ML-792 0.2μM R08 exp505

Inhibits SUMO-activating enzyme (SAE)

PubChem Name: [(1R,2S,4R)-4-[[5-[1-[(3-Bromophenyl)methyl]pyrazole-3-carbonyl]pyrimidin-4-yl]amino]-2-hydroxycyclopentyl]methyl sulfamate
Synonyms: N/A
CAS #: 1644342-14-2
PubChem CID: 86566743
IUPAC: [(1R,2S,4R)-4-[[5-[1-[(3-bromophenyl)methyl]pyrazole-3-carbonyl]pyrimidin-4-yl]amino]-2-hydroxycyclopentyl]methyl sulfamate
INCHI Name: InChI=1S/C21H23BrN6O5S/c22-15-3-1-2-13(6-15)10-28-5-4-18(27-28)20(30)17-9-24-12-25-21(17)26-16-7-14(19(29)8-16)11-33-34(23,31)32/h1-6,9,12,14,16,19,29H,7-8,10-11H2,(H2,23,31,32)(H,24,25,26)/t14-,16-,19+/m1/s1
INCHI Key: PZCKLTWSXFDLLP-OGWOLHLISA-N
Molecular Weight: 551.4
Canonical SMILES: C1C(CC(C1COS(=O)(=O)N)O)NC2=NC=NC=C2C(=O)C3=NN(C=C3)CC4=CC(=CC=C4)Br
Isomeric SMILES: C1[C@H](C[C@@H]([C@H]1COS(=O)(=O)N)O)NC2=NC=NC=C2C(=O)C3=NN(C=C3)CC4=CC(=CC=C4)Br
Molecular Formula: C21H23BrN6O5S

HRMS (ESI-TOF) m/z: (M+H)+ Calcd for C21H23BrN6O5S 551.07068; found 551.07542

Sensitive/Resistant hits (FDR<0.05)	CRANKS	Score Plot	Top 30 Genes	Screen Similarity	Top 30 Sensitive GO terms	Top 30 Resistant GO terms
9/77	Scores	View	View	View	View	View

Screen	Correlation	Plot
THZ531 0.225μM R08 exp444	0.102	View
MLN-4924 0.2μM R00 exp21	0.096	View
THZ531 0.11 to 0.125 to 0.35μM on day4 then day6 R07 exp412	0.094	View
THZ531 0.11 to 0.175μM on day4 R07 exp413	0.076	View
Staurosporine 0.02μM R08 exp524	0.071	View
Olaparib 4μM R08 exp512	0.061	View
MS023 2μM R03 exp134	0.057	View
Sulforaphane 9μM R08 exp526 no dilution day6	0.056	View
Nifuroxazide 5μM R03 exp102	0.056	View
MS023 7μM R03 exp135	0.056	View
Rucaparib 6.5μM R08 exp520	0.052	View
Ethanol 0.01 R05 exp234	0.095	View
AICAR 240μM R05 exp211	0.07	View
AICAR 240μM R03 exp116	0.068	View
GSK626616 14μM R08 exp485	0.066	View
Lead acetate 2000μM R08 exp497	0.062	View
CB-5083 0.4μM R08 exp468	0.06	View
Bortezomib 0.005μM R00 exp6	0.06	View
Aphidicolin 0.4μM R08 exp440	0.056	View
Latrunculin-B 10μM R07 exp374	0.056	View
2-Deoxy-D-glucose 800μM R05 exp214	0.054	View
LY2090314 0.003μM R08 exp500 no dilution day6	0.052	View

GO Term	Fold Change	Genes
RecQ family helicase-topoisomerase III complex	380.90	RMI2,RMI1
resolution of recombination intermediates	228.54	RMI2,RMI1
positive regulation of chromosome segregation	65.92	SMC5,SMC2,NCAPG2
chromosome condensation	57.13	SMC5,SMC2,NCAPG2,CDCA5
ubiquitin conjugating enzyme activity	53.56	UBE2K,UBE2D3,UBE2D2
double-strand break repair	17.06	RMI2,SMC5,RMI1,CDCA5,RNF138,ERCC6
protein polyubiquitination	14.00	UBE2K,XIAP,UBE2D3,BCL2,UBE2D2
ubiquitin protein ligase activity	11.76	UBE2K,XIAP,UBE2D3,UBE2D2,KCMF1,RNF138,TRAIP
ubiquitin-like protein ligase activity	11.17	UBE2K,XIAP,UBE2D3,UBE2D2,KCMF1,RNF138,TRAIP
DNA repair	9.75	UBE2D3,RMI2,SMC5,RMI1,CDCA5,RNF138,ERCC6,TRAIP
ubiquitin-protein transferase activity	9.19	UBE2K,XIAP,UBE2D3,UBE2D2,KCMF1,RNF138,TRAIP
ubiquitin-like protein transferase activity	8.62	UBE2K,XIAP,UBE2D3,UBE2D2,KCMF1,RNF138,TRAIP
aminoacyltransferase activity	8.33	UBE2K,XIAP,UBE2D3,UBE2D2,KCMF1,RNF138,TRAIP
DNA damage response	8.02	XIAP,UBE2D3,BCL2,RMI2,SMC5,RMI1,CDCA5,RNF138,ERCC6,TRAIP
protein modification by small protein conjugation	7.64	NFATC2IP,UBE2K,XIAP,UBE2D3,BCL2,SMC5,UBE2D2,RNF138,TRAIP
protein modification by small protein conjugation or removal	6.72	NFATC2IP,UBE2K,XIAP,UBE2D3,BCL2,SMC5,UBE2D2,RNF138,TRAIP
regulation of cell cycle process	6.60	BCL2,RMI2,SMC5,SMC2,NCAPG2,CHMP7,CDCA5,ERCC6
DNA metabolic process	6.40	UBE2D3,RMI2,SMC5,RMI1,CDCA5,RNF138,ERCC6,TRAIP
post-translational protein modification	5.80	NFATC2IP,UBE2K,XIAP,UBE2D3,BCL2,SMC5,UBE2D2,RNF138,TRAIP