Chem 47: 5340-6 (2004)


Article DOI: 10.1021/jm049934e
BindingDB Entry DOI: 10.7270/Q2R49RJH
More data for this
Ligand-Target Pair
Solute carrier organic anion transporter family member 1B3 (OATP1B3)


(Homo sapiens (Human))
BDBM50003677
PNG
(4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid...)
Show SMILES OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Show InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
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n/an/a 8.07E+4n/an/an/an/an/an/a



Universit£tsmedizin G£ttingen

Curated by ChEMBL


Assay Description
Inhibition of human OATP1B3-mediated [3H]CCK-8 after 5 mins by Dixon plot method


Eur J Med Chem 92: 723-31 (2015)


Article DOI: 10.1016/j.ejmech.2015.01.011
BindingDB Entry DOI: 10.7270/Q2PV6N3X
More data for this
Ligand-Target Pair