| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 6th, 2004 | 25 | Yes |
Popular Name: Pentamidine isethionate Pentamidine isethionate
Find On: PubMed — Wikipedia — Google
CAS Numbers: 100-33-4 , 140-64-7 , 140-64-7, 100-33-4 , 50357-45-4 , [100-33-4] , [140-64-7]
1,3-bis(4-amidinophenoxy)pentane
1,5-BIS(P-AMIDINOPHENOXY)PENTANE BIS(2-HYDROXYETHA
1,5-BIS(P-AMIDINOPHENOXY)PENTANE BIS(2-HYDROXYETHANESULFONATE SALT)
100-33-4; D08333; Lomidine (TN); Pentamidine (INN)
140-64-7; D00834; Pentam 300 (TN); Pentamidine isethionate (USAN); Pentamidine isetionate (JAN)
140-64-7; Pentamidine isethionate; Prestwick_857
4, 4'-Diamidinodiphenoxypentane
4,4'-(1,5-Pentanediylbis(oxy))bis-benzenecarboximidamide
4,4'-(Pentamethylenedioxy)dibenzamide
4,4'-(Pentamethylenedioxy)dibenzamidine
4,4'-(pentamethylenedioxy)dibenzamidine bis(2-hyd
4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide
4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide bis(2-hydroxyethanesulfonate)
4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamidebis(2-hydroxyethanesulfonate)
4,4'-Diamidino-.alpha.,.omega.-diphenoxypentane
4,4'-Diamidinodiphenoxypentane
4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide
4-10-00-00447 (Beilstein Handbook Reference)
4-[5-(4-Carbamimidoylphenoxy)pentoxy]benzenecarboximidamide
4-[5-(4-carbamimidoylphenoxy)pentoxy]benzenecarboximidamide; 2-hydroxyethanesulfonic acid
Benzamidine, 4,4'-(pentamethylenedioxy)di-
Benzenecarboximidamide, 4,4'-(1,5-pentanediylbis(oxy))bis-
Benzenecarboximidamide, 4,4'-(1,5-pentanediylbis(oxy))bis- (9CI)
Benzenecarboximidamide, 4,4'-[1,5-pentanediylbis(oxy)]bis-
GNF-Pf-3680; MB-800 [as isethionate]; MB-800; RP-2512 [as isethionate]; RP-2512
GNF-Pf-3680; MB-800; MB-800 [As Isethionate]; RP-2512
INN); Pentamidine Isetionate (JAN); Pentamidine Isethionate (FDA
MI); Pentamidine Isetionate (JAN)
MI); Pentamidine Isetionate (JAN); Pentamidine Isethionate (FDA
p,p'-(Pentamethylene-dioxy)bis-benzamidine
p,p'-(Pentamethylenedioxy)bis[benzamidine]
p,p'-(Pentamethylenedioxy)dibenzamidine
pentamidine dication; pentamidine(2+); pentamidinium cation; pentamidinium dication
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 1.49 | 5.45 | -74.02 | 8 | 6 | 2 | 122 | 342.443 | 10 | ↓ |
| Hi High (pH 8-9.5) | 1.68 | 1.99 | -2.42 | 1 | 1 | 0 | 20 | 114.188 | 1 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| Molecular_Solubility | 5.515 | Bitter DB |
| ALOGPS_SOLUBILITY | 2.36e-02 g/l | DrugBank-approved |
| Indications | antifungal | KeyOrganics Bioactives |
| therap | antiprotozoal, inhibits nucleic acid & protein synthesis | MicroSource World Drugs |
| UniProt Database Links | DCAM_ACACA; PNT1_YEAST; TP4A1_HUMAN; TP4A1_MACFA; TP4A1_MOUSE; TP4A1_PONAB; TP4A1_RAT; TP4A2_HUMAN; TP4A2_MOUSE; TP4A2_RAT; TP4A3_BOVIN; TP4A3_HUMAN; TP4A3_MOUSE | ChEBI |
| Patent Database Links | EP1537858; EP1538164; EP1712220; EP1717247; EP1736147; EP1757607; EP1839648; EP1894559; EP1952792; US2003105066; US2003175728; US2005070552; US2005080075; US2006235023; US2007190067; US2007202051; US2007202077; US2007202177; US2007203167; US2007208134; US | ChEBI |
| Therapy | NMDA glutamate receptor antagonist; neuroprotective agent; antimicrobial agent prescribed for the treatment of AIDS-asso | SMDC Iconix |
| Target | Others | Selleck Chemicals |
| Target | phosphatase | Selleck Chemicals |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| S100B-2-E | S-100 Protein Beta Chain (cluster #2 Of 2), Eukaryotic | Eukaryotes | 1000 | 0.34 | Binding ≤ 10μM |
| ST14-1-E | Matriptase (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1160 | 0.33 | Binding ≤ 10μM |
| TRY1-1-E | Trypsin I (cluster #1 Of 5), Eukaryotic | Eukaryotes | 2300 | 0.32 | Binding ≤ 10μM |
| Z104302-2-O | Glutamate NMDA Receptor (cluster #2 Of 7), Other | Other | 3060 | 0.31 | Binding ≤ 10μM |
| Z101865-1-O | Leishmania Chagasi (cluster #1 Of 1), Other | Other | 1110 | 0.33 | Functional ≤ 10μM |
| Z101870-2-O | Leishmania Guyanensis (cluster #2 Of 2), Other | Other | 900 | 0.34 | Functional ≤ 10μM |
| Z50339-1-O | Pneumocystis Carinii (cluster #1 Of 2), Other | Other | 84 | 0.40 | Functional ≤ 10μM |
| Z50380-1-O | Mycobacterium Smegmatis (cluster #1 Of 4), Other | Other | 9100 | 0.28 | Functional ≤ 10μM |
| Z50418-5-O | Trypanosoma Brucei (cluster #5 Of 6), Other | Other | 6 | 0.46 | Functional ≤ 10μM |
| Z50420-1-O | Trypanosoma Brucei Brucei (cluster #1 Of 7), Other | Other | 3 | 0.48 | Functional ≤ 10μM |
| Z50425-9-O | Plasmodium Falciparum (cluster #9 Of 22), Other | Other | 251 | 0.37 | Functional ≤ 10μM |
| Z50426-1-O | Plasmodium Falciparum (isolate K1 / Thailand) (cluster #1 Of 9), Other | Other | 6 | 0.46 | Functional ≤ 10μM |
| Z50457-1-O | Leishmania Amazonensis (cluster #1 Of 3), Other | Other | 460 | 0.35 | Functional ≤ 10μM |
| Z50458-4-O | Leishmania Braziliensis (cluster #4 Of 4), Other | Other | 9800 | 0.28 | Functional ≤ 10μM |
| Z50459-1-O | Leishmania Donovani (cluster #1 Of 8), Other | Other | 9800 | 0.28 | Functional ≤ 10μM |
| Z50460-1-O | Leishmania Major (cluster #1 Of 4), Other | Other | 7500 | 0.29 | Functional ≤ 10μM |
| Z50461-1-O | Leishmania Mexicana (cluster #1 Of 3), Other | Other | 9568 | 0.28 | Functional ≤ 10μM |
| Z50466-4-O | Trypanosoma Cruzi (cluster #4 Of 8), Other | Other | 7100 | 0.29 | Functional ≤ 10μM |
| Z50467-2-O | Trichomonas Vaginalis (cluster #2 Of 3), Other | Other | 3815 | 0.30 | Functional ≤ 10μM |
| Z50468-4-O | Giardia Intestinalis (cluster #4 Of 4), Other | Other | 4079 | 0.30 | Functional ≤ 10μM |
| Z50473-4-O | Plasmodium Berghei (cluster #4 Of 5), Other | Other | 2942 | 0.31 | Functional ≤ 10μM |
| Z50594-6-O | Mus Musculus (cluster #6 Of 9), Other | Other | 3 | 0.48 | Functional ≤ 10μM |
| Z50597-1-O | Rattus Norvegicus (cluster #1 Of 12), Other | Other | 2500 | 0.31 | Functional ≤ 10μM |
| Z50725-1-O | Trypanosoma Brucei Rhodesiense (cluster #1 Of 7), Other | Other | 50 | 0.41 | Functional ≤ 10μM |
| Z80682-1-O | A549 (Lung Carcinoma Cells) (cluster #1 Of 11), Other | Other | 40 | 0.41 | Functional ≤ 10μM |
| Z81135-4-O | L6 (Skeletal Muscle Myoblast Cells) (cluster #4 Of 4), Other | Other | 2100 | 0.32 | Functional ≤ 10μM |
| Z80178-2-O | J774.A1 (Macrophage Cells) (cluster #2 Of 2), Other | Other | 1030 | 0.34 | ADME/T ≤ 10μM |
| Z81115-2-O | KB (Squamous Cell Carcinoma) (cluster #2 Of 3), Other | Other | 2700 | 0.31 | ADME/T ≤ 10μM |
| Z81135-2-O | L6 (Skeletal Muscle Myoblast Cells) (cluster #2 Of 6), Other | Other | 6000 | 0.29 | ADME/T ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| S100B_HUMAN | P04271 | S-100 Protein Beta Chain, Human | 1000 | 0.34 | Binding ≤ 1μM |
| Z104302 | Z104302 | Glutamate NMDA Receptor | 1310 | 0.33 | Binding ≤ 10μM |
| ST14_HUMAN | Q9Y5Y6 | Matriptase, Human | 1160 | 0.33 | Binding ≤ 10μM |
| S100B_HUMAN | P04271 | S-100 Protein Beta Chain, Human | 1000 | 0.34 | Binding ≤ 10μM |
| TRY1_HUMAN | P07477 | Trypsin I, Human | 2300 | 0.32 | Binding ≤ 10μM |
| Z80682 | Z80682 | A549 (Lung Carcinoma Cells) | 40 | 0.41 | Functional ≤ 10μM |
| Z50468 | Z50468 | Giardia Intestinalis | 4079 | 0.30 | Functional ≤ 10μM |
| Z81135 | Z81135 | L6 (Skeletal Muscle Myoblast Cells) | 2100 | 0.32 | Functional ≤ 10μM |
| Z50457 | Z50457 | Leishmania Amazonensis | 290 | 0.37 | Functional ≤ 10μM |
| Z50458 | Z50458 | Leishmania Braziliensis | 150 | 0.38 | Functional ≤ 10μM |
| Z101865 | Z101865 | Leishmania Chagasi | 1110 | 0.33 | Functional ≤ 10μM |
| Z50459 | Z50459 | Leishmania Donovani | 1830 | 0.32 | Functional ≤ 10μM |
| Z101870 | Z101870 | Leishmania Guyanensis | 900 | 0.34 | Functional ≤ 10μM |
| Z50460 | Z50460 | Leishmania Major | 280 | 0.37 | Functional ≤ 10μM |
| Z50461 | Z50461 | Leishmania Mexicana | 1000 | 0.34 | Functional ≤ 10μM |
| Z50594 | Z50594 | Mus Musculus | 3.2 | 0.48 | Functional ≤ 10μM |
| Z50380 | Z50380 | Mycobacterium Smegmatis | 9100 | 0.28 | Functional ≤ 10μM |
| Z50473 | Z50473 | Plasmodium Berghei | 2942 | 0.31 | Functional ≤ 10μM |
| Z50425 | Z50425 | Plasmodium Falciparum | 200 | 0.38 | Functional ≤ 10μM |
| Z50426 | Z50426 | Plasmodium Falciparum (isolate K1 / Thailand) | 14 | 0.44 | Functional ≤ 10μM |
| Z50339 | Z50339 | Pneumocystis Carinii | 500 | 0.35 | Functional ≤ 10μM |
| Z50597 | Z50597 | Rattus Norvegicus | 2500 | 0.31 | Functional ≤ 10μM |
| Z50467 | Z50467 | Trichomonas Vaginalis | 3815 | 0.30 | Functional ≤ 10μM |
| Z50418 | Z50418 | Trypanosoma Brucei | 0.8 | 0.51 | Functional ≤ 10μM |
| Z50420 | Z50420 | Trypanosoma Brucei Brucei | 0.1 | 0.56 | Functional ≤ 10μM |
| Z50725 | Z50725 | Trypanosoma Brucei Rhodesiense | 7 | 0.46 | Functional ≤ 10μM |
| Z50466 | Z50466 | Trypanosoma Cruzi | 1100 | 0.33 | Functional ≤ 10μM |
| Z80178 | Z80178 | J774.A1 (Macrophage Cells) | 1030 | 0.34 | ADME/T ≤ 10μM |
| Z81115 | Z81115 | KB (Squamous Cell Carcinoma) | 2700 | 0.31 | ADME/T ≤ 10μM |
| Z81135 | Z81135 | L6 (Skeletal Muscle Myoblast Cells) | 3800 | 0.30 | ADME/T ≤ 10μM |
| Description | Species |
|---|---|
| Activation of Matrix Metalloproteinases | |
| Advanced glycosylation endproduct receptor signaling | |
| Cobalamin (Cbl, vitamin B12) transport and metabolism | |
| DEx/H-box helicases activate type I IFN and inflammatory cytokines production | |
| Nuclear signaling by ERBB4 | |
| RIP-mediated NFkB activation via ZBP1 | |
| TAK1 activates NFkB by phosphorylation and activation of IKKs complex | |
| TRAF6 mediated NF-kB activation |
