Compound Detail

CHEMBL176045

FANCHININ

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COc1ccc2cc1Oc1ccc(cc1)C[C@H]1c3cc(c(OC)cc3CCN1C)Oc1c(OC)c(OC)cc3c1[C@H](C2)N(C)CC3

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL176045
Name	FANCHININ
Phase	Preclinical
Structure Type	MOL
InChI Key	WVTKBKWTSCPRNU-KYJUHHDHSA-N

Known Names

NSC-77037

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

622.8

MW (Da)

7.16

ALogP

HBA

HBD

61.9

PSA (Å²)

0.24

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C38H42N2O6
MW	622.76
Aromatic Rings	4
Heavy Atoms	46
NP-Likeness	1.67

Activity Summary

IC50 33 meas. best 7.53

Ki 5 meas. best 7.14

EC50 2 meas. best 5.96

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
ECa-109 cell line CHEMBL614668	IC50	7.53	7.53	29.4	2
Muscarinic acetylcholine receptor CHEMBL1907609	Ki	7.14	7.14	73.0	1
Plasmodium falciparum CHEMBL364	IC50	6.59	6.565	257.0	2
SARS-CoV-2 CHEMBL4303835	IC50	6.55	5.4825	284.0	4
Small conductance calcium-activated potassium channel protein 2 CHEMBL4469	Ki	6.51	6.51	306.0	1
Small conductance calcium-activated potassium channel protein 3 CHEMBL3381	Ki	6.34	6.34	461.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	6.16	6.16	691.8	1
Voltage-gated L-type calcium channel CHEMBL2095177	Ki	6.13	6.13	741.3	1
SARS-CoV-2 CHEMBL4303835	EC50	5.96	5.96	1100.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.83	5.83	1480.0	1
Unchecked CHEMBL612545	IC50	5.7	5.272	2000.0	5
Unchecked CHEMBL612545	EC50	5.67	5.67	2150.0	1
PC-3 CHEMBL390	IC50	5.23	5.165	5860.0	2
K562 CHEMBL385	IC50	5.19	4.9933	6430.0	3
HepG2 CHEMBL395	IC50	5.17	5.17	6820.0	1
HEL CHEMBL613888	IC50	5.13	4.8733	7450.0	3
MCF7 CHEMBL387	IC50	5.06	4.885	8620.0	2
MDA-MB-231 CHEMBL400	IC50	5.05	4.8133	8940.0	3
Aorta CHEMBL613606	IC50	4.87	4.7	13489.6	2
CCRF-CEM CHEMBL382	IC50	4.8	4.8	15800.0	1
PLC-PRF-5 CHEMBL1075561	IC50	4.73	4.73	18460.0	1
L02 CHEMBL4296457	IC50	4.35	4.35	44250.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
ECa-109 cell line	IC50	=	29.37	nM	7.53	Reversal of VCR -resistance in human Eca-109 cells assessed as vincristine IC50 ...	36892076
ECa-109 cell line	IC50	=	29.4	nM	7.53	Reversal of VCR -resistance in human Eca-109 cells assessed as cell viability at...	36892076
Muscarinic acetylcholine receptor	Ki	=	73.0	nM	7.14	Displacement of [3H]QNB from rat brain muscarinic receptor	1955879
Plasmodium falciparum	IC50	=	257.0	nM	6.59	Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 i...	9917283
SARS-CoV-2	IC50	=	284.0	nM	6.55	Antiviral activity against SARS-CoV-2 infected in HEK293T cells expressing ACE2/...	37043739
Plasmodium falciparum	IC50	=	288.0	nM	6.54	Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D6 i...	9917283
Small conductance calcium-activated potassium channel protein 2	Ki	=	306.0	nM	6.51	Displacement of [125I]apamin from SK2 (unknown origin) expressed in HEK293 cells...	38352826
Small conductance calcium-activated potassium channel protein 3	Ki	=	461.0	nM	6.34	Displacement of [125I]apamin from SK3 (unknown origin) expressed in HEK293 cells...	38352826
Adrenergic receptor alpha-1	Ki	=	691.83	nM	6.16	Displacement of [3H]prazosin from alpha1 adrenergic receptor in Wistar rat cereb...	12880313
Voltage-gated L-type calcium channel	Ki	=	741.31	nM	6.13	Displacement of [3H]diltiazem from benzodiazepine binding site of L-type calcium...	12880313
SARS-CoV-2	EC50	=	1100.0	nM	5.96	Determination of antiviral efficacy in high-content imaging assay in Vero E6 cel...	-
NON-PROTEIN TARGET	IC50	=	1480.0	nM	5.83	Antivegetative activity against rat VSMC	20708932
Unchecked	IC50	=	2000.0	nM	5.7	Cytotoxicity against human KBv200 cells assessed as reduction in cell viability	31103904
Unchecked	EC50	=	2150.0	nM	5.67	Inhibition of RML prion protein infected in mouse dividing ScN2a-cl3 cells expre...	24183589
Unchecked	IC50	=	2160.0	nM	5.67	Inhibition of Ebolavirus glycoprotein/matrix protein VP40 entry in human HeLa ce...	29624387
SARS-CoV-2	IC50	=	3000.0	nM	5.52	Antiviral activity against SARS-CoV-2 (viral titer) measured by plaque assay in ...	-
PC-3	IC50	=	5860.0	nM	5.23	Antiproliferative activity against human PC3 cells after 48 hrs by MTT assay	30109000
Unchecked	IC50	=	6100.0	nM	5.21	Antiproliferative activity against human WM9 cells after 48 hrs by MTT assay	30109000
K562	IC50	=	6430.0	nM	5.19	Cytotoxicity against human K562 cells assessed as reduction in cell viability in...	31784186
HepG2	IC50	=	6820.0	nM	5.17	Antiproliferative activity against human HepG2 cells after 48 hrs by MTT assay	28057423

Literature References

PubMed	DOI	Target Context	# Activities
36892076	10.1021/acs.jmedchem.2c02061	ECa-109 cell line	13
32942071	10.1016/j.ejmech.2020.112810	Unchecked	7
37043739	10.1021/acs.jnatprod.3c00159	Unchecked	6
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
32503690	10.1016/j.bmc.2020.115553	ATP-dependent translocase ABCB1	4
29624387	10.1021/acs.jmedchem.8b00035	Unchecked	4
22766217	10.1016/j.bmc.2012.06.017	U-937	4
-	10.6019/CHEMBL4651402	SARS-CoV-2	4
32942071	10.1016/j.ejmech.2020.112810	HepaRG	3
33226219	10.1021/acs.jnatprod.0c00946	A673	3
33226219	10.1021/acs.jnatprod.0c00946	MDA-MB-453	3
33226219	10.1021/acs.jnatprod.0c00946	HCC70	3
20014752	10.1021/tx900326k	Hepatotoxicity	3
33226219	10.1021/acs.jnatprod.0c00946	HCC1937	3
33226219	10.1021/acs.jnatprod.0c00946	HCC1806	3
33226219	10.1021/acs.jnatprod.0c00946	SJRH30	3
32942071	10.1016/j.ejmech.2020.112810	HepG2	3
33226219	10.1021/acs.jnatprod.0c00946	MDA-MB-231	3
9917283	10.1021/np980144f	Plasmodium falciparum	2
-	10.6019/CHEMBL4651402	Vero C1008	2

Data from ChEMBL 36 via Core Engine