NPASS Compound

Natural Product: NPC95780

Natural Product ID	NPC95780
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	GGQQYAYCQKBIJQ-UHFFFAOYSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	21775821
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0000324] Fatty acid esters

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 110109 0 0 0 0 0 0 0 0999 V2000 6.0087 4.2618 -0.0414 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0414 3.2567 -0.6123 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3373 3.9691 -0.6979 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5230 3.3333 -1.2490 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1773 2.1556 -0.6709 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4077 0.8626 -0.5890 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3843 -0.1567 -0.0332 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9381 -1.5373 0.1146 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8381 -1.9398 0.9809 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4480 -1.4157 0.7243 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9319 -1.7250 -0.6119 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6199 -1.1870 -0.9803 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3861 -1.5043 -0.2462 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2307 -0.9891 1.1304 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9467 -1.3566 1.8388 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7060 -2.7571 2.1760 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6085 -3.8305 1.2111 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5970 -3.8837 0.1415 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1760 -4.0139 0.4580 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6107 -3.0079 1.1602 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8119 -1.6781 0.5355 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5120 -1.7310 -0.7987 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8610 -2.3377 -0.7939 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8869 -1.6853 0.0746 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1695 -2.4737 -0.0931 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3171 -1.9887 0.7042 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7011 -0.5850 0.3863 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0864 -0.3443 -1.0332 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2211 -1.1606 -1.5349 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5223 -1.0347 -0.8477 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0730 0.3395 -0.9100 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2435 0.5541 -0.4720 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3664 1.3978 -1.4250 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.8904 2.6971 -1.4783 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1830 3.2034 -0.1076 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7480 4.6112 -0.2064 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.0560 5.1314 1.1704 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.6179 6.5447 1.0640 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2611 5.2466 -0.4571 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0641 4.2119 1.0575 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0240 3.9551 -0.4256 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9915 2.4153 0.0721 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6876 3.0189 -1.6384 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5410 4.3753 0.3619 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1200 4.9232 -1.2919 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2476 3.0165 -2.3377 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3238 4.1532 -1.4129 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5592 2.4354 0.3741 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1502 1.9921 -1.2199 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6149 1.0249 0.1469 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1026 0.5712 -1.5916 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7898 0.3036 0.9164 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2589 -0.1316 -0.7556 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8624 -2.0035 -0.9271 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8604 -2.1158 0.5055 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0711 -1.6757 2.0523 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7703 -3.0616 1.0082 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1981 -0.4460 1.0833 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8369 -2.1282 1.4311 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8687 -2.8694 -0.6908 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6500 -1.3916 -1.4344 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3769 -1.4259 -2.0854 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6516 -0.0411 -1.0487 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0791 -2.5745 -0.3965 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5426 -0.9734 -0.8405 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1215 0.1632 0.9868 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0721 -1.1390 1.8187 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1357 -0.8670 1.2474 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8907 -0.7755 2.8267 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9202 -2.8616 3.0044 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6437 -3.0489 2.8356 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3115 -4.7739 1.8767 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6374 -4.2265 0.9061 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7589 -3.0721 -0.6404 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -4.8132 -0.4794 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0927 -4.9711 1.1043 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3312 -4.3852 -0.4913 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2111 -2.8316 2.1862 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6419 -3.4522 1.3247 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0466 -1.0392 0.4282 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5251 -1.1193 1.2158 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9036 -2.2435 -1.5790 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6140 -0.6802 -1.1570 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2503 -2.2617 -1.8504 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8734 -3.4260 -0.5779 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5953 -1.5782 1.1248 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0976 -0.6555 -0.3131 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4675 -2.4414 -1.1812 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9845 -3.5730 0.0769 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1734 -2.7004 0.4984 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0794 -2.0828 1.7904 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4842 -0.1970 1.1005 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8129 0.0724 0.5980 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1898 0.7527 -1.1784 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1878 -0.6155 -1.6640 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8753 -2.2233 -1.6029 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3591 -0.8712 -2.6231 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2471 -1.7063 -1.3901 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4954 -1.3190 0.2284 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.8122 2.7010 -2.1268 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1750 3.3870 -1.9929 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9028 2.5919 0.4243 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2335 3.3176 0.4894 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.6127 4.6234 -0.8673 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9673 5.2781 -0.6332 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.8649 4.4980 1.5918 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1493 5.1135 1.7875 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.4924 7.0527 2.0327 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.7095 6.4626 0.8803 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1108 7.1381 0.2818 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 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 2 0 31 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 1 39 1 0 1 40 1 0 1 41 1 0 2 42 1 0 2 43 1 0 3 44 1 0 3 45 1 0 4 46 1 0 4 47 1 0 5 48 1 0 5 49 1 0 6 50 1 0 6 51 1 0 7 52 1 0 7 53 1 0 8 54 1 0 8 55 1 0 9 56 1 0 9 57 1 0 10 58 1 0 10 59 1 0 11 60 1 0 11 61 1 0 12 62 1 0 12 63 1 0 13 64 1 0 13 65 1 0 14 66 1 0 14 67 1 0 15 68 1 0 15 69 1 0 16 70 1 0 16 71 1 0 17 72 1 0 17 73 1 0 18 74 1 0 18 75 1 0 19 76 1 0 19 77 1 0 20 78 1 0 20 79 1 0 21 80 1 0 21 81 1 0 22 82 1 0 22 83 1 0 23 84 1 0 23 85 1 0 24 86 1 0 24 87 1 0 25 88 1 0 25 89 1 0 26 90 1 0 26 91 1 0 27 92 1 0 27 93 1 0 28 94 1 0 28 95 1 0 29 96 1 0 29 97 1 0 30 98 1 0 30 99 1 0 34100 1 0 34101 1 0 35102 1 0 35103 1 0 36104 1 0 36105 1 0 37106 1 0 37107 1 0 38108 1 0 38109 1 0 38110 1 0 M END

Standard InCHIKey	GGQQYAYCQKBIJQ-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C36H72O2/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-34-36(37)38-35-33-6-4-2/h3-35H2,1-2H3
SMILES	CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)OCCCCC

Calculated Properties

Physi-Chem Properties

Molecular Weight:	536.55	Volume:	646.156 ? Van der Waals volume.
Dense:	0.83	LogP:	9.192 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.978 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-8.818 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	34.0	Rigid Bonds:	1.0
TPSA:	26.3 ? Topological Polar Surface Area.	H-Bond Acceptor:	2.0
H-Bond Donor:	0.0	Rings:	0.0
Heavy Atoms:	2.0

MedChem Properties

QED Drug-Likeness Score:	0.062	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	1.945	Fsp³:	0.972
MCE-18:	0.0 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.649	Fluc inhibitor:	0.318 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.001 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.004 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.992	Promiscuous compounds:	0.267

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.102	MDCK Permeability:	-5.022
Pgp-inhibitor:	0.0	Pgp-substrate:	0.015
PAMPA:	0.0 ? 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):	0.984
20% Bioavailability (F20%):	0.999	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001	MRP1:	1.0
Plasma Protein Binding (PPB):	104.569%	Volume Distribution (VD):	2.825
Fu:	0.101% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.021
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.995
BSEP inhibitor:	0.983

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	1.0
CYP2C19-inhibitor:	0.016	CYP2C19-substrate:	1.0
CYP2C9-inhibitor:	0.088	CYP2C9-substrate:	0.995
CYP2D6-inhibitor:	0.035	CYP2D6-substrate:	0.985
CYP3A4-inhibitor:	0.078	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.974	CYP2C8-inhibitor:	1.0
HLM stability:	0.857 ? 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):

4.272

Half-life (T1/2):

4.766

ADMET: Toxicity

hERG Blockers:	0.941	hERG Blockers (10um):	0.982
Human Hepatotoxicity (H-HT):	0.346	Drug-induced Liver Injury (DILI):	0.075
AMES Toxicity:	0.004	Rat Oral Acute Toxicity:	0.064
Maximum Recommended Daily Dose:	0.23	Skin Sensitization:	0.999
Carcinogencity:	0.139	Eye Corrosion:	0.991
Eye Irritation:	0.997	Respiratory Toxicity:	0.991
Drug-induced Neurotoxicity:	0.001	Ototoxicity:	0.08
Hematotoxicity:	0.042	Drug-induced Nephrotoxicity:	0.108
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.042
A549 Cytotoxicity:	0.963	Hek293 Cytotoxicity:	0.18
BCF:	-0.544 ? 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:	5.298 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	7.101 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.969 ? 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
NPO28122	Senecio chionophilus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15387646]
NPO28539	Xestospongia vanilla	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21945	Amomum melegueta	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27889	Anacyclus monanthos	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28505	Arum palaestinum	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28331	Astragalus siculus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28645	Chondria armata	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28403	Comanthus bennetti	Species	Comatulidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28105	Coriolopsis gallica	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28082	Corydalis tashiroi	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27969	Elvira biflora	Species	Trochilidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28493	Euphorbia cuneata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28522	Flustra denticulata	Species	Flustridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28420	Guizotia scabra	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28314	Hakea trifurcata	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12214	Leontice robustum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28279	Mikania cordifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28156	Nezara viridula	Species	Pentatomidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27701	Otholobium glandulosum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28030	Polysiphonia nigra	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28227	Prunus speciosa	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27849	Raoulia australis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28122	Senecio chionophilus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27768	Terminalia brachystemma	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27917	Ulmus campestris	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12214	Leontice robustum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28645	Chondria armata	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28645	Chondria armata	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12214	Leontice robustum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12214	Leontice robustum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28331	Astragalus siculus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28522	Flustra denticulata	Species	Flustridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28493	Euphorbia cuneata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21945	Amomum melegueta	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28314	Hakea trifurcata	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28645	Chondria armata	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27917	Ulmus campestris	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12214	Leontice robustum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28030	Polysiphonia nigra	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27889	Anacyclus monanthos	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28403	Comanthus bennetti	Species	Comatulidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28420	Guizotia scabra	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27969	Elvira biflora	Species	Trochilidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28156	Nezara viridula	Species	Pentatomidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28122	Senecio chionophilus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28082	Corydalis tashiroi	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28105	Coriolopsis gallica	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27701	Otholobium glandulosum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28539	Xestospongia vanilla	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27768	Terminalia brachystemma	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27849	Raoulia australis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28505	Arum palaestinum	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28279	Mikania cordifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28227	Prunus speciosa	Species	Rosaceae	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

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

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 NPC95780 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	27007
0.1-0.2	20911
0.2-0.3	1640
0.3-0.4	190
0.4-0.5	49
0.5-0.6	28
0.6-0.7	22
0.7-0.8	0
0.8-0.85	4
0.85-0.9	2
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9583	High Similarity	NPC154642
0.92	High Similarity	NPC149299
0.88	High Similarity	NPC80396
0.88	High Similarity	NPC603612
0.84	Intermediate Similarity	NPC286695
0.8077	Intermediate Similarity	NPC80641
0.8	Intermediate Similarity	NPC223249
0.8	Intermediate Similarity	NPC12904
0.7692	Intermediate Similarity	NPC154396
0.7308	Intermediate Similarity	NPC476550
0.7097	Intermediate Similarity	NPC223677
0.6923	Remote Similarity	NPC250028
0.6923	Remote Similarity	NPC236579
0.6923	Remote Similarity	NPC80234
0.6923	Remote Similarity	NPC203531
0.6923	Remote Similarity	NPC256163
0.6923	Remote Similarity	NPC40597
0.6667	Remote Similarity	NPC322892
0.6452	Remote Similarity	NPC163345
0.6452	Remote Similarity	NPC71761
0.6296	Remote Similarity	NPC86545
0.6296	Remote Similarity	NPC286498
0.6296	Remote Similarity	NPC223374
0.6296	Remote Similarity	NPC196442
0.6296	Remote Similarity	NPC301398
0.6296	Remote Similarity	NPC608162
0.6296	Remote Similarity	NPC609004
0.625	Remote Similarity	NPC99700
0.6154	Remote Similarity	NPC53541
0.6154	Remote Similarity	NPC248233
0.6	Remote Similarity	NPC310746
0.6	Remote Similarity	NPC223675
0.6	Remote Similarity	NPC68577
0.5926	Remote Similarity	NPC40965
0.5806	Remote Similarity	NPC26253
0.5667	Remote Similarity	NPC600941
0.5625	Remote Similarity	NPC488257
0.5625	Remote Similarity	NPC469937
0.5625	Remote Similarity	NPC94699
0.5625	Remote Similarity	NPC128061
0.5625	Remote Similarity	NPC320588
0.5625	Remote Similarity	NPC53463
0.5556	Remote Similarity	NPC201622
0.5556	Remote Similarity	NPC305660
0.5556	Remote Similarity	NPC12156
0.5556	Remote Similarity	NPC161097
0.5556	Remote Similarity	NPC28598
0.5556	Remote Similarity	NPC326758
0.5556	Remote Similarity	NPC22903
0.5556	Remote Similarity	NPC54980
0.5556	Remote Similarity	NPC166804
0.5455	Remote Similarity	NPC55678
0.5417	Remote Similarity	NPC327450
0.5417	Remote Similarity	NPC234005
0.5333	Remote Similarity	NPC155872
0.5172	Remote Similarity	NPC81263
0.5172	Remote Similarity	NPC47363
0.5172	Remote Similarity	NPC287231
0.5172	Remote Similarity	NPC317128
0.5172	Remote Similarity	NPC178643
0.5143	Remote Similarity	NPC28779

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC95780 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6815
0.1-0.2	2156
0.2-0.3	146
0.3-0.4	23
0.4-0.5	5
0.5-0.6	2
0.6-0.7	3
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
0.6538	Remote Similarity	NPD900	Pre-clinical
0.6176	Remote Similarity	NPD631	Phase 4
0.6	Remote Similarity	NPD630	Approved
0.5455	Remote Similarity	NPD6125	Phase 4
0.5172	Remote Similarity	NPD2699	Pre-clinical

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