Basic information about inhibitors

IPAD-DB ID	D01433
Name	Doxorubicin
Category	Drugs
2D Structure
3D Structure
Molecular Formula	C 2 7 H 2 9 N O 1 1
Molecular Weight	543.5 g/mol
IUPAC Name	(7S,9S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
InChI	InChI=1S/C27H29NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3/t10-,13-,15-,17-,22+,27-/m0/s1
InChIKey	AOJJSUZBOXZQNB-TZSSRYMLSA-N
Canonical SMILES	CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)O
PubChem CID	31703
DrugBank Accession Number	DB00997
CAS Registry Number	23214-92-8

Biological activity data

Ki
EC50
IC50	0.88 μM (KB), 13.17 μM (MCF-7), 0.056 μM (NCI-H187),
Inhibition
Toxicity
ROS(reactive oxygen species)	-
Metal Chelating	-
BBB(blood-brain barrier)	-
Target Protein	Acetylcholinesterase (AChE)
Effects
Research Models	Kidney fibroblast (Vero) cells, oral human carcinoma (KB) cells, human breast cancer (MCF-7) cells, lung cancer (NCI-H187) cells
Ref. Link

Physicochemical properties

Molecular Weight(Computed by SwissADME)	543.52
Hac(Computed by SwissADME)	39
Volume(Computed by ADMETlab 2.0)	516.727
Density(Computed by ADMETlab 2.0)	1.051
nRing(Computed by ADMETlab 2.0)	5
MaxRing(Computed by ADMETlab 2.0)	5
nHet(Computed by ADMETlab 2.0)	12
fChar(Computed by ADMETlab 2.0)	0
nRig(Computed by ADMETlab 2.0)	28
Flexibility(Computed by ADMETlab 2.0)	0.179
Stero Centers(Computed by ADMETlab 2.0)	5
LogS(Computed by ADMETlab 2.0)	-2.26
LogD(Computed by ADMETlab 2.0)	0.473

ADMET properties

logP(Computed by ADMETlab 2.0)	1.375
TPSA(Computed by SwissADME)	206.07
Hbond Acceptor(Computed by SwissADME)	12
Hbond Donor(Computed by SwissADME)	6
Rotatable Bonds(Computed by SwissADME)	5

Pharmacokinetics

GI Absorption(Computed by SwissADME)	Low
BBB(blood-brain barrier) Permeant(Computed by SwissADME)	No
P-gp Substrate(Computed by SwissADME)	Yes
CYP1A2 Inhibitor(Computed by SwissADME)	No
CYP2C19 Inhibitor(Computed by SwissADME)	No
CYP2C9 Inhibitor(Computed by SwissADME)	No
CYP2D6 Inhibitor(Computed by SwissADME)	No
CYP3A4 Inhibitor(Computed by SwissADME)	No
log Kp(Skin Permeation)(Computed by SwissADME)	-8.71

Druglikeness

Lipinski(Computed by SwissADME)	3
Ghose(Computed by SwissADME)	2
Veber(Computed by SwissADME)	1
Egan(Computed by SwissADME)	1
Muegge(Computed by SwissADME)	3
Bioavailability Score(Computed by SwissADME)	0.17