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Nilotinin D8

Family: Plantae - Tamaricaceae
Kingdom: Plantae
Class: Tannin
- Subclass: Hellinoyl-Type Ellagitannin

Canonical Smiles	OCC1O[C@H]2OC(=O)c3cc(Oc4c(C(=O)C2[C@H]([C@@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)cc(Oc1c(cc(c(c1O)O)O)C(=O)OC1[C@@H](OC2[C@H]([C@@H]1OC(=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/C68H50O43/c69-13-35-49(89)57(107-60(94)15-1-23(70)41(81)24(71)2-15)39-40(80)21-12-34(48(88)53(93)54(21)102-33-8-18(7-29(76)44(33)84)63(97)110-67(39)104-35)103-55-22(11-32(79)47(87)52(55)92)66(100)109-59-58(108-61(95)16-3-25(72)42(82)26(73)4-16)56-36(105-68(59)111-62(96)17-5-27(74)43(83)28(75)6-17)14-101-64(98)19-9-30(77)45(85)50(90)37(19)38-20(65(99)106-56)10-31(78)46(86)51(38)91/h1-12,35-36,39,49,56-59,67-79,81-93H,13-14H2/t35?,36?,39?,49-,56-,57-,58+,59?,67+,68+/m1/s1
InChIKey	LCBPUSHMPXJBON-WIZAHXMGSA-N
Formula	C₆₈H₅₀O₄₃
HBA	43
HBD	24
MW	1555.11
Rotatable Bonds	11
TPSA	723.61
LogP	2.46
Number Rings	12
Number Aromatic Rings	8
Heavy Atom Count	111
Formal Charge	0
Fraction CSP3	0.18
Exact Mass	1554.17
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Tamarix aphylla	Tamaricaceae	Plantae	189786

Showing of synonyms

Orabi M.A.A, Orabi E.A, et al. (2019). Structures, NMR Spectroscopic Features, and Cytotoxic Properties of Oligomeric Hellinoyl (m‐GO‐m‐GOG)-Type Ellagitannins from the Galls of Tamarix aphylla.. Journal of natural products, 2019, 82(10), 2682-2695. [View] [PubMed]

Pubchem: 46834004

Nmrshiftdb2: 60048921

Chembl: CHEMBL1096304

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(C9=O)C(CCO1)OC(=O)c1ccccc1

Level: 5

Mol. Weight: 1555.11 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(C8=O)C(CCO1)OC(=O)c1ccccc1

Level: 4

Mol. Weight: 1555.11 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(C8=O)C(CCO1)OC(=O)c1ccccc1

Level: 4

Mol. Weight: 1555.11 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(C9=O)CCCO1

Level: 4

Mol. Weight: 1555.11 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(C7=O)C(CCO9)OC(=O)c1ccccc1

Level: 3

Mol. Weight: 1555.11 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(C8=O)CCCO1

Level: 3

Mol. Weight: 1555.11 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(C8=O)CCCO1

Level: 3

Mol. Weight: 1555.11 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: 1555.11 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(C7=O)CCCO9

Level: 2

Mol. Weight: 1555.11 g/mol

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

Level: 2

Mol. Weight: 1555.11 g/mol

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

Level: 2

Mol. Weight: 1555.11 g/mol

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

Level: 2

Mol. Weight: 1555.11 g/mol

SMILES: c1ccccc1C(=O)OC(CCO2)C(C3=O)C2OC(=O)c(ccc4)cc4Oc(c35)ccc(c5)Oc6ccccc6

Level: 2

Mol. Weight: 1555.11 g/mol

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

Level: 1

Mol. Weight: 1555.11 g/mol

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

Level: 1

Mol. Weight: 1555.11 g/mol

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

Level: 1

Mol. Weight: 1555.11 g/mol

SMILES: c1ccccc1C(=O)OC(CCO2)C(C3=O)C2OC(=O)c(ccc4)cc4Oc(c35)cccc5

Level: 1

Mol. Weight: 1555.11 g/mol

SMILES: c1ccccc1Oc(c2)ccc(c23)Oc4cc(ccc4)C(=O)OC5C(C3=O)CCCO5

Level: 1

Mol. Weight: 1555.11 g/mol

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

Level: 0

Mol. Weight: 1555.11 g/mol

SMILES: c1cccc(c12)Oc3cc(ccc3)C(=O)OC4C(C2=O)CCCO4

Level: 0

Mol. Weight: 1555.11 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1555.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.04
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 1065517346626242300000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 139250664477027830000000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): -0.07
Plasma Protein Binding: 0.83
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: 10.08
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -3238655517728358500000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -1322380994742078.2
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: -252733241147702370000000000
Rat (Acute): 203818910376.61
Rat (Chronic Oral): 542090699788887230
Fathead Minnow: 319021914429065270000000
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: 28425484497235310000000000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -15801733672720898000
Log(P): -1839508169168908.5
Log S: -11.85
Log(Vapor Pressure): -936036773674412800000000
Melting Point: -284428014803720350
pKa Acid: -6820505651981476000000
pKa Basic: -54870752964335380000

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.8258
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8096
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7730
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7582
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.7475
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7405

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