UCSF

ZINC05579377

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
February 6th, 2006 22 No

Popular Name: Trichostatin A Trichostatin A

Find On: PubMed — Wikipedia — Google

CAS Numbers: 101-20-2 , 58880-19-6 , [101-20-2] , [58880-19-6]

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) 2.68 6.23 -20.9 2 5 0 70 302.374 6 ↓
Ref Reference (pH 7) 2.68 6.23 -20.14 2 5 0 70 302.374 6 ↓
Hi High (pH 8-9.5) 2.68 7.44 -64.15 1 5 -1 72 301.366 6 ↓
Hi High (pH 8-9.5) 2.68 7.43 -63.2 1 5 -1 72 301.366 6 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 4.25e-02 g/l DrugBank-experimental
Purity >98% Fluorochem
UniProt Database Links AHP1_YEAST; ECHP_HUMAN; FA83A_HUMAN; HDA12_DICDI; HDA6_ARATH; HDAC7_HUMAN; HDAC7_MOUSE; HDAC7_RAT; HDAC8_BOVIN; HDAC8_DANRE; HDAC8_HUMAN; HDAC8_MOUSE; HDAC8_RAT; HDAC8_XENLA; HDAC8_XENTR; HDAC9_HUMAN; HDAC9_MOUSE; HDAH_ALCSD; LY6E_HUMAN; LY6E_MOUSE; MDHM_ ChEBI
Target HDAC Selleck Chemicals

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
HDAH-1-B Histone Deacetylase-like Amidohydrolase (cluster #1 Of 2), Bacterial Bacteria 700 0.39 Binding ≤ 10μM
B1WBY8-1-E Histone Deacetylase 2 (cluster #1 Of 1), Eukaryotic Eukaryotes 26 0.48 Binding ≤ 10μM
HDA10-3-E Histone Deacetylase 10 (cluster #3 Of 3), Eukaryotic Eukaryotes 8 0.52 Binding ≤ 10μM
HDA11-1-E Histone Deacetylase 11 (cluster #1 Of 3), Eukaryotic Eukaryotes 7 0.52 Binding ≤ 10μM
HDAC1-1-E Histone Deacetylase 1 (cluster #1 Of 4), Eukaryotic Eukaryotes 26 0.48 Binding ≤ 10μM
HDAC2-2-E Histone Deacetylase 2 (cluster #2 Of 4), Eukaryotic Eukaryotes 7600 0.33 Binding ≤ 10μM
HDAC3-2-E Histone Deacetylase 3 (cluster #2 Of 3), Eukaryotic Eukaryotes 26 0.48 Binding ≤ 10μM
HDAC4-3-E Histone Deacetylase 4 (cluster #3 Of 3), Eukaryotic Eukaryotes 26 0.48 Binding ≤ 10μM
HDAC5-3-E Histone Deacetylase 5 (cluster #3 Of 3), Eukaryotic Eukaryotes 38 0.47 Binding ≤ 10μM
HDAC6-2-E Histone Deacetylase 6 (cluster #2 Of 3), Eukaryotic Eukaryotes 81 0.45 Binding ≤ 10μM
HDAC7-3-E Histone Deacetylase 7 (cluster #3 Of 3), Eukaryotic Eukaryotes 26 0.48 Binding ≤ 10μM
HDAC8-2-E Histone Deacetylase 8 (cluster #2 Of 4), Eukaryotic Eukaryotes 960 0.38 Binding ≤ 10μM
HDAC9-3-E Histone Deacetylase 9 (cluster #3 Of 3), Eukaryotic Eukaryotes 800 0.39 Binding ≤ 10μM
NCOR2-2-E Nuclear Receptor Corepressor 2 (cluster #2 Of 2), Eukaryotic Eukaryotes 9 0.51 Binding ≤ 10μM
Q5RJZ2-1-E Histone Deacetylase 5 (cluster #1 Of 1), Eukaryotic Eukaryotes 26 0.48 Binding ≤ 10μM
Q94F81-1-E Histone Deacetylase HD2 (cluster #1 Of 1), Eukaryotic Eukaryotes 7 0.52 Binding ≤ 10μM
Q99P97-1-E Histone Deacetylase 6 (cluster #1 Of 1), Eukaryotic Eukaryotes 8600 0.32 Binding ≤ 10μM
Q9XYC7-1-E Histone Deacetylase (cluster #1 Of 1), Eukaryotic Eukaryotes 1 0.57 Binding ≤ 10μM
Q9ZTP8-1-E Histone Deacetylase HD1B (cluster #1 Of 1), Eukaryotic Eukaryotes 0 0.00 Binding ≤ 10μM
SF3B3-1-E Splicing Factor 3B Subunit 3 (cluster #1 Of 1), Eukaryotic Eukaryotes 611 0.40 Binding ≤ 10μM
TF-1-E Coagulation Factor III (cluster #1 Of 1), Eukaryotic Eukaryotes 50 0.46 Binding ≤ 10μM
HDA10-1-E Histone Deacetylase 10 (cluster #1 Of 1), Eukaryotic Eukaryotes 100 0.45 Functional ≤ 10μM
HDA11-1-E Histone Deacetylase 11 (cluster #1 Of 1), Eukaryotic Eukaryotes 100 0.45 Functional ≤ 10μM
HDAC1-1-E Histone Deacetylase 1 (cluster #1 Of 2), Eukaryotic Eukaryotes 1000 0.38 Functional ≤ 10μM
HDAC2-1-E Histone Deacetylase 2 (cluster #1 Of 2), Eukaryotic Eukaryotes 100 0.45 Functional ≤ 10μM
HDAC3-1-E Histone Deacetylase 3 (cluster #1 Of 2), Eukaryotic Eukaryotes 100 0.45 Functional ≤ 10μM
HDAC4-1-E Histone Deacetylase 4 (cluster #1 Of 2), Eukaryotic Eukaryotes 4000 0.34 Functional ≤ 10μM
HDAC5-1-E Histone Deacetylase 5 (cluster #1 Of 2), Eukaryotic Eukaryotes 100 0.45 Functional ≤ 10μM
HDAC6-1-E Histone Deacetylase 6 (cluster #1 Of 1), Eukaryotic Eukaryotes 100 0.45 Functional ≤ 10μM
HDAC7-1-E Histone Deacetylase 7 (cluster #1 Of 2), Eukaryotic Eukaryotes 100 0.45 Functional ≤ 10μM
HDAC8-1-E Histone Deacetylase 8 (cluster #1 Of 2), Eukaryotic Eukaryotes 100 0.45 Functional ≤ 10μM
HDAC9-1-E Histone Deacetylase 9 (cluster #1 Of 2), Eukaryotic Eukaryotes 100 0.45 Functional ≤ 10μM
Z103359-1-O NCI-H661 (cluster #1 Of 1), Other Other 100 0.45 Functional ≤ 10μM
Z50425-3-O Plasmodium Falciparum (cluster #3 Of 22), Other Other 10 0.51 Functional ≤ 10μM
Z80123-1-O DO4 (Melanoma Cells) (cluster #1 Of 1), Other Other 90 0.45 Functional ≤ 10μM
Z80125-1-O DU-145 (Prostate Carcinoma) (cluster #1 Of 9), Other Other 60 0.46 Functional ≤ 10μM
Z80224-1-O MCF7 (Breast Carcinoma Cells) (cluster #1 Of 14), Other Other 20 0.49 Functional ≤ 10μM
Z80269-1-O MKN-45 (Gastric Adenocarcinoma Cells) (cluster #1 Of 3), Other Other 100 0.45 Functional ≤ 10μM
Z80277-1-O MM96L (Melanoma Cells) (cluster #1 Of 1), Other Other 30 0.48 Functional ≤ 10μM
Z80475-2-O SK-BR-3 (Breast Adenocarcinoma) (cluster #2 Of 3), Other Other 20 0.49 Functional ≤ 10μM
Z80485-1-O SK-MEL-28 (Melanoma Cells) (cluster #1 Of 6), Other Other 280 0.42 Functional ≤ 10μM
Z80513-1-O SQ20B (cluster #1 Of 1), Other Other 200 0.43 Functional ≤ 10μM
Z80525-1-O SW48 (cluster #1 Of 2), Other Other 5000 0.34 Functional ≤ 10μM
Z80532-3-O T-24 (Bladder Carcinoma Cells) (cluster #3 Of 6), Other Other 4000 0.34 Functional ≤ 10μM
Z80682-1-O A549 (Lung Carcinoma Cells) (cluster #1 Of 11), Other Other 80 0.45 Functional ≤ 10μM
Z80725-1-O C180-13S (Ovarian Carcinoma Cells) (cluster #1 Of 1), Other Other 60 0.46 Functional ≤ 10μM
Z80857-2-O Friend Leukemia Cell Line (cluster #2 Of 2), Other Other 40 0.47 Functional ≤ 10μM
Z80877-2-O NCI-H1299 (Non-small Cell Lung Carcinoma) (cluster #2 Of 2), Other Other 100 0.45 Functional ≤ 10μM
Z80928-3-O HCT-116 (Colon Carcinoma Cells) (cluster #3 Of 9), Other Other 900 0.38 Functional ≤ 10μM
Z80957-1-O HMEC (Microvascular Endothelial Cells) (cluster #1 Of 2), Other Other 1600 0.37 Functional ≤ 10μM
Z81070-1-O JAM Cell Line (cluster #1 Of 1), Other Other 80 0.45 Functional ≤ 10μM
Z81199-1-O NCI-H446 (Small Cell Lung Carcinoma Cells) (cluster #1 Of 2), Other Other 80 0.45 Functional ≤ 10μM
Z81252-3-O MDA-MB-231 (Breast Adenocarcinoma Cells) (cluster #3 Of 11), Other Other 90 0.45 Functional ≤ 10μM
Z80332-1-O NFF (Fibroblast Cells) (cluster #1 Of 1), Other Other 200 0.43 ADME/T ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
TF_HUMAN P13726 Coagulation Factor III, Human 20 0.49 Binding ≤ 1μM
Q9XYC7_PLAFA Q9XYC7 Histone Deacetylase, Plafa 0.6 0.59 Binding ≤ 1μM
HDAC1_MOUSE O09106 Histone Deacetylase 1, Mouse 1.44 0.56 Binding ≤ 1μM
HDAC1_RAT Q4QQW4 Histone Deacetylase 1, Rat 12 0.50 Binding ≤ 1μM
HDAC1_HUMAN Q13547 Histone Deacetylase 1, Human 0.15 0.63 Binding ≤ 1μM
HDA10_HUMAN Q969S8 Histone Deacetylase 10, Human 12 0.50 Binding ≤ 1μM
HDA11_HUMAN Q96DB2 Histone Deacetylase 11, Human 12 0.50 Binding ≤ 1μM
HDA11_MOUSE Q91WA3 Histone Deacetylase 11, Mouse 1.44 0.56 Binding ≤ 1μM
B1WBY8_RAT B1WBY8 Histone Deacetylase 2, Rat 12 0.50 Binding ≤ 1μM
HDAC2_HUMAN Q92769 Histone Deacetylase 2, Human 0.4 0.60 Binding ≤ 1μM
HDAC2_MOUSE P70288 Histone Deacetylase 2, Mouse 1.44 0.56 Binding ≤ 1μM
HDAC3_RAT Q6P6W3 Histone Deacetylase 3, Rat 12 0.50 Binding ≤ 1μM
HDAC3_MOUSE O88895 Histone Deacetylase 3, Mouse 1.44 0.56 Binding ≤ 1μM
HDAC3_HUMAN O15379 Histone Deacetylase 3, Human 0.26 0.61 Binding ≤ 1μM
HDAC4_HUMAN P56524 Histone Deacetylase 4, Human 0.8 0.58 Binding ≤ 1μM
HDAC4_RAT Q99P99 Histone Deacetylase 4, Rat 12 0.50 Binding ≤ 1μM
HDAC5_MOUSE Q9Z2V6 Histone Deacetylase 5, Mouse 1.44 0.56 Binding ≤ 1μM
Q5RJZ2_RAT Q5RJZ2 Histone Deacetylase 5, Rat 12 0.50 Binding ≤ 1μM
HDAC5_HUMAN Q9UQL6 Histone Deacetylase 5, Human 0.8 0.58 Binding ≤ 1μM
HDAC6_MOUSE Q9Z2V5 Histone Deacetylase 6, Mouse 1.44 0.56 Binding ≤ 1μM
HDAC6_HUMAN Q9UBN7 Histone Deacetylase 6, Human 0.13 0.63 Binding ≤ 1μM
Q99P97_RAT Q99P97 Histone Deacetylase 6, Rat 12 0.50 Binding ≤ 1μM
HDAC7_RAT Q99P96 Histone Deacetylase 7, Rat 12 0.50 Binding ≤ 1μM
HDAC7_HUMAN Q8WUI4 Histone Deacetylase 7, Human 0.8 0.58 Binding ≤ 1μM
HDAC7_MOUSE Q8C2B3 Histone Deacetylase 7, Mouse 1.44 0.56 Binding ≤ 1μM
HDAC8_HUMAN Q9BY41 Histone Deacetylase 8, Human 0.4 0.60 Binding ≤ 1μM
HDAC8_MOUSE Q8VH37 Histone Deacetylase 8, Mouse 1.44 0.56 Binding ≤ 1μM
HDAC9_MOUSE Q99N13 Histone Deacetylase 9, Mouse 1.44 0.56 Binding ≤ 1μM
HDAC9_HUMAN Q9UKV0 Histone Deacetylase 9, Human 0.8 0.58 Binding ≤ 1μM
Q9ZTP8_MAIZE Q9ZTP8 Histone Deacetylase HD1B, Maize 0.4 0.60 Binding ≤ 1μM
Q94F81_MAIZE Q94F81 Histone Deacetylase HD2, Maize 3 0.54 Binding ≤ 1μM
HDAH_ALCSD Q70I53 Histone Deacetylase-like Amidohydrolase, Alcsd 700 0.39 Binding ≤ 1μM
NCOR2_HUMAN Q9Y618 Nuclear Receptor Corepressor 2, Human 0.26 0.61 Binding ≤ 1μM
SF3B3_HUMAN Q15393 Splicing Factor 3B Subunit 3, Human 577.6 0.40 Binding ≤ 1μM
TF_HUMAN P13726 Coagulation Factor III, Human 20 0.49 Binding ≤ 10μM
Q9XYC7_PLAFA Q9XYC7 Histone Deacetylase, Plafa 0.6 0.59 Binding ≤ 10μM
HDAC1_MOUSE O09106 Histone Deacetylase 1, Mouse 1.44 0.56 Binding ≤ 10μM
HDAC1_RAT Q4QQW4 Histone Deacetylase 1, Rat 12 0.50 Binding ≤ 10μM
HDAC1_HUMAN Q13547 Histone Deacetylase 1, Human 0.15 0.63 Binding ≤ 10μM
HDA10_HUMAN Q969S8 Histone Deacetylase 10, Human 12 0.50 Binding ≤ 10μM
HDA11_HUMAN Q96DB2 Histone Deacetylase 11, Human 12 0.50 Binding ≤ 10μM
HDA11_MOUSE Q91WA3 Histone Deacetylase 11, Mouse 1.44 0.56 Binding ≤ 10μM
B1WBY8_RAT B1WBY8 Histone Deacetylase 2, Rat 12 0.50 Binding ≤ 10μM
HDAC2_HUMAN Q92769 Histone Deacetylase 2, Human 0.4 0.60 Binding ≤ 10μM
HDAC2_MOUSE P70288 Histone Deacetylase 2, Mouse 1.44 0.56 Binding ≤ 10μM
HDAC3_MOUSE O88895 Histone Deacetylase 3, Mouse 1.44 0.56 Binding ≤ 10μM
HDAC3_HUMAN O15379 Histone Deacetylase 3, Human 0.26 0.61 Binding ≤ 10μM
HDAC3_RAT Q6P6W3 Histone Deacetylase 3, Rat 12 0.50 Binding ≤ 10μM
HDAC4_RAT Q99P99 Histone Deacetylase 4, Rat 12 0.50 Binding ≤ 10μM
HDAC4_HUMAN P56524 Histone Deacetylase 4, Human 0.8 0.58 Binding ≤ 10μM
HDAC5_MOUSE Q9Z2V6 Histone Deacetylase 5, Mouse 1.44 0.56 Binding ≤ 10μM
Q5RJZ2_RAT Q5RJZ2 Histone Deacetylase 5, Rat 12 0.50 Binding ≤ 10μM
HDAC5_HUMAN Q9UQL6 Histone Deacetylase 5, Human 0.8 0.58 Binding ≤ 10μM
Q99P97_RAT Q99P97 Histone Deacetylase 6, Rat 12 0.50 Binding ≤ 10μM
HDAC6_MOUSE Q9Z2V5 Histone Deacetylase 6, Mouse 1.44 0.56 Binding ≤ 10μM
HDAC6_HUMAN Q9UBN7 Histone Deacetylase 6, Human 0.13 0.63 Binding ≤ 10μM
HDAC7_MOUSE Q8C2B3 Histone Deacetylase 7, Mouse 1.44 0.56 Binding ≤ 10μM
HDAC7_RAT Q99P96 Histone Deacetylase 7, Rat 12 0.50 Binding ≤ 10μM
HDAC7_HUMAN Q8WUI4 Histone Deacetylase 7, Human 0.8 0.58 Binding ≤ 10μM
HDAC8_MOUSE Q8VH37 Histone Deacetylase 8, Mouse 1.44 0.56 Binding ≤ 10μM
HDAC8_HUMAN Q9BY41 Histone Deacetylase 8, Human 0.4 0.60 Binding ≤ 10μM
HDAC9_MOUSE Q99N13 Histone Deacetylase 9, Mouse 1.44 0.56 Binding ≤ 10μM
HDAC9_HUMAN Q9UKV0 Histone Deacetylase 9, Human 0.8 0.58 Binding ≤ 10μM
Q9ZTP8_MAIZE Q9ZTP8 Histone Deacetylase HD1B, Maize 0.4 0.60 Binding ≤ 10μM
Q94F81_MAIZE Q94F81 Histone Deacetylase HD2, Maize 3 0.54 Binding ≤ 10μM
HDAH_ALCSD Q70I53 Histone Deacetylase-like Amidohydrolase, Alcsd 1200 0.38 Binding ≤ 10μM
NCOR2_HUMAN Q9Y618 Nuclear Receptor Corepressor 2, Human 0.26 0.61 Binding ≤ 10μM
SF3B3_HUMAN Q15393 Splicing Factor 3B Subunit 3, Human 577.6 0.40 Binding ≤ 10μM
Z80682 Z80682 A549 (Lung Carcinoma Cells) 160 0.43 Functional ≤ 10μM
Z80725 Z80725 C180-13S (Ovarian Carcinoma Cells) 60 0.46 Functional ≤ 10μM
Z80123 Z80123 DO4 (Melanoma Cells) 90 0.45 Functional ≤ 10μM
Z80125 Z80125 DU-145 (Prostate Carcinoma) 200 0.43 Functional ≤ 10μM
Z80857 Z80857 Friend Leukemia Cell Line 40 0.47 Functional ≤ 10μM
Z80928 Z80928 HCT-116 (Colon Carcinoma Cells) 1.3 0.57 Functional ≤ 10μM
HDAC1_HUMAN Q13547 Histone Deacetylase 1, Human 100 0.45 Functional ≤ 10μM
HDA10_HUMAN Q969S8 Histone Deacetylase 10, Human 100 0.45 Functional ≤ 10μM
HDA11_HUMAN Q96DB2 Histone Deacetylase 11, Human 100 0.45 Functional ≤ 10μM
HDAC2_HUMAN Q92769 Histone Deacetylase 2, Human 100 0.45 Functional ≤ 10μM
HDAC3_HUMAN O15379 Histone Deacetylase 3, Human 100 0.45 Functional ≤ 10μM
HDAC4_HUMAN P56524 Histone Deacetylase 4, Human 100 0.45 Functional ≤ 10μM
HDAC5_HUMAN Q9UQL6 Histone Deacetylase 5, Human 100 0.45 Functional ≤ 10μM
HDAC6_HUMAN Q9UBN7 Histone Deacetylase 6, Human 100 0.45 Functional ≤ 10μM
HDAC7_HUMAN Q8WUI4 Histone Deacetylase 7, Human 100 0.45 Functional ≤ 10μM
HDAC8_HUMAN Q9BY41 Histone Deacetylase 8, Human 100 0.45 Functional ≤ 10μM
HDAC9_HUMAN Q9UKV0 Histone Deacetylase 9, Human 100 0.45 Functional ≤ 10μM
Z80957 Z80957 HMEC (Microvascular Endothelial Cells) 1600 0.37 Functional ≤ 10μM
Z81070 Z81070 JAM Cell Line 80 0.45 Functional ≤ 10μM
Z80224 Z80224 MCF7 (Breast Carcinoma Cells) 100 0.45 Functional ≤ 10μM
Z81252 Z81252 MDA-MB-231 (Breast Adenocarcinoma Cells) 3500 0.35 Functional ≤ 10μM
Z80269 Z80269 MKN-45 (Gastric Adenocarcinoma Cells) 100 0.45 Functional ≤ 10μM
Z80277 Z80277 MM96L (Melanoma Cells) 30 0.48 Functional ≤ 10μM
Z80877 Z80877 NCI-H1299 (Non-small Cell Lung Carcinoma) 100 0.45 Functional ≤ 10μM
Z81199 Z81199 NCI-H446 (Small Cell Lung Carcinoma Cells) 1500 0.37 Functional ≤ 10μM
Z103359 Z103359 NCI-H661 100 0.45 Functional ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 10 0.51 Functional ≤ 10μM
Z80475 Z80475 SK-BR-3 (Breast Adenocarcinoma) 20 0.49 Functional ≤ 10μM
Z80485 Z80485 SK-MEL-28 (Melanoma Cells) 280 0.42 Functional ≤ 10μM
Z80513 Z80513 SQ20B 200 0.43 Functional ≤ 10μM
Z80525 Z80525 SW48 100 0.45 Functional ≤ 10μM
Z80532 Z80532 T-24 (Bladder Carcinoma Cells) 150 0.43 Functional ≤ 10μM
Z80332 Z80332 NFF (Fibroblast Cells) 200 0.43 ADME/T ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
BMAL1:CLOCK,NPAS2 activates circadian gene expression
Circadian Clock
Constitutive Signaling by NOTCH1 HD+PEST Domain Mutants
Constitutive Signaling by NOTCH1 PEST Domain Mutants
deactivation of the beta-catenin transactivating complex
Downregulation of SMAD2/3:SMAD4 transcriptional activity
Extrinsic Pathway
Factors involved in megakaryocyte development and platelet production
formation of the beta-catenin:TCF transactivating complex
G0 and Early G1
HDACs deacetylate histones
HSF1 activation
mRNA Splicing - Major Pathway
mRNA Splicing - Minor Pathway
NoRC negatively regulates rRNA expression
NOTCH1 Intracellular Domain Regulates Transcription
p75NTR negatively regulates cell cycle via SC1
PPARA activates gene expression
Regulation of lipid metabolism by Peroxisome proliferator-activated receptor alp
repression of WNT target genes
Resolution of Sister Chromatid Cohesion
REV-ERBA represses gene expression
RNA Polymerase I Transcription Initiation
RORA activates circadian gene expression
Separation of Sister Chromatids
SMAD2/SMAD3:SMAD4 heterotrimer regulates transcription
Transcriptional activation of mitochondrial biogenesis
Transcriptional Regulation of Adipocyte Differentiation in 3T3-L1 Pre-adipocytes
Transcriptional regulation of white adipocyte differentiation

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