PHENOTHIAZINE

From www.fda.gov

2D Structure
CID	7108
IUPAC Name	10H-phenothiazine
InChI	InChI=1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H
InChI Key	WJFKNYWRSNBZNX-UHFFFAOYSA-N
Canonical SMILES	C1=CC=C2C(=C1)NC3=CC=CC=C3S2
Molecular Formula	C12H9NS
Wikipedia	phenothiazine

From Pubchem

Property Name	Property Value
Molecular Weight	199.271
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Complexity	187.0
CACTVS Substructure Key Fingerprint	A A A D c c B y A A B 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 Y I A A A A A A A A C x Q A A A H A Q Q A A A A C A i B U A A w w Y L A A A i A A C R C Q A C C A A A h C h A I i B w A Z I g I I G L g k Z G E I A h g k A D o y A c Q A A A A A A A A A A A A A Q A A A A A A A A A C A A A A A A A A A A = =
Topological Polar Surface Area	37.3
Monoisotopic Mass	199.046
Exact Mass	199.046
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	14
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+	0.9822
Human Intestinal Absorption	HIA+	0.9910
Caco-2 Permeability	Caco2+	0.6633
P-glycoprotein Substrate	Non-substrate	0.6807
P-glycoprotein Inhibitor	Non-inhibitor	0.8186
P-glycoprotein Inhibitor	Non-inhibitor	0.9316
Renal Organic Cation Transporter	Non-inhibitor	0.8178
Distribution
Subcellular localization	Mitochondria	0.4513
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8036
CYP450 2D6 Substrate	Non-substrate	0.7609
CYP450 3A4 Substrate	Non-substrate	0.7679
CYP450 1A2 Inhibitor	Inhibitor	0.8561
CYP450 2C9 Inhibitor	Inhibitor	0.5797
CYP450 2D6 Inhibitor	Non-inhibitor	0.5371
CYP450 2C19 Inhibitor	Inhibitor	0.7882
CYP450 3A4 Inhibitor	Non-inhibitor	0.8309
CYP Inhibitory Promiscuity	High CYP Inhibitory Promiscuity	0.8293
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9857
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.8071
AMES Toxicity	Non AMES toxic	0.8906
Carcinogens	Non-carcinogens	0.9276
Fish Toxicity	High FHMT	0.6712
Tetrahymena Pyriformis Toxicity	High TPT	0.9383
Honey Bee Toxicity	Low HBT	0.5505
Biodegradation	Not ready biodegradable	0.9929
Acute Oral Toxicity	III	0.7119
Carcinogenicity (Three-class)	Non-required	0.7429

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-3.7949	LogS
Caco-2 Permeability	1.8506	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.2102	LD50, mol/kg
Fish Toxicity	1.6244	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.1935	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Benzothiazines
Subclass	Phenothiazines
Intermediate Tree Nodes	Not available
Direct Parent	Phenothiazines
Alternative Parents	Diarylthioethers Organopnictogen compounds Secondary amines 1,4-thiazines Hydrocarbon derivatives Benzenoids Azacyclic compounds
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Phenothiazine - Diarylthioether - Aryl thioether - Benzenoid - Para-thiazine - Azacycle - Thioether - Secondary amine - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Amine - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.