NPASS Compound

Natural Product: NPC3450

Natural Product ID	NPC3450
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	SDGDWRYYHQOQOJ-QZVJJNCDSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL553622
PubChem CID	11238221
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids

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 80 84 0 0 0 0 0 0 0 0999 V2000 -3.8616 -1.9447 1.4725 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9838 -1.5084 0.3173 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4255 -0.7142 -0.6048 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6759 -0.0390 -0.8656 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4593 1.4243 -0.6774 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4945 1.8069 0.3919 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2491 2.4968 0.0449 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2335 1.8532 -0.8034 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2152 2.0826 -2.2284 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3832 2.8649 -1.4432 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4370 0.7328 -0.1276 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2088 -0.4115 -1.0048 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2292 -0.6902 -1.4618 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0242 -2.0219 -2.2120 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1457 -2.9769 -2.0313 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3269 -2.5789 -1.7264 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4775 -1.8046 -0.4616 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5999 -2.0145 0.3841 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4446 -2.7783 1.4213 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7288 -2.0969 0.2795 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0421 -3.2762 0.8632 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3246 -4.2802 0.8109 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3410 -3.3862 1.6261 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1681 -0.7622 -0.4555 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3601 -0.0198 -0.5579 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4937 0.6844 -1.5873 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4098 -0.0433 0.4587 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5202 0.8516 0.0159 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5787 2.1889 0.3309 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6216 3.0142 -0.0892 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6424 2.4932 -0.8489 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6067 1.1551 -1.1779 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5716 0.3543 -0.7561 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6449 1.2275 0.6143 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7277 1.2616 1.9879 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2762 0.7960 2.5656 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9069 1.8051 2.6818 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6455 0.6516 -0.0797 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9505 1.0632 -0.8204 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8725 0.6919 1.3784 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9224 -1.9447 1.1679 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7474 -1.2766 2.3378 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5751 -2.9605 1.8346 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6792 -0.5168 -1.4127 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0444 -0.2887 -1.9325 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5914 2.1105 -1.4980 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2690 0.9671 1.0902 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0722 2.5286 1.0547 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5210 3.4979 -0.3623 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7334 2.7585 1.0231 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6844 1.5159 -2.9968 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1280 2.5969 -2.6525 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1416 0.3936 0.6706 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6790 -0.2789 -2.0439 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5312 0.0131 -2.2967 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8791 -1.8638 -3.3017 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7776 -4.0053 -1.8387 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7462 -3.0765 -2.9846 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8934 -2.6657 -1.2764 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2935 -3.6621 -1.5952 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1417 -2.3078 -2.4281 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5140 -2.4550 2.2190 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2031 -3.4985 0.9507 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2616 -4.2018 2.3660 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0559 0.3627 1.4281 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8400 -1.0563 0.6244 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7651 2.5849 0.9312 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6089 4.0624 0.1934 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4670 3.1198 -1.1880 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4276 0.7626 -1.7817 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5397 -0.6855 -1.0092 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6126 2.5969 3.4231 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6466 2.2434 1.9944 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4415 1.0107 3.2730 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7287 1.3393 -1.8680 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6341 0.1799 -0.8805 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4004 1.9246 -0.3238 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5804 1.5464 1.6162 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4957 -0.2112 1.6535 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0151 0.6882 2.0429 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 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 8 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 14 16 1 0 16 17 1 0 17 18 1 0 18 19 2 0 17 20 1 1 20 21 1 0 21 22 2 0 21 23 1 0 13 24 1 0 24 25 1 0 25 26 2 0 25 27 1 0 27 28 1 0 28 29 2 0 29 30 1 0 30 31 2 0 31 32 1 0 32 33 2 0 11 34 1 0 34 35 1 0 35 36 2 0 35 37 1 0 5 38 1 0 38 39 1 0 38 40 1 0 18 2 1 0 33 28 1 0 38 4 1 0 8 10 1 1 17 12 1 0 1 41 1 0 1 42 1 0 1 43 1 0 3 44 1 0 4 45 1 6 5 46 1 6 6 47 1 0 6 48 1 0 7 49 1 0 7 50 1 0 9 51 1 0 9 52 1 0 11 53 1 1 12 54 1 6 13 55 1 6 14 56 1 6 15 57 1 0 15 58 1 0 15 59 1 0 16 60 1 0 16 61 1 0 23 62 1 0 23 63 1 0 23 64 1 0 27 65 1 0 27 66 1 0 29 67 1 0 30 68 1 0 31 69 1 0 32 70 1 0 33 71 1 0 37 72 1 0 37 73 1 0 37 74 1 0 39 75 1 0 39 76 1 0 39 77 1 0 40 78 1 0 40 79 1 0 40 80 1 0 M END

Standard InCHIKey	SDGDWRYYHQOQOJ-QZVJJNCDSA-N
Standard InCHI	InChI=1S/C32H40O8/c1-18-14-24-23(30(24,5)6)12-13-31(17-37-31)29(38-20(3)33)26-27(39-25(35)15-22-10-8-7-9-11-22)19(2)16-32(26,28(18)36)40-21(4)34/h7-11,14,19,23-24,26-27,29H,12-13,15-17H2,1-6H3/b18-14+/t19-,23-,24+,26+,27-,29+,31-,32+/m0/s1
SMILES	C/C/1=C[C@@H]2[C@H](CC[C@]3(CO3)[C@@H]([C@H]3[C@H]([C@@H](C)C[C@@]3(C1=O)OC(=O)C)OC(=O)Cc1ccccc1)OC(=O)C)C2(C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	552.27	Volume:	568.476 ? Van der Waals volume.
Dense:	0.971	LogP:	3.5 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.385 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.836 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	8.0	Rigid Bonds:	30.0
TPSA:	108.5 ? Topological Polar Surface Area.	H-Bond Acceptor:	8.0
H-Bond Donor:	0.0	Rings:	5.0
Heavy Atoms:	8.0

MedChem Properties

QED Drug-Likeness Score:	0.301	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.712	Fsp³:	0.625
MCE-18:	162.0 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.608	Fluc inhibitor:	0.005 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.019 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.007 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.101	Promiscuous compounds:	0.601

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.855	MDCK Permeability:	-4.693
Pgp-inhibitor:	0.479	Pgp-substrate:	0.018
PAMPA:	0.54 ? 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%):	0.052	30% Bioavailability (F30%):	0.065
50% Bioavailability (F50%):	0.954

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.003	MRP1:	0.996
Plasma Protein Binding (PPB):	87.76%	Volume Distribution (VD):	-0.253
Fu:	11.713% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.944
OATP1B3 inhibitor:	0.956	BCRP inhibitor:	0.0
BSEP inhibitor:	0.997

ADMET: Metabolism

CYP1A2-inhibitor:	0.011	CYP1A2-substrate:	0.708
CYP2C19-inhibitor:	0.013	CYP2C19-substrate:	0.433
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.209
CYP3A4-inhibitor:	0.434	CYP3A4-substrate:	0.986
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.999
HLM stability:	0.986 ? 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):

5.806

Half-life (T1/2):

0.328

ADMET: Toxicity

hERG Blockers:	0.044	hERG Blockers (10um):	0.315
Human Hepatotoxicity (H-HT):	0.527	Drug-induced Liver Injury (DILI):	0.823
AMES Toxicity:	0.684	Rat Oral Acute Toxicity:	0.551
Maximum Recommended Daily Dose:	0.465	Skin Sensitization:	0.996
Carcinogencity:	0.528	Eye Corrosion:	0.002
Eye Irritation:	0.135	Respiratory Toxicity:	0.08
Drug-induced Neurotoxicity:	0.51	Ototoxicity:	0.158
Hematotoxicity:	0.406	Drug-induced Nephrotoxicity:	0.667
Genotoxicity:	0.98	RPMI-8226 Immunitoxicity:	0.143
A549 Cytotoxicity:	0.346	Hek293 Cytotoxicity:	0.511
BCF:	1.138 ? 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:	4.031 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.659 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.215 ? 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
NPO520	Euphorbia lathyris	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12542364]
NPO10036	Bruguiera cylindrica	Species	Rhizophoraceae	Eukaryota	Fruits	n.a.	n.a.	PMID[15165157]
NPO2462	Machilus robusta	Species	Lauraceae	Eukaryota	bark	n.a.	n.a.	PMID[21627109]
NPO2462	Machilus robusta	Species	Lauraceae	Eukaryota	n.a.	bark	n.a.	PMID[21627109]
NPO520	Euphorbia lathyris	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30817151]
NPO8283	Pseudophegopteris subaurita	Species	Thelypteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9866	Symphytum tuberosum	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10733	Plantago uniflora	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10479	Ophiocoma echinata	Species	Ophiocomidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2462	Machilus robusta	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10959	Kalanchoe marmorata	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5571	Jacobaea arnautorum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3940	Erioderma chilense	Species	Pannariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4494	Ecbolium linneanum	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10036	Bruguiera cylindrica	Species	Rhizophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO520	Euphorbia lathyris	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10833	Heteromma simplicifolium	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4235	Thymus magnus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1000	Thymus transcaucasicus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9866	Symphytum tuberosum	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO520	Euphorbia lathyris	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4235	Thymus magnus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4235	Thymus magnus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO520	Euphorbia lathyris	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9866	Symphytum tuberosum	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO520	Euphorbia lathyris	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO520	Euphorbia lathyris	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4235	Thymus magnus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1000	Thymus transcaucasicus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10833	Heteromma simplicifolium	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO520	Euphorbia lathyris	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5571	Jacobaea arnautorum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4494	Ecbolium linneanum	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8283	Pseudophegopteris subaurita	Species	Thelypteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10733	Plantago uniflora	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2462	Machilus robusta	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10036	Bruguiera cylindrica	Species	Rhizophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9866	Symphytum tuberosum	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10479	Ophiocoma echinata	Species	Ophiocomidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3940	Erioderma chilense	Species	Pannariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10959	Kalanchoe marmorata	Species	Crassulaceae	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
Activity	1
IC50	4
Ratio IC50	1

Activity Type	# Activity
Cell line	3
Others	3

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
NPT113	Cell line	RAW264.7	Mus musculus	IC50	=	9900.0	nM	PMID[30817151]
NPT113	Cell line	RAW264.7	Mus musculus	IC50	>	50000.0	nM	PMID[30817151]
NPT113	Cell line	RAW264.7	Mus musculus	IC50	=	9900.0	nM	PMID[35063896]
NPT2	Others	Unspecified	n.a.	Activity	=	22.0	%	PMID[19443229]
NPT2	Others	Unspecified	n.a.	IC50	=	245.7	ug.mL-1	PMID[19443229]
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	4.4	n.a.	PMID[19443229]

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 NPC3450 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	11819
0.1-0.2	35472
0.2-0.3	2443
0.3-0.4	96
0.4-0.5	17
0.5-0.6	7
0.6-0.7	1
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC122504
0.7463	Intermediate Similarity	NPC482196
0.6709	Remote Similarity	NPC482354
0.5542	Remote Similarity	NPC42234
0.5233	Remote Similarity	NPC276652
0.5132	Remote Similarity	NPC37784
0.5114	Remote Similarity	NPC270364
0.5114	Remote Similarity	NPC118799
0.5056	Remote Similarity	NPC8990
0.5056	Remote Similarity	NPC105222

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC3450 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	3444
0.1-0.2	5420
0.2-0.3	285
0.3-0.4	1
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Bioactivity similarity

Similar Natural Products in NPASS

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data