NPASS Compound

Natural Product: NPC43074

Natural Product ID	NPC43074
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Turbostatin 3
IUPAC Name	N-[(E,2S,3R)-3-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexadec-4-en-2-yl]hexadecanamide
Synonyms	Turbostatin 3
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL505232
PubChem CID	11787228
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0001766] Fatty acyl glycosides [CHEMONTID:0003861] Fatty acyl glycosides of mono- and disaccharides

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 120120 0 0 0 0 0 0 0 0999 V2000 13.0689 2.7492 -1.2131 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0560 1.7927 -0.6493 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9350 2.6142 -0.0191 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8808 1.7365 0.5657 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7982 2.5446 1.1995 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1480 3.4293 0.1529 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0475 4.1917 0.7896 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 3.4129 1.3278 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0148 2.6967 0.4314 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3779 1.6073 -0.4655 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9609 0.3669 0.1664 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0459 -0.2504 1.1740 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7317 -0.7125 0.6472 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8568 -1.7801 -0.4063 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4203 -2.1529 -0.8281 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7595 -2.6030 0.4087 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5899 -2.2815 0.7053 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2657 -1.4533 -0.0892 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7476 -2.2458 -1.2556 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4445 -3.3640 -0.7910 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8840 -4.1556 -1.8581 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2221 -5.4914 -1.8914 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8097 -6.4464 -0.8829 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2922 -6.5333 -1.1235 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.8854 -5.1614 -1.1451 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.0694 -4.6419 0.2896 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7299 -5.5709 1.0771 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2372 -4.2137 -1.8583 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9175 -7.3662 -0.1932 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5464 -6.0615 0.4253 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3318 -6.1070 -3.1448 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3659 -0.9380 0.8143 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3455 -0.1087 0.0517 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2719 1.1993 0.1344 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1690 2.1455 -0.5529 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3032 1.5933 -1.3203 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3828 0.9122 -0.5727 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0846 1.8125 0.4247 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7376 2.9955 -0.2397 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7631 2.6494 -1.2333 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9273 1.8259 -0.8918 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9405 2.2094 0.0838 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5030 2.3714 1.4851 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6992 2.7144 2.4006 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2904 4.0056 1.8989 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0818 -1.9685 1.3925 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4421 -3.4361 1.3181 O 0 0 0 0 0 0 0 0 0 0 0 0 12.6466 3.7881 -1.2571 H 0 0 0 0 0 0 0 0 0 0 0 0 13.9391 2.8117 -0.5304 H 0 0 0 0 0 0 0 0 0 0 0 0 13.3848 2.4517 -2.2332 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6806 1.1140 -1.4407 H 0 0 0 0 0 0 0 0 0 0 0 0 12.5486 1.1626 0.1060 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3925 3.2163 0.7871 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5535 3.3038 -0.7860 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4408 1.0586 -0.2122 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2903 1.0507 1.3461 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3281 3.2362 1.9469 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0642 2.0042 1.7820 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8573 2.9406 -0.7561 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9103 4.2119 -0.1778 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4784 4.8782 1.5916 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6175 4.9506 0.0439 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3081 4.1902 1.9516 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2706 2.7486 2.1910 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1007 2.4108 1.0822 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4973 3.4871 -0.2403 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3948 1.3007 -0.9881 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9968 1.9183 -1.3033 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9828 -0.3896 -0.6975 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9677 0.4617 0.5173 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5762 -1.1609 1.5595 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8605 0.3876 2.0630 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1458 -1.1000 1.5186 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1090 0.1022 0.2218 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3091 -1.3601 -1.3272 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3467 -2.7007 -0.0597 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5260 -2.9612 -1.5774 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9680 -1.2811 -1.3159 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3216 -0.5728 -0.4840 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1178 -2.6476 -1.8193 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3370 -1.6578 -1.9937 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5551 -3.6474 -2.8322 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1258 -5.4363 -1.6983 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3310 -7.4523 -1.0066 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4057 -6.9477 -2.1673 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9429 -5.2110 -1.5475 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0677 -4.3682 0.6593 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6302 -3.6810 0.1901 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4225 -5.4407 2.0096 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1868 -7.7654 0.3686 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6002 -6.0277 0.6423 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7695 -6.9367 -3.0676 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9102 -0.3332 1.6106 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0706 -0.5790 -0.5788 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4589 1.6321 0.7812 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5053 2.6747 -1.3124 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4906 2.9112 0.2046 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7260 2.3391 -2.0624 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8619 0.8092 -2.0161 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0655 0.0357 -0.0179 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1515 0.5887 -1.3093 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8720 1.2133 0.9070 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4160 2.1904 1.2164 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9312 3.5836 -0.8133 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0682 3.7058 0.5029 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2687 2.3051 -2.1995 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1945 3.6597 -1.5868 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5731 0.7444 -0.6976 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4917 1.6494 -1.8854 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3678 3.2186 -0.2354 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.8201 1.4976 -0.0021 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0245 1.4653 1.8949 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8466 3.2521 1.5857 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2992 2.8336 3.4292 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.3981 1.8593 2.3360 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4833 4.5955 1.4327 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.7836 4.5858 2.7095 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.0046 3.7271 1.0837 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3553 -1.6840 2.2969 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0839 -3.4540 2.2622 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 2 3 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 25 28 1 0 24 29 1 0 23 30 1 0 22 31 1 0 18 32 1 0 32 33 1 0 33 34 2 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 40 41 1 0 41 42 1 0 42 43 1 0 43 44 1 0 44 45 1 0 32 46 1 0 16 47 1 0 28 21 1 0 1 48 1 0 1 49 1 0 1 50 1 0 2 51 1 0 2 52 1 0 3 53 1 0 3 54 1 0 4 55 1 0 4 56 1 0 5 57 1 0 5 58 1 0 6 59 1 0 6 60 1 0 7 61 1 0 7 62 1 0 8 63 1 0 8 64 1 0 9 65 1 0 9 66 1 0 10 67 1 0 10 68 1 0 11 69 1 0 11 70 1 0 12 71 1 0 12 72 1 0 13 73 1 0 13 74 1 0 14 75 1 0 14 76 1 0 15 77 1 0 15 78 1 0 18 79 1 6 19 80 1 0 19 81 1 0 21 82 1 6 22 83 1 1 23 84 1 6 24 85 1 6 25 86 1 6 26 87 1 0 26 88 1 0 27 89 1 0 29 90 1 0 30 91 1 0 31 92 1 0 32 93 1 1 33 94 1 0 34 95 1 0 35 96 1 0 35 97 1 0 36 98 1 0 36 99 1 0 37100 1 0 37101 1 0 38102 1 0 38103 1 0 39104 1 0 39105 1 0 40106 1 0 40107 1 0 41108 1 0 41109 1 0 42110 1 0 42111 1 0 43112 1 0 43113 1 0 44114 1 0 44115 1 0 45116 1 0 45117 1 0 45118 1 0 46119 1 0 47120 1 0 M END

Standard InCHIKey	MRQVBTPSVJFXHV-BSUUUAJXSA-N
Standard InCHI	InChI=1S/C38H73NO8/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-34(42)39-31(30-46-38-37(45)36(44)35(43)33(29-40)47-38)32(41)27-25-23-21-19-17-14-12-10-8-6-4-2/h25,27,31-33,35-38,40-41,43-45H,3-24,26,28-30H2,1-2H3,(H,39,42)/b27-25+/t31-,32+,33+,35-,36-,37+,38+/m0/s1
SMILES	CCCCCCCCCCCCCCCC(=N[C@@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@@H](CO)O1)O)O)O)[C@@H](/C=C/CCCCCCCCCCC)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	671.53	Volume:	733.293 ? Van der Waals volume.
Dense:	0.916	LogP:	7.371 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.708 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.566 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	31.0	Rigid Bonds:	8.0
TPSA:	152.2 ? Topological Polar Surface Area.	H-Bond Acceptor:	9.0
H-Bond Donor:	6.0	Rings:	1.0
Heavy Atoms:	9.0

MedChem Properties

QED Drug-Likeness Score:	0.019	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.596	Fsp³:	0.921
MCE-18:	23.507 ? 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:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.887	Fluc inhibitor:	0.06 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.017 ? 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:	0.031	Promiscuous compounds:	0.076

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.391	MDCK Permeability:	-4.842
Pgp-inhibitor:	0.0	Pgp-substrate:	0.295
PAMPA:	0.001 ? 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:	0.279
Plasma Protein Binding (PPB):	98.155%	Volume Distribution (VD):	0.698
Fu:	1.742% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.984
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.158
BSEP inhibitor:	0.11

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.318
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.126
CYP2C9-inhibitor:	0.998	CYP2C9-substrate:	0.002
CYP2D6-inhibitor:	0.995	CYP2D6-substrate:	0.007
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.016 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

2.655

Half-life (T1/2):

2.79

ADMET: Toxicity

hERG Blockers:	0.119	hERG Blockers (10um):	0.32
Human Hepatotoxicity (H-HT):	0.953	Drug-induced Liver Injury (DILI):	0.364
AMES Toxicity:	0.105	Rat Oral Acute Toxicity:	0.03
Maximum Recommended Daily Dose:	0.12	Skin Sensitization:	1.0
Carcinogencity:	0.099	Eye Corrosion:	0.0
Eye Irritation:	0.639	Respiratory Toxicity:	0.986
Drug-induced Neurotoxicity:	0.002	Ototoxicity:	0.891
Hematotoxicity:	0.469	Drug-induced Nephrotoxicity:	0.534
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.108
A549 Cytotoxicity:	0.996	Hek293 Cytotoxicity:	0.524
BCF:	0.919 ? 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:	5.173 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.43 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.631 ? 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
NPO23039	Turbo stenogyrus	Species	Turbinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[16038534]
NPO23039	Turbo stenogyrus	Species	Turbinidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO23039	Turbo stenogyrus	Species	Turbinidae	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
GI50	7

Activity Type	# Activity
Cell line	6
Non-molecular	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
NPT168	Cell line	P388	Mus musculus	GI50	=	0.25	ug.mL-1	PubChem BioAssay data set
NPT83	Cell line	MCF7	Homo sapiens	GI50	=	0.48	ug.mL-1	PMID[26420067]
NPT395	Cell line	SF-268	Homo sapiens	GI50	=	1.9	ug.mL-1	PMID[12141856]
NPT397	Cell line	NCI-H460	Homo sapiens	GI50	=	0.55	ug.mL-1	Open TG-GATES in vivo data: Biochemistry
NPT90	Cell line	DU-145	Homo sapiens	GI50	=	2.6	ug.mL-1	Open TG-GATES in vivo data: Biochemistry
NPT575	Cell line	KM-20L2	Homo sapiens	GI50	=	0.48	ug.mL-1	Open TG-GATES in vivo data: Biochemistry
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	GI50	=	1.6	ug.mL-1	PMID[16038534]

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 NPC43074 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	22090
0.1-0.2	23145
0.2-0.3	4227
0.3-0.4	301
0.4-0.5	39
0.5-0.6	10
0.6-0.7	11
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC139782
1.0	High Similarity	NPC74672
1.0	High Similarity	NPC209047
0.9649	High Similarity	NPC242503
0.7778	Intermediate Similarity	NPC282705
0.7778	Intermediate Similarity	NPC263545
0.7778	Intermediate Similarity	NPC182632
0.7778	Intermediate Similarity	NPC473950
0.7778	Intermediate Similarity	NPC111567
0.7778	Intermediate Similarity	NPC186840
0.7778	Intermediate Similarity	NPC144916
0.7778	Intermediate Similarity	NPC486421
0.7778	Intermediate Similarity	NPC309898
0.7778	Intermediate Similarity	NPC273493
0.7778	Intermediate Similarity	NPC475125
0.7778	Intermediate Similarity	NPC486419
0.7778	Intermediate Similarity	NPC15851
0.7778	Intermediate Similarity	NPC115448
0.7778	Intermediate Similarity	NPC20819
0.7778	Intermediate Similarity	NPC486418
0.7778	Intermediate Similarity	NPC473604
0.7778	Intermediate Similarity	NPC486420
0.7778	Intermediate Similarity	NPC479188
0.7778	Intermediate Similarity	NPC81468
0.7538	Intermediate Similarity	NPC156782
0.7538	Intermediate Similarity	NPC54961
0.7424	Intermediate Similarity	NPC158445
0.7424	Intermediate Similarity	NPC157353
0.7424	Intermediate Similarity	NPC282088
0.7	Intermediate Similarity	NPC23454
0.7	Intermediate Similarity	NPC70323
0.7	Intermediate Similarity	NPC262312
0.7	Intermediate Similarity	NPC35269
0.6901	Remote Similarity	NPC45313
0.6806	Remote Similarity	NPC8098
0.6806	Remote Similarity	NPC183449
0.6806	Remote Similarity	NPC197294
0.6714	Remote Similarity	NPC3568
0.6714	Remote Similarity	NPC17290
0.6714	Remote Similarity	NPC192066
0.6714	Remote Similarity	NPC256570
0.6667	Remote Similarity	NPC61894
0.6667	Remote Similarity	NPC297079
0.6622	Remote Similarity	NPC201128
0.5593	Remote Similarity	NPC99959
0.5593	Remote Similarity	NPC291196
0.5593	Remote Similarity	NPC489236
0.5593	Remote Similarity	NPC489237
0.541	Remote Similarity	NPC103712
0.5352	Remote Similarity	NPC82799
0.5286	Remote Similarity	NPC488689
0.5147	Remote Similarity	NPC469469
0.5068	Remote Similarity	NPC21693
0.5067	Remote Similarity	NPC602861

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC43074 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6140
0.1-0.2	2834
0.2-0.3	166
0.3-0.4	9
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	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD8522	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