| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| September 30th, 2005 | 32 | Yes |
Popular Name: Aminopterin Aminopterin
Find On: PubMed — Wikipedia — Google
CAS Numbers: 54-62-6 , 54-62-6, 58602-66-7 , 54-62-6, 58602-66-7 [aminopterin sodium] , 58602-66-7 , [54-62-6]
(2R)-2-[[4-[(2,4-diaminopteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
(2S)-2-[[4-[(2,4-diaminopteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
2-(4-((2,4-Diaminopteridin-6-yl)methylamino)-benzamido)pentanedioic acid
2-(4-((2,4-diaminopteridin-6-yl)methylamino)-benzamido)pentanedioicacid
2-[[4-[(2,4-diaminopteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
31823-54-8 (hydrochloride salt)
4-26-00-03831 (Beilstein Handbook Reference)
4-amino-4-deoxypteroylglutamate
4-Amino-4-desoxy-pteroylglutaminsaeure
4-Aminopteroyl-L-glutamic acid
58602-66-7; Aminopterin sodium (INN); D02527
DIAMINOPTERIDINYLMETHYLAMINOBENZAMIDOPENTANEDIOICACI
Glutamic acid, N-(p-(((2,4-diamino-6-pteridinyl)methyl)amino)benzoyl)-, L-
Kyselina 4-aminolistova [Czech]
Kyselina 4-aminopteroylglutamova
Kyselina 4-aminopteroylglutamova [Czech]
Kyselina N-(p-((2,4-diamino-6-pteridinyl)methyl)benzoyl)-L(+)-glutamova
Kyselina N-(p-((2,4-diamino-6-pteridinyl)methyl)benzoyl)-L(+)-glutamova [Czech]
Kyselina N-(p-((2,4-diamino-6-pteridinylmethyl)amino)benzoyl)-L(+)-glutamova
Kyselina N-(p-((2,4-diamino-6-pteridinylmethyl)amino)benzoyl)-L(+)-glutamova [Czech]
L-Glutamic acid, N-(4-(((2,4-diamino-6-pteridinyl)methyl)amino)benzoyl)-
L-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-
L-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-,
N-(1-((2,4-Diamino-6-pteridinylmethyl)amino)benzoyl)glutaminsaeure
N-(4-(((2,4-Diamino-6-pteridinyl)methyl)amino)benzoyl)-L-glutamic acid
N-(4-(((2,4-Diamino-6-pteridyl)-methyl)amino)benzoyl)-L-glutamic acid
N-(4-{[(2,4-Diamino-6-pteridinyl)methyl]amino}benzoyl)glutamic acid
N-(4-{[(2,4-diaminopteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid
N-[(4-{[(2,4-diaminopteridin-6-yl)methyl]amino}phenyl)carbonyl]glutamic acid
| 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) | -2.21 | 4.48 | -122.21 | 6 | 13 | -2 | 225 | 438.404 | 9 | ↓ |
| Lo Low (pH 4.5-6) | -2.21 | 4.93 | -127.62 | 7 | 13 | -1 | 226 | 439.412 | 9 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| ALOGPS_SOLUBILITY | 1.06e-01 g/l | DrugBank-withdrawn |
| Purity | 95% | Matrix Scientific |
| therap | antineoplastic, antirheumatic, folic acid antagonist | MicroSource World Drugs |
| Therapy | Dihydrofolate reductase inhibitor | SMDC Pharmakon |
| UniProt Database Links | FBT1_ARATH; FBT_SYNY3; FOLC_HUMAN; FOLC_MOUSE | ChEBI |
| Warnings | IRRITANT | Matrix Scientific |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| DYR-1-E | Dihydrofolate Reductase (cluster #1 Of 3), Eukaryotic | Eukaryotes | 35 | 0.33 | Binding ≤ 10μM |
| Z50212-1-O | Escherichia Coli (cluster #1 Of 7), Other | Other | 0 | 0.00 | Functional ≤ 10μM |
| Z50362-1-O | Lactobacillus Casei (cluster #1 Of 1), Other | Other | 0 | 0.00 | Functional ≤ 10μM |
| Z50587-1-O | Homo Sapiens (cluster #1 Of 9), Other | Other | 320 | 0.28 | Functional ≤ 10μM |
| Z80064-1-O | CCRF-CEM (T-cell Leukemia) (cluster #1 Of 9), Other | Other | 4 | 0.37 | Functional ≤ 10μM |
| Z80119-1-O | Detroit 98 (cluster #1 Of 1), Other | Other | 2 | 0.38 | Functional ≤ 10μM |
| Z80171-1-O | HuTu80 (cluster #1 Of 1), Other | Other | 5 | 0.36 | Functional ≤ 10μM |
| Z80193-2-O | L1210 (Lymphocytic Leukemia Cells) (cluster #2 Of 12), Other | Other | 7900 | 0.22 | Functional ≤ 10μM |
| Z80457-1-O | SCC-25 (cluster #1 Of 1), Other | Other | 7 | 0.36 | Functional ≤ 10μM |
| Z80459-1-O | SCC-7 (cluster #1 Of 1), Other | Other | 4 | 0.37 | Functional ≤ 10μM |
| Z80830-1-O | Ehrlich (Ehrlich Ascites Carcinoma Cells) (cluster #1 Of 1), Other | Other | 2050 | 0.25 | Functional ≤ 10μM |
| Z80874-1-O | CEM (T-cell Leukemia) (cluster #1 Of 7), Other | Other | 320 | 0.28 | Functional ≤ 10μM |
| Z81131-1-O | L Cells (Fibroblasts) (cluster #1 Of 1), Other | Other | 2 | 0.38 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| DYR_MOUSE | P00375 | Dihydrofolate Reductase, Mouse | 0.1 | 0.44 | Binding ≤ 1μM |
| DYR_HUMAN | P00374 | Dihydrofolate Reductase, Human | 0.1 | 0.44 | Binding ≤ 1μM |
| DYR_MOUSE | P00375 | Dihydrofolate Reductase, Mouse | 0.1 | 0.44 | Binding ≤ 10μM |
| DYR_HUMAN | P00374 | Dihydrofolate Reductase, Human | 0.1 | 0.44 | Binding ≤ 10μM |
| Z80064 | Z80064 | CCRF-CEM (T-cell Leukemia) | 3000 | 0.24 | Functional ≤ 10μM |
| Z80874 | Z80874 | CEM (T-cell Leukemia) | 1 | 0.39 | Functional ≤ 10μM |
| Z80119 | Z80119 | Detroit 98 | 2 | 0.38 | Functional ≤ 10μM |
| Z80830 | Z80830 | Ehrlich (Ehrlich Ascites Carcinoma Cells) | 2050 | 0.25 | Functional ≤ 10μM |
| Z50212 | Z50212 | Escherichia Coli | 0.1 | 0.44 | Functional ≤ 10μM |
| Z50587 | Z50587 | Homo Sapiens | 1 | 0.39 | Functional ≤ 10μM |
| Z80171 | Z80171 | HuTu80 | 4.7 | 0.36 | Functional ≤ 10μM |
| Z81131 | Z81131 | L Cells (Fibroblasts) | 2.3 | 0.38 | Functional ≤ 10μM |
| Z80193 | Z80193 | L1210 (Lymphocytic Leukemia Cells) | 0.61 | 0.40 | Functional ≤ 10μM |
| Z50362 | Z50362 | Lactobacillus Casei | 0.11 | 0.44 | Functional ≤ 10μM |
| Z80457 | Z80457 | SCC-25 | 6.9 | 0.36 | Functional ≤ 10μM |
| Z80459 | Z80459 | SCC-7 | 4 | 0.37 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| E2F mediated regulation of DNA replication | |
| G1/S-Specific Transcription | |
| Metabolism of folate and pterines | |
| Tetrahydrobiopterin (BH4) synthesis, recycling, salvage and regulation |
No pre-computed analogs available. Try a structural similarity search.