NPASS Compound

Natural Product: NPC153716

Natural Product ID	NPC153716
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	KUPLEGDPSCCPJI-UHFFFAOYSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	20149
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002837] Hydrocarbons [CHEMONTID:0004474] Saturated hydrocarbons [CHEMONTID:0002500] Alkanes

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 122121 0 0 0 0 0 0 0 0999 V2000 15.2671 3.5363 1.4588 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3742 3.5237 2.6407 C 0 0 0 0 0 0 0 0 0 0 0 0 14.0849 2.2328 3.3006 C 0 0 0 0 0 0 0 0 0 0 0 0 13.3947 1.1711 2.5346 C 0 0 0 0 0 0 0 0 0 0 0 0 14.0816 0.6367 1.3384 C 0 0 0 0 0 0 0 0 0 0 0 0 13.2737 -0.4558 0.6633 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9485 0.0207 0.1765 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1775 -1.1117 -0.5170 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8791 -0.4866 -0.9817 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9903 -1.4608 -1.6830 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5493 -2.6284 -0.8619 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7514 -2.2144 0.3751 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5135 -1.4326 -0.0790 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6510 -1.0093 1.0556 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4199 -0.2585 0.7323 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3095 -0.9391 0.0560 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6075 -1.5995 -1.2217 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3377 -2.1525 -1.8816 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3959 -1.0152 -2.1737 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2075 -1.6207 -2.9028 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7900 -0.5978 -3.2738 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4049 0.1042 -2.0875 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0855 -0.8609 -1.1971 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8253 -0.3410 -0.0179 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9551 0.6053 -0.4057 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9180 -0.0936 -1.3465 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5464 -1.2966 -0.7317 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4303 -1.9958 -1.7333 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5422 -1.2096 -2.2951 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5341 -0.7701 -1.2262 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6076 0.0111 -1.9195 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6677 0.4386 -0.9338 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0739 1.3014 0.1213 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1699 1.6954 1.1307 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.2101 2.4877 0.4511 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.3120 2.9934 1.2953 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.2579 2.1295 1.9786 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.8016 1.1584 3.0003 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.0695 0.4579 3.5716 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.7392 -0.2299 2.4032 C 0 0 0 0 0 0 0 0 0 0 0 0 14.7158 3.6638 0.4967 H 0 0 0 0 0 0 0 0 0 0 0 0 16.0540 2.7870 1.4168 H 0 0 0 0 0 0 0 0 0 0 0 0 15.8458 4.5275 1.5206 H 0 0 0 0 0 0 0 0 0 0 0 0 13.4133 4.0522 2.3259 H 0 0 0 0 0 0 0 0 0 0 0 0 14.7565 4.2240 3.4472 H 0 0 0 0 0 0 0 0 0 0 0 0 15.0622 1.7872 3.6759 H 0 0 0 0 0 0 0 0 0 0 0 0 13.5062 2.4860 4.2462 H 0 0 0 0 0 0 0 0 0 0 0 0 12.3426 1.5085 2.3289 H 0 0 0 0 0 0 0 0 0 0 0 0 13.2592 0.2940 3.2439 H 0 0 0 0 0 0 0 0 0 0 0 0 15.0327 0.1362 1.6754 H 0 0 0 0 0 0 0 0 0 0 0 0 14.3871 1.3900 0.5808 H 0 0 0 0 0 0 0 0 0 0 0 0 13.1023 -1.2854 1.3937 H 0 0 0 0 0 0 0 0 0 0 0 0 13.8470 -0.8803 -0.1893 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3467 0.3621 1.0597 H 0 0 0 0 0 0 0 0 0 0 0 0 12.0676 0.8724 -0.4882 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0533 -1.9817 0.1265 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8013 -1.4340 -1.3750 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1408 0.3066 -1.7103 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3880 0.0038 -0.1212 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5184 -1.8693 -2.5718 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1005 -0.9170 -2.0622 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8283 -3.2072 -1.5016 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3810 -3.2865 -0.5944 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3814 -3.1460 0.8445 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3465 -1.6310 1.0783 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0763 -1.8323 -0.9654 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9918 -0.4329 -0.4431 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2442 -0.3622 1.7807 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4051 -1.9064 1.7265 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7040 0.6247 0.0419 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0522 0.3202 1.6422 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5136 -0.1517 -0.1140 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7857 -1.6820 0.7310 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1081 -0.9691 -1.9671 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1788 -2.5735 -1.0254 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9123 -2.8829 -1.1873 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6266 -2.6686 -2.8123 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9990 -0.5446 -1.2589 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8548 -0.2481 -2.8271 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2359 -2.4515 -2.2968 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6119 -2.0988 -3.8274 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2927 0.1276 -3.9629 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6122 -1.1144 -3.8256 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0622 0.8899 -2.5108 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5902 0.6595 -1.5830 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7685 -1.4964 -1.7952 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2978 -1.5722 -0.8091 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2818 -1.1410 0.5837 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1605 0.2329 0.6542 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6322 1.5719 -0.7724 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5268 0.7789 0.5279 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4571 -0.3571 -2.3137 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7204 0.6556 -1.5725 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0405 -1.1074 0.2281 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7204 -2.0388 -0.5163 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8903 -2.8888 -1.2100 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7941 -2.4492 -2.5249 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2333 -0.3538 -2.9324 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1163 -1.8891 -2.9839 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9200 -1.7019 -0.7574 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0436 -0.1770 -0.4436 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0389 -0.5460 -2.7774 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1641 0.9658 -2.3225 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0325 -0.5171 -0.4396 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5350 0.8792 -1.4784 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3263 0.7642 0.7447 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.6650 2.2565 -0.2639 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.4643 0.7270 1.5593 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6564 2.2762 1.9410 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.6011 1.9927 -0.4792 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.7049 3.4220 0.0073 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.9531 3.7004 0.6342 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.8731 3.7648 2.0212 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.9574 1.6188 1.2310 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.0037 2.8080 2.5352 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.2340 0.2773 2.6175 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.3215 1.6777 3.8392 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.6777 -0.3258 4.2427 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.7029 1.1629 4.1087 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.9942 -0.4809 1.6040 H 0 0 0 0 0 0 0 0 0 0 0 0 -16.4828 0.4983 1.9851 H 0 0 0 0 0 0 0 0 0 0 0 0 -16.2306 -1.1786 2.6535 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 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 39 40 1 0 1 41 1 0 1 42 1 0 1 43 1 0 2 44 1 0 2 45 1 0 3 46 1 0 3 47 1 0 4 48 1 0 4 49 1 0 5 50 1 0 5 51 1 0 6 52 1 0 6 53 1 0 7 54 1 0 7 55 1 0 8 56 1 0 8 57 1 0 9 58 1 0 9 59 1 0 10 60 1 0 10 61 1 0 11 62 1 0 11 63 1 0 12 64 1 0 12 65 1 0 13 66 1 0 13 67 1 0 14 68 1 0 14 69 1 0 15 70 1 0 15 71 1 0 16 72 1 0 16 73 1 0 17 74 1 0 17 75 1 0 18 76 1 0 18 77 1 0 19 78 1 0 19 79 1 0 20 80 1 0 20 81 1 0 21 82 1 0 21 83 1 0 22 84 1 0 22 85 1 0 23 86 1 0 23 87 1 0 24 88 1 0 24 89 1 0 25 90 1 0 25 91 1 0 26 92 1 0 26 93 1 0 27 94 1 0 27 95 1 0 28 96 1 0 28 97 1 0 29 98 1 0 29 99 1 0 30100 1 0 30101 1 0 31102 1 0 31103 1 0 32104 1 0 32105 1 0 33106 1 0 33107 1 0 34108 1 0 34109 1 0 35110 1 0 35111 1 0 36112 1 0 36113 1 0 37114 1 0 37115 1 0 38116 1 0 38117 1 0 39118 1 0 39119 1 0 40120 1 0 40121 1 0 40122 1 0 M END

Standard InCHIKey	KUPLEGDPSCCPJI-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C40H82/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h3-40H2,1-2H3
SMILES	CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC

Calculated Properties

Physi-Chem Properties

Molecular Weight:	562.64	Volume:	700.396 ? Van der Waals volume.
Dense:	0.803	LogP:	11.183 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	5.742 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-10.752 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	37.0	Rigid Bonds:	0.0
TPSA:	0.0 ? Topological Polar Surface Area.	H-Bond Acceptor:	0.0
H-Bond Donor:	0.0	Rings:	0.0
Heavy Atoms:	0.0

MedChem Properties

QED Drug-Likeness Score:	0.066	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	1.225	Fsp³:	1.0
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:	0.712	Fluc inhibitor:	0.597 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.0 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.003 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.995	Promiscuous compounds:	0.487

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.119	MDCK Permeability:	-5.124
Pgp-inhibitor:	0.0	Pgp-substrate:	0.004
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):	1.0
20% Bioavailability (F20%):	1.0	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.999
Plasma Protein Binding (PPB):	110.047%	Volume Distribution (VD):	4.365
Fu:	0.011% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.272
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	1.0
BSEP inhibitor:	0.812

ADMET: Metabolism

CYP1A2-inhibitor:	0.002	CYP1A2-substrate:	0.995
CYP2C19-inhibitor:	0.394	CYP2C19-substrate:	0.137
CYP2C9-inhibitor:	1.0	CYP2C9-substrate:	0.825
CYP2D6-inhibitor:	1.0	CYP2D6-substrate:	0.282
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	1.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.018 ? 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):

4.179

Half-life (T1/2):

6.983

ADMET: Toxicity

hERG Blockers:	0.983	hERG Blockers (10um):	0.995
Human Hepatotoxicity (H-HT):	0.513	Drug-induced Liver Injury (DILI):	0.072
AMES Toxicity:	0.002	Rat Oral Acute Toxicity:	0.098
Maximum Recommended Daily Dose:	0.402	Skin Sensitization:	1.0
Carcinogencity:	0.084	Eye Corrosion:	0.997
Eye Irritation:	0.999	Respiratory Toxicity:	1.0
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.067
Hematotoxicity:	0.06	Drug-induced Nephrotoxicity:	0.037
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.039
A549 Cytotoxicity:	1.0	Hek293 Cytotoxicity:	0.47
BCF:	-0.771 ? 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:	6.412 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	7.582 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	7.421 ? 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
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1111/ppl.12252]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	n.a.	callus	n.a.	PMID[10552648]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1402962]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	Brazilian	n.a.	PMID[15387656]
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	n.a.	leaf	n.a.	PMID[15894448]
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	n.a.	root	n.a.	PMID[15894448]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	ripe fruit	n.a.	PMID[16205005]
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	aerial parts	purchased in Juhuacun herbal market, Kunming, Yunnan Province, China	2002-Oct	PMID[16562826]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18214349]
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18357994]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19919095]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	n.a.	seed	n.a.	PMID[21049975]
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21598983]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21800857]
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	n.a.	leaf	n.a.	PMID[22026410]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	flower buds and leaves	Khon Kaen province, Thailand	2010	PMID[23270663]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[23642481]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[26462418]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	Flower Buds	n.a.	n.a.	PMID[26977531]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[33253570]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[34770801]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36362399]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36840093]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36985392]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[3701342]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37836118]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38719900]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39684253]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39699537]
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8377022]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8904847]
NPO7255	Pterocarpus indicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Rhizome	n.a.	n.a.	Database[FooDB]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	Essential Oil	n.a.	n.a.	Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	Bark	n.a.	n.a.	Database[FooDB]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7255	Pterocarpus indicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7255	Pterocarpus indicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3578	Andrographis paniculata	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7255	Pterocarpus indicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5954	Petroselinum crispum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	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
NPO18932	Melia azedarach	n.a.	Leaves	2.10 Â± 0.018	n.a.	n.a.	mg/g	PMID[36362399]
NPO18932	Melia azedarach	n.a.	Leaves	2.35 Â± 0.039	n.a.	n.a.	mg/g	PMID[36362399]
NPO5954	Petroselinum crispum	Oil	n.a.	0.18Â±0.02	n.a.	n.a.	%	PMID[38719900]

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 NPC153716 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	45381
0.1-0.2	3675
0.2-0.3	588
0.3-0.4	121
0.4-0.5	21
0.5-0.6	11
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	14

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC273385
1.0	High Similarity	NPC278711
1.0	High Similarity	NPC98925
1.0	High Similarity	NPC64370
1.0	High Similarity	NPC82648
1.0	High Similarity	NPC227986
1.0	High Similarity	NPC239406
1.0	High Similarity	NPC77249
1.0	High Similarity	NPC26974
1.0	High Similarity	NPC136996
1.0	High Similarity	NPC302327
1.0	High Similarity	NPC154477
1.0	High Similarity	NPC89422
1.0	High Similarity	NPC26229
0.8571	High Similarity	NPC150271
0.7143	Intermediate Similarity	NPC187095
0.5714	Remote Similarity	NPC142492
0.5714	Remote Similarity	NPC224874
0.5714	Remote Similarity	NPC236495
0.5385	Remote Similarity	NPC151719
0.5385	Remote Similarity	NPC266539
0.5385	Remote Similarity	NPC179103
0.5385	Remote Similarity	NPC88325
0.5385	Remote Similarity	NPC287191
0.5385	Remote Similarity	NPC31891
0.5385	Remote Similarity	NPC266144
0.5385	Remote Similarity	NPC76765

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC153716 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	8494
0.1-0.2	573
0.2-0.3	63
0.3-0.4	16
0.4-0.5	2
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