Compound Detail

CHEMBL376464

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CC[C@]1(O)C[C@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C)[C@H]3[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]5(CC)C=CCN6CC[C@]43[C@@H]65)C2)C1.O=S(=O)(O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL376464
Phase	Preclinical
Structure Type	MOL
InChI Key	KDQAABAKXDWYSZ-JKDPCDLQSA-N
Parent Compound	CHEMBL22969
Active Moiety	CHEMBL22969

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

811.0

MW (Da)

3.99

ALogP

HBA

HBD

154.1

PSA (Å²)

0.18

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C46H60N4O13S
MW	909.07
Aromatic Rings	3
Heavy Atoms	59
NP-Likeness	1.53

Activity Summary

IC50 9 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
K562 CHEMBL385	IC50	9.0	8.46	1.0	2
KB CHEMBL398	IC50	7.7	7.7	20.0	1
Unchecked CHEMBL612545	IC50	6.89	6.89	130.0	2
Tubulin CHEMBL2095182	IC50	6.82	6.82	150.0	1
MCF7 CHEMBL387	IC50	6.64	6.64	230.0	1
HepG2 CHEMBL395	IC50	6.47	6.47	340.0	1
Lu1 CHEMBL613290	IC50	6.33	6.33	470.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
K562	IC50	=	1.0	nM	9.0	Antiproliferative activity against human K562 cells after 48 hrs by Alamar blue ...	28045256
K562	IC50	=	12.0	nM	7.92	Antiproliferative activity against human K562 cells assessed as cell growth inhi...	33212157
KB	IC50	=	20.0	nM	7.7	Cytotoxicity against human KB cells after 72 hrs by SRB assay	26522953
Unchecked	IC50	=	130.0	nM	6.89	Inhibition of porcine tubulin polymerization after 45 mins by turbidometric meth...	28045256
Unchecked	IC50	=	130.0	nM	6.89	Inhibition of porcine brain tubulin polymerization assessed as reduction in tubu...	33212157
Tubulin	IC50	=	150.0	nM	6.82	Inhibition of tubulin polymerization (unknown origin) preincubated for 10 mins f...	29055869
MCF7	IC50	=	230.0	nM	6.64	Cytotoxicity against human MCF7 cells after 72 hrs by SRB assay	26522953
HepG2	IC50	=	340.0	nM	6.47	Cytotoxicity against human HepG2 cells after 72 hrs by SRB assay	26522953
Lu1	IC50	=	470.0	nM	6.33	Cytotoxicity against human Lu1 cells after 72 hrs by SRB assay	26522953

Literature References

PubMed	DOI	Target Context	# Activities
26522953	10.1016/j.bmcl.2015.10.040	Lu1	1
26522953	10.1016/j.bmcl.2015.10.040	KB	1
26522953	10.1016/j.bmcl.2015.10.040	HepG2	1
26522953	10.1016/j.bmcl.2015.10.040	MCF7	1
28045256	10.1021/acs.jmedchem.6b01591	Unchecked	1
28045256	10.1021/acs.jmedchem.6b01591	K562	1
29055869	10.1016/j.ejmech.2017.09.065	Tubulin	1
31753800	10.1016/j.bmc.2019.115154	Unchecked	1
33212157	10.1016/j.bmcl.2020.127687	K562	1
33212157	10.1016/j.bmcl.2020.127687	Unchecked	1

Data from ChEMBL 36 via Core Engine