Compound Detail

CHEMBL273862

HYDROXYCAMPTOTHECIN

🧪 Phase III

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🧪 Phase III

CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3cc(O)ccc3nc2-1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL273862
Name	HYDROXYCAMPTOTHECIN
Phase	Phase III
Structure Type	MOL
InChI Key	HAWSQZCWOQZXHI-FQEVSTJZSA-N

Known Names

(s)-10-hydroxycamptothecin 10-hcpt 10-hydroxy camptothecin 10-hydroxy-camptothecin 10-hydroxycamptothecin 10-hydroxycamptothecine Hydroxycamptothecin Irinotecan related compound a NSC-107124

Targets

110

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

364.4

MW (Da)

1.79

ALogP

HBA

HBD

101.7

PSA (Å²)

0.50

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula	C20H16N2O5
MW	364.36
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	1.26

Indications

Carcinoma, Hepatocellular

Activity Summary

IC50 110 meas. best 8.4

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
A2780 CHEMBL614004	IC50	8.4	7.28	4.0	2
HepG2 CHEMBL395	IC50	8.27	5.7473	5.4	11
NON-PROTEIN TARGET CHEMBL3879801	IC50	8.16	5.9033	6.9	12
HT-29 CHEMBL384	IC50	8.06	7.37	8.8	2
COLO 205 CHEMBL614561	IC50	8.04	8.04	9.1	1
P388 CHEMBL389	IC50	7.92	7.92	12.0	1
L1210 CHEMBL386	IC50	7.75	7.75	18.0	1
HCT-116 CHEMBL394	IC50	7.68	6.6857	21.0	7
Jurkat CHEMBL397	IC50	7.52	7.52	30.0	1
A549 CHEMBL392	IC50	7.47	6.4817	33.6	12
HL-60 CHEMBL383	IC50	7.4	6.7967	40.0	3
MDA-MB-231 CHEMBL400	IC50	7.22	7.22	60.0	1
HeLa CHEMBL399	IC50	7.22	5.3225	60.0	4
PC-3 CHEMBL390	IC50	7.11	5.785	78.0	2
DNA topoisomerase 1 CHEMBL1781	IC50	6.96	6.96	110.0	1
U-937 CHEMBL612794	IC50	6.96	6.96	110.0	1
KB CHEMBL398	IC50	6.89	6.3525	128.0	4
SMMC-7721 CHEMBL613831	IC50	6.85	6.85	140.0	1
A-375 CHEMBL613859	IC50	6.82	5.3133	150.0	3
K562 CHEMBL385	IC50	6.8	6.095	160.0	2
Bel-7402 CHEMBL614279	IC50	6.7	6.4	200.0	6
LoVo CHEMBL614721	IC50	6.48	6.48	330.0	1
HUVEC CHEMBL613979	IC50	6.04	5.39	920.0	2
Huh-7 CHEMBL614039	IC50	5.87	5.87	1350.0	1
MCF7 CHEMBL387	IC50	5.62	4.9967	2400.0	6
U-87 MG CHEMBL614247	IC50	5.54	5.54	2920.0	1
NCI-H460 CHEMBL396	IC50	5.31	4.875	4910.0	4
T-24 CHEMBL614774	IC50	5.26	5.04	5530.0	3
MGC-803 CHEMBL3706566	IC50	5.18	4.8783	6550.0	6
L02 CHEMBL4296457	IC50	4.99	4.8567	10230.0	3
MG-63 CHEMBL614347	IC50	4.97	4.97	10690.0	1
Unchecked CHEMBL612545	IC50	4.9	4.9	12630.0	1
Bcap37 CHEMBL613842	IC50	4.55	4.55	28100.0	2
SF-268 CHEMBL613977	IC50	4.53	4.53	29880.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.3683	hr	-
T1/2	0.3517	hr	-
T1/2	0.3683	hr	Homo sapiens
T1/2	0.3517	hr	Homo sapiens
T1/2	0.31	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
A2780	IC50	=	4.0	nM	8.4	Cytotoxicity against human A2780 cells overexpressing alpha5beta3 integrin asses...	22959246
HepG2	IC50	=	5.4	nM	8.27	Cytotoxicity against human HepG2 cells assessed as inhibition of [3H]thymidine a...	18318465
NON-PROTEIN TARGET	IC50	=	6.9	nM	8.16	Cytotoxicity against human H298 cells assessed as inhibition of [3H]thymidine af...	18318465
HT-29	IC50	=	8.8	nM	8.06	Cytotoxicity against human HT29 cells assessed as inhibition of [3H]thymidine af...	18318465
COLO 205	IC50	=	9.1	nM	8.04	Cytotoxicity against human Colo 205 cells assessed as inhibition of [3H]thymidin...	18318465
P388	IC50	=	12.0	nM	7.92	Inhibitory activity against P388 Leukemia cells	12565975
L1210	IC50	=	18.0	nM	7.75	Inhibitory activity in mice bearing L1210 leukemia	1846923
HCT-116	IC50	=	21.0	nM	7.68	Cytotoxicity against human HCT-116 assessed as reduction in cell viability measu...	32650182
Jurkat	IC50	=	30.0	nM	7.52	Cytotoxicity against human Jurkat cells after 48 hrs by MTT assay	20402524
HCT-116	IC50	=	31.2	nM	7.51	Cytotoxicity against human HCT116 after 72 hrs by SRB assay	22647222
A549	IC50	=	33.6	nM	7.47	Cytotoxicity against human A549 after 72 hrs by SRB assay	22647222
HL-60	IC50	=	40.0	nM	7.4	Cytotoxicity against human HL60 cells after 48 hrs by MTT assay	20402524
HCT-116	IC50	=	50.0	nM	7.3	Antiproliferative activity against human HCT-116 cells incubated for 24 hrs by C...	35561631
MDA-MB-231	IC50	=	60.0	nM	7.22	Cytotoxicity against human MDA-MB-231 cells by MTT assay	23566520
HeLa	IC50	=	60.0	nM	7.22	Antiproliferative activity against human HeLa cells incubated for 24 hrs by CCK-...	35561631
A549	IC50	=	70.0	nM	7.16	Cytotoxicity against human A549 cells by MTT assay	23566520
PC-3	IC50	=	78.0	nM	7.11	Cytotoxicity against human PC3 cells expressing alpha5beta3 integrin assessed as...	22959246
A549	IC50	=	80.0	nM	7.1	Cytotoxicity against human A549 assessed as reduction in cell viability measured...	32650182
A549	IC50	=	82.0	nM	7.09	Antiproliferative activity against human A549 cells after 48 hrs by MTT assay	26725027
U-937	IC50	=	110.0	nM	6.96	Cytotoxicity against human U937 cells after 48 hrs by MTT assay	20402524

Literature References

PubMed	DOI	Target Context	# Activities
25064351	10.1016/j.ejmech.2014.07.053	MGC-803	13
-	10.1007/s00044-013-0854-3	MGC-803	12
23811258	10.1016/j.ejmech.2013.05.043	PC-3	11
8355258	10.1021/jm00069a020	Homo sapiens	10
27416553	10.1016/j.ejmech.2016.06.054	NON-PROTEIN TARGET	8
23124210	10.1016/j.ejmech.2012.08.048	MGC-803	8
8289200	10.1021/jm00027a005	Albumin	4
17997321	10.1016/j.bmc.2007.10.072	BGC-823	4
25874331	10.1016/j.ejmech.2015.04.006	MGC-803	4
3783593	10.1021/jm00161a035	P338	4
25064351	10.1016/j.ejmech.2014.07.053	Bcap37	4
8289200	10.1021/jm00027a005	ADMET	4
7381856	10.1021/jm00179a016	P388	3
26280921	10.1016/j.ejmech.2015.08.004	MGC-803	3
-	10.1007/s00044-013-0854-3	PC-3	2
-	10.1039/C1MD00038A	Bcap37	2
-	10.1007/s00044-013-0854-3	Bcap37	2
23124210	10.1016/j.ejmech.2012.08.048	Bcap37	2
-	10.1039/C1MD00038A	PC-3	2
18318465	10.1021/jm701151c	No relevant target	2

Data from ChEMBL 36 via Core Engine