NPASS Compound

Structure

CID83137 OpenBabel06191715422D 83 93 0 0 1 0 0 0 0 0999 V2000 2.1278 13.0247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0127 9.3051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2131 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0346 7.5568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1422 5.2297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7190 5.8296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3123 6.7432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6278 12.1587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2646 6.1432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6713 7.0568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1278 11.2926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5379 4.1071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3177 8.6748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5489 4.3161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2555 2.4569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8511 -1.4741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8511 -0.4914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1278 11.2926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9577 1.4741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6278 12.1587 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0346 9.5131 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.3620 0.4914 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1312 5.0206 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.3177 6.8477 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7299 6.0387 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9110 7.7613 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9556 3.4026 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9502 3.2981 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5746 9.3439 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4044 2.9483 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8511 -0.4914 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7022 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.9577 0.4914 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2914 8.8439 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.3620 1.4741 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4044 3.9310 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1066 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7022 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.5109 1.9655 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5533 4.4224 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5533 1.4741 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2555 0.4914 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.6598 1.4741 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7022 3.9310 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4044 0.9828 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7022 0.9828 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7022 0.9828 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8511 1.4741 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2555 1.4741 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6598 0.4914 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4044 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7022 2.9483 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.9828 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0835 7.8658 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1367 5.1251 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6278 10.4266 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1066 2.9483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.9655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8511 -1.4741 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3678 2.5936 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2131 1.9655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2555 4.4224 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1066 -0.9828 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5533 -0.4914 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 2.9483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5533 5.4052 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5533 2.4569 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4044 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8088 1.9655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8511 4.4224 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2555 1.4741 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1066 1.9655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6278 10.4266 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2555 -0.4914 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5533 2.4569 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5533 -0.4914 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8088 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8511 1.4741 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4044 1.9655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8511 2.4569 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3667 10.3221 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 21 1 0 0 0 0 6 7 1 0 0 0 0 6 23 1 0 0 0 0 8 11 1 0 0 0 0 8 20 1 0 0 0 0 9 10 1 0 0 0 0 9 25 1 0 0 0 0 10 54 1 0 0 0 0 12 23 1 0 0 0 0 12 28 1 0 0 0 0 13 26 1 0 0 0 0 14 27 1 0 0 0 0 14 55 1 0 0 0 0 15 57 1 0 0 0 0 16 58 1 0 0 0 0 17 59 1 0 0 0 0 18 20 1 0 0 0 0 18 73 1 0 0 0 0 19 33 1 0 0 0 0 19 72 1 0 0 0 0 20 1 1 1 0 0 0 21 34 1 0 0 0 0 21 56 1 1 0 0 0 22 3 1 6 0 0 0 22 35 1 0 0 0 0 22 74 1 0 0 0 0 23 55 1 6 0 0 0 24 7 1 1 0 0 0 24 25 1 0 0 0 0 24 26 1 0 0 0 0 25 55 1 6 0 0 0 26 54 1 6 0 0 0 27 28 1 0 0 0 0 27 60 1 1 0 0 0 28 75 1 6 0 0 0 29 13 1 6 0 0 0 29 34 1 0 0 0 0 29 83 1 0 0 0 0 30 15 1 1 0 0 0 30 36 1 0 0 0 0 30 76 1 0 0 0 0 31 16 1 1 0 0 0 31 38 1 0 0 0 0 31 77 1 0 0 0 0 32 17 1 1 0 0 0 32 46 1 0 0 0 0 32 78 1 0 0 0 0 33 37 1 0 0 0 0 33 79 1 1 0 0 0 34 54 1 6 0 0 0 35 39 1 0 0 0 0 35 61 1 1 0 0 0 36 40 1 0 0 0 0 36 62 1 6 0 0 0 37 42 1 0 0 0 0 37 63 1 6 0 0 0 38 47 1 0 0 0 0 38 64 1 6 0 0 0 39 43 1 0 0 0 0 39 65 1 6 0 0 0 40 44 1 0 0 0 0 40 66 1 1 0 0 0 41 45 1 0 0 0 0 41 46 1 0 0 0 0 41 67 1 1 0 0 0 42 49 1 0 0 0 0 42 68 1 1 0 0 0 43 50 1 0 0 0 0 43 69 1 6 0 0 0 44 52 1 0 0 0 0 44 70 1 6 0 0 0 45 51 1 0 0 0 0 45 71 1 6 0 0 0 46 80 1 1 0 0 0 47 48 1 0 0 0 0 47 81 1 1 0 0 0 48 53 1 0 0 0 0 48 82 1 6 0 0 0 49 72 1 0 0 0 0 49 81 1 6 0 0 0 50 74 1 0 0 0 0 50 79 1 1 0 0 0 51 75 1 1 0 0 0 51 78 1 0 0 0 0 52 76 1 0 0 0 0 52 82 1 1 0 0 0 53 77 1 0 0 0 0 53 80 1 1 0 0 0 54 4 1 6 0 0 0 55 5 1 6 0 0 0 56 11 1 6 0 0 0 56 73 1 0 0 0 0 56 83 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1196.58
Volume:	1120.347
LogP:	-0.667
LogD:	0.635
LogS:	-2.544
# Rotatable Bonds:	13
TPSA:	414.21
# H-Bond Aceptor:	27
# H-Bond Donor:	15
# Rings:	11
# Heavy Atoms:	27

MedChem Properties

QED Drug-Likeness Score:	0.077
Synthetic Accessibility Score:	7.699
Fsp3:	1.0
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.358
MDCK Permeability:	0.0006779434042982757
Pgp-inhibitor:	0.0
Pgp-substrate:	0.996
Human Intestinal Absorption (HIA):	1.0
20% Bioavailability (F20%):	0.245
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.063
Plasma Protein Binding (PPB):	46.938594818115234%
Volume Distribution (VD):	-0.478
Pgp-substrate:	17.110841751098633%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.049
CYP2C19-inhibitor:	0.001
CYP2C19-substrate:	0.056
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.032
CYP3A4-inhibitor:	0.008
CYP3A4-substrate:	0.001

ADMET: Excretion

Clearance (CL):	-0.066
Half-life (T1/2):	0.795

ADMET: Toxicity

hERG Blockers:	0.97
Human Hepatotoxicity (H-HT):	0.119
Drug-inuced Liver Injury (DILI):	0.607
AMES Toxicity:	0.081
Rat Oral Acute Toxicity:	0.211
Maximum Recommended Daily Dose:	0.002
Skin Sensitization:	0.963
Carcinogencity:	0.092
Eye Corrosion:	0.003
Eye Irritation:	0.008
Respiratory Toxicity:	0.984

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs

Natural Product: NPC83137

Natural Product ID:	NPC83137
*Common Name:**	NKJKUGAKHPNGTM-GZMVBOFVSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	NKJKUGAKHPNGTM-GZMVBOFVSA-N
Standard InCHI:	InChI=1S/C56H92O27/c1-20-8-11-56(73-18-20)21(2)34-29(83-56)13-26-24-7-6-23-12-28(27(60)14-55(23,5)25(24)9-10-54(26,34)4)75-51-45(71)41(67)46(32(17-59)78-51)80-53-48(82-52-44(70)40(66)36(62)30(15-57)76-52)47(38(64)31(16-58)77-53)81-49-42(68)37(63)33(19-72-49)79-50-43(69)39(65)35(61)22(3)74-50/h20-53,57-71H,6-19H2,1-5H3/t20-,21+,22+,23+,24-,25+,26+,27-,28-,29+,30-,31-,32-,33-,34+,35+,36-,37+,38-,39-,40+,41-,42-,43-,44-,45-,46+,47+,48-,49+,50+,51-,52+,53+,54+,55+,56-/m1/s1
SMILES:	C[C@@H]1CC[C@@]2([C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5CC[C@H]6C[C@H]([C@@H](C[C@]6(C)[C@H]5CC[C@]34C)O)O[C@H]3[C@@H]([C@H]([C@H]([C@@H](CO)O3)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O[C@H]3[C@@H]([C@H]([C@@H](CO3)O[C@H]3[C@@H]([C@@H]([C@H]([C@H](C)O3)O)O)O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)O)O)O2)OC1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2337723
PubChem CID:	71716476
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides [CHEMONTID:0002364] Steroidal saponins

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO19920	Yucca gloriosa	Species	Asparagaceae	Eukaryota	n.a.	stem	n.a.	DOI[10.1016/0031-9422(89)80212-2]
NPO10574	Machilus thunbergii	Species	Lauraceae	Eukaryota	n.a.	bark	n.a.	PMID[11045899]
NPO21106	Isatis costata	Species	Brassicaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[17846565]
NPO10574	Machilus thunbergii	Species	Lauraceae	Eukaryota	n.a.	bark	n.a.	PMID[19555186]
NPO19108	Arthrinium sacchari	Species	Apiosporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21718054]
NPO22631	Actinopolyspora erythraea	Species	Actinopolysporaceae	Bacteria	n.a.	mycelium	n.a.	PMID[21870828]
NPO22127	Hosta longipes	Species	Asparagaceae	Eukaryota	leaves	n.a.	n.a.	PMID[23411079]
NPO21735	Clausena anisum-olens	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28368606]
NPO21635	Pandalus borealis	Species	Pandalidae	Eukaryota	n.a.	n.a.	n.a.	PMID[3349210]
NPO22060	Hippomane mancinella	Species	Euphorbiaceae	Eukaryota	Latex	n.a.	n.a.	PMID[6481361]
NPO10574	Machilus thunbergii	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22060	Hippomane mancinella	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22578	Speranskia tuberculata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20952	Dioscorea cirrhosa	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19070	Cassia dentata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22060	Hippomane mancinella	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20952	Dioscorea cirrhosa	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10574	Machilus thunbergii	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19070	Cassia dentata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22578	Speranskia tuberculata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19070	Cassia dentata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20032	Prunus sibirica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO22578	Speranskia tuberculata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22127	Hosta longipes	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22321	Euphorbia lamprocarpa	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25227	Senecio roseus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23176	Schefflera bodinieri	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20358	Streptomyces maritimus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO15934	Rhododendron ponticum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9972	Angostura granulosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19920	Yucca gloriosa	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22119	Echinops bannaticus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22060	Hippomane mancinella	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27833	Xerotus discolor	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22881	Cryptotermes brevis	Species	Termitoidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22697	Licaria mahuba	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14364	Alisma plantago-aquatica	Species	Alismataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19380	Styela plicata	Species	Styelidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7217	Plakobranchus ocellatus	Species	Placobranchidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17898	Buckiella undulata	Species	Hypnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21246	Helichrysum anomalum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20506	Batatas edulis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO21106	Isatis costata	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19693	Lobaria oregana	Species	Lobariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17092	Viguiera dentata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14211	Acinetobacter junii	Species	Moraxellaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO5927	Cortinarius venetus	Species	Cortinariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23056	Isaria japonica	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19070	Cassia dentata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22631	Actinopolyspora erythraea	Species	Actinopolysporaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO23133	Gypsophila patrini	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20677	Fraxinus angustifolia	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12005	Amomum zambesiacum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21874	Cercospora melonis	Species	Mycosphaerellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22246	Aplidium longithorax	Species	Polyclinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18197	Cadlina luteomarginata	Species	Chromodorididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22187	Ostrea virginica	Species	Ostreidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20952	Dioscorea cirrhosa	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20182	Euonymus pendulus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18568	Artemisia aucheri	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22993	Veronica hederifolia	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10574	Machilus thunbergii	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21735	Clausena anisum-olens	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22938	Genista hystrix	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21997	Benzoin trilobum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO20042	Ambrosia cumanensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23094	Pectinophora gossypiella	Species	Gelechiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20032	Prunus sibirica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23475	Psoralea acaulis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22453	Befaria racemosa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO17819	Ferula transiliensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19108	Arthrinium sacchari	Species	Apiosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21635	Pandalus borealis	Species	Pandalidae	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	NP ID	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
IC50	1
Others	1

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT34	Cell Line	BV-2	Mus musculus	Activity	=	86.4	%	PMID[495371]
NPT34	Cell Line	BV-2	Mus musculus	IC50	=	13160.0	nM	PMID[495371]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC83137 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	587
0.1-0.2	5256
0.2-0.3	14331
0.3-0.4	10182
0.4-0.5	5668
0.5-0.6	3444
0.6-0.7	1848
0.7-0.8	915
0.8-0.85	181
0.85-0.9	145
0.9-0.95	39
0.95-1	101

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC470861
1.0	High Similarity	NPC232611
1.0	High Similarity	NPC470862
1.0	High Similarity	NPC115165
1.0	High Similarity	NPC303069
1.0	High Similarity	NPC51520
0.989	High Similarity	NPC473518
0.989	High Similarity	NPC291548
0.9889	High Similarity	NPC475643
0.9889	High Similarity	NPC132080
0.9889	High Similarity	NPC128572
0.9889	High Similarity	NPC184617
0.9889	High Similarity	NPC84111
0.9889	High Similarity	NPC30856
0.9889	High Similarity	NPC287483
0.9889	High Similarity	NPC284104
0.9889	High Similarity	NPC470866
0.9889	High Similarity	NPC475625
0.9889	High Similarity	NPC470863
0.9889	High Similarity	NPC116756
0.9889	High Similarity	NPC470864
0.9889	High Similarity	NPC232037
0.9889	High Similarity	NPC97700
0.9889	High Similarity	NPC160426
0.9889	High Similarity	NPC98018
0.9889	High Similarity	NPC470865
0.9889	High Similarity	NPC103616
0.9889	High Similarity	NPC195297
0.9889	High Similarity	NPC473601
0.978	High Similarity	NPC476112
0.978	High Similarity	NPC307534
0.9778	High Similarity	NPC211354
0.9778	High Similarity	NPC6295
0.9778	High Similarity	NPC473727
0.9778	High Similarity	NPC107962
0.9778	High Similarity	NPC107188
0.9778	High Similarity	NPC473610
0.9778	High Similarity	NPC475351
0.9778	High Similarity	NPC19400
0.9778	High Similarity	NPC206003
0.967	High Similarity	NPC121453
0.9667	High Similarity	NPC294686
0.9667	High Similarity	NPC222731
0.9667	High Similarity	NPC264101
0.9667	High Similarity	NPC471464
0.9667	High Similarity	NPC217205
0.9667	High Similarity	NPC291203
0.9565	High Similarity	NPC274200
0.9556	High Similarity	NPC177834
0.9556	High Similarity	NPC141769
0.9556	High Similarity	NPC249204
0.9556	High Similarity	NPC234352
0.9556	High Similarity	NPC48339
0.9556	High Similarity	NPC325828
0.9556	High Similarity	NPC250393
0.9556	High Similarity	NPC297348
0.9556	High Similarity	NPC477451
0.9556	High Similarity	NPC477547
0.9457	High Similarity	NPC304011
0.9457	High Similarity	NPC139271
0.9451	High Similarity	NPC312678
0.9451	High Similarity	NPC174024
0.9451	High Similarity	NPC291547
0.9451	High Similarity	NPC475436
0.9451	High Similarity	NPC473851
0.9451	High Similarity	NPC131693
0.9451	High Similarity	NPC253268
0.9451	High Similarity	NPC179859
0.9355	High Similarity	NPC477222
0.9355	High Similarity	NPC477223
0.9348	High Similarity	NPC474399
0.9341	High Similarity	NPC149400
0.9341	High Similarity	NPC137004
0.9341	High Similarity	NPC144790
0.9341	High Similarity	NPC172838
0.9341	High Similarity	NPC88962
0.9239	High Similarity	NPC45959
0.9239	High Similarity	NPC24960
0.9239	High Similarity	NPC252253
0.9239	High Similarity	NPC305418
0.9239	High Similarity	NPC473774
0.9231	High Similarity	NPC5632
0.9231	High Similarity	NPC149966
0.9121	High Similarity	NPC65550
0.9121	High Similarity	NPC473542
0.9043	High Similarity	NPC142264
0.9043	High Similarity	NPC476510
0.9032	High Similarity	NPC3538
0.9032	High Similarity	NPC477224
0.9032	High Similarity	NPC113500
0.9022	High Similarity	NPC473830
0.9022	High Similarity	NPC307167
0.9022	High Similarity	NPC229801
0.9022	High Similarity	NPC204881
0.9022	High Similarity	NPC210759
0.9011	High Similarity	NPC473472
0.9011	High Similarity	NPC20822
0.8947	High Similarity	NPC210157
0.8947	High Similarity	NPC233649
0.8947	High Similarity	NPC475207
0.8947	High Similarity	NPC470028
0.8947	High Similarity	NPC470591
0.8936	High Similarity	NPC92196
0.8936	High Similarity	NPC477494
0.8925	High Similarity	NPC311246
0.8925	High Similarity	NPC473726
0.8925	High Similarity	NPC167644
0.8913	High Similarity	NPC223143
0.8911	High Similarity	NPC470867
0.8901	High Similarity	NPC281004
0.8866	High Similarity	NPC475574
0.8854	High Similarity	NPC473616
0.8854	High Similarity	NPC473638
0.883	High Similarity	NPC175
0.883	High Similarity	NPC309866
0.8817	High Similarity	NPC293609
0.8812	High Similarity	NPC473817
0.8812	High Similarity	NPC220836
0.8812	High Similarity	NPC94086
0.8812	High Similarity	NPC92297
0.8812	High Similarity	NPC233433
0.8812	High Similarity	NPC151134
0.8812	High Similarity	NPC273002
0.8804	High Similarity	NPC82955
0.8804	High Similarity	NPC102725
0.8804	High Similarity	NPC131466
0.8737	High Similarity	NPC473064
0.8737	High Similarity	NPC189575
0.8737	High Similarity	NPC473065
0.8737	High Similarity	NPC471429
0.8737	High Similarity	NPC473067
0.8737	High Similarity	NPC205129
0.8737	High Similarity	NPC106701
0.8737	High Similarity	NPC471424
0.8737	High Similarity	NPC471425
0.8723	High Similarity	NPC277774
0.8723	High Similarity	NPC476669
0.8713	High Similarity	NPC92890
0.8713	High Similarity	NPC475319
0.8713	High Similarity	NPC51172
0.8713	High Similarity	NPC49032
0.8713	High Similarity	NPC125324
0.8713	High Similarity	NPC202898
0.871	High Similarity	NPC279329
0.8673	High Similarity	NPC477225
0.8673	High Similarity	NPC108227
0.8673	High Similarity	NPC476512
0.8673	High Similarity	NPC472081
0.8667	High Similarity	NPC227260
0.8646	High Similarity	NPC237071
0.8646	High Similarity	NPC296936
0.8646	High Similarity	NPC238796
0.8646	High Similarity	NPC203434
0.8641	High Similarity	NPC92710
0.8632	High Similarity	NPC471373
0.8632	High Similarity	NPC253611
0.8632	High Similarity	NPC267238
0.8632	High Similarity	NPC148593
0.8632	High Similarity	NPC475325
0.8632	High Similarity	NPC77717
0.8617	High Similarity	NPC473637
0.8617	High Similarity	NPC476668
0.8617	High Similarity	NPC36372
0.8614	High Similarity	NPC54619
0.8587	High Similarity	NPC43912
0.8587	High Similarity	NPC140446
0.8586	High Similarity	NPC310031
0.8586	High Similarity	NPC114700
0.8586	High Similarity	NPC134967
0.8586	High Similarity	NPC80191
0.8586	High Similarity	NPC470029
0.8586	High Similarity	NPC310138
0.8571	High Similarity	NPC273290
0.8571	High Similarity	NPC232044
0.8558	High Similarity	NPC32361
0.8558	High Similarity	NPC210569
0.8558	High Similarity	NPC244431
0.8558	High Similarity	NPC31896
0.8558	High Similarity	NPC263359
0.8542	High Similarity	NPC57964
0.8542	High Similarity	NPC94582
0.8526	High Similarity	NPC323231
0.8526	High Similarity	NPC224003
0.8526	High Similarity	NPC171741
0.8526	High Similarity	NPC470623
0.8526	High Similarity	NPC18724
0.8515	High Similarity	NPC215408
0.85	High Similarity	NPC139181
0.85	High Similarity	NPC97260
0.85	High Similarity	NPC476837
0.8485	Intermediate Similarity	NPC476838
0.8485	Intermediate Similarity	NPC476839
0.8476	Intermediate Similarity	NPC79900
0.8462	Intermediate Similarity	NPC476547
0.8454	Intermediate Similarity	NPC473287
0.8438	Intermediate Similarity	NPC473503
0.8438	Intermediate Similarity	NPC30687
0.8421	Intermediate Similarity	NPC59006
0.8396	Intermediate Similarity	NPC32707
0.8396	Intermediate Similarity	NPC167183

Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC83137 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	559
0.1-0.2	4706
0.2-0.3	2764
0.3-0.4	590
0.4-0.5	330
0.5-0.6	156
0.6-0.7	27
0.7-0.8	15
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9556	High Similarity	NPD8171	Discontinued
0.86	High Similarity	NPD8170	Clinical (unspecified phase)
0.8222	Intermediate Similarity	NPD6928	Phase 2
0.7477	Intermediate Similarity	NPD8133	Approved
0.7391	Intermediate Similarity	NPD8294	Approved
0.7391	Intermediate Similarity	NPD8377	Approved
0.7328	Intermediate Similarity	NPD8335	Approved
0.7328	Intermediate Similarity	NPD8296	Approved
0.7328	Intermediate Similarity	NPD8379	Approved
0.7328	Intermediate Similarity	NPD8378	Approved
0.7328	Intermediate Similarity	NPD8380	Approved
0.7282	Intermediate Similarity	NPD7991	Discontinued
0.7179	Intermediate Similarity	NPD8033	Approved
0.7009	Intermediate Similarity	NPD7516	Approved
0.6923	Remote Similarity	NPD7328	Approved
0.6923	Remote Similarity	NPD7327	Approved
0.6825	Remote Similarity	NPD8450	Suspended
0.6746	Remote Similarity	NPD8449	Approved
0.6739	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6637	Remote Similarity	NPD6412	Phase 2
0.6632	Remote Similarity	NPD1810	Approved
0.6632	Remote Similarity	NPD1811	Approved
0.6532	Remote Similarity	NPD7507	Approved
0.6475	Remote Similarity	NPD7503	Approved
0.6471	Remote Similarity	NPD6940	Discontinued
0.6435	Remote Similarity	NPD8174	Phase 2
0.6417	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6378	Remote Similarity	NPD7319	Approved
0.6316	Remote Similarity	NPD2686	Approved
0.6316	Remote Similarity	NPD2254	Approved
0.6316	Remote Similarity	NPD2687	Approved
0.6316	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.6316	Remote Similarity	NPD4787	Phase 1
0.6299	Remote Similarity	NPD7736	Approved
0.624	Remote Similarity	NPD8328	Phase 3
0.6222	Remote Similarity	NPD6123	Approved
0.6214	Remote Similarity	NPD3669	Approved
0.6214	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.62	Remote Similarity	NPD6114	Approved
0.62	Remote Similarity	NPD6697	Approved
0.62	Remote Similarity	NPD6115	Approved
0.62	Remote Similarity	NPD6118	Approved
0.616	Remote Similarity	NPD6370	Approved
0.61	Remote Similarity	NPD6116	Phase 1
0.6094	Remote Similarity	NPD8293	Discontinued
0.6022	Remote Similarity	NPD371	Approved
0.6	Remote Similarity	NPD6059	Approved
0.6	Remote Similarity	NPD6054	Approved
0.6	Remote Similarity	NPD6117	Approved
0.596	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.5918	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.5918	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.5887	Remote Similarity	NPD7625	Phase 1
0.5882	Remote Similarity	NPD6686	Approved
0.5859	Remote Similarity	NPD6067	Discontinued
0.5827	Remote Similarity	NPD6015	Approved
0.5827	Remote Similarity	NPD6016	Approved
0.5816	Remote Similarity	NPD4245	Approved
0.5816	Remote Similarity	NPD4244	Approved
0.5814	Remote Similarity	NPD7492	Approved
0.5781	Remote Similarity	NPD5988	Approved
0.5776	Remote Similarity	NPD1700	Approved
0.5769	Remote Similarity	NPD7525	Registered
0.5769	Remote Similarity	NPD6616	Approved
0.5766	Remote Similarity	NPD8034	Phase 2
0.5766	Remote Similarity	NPD8035	Phase 2
0.5763	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.5763	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.5743	Remote Similarity	NPD3703	Phase 2
0.5743	Remote Similarity	NPD3702	Approved
0.5725	Remote Similarity	NPD7078	Approved
0.5714	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD3698	Phase 2
0.5714	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.5703	Remote Similarity	NPD8517	Approved
0.5703	Remote Similarity	NPD8515	Approved
0.5703	Remote Similarity	NPD8516	Approved
0.5688	Remote Similarity	NPD7524	Approved
0.561	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.5604	Remote Similarity	NPD2267	Suspended
0.5603	Remote Similarity	NPD7638	Approved
0.56	Remote Similarity	NPD5777	Approved

Bioactivity similarity: Similar Natural Products in NPASS

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