NPASS Compound

Natural Product: NPC603466

Natural Product ID	NPC603466
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	WKPWGQKGSOKKOO-RSFHAFMBSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL292702
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds]

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 94 97 0 0 0 0 0 0 0 0999 V2000 -1.9061 7.5237 1.0686 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0380 6.5520 1.6196 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2496 5.2335 1.2200 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2419 4.8685 0.3389 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3764 3.5572 0.0044 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5559 2.5799 0.5139 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5678 2.9304 1.3890 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4395 4.2783 1.7258 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8507 4.6272 2.8694 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.3434 2.0367 1.9987 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7048 2.1044 3.3764 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9724 1.0029 1.2884 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5487 0.9041 0.1544 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0368 0.1367 1.8561 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6731 -0.8261 0.9470 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1931 -0.2630 -0.2601 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5391 -0.1624 -0.5449 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3305 -0.6009 0.3305 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0561 0.4296 -1.8133 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5630 -0.3838 -2.9939 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4987 0.3957 -1.7571 N 0 0 0 0 0 0 0 0 0 0 0 0 7.1989 -0.8479 -1.6130 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2255 1.6054 -1.8456 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5321 2.9065 -1.9940 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4809 1.5991 -1.8000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9697 -2.1134 0.7162 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0268 -3.1260 1.8538 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5881 -2.8374 -0.4684 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1941 -2.2593 -0.3946 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2586 -3.4118 -0.6101 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1333 -3.4232 -2.0840 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9430 -3.4593 0.2515 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1818 -2.8904 -0.4167 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3775 -3.4248 0.3569 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4885 -4.7793 0.0628 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1518 -3.2037 1.7691 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9441 -2.6015 2.2251 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9693 -1.9572 3.3018 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7693 -2.7458 1.4612 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6649 -2.7522 -0.0693 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1170 -3.1307 -1.3065 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4015 -3.7054 -1.2344 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4820 -1.2384 0.0286 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0396 -0.5948 -1.0221 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7712 0.8010 -1.2181 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8981 1.7915 -0.4033 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3702 1.7377 0.9768 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4652 3.1509 -0.9398 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9492 7.3104 1.3571 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8914 7.4335 -0.0579 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5862 8.5620 1.2794 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8982 5.6541 -0.0689 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6635 1.5348 0.2516 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0871 2.5608 3.9971 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7357 2.3822 3.6077 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6478 1.0313 3.7426 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5392 -0.4501 2.6912 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7673 0.7827 2.4129 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6423 -1.1397 1.5375 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6754 1.4677 -1.9254 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7617 0.1684 -3.4999 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1446 -1.3184 -2.6088 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4157 -0.6361 -3.6769 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0146 -0.9155 -2.3409 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6568 -0.9649 -0.6046 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4796 -1.7033 -1.7233 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2834 3.7109 -1.9063 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7887 2.9732 -1.1499 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0054 2.9829 -2.9870 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6312 -2.7356 2.7914 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6193 -4.0981 1.5580 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1328 -3.3073 2.0071 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0909 -1.4488 -1.1535 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7844 -4.4057 -0.4712 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8336 -3.5072 -2.6599 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7329 -4.3160 -2.2952 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6080 -2.4990 -2.4090 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1922 -4.5035 0.4998 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1238 -1.7922 -0.2298 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2912 -3.1587 -1.4650 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5958 -4.8321 -0.9323 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9066 -3.5030 2.4281 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4326 -2.9947 0.6858 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7630 -4.0077 -2.2243 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2855 -4.6371 -0.6322 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1127 -3.0562 -0.7096 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7103 -0.7433 0.9276 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8324 -1.2367 -1.9289 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3890 1.0321 -2.2699 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7248 1.1631 1.6783 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4140 2.8242 1.3589 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4113 1.4072 1.1051 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2849 3.8621 -0.9672 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0056 3.0535 -1.9355 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 2 0 6 7 1 0 7 8 2 0 8 9 1 0 7 10 1 0 10 11 1 0 10 12 1 0 12 13 2 0 12 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 2 0 17 19 1 0 19 20 1 0 19 21 1 0 21 22 1 0 21 23 1 0 23 24 1 0 23 25 2 0 15 26 1 0 26 27 1 1 26 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 30 32 1 0 32 33 1 0 33 34 1 0 34 35 1 1 34 36 1 0 36 37 1 0 37 38 2 0 37 39 1 0 34 40 1 0 40 41 1 0 41 42 1 0 40 43 1 0 43 44 2 0 44 45 1 0 45 46 2 0 46 47 1 0 46 48 1 0 8 3 1 0 29 26 1 0 39 32 1 0 48 5 1 0 1 49 1 0 1 50 1 0 1 51 1 0 4 52 1 0 6 53 1 0 11 54 1 0 11 55 1 0 11 56 1 0 14 57 1 0 14 58 1 0 15 59 1 1 19 60 1 6 20 61 1 0 20 62 1 0 20 63 1 0 22 64 1 0 22 65 1 0 22 66 1 0 24 67 1 0 24 68 1 0 24 69 1 0 27 70 1 0 27 71 1 0 27 72 1 0 29 73 1 6 30 74 1 6 31 75 1 0 31 76 1 0 31 77 1 0 32 78 1 1 33 79 1 0 33 80 1 0 35 81 1 0 36 82 1 0 40 83 1 1 42 84 1 0 42 85 1 0 42 86 1 0 43 87 1 0 44 88 1 0 45 89 1 0 47 90 1 0 47 91 1 0 47 92 1 0 48 93 1 0 48 94 1 0 M END

Standard InCHIKey	WKPWGQKGSOKKOO-RSFHAFMBSA-N
Standard InCHI	InChI=1S/C34H46ClN3O10/c1-18-11-10-12-26(45-9)34(43)17-25(46-32(42)36-34)19(2)30-33(5,48-30)27(47-31(41)20(3)37(6)21(4)39)16-28(40)38(7)23-14-22(13-18)15-24(44-8)29(23)35/h10-12,14-15,19-20,25-27,30,43H,13,16-17H2,1-9H3,(H,36,42)/b12-10+,18-11+/t19-,20+,25+,26-,27+,30+,33+,34+/m1/s1
SMILES	COc1cc2cc(c1Cl)N(C)C(=O)C[C@H](OC(=O)[C@H](C)N(C)C(C)=O)[C@]1(C)O[C@H]1[C@H](C)[C@@H]1C[C@@](O)(NC(=O)O1)[C@H](OC)/C=C/C=C(C)C2

Calculated Properties

Physi-Chem Properties

Molecular Weight:	691.29	Volume:	674.77 ? Van der Waals volume.
Dense:	1.024	LogP:	1.986 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.25 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.958 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	7.0	Rigid Bonds:	33.0
TPSA:	156.47 ? Topological Polar Surface Area.	H-Bond Acceptor:	13.0
H-Bond Donor:	2.0	Rings:	4.0
Heavy Atoms:	14.0

MedChem Properties

QED Drug-Likeness Score:	0.346	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.792	Fsp³:	0.588
MCE-18:	117.963 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.415	Fluc inhibitor:	0.08 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.021 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.395 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.011	Promiscuous compounds:	0.261

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.529	MDCK Permeability:	-5.109
Pgp-inhibitor:	0.993	Pgp-substrate:	0.866
PAMPA:	0.098 ? The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).	Human Intestinal Absorption (HIA):	0.001
20% Bioavailability (F20%):	0.153	30% Bioavailability (F30%):	0.311
50% Bioavailability (F50%):	0.992

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.999
Plasma Protein Binding (PPB):	92.648%	Volume Distribution (VD):	0.126
Fu:	6.351% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.999
OATP1B3 inhibitor:	0.994	BCRP inhibitor:	0.005
BSEP inhibitor:	1.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.995	CYP1A2-substrate:	0.016
CYP2C19-inhibitor:	1.0	CYP2C19-substrate:	0.001
CYP2C9-inhibitor:	0.353	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.001
CYP3A4-inhibitor:	0.946	CYP3A4-substrate:	0.064
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.372
HLM stability:	0.931 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

2.249

Half-life (T1/2):

1.428

ADMET: Toxicity

hERG Blockers:	0.016	hERG Blockers (10um):	0.107
Human Hepatotoxicity (H-HT):	0.932	Drug-induced Liver Injury (DILI):	0.995
AMES Toxicity:	0.937	Rat Oral Acute Toxicity:	0.584
Maximum Recommended Daily Dose:	0.867	Skin Sensitization:	0.999
Carcinogencity:	0.671	Eye Corrosion:	0.0
Eye Irritation:	0.006	Respiratory Toxicity:	0.257
Drug-induced Neurotoxicity:	0.983	Ototoxicity:	0.782
Hematotoxicity:	0.887	Drug-induced Nephrotoxicity:	0.996
Genotoxicity:	1.0	RPMI-8226 Immunitoxicity:	0.565
A549 Cytotoxicity:	0.307	Hek293 Cytotoxicity:	0.475
BCF:	0.546 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	3.346 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.098 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.384 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO13461	Maytenus buchananii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10075788]
NPO13461	Maytenus buchananii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7463095]
NPO25424	Putterlickia verrucosa	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14111	Maytenus serrata	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO64236	Maytenus senata	Genus	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO52577	Maytenus ovatus	Genus	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25717	Maytenus hookeri	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO47280	Maytenus guangsinensis	Genus	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO59791	Maytenus confertiflorus	Genus	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13461	Maytenus buchananii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14111	Maytenus serrata	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13461	Maytenus buchananii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25717	Maytenus hookeri	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25424	Putterlickia verrucosa	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25717	Maytenus hookeri	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14111	Maytenus serrata	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13461	Maytenus buchananii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25717	Maytenus hookeri	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14111	Maytenus serrata	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25717	Maytenus hookeri	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13461	Maytenus buchananii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25424	Putterlickia verrucosa	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14111	Maytenus serrata	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	Organism Name	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	15
Inhibition	1
T/C	9
Activity	27
MIC	7
ED50	2
Ratio IC50	2
Log CR	2
CC50	1

Activity Type	# Activity
Individual protein	1
Cell line	27
Protein complex group	1
Unchecked	3
Organism	25
Non-molecular	9

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT459	Individual protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	IC50	>	200.0	ug.mL-1	PMID[1710653]
NPT30108	Protein complex group	Tubulin	Homo sapiens	Inhibition	n.a.	n.a.	%	PMID[563462]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT168	Cell line	P388	Mus musculus	T/C	=	125.0	%	PMID[563462]
NPT168	Cell line	P388	Mus musculus	T/C	<	80.0	%	PMID[563462]
NPT81	Cell line	A549	Homo sapiens	IC50	=	0.16	nM	PMID[16821799]
NPT323	Cell line	SW-620	Homo sapiens	IC50	>	0.1	nM	PMID[16821799]
NPT168	Cell line	P388	Mus musculus	T/C	=	220.0	%	PMID[563462]
NPT377	Cell line	OVCAR-3	Homo sapiens	IC50	=	0.1	nM	PMID[16821799]
NPT168	Cell line	P388	Mus musculus	T/C	=	145.0	%	PMID[563462]
NPT168	Cell line	P388	Mus musculus	T/C	=	155.0	%	PMID[563462]
NPT91	Cell line	KB	Homo sapiens	ED50	=	0.51	ug ml-1	PMID[7130986]
NPT81	Cell line	A549	Homo sapiens	IC50	=	0.59	nM	PMID[38294341]
NPT137	Cell line	L1210	Mus musculus	Log CR	=	1.23	n.a.	PMID[2362268]
NPT404	Cell line	CCRF-CEM	Homo sapiens	Log CR	=	2.85	n.a.	PMID[2362268]
NPT91	Cell line	KB	Homo sapiens	ED50	=	6.1e-06	ug ml-1	PMID[563462]
NPT165	Cell line	HeLa	Homo sapiens	IC50	=	0.33	nM	PMID[38294341]
NPT168	Cell line	P388	Mus musculus	T/C	=	195.0	%	PMID[563462]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	0.044	nM	PMID[16821799]
NPT148	Cell line	HCT-15	Homo sapiens	IC50	=	0.75	nM	PMID[16821799]
NPT168	Cell line	P388	Mus musculus	T/C	=	165.0	%	PMID[563462]
NPT168	Cell line	P388	Mus musculus	T/C	=	190.0	%	PMID[563462]
NPT179	Cell line	A2780	Homo sapiens	IC50	=	0.74	nM	PMID[38294341]
NPT762	Cell line	A-431	Homo sapiens	IC50	=	0.04	nM	PMID[16821799]
NPT91	Cell line	KB	Homo sapiens	IC50	=	0.034	nM	PMID[16821799]
NPT165	Cell line	HeLa	Homo sapiens	IC50	=	1.1	nM	PMID[38294341]
NPT1083	Cell line	A-375	Homo sapiens	IC50	=	0.037	nM	PMID[16821799]
NPT134	Cell line	SK-BR-3	Homo sapiens	IC50	=	0.03	nM	PMID[16821799]
NPT71	Cell line	HEK293	Homo sapiens	CC50	>	10000.0	nM	CO-ADD screening of NIH NCI Natural Product Set III
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	19.0	nM	PMID[38294341]
NPT28438	Unchecked	Unchecked	n.a.	Ratio IC50	=	26.0	n.a.	PMID[38294341]
NPT28438	Unchecked	Unchecked	n.a.	Ratio IC50	=	3.3	n.a.	PMID[38294341]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Activity	=	1.0	10'-7mol/L	PMID[563462]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Activity	=	100.0	%	PMID[8277312]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	>	10000.0	nM	CO-ADD screening of NIH NCI Natural Product Set III
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	10000.0	nM	CO-ADD screening of NIH NCI Natural Product Set III
NPT28797	Organism	Cryptococcus neoformans	Cryptococcus neoformans	MIC	=	625.0	nM	CO-ADD screening of NIH NCI Natural Product Set III
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Activity	=	0.0	%	PMID[8277312]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	10000.0	nM	CO-ADD screening of NIH NCI Natural Product Set III
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	>	10000.0	nM	CO-ADD screening of NIH NCI Natural Product Set III
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	10000.0	nM	CO-ADD screening of NIH NCI Natural Product Set III
NPT747	Organism	Acinetobacter baumannii	Acinetobacter baumannii	MIC	>	10000.0	nM	CO-ADD screening of NIH NCI Natural Product Set III

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	0.6	g	PMID[563462]
NPT32	Organism	Mus musculus	Mus musculus	Activity	n.a.	n.a.	n.a.	PMID[563462]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	1.6	g	PMID[563462]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	1.4	g	PMID[563462]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	1.7	g	PMID[563462]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	-0.4	g	PMID[563462]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	0.3	g	PMID[563462]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	-0.1	g	PMID[563462]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	1.3	g	PMID[563462]

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference
n.a.	n.a.	LogD	=	1.99	n.a.	PMID[2362268]

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC603466 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	11243
0.1-0.2	38321
0.2-0.3	289
0.3-0.4	0
0.4-0.5	0
0.5-0.6	2
0.6-0.7	1
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	2
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9462	High Similarity	NPC607306
0.9167	High Similarity	NPC601644
0.614	Remote Similarity	NPC483851
0.5478	Remote Similarity	NPC483850
0.5167	Remote Similarity	NPC274268

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC603466 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	3117
0.1-0.2	6004
0.2-0.3	29
0.3-0.4	0
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.
Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data