Pyronaridine 1μM R06 exp295

Prevents sequestration of heme into hemozoin, forms toxic complex with heme, enhances hematin-induced red blood cell lysis, also intercalates into DNA

Class / Subclass 1: Infectious Disease / Antimalarial
Class / Subclass 2: DNA Damage, Repair and Replication / Intercalating Agent

Compound References

PubChem Name: Pyronaridine Tetraphosphate
Synonyms: N/A
CAS #: 76748-86-2
PubChem CID: 156867
IUPAC: 4-[(7-chloro-2-methoxybenzo[b][1,5]naphthyridin-10-yl)amino]-2,6-bis(pyrrolidin-1-ylmethyl)phenol;phosphoric acid
INCHI Name: InChI=1S/C29H32ClN5O2.4H3O4P/c1-37-26-9-8-24-28(33-26)27(23-7-6-21(30)16-25(23)32-24)31-22-14-19(17-34-10-2-3-11-34)29(36)20(15-22)18-35-12-4-5-13-35;4*1-5(2,3)4/h6-9,14-16,36H,2-5,10-13,17-18H2,1H3,(H,31,32);4*(H3,1,2,3,4)
INCHI Key: YKUQEKXHQFYULM-UHFFFAOYSA-N
Molecular Weight: 910
Canonical SMILES: COC1=NC2=C(C3=C(C=C(C=C3)Cl)N=C2C=C1)NC4=CC(=C(C(=C4)CN5CCCC5)O)CN6CCCC6.OP(=O)(O)O.OP(=O)(O)O.OP(=O)(O)O.OP(=O)(O)O
Isomeric SMILES: N/A
Molecular Formula: C29H44ClN5O18P4

Compound Supplier

Supplier Name: Toronto Research Chemicals
Catalog #: P997640
Lot #: 2-LXM-24-1

Compound Characterization

HRMS (ESI-TOF) m/z: (M+H)+ Calcd for C29H32ClN5O2 518.23173; found 518.23369

Dose Response Curve

Platform ID: Quin-A5
Min: -1.3233; Max: 98.8324

IC	Concentration (µM)
IC10	N/A
IC20	0.0008
IC30	0.0009
IC40	0.0010
IC50	0.0012
IC60	N/A
IC70	N/A
IC80	N/A
IC90	N/A

Screen Summary

Round: 06
Dose: 1µM
Days of incubation: 8
Doublings: 6.6
Numbers of reads: 9442215

Sensitive/Resistant hits (FDR<0.05)	CRANKS	Score Plot	Top 30 Genes	Screen Similarity	Top 30 Sensitive GO terms	Top 30 Resistant GO terms
0/0	Scores	View	View	View	View	View

Gene	CRANKS Score	FDR
ZSCAN12	-3.12	0.39
PRAMEF25	-2.65	0.73
PRAMEF26	-2.65	0.73
ALG13	-2.56	0.39
TXNRD1	-2.37	0.68
BBS9	-2.31	0.39
TMSB15B	-2.23	0.77
PARK2	-2.15	0.60
ZFYVE20	-2.12	0.65
FKBP14	-2.10	0.60
ZNF550	-2.10	0.60
ATP6V1D	-2.08	0.68
ZNF507	-2.06	0.60
COG2	-2.04	0.68
IQGAP3	-2.03	0.60
KBTBD2	-2.02	0.60
DDX24	-2.01	0.62
TSC2	-2.00	0.60
VPS25	-1.99	0.84
MORC3	-1.99	0.60
TCF4	-1.98	0.60
UTP6	-1.98	0.73
NUDT9	-1.97	0.60
SIGLEC7	-1.95	0.68
KCTD5	-1.94	0.60
SFR1	-1.94	0.60
CEP57	-1.94	0.60
SMPD4	-1.92	0.68
VN1R4	-1.91	0.62
PTGR2	-1.89	0.62
CEP78	1.91	0.64
STPG1	1.91	0.67
TIMM8B	1.92	0.67
MARVELD1	1.92	0.84
YME1L1	1.93	0.64
OR2A7	1.93	0.76
CRKL	1.93	0.76
RPA1	1.93	0.80
ZC3HAV1	1.94	0.64
ABT1	1.94	0.66
KRT3	1.97	0.64
GBA3	1.99	0.64
OR5AP2	2.01	0.57
SLC25A28	2.05	0.54
FDXR	2.05	0.54
DAZAP2	2.06	0.64
KDM4D	2.09	0.66
INPP5F	2.12	0.54
PDHX	2.12	0.54
WDR43	2.15	0.78
NAGK	2.16	0.54
LOC643669	2.18	0.54
DGAT2	2.20	0.54
XPNPEP2	2.21	0.54
RPL8	2.21	0.80
TTYH1	2.21	0.54
DHX8	2.24	0.76
NDUFB7	2.26	0.58
FAM63A	2.36	0.46
PSMB4	2.80	0.46

Screen	Correlation	Plot
HMS-I2 1μM R06 exp286	0.057	View
Chloramphenicol 2μM R00 exp12	0.054	View

Pyronaridine 1μM R06 exp295

Mechanism of Action

Technical Notes

Compound References

Compound Supplier

Compound Characterization

Dose Response Curve

Screen Summary

Screen Results