UCSF

ZINC03812923

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
September 27th, 2005 28 Yes

Popular Name: Amsacrine Amsacrine

Find On: PubMed — Wikipedia — Google

CAS Numbers: 51264-14-3 , 54301-15-4

Download: MOL2 SDF SMILES Flexibase

Physical Representations

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) 4.91 6.33 -44.52 2 6 0 84 393.468 5 ↓
Hi High (pH 8-9.5) 4.91 5.83 -16.62 2 6 0 80 393.468 5 ↓
Hi High (pH 8-9.5) 4.91 5.94 -47.33 1 6 -1 82 392.46 5 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 3.17e-03 g/l DrugBank-approved
UniProt Database Links ALDO1_ARATH; ALDO2_ARATH; TOP2A_HUMAN ChEBI
Patent Database Links EP1728863; EP1772452; EP1938798; EP1977765; US2004132722; US2005101646; US2005124621; US2005130980; US2005159420; US2005192310; US2005197339; US2005222153; US2006014745; US2006014755; US2006030555; US2006035945; US2006040958; US2006041131; US2006058304; U ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
KCNH2-2-E HERG (cluster #2 Of 5), Eukaryotic Eukaryotes 210 0.33 Binding ≤ 10μM
S22A1-1-E Solute Carrier Family 22 Member 1 (cluster #1 Of 1), Eukaryotic Eukaryotes 5000 0.27 Binding ≤ 10μM
TOP2A-1-E DNA Topoisomerase II Alpha (cluster #1 Of 2), Eukaryotic Eukaryotes 9940 0.25 Binding ≤ 10μM
TOP2B-1-E DNA Topoisomerase II Beta (cluster #1 Of 2), Eukaryotic Eukaryotes 720 0.31 Binding ≤ 10μM
TOP1-1-E DNA Topoisomerase I (cluster #1 Of 1), Eukaryotic Eukaryotes 20 0.38 Functional ≤ 10μM
TOP2A-1-E DNA Topoisomerase II Alpha (cluster #1 Of 1), Eukaryotic Eukaryotes 20 0.38 Functional ≤ 10μM
TOP2B-1-E DNA Topoisomerase II Beta (cluster #1 Of 1), Eukaryotic Eukaryotes 20 0.38 Functional ≤ 10μM
ADO-1-E Aldehyde Oxidase (cluster #1 Of 3), Eukaryotic Eukaryotes 6400 0.26 ADME/T ≤ 10μM
CP2D6-2-E Cytochrome P450 2D6 (cluster #2 Of 3), Eukaryotic Eukaryotes 7500 0.26 ADME/T ≤ 10μM
Z103205-3-O A431 (cluster #3 Of 4), Other Other 5890 0.26 Functional ≤ 10μM
Z50425-3-O Plasmodium Falciparum (cluster #3 Of 22), Other Other 600 0.31 Functional ≤ 10μM
Z50460-4-O Leishmania Major (cluster #4 Of 4), Other Other 1500 0.29 Functional ≤ 10μM
Z80064-8-O CCRF-CEM (T-cell Leukemia) (cluster #8 Of 9), Other Other 139 0.34 Functional ≤ 10μM
Z80084-1-O CEM-VLB (Vinblastine-resistant T-cell Leukemia Cells) (cluster #1 Of 2), Other Other 520 0.31 Functional ≤ 10μM
Z80085-1-O CEM-VM1 (Etoposide-resistant T-cell Leukemia Cells) (cluster #1 Of 2), Other Other 1910 0.29 Functional ≤ 10μM
Z80089-1-O CHO-AA8 (cluster #1 Of 2), Other Other 1 0.45 Functional ≤ 10μM
Z80115-1-O DC3F (cluster #1 Of 1), Other Other 4 0.42 Functional ≤ 10μM
Z80117-2-O DC3F/AD-II (cluster #2 Of 2), Other Other 47 0.37 Functional ≤ 10μM
Z80152-1-O HCT-8 (Ileocecal Adenocarcinoma) (cluster #1 Of 2), Other Other 120 0.35 Functional ≤ 10μM
Z80156-1-O HL-60 (Promyeloblast Leukemia Cells) (cluster #1 Of 12), Other Other 6 0.41 Functional ≤ 10μM
Z80166-1-O HT-29 (Colon Adenocarcinoma Cells) (cluster #1 Of 12), Other Other 559 0.31 Functional ≤ 10μM
Z80186-6-O K562 (Erythroleukemia Cells) (cluster #6 Of 11), Other Other 23 0.38 Functional ≤ 10μM
Z80193-2-O L1210 (Lymphocytic Leukemia Cells) (cluster #2 Of 12), Other Other 50 0.37 Functional ≤ 10μM
Z80224-5-O MCF7 (Breast Carcinoma Cells) (cluster #5 Of 14), Other Other 75 0.36 Functional ≤ 10μM
Z80227-2-O MCF7-ADR (Breast Carcinoma Cells) (cluster #2 Of 2), Other Other 1165 0.30 Functional ≤ 10μM
Z80244-7-O MDA-MB-468 (Breast Adenocarcinoma) (cluster #7 Of 7), Other Other 490 0.32 Functional ≤ 10μM
Z80322-1-O NCI-H358 (Lung Carcinama Cells) (cluster #1 Of 2), Other Other 150 0.34 Functional ≤ 10μM
Z80362-1-O P388 (Lymphoma Cells) (cluster #1 Of 8), Other Other 890 0.30 Functional ≤ 10μM
Z80475-3-O SK-BR-3 (Breast Adenocarcinoma) (cluster #3 Of 3), Other Other 60 0.36 Functional ≤ 10μM
Z80601-1-O XRS6 (cluster #1 Of 1), Other Other 240 0.33 Functional ≤ 10μM
Z80608-4-O ZR-75-1 (Breast Carcinoma Cells) (cluster #4 Of 4), Other Other 180 0.34 Functional ≤ 10μM
Z80612-1-O 2008 (Ovarian Carcinoma Cells) (cluster #1 Of 2), Other Other 4310 0.27 Functional ≤ 10μM
Z80682-1-O A549 (Lung Carcinoma Cells) (cluster #1 Of 11), Other Other 3520 0.27 Functional ≤ 10μM
Z80712-7-O T47D (Breast Carcinoma Cells) (cluster #7 Of 7), Other Other 220 0.33 Functional ≤ 10μM
Z80819-1-O J774.2 (cluster #1 Of 1), Other Other 1485 0.29 Functional ≤ 10μM
Z80846-2-O F460pv8/eto Cell Line (cluster #2 Of 2), Other Other 40 0.37 Functional ≤ 10μM
Z80889-2-O NCI-H322M (Non-small Cell Lung Carcinoma Cells) (cluster #2 Of 3), Other Other 210 0.33 Functional ≤ 10μM
Z80928-5-O HCT-116 (Colon Carcinoma Cells) (cluster #5 Of 9), Other Other 700 0.31 Functional ≤ 10μM
Z81024-8-O NCI-H460 (Non-small Cell Lung Carcinoma) (cluster #8 Of 8), Other Other 60 0.36 Functional ≤ 10μM
Z81034-6-O A2780 (Ovarian Carcinoma Cells) (cluster #6 Of 10), Other Other 100 0.35 Functional ≤ 10μM
Z81072-6-O Jurkat (Acute Leukemic T-cells) (cluster #6 Of 10), Other Other 80 0.35 Functional ≤ 10μM
Z81160-1-O Lewis Lung Carcinoma Cell Line (cluster #1 Of 1), Other Other 12 0.40 Functional ≤ 10μM
Z81164-1-O LL Cell Line (cluster #1 Of 2), Other Other 12 0.40 Functional ≤ 10μM
Z81167-1-O LLTC Cell Line (cluster #1 Of 1), Other Other 12 0.40 Functional ≤ 10μM
Z81244-1-O J774 (Macrophage Cells) (cluster #1 Of 1), Other Other 901 0.30 Functional ≤ 10μM
Z81247-2-O HeLa (Cervical Adenocarcinoma Cells) (cluster #2 Of 9), Other Other 9500 0.25 Functional ≤ 10μM
Z81252-10-O MDA-MB-231 (Breast Adenocarcinoma Cells) (cluster #10 Of 11), Other Other 140 0.34 Functional ≤ 10μM
Z81280-1-O NCI-H226 (Non-small Cell Lung Carcinoma Cells) (cluster #1 Of 3), Other Other 1010 0.30 Functional ≤ 10μM
Z81284-2-O NCI-H647 (cluster #2 Of 2), Other Other 70 0.36 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
TOP2A_HUMAN P11388 DNA Topoisomerase II Alpha, Human 1000 0.30 Binding ≤ 1μM
TOP2B_HUMAN Q02880 DNA Topoisomerase II Beta, Human 1000 0.30 Binding ≤ 1μM
KCNH2_HUMAN Q12809 HERG, Human 208.929613 0.33 Binding ≤ 1μM
TOP2A_HUMAN P11388 DNA Topoisomerase II Alpha, Human 1000 0.30 Binding ≤ 10μM
TOP2B_HUMAN Q02880 DNA Topoisomerase II Beta, Human 1000 0.30 Binding ≤ 10μM
KCNH2_HUMAN Q12809 HERG, Human 208.929613 0.33 Binding ≤ 10μM
S22A1_HUMAN O15245 Solute Carrier Family 22 Member 1, Human 5000 0.27 Binding ≤ 10μM
Z80612 Z80612 2008 (Ovarian Carcinoma Cells) 4310 0.27 Functional ≤ 10μM
Z81034 Z81034 A2780 (Ovarian Carcinoma Cells) 100 0.35 Functional ≤ 10μM
Z103205 Z103205 A431 170 0.34 Functional ≤ 10μM
Z80682 Z80682 A549 (Lung Carcinoma Cells) 30 0.38 Functional ≤ 10μM
Z80064 Z80064 CCRF-CEM (T-cell Leukemia) 130 0.34 Functional ≤ 10μM
Z80084 Z80084 CEM-VLB (Vinblastine-resistant T-cell Leukemia Cells) 520 0.31 Functional ≤ 10μM
Z80085 Z80085 CEM-VM1 (Etoposide-resistant T-cell Leukemia Cells) 1910 0.29 Functional ≤ 10μM
Z80089 Z80089 CHO-AA8 0.6 0.46 Functional ≤ 10μM
Z80115 Z80115 DC3F 4 0.42 Functional ≤ 10μM
Z80117 Z80117 DC3F/AD-II 47 0.37 Functional ≤ 10μM
TOP1_HUMAN P11387 DNA Topoisomerase I, Human 37 0.37 Functional ≤ 10μM
TOP1_MOUSE Q04750 DNA Topoisomerase I, Mouse 12 0.40 Functional ≤ 10μM
TOP2A_HUMAN P11388 DNA Topoisomerase II Alpha, Human 37 0.37 Functional ≤ 10μM
TOP2A_MOUSE Q01320 DNA Topoisomerase II Alpha, Mouse 12 0.40 Functional ≤ 10μM
TOP2B_MOUSE Q64511 DNA Topoisomerase II Beta, Mouse 12 0.40 Functional ≤ 10μM
TOP2B_HUMAN Q02880 DNA Topoisomerase II Beta, Human 37 0.37 Functional ≤ 10μM
Z80846 Z80846 F460pv8/eto Cell Line 40 0.37 Functional ≤ 10μM
Z80928 Z80928 HCT-116 (Colon Carcinoma Cells) 6300 0.26 Functional ≤ 10μM
Z80152 Z80152 HCT-8 (Ileocecal Adenocarcinoma) 120 0.35 Functional ≤ 10μM
Z81247 Z81247 HeLa (Cervical Adenocarcinoma Cells) 12 0.40 Functional ≤ 10μM
Z80156 Z80156 HL-60 (Promyeloblast Leukemia Cells) 1150 0.30 Functional ≤ 10μM
Z80166 Z80166 HT-29 (Colon Adenocarcinoma Cells) 559 0.31 Functional ≤ 10μM
Z81244 Z81244 J774 (Macrophage Cells) 900.6 0.30 Functional ≤ 10μM
Z80819 Z80819 J774.2 1353.9 0.29 Functional ≤ 10μM
Z81072 Z81072 Jurkat (Acute Leukemic T-cells) 1000 0.30 Functional ≤ 10μM
Z80186 Z80186 K562 (Erythroleukemia Cells) 23 0.38 Functional ≤ 10μM
Z80193 Z80193 L1210 (Lymphocytic Leukemia Cells) 33 0.37 Functional ≤ 10μM
Z50460 Z50460 Leishmania Major 1500 0.29 Functional ≤ 10μM
Z81160 Z81160 Lewis Lung Carcinoma Cell Line 12 0.40 Functional ≤ 10μM
Z81164 Z81164 LL Cell Line 12 0.40 Functional ≤ 10μM
Z81167 Z81167 LLTC Cell Line 12 0.40 Functional ≤ 10μM
Z80224 Z80224 MCF7 (Breast Carcinoma Cells) 5130 0.26 Functional ≤ 10μM
Z80227 Z80227 MCF7-ADR (Breast Carcinoma Cells) 1165 0.30 Functional ≤ 10μM
Z81252 Z81252 MDA-MB-231 (Breast Adenocarcinoma Cells) 140 0.34 Functional ≤ 10μM
Z80244 Z80244 MDA-MB-468 (Breast Adenocarcinoma) 490 0.32 Functional ≤ 10μM
Z81280 Z81280 NCI-H226 (Non-small Cell Lung Carcinoma Cells) 1010 0.30 Functional ≤ 10μM
Z80889 Z80889 NCI-H322M (Non-small Cell Lung Carcinoma Cells) 210 0.33 Functional ≤ 10μM
Z80322 Z80322 NCI-H358 (Lung Carcinama Cells) 150 0.34 Functional ≤ 10μM
Z81024 Z81024 NCI-H460 (Non-small Cell Lung Carcinoma) 200 0.33 Functional ≤ 10μM
Z81284 Z81284 NCI-H647 70 0.36 Functional ≤ 10μM
Z80362 Z80362 P388 (Lymphoma Cells) 12 0.40 Functional ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 1000 0.30 Functional ≤ 10μM
Z80475 Z80475 SK-BR-3 (Breast Adenocarcinoma) 60 0.36 Functional ≤ 10μM
Z80712 Z80712 T47D (Breast Carcinoma Cells) 220 0.33 Functional ≤ 10μM
Z80601 Z80601 XRS6 240 0.33 Functional ≤ 10μM
Z80608 Z80608 ZR-75-1 (Breast Carcinoma Cells) 180 0.34 Functional ≤ 10μM
ADO_RAT Q9Z0U5 Aldehyde Oxidase, Rat 3000 0.28 ADME/T ≤ 10μM
ADO_HUMAN Q06278 Aldehyde Oxidase, Human 3200 0.27 ADME/T ≤ 10μM
ADO_RABIT P80456 Aldehyde Oxidase, Rabit 60 0.36 ADME/T ≤ 10μM
CP2D6_HUMAN P10635 Cytochrome P450 2D6, Human 7500 0.26 ADME/T ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Abacavir transmembrane transport
CYP2E1 reactions
Fatty acids
G0 and Early G1
Miscellaneous substrates
Na+/Cl- dependent neurotransmitter transporters
Neurotransmitter Clearance In The Synaptic Cleft
Norepinephrine Neurotransmitter Release Cycle
Organic cation transport
Vitamins B6 activation to pyridoxal phosphate
Voltage gated Potassium channels
Xenobiotics

Analogs ( Draw Identity 99% 90% 80% 70% )