Compound Detail

CHEMBL7121

(+)-CALANOLIDE B

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CCCc1cc(=O)oc2c3c(c4c(c12)OC(C)(C)C=C4)O[C@H](C)[C@@H](C)[C@H]3O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL7121
Name	(+)-CALANOLIDE B
Phase	Preclinical
Structure Type	MOL
InChI Key	NIDRYBLTWYFCFV-SEDUGSJDSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

370.4

MW (Da)

4.38

ALogP

HBA

HBD

68.9

PSA (Å²)

0.79

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

Ki 6 meas. best 6.09

EC50 2 meas. best 6.4

IC50 2 meas. best 4.82

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Human immunodeficiency virus 1 CHEMBL378	EC50	6.4	6.4	400.0	1
CEM-SS CHEMBL614548	EC50	6.4	6.4	400.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	6.09	6.09	810.0	1
Carbonic anhydrase 9 CHEMBL3594	Ki	6.08	6.08	830.0	1
Carbonic anhydrase 7 CHEMBL2326	Ki	5.05	5.05	8870.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	5.03	5.03	9310.0	1
Human immunodeficiency virus type 1 reverse transcriptase CHEMBL247	IC50	4.82	4.82	15000.0	1
CEM-SS CHEMBL614548	IC50	4.82	4.82	15000.0	1
Carbonic anhydrase 13 CHEMBL3912	Ki	4.68	4.68	21000.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	4.29	4.29	50700.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
CEM-SS	EC50	=	400.0	nM	6.4	Potency to inhibit HIV-1 induced cytopathic effects in human T-lymphoblastic cel...	1379639
Human immunodeficiency virus 1	EC50	=	400.0	nM	6.4	Antiviral activity against HIV-1 infected in CEM-SS cells	27484512
Carbonic anhydrase 12	Ki	=	810.0	nM	6.09	Inhibition of human carbonic anhydrase 12 preincubated for 6 hrs by CO2 hydratio...	22892213
Carbonic anhydrase 9	Ki	=	830.0	nM	6.08	Inhibition of human carbonic anhydrase 9 preincubated for 6 hrs by CO2 hydration...	22892213
Carbonic anhydrase 7	Ki	=	8870.0	nM	5.05	Inhibition of human carbonic anhydrase 7 preincubated for 6 hrs by CO2 hydration...	22892213
Carbonic anhydrase 1	Ki	=	9310.0	nM	5.03	Inhibition of human carbonic anhydrase 1 preincubated for 6 hrs by CO2 hydration...	22892213
CEM-SS	IC50	=	15000.0	nM	4.82	Concentration inhibiting HIV-1 induced cytopathic effects in human T-lymphoblast...	1379639
Human immunodeficiency virus type 1 reverse transcriptase	IC50	=	15000.0	nM	4.82	Inhibition of HIV1 reverse transcriptase	27484512
Carbonic anhydrase 13	Ki	=	21000.0	nM	4.68	Inhibition of human carbonic anhydrase 13 preincubated for 6 hrs by CO2 hydratio...	22892213
Carbonic anhydrase 2	Ki	=	50700.0	nM	4.29	Inhibition of human carbonic anhydrase 2 preincubated for 6 hrs by CO2 hydration...	22892213

PubMed	DOI	Target Context	# Activities
1379639	10.1021/jm00093a004	CEM-SS	3
1379639	10.1021/jm00093a004	ADMET	1
-	10.1016/0960-894X(95)00158-P	Human immunodeficiency virus 1	1
22892213	10.1016/j.bmc.2012.07.021	Carbonic anhydrase 2	1
22892213	10.1016/j.bmc.2012.07.021	Carbonic anhydrase 13	1
22892213	10.1016/j.bmc.2012.07.021	Carbonic anhydrase 1	1
22892213	10.1016/j.bmc.2012.07.021	Carbonic anhydrase 7	1
22892213	10.1016/j.bmc.2012.07.021	Carbonic anhydrase 9	1
22892213	10.1016/j.bmc.2012.07.021	Carbonic anhydrase 12	1
27484512	10.1016/j.ejmech.2016.07.056	Human immunodeficiency virus type 1 reverse transcriptase	1
27484512	10.1016/j.ejmech.2016.07.056	Human immunodeficiency virus 1	1

Data from ChEMBL 36 via Core Engine