Norbraylin - Compound Card

Norbraylin

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Norbraylin

Family: Plantae - Ptaeroxylaceae
Kingdom: Plantae
Class: Coumarin

Canonical Smiles	CC1(C)C=Cc2c(O1)c(O)cc1c2oc(=O)cc1
InChI	InChI=1S/C14H12O4/c1-14(2)6-5-9-12-8(3-4-11(16)17-12)7-10(15)13(9)18-14/h3-7,15H,1-2H3
InChIKey	OYPWMLRFDXSKJG-UHFFFAOYSA-N
Formula	C₁₄H₁₂O₄
HBA	4
HBD	1
MW	244.25
Rotatable Bonds	0
TPSA	59.67
LogP	2.68
Number Rings	3
Number Aromatic Rings	2
Heavy Atom Count	18
Formal Charge	0
Fraction CSP3	0.21
Exact Mass	244.07
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Cedrelopsis grevei	Ptaeroxylaceae	Plantae	864332

Showing of synonyms

Mulholland DA, Kotsos M, et al. (2002). Coumarins from Cedrelopsis grevei (Ptaeroxylaceae). Phytochemistry, 2002, 61(8), 919–922. [View]

Pubchem: 10105863

Cas: 60796-64-7

Zinc: ZINC000013379109

Nmrshiftdb2: 60075404

Chembl: CHEMBL3235995

Bindingdb: 50008739

No compound-protein relationship available.

SMILES: O=c(o1)ccc(c1c23)ccc2OCC=C3

Level: 0

Mol. Weight: 244.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.81
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.35
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.29

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.92
Plasma Protein Binding: 42.56
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Inhibitor
CYP 1A2 Substrate: Substrate
CYP 2C19 Inhibitor: Inhibitor
CYP 2C19 Substrate: Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 7.98
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 387.37
Hydration Free Energy: -9.9
Log(D) at pH=7.4: 2.54
Log(P): 2.56
Log S: -3.62
Log(Vapor Pressure): -6.63
Melting Point: 217.06
pKa Acid: 7.73
pKa Basic: 4.5

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
NADH:flavin oxidoreductase Sye1	Q8EEC8	Q8EEC8_SHEON	Shewanella oneidensis	3	0.8585
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8172
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8078
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	3	0.7689
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7579
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7537
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	3	0.7318
Serine/threonine-protein kinase Nek2	P51955	NEK2_HUMAN	Homo sapiens	3	0.7279
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7223
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7209
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	3	0.7164
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7137
Acetylcholinesterase	P22303	ACES_HUMAN	Homo sapiens	3	0.7104
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7036
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7034
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7026
F420-dependent methylenetetrahydromethanopterin dehydrogenase	P94951	MTD_METKA	Methanopyrus kandleri	2	0.7005