NPASS Compound

Natural Product: NPC70204

Natural Product ID	NPC70204
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	SKHJNNFXCKTDBG-QUNJDNMZSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL451421
PubChem CID	44575746
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 110117 0 0 0 0 0 0 0 0999 V2000 10.1499 2.5495 -1.5633 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0750 1.9663 -0.6645 C 0 0 2 0 0 0 0 0 0 0 0 0 9.2736 0.4805 -0.4679 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1169 -0.0300 0.3426 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8216 0.2490 -0.3705 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6831 0.5092 0.5976 C 0 0 1 0 0 0 0 0 0 0 0 0 5.7944 1.7995 1.3217 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5249 0.4323 -0.3585 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0600 -0.5710 -1.3792 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0735 -1.7233 -1.3767 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8284 -1.0350 -0.9638 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6709 -1.8994 -0.6361 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3011 -2.6946 -1.8483 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0226 -3.3261 -1.6069 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9206 -2.9036 -0.7361 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1952 -3.6448 -0.6149 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3280 -2.6637 -0.8795 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7588 -1.3276 -1.2287 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8915 -0.7859 -0.0748 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7074 -1.7088 0.1315 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6101 -2.1301 1.5718 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5327 -0.9499 -0.2790 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9247 0.0015 0.8206 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1936 0.7547 0.5323 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3031 -0.1959 0.2263 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5974 -1.0555 1.4291 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -0.6003 1.0603 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8067 0.7484 1.3439 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2463 1.1520 1.5001 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2811 2.5530 2.1330 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.9807 3.2299 1.7772 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8620 2.4683 2.4487 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0834 1.0994 2.5124 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9536 4.5415 2.2733 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2704 2.3890 3.5367 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9182 1.2645 0.3082 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0892 0.5083 0.2779 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.2443 1.5098 0.1405 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.0253 1.2103 -1.1249 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.4499 -0.2269 -1.1572 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.2265 -1.0946 -0.9229 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.4719 -2.0625 0.2008 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0757 -0.3487 -0.7881 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.0720 -0.5104 -2.3662 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.1226 2.0652 -1.1631 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0927 1.4412 1.2296 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2095 -2.6112 0.1955 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3118 -0.9391 -0.9571 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9108 1.1555 -1.3845 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7007 2.2429 -1.1766 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1316 1.9560 -2.5025 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1221 2.5852 -1.0720 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7849 3.5782 -1.8544 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2486 2.4285 0.3517 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2300 0.3435 0.0738 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2613 -0.0045 -1.4463 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1259 0.3424 1.3814 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2228 -1.1400 0.4144 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7014 -0.3411 1.3234 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2333 1.6904 2.2973 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2908 2.6510 0.8113 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8367 2.0348 1.6231 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3764 1.4236 -0.7970 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1281 -0.1054 -2.3843 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0504 -2.1365 -2.4094 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3912 -2.5420 -0.7095 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5319 -0.3280 -1.7558 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8609 -2.6212 0.1850 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2331 -2.0225 -2.7288 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0924 -3.4728 -1.9864 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2718 -4.2121 -2.1993 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3235 -4.0188 0.4254 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2250 -4.4898 -1.3425 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8776 -3.0364 -1.7662 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4700 -0.5633 -1.5126 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0364 -1.4228 -2.0805 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5679 0.2089 -0.4455 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2826 -2.9732 1.7656 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8493 -1.3274 2.2958 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4538 -2.4860 1.7105 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3207 -0.3558 -1.1890 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9422 -0.4890 1.8212 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1116 0.7540 0.8774 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3840 1.4184 1.3969 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9975 1.3642 -0.3982 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6702 -1.5657 1.7291 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8829 -0.3876 2.2483 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3370 -1.8518 1.2070 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3167 1.3223 0.5443 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7630 0.4412 2.1938 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1702 3.1124 1.8279 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8851 3.2424 0.6653 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9502 2.6495 1.8349 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6515 2.9022 3.4542 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6634 5.1245 1.5533 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8257 1.6131 3.7851 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2518 -0.0423 1.2119 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8802 2.5504 0.0433 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3758 1.4045 -2.0118 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1645 -0.4111 -0.3123 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0989 -1.7086 -1.8595 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4744 -3.1344 -0.1482 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7576 -2.0057 1.0248 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5006 -1.9289 0.6448 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0591 -0.4170 -2.2087 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8533 1.6497 -1.6933 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9862 1.1082 1.0353 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7781 -3.4282 0.1799 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2520 3.0278 -0.5207 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8188 2.7600 -2.1758 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 6 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 2 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 1 20 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 1 19 27 1 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 31 34 1 0 30 35 1 0 29 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 41 43 1 0 40 44 1 0 39 45 1 0 38 46 1 0 17 47 1 0 9 48 1 0 5 49 1 6 49 50 1 0 50 2 1 0 48 5 1 0 25 8 1 0 33 28 1 0 43 37 1 0 25 11 1 0 22 12 1 0 20 15 1 0 1 51 1 0 1 52 1 0 1 53 1 0 2 54 1 1 3 55 1 0 3 56 1 0 4 57 1 0 4 58 1 0 6 59 1 1 7 60 1 0 7 61 1 0 7 62 1 0 8 63 1 6 9 64 1 6 10 65 1 0 10 66 1 0 11 67 1 6 12 68 1 1 13 69 1 0 13 70 1 0 14 71 1 0 16 72 1 0 16 73 1 0 17 74 1 6 18 75 1 0 18 76 1 0 19 77 1 6 21 78 1 0 21 79 1 0 21 80 1 0 22 81 1 6 23 82 1 0 23 83 1 0 24 84 1 0 24 85 1 0 26 86 1 0 26 87 1 0 26 88 1 0 28 89 1 6 29 90 1 1 30 91 1 1 31 92 1 6 32 93 1 0 32 94 1 0 34 95 1 0 35 96 1 0 37 97 1 1 38 98 1 6 39 99 1 6 40100 1 1 41101 1 6 42102 1 0 42103 1 0 42104 1 0 44105 1 0 45106 1 0 46107 1 0 47108 1 0 50109 1 0 50110 1 0 M END

Standard InCHIKey	SKHJNNFXCKTDBG-QUNJDNMZSA-N
Standard InCHI	InChI=1S/C38H60O12/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/h6,17-19,21-35,39-44H,7-16H2,1-5H3/t17-,18+,19+,21-,22-,23+,24+,25+,26+,27-,28+,29+,30+,31-,32-,33-,34+,35+,36+,37+,38-/m1/s1
SMILES	C[C@@H]1CC[C@@]2([C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5CC=C6C[C@H](C[C@H]([C@]6(C)[C@H]5CC[C@]34C)O[C@H]3[C@@H]([C@H]([C@H](CO3)O)O)O[C@H]3[C@@H]([C@@H]([C@H]([C@H](C)O3)O)O)O)O)O2)OC1

Calculated Properties

Physi-Chem Properties

Molecular Weight:	708.41	Volume:	700.198 ? Van der Waals volume.
Dense:	1.012	LogP:	3.136 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.61 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.18 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	4.0	Rigid Bonds:	42.0
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:	6.335	Fsp³:	0.947
MCE-18:	199.568 ? 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:	0.753	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.012 ? 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:	0.175	Promiscuous compounds:	0.018

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.761	MDCK Permeability:	-5.104
Pgp-inhibitor:	0.0	Pgp-substrate:	0.986
PAMPA:	0.998 ? 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%):	0.302	30% Bioavailability (F30%):	0.689
50% Bioavailability (F50%):	0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002	MRP1:	0.094
Plasma Protein Binding (PPB):	56.088%	Volume Distribution (VD):	-0.442
Fu:	37.243% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.825
BSEP inhibitor:	0.088

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:	0.001
CYP3A4-inhibitor:	0.991	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.992
HLM stability:	0.049 ? 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):

2.429

Half-life (T1/2):

2.848

ADMET: Toxicity

hERG Blockers:	0.058	hERG Blockers (10um):	0.222
Human Hepatotoxicity (H-HT):	0.537	Drug-induced Liver Injury (DILI):	0.897
AMES Toxicity:	0.576	Rat Oral Acute Toxicity:	0.076
Maximum Recommended Daily Dose:	0.441	Skin Sensitization:	1.0
Carcinogencity:	0.197	Eye Corrosion:	0.0
Eye Irritation:	0.007	Respiratory Toxicity:	0.017
Drug-induced Neurotoxicity:	0.004	Ototoxicity:	0.99
Hematotoxicity:	0.074	Drug-induced Nephrotoxicity:	0.86
Genotoxicity:	0.026	RPMI-8226 Immunitoxicity:	0.359
A549 Cytotoxicity:	0.615	Hek293 Cytotoxicity:	0.822
BCF:	1.745 ? 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:	3.493 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.756 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.107 ? 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]
NPO29813	Ornithogalum thyrsoides	Species	Hyacinthaceae	Eukaryota	bulbs	n.a.	n.a.	PMID[12398536]
NPO29813	Ornithogalum thyrsoides	Species	Hyacinthaceae	Eukaryota	n.a.	bulb	n.a.	PMID[12398536]
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]
NPO29813	Ornithogalum thyrsoides	Species	Hyacinthaceae	Eukaryota	bulbs	n.a.	n.a.	PMID[15497941]
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]
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]
NPO29813	Ornithogalum thyrsoides	Species	Hyacinthaceae	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]
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	2

Activity Type	# Activity
Cell line	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
NPT116	Cell line	HL-60	Homo sapiens	IC50	=	2.2	ug.mL-1	PMID[15497941]
NPT924	Cell line	HSC-2	Homo sapiens	IC50	=	19.9	ug.mL-1	PMID[15497941]

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 NPC70204 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	24228
0.1-0.2	22444
0.2-0.3	2633
0.3-0.4	326
0.4-0.5	111
0.5-0.6	84
0.6-0.7	20
0.7-0.8	0
0.8-0.85	1
0.85-0.9	4
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8864	High Similarity	NPC475670
0.8837	High Similarity	NPC306131
0.8837	High Similarity	NPC200802
0.8667	High Similarity	NPC112274
0.8125	Intermediate Similarity	NPC294129
0.7684	Intermediate Similarity	NPC51154
0.7604	Intermediate Similarity	NPC11548
0.7228	Intermediate Similarity	NPC475247
0.6875	Remote Similarity	NPC475431
0.6822	Remote Similarity	NPC195560
0.6667	Remote Similarity	NPC229962
0.6526	Remote Similarity	NPC13190
0.6373	Remote Similarity	NPC113044
0.6373	Remote Similarity	NPC283829
0.6373	Remote Similarity	NPC161676
0.6346	Remote Similarity	NPC475403
0.6321	Remote Similarity	NPC160888
0.6239	Remote Similarity	NPC475487
0.6204	Remote Similarity	NPC148965
0.617	Remote Similarity	NPC473774
0.617	Remote Similarity	NPC481419
0.617	Remote Similarity	NPC481417
0.6091	Remote Similarity	NPC475333
0.6091	Remote Similarity	NPC224098
0.6091	Remote Similarity	NPC208383
0.6038	Remote Similarity	NPC470433
0.6038	Remote Similarity	NPC46190
0.6038	Remote Similarity	NPC171073
0.5941	Remote Similarity	NPC476540
0.5941	Remote Similarity	NPC476541
0.5934	Remote Similarity	NPC473923
0.5926	Remote Similarity	NPC473633
0.5905	Remote Similarity	NPC14704
0.59	Remote Similarity	NPC477451
0.5888	Remote Similarity	NPC476085
0.5888	Remote Similarity	NPC602423
0.5872	Remote Similarity	NPC480555
0.5872	Remote Similarity	NPC150372
0.5865	Remote Similarity	NPC470432
0.5865	Remote Similarity	NPC230507
0.5833	Remote Similarity	NPC481420
0.5833	Remote Similarity	NPC481421
0.5806	Remote Similarity	NPC473476
0.578	Remote Similarity	NPC300557
0.5778	Remote Similarity	NPC235126
0.5778	Remote Similarity	NPC242419
0.5763	Remote Similarity	NPC480556
0.5758	Remote Similarity	NPC181845
0.5728	Remote Similarity	NPC476538
0.5728	Remote Similarity	NPC476539
0.5714	Remote Similarity	NPC269297
0.5714	Remote Similarity	NPC222202
0.5714	Remote Similarity	NPC198325
0.5702	Remote Similarity	NPC480554
0.569	Remote Similarity	NPC479532
0.5686	Remote Similarity	NPC222731
0.5684	Remote Similarity	NPC144790
0.5684	Remote Similarity	NPC149400
0.5664	Remote Similarity	NPC32361
0.5603	Remote Similarity	NPC480553
0.5577	Remote Similarity	NPC19400
0.5545	Remote Similarity	NPC297348
0.5545	Remote Similarity	NPC248746
0.5545	Remote Similarity	NPC249204
0.5545	Remote Similarity	NPC48339
0.5545	Remote Similarity	NPC177834
0.5545	Remote Similarity	NPC141769
0.5545	Remote Similarity	NPC477547
0.5545	Remote Similarity	NPC477809
0.5543	Remote Similarity	NPC177818
0.5514	Remote Similarity	NPC141433
0.551	Remote Similarity	NPC481418
0.5455	Remote Similarity	NPC24960
0.5447	Remote Similarity	NPC233391
0.5446	Remote Similarity	NPC481424
0.5446	Remote Similarity	NPC481422
0.5429	Remote Similarity	NPC211354
0.5421	Remote Similarity	NPC6295
0.5378	Remote Similarity	NPC232054
0.5366	Remote Similarity	NPC207243
0.5347	Remote Similarity	NPC485594
0.5345	Remote Similarity	NPC194207
0.5345	Remote Similarity	NPC22779
0.534	Remote Similarity	NPC294686
0.534	Remote Similarity	NPC131693
0.534	Remote Similarity	NPC475436
0.5328	Remote Similarity	NPC224314
0.5278	Remote Similarity	NPC485595
0.5259	Remote Similarity	NPC309278
0.525	Remote Similarity	NPC475357
0.5229	Remote Similarity	NPC195297
0.5221	Remote Similarity	NPC42171
0.5221	Remote Similarity	NPC471464
0.5221	Remote Similarity	NPC6806
0.521	Remote Similarity	NPC50689
0.5185	Remote Similarity	NPC107962
0.5167	Remote Similarity	NPC31896
0.5158	Remote Similarity	NPC486119
0.5152	Remote Similarity	NPC202261
0.5146	Remote Similarity	NPC481425
0.5146	Remote Similarity	NPC481426
0.5135	Remote Similarity	NPC475351
0.5122	Remote Similarity	NPC43842
0.5094	Remote Similarity	NPC250393
0.5081	Remote Similarity	NPC477807
0.5051	Remote Similarity	NPC88962
0.5048	Remote Similarity	NPC234352
0.5047	Remote Similarity	NPC206003
0.5047	Remote Similarity	NPC473610
0.5045	Remote Similarity	NPC305423
0.5045	Remote Similarity	NPC160426
0.5043	Remote Similarity	NPC128572

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC70204 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7625
0.1-0.2	1466
0.2-0.3	51
0.3-0.4	5
0.4-0.5	3
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