2,9-Dimethylquinacridone

From www.fda.gov

2D Structure
CID	70423
IUPAC Name	2,9-dimethyl-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione
InChI	InChI=1S/C22H16N2O2/c1-11-3-5-17-13(7-11)21(25)15-9-20-16(10-19(15)23-17)22(26)14-8-12(2)4-6-18(14)24-20/h3-10H,1-2H3,(H,23,25)(H,24,26)
InChI Key	TXWSZJSDZKWQAU-UHFFFAOYSA-N
Canonical SMILES	CC1=CC2=C(C=C1)NC3=CC4=C(C=C3C2=O)NC5=C(C4=O)C=C(C=C5)C
Molecular Formula	C22H16N2O2
Wikipedia	2,9-dimethylquinacridone

From Pubchem

Property Name	Property Value
Molecular Weight	340.382
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	0
Complexity	553.0
CACTVS Substructure Key Fingerprint	A A A D c e B 7 M A A A A A A A A A A A A A A A A A A A A A A A A A A 8 e M E C A A A A A A C x U A A A H g A Q A A A A D A y B m A A y w I L A A A C I A q R S Q A C C A A A l A g A I i A E A Z M g I I H r A l Z G E I Y h g k A D I y c c c i M C O S A C C Q A A C A A C Q A Q S A A A Q A A A A A A A A A A A = =
Topological Polar Surface Area	58.2
Monoisotopic Mass	340.121
Exact Mass	340.121
XLogP3	None
XLogP3-AA	4.8
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	26
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9383
Human Intestinal Absorption	HIA+	0.9942
Caco-2 Permeability	Caco2-	0.5457
P-glycoprotein Substrate	Non-substrate	0.5545
P-glycoprotein Inhibitor	Non-inhibitor	0.7798
P-glycoprotein Inhibitor	Non-inhibitor	0.8883
Renal Organic Cation Transporter	Non-inhibitor	0.8423
Distribution
Subcellular localization	Mitochondria	0.8810
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8338
CYP450 2D6 Substrate	Non-substrate	0.7583
CYP450 3A4 Substrate	Non-substrate	0.6455
CYP450 1A2 Inhibitor	Non-inhibitor	0.5880
CYP450 2C9 Inhibitor	Non-inhibitor	0.9269
CYP450 2D6 Inhibitor	Non-inhibitor	0.9212
CYP450 2C19 Inhibitor	Non-inhibitor	0.9459
CYP450 3A4 Inhibitor	Non-inhibitor	0.7348
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.8022
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9287
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.7808
AMES Toxicity	Non AMES toxic	0.6265
Carcinogens	Non-carcinogens	0.9450
Fish Toxicity	High FHMT	0.6229
Tetrahymena Pyriformis Toxicity	High TPT	0.9267
Honey Bee Toxicity	Low HBT	0.6038
Biodegradation	Not ready biodegradable	0.9740
Acute Oral Toxicity	III	0.7017
Carcinogenicity (Three-class)	Non-required	0.5645

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-3.5351	LogS
Caco-2 Permeability	1.3013	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.9712	LD50, mol/kg
Fish Toxicity	1.8431	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.7006	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Quinolines and derivatives
Subclass	Benzoquinolines
Intermediate Tree Nodes	Acridines
Direct Parent	Pyridoacridines
Alternative Parents	Organopnictogen compounds Organonitrogen compounds Hydroquinolones Hydrocarbon derivatives Hydroquinolines Organic oxides Organooxygen compounds Benzenoids Acridones Vinylogous amides Pyridines and derivatives Azacyclic compounds Heteroaromatic compounds
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Pyridoacridine - Acridone - Dihydroquinolone - Dihydroquinoline - Pyridine - Benzenoid - Heteroaromatic compound - Vinylogous amide - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as pyridoacridines. These are compounds containing a pyridoacridine ring system, which consists of a pyridine fused to an acridine.