NPASS Compound

Structure

CID70204 OpenBabel06191715402D 50 57 0 0 1 0 0 0 0 0999 V2000 0.9612 6.7848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8461 3.0652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4326 -3.0192 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1160 3.0153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3088 -1.0103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8857 -0.4103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4789 0.5033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5388 5.9187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9021 -0.0967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4954 0.8168 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0388 5.0527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7046 -2.1329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1223 -2.8373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4844 2.4349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9612 5.0527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0478 -4.3509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 5.9187 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1321 3.2731 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.8448 -2.2102 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2979 -1.2193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1168 -2.9419 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4844 0.6078 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8966 -0.2012 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0777 1.5213 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0423 -4.2463 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7413 3.1040 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7156 -1.9238 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8752 2.6040 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2516 -1.2966 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4491 -3.3328 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6638 -0.4876 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6693 -0.5921 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8613 -2.5238 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2625 -1.5057 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1333 -2.6283 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0831 1.6259 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3033 -1.1148 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5388 4.1867 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5236 -3.8554 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6301 -5.0553 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2461 -1.1921 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4436 -3.2282 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0705 0.4259 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0815 0.2169 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5400 -3.5418 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 4.1867 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8503 -2.3147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7210 -1.8193 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2680 -1.6102 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5333 4.0821 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 18 1 0 0 0 0 6 7 1 0 0 0 0 6 20 2 0 0 0 0 8 11 1 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 9 23 1 0 0 0 0 10 36 1 0 0 0 0 12 20 1 0 0 0 0 12 21 1 0 0 0 0 13 21 1 0 0 0 0 13 27 1 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 46 1 0 0 0 0 16 25 1 0 0 0 0 16 45 1 0 0 0 0 17 1 1 1 0 0 0 18 28 1 0 0 0 0 18 38 1 1 0 0 0 19 3 1 6 0 0 0 19 29 1 0 0 0 0 19 47 1 0 0 0 0 20 37 1 0 0 0 0 21 39 1 6 0 0 0 22 7 1 1 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 23 37 1 6 0 0 0 24 36 1 6 0 0 0 25 30 1 0 0 0 0 25 40 1 1 0 0 0 26 14 1 6 0 0 0 26 28 1 0 0 0 0 26 50 1 0 0 0 0 27 37 1 6 0 0 0 27 48 1 0 0 0 0 28 36 1 6 0 0 0 29 31 1 0 0 0 0 29 41 1 1 0 0 0 30 33 1 0 0 0 0 30 42 1 1 0 0 0 31 32 1 0 0 0 0 31 43 1 6 0 0 0 32 34 1 0 0 0 0 32 44 1 6 0 0 0 33 35 1 0 0 0 0 33 49 1 6 0 0 0 34 47 1 0 0 0 0 34 49 1 1 0 0 0 35 45 1 0 0 0 0 35 48 1 1 0 0 0 36 4 1 6 0 0 0 37 5 1 6 0 0 0 38 11 1 6 0 0 0 38 46 1 0 0 0 0 38 50 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	323.17
Volume:	323.957
LogP:	0.776
LogD:	1.146
LogS:	-2.94
# Rotatable Bonds:	3
TPSA:	88.16
# H-Bond Aceptor:	6
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.448
Synthetic Accessibility Score:	5.03
Fsp3:	0.765
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.631
MDCK Permeability:	4.125314444536343e-05
Pgp-inhibitor:	0.12
Pgp-substrate:	0.707
Human Intestinal Absorption (HIA):	0.887
20% Bioavailability (F20%):	0.012
30% Bioavailability (F30%):	0.929

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.901
Plasma Protein Binding (PPB):	26.92303466796875%
Volume Distribution (VD):	0.658
Pgp-substrate:	70.29954528808594%

ADMET: Metabolism

CYP1A2-inhibitor:	0.029
CYP1A2-substrate:	0.084
CYP2C19-inhibitor:	0.033
CYP2C19-substrate:	0.616
CYP2C9-inhibitor:	0.008
CYP2C9-substrate:	0.027
CYP2D6-inhibitor:	0.045
CYP2D6-substrate:	0.144
CYP3A4-inhibitor:	0.034
CYP3A4-substrate:	0.172

ADMET: Excretion

Clearance (CL):	5.617
Half-life (T1/2):	0.827

ADMET: Toxicity

hERG Blockers:	0.019
Human Hepatotoxicity (H-HT):	0.246
Drug-inuced Liver Injury (DILI):	0.046
AMES Toxicity:	0.039
Rat Oral Acute Toxicity:	0.258
Maximum Recommended Daily Dose:	0.185
Skin Sensitization:	0.283
Carcinogencity:	0.086
Eye Corrosion:	0.004
Eye Irritation:	0.022
Respiratory Toxicity:	0.175

Download Data

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

Natural Product: NPC70204

Natural Product ID:	NPC70204
*Common Name:**	SKHJNNFXCKTDBG-QUNJDNMZSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	SKHJNNFXCKTDBG-QUNJDNMZSA-N
Standard InCHI:	InChI=1S/C38H60O12/c1-17-8-11-38(46-15-17)18(2)28-26(50-38)14-24-22-7-6-20-12-21(39)13-27(37(20,5)23(22)9-10-36(24,28)4)48-35-33(30(42)25(40)16-45-35)49-34-32(44)31(43)29(41)19(3)47-34/h6,17-19,21-35,39-44H,7-16H2,1-5H3/t17-,18+,19+,21-,22-,23+,24+,25+,26+,27-,28+,29+,30+,31-,32-,33-,34+,35+,36+,37+,38-/m1/s1
SMILES:	C[C@@H]1CC[C@@]2([C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5CC=C6C[C@H](C[C@H]([C@]6(C)[C@H]5CC[C@]34C)O[C@H]3[C@@H]([C@H]([C@H](CO3)O)O)O[C@H]3[C@@H]([C@@H]([C@H]([C@H](C)O3)O)O)O)O)O2)OC1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL451421
PubChem CID:	44575746
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
NPO25265	Sophora secundiflora	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0040-4039(00)78784-3]
NPO26956	Crambe crambe	Species	Esperiopsidae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1021/jo00019a049]
NPO26361	Annona cherimolia	Species	Annonaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[11325235]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[11348221]
NPO29813	Ornithogalum thyrsoides	Species	Hyacinthaceae	Eukaryota	bulbs	n.a.	n.a.	PMID[12398536]
NPO29813	Ornithogalum thyrsoides	Species	Hyacinthaceae	Eukaryota	n.a.	bulb	n.a.	PMID[12398536]
NPO26361	Annona cherimolia	Species	Annonaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[14575439]
NPO26173	Anomospermum grandifolium	Species	Menispermaceae	Eukaryota	Stems	n.a.	n.a.	PMID[14695805]
NPO29813	Ornithogalum thyrsoides	Species	Hyacinthaceae	Eukaryota	bulbs	n.a.	n.a.	PMID[15497941]
NPO26683	Dichomitus squalens	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15620268]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	fruit	n.a.	n.a.	PMID[15844957]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	fruits	n.a.	n.a.	PMID[16378361]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	fruits	Tahiti	n.a.	PMID[17378609]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[17480098]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	roots	n.a.	n.a.	PMID[18076142]
NPO24757	Meryta denhamii	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18442289]
NPO9613	Anisomeles indica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18547115]
NPO24883	Angiopteris caudatiformis	Species	Marattiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19371069]
NPO4011	Chlamydomonas reinhardtii	Species	Chlamydomonadaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20581114]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24224843]
NPO4011	Chlamydomonas reinhardtii	Species	Chlamydomonadaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25515814]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27196335]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[32083868]
NPO26550	Ruscus aculeatus	Species	Asparagaceae	Eukaryota	Underground parts	n.a.	n.a.	PMID[9784168]
NPO4011	Chlamydomonas reinhardtii	Species	Chlamydomonadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO26550	Ruscus aculeatus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9613	Anisomeles indica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25843	Solanum chacoense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26361	Annona cherimolia	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4011	Chlamydomonas reinhardtii	Species	Chlamydomonadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO9613	Anisomeles indica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26550	Ruscus aculeatus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25843	Solanum chacoense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26915	Erinus alpinus	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26361	Annona cherimolia	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26550	Ruscus aculeatus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25808	Fritillaria taipaiensis	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25210	Fulmarus glacialis	Species	Procellariidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26489	Arthrobacter viscosus	Species	Rhizobiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO26683	Dichomitus squalens	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18404	Clarkia unguiculata	Species	Onagraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24883	Angiopteris caudatiformis	Species	Marattiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29139	Agave huachucensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4323	Morinda citrifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24509	Randia longispina	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24757	Meryta denhamii	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26300	Penianthus zenkeri	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26467	Nipaecoccus aurilanatus	Species	Pseudococcidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12552	Aloe indica	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4011	Chlamydomonas reinhardtii	Species	Chlamydomonadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26444	Mimosa invisa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26793	Trichia carnea	Species	Trichiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25265	Sophora secundiflora	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26222	Gonepteryx rhamni	Species	Pieridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24150	Baptisia lecontii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26361	Annona cherimolia	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26915	Erinus alpinus	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26956	Crambe crambe	Species	Esperiopsidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23463	Basanacantha spinosa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO23068	Guettarda eximia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27000	Geranium macrorrhizum	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27038	Senecio macrophyllus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27053	Maclura aurantiaca	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25843	Solanum chacoense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25025	Gypothamnium pinifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24594	Polypodium hastatum	Species	Polypodiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26843	Heliconius cydno	Species	Nymphalidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9613	Anisomeles indica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25783	Tulipa silvestris	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26550	Ruscus aculeatus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26577	Clinostemon mahuba	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO24375	Micrococcus luteus	Species	Micrococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO25438	Xiphophora gladiata	Species	Fucaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25808	Fritillaria taipaiensis	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27027	Renilla muelleri	Species	Renillidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20000	Adina rubescens	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25592	Pedicularis densispica	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26106	Lactarius pubescens	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26020	Dahlstedtia pinnata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26862	Pentaceraster alveolatus	Species	Oreasteridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26173	Anomospermum grandifolium	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25729	Centaurea aemulans	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2096	Stenostomum acutatum	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26693	Daphne papyracea	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23570	Hypolaena fastigiata	Species	Restionaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26427	Heterocapsa triquetra	Species	Heterocapsaceae	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	2

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	2.2	ug.mL-1	PMID[542015]
NPT924	Cell Line	HSC-2	Homo sapiens	IC50	=	19.9	ug.mL-1	PMID[542015]

☑ 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 NPC70204 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	307
0.1-0.2	2116
0.2-0.3	6998
0.3-0.4	13964
0.4-0.5	8600
0.5-0.6	5431
0.6-0.7	3022
0.7-0.8	1391
0.8-0.85	520
0.85-0.9	192
0.9-0.95	76
0.95-1	80

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC306131
1.0	High Similarity	NPC477027
1.0	High Similarity	NPC477026
1.0	High Similarity	NPC475670
0.99	High Similarity	NPC476539
0.99	High Similarity	NPC476540
0.99	High Similarity	NPC476538
0.99	High Similarity	NPC476541
0.9804	High Similarity	NPC475247
0.9804	High Similarity	NPC294129
0.98	High Similarity	NPC230507
0.98	High Similarity	NPC161676
0.98	High Similarity	NPC470432
0.98	High Similarity	NPC305423
0.98	High Similarity	NPC283829
0.98	High Similarity	NPC113044
0.98	High Similarity	NPC14704
0.9709	High Similarity	NPC112274
0.9703	High Similarity	NPC98696
0.97	High Similarity	NPC473923
0.97	High Similarity	NPC181845
0.97	High Similarity	NPC473476
0.9615	High Similarity	NPC51154
0.9612	High Similarity	NPC197231
0.9612	High Similarity	NPC13190
0.9608	High Similarity	NPC95051
0.9608	High Similarity	NPC300557
0.9608	High Similarity	NPC46190
0.9608	High Similarity	NPC244086
0.9608	High Similarity	NPC6806
0.9608	High Similarity	NPC73243
0.9608	High Similarity	NPC194207
0.9608	High Similarity	NPC40440
0.9608	High Similarity	NPC218571
0.9608	High Similarity	NPC248746
0.9608	High Similarity	NPC249265
0.9608	High Similarity	NPC84956
0.9608	High Similarity	NPC150372
0.9608	High Similarity	NPC477809
0.9608	High Similarity	NPC309278
0.9608	High Similarity	NPC470433
0.9608	High Similarity	NPC475333
0.9608	High Similarity	NPC232054
0.9608	High Similarity	NPC208383
0.9608	High Similarity	NPC22779
0.9608	High Similarity	NPC42482
0.9608	High Similarity	NPC171073
0.9608	High Similarity	NPC102016
0.9608	High Similarity	NPC475550
0.9608	High Similarity	NPC224098
0.9604	High Similarity	NPC226642
0.9524	High Similarity	NPC11548
0.9519	High Similarity	NPC19888
0.9515	High Similarity	NPC269297
0.9515	High Similarity	NPC224314
0.9515	High Similarity	NPC87998
0.9515	High Similarity	NPC247037
0.9515	High Similarity	NPC141433
0.9515	High Similarity	NPC222202
0.9515	High Similarity	NPC23808
0.9515	High Similarity	NPC477811
0.9505	High Similarity	NPC242748
0.9434	High Similarity	NPC477030
0.9434	High Similarity	NPC63609
0.9434	High Similarity	NPC477029
0.9423	High Similarity	NPC124677
0.9423	High Similarity	NPC476547
0.9423	High Similarity	NPC13193
0.9423	High Similarity	NPC477028
0.9423	High Similarity	NPC477032
0.9412	High Similarity	NPC94272
0.9412	High Similarity	NPC473469
0.9346	High Similarity	NPC477807
0.934	High Similarity	NPC477810
0.9333	High Similarity	NPC31896
0.9333	High Similarity	NPC263359
0.9333	High Similarity	NPC32361
0.9333	High Similarity	NPC254255
0.9333	High Similarity	NPC42171
0.9333	High Similarity	NPC210569
0.9333	High Similarity	NPC244431
0.9314	High Similarity	NPC309448
0.9314	High Similarity	NPC474569
0.9259	High Similarity	NPC475403
0.9259	High Similarity	NPC160888
0.9252	High Similarity	NPC148965
0.9245	High Similarity	NPC476693
0.9245	High Similarity	NPC79900
0.9231	High Similarity	NPC476835
0.9223	High Similarity	NPC190395
0.9216	High Similarity	NPC470885
0.9216	High Similarity	NPC187400
0.9216	High Similarity	NPC221562
0.9208	High Similarity	NPC272015
0.9174	High Similarity	NPC195560
0.9174	High Similarity	NPC473633
0.9174	High Similarity	NPC229962
0.9174	High Similarity	NPC476085
0.9159	High Similarity	NPC32707
0.9159	High Similarity	NPC477808
0.9159	High Similarity	NPC167183
0.9151	High Similarity	NPC308140
0.9135	High Similarity	NPC220427
0.9135	High Similarity	NPC7213
0.9135	High Similarity	NPC295980
0.9126	High Similarity	NPC26798
0.9091	High Similarity	NPC50689
0.9091	High Similarity	NPC198325
0.9091	High Similarity	NPC207243
0.9091	High Similarity	NPC233391
0.9083	High Similarity	NPC475357
0.9074	High Similarity	NPC477031
0.9065	High Similarity	NPC476546
0.9065	High Similarity	NPC144068
0.9057	High Similarity	NPC114188
0.9057	High Similarity	NPC470748
0.9048	High Similarity	NPC157530
0.9048	High Similarity	NPC250089
0.9048	High Similarity	NPC302057
0.9048	High Similarity	NPC14630
0.9029	High Similarity	NPC475365
0.902	High Similarity	NPC288694
0.902	High Similarity	NPC312553
0.902	High Similarity	NPC159036
0.901	High Similarity	NPC282669
0.9	High Similarity	NPC473890
0.9	High Similarity	NPC243728
0.9	High Similarity	NPC177818
0.8981	High Similarity	NPC208832
0.8942	High Similarity	NPC269627
0.8942	High Similarity	NPC208477
0.8942	High Similarity	NPC474015
0.8942	High Similarity	NPC152584
0.8942	High Similarity	NPC160816
0.8942	High Similarity	NPC127801
0.8942	High Similarity	NPC69737
0.8942	High Similarity	NPC208594
0.8942	High Similarity	NPC194842
0.8932	High Similarity	NPC475701
0.8932	High Similarity	NPC31907
0.8932	High Similarity	NPC472252
0.8932	High Similarity	NPC157659
0.8932	High Similarity	NPC286969
0.8932	High Similarity	NPC245280
0.8932	High Similarity	NPC473020
0.8932	High Similarity	NPC189852
0.8932	High Similarity	NPC114874
0.8932	High Similarity	NPC213190
0.8932	High Similarity	NPC16520
0.8932	High Similarity	NPC211879
0.8932	High Similarity	NPC155010
0.8932	High Similarity	NPC8039
0.8932	High Similarity	NPC131479
0.8932	High Similarity	NPC16573
0.8932	High Similarity	NPC120123
0.8929	High Similarity	NPC43842
0.8911	High Similarity	NPC158088
0.8909	High Similarity	NPC476692
0.8909	High Similarity	NPC476691
0.8889	High Similarity	NPC307642
0.8889	High Similarity	NPC476671
0.8889	High Similarity	NPC469348
0.8889	High Similarity	NPC469347
0.8857	High Similarity	NPC63368
0.8857	High Similarity	NPC181467
0.8857	High Similarity	NPC208650
0.8857	High Similarity	NPC14946
0.885	High Similarity	NPC202261
0.885	High Similarity	NPC295133
0.885	High Similarity	NPC257207
0.885	High Similarity	NPC106589
0.8846	High Similarity	NPC165033
0.8846	High Similarity	NPC93352
0.8846	High Similarity	NPC75608
0.8846	High Similarity	NPC273879
0.8846	High Similarity	NPC475521
0.8846	High Similarity	NPC474464
0.8835	High Similarity	NPC136816
0.8829	High Similarity	NPC161738
0.8824	High Similarity	NPC7341
0.8824	High Similarity	NPC473200
0.8818	High Similarity	NPC476690
0.8818	High Similarity	NPC100048
0.8818	High Similarity	NPC20979
0.8812	High Similarity	NPC76486
0.8785	High Similarity	NPC191439
0.8785	High Similarity	NPC103627
0.8785	High Similarity	NPC170974
0.8774	High Similarity	NPC159005
0.8774	High Similarity	NPC180183
0.8774	High Similarity	NPC246124
0.8774	High Similarity	NPC128123
0.8774	High Similarity	NPC6931
0.875	High Similarity	NPC475358
0.875	High Similarity	NPC473566
0.875	High Similarity	NPC473198
0.8739	High Similarity	NPC10366
0.8738	High Similarity	NPC267510
0.8738	High Similarity	NPC470434
0.8738	High Similarity	NPC263756

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 NPC70204 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	245
0.1-0.2	2279
0.2-0.3	4384
0.3-0.4	1474
0.4-0.5	406
0.5-0.6	244
0.6-0.7	90
0.7-0.8	14
0.8-0.85	9
0.85-0.9	5
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8509	High Similarity	NPD8378	Approved
0.8509	High Similarity	NPD8380	Approved
0.8509	High Similarity	NPD8296	Approved
0.8509	High Similarity	NPD8379	Approved
0.8509	High Similarity	NPD8335	Approved
0.8421	Intermediate Similarity	NPD8294	Approved
0.8421	Intermediate Similarity	NPD8377	Approved
0.8348	Intermediate Similarity	NPD8033	Approved
0.8235	Intermediate Similarity	NPD8171	Discontinued
0.8087	Intermediate Similarity	NPD7328	Approved
0.8087	Intermediate Similarity	NPD7327	Approved
0.8017	Intermediate Similarity	NPD7516	Approved
0.8	Intermediate Similarity	NPD6412	Phase 2
0.7967	Intermediate Similarity	NPD8449	Approved
0.7903	Intermediate Similarity	NPD8450	Suspended
0.7731	Intermediate Similarity	NPD7503	Approved
0.7586	Intermediate Similarity	NPD8133	Approved
0.75	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.748	Intermediate Similarity	NPD7507	Approved
0.744	Intermediate Similarity	NPD7319	Approved
0.7391	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7377	Intermediate Similarity	NPD6370	Approved
0.736	Intermediate Similarity	NPD7736	Approved
0.728	Intermediate Similarity	NPD8293	Discontinued
0.725	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7213	Intermediate Similarity	NPD6059	Approved
0.7213	Intermediate Similarity	NPD6054	Approved
0.7177	Intermediate Similarity	NPD8328	Phase 3
0.7075	Intermediate Similarity	NPD7524	Approved
0.7059	Intermediate Similarity	NPD6928	Phase 2
0.704	Intermediate Similarity	NPD6067	Discontinued
0.7016	Intermediate Similarity	NPD6016	Approved
0.7016	Intermediate Similarity	NPD6015	Approved
0.7009	Intermediate Similarity	NPD6686	Approved
0.7	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.6984	Remote Similarity	NPD7492	Approved
0.696	Remote Similarity	NPD5988	Approved
0.6952	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD6616	Approved
0.69	Remote Similarity	NPD6942	Approved
0.69	Remote Similarity	NPD7339	Approved
0.6893	Remote Similarity	NPD7525	Registered
0.688	Remote Similarity	NPD8516	Approved
0.688	Remote Similarity	NPD8515	Approved
0.688	Remote Similarity	NPD8517	Approved
0.688	Remote Similarity	NPD8513	Phase 3
0.6875	Remote Similarity	NPD7078	Approved
0.6857	Remote Similarity	NPD6695	Phase 3
0.6796	Remote Similarity	NPD7645	Phase 2
0.6777	Remote Similarity	NPD6882	Approved
0.6777	Remote Similarity	NPD8297	Approved
0.6759	Remote Similarity	NPD7750	Discontinued
0.6759	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6694	Remote Similarity	NPD6009	Approved
0.6692	Remote Similarity	NPD6033	Approved
0.6667	Remote Similarity	NPD6319	Approved
0.6635	Remote Similarity	NPD6929	Approved
0.6609	Remote Similarity	NPD7638	Approved
0.6607	Remote Similarity	NPD6399	Phase 3
0.6596	Remote Similarity	NPD7625	Phase 1
0.6585	Remote Similarity	NPD4632	Approved
0.6583	Remote Similarity	NPD7320	Approved
0.6571	Remote Similarity	NPD6930	Phase 2
0.6571	Remote Similarity	NPD6931	Approved
0.6557	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6555	Remote Similarity	NPD6008	Approved
0.6555	Remote Similarity	NPD6402	Approved
0.6555	Remote Similarity	NPD5739	Approved
0.6555	Remote Similarity	NPD6675	Approved
0.6555	Remote Similarity	NPD7128	Approved
0.6552	Remote Similarity	NPD7639	Approved
0.6552	Remote Similarity	NPD7640	Approved
0.6529	Remote Similarity	NPD6373	Approved
0.6529	Remote Similarity	NPD6372	Approved
0.6505	Remote Similarity	NPD6933	Approved
0.6481	Remote Similarity	NPD4786	Approved
0.6471	Remote Similarity	NPD4785	Approved
0.6471	Remote Similarity	NPD4784	Approved
0.6446	Remote Similarity	NPD6881	Approved
0.6446	Remote Similarity	NPD6899	Approved
0.6442	Remote Similarity	NPD6925	Approved
0.6442	Remote Similarity	NPD5776	Phase 2
0.6442	Remote Similarity	NPD6932	Approved
0.6436	Remote Similarity	NPD4243	Approved
0.6423	Remote Similarity	NPD8130	Phase 1
0.6423	Remote Similarity	NPD6650	Approved
0.6423	Remote Similarity	NPD6649	Approved
0.6381	Remote Similarity	NPD7145	Approved
0.6379	Remote Similarity	NPD4755	Approved
0.6379	Remote Similarity	NPD6083	Phase 2
0.6379	Remote Similarity	NPD6084	Phase 2
0.6372	Remote Similarity	NPD7087	Discontinued
0.6364	Remote Similarity	NPD5697	Approved
0.6364	Remote Similarity	NPD5701	Approved
0.6356	Remote Similarity	NPD4159	Approved
0.6348	Remote Similarity	NPD7991	Discontinued
0.6343	Remote Similarity	NPD5956	Approved
0.6341	Remote Similarity	NPD7290	Approved
0.6341	Remote Similarity	NPD7102	Approved
0.6341	Remote Similarity	NPD6883	Approved
0.6341	Remote Similarity	NPD4634	Approved
0.6321	Remote Similarity	NPD6683	Phase 2
0.6316	Remote Similarity	NPD4202	Approved
0.6311	Remote Similarity	NPD6926	Approved
0.6311	Remote Similarity	NPD6924	Approved
0.6299	Remote Similarity	NPD7115	Discovery
0.6296	Remote Similarity	NPD3667	Approved
0.629	Remote Similarity	NPD6847	Approved
0.629	Remote Similarity	NPD6869	Approved
0.629	Remote Similarity	NPD6617	Approved
0.6273	Remote Similarity	NPD6893	Approved
0.6271	Remote Similarity	NPD5285	Approved
0.6271	Remote Similarity	NPD5286	Approved
0.6271	Remote Similarity	NPD4700	Approved
0.6271	Remote Similarity	NPD4696	Approved
0.6262	Remote Similarity	NPD7514	Phase 3
0.6262	Remote Similarity	NPD4748	Discontinued
0.6261	Remote Similarity	NPD7748	Approved
0.626	Remote Similarity	NPD6012	Approved
0.626	Remote Similarity	NPD6014	Approved
0.626	Remote Similarity	NPD7604	Phase 2
0.626	Remote Similarity	NPD6013	Approved
0.6239	Remote Similarity	NPD7902	Approved
0.6231	Remote Similarity	NPD5983	Phase 2
0.6228	Remote Similarity	NPD8035	Phase 2
0.6228	Remote Similarity	NPD8034	Phase 2
0.6228	Remote Similarity	NPD7637	Suspended
0.6204	Remote Similarity	NPD6902	Approved
0.6195	Remote Similarity	NPD4753	Phase 2
0.6195	Remote Similarity	NPD6051	Approved
0.6195	Remote Similarity	NPD5328	Approved
0.6186	Remote Similarity	NPD4225	Approved
0.6182	Remote Similarity	NPD3666	Approved
0.6182	Remote Similarity	NPD3133	Approved
0.6182	Remote Similarity	NPD3665	Phase 1
0.6179	Remote Similarity	NPD6011	Approved
0.6167	Remote Similarity	NPD5211	Phase 2
0.6167	Remote Similarity	NPD5226	Approved
0.6167	Remote Similarity	NPD4633	Approved
0.6167	Remote Similarity	NPD5225	Approved
0.6167	Remote Similarity	NPD5224	Approved
0.6165	Remote Similarity	NPD6336	Discontinued
0.616	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6148	Remote Similarity	NPD4767	Approved
0.6148	Remote Similarity	NPD4768	Approved
0.614	Remote Similarity	NPD3168	Discontinued
0.6129	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6117	Remote Similarity	NPD7152	Approved
0.6117	Remote Similarity	NPD7151	Approved
0.6117	Remote Similarity	NPD7150	Approved
0.6116	Remote Similarity	NPD5174	Approved
0.6116	Remote Similarity	NPD5175	Approved
0.6111	Remote Similarity	NPD7332	Phase 2
0.6111	Remote Similarity	NPD6053	Discontinued
0.6106	Remote Similarity	NPD6903	Approved
0.6106	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6095	Remote Similarity	NPD5275	Approved
0.6095	Remote Similarity	NPD4190	Phase 3
0.6087	Remote Similarity	NPD6079	Approved
0.6087	Remote Similarity	NPD7515	Phase 2
0.6083	Remote Similarity	NPD5223	Approved
0.6078	Remote Similarity	NPD6923	Approved
0.6078	Remote Similarity	NPD6922	Approved
0.6074	Remote Similarity	NPD8336	Approved
0.6074	Remote Similarity	NPD8337	Approved
0.6071	Remote Similarity	NPD6684	Approved
0.6071	Remote Similarity	NPD3618	Phase 1
0.6071	Remote Similarity	NPD7521	Approved
0.6071	Remote Similarity	NPD5330	Approved
0.6071	Remote Similarity	NPD6409	Approved
0.6071	Remote Similarity	NPD7146	Approved
0.6071	Remote Similarity	NPD7334	Approved
0.6068	Remote Similarity	NPD5695	Phase 3
0.6068	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6066	Remote Similarity	NPD5141	Approved
0.6055	Remote Similarity	NPD6898	Phase 1
0.605	Remote Similarity	NPD5696	Approved
0.6048	Remote Similarity	NPD4729	Approved
0.6048	Remote Similarity	NPD4730	Approved
0.6033	Remote Similarity	NPD7632	Discontinued
0.6019	Remote Similarity	NPD4195	Approved
0.6019	Remote Similarity	NPD7143	Approved
0.6019	Remote Similarity	NPD7144	Approved
0.6	Remote Similarity	NPD1811	Approved
0.6	Remote Similarity	NPD1810	Approved
0.6	Remote Similarity	NPD8074	Phase 3
0.5984	Remote Similarity	NPD4754	Approved
0.5983	Remote Similarity	NPD7900	Approved
0.5983	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.5982	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.5969	Remote Similarity	NPD6274	Approved
0.5963	Remote Similarity	NPD7509	Discontinued
0.5954	Remote Similarity	NPD7101	Approved
0.5954	Remote Similarity	NPD7100	Approved
0.5952	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.5952	Remote Similarity	NPD5248	Approved
0.5952	Remote Similarity	NPD5249	Phase 3
0.5952	Remote Similarity	NPD5247	Approved
0.5952	Remote Similarity	NPD5250	Approved
0.5952	Remote Similarity	NPD5251	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