Compound Information

General Information of the Compound

Compound ID

CP0004988

Compound Name

pyridin-3-ylmethyl N-[[4-[(2-aminophenyl)carbamoyl]phenyl]methyl]carbamate

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Synonyms

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

Entinostat (USAN/INN)

Entinostat, SNDX-275, MS-27-275, MS-275

Histone Deacetylase Inhibitor I

IN1470

MS 27-275

MS 275

MS-27-275

Ms-275

N-(2-Aminophenyl)-4-[N-(pyridin-3-yl-methoxycarbonyl)aminomethyl]benzamide

N-(2-aminophenyl)-4-(N-(pyridin-3-ylmethoxycarbonyl)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

SNDX 275

SNDX-275

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Structure

Formula

C21H20N4O3

Molecular Weight

376.416

Canonical SMILES

Nc1ccccc1NC(=O)c1ccc(CNC(=O)OCc2cccnc2)cc1

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InChI

InChI=1S/C21H20N4O3/c22-18-5-1-2-6-19(18)25-20(26)17-9-7-15(8-10-17)13-24-21(27)28-14-16-4-3-11-23-12-16/h1-12H,13-14,22H2,(H,24,27)(H,25,26)

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InChIKey

INVTYAOGFAGBOE-UHFFFAOYSA-N

CAS

209783-80-2

442532-99-2

Physicochemical Property

logP	3.3425
Rotatable Bonds	6
Heavy Atom Count	28
Polar Areas	106.34
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Complexity	28

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID

CID: 4261

SID: 14804341

ChEMBL ID

CHEMBL27759

DrugBank ID

DB11841

Map of Molecular Bioactivity Related to the Compound

Map of Molecular Bioactivity Related to the Compound Compound Cell Line Protein Bioactivity Value: <= 0.1 μM > 0.1 μM and <= 10 μM > 10 μM Imprecise Activity

Table of Molecular Bioactivities Related to the Compound

Protein ID: PT00894, Androgen receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	IC50 > 10000 nM Bioactivity Info	TI LI LO TS

Protein ID: PT00285, Histone deacetylase

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000090	Schneider 2 Cell Line Info	Drosophila melanogaster (Fruit fly)	1
1	IC50 = 940 nM Bioactivity Info	TI LI LO TS

Protein ID: PT00991, Histone deacetylase 1

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	3
1	IC50 = 118 nM Bioactivity Info	TI LI LO TS
2	IC50 = 519 nM Bioactivity Info	TI LI LO TS
3	IC50 = 686 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 120 nM Bioactivity Info	TI LI LO TS
CL000012	Sf21 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 540 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.2 nM
2	IC50 = 25 nM
3	IC50 = 44 nM
4	IC50 = 53.89 nM
5	IC50 = 99 nM
6	IC50 = 110 nM
7	IC50 = 120 nM
8	IC50 = 125 nM
9	IC50 = 140 nM
10	IC50 = 160 nM
11	IC50 = 163 nM
12	IC50 = 178.3 nM
13	IC50 = 180 nM
14	IC50 = 190 nM
15	IC50 = 230 nM
16	IC50 = 271 nM
17	IC50 = 273 nM
18	IC50 = 300 nM
19	IC50 = 310 nM
20	IC50 = 340 nM
21	IC50 = 350 nM
22	IC50 = 368 nM
23	IC50 = 390 nM
24	IC50 = 410 nM
25	IC50 = 480 nM
26	IC50 = 485 nM
27	IC50 = 500 nM
28	IC50 = 510 nM
29	IC50 = 540 nM
30	IC50 = 544 nM
31	IC50 = 600 nM
32	IC50 = 930 nM
33	IC50 = 1000 nM
34	IC50 = 1070 nM
35	IC50 = 2000 nM
36	IC50 = 3200 nM
37	IC50 < 300 nM
38	Ki = 22 nM
39	Ki = 590 nM

Protein ID: PT00835, Histone deacetylase 2

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	2
1	IC50 = 247 nM Bioactivity Info	TI LI LO TS
2	IC50 = 505 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 250 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 1.2 nM
2	IC50 = 15 nM
3	IC50 = 250 nM
4	IC50 = 340 nM
5	IC50 = 396 nM
6	IC50 = 400 nM
7	IC50 = 410 nM
8	IC50 = 480 nM
9	IC50 = 500 nM
10	IC50 = 505 nM
11	IC50 = 613 nM
12	IC50 = 650 nM
13	IC50 = 720 nM
14	IC50 = 740 nM
15	IC50 = 1000 nM
16	IC50 = 1510 nM
17	IC50 < 300 nM
18	Ki = 6 nM
19	Ki = 65 nM
20	Ki = 73 nM
21	Ki = 590 nM

Protein ID: PT00995, Histone deacetylase 3

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 400 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 2.3 nM
2	IC50 = 120 nM
3	IC50 = 310 nM
4	IC50 = 370 nM
5	IC50 = 400 nM
6	IC50 = 501 nM
7	IC50 = 590 nM
8	IC50 = 600 nM
9	IC50 = 605 nM
10	IC50 = 610 nM
11	IC50 = 624 nM
12	IC50 = 740 nM
13	IC50 = 830 nM
14	IC50 = 1000 nM
15	IC50 = 1230 nM
16	IC50 = 1700 nM
17	IC50 < 300 nM
18	Ki = 360 nM

Protein ID: PT00994, Histone deacetylase 4

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 > 1000 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 510 nM
2	IC50 = 3017 nM
3	IC50 = 10700 nM
4	IC50 = 48700 nM
5	IC50 > 10000 nM
6	IC50 > 50000 nM
7	IC50 > 100000 nM

Protein ID: PT00996, Histone deacetylase 5

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 > 1000 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 1400 nM
2	IC50 > 10000 nM
3	IC50 > 50000 nM

Protein ID: PT01213, Histone deacetylase 6

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	3
1	IC50 = 7350 nM Bioactivity Info	TI LI LO TS
2	IC50 = 9320 nM Bioactivity Info	TI LI LO TS
3	IC50 > 10000 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 34 nM
2	IC50 = 3930 nM
3	IC50 = 13000 nM
4	IC50 > 10000 nM
5	IC50 > 30000 nM
6	IC50 > 50000 nM
7	IC50 > 100000 nM

Protein ID: PT01807, Histone deacetylase 7

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 > 1000 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 > 10 nM
2	IC50 > 50000 nM
3	IC50 > 100000 nM

Protein ID: PT01499, Histone deacetylase 8

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 17840 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 181 nM
2	IC50 = 1440 nM
3	IC50 = 3200 nM
4	IC50 = 9880 nM
5	IC50 = 9884 nM
6	IC50 = 14120 nM
7	IC50 = 44900 nM
8	IC50 = 63400 nM
9	IC50 > 10000 nM
10	IC50 > 40000 nM

Protein ID: PT01946, Histone deacetylase 9

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 > 1000 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.5 nM
2	IC50 > 100000 nM

Protein ID: PT01443, Polyamine deacetylase HDAC10

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 > 1000 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 3150 nM
2	IC50 = 11100 nM
3	IC50 = 50100 nM

Clinical Information about the Compound

Drug 1 ( SNDX-275 )

Drug Name	SNDX-275
Company	Bayer Schering
Indication	Breast cancer Phase 3 Colorectal cancer Phase 2 Melanoma Phase 2 Ovarian cancer Phase 2 Non-small-cell lung cancer Phase 2
Target(s)	Histone deacetylase 1 (HDAC1) Target Info Inhibitor

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About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han