NPASS Compound

Natural Product: NPC200589

Natural Product ID	NPC200589
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	CNDYTKIEBKODPQ-YBHWYGJSSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL3120661
PubChem CID	76336135
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0000013] Amino acids, peptides, and analogues [CHEMONTID:0000348] Peptides [CHEMONTID:0004831] Oligopeptides

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 120125 0 0 0 0 0 0 0 0999 V2000 5.9440 1.6463 -1.3842 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4632 0.3623 -0.8056 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4884 -0.7512 -0.8508 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0934 -0.9971 -2.2883 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3939 -0.7297 0.1315 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4982 0.4676 0.0905 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4872 0.5081 -0.6447 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6442 1.6474 0.8310 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5886 1.9495 1.8493 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8379 3.4431 1.7481 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8106 3.9447 0.7666 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7895 2.8134 0.7520 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9085 2.8898 -0.4050 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6538 2.9943 -0.4151 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3363 3.0751 0.5801 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3202 4.3702 1.3800 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5350 5.5742 0.6022 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7666 6.1581 0.4225 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9639 7.2915 -0.3311 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9110 7.8924 -0.9429 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3441 7.3414 -0.7896 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5326 6.2016 -0.0309 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7219 2.7932 0.1191 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6293 3.0020 0.9495 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1760 2.3190 -1.1176 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4581 1.8590 -2.2273 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2816 2.3832 -3.4151 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6527 2.6674 -2.8499 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5734 2.2097 -1.4215 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1147 0.7950 -1.3287 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2493 0.1728 -0.3219 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.4588 -0.6555 0.7349 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.8166 -1.3415 0.7532 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9858 -2.2079 1.9472 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5903 -1.7501 3.0930 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7758 -2.5427 4.2016 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3307 -3.8435 4.1406 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7201 -4.3531 3.0222 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5496 -3.5349 1.9290 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3414 -1.6628 0.7886 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6257 -1.6880 1.7931 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0118 -2.6039 -0.1814 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.6389 -3.0587 -1.3419 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9521 -4.3116 -1.8135 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1900 -4.7556 -0.5839 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7756 -3.3998 -0.0340 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7251 -2.7942 -0.9113 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4803 -2.7362 -0.7777 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4444 -3.1433 0.1448 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2142 -4.4053 -0.2421 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2165 -4.6941 0.8502 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5222 -4.8958 2.1887 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9440 -6.0016 0.4862 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4143 -2.0044 0.4142 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5072 -1.8999 -0.1969 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0090 -1.0837 1.3800 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2348 -2.1791 -2.1152 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4884 0.1820 -2.5641 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5018 2.8460 -1.6971 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8825 1.5388 -1.6587 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5475 1.9857 -2.2636 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0344 2.4397 -0.6379 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8526 0.5395 0.2079 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4042 0.1092 -1.4040 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1024 -1.6898 -0.5918 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8214 -2.0456 -2.4725 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3766 -0.2549 -2.6819 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0397 -0.8306 -2.8910 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7327 -0.8883 1.1436 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4872 1.3417 1.9156 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0503 1.7440 2.8423 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6649 3.8766 2.7608 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8830 3.6054 1.4338 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4002 4.8843 1.1853 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3000 4.0922 -0.2097 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2839 2.8627 1.7414 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1074 2.2703 1.3365 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1384 4.3012 2.1445 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6287 4.4430 1.9238 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6614 5.7297 0.8801 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9405 7.7377 -0.4620 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0376 8.8008 -1.5497 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1618 7.8416 -1.2903 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5330 5.8155 0.0468 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4059 2.1860 -2.3187 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3940 0.7344 -2.2987 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3682 1.5652 -4.1690 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8659 3.3006 -3.8165 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9593 3.7156 -2.9878 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4168 2.0257 -3.3605 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1927 2.8666 -0.7462 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4605 -0.0580 1.7039 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6139 -0.5336 0.8703 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0929 -1.8239 -0.1944 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9255 -0.7072 3.0848 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2778 -2.1508 5.1059 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4514 -4.5203 4.9852 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3731 -5.4024 2.9946 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0741 -3.9673 1.0737 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5461 -2.3162 -2.2021 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7175 -3.3359 -1.2289 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2819 -4.1237 -2.6798 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7314 -5.0454 -2.1082 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9312 -5.2528 0.0735 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3576 -5.3874 -0.8854 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4155 -3.5098 0.9692 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9618 -3.3903 1.1042 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4966 -5.2292 -0.2791 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7455 -4.2801 -1.2199 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9736 -3.9130 0.9848 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0597 -5.6639 2.7942 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5057 -3.9086 2.6972 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4790 -5.1772 1.9625 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5305 -5.8105 -0.4337 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6429 -6.2808 1.2903 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2205 -6.8241 0.3536 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6703 -0.6628 2.0345 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5856 -1.9749 -2.8589 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1659 -0.5773 -2.5432 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1862 3.4073 -2.4648 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 3 5 1 0 5 6 1 0 6 7 2 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 2 3 14 15 1 0 15 16 1 0 16 17 1 0 17 18 2 0 18 19 1 0 19 20 2 0 20 21 1 0 21 22 2 0 15 23 1 0 23 24 2 0 23 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 2 3 31 32 1 0 32 33 1 0 33 34 1 0 34 35 2 0 35 36 1 0 36 37 2 0 37 38 1 0 38 39 2 0 32 40 1 0 40 41 2 0 40 42 1 0 42 43 1 0 43 44 1 0 44 45 1 0 45 46 1 0 46 47 1 0 47 48 2 3 48 49 1 0 49 50 1 0 50 51 1 0 51 52 1 0 51 53 1 0 49 54 1 0 54 55 2 3 54 56 1 0 47 57 1 0 30 58 1 0 13 59 1 0 55 5 1 0 12 8 1 0 22 17 1 0 29 25 1 0 39 34 1 0 46 42 1 0 1 60 1 0 1 61 1 0 1 62 1 0 2 63 1 0 2 64 1 0 3 65 1 1 4 66 1 0 4 67 1 0 4 68 1 0 5 69 1 1 9 70 1 0 9 71 1 0 10 72 1 0 10 73 1 0 11 74 1 0 11 75 1 0 12 76 1 1 15 77 1 1 16 78 1 0 16 79 1 0 18 80 1 0 19 81 1 0 20 82 1 0 21 83 1 0 22 84 1 0 26 85 1 0 26 86 1 0 27 87 1 0 27 88 1 0 28 89 1 0 28 90 1 0 29 91 1 1 32 92 1 1 33 93 1 0 33 94 1 0 35 95 1 0 36 96 1 0 37 97 1 0 38 98 1 0 39 99 1 0 43100 1 0 43101 1 0 44102 1 0 44103 1 0 45104 1 0 45105 1 0 46106 1 1 49107 1 1 50108 1 0 50109 1 0 51110 1 0 52111 1 0 52112 1 0 52113 1 0 53114 1 0 53115 1 0 53116 1 0 56117 1 0 57118 1 0 58119 1 0 59120 1 0 M END

Standard InCHIKey	CNDYTKIEBKODPQ-YBHWYGJSSA-N
Standard InCHI	InChI=1S/C45H61N7O7/c1-5-29(4)38-45(59)52-24-14-21-37(52)42(56)48-34(27-31-17-10-7-11-18-31)44(58)51-23-13-20-36(51)41(55)47-33(26-30-15-8-6-9-16-30)43(57)50-22-12-19-35(50)40(54)46-32(25-28(2)3)39(53)49-38/h6-11,15-18,28-29,32-38H,5,12-14,19-27H2,1-4H3,(H,46,54)(H,47,55)(H,48,56)(H,49,53)/t29-,32-,33-,34-,35-,36-,37-,38-/m0/s1
SMILES	CC[C@H](C)[C@H]1C(=O)N2CCC[C@H]2C(=N[C@@H](Cc2ccccc2)C(=O)N2CCC[C@H]2C(=N[C@@H](Cc2ccccc2)C(=O)N2CCC[C@H]2C(=N[C@@H](CC(C)C)C(=N1)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	811.46	Volume:	839.772 ? Van der Waals volume.
Dense:	0.966	LogP:	2.551 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.515 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.069 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	8.0	Rigid Bonds:	48.0
TPSA:	191.29 ? Topological Polar Surface Area.	H-Bond Acceptor:	14.0
H-Bond Donor:	4.0	Rings:	6.0
Heavy Atoms:	14.0

MedChem Properties

QED Drug-Likeness Score:	0.257	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.887	Fsp³:	0.578
MCE-18:	134.577 ? 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:	0.632	Fluc inhibitor:	0.004 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.005 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.848 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.002	Promiscuous compounds:	0.008

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.28	MDCK Permeability:	-4.725
Pgp-inhibitor:	1.0	Pgp-substrate:	1.0
PAMPA:	0.007 ? 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):	0.883
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:	0.878
Plasma Protein Binding (PPB):	95.395%	Volume Distribution (VD):	-0.076
Fu:	6.681% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.989
OATP1B3 inhibitor:	0.054	BCRP inhibitor:	0.795
BSEP inhibitor:	0.993

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.515
CYP2C19-inhibitor:	0.384	CYP2C19-substrate:	0.998
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.946
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.0
HLM stability:	0.88 ? 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):

1.914

Half-life (T1/2):

1.832

ADMET: Toxicity

hERG Blockers:	0.0	hERG Blockers (10um):	0.0
Human Hepatotoxicity (H-HT):	1.0	Drug-induced Liver Injury (DILI):	1.0
AMES Toxicity:	0.001	Rat Oral Acute Toxicity:	0.883
Maximum Recommended Daily Dose:	0.997	Skin Sensitization:	1.0
Carcinogencity:	0.01	Eye Corrosion:	0.0
Eye Irritation:	0.003	Respiratory Toxicity:	1.0
Drug-induced Neurotoxicity:	0.849	Ototoxicity:	0.999
Hematotoxicity:	0.206	Drug-induced Nephrotoxicity:	1.0
Genotoxicity:	1.0	RPMI-8226 Immunitoxicity:	0.0
A549 Cytotoxicity:	0.0	Hek293 Cytotoxicity:	0.0
BCF:	0.559 ? 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:	3.6 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.086 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.404 ? 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
NPO14319	Stylissa caribica	Species	Axinellidae	Eukaryota	n.a.	n.a.	n.a.	PMID[17190452]
NPO17228	Streptosporangium sibiricum	Species	Streptosporangiaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21612226]
NPO14319	Stylissa caribica	Species	Axinellidae	Eukaryota	n.a.	n.a.	n.a.	PMID[24576291]
NPO17228	Streptosporangium sibiricum	Species	Streptosporangiaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25960001]
NPO16568	Vernonia cotoneaster	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13082	Veratrum californicum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO261	Sulfurospirillum multivorans	Species	Campylobacteraceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14319	Stylissa caribica	Species	Axinellidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17228	Streptosporangium sibiricum	Species	Streptosporangiaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17927	Streptomyces thioluteus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5061	Rhaphiolepis indica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17379	Lepidium syvaschicum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11624	Didymella lethalis	Species	Didymellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10821	Magnolia praecocissima	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13082	Veratrum californicum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10821	Magnolia praecocissima	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10821	Magnolia praecocissima	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13082	Veratrum californicum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13082	Veratrum californicum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16568	Vernonia cotoneaster	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10821	Magnolia praecocissima	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO261	Sulfurospirillum multivorans	Species	Campylobacteraceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO13082	Veratrum californicum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14319	Stylissa caribica	Species	Axinellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11624	Didymella lethalis	Species	Didymellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5061	Rhaphiolepis indica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17228	Streptosporangium sibiricum	Species	Streptosporangiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO17927	Streptomyces thioluteus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO17379	Lepidium syvaschicum	Species	Brassicaceae	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
EC50	1

Activity Type	# Activity
Cell line	1

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
NPT393	Cell line	HCT-116	Homo sapiens	EC50	>	200000.0	nM	PMID[24576291]

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 NPC200589 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	22301
0.1-0.2	25851
0.2-0.3	1267
0.3-0.4	281
0.4-0.5	102
0.5-0.6	31
0.6-0.7	14
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	Natural Product ID
0.7971	Intermediate Similarity	NPC489592
0.7463	Intermediate Similarity	NPC242482
0.7321	Intermediate Similarity	NPC285926
0.7321	Intermediate Similarity	NPC14672
0.7246	Intermediate Similarity	NPC485876
0.7101	Intermediate Similarity	NPC224315
0.6757	Remote Similarity	NPC479072
0.6575	Remote Similarity	NPC202198
0.641	Remote Similarity	NPC479074
0.6375	Remote Similarity	NPC241794
0.6351	Remote Similarity	NPC479068
0.6286	Remote Similarity	NPC262077
0.6234	Remote Similarity	NPC489556
0.6133	Remote Similarity	NPC200964
0.6125	Remote Similarity	NPC136797
0.6125	Remote Similarity	NPC479070
0.6118	Remote Similarity	NPC489828
0.6076	Remote Similarity	NPC5194
0.6032	Remote Similarity	NPC242159
0.6026	Remote Similarity	NPC489822
0.5946	Remote Similarity	NPC489593
0.5921	Remote Similarity	NPC16188
0.5921	Remote Similarity	NPC248283
0.5921	Remote Similarity	NPC489557
0.5904	Remote Similarity	NPC479069
0.5904	Remote Similarity	NPC489625
0.5844	Remote Similarity	NPC489829
0.5802	Remote Similarity	NPC481075
0.5802	Remote Similarity	NPC322878
0.5714	Remote Similarity	NPC489827
0.5663	Remote Similarity	NPC261934
0.5641	Remote Similarity	NPC485094
0.5465	Remote Similarity	NPC489165
0.5439	Remote Similarity	NPC209156
0.5432	Remote Similarity	NPC473322
0.5432	Remote Similarity	NPC6975
0.5385	Remote Similarity	NPC255447
0.5385	Remote Similarity	NPC46427
0.5294	Remote Similarity	NPC489825
0.5275	Remote Similarity	NPC328649
0.519	Remote Similarity	NPC489591
0.5152	Remote Similarity	NPC175726
0.5152	Remote Similarity	NPC474082
0.5116	Remote Similarity	NPC489826
0.5116	Remote Similarity	NPC300315
0.5114	Remote Similarity	NPC481074
0.5102	Remote Similarity	NPC489842
0.5057	Remote Similarity	NPC141957
0.5056	Remote Similarity	NPC302597
0.5051	Remote Similarity	NPC473002
0.505	Remote Similarity	NPC61004

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC200589 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	2705
0.1-0.2	5917
0.2-0.3	470
0.3-0.4	51
0.4-0.5	5
0.5-0.6	2
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
0.55	Remote Similarity	NPD7113	Clinical (unspecified phase)
0.519	Remote Similarity	NPD4791	Clinical (unspecified phase)

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