Pimelic-diphenylamide-106 5μM R00 exp28

Inhibits HDAC3 selectively, benzamide derivative

Class / Subclass 1: Gene Regulation / Epigenetic Inhibitor

Compound References

PubChem Name: Pimelic Diphenylamide 106
Synonyms: RGFA-8; TC-H 106; Histone Deacetylase Inhibitor VII; RGFA-8;TC-H 106;Histone Deacetylase Inhibitor VII
CAS #: 937039-45-7
PubChem CID: 16070100
IUPAC: N'-(2-aminophenyl)-N-(4-methylphenyl)heptanediamide
INCHI Name: InChI=1S/C20H25N3O2/c1-15-11-13-16(14-12-15)22-19(24)9-3-2-4-10-20(25)23-18-8-6-5-7-17(18)21/h5-8,11-14H,2-4,9-10,21H2,1H3,(H,22,24)(H,23,25)
INCHI Key: WTKBRPXPNAKVEQ-UHFFFAOYSA-N
Molecular Weight: 339.4
Canonical SMILES: CC1=CC=C(C=C1)NC(=O)CCCCCC(=O)NC2=CC=CC=C2N
Isomeric SMILES: N/A
Molecular Formula: C20H25N3O2

Compound Supplier

Supplier Name: Sigma-Aldrich
Catalog #: SML0313
Lot #: N/A

Compound Characterization

HRMS (ESI-TOF) m/z: (M+H)+ Calcd for C20H25N3O2 340.20195; found 340.20313

Dose Response Curve

Platform ID: PD106
Min: -5.1320; Max: 91.7728

IC	Concentration (µM)
IC10	N/A
IC20	0.7702
IC30	1.0245
IC40	1.2946
IC50	1.6046
IC60	N/A
IC70	N/A
IC80	N/A
IC90	N/A

Screen Summary

Round: 00
Dose: 5µM
Days of incubation: 8
Doublings: 0.9
Numbers of reads: 10544665

Sensitive/Resistant hits (FDR<0.05)	CRANKS	Score Plot	Top 30 Genes	Screen Similarity	Top 30 Sensitive GO terms	Top 30 Resistant GO terms
21/33	Scores	View	View	View	View	View

Gene	CRANKS Score	FDR
BRD2	-3.61	<0.01
PDS5B	-3.31	<0.01
NOL9	-3.28	0.02
TSC2	-3.26	<0.01
XAB2	-3.20	0.04
COX7A2L	-3.10	<0.01
ARID4B	-2.96	0.01
ATP6V1B2	-2.92	0.01
NOM1	-2.91	0.01
NPRL3	-2.82	0.03
ADIPOR2	-2.81	0.01
EP300	-2.76	0.13
CLN8	-2.74	0.02
MVK	-2.68	0.03
EXOSC7	-2.65	0.05
POLA1	-2.63	0.36
OSBP	-2.62	0.17
SEPHS2	-2.61	0.02
SPI1	-2.58	0.04
COPB2	-2.58	0.12
GOLGA6L1	-2.56	0.26
VPS25	-2.56	0.18
LPAR5	-2.51	0.03
HEXIM1	-2.48	0.03
MBD1	-2.45	0.03
ATP6V0B	-2.45	0.11
MRFAP1L1	-2.40	0.04
NPAS1	-2.38	0.04
UPF1	-2.38	0.24
QRICH1	-2.33	0.10
CCT7	2.43	0.02
PRC1	2.44	0.02
OPA1	2.48	0.02
HSPD1	2.48	0.02
YARS	2.54	0.08
GFPT1	2.56	0.02
CARS	2.57	0.07
TIMM23B	2.62	0.11
OTUD5	2.63	0.02
NDUFA1	2.63	0.02
BEND3	2.64	<0.01
ADIPOR1	2.82	<0.01
SERF2	2.83	0.02
RPTOR	2.83	<0.01
CSNK2B	2.84	<0.01
ATP5J	2.96	<0.01
UBE2K	2.99	<0.01
PLAA	3.38	<0.01
DIABLO	3.70	<0.01
FAF2	3.71	<0.01
HDAC2	3.80	<0.01
CASP9	3.97	<0.01
UBQLN1	4.23	<0.01
MEAF6	4.68	<0.01
VDAC2	4.91	<0.01
HCCS	5.00	<0.01
CYCS	5.02	<0.01
APAF1	5.81	<0.01
MARCH5	6.96	<0.01
BAK1	7.17	<0.01

Screen	Correlation	Plot
Rotenone 20μM R00 exp34	0.151	View
THZ1 0.06μM R08 exp531	0.124	View
Tanespimycin 14μM R08 exp527	0.108	View
RO-3307 4.7μM R02 exp80	0.107	View
Staurosporine 0.02μM R08 exp524	0.079	View
UM131593 0.2μM R03 exp106	0.07	View
SNS-032 15μM R08 exp443	0.067	View
Rotenone 2μM R00 exp33	0.06	View
UM0129480 7μM R02 exp85	0.058	View
Etoposide 1μM R00 exp19	0.199	View
5-Fluorouracil 20μM R00 exp2	0.198	View
Actinomycin-D 0.001μM R00 exp3	0.148	View
Etoposide 0.3μM R05 exp199	0.126	View
MLN-4924 2μM R00 exp22	0.126	View
Bleomycin 5μM R08 exp459	0.121	View
Mitomycin-C 0.06μM R08 exp503	0.116	View
DABN 20μM R00 exp17	0.113	View
Benzoate 20000μM R08 exp456	0.111	View
CI-1040 9.5μM R08 exp472	0.109	View
Bortezomib 0.05μM R00 exp7	0.102	View
Doxorubicin 0.02μM R08 exp478	0.092	View
MS023 7μM R03 exp135	0.081	View
Aphidicolin 0.4μM R08 exp440	0.081	View
Hippuristanol 0.12μM R08 exp489 no dilution day6	0.08	View
Hippuristanol 0.12μM R08 exp488	0.08	View
Atovaquone 15μM R08 exp451	0.078	View
PU-H71 1μM R08 exp515	0.077	View
42°C R08 exp539	0.077	View
6-Thio-2-deoxyguanosine 2μM R06 exp259	0.076	View
Dorsomorphin 5μM R07 exp357	0.071	View
Olaparib 4μM R08 exp512	0.069	View
GSK626616 14μM R08 exp485	0.068	View
JQ1 0.8μM R08 exp435	0.068	View
Dinaciclib 0.007μM R07 exp355	0.064	View
GSK461364A 0.1μM R03 exp126	0.062	View
Oligomycin-A 20μM R00 exp26	0.062	View
AICAR 240μM R05 exp211	0.061	View
GSK-J4 1.5μM R08 exp441	0.061	View
CR131-b 0.005μM R08 exp474	0.057	View
Actinomycin-D 0.01μM R00 exp4	0.057	View
Deferoxamine 11μM R07 exp350	0.054	View
BVD-523 15μM R02 exp67	0.054	View
Nocodazole 0.2μM R00 exp24	0.053	View

GO Term	Fold Change	Genes
apoptosome	552.70	APAF1,CASP9
activation of cysteine-type endopeptidase activity involved in apoptotic process by cytochrome c	442.16	APAF1,CYCS,CASP9,DIABLO
activation of cysteine-type endopeptidase activity involved in apoptotic process	34.01	APAF1,CYCS,CASP9,HSPD1
positive regulation of cysteine-type endopeptidase activity	26.74	BAK1,APAF1,CYCS,CASP9,DIABLO,HSPD1
positive regulation of endopeptidase activity	22.87	BAK1,APAF1,CYCS,CASP9,DIABLO,HSPD1
positive regulation of peptidase activity	20.86	BAK1,APAF1,CYCS,CASP9,DIABLO,HSPD1
regulation of cysteine-type endopeptidase activity involved in apoptotic process	17.71	APAF1,CYCS,CASP9,DIABLO,HSPD1
regulation of cysteine-type endopeptidase activity	17.64	BAK1,APAF1,CYCS,CASP9,DIABLO,HSPD1
intrinsic apoptotic signaling pathway	17.27	BAK1,APAF1,CYCS,CASP9,DIABLO
positive regulation of proteolysis	13.16	BAK1,APAF1,CYCS,UBQLN1,CASP9,HDAC2,DIABLO,HSPD1
regulation of endopeptidase activity	12.37	BAK1,APAF1,CYCS,CASP9,DIABLO,HSPD1
regulation of peptidase activity	11.40	BAK1,APAF1,CYCS,CASP9,DIABLO,HSPD1
apoptotic signaling pathway	10.77	BAK1,APAF1,CYCS,VDAC2,CASP9,DIABLO
regulation of proteolysis	8.43	BAK1,APAF1,CYCS,UBQLN1,CASP9,HDAC2,DIABLO,UBE2K,HSPD1
mitochondrial inner membrane	8.43	CYCS,HCCS,ATP5PF,NDUFA1,TIMM23B,HSPD1,OPA1
mitochondrial envelope	8.08	BAK1,MARCHF5,CYCS,HCCS,VDAC2,DIABLO,ATP5PF,NDUFA1,TIMM23B,HSPD1,OPA1
positive regulation of hydrolase activity	8.06	BAK1,APAF1,CYCS,CASP9,DIABLO,PLAA,HSPD1
mitochondrial membrane	7.83	BAK1,MARCHF5,CYCS,HCCS,VDAC2,ATP5PF,NDUFA1,TIMM23B,HSPD1,OPA1
organelle inner membrane	7.57	CYCS,HCCS,ATP5PF,NDUFA1,TIMM23B,HSPD1,OPA1

Pimelic-diphenylamide-106 5μM R00 exp28

Mechanism of Action

Technical Notes

Compound References

Compound Supplier

Compound Characterization

Dose Response Curve

Screen Summary

Screen Results