| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| September 29th, 2005 | 28 | Yes |
Popular Name: Entinostat Entinostat
Find On: PubMed — Wikipedia — Google
CAS Numbers: 209783-80-2 , [209783-80-2]
209783-80-2; D09338; Entinostat (USAN/INN)
3-Pyridinylmethyl ((4-(((2-aminophenyl)amino)carbonyl)phenyl)methyl)carbamate
Carbamic acid, ((4-(((2-aminophenyl)amino)carbonyl)phenyl)methyl)-, 3-pyridinylmethyl ester
Carbamic acid, [[4-[[(2-aminophenyl)amino]carbonyl]phenyl] methyl]-, 3-pyridinylmethyl ester
Carbamic acid, [[4-[[(2-aminophenyl)carbaonyl]phenyl]methyl]-, 3-pyridinylmethyl ester
Entinostat, SNDX-275, MS-27-275, MS-275
Histone Deacetylase Inhibitor I
N-(2-aminophenyl)-4-(N-(pyridin-3-ylmethoxycarbonyl)aminomethyl)benzamide
N-(2-Aminophenyl)-4-[N-(pyridin-3-yl-methoxycarbonyl)aminomethyl]benzamide
pyridin-3-ylmethyl 4-(2-aminophenylcarbamoyl)benzylcarbamate
pyridin-3-ylmethyl N-[[4-[(2-aminophenyl)carbamoyl]phenyl]methyl]carbamate
pyridin-3-ylmethyl {4-[(2-aminophenyl)carbamoyl]benzyl}carbamate
pyridin-3-ylmethyl{4-[(2-aminophenyl)carbamoyl]benzyl}carbamate
| 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) | 2.03 | 5.3 | -15.7 | 4 | 7 | 0 | 106 | 376.416 | 7 | ↓ |
| Lo Low (pH 4.5-6) | 2.03 | 5.76 | -45.32 | 5 | 7 | 1 | 108 | 377.424 | 7 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| Purity | >99% | Fluorochem |
| Target | HDAC | Selleck Chemicals |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| HDA10-1-E | Histone Deacetylase 10 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 4800 | 0.27 | Binding ≤ 10μM |
| HDA11-1-E | Histone Deacetylase 11 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 4800 | 0.27 | Binding ≤ 10μM |
| HDAC1-1-E | Histone Deacetylase 1 (cluster #1 Of 4), Eukaryotic | Eukaryotes | 600 | 0.31 | Binding ≤ 10μM |
| HDAC2-2-E | Histone Deacetylase 2 (cluster #2 Of 4), Eukaryotic | Eukaryotes | 65 | 0.36 | Binding ≤ 10μM |
| HDAC3-1-E | Histone Deacetylase 3 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 740 | 0.31 | Binding ≤ 10μM |
| HDAC4-1-E | Histone Deacetylase 4 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 510 | 0.31 | Binding ≤ 10μM |
| HDAC5-1-E | Histone Deacetylase 5 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 4800 | 0.27 | Binding ≤ 10μM |
| HDAC6-1-E | Histone Deacetylase 6 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 4800 | 0.27 | Binding ≤ 10μM |
| HDAC7-1-E | Histone Deacetylase 7 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 4800 | 0.27 | Binding ≤ 10μM |
| HDAC8-1-E | Histone Deacetylase 8 (cluster #1 Of 4), Eukaryotic | Eukaryotes | 4800 | 0.27 | Binding ≤ 10μM |
| HDAC9-1-E | Histone Deacetylase 9 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 4800 | 0.27 | Binding ≤ 10μM |
| Q9XYC7-1-E | Histone Deacetylase (cluster #1 Of 1), Eukaryotic | Eukaryotes | 940 | 0.30 | Binding ≤ 10μM |
| TF-1-E | Coagulation Factor III (cluster #1 Of 1), Eukaryotic | Eukaryotes | 6000 | 0.26 | Binding ≤ 10μM |
| HDA10-1-E | Histone Deacetylase 10 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1000 | 0.30 | Functional ≤ 10μM |
| HDA11-1-E | Histone Deacetylase 11 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC1-1-E | Histone Deacetylase 1 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC2-1-E | Histone Deacetylase 2 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC3-1-E | Histone Deacetylase 3 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC4-1-E | Histone Deacetylase 4 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC5-1-E | Histone Deacetylase 5 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC6-1-E | Histone Deacetylase 6 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC7-1-E | Histone Deacetylase 7 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC8-1-E | Histone Deacetylase 8 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC9-1-E | Histone Deacetylase 9 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 1000 | 0.30 | Functional ≤ 10μM |
| CP3A4-2-E | Cytochrome P450 3A4 (cluster #2 Of 4), Eukaryotic | Eukaryotes | 730 | 0.31 | ADME/T ≤ 10μM |
| Z80125-1-O | DU-145 (Prostate Carcinoma) (cluster #1 Of 9), Other | Other | 2000 | 0.28 | Functional ≤ 10μM |
| Z80224-1-O | MCF7 (Breast Carcinoma Cells) (cluster #1 Of 14), Other | Other | 5000 | 0.27 | Functional ≤ 10μM |
| Z80269-1-O | MKN-45 (Gastric Adenocarcinoma Cells) (cluster #1 Of 3), Other | Other | 4160 | 0.27 | Functional ≤ 10μM |
| Z80475-2-O | SK-BR-3 (Breast Adenocarcinoma) (cluster #2 Of 3), Other | Other | 870 | 0.30 | Functional ≤ 10μM |
| Z80525-1-O | SW48 (cluster #1 Of 2), Other | Other | 5000 | 0.27 | Functional ≤ 10μM |
| Z80532-3-O | T-24 (Bladder Carcinoma Cells) (cluster #3 Of 6), Other | Other | 2500 | 0.28 | Functional ≤ 10μM |
| Z80682-2-O | A549 (Lung Carcinoma Cells) (cluster #2 Of 11), Other | Other | 8000 | 0.25 | Functional ≤ 10μM |
| Z80928-3-O | HCT-116 (Colon Carcinoma Cells) (cluster #3 Of 9), Other | Other | 800 | 0.30 | Functional ≤ 10μM |
| Z81020-4-O | HepG2 (Hepatoblastoma Cells) (cluster #4 Of 8), Other | Other | 1 | 0.45 | Functional ≤ 10μM |
| Z81034-3-O | A2780 (Ovarian Carcinoma Cells) (cluster #3 Of 10), Other | Other | 3000 | 0.28 | Functional ≤ 10μM |
| Z81170-1-O | LNCaP (Prostate Carcinoma) (cluster #1 Of 5), Other | Other | 360 | 0.32 | Functional ≤ 10μM |
| Z81199-1-O | NCI-H446 (Small Cell Lung Carcinoma Cells) (cluster #1 Of 2), Other | Other | 1000 | 0.30 | Functional ≤ 10μM |
| Z81247-1-O | HeLa (Cervical Adenocarcinoma Cells) (cluster #1 Of 9), Other | Other | 1800 | 0.29 | Functional ≤ 10μM |
| Z81252-7-O | MDA-MB-231 (Breast Adenocarcinoma Cells) (cluster #7 Of 11), Other | Other | 3000 | 0.28 | Functional ≤ 10μM |
| Z81331-1-O | SW-620 (Colon Adenocarcinoma Cells) (cluster #1 Of 6), Other | Other | 3200 | 0.27 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| Q9XYC7_PLAFA | Q9XYC7 | Histone Deacetylase, Plafa | 940 | 0.30 | Binding ≤ 1μM |
| HDAC1_HUMAN | Q13547 | Histone Deacetylase 1, Human | 1000 | 0.30 | Binding ≤ 1μM |
| HDAC2_HUMAN | Q92769 | Histone Deacetylase 2, Human | 1000 | 0.30 | Binding ≤ 1μM |
| HDAC3_HUMAN | O15379 | Histone Deacetylase 3, Human | 1000 | 0.30 | Binding ≤ 1μM |
| HDAC4_HUMAN | P56524 | Histone Deacetylase 4, Human | 510 | 0.31 | Binding ≤ 1μM |
| TF_HUMAN | P13726 | Coagulation Factor III, Human | 10000 | 0.25 | Binding ≤ 10μM |
| Q9XYC7_PLAFA | Q9XYC7 | Histone Deacetylase, Plafa | 940 | 0.30 | Binding ≤ 10μM |
| HDAC1_HUMAN | Q13547 | Histone Deacetylase 1, Human | 1000 | 0.30 | Binding ≤ 10μM |
| HDA10_HUMAN | Q969S8 | Histone Deacetylase 10, Human | 2000 | 0.28 | Binding ≤ 10μM |
| HDA11_HUMAN | Q96DB2 | Histone Deacetylase 11, Human | 2000 | 0.28 | Binding ≤ 10μM |
| HDAC2_HUMAN | Q92769 | Histone Deacetylase 2, Human | 1000 | 0.30 | Binding ≤ 10μM |
| HDAC3_HUMAN | O15379 | Histone Deacetylase 3, Human | 1000 | 0.30 | Binding ≤ 10μM |
| HDAC4_HUMAN | P56524 | Histone Deacetylase 4, Human | 2000 | 0.28 | Binding ≤ 10μM |
| HDAC5_HUMAN | Q9UQL6 | Histone Deacetylase 5, Human | 1400 | 0.29 | Binding ≤ 10μM |
| HDAC6_HUMAN | Q9UBN7 | Histone Deacetylase 6, Human | 2000 | 0.28 | Binding ≤ 10μM |
| HDAC7_HUMAN | Q8WUI4 | Histone Deacetylase 7, Human | 2000 | 0.28 | Binding ≤ 10μM |
| HDAC8_HUMAN | Q9BY41 | Histone Deacetylase 8, Human | 2000 | 0.28 | Binding ≤ 10μM |
| HDAC9_HUMAN | Q9UKV0 | Histone Deacetylase 9, Human | 2000 | 0.28 | Binding ≤ 10μM |
| Z81034 | Z81034 | A2780 (Ovarian Carcinoma Cells) | 3000 | 0.28 | Functional ≤ 10μM |
| Z80682 | Z80682 | A549 (Lung Carcinoma Cells) | 1200 | 0.30 | Functional ≤ 10μM |
| Z80125 | Z80125 | DU-145 (Prostate Carcinoma) | 1000 | 0.30 | Functional ≤ 10μM |
| Z80928 | Z80928 | HCT-116 (Colon Carcinoma Cells) | 500 | 0.32 | Functional ≤ 10μM |
| Z81247 | Z81247 | HeLa (Cervical Adenocarcinoma Cells) | 1800 | 0.29 | Functional ≤ 10μM |
| Z81020 | Z81020 | HepG2 (Hepatoblastoma Cells) | 0.9 | 0.45 | Functional ≤ 10μM |
| HDAC1_HUMAN | Q13547 | Histone Deacetylase 1, Human | 1000 | 0.30 | Functional ≤ 10μM |
| HDA10_HUMAN | Q969S8 | Histone Deacetylase 10, Human | 1000 | 0.30 | Functional ≤ 10μM |
| HDA11_HUMAN | Q96DB2 | Histone Deacetylase 11, Human | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC2_HUMAN | Q92769 | Histone Deacetylase 2, Human | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC3_HUMAN | O15379 | Histone Deacetylase 3, Human | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC4_HUMAN | P56524 | Histone Deacetylase 4, Human | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC5_HUMAN | Q9UQL6 | Histone Deacetylase 5, Human | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC6_HUMAN | Q9UBN7 | Histone Deacetylase 6, Human | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC7_HUMAN | Q8WUI4 | Histone Deacetylase 7, Human | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC8_HUMAN | Q9BY41 | Histone Deacetylase 8, Human | 1000 | 0.30 | Functional ≤ 10μM |
| HDAC9_HUMAN | Q9UKV0 | Histone Deacetylase 9, Human | 1000 | 0.30 | Functional ≤ 10μM |
| Z81170 | Z81170 | LNCaP (Prostate Carcinoma) | 360 | 0.32 | Functional ≤ 10μM |
| Z80224 | Z80224 | MCF7 (Breast Carcinoma Cells) | 4300 | 0.27 | Functional ≤ 10μM |
| Z81252 | Z81252 | MDA-MB-231 (Breast Adenocarcinoma Cells) | 3000 | 0.28 | Functional ≤ 10μM |
| Z80269 | Z80269 | MKN-45 (Gastric Adenocarcinoma Cells) | 4160 | 0.27 | Functional ≤ 10μM |
| Z81199 | Z81199 | NCI-H446 (Small Cell Lung Carcinoma Cells) | 1000 | 0.30 | Functional ≤ 10μM |
| Z80475 | Z80475 | SK-BR-3 (Breast Adenocarcinoma) | 870 | 0.30 | Functional ≤ 10μM |
| Z81331 | Z81331 | SW-620 (Colon Adenocarcinoma Cells) | 3200 | 0.27 | Functional ≤ 10μM |
| Z80525 | Z80525 | SW48 | 5000 | 0.27 | Functional ≤ 10μM |
| Z80532 | Z80532 | T-24 (Bladder Carcinoma Cells) | 2500 | 0.28 | Functional ≤ 10μM |
| CP3A4_HUMAN | P08684 | Cytochrome P450 3A4, Human | 730 | 0.31 | ADME/T ≤ 10μM |
| Description | Species |
|---|---|
| Aflatoxin activation and detoxification | |
| 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 | |
| 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 | |
| REV-ERBA represses gene expression | |
| RNA Polymerase I Transcription Initiation | |
| RORA activates circadian gene expression | |
| SMAD2/SMAD3:SMAD4 heterotrimer regulates transcription | |
| Transcriptional activation of mitochondrial biogenesis | |
| Transcriptional regulation of white adipocyte differentiation | |
| Xenobiotics |
No pre-computed analogs available. Try a structural similarity search.