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Nilotinin D8

Family: Plantae - Tamaricaceae
Kingdom: Plantae
Class: Tannin

Canonical Smiles	OCC1OC2OC(=O)c3cc(Oc4c(C(=O)OC2C(C1O)OC(=O)c1cc(O)c(c(c1)O)O)cc(Oc1c(cc(c(c1O)O)O)C(=O)OC1C(OC2C(C1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1c1c(C(=O)OC2)cc(c(c1O)O)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O)c(c4O)O)c(c(c3)O)O
InChI	InChI=1S/C68H50O44/c69-13-35-47(88)55(107-59(93)15-1-23(70)39(80)24(71)2-15)57-67(104-35)112-62(96)18-7-29(76)42(83)33(8-18)102-53-22(66(100)109-57)12-34(46(87)51(53)92)103-52-21(11-32(79)45(86)50(52)91)65(99)110-58-56(108-60(94)16-3-25(72)40(81)26(73)4-16)54-36(105-68(58)111-61(95)17-5-27(74)41(82)28(75)6-17)14-101-63(97)19-9-30(77)43(84)48(89)37(19)38-20(64(98)106-54)10-31(78)44(85)49(38)90/h1-12,35-36,47,54-58,67-92H,13-14H2
InChIKey	UNWBTQBIXRKMDQ-UHFFFAOYSA-N
Formula	C₆₈H₅₀O₄₄
HBA	44
HBD	24
MW	1571.1
Rotatable Bonds	11
TPSA	732.84
LogP	2.19
Number Rings	12
Number Aromatic Rings	8
Heavy Atom Count	112
Formal Charge	0
Fraction CSP3	0.18
Exact Mass	1570.17
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Tamarix nilotica	Tamaricaceae	Plantae	189799

Showing of synonyms

Orabi MA, Taniguchi S, et al. (2010). Hydrolyzable tannins of tamaricaceous plants. III. Hellinoyl- and macrocyclic-type ellagitannins from Tamarix nilotica. Journal of Natural Products,2010,73(5),870-879. [View] [PubMed]

Pubchem: 75215825

Nmrshiftdb2: 70121410

No compound-protein relationship available.

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(C(O4)OC(=O)c6ccccc6)OC(=O)c7c(cccc7)Oc(c8)ccc(c89)Oc1cc(ccc1)C(=O)OC1C(OC9=O)C(CCO1)OC(=O)c1ccccc1

Level: 5

Mol. Weight: 1571.1 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(C(O4)OC(=O)c5ccccc5)OC(=O)c6c(cccc6)Oc(c7)ccc(c78)Oc9cc(ccc9)C(=O)OC1C(OC8=O)C(CCO1)OC(=O)c1ccccc1

Level: 4

Mol. Weight: 1571.1 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(CO4)OC(=O)c6c(cccc6)Oc(c7)ccc(c78)Oc9cc(ccc9)C(=O)OC1C(OC8=O)C(CCO1)OC(=O)c1ccccc1

Level: 4

Mol. Weight: 1571.1 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(C(O4)OC(=O)c6ccccc6)OC(=O)c7c(cccc7)Oc(c8)ccc(c89)Oc1cc(ccc1)C(=O)OC1C(OC9=O)CCCO1

Level: 4

Mol. Weight: 1571.1 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(CO4)OC(=O)c5c(cccc5)Oc(c6)ccc(c67)Oc8cc(ccc8)C(=O)OC9C(OC7=O)C(CCO9)OC(=O)c1ccccc1

Level: 3

Mol. Weight: 1571.1 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(C(O4)OC(=O)c5ccccc5)OC(=O)c6c(cccc6)Oc(c7)ccc(c78)Oc9cc(ccc9)C(=O)OC1C(OC8=O)CCCO1

Level: 3

Mol. Weight: 1571.1 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(CO4)OC(=O)c6c(cccc6)Oc(c7)ccc(c78)Oc9cc(ccc9)C(=O)OC1C(OC8=O)CCCO1

Level: 3

Mol. Weight: 1571.1 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(OC(=O)c6ccccc6)C(O4)OC(=O)c7ccccc7

Level: 3

Mol. Weight: 1571.1 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(CO4)OC(=O)c5c(cccc5)Oc(c6)ccc(c67)Oc8cc(ccc8)C(=O)OC9C(OC7=O)CCCO9

Level: 2

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OC(O2)CC(OC(=O)c3ccccc3)C(OC(=O)c4cccc5)C2COC(=O)c(c6c45)cccc6

Level: 2

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OC(O2)C(OC(=O)c3ccccc3)CC(OC(=O)c4cccc5)C2COC(=O)c(c6c45)cccc6

Level: 2

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OC(CO2)C(OC(=O)c3ccccc3)C(OC(=O)c4cccc5)C2COC(=O)c(c6c45)cccc6

Level: 2

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OC(CCO2)C(OC3=O)C2OC(=O)c(ccc4)cc4Oc(c35)ccc(c5)Oc6ccccc6

Level: 2

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OC(CCO2)C(OC3=O)C2OC(=O)c(ccc4)cc4Oc(c35)cccc5

Level: 1

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OC(O2)CCC(OC(=O)c3cccc4)C2COC(=O)c(c5c34)cccc5

Level: 1

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OC(CO2)CC(OC(=O)c3cccc4)C2COC(=O)c(c5c34)cccc5

Level: 1

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1C(=O)OC(CCO2)C(OC(=O)c3cccc4)C2COC(=O)c(c5c34)cccc5

Level: 1

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1Oc(c2)ccc(c23)Oc4cc(ccc4)C(=O)OC5C(OC3=O)CCCO5

Level: 1

Mol. Weight: 1571.1 g/mol

SMILES: c1cccc(c12)Oc3cc(ccc3)C(=O)OC4C(OC2=O)CCCO4

Level: 0

Mol. Weight: 1571.1 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(CCCO4)OC(=O)c2cccc3

Level: 0

Mol. Weight: 1571.1 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1571.1 g/mol

High cytotoxic

Absorption

Caco-2 (logPapp): -6.04
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 5306435238121946000000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 693489343339843700000000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): -0.08
Plasma Protein Binding: -7.01
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 10.22
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -16128989176748275000000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -6585657322056745.0
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 4.05
Micronucleos: Toxic
NR-AhR: Toxic
NR-AR: Safe
NR-AR-LBD: Toxic
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -1258649682425247700000000000
Rat (Acute): 1015049021013.43
Rat (Chronic Oral): 2699694096373709300
Fathead Minnow: 1588777523564735000000000
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 141563186255601480000000000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -78695020760989190000
Log(P): -9161027802518092.0
Log S: -10.77
Log(Vapor Pressure): -4661603761324549000000000
Melting Point: -1416494229376935700
pKa Acid: -33967138664512040000000
pKa Basic: -273264653870103300000

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.8303
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.8303
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8003
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8003
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7903
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7903
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.7080
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.7080

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