NPASS Compound

Natural Product: NPC112274

Natural Product ID	NPC112274
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	URTQATADKAKTAX-RFJPXPNDSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL450607
PubChem CID	10462472
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides [CHEMONTID:0002364] Steroidal saponins

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 108115 0 0 0 0 0 0 0 0999 V2000 -2.0519 0.3130 5.9925 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8295 -0.2963 4.7321 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1560 0.7487 3.7082 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6548 0.2842 2.3541 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0656 1.0653 1.3341 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7735 0.4739 0.3172 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1623 0.6257 -0.8768 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8503 1.2512 -1.8844 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4418 2.5199 -1.3107 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.5755 2.0808 -0.4032 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2463 0.8105 0.3283 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.9740 -0.2134 -0.2689 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9133 -0.8124 0.5176 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.5609 -2.1424 0.7614 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3066 -2.8450 -0.3964 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.5843 -4.3048 -0.1736 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9928 -2.3443 -1.6100 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.2145 -1.5183 -1.4003 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.2906 -0.8367 -0.0634 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.0649 -1.6854 0.7635 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.3999 -2.2315 -1.6985 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0928 -1.7160 -2.5086 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8574 3.1508 0.4441 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4710 3.2431 -0.6552 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1295 0.3044 2.4783 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1656 -0.8433 3.3630 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8833 -1.8671 3.0043 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4635 -1.9410 1.6419 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8503 -0.5024 1.2916 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5569 0.2737 1.1624 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7812 1.6431 0.5849 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6536 1.6477 -0.6387 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9279 0.8987 -0.3790 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4831 -0.5093 -0.0546 C 0 0 1 0 0 0 0 0 0 0 0 0 3.7401 -1.2635 -0.2379 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0971 -0.8098 -1.6640 C 0 0 1 0 0 0 0 0 0 0 0 0 3.7231 0.6388 -1.6427 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0432 1.3220 -1.6994 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0658 2.4819 -2.6775 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9829 0.2571 -2.2097 C 0 0 2 0 0 0 0 0 0 0 0 0 5.4004 -0.9692 -1.9769 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2908 0.2742 -1.4398 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1507 -0.8878 -1.9537 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1502 -0.7613 -3.4227 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2752 -0.7399 -4.0949 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8586 -0.6587 -4.1348 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1608 0.4251 -3.5619 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7443 1.5516 0.6827 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4300 -0.8036 4.7229 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3079 1.5420 3.2618 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5560 1.1569 5.8978 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5872 -1.1381 4.7192 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2673 0.8516 3.7156 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7719 1.7131 4.0267 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9267 -0.7959 2.2363 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7709 -0.6342 0.5615 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1211 1.4851 -2.6926 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7040 0.6495 -2.2601 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8425 3.1555 -2.1391 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4648 1.9765 -1.0686 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6076 0.9053 1.3665 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9359 -0.3291 1.5082 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1946 -2.7375 -0.5788 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3373 -4.8724 -1.1186 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6275 -4.4924 0.1029 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9580 -4.7203 0.6536 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3296 -3.2493 -2.2040 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1931 -0.7014 -2.1817 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8085 0.1292 -0.0817 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3395 -1.2002 1.5837 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8193 -2.6171 -0.8970 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5522 -0.9535 -2.9177 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7516 3.0843 0.8628 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3513 4.1508 -0.9773 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1031 -2.7218 3.6673 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3775 -2.5488 1.5736 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7065 -2.2488 0.8739 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5276 -0.1586 2.0648 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0716 -0.3238 0.4713 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1921 2.0685 0.3070 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2473 2.3459 1.3023 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1087 1.1078 -1.4602 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7928 2.6839 -0.9580 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7049 -0.8248 -0.7865 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6149 -2.3635 -0.3066 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5199 -0.9630 0.4555 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4712 -1.4168 -2.3660 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1233 0.8841 -2.5593 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4518 1.6937 -0.7636 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1526 3.1136 -2.5637 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2362 2.1536 -3.7259 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9304 3.1504 -2.4318 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0220 0.0775 -0.3807 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8215 1.2277 -1.5727 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5913 -1.8338 -1.7102 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1411 -0.8530 -1.4994 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2230 -0.8175 -3.5528 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3465 -0.6502 -5.1710 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2480 -1.5986 -4.0226 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9752 -0.4441 -5.2063 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9758 2.5839 0.2996 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1597 1.7133 1.5848 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6465 1.0024 0.9672 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1738 -0.2516 5.4585 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4793 -1.8589 5.1342 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1459 1.4148 4.3504 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0747 2.4738 2.8349 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4306 1.5660 3.1658 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 15 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 18 21 1 0 17 22 1 0 10 23 1 0 9 24 1 0 4 25 1 0 25 26 1 0 26 27 2 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 38 40 1 0 40 41 1 6 40 42 1 0 42 43 1 0 43 44 1 0 44 45 2 0 44 46 1 0 46 47 1 0 33 48 1 1 26 49 1 0 25 50 1 1 49 2 1 0 11 6 1 0 19 13 1 0 30 25 1 0 37 33 1 0 47 40 1 0 34 29 1 0 41 36 1 0 1 51 1 0 2 52 1 6 3 53 1 0 3 54 1 0 4 55 1 6 6 56 1 1 8 57 1 0 8 58 1 0 9 59 1 6 10 60 1 6 11 61 1 1 13 62 1 1 15 63 1 6 16 64 1 0 16 65 1 0 16 66 1 0 17 67 1 6 18 68 1 6 19 69 1 6 20 70 1 0 21 71 1 0 22 72 1 0 23 73 1 0 24 74 1 0 27 75 1 0 28 76 1 0 28 77 1 0 29 78 1 1 30 79 1 6 31 80 1 0 31 81 1 0 32 82 1 0 32 83 1 0 34 84 1 6 35 85 1 0 35 86 1 0 36 87 1 6 37 88 1 6 38 89 1 1 39 90 1 0 39 91 1 0 39 92 1 0 42 93 1 0 42 94 1 0 43 95 1 0 43 96 1 0 45 97 1 0 45 98 1 0 46 99 1 0 46100 1 0 48101 1 0 48102 1 0 48103 1 0 49104 1 0 49105 1 0 50106 1 0 50107 1 0 50108 1 0 M END

Standard InCHIKey	URTQATADKAKTAX-RFJPXPNDSA-N
Standard InCHI	InChI=1S/C38H58O12/c1-17-8-11-38(46-15-17)18(2)28-26(50-38)14-24-22-7-6-20-12-21(39)13-27(37(20,5)23(22)9-10-36(24,28)4)48-35-33(30(42)25(40)16-45-35)49-34-32(44)31(43)29(41)19(3)47-34/h6,18-19,21-35,39-44H,1,7-16H2,2-5H3/t18-,19-,21+,22+,23-,24-,25-,26-,27+,28-,29-,30-,31+,32+,33+,34-,35-,36-,37-,38+/m0/s1
SMILES	O[C@H]1C[C@@H](O[C@@H]2OC[C@@H]([C@@H]([C@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)O)[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3C[C@H]3[C@@H]2[C@H](C)[C@]2(O3)CCC(=C)CO2)C)C1)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	706.39	Volume:	697.562 ? Van der Waals volume.
Dense:	1.013	LogP:	2.633 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.122 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.648 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	4.0	Rigid Bonds:	43.0
TPSA:	176.76 ? Topological Polar Surface Area.	H-Bond Acceptor:	12.0
H-Bond Donor:	6.0	Rings:	8.0
Heavy Atoms:	12.0

MedChem Properties

QED Drug-Likeness Score:	0.235	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.415	Fsp³:	0.895
MCE-18:	199.333 ? 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:	0.674	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.009 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.153	Promiscuous compounds:	0.065

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.754	MDCK Permeability:	-5.105
Pgp-inhibitor:	0.0	Pgp-substrate:	0.929
PAMPA:	0.993 ? 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):	0.0
20% Bioavailability (F20%):	0.026	30% Bioavailability (F30%):	0.646
50% Bioavailability (F50%):	0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.014	MRP1:	0.061
Plasma Protein Binding (PPB):	64.47%	Volume Distribution (VD):	-0.502
Fu:	31.498% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.726
BSEP inhibitor:	0.139

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.987	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.988
HLM stability:	0.002 ? 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):

2.427

Half-life (T1/2):

2.936

ADMET: Toxicity

hERG Blockers:	0.048	hERG Blockers (10um):	0.221
Human Hepatotoxicity (H-HT):	0.495	Drug-induced Liver Injury (DILI):	0.818
AMES Toxicity:	0.524	Rat Oral Acute Toxicity:	0.047
Maximum Recommended Daily Dose:	0.309	Skin Sensitization:	0.999
Carcinogencity:	0.113	Eye Corrosion:	0.0
Eye Irritation:	0.009	Respiratory Toxicity:	0.013
Drug-induced Neurotoxicity:	0.002	Ototoxicity:	0.988
Hematotoxicity:	0.101	Drug-induced Nephrotoxicity:	0.605
Genotoxicity:	0.008	RPMI-8226 Immunitoxicity:	0.366
A549 Cytotoxicity:	0.338	Hek293 Cytotoxicity:	0.753
BCF:	1.63 ? 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:	3.521 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.951 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.26 ? 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
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jarmap.2018.11.004]
NPO25265	Sophora secundiflora	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0040-4039(00)78784-3]
NPO26956	Crambe crambe	Species	Esperiopsidae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1021/jo00019a049]
NPO26361	Annona cherimolia	Species	Annonaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[11325235]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[11348221]
NPO8452	Dracaena angustifolia	Species	Asparagaceae	Eukaryota	roots and rhizomes	n.a.	n.a.	PMID[11575942]
NPO26361	Annona cherimolia	Species	Annonaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[14575439]
NPO26173	Anomospermum grandifolium	Species	Menispermaceae	Eukaryota	Stems	n.a.	n.a.	PMID[14695805]
NPO26683	Dichomitus squalens	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15620268]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	fruit	n.a.	n.a.	PMID[15844957]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	fruits	n.a.	n.a.	PMID[16378361]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	fruits	Tahiti	n.a.	PMID[17378609]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[17480098]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	roots	n.a.	n.a.	PMID[18076142]
NPO24757	Meryta denhamii	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18442289]
NPO9613	Anisomeles indica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18547115]
NPO24883	Angiopteris caudatiformis	Species	Marattiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19371069]
NPO4011	Chlamydomonas reinhardtii	Species	Chlamydomonadaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20581114]
NPO8452	Dracaena angustifolia	Species	Asparagaceae	Eukaryota	stems	Xishuangbanna, Yunnan, China	2005-JUL	PMID[20718450]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24224843]
NPO4011	Chlamydomonas reinhardtii	Species	Chlamydomonadaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25515814]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27196335]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[32083868]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36014413]
NPO26550	Ruscus aculeatus	Species	Asparagaceae	Eukaryota	Underground parts	n.a.	n.a.	PMID[9784168]
NPO4011	Chlamydomonas reinhardtii	Species	Chlamydomonadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO4011	Chlamydomonas reinhardtii	Species	Chlamydomonadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24375	Micrococcus luteus	Species	Micrococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24883	Angiopteris caudatiformis	Species	Marattiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20000	Adina rubescens	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29139	Agave huachucensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12552	Aloe indica	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9613	Anisomeles indica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26361	Annona cherimolia	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26173	Anomospermum grandifolium	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26489	Arthrobacter viscosus	Species	Rhizobiaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24150	Baptisia lecontii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO23463	Basanacantha spinosa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25729	Centaurea aemulans	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18404	Clarkia unguiculata	Species	Onagraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26577	Clinostemon mahuba	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26956	Crambe crambe	Species	Esperiopsidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26020	Dahlstedtia pinnata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26693	Daphne papyracea	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26683	Dichomitus squalens	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26915	Erinus alpinus	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25808	Fritillaria taipaiensis	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25210	Fulmarus glacialis	Species	Procellariidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27000	Geranium macrorrhizum	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26222	Gonepteryx rhamni	Species	Pieridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO23068	Guettarda eximia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25025	Gypothamnium pinifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26843	Heliconius cydno	Species	Nymphalidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26427	Heterocapsa triquetra	Species	Heterocapsaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO23570	Hypolaena fastigiata	Species	Restionaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26106	Lactarius pubescens	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27053	Maclura aurantiaca	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24757	Meryta denhamii	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26444	Mimosa invisa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26467	Nipaecoccus aurilanatus	Species	Pseudococcidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25592	Pedicularis densispica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26300	Penianthus zenkeri	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26862	Pentaceraster alveolatus	Species	Oreasteridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24594	Polypodium hastatum	Species	Polypodiidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24509	Randia longispina	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27027	Renilla muelleri	Species	Renillidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26550	Ruscus aculeatus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27038	Senecio macrophyllus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25843	Solanum chacoense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25265	Sophora secundiflora	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2096	Stenostomum acutatum	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26793	Trichia carnea	Species	Trichiidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25783	Tulipa silvestris	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25438	Xiphophora gladiata	Species	Fucaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8452	Dracaena angustifolia	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9613	Anisomeles indica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25843	Solanum chacoense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26361	Annona cherimolia	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26550	Ruscus aculeatus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4011	Chlamydomonas reinhardtii	Species	Chlamydomonadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO26550	Ruscus aculeatus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26361	Annona cherimolia	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9613	Anisomeles indica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25843	Solanum chacoense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26915	Erinus alpinus	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26550	Ruscus aculeatus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25808	Fritillaria taipaiensis	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9613	Anisomeles indica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25808	Fritillaria taipaiensis	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25592	Pedicularis densispica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26173	Anomospermum grandifolium	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23570	Hypolaena fastigiata	Species	Restionaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26683	Dichomitus squalens	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26300	Penianthus zenkeri	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12552	Aloe indica	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26793	Trichia carnea	Species	Trichiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26222	Gonepteryx rhamni	Species	Pieridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26956	Crambe crambe	Species	Esperiopsidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27000	Geranium macrorrhizum	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25843	Solanum chacoense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26843	Heliconius cydno	Species	Nymphalidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26577	Clinostemon mahuba	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO25438	Xiphophora gladiata	Species	Fucaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20000	Adina rubescens	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26020	Dahlstedtia pinnata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2096	Stenostomum acutatum	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25210	Fulmarus glacialis	Species	Procellariidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24883	Angiopteris caudatiformis	Species	Marattiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24757	Meryta denhamii	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26467	Nipaecoccus aurilanatus	Species	Pseudococcidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26444	Mimosa invisa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26361	Annona cherimolia	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23068	Guettarda eximia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24594	Polypodium hastatum	Species	Polypodiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25783	Tulipa silvestris	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24375	Micrococcus luteus	Species	Micrococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO27027	Renilla muelleri	Species	Renillidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26106	Lactarius pubescens	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25729	Centaurea aemulans	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26427	Heterocapsa triquetra	Species	Heterocapsaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18404	Clarkia unguiculata	Species	Onagraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24509	Randia longispina	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4011	Chlamydomonas reinhardtii	Species	Chlamydomonadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8452	Dracaena angustifolia	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25265	Sophora secundiflora	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24150	Baptisia lecontii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23463	Basanacantha spinosa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO27038	Senecio macrophyllus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27053	Maclura aurantiaca	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25025	Gypothamnium pinifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26862	Pentaceraster alveolatus	Species	Oreasteridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26693	Daphne papyracea	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26489	Arthrobacter viscosus	Species	Rhizobiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO29139	Agave huachucensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26915	Erinus alpinus	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26550	Ruscus aculeatus	Species	Asparagaceae	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	3

Activity Type	# Activity
Cell line	1
Non-molecular	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT453	Cell line	HT-1080	Homo sapiens	IC50	=	42100.0	nM	PMID[11575942]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	95300.0	nM	PMID[11575942]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	41200.0	nM	PMID[11575942]

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

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 NPC112274 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	23620
0.1-0.2	22940
0.2-0.3	2755
0.3-0.4	376
0.4-0.5	100
0.5-0.6	45
0.6-0.7	12
0.7-0.8	0
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8667	High Similarity	NPC70204
0.8261	Intermediate Similarity	NPC475670
0.7895	Intermediate Similarity	NPC51154
0.7812	Intermediate Similarity	NPC11548
0.7667	Intermediate Similarity	NPC13190
0.7634	Intermediate Similarity	NPC306131
0.7634	Intermediate Similarity	NPC200802
0.7087	Intermediate Similarity	NPC294129
0.7009	Intermediate Similarity	NPC195560
0.6907	Remote Similarity	NPC475431
0.6887	Remote Similarity	NPC475487
0.6852	Remote Similarity	NPC229962
0.6762	Remote Similarity	NPC475247
0.6698	Remote Similarity	NPC148965
0.6538	Remote Similarity	NPC475403
0.6509	Remote Similarity	NPC160888
0.6289	Remote Similarity	NPC481424
0.6289	Remote Similarity	NPC481422
0.6111	Remote Similarity	NPC42171
0.6111	Remote Similarity	NPC473633
0.6075	Remote Similarity	NPC476085
0.596	Remote Similarity	NPC481425
0.596	Remote Similarity	NPC481426
0.5882	Remote Similarity	NPC198325
0.5862	Remote Similarity	NPC479532
0.5806	Remote Similarity	NPC473923
0.5738	Remote Similarity	NPC233391
0.5684	Remote Similarity	NPC473476
0.5644	Remote Similarity	NPC481423
0.5638	Remote Similarity	NPC176406
0.5528	Remote Similarity	NPC207243
0.5505	Remote Similarity	NPC113044
0.5505	Remote Similarity	NPC283829
0.5505	Remote Similarity	NPC161676
0.5472	Remote Similarity	NPC54619
0.541	Remote Similarity	NPC43842
0.5378	Remote Similarity	NPC50689
0.5377	Remote Similarity	NPC476540
0.5377	Remote Similarity	NPC476541
0.5299	Remote Similarity	NPC475333
0.5299	Remote Similarity	NPC224098
0.5299	Remote Similarity	NPC208383
0.5263	Remote Similarity	NPC51172
0.5263	Remote Similarity	NPC49032
0.5248	Remote Similarity	NPC473774
0.5248	Remote Similarity	NPC481419
0.5248	Remote Similarity	NPC481417
0.5221	Remote Similarity	NPC470433
0.5221	Remote Similarity	NPC46190
0.5221	Remote Similarity	NPC171073
0.5188	Remote Similarity	NPC202261
0.5185	Remote Similarity	NPC476538
0.5185	Remote Similarity	NPC476539
0.5182	Remote Similarity	NPC125324
0.5175	Remote Similarity	NPC248746
0.5159	Remote Similarity	NPC295133
0.5102	Remote Similarity	NPC482599
0.5089	Remote Similarity	NPC14704
0.5088	Remote Similarity	NPC602423
0.5086	Remote Similarity	NPC480555
0.5086	Remote Similarity	NPC151134
0.5086	Remote Similarity	NPC150372
0.5047	Remote Similarity	NPC477451
0.5045	Remote Similarity	NPC470432
0.5045	Remote Similarity	NPC230507
0.504	Remote Similarity	NPC480556

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC112274 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7643
0.1-0.2	1449
0.2-0.3	49
0.3-0.4	8
0.4-0.5	1
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