NPASS Compound

Structure

NPC78074 OpenBabel06302215332D 63 72 0 0 1 0 0 0 0 0999 V2000 -1.6595 0.9581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4892 1.4370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4893 2.3950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6597 2.8741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8299 2.3952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8298 1.4372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 0.9583 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8297 1.4375 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6597 0.9585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6598 0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4897 -0.4789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4898 -1.4371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6600 -1.9164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8300 -1.4373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0004 -1.9164 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8291 -2.3953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8291 -3.3536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6589 -3.8328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4888 -3.3536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4888 -2.3954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1482 -1.4373 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1482 -0.4793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3185 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3186 0.9577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1482 1.4367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9779 0.9577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9779 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8076 -0.4793 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8076 -1.4374 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.6372 -1.9164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4669 -1.4374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2966 -1.9164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2966 -2.8744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4669 -3.3534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6372 -2.8744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4669 -4.3115 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.1262 -3.3535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9779 -1.9164 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.9779 -2.8744 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1483 2.3948 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4889 -0.4793 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6590 -1.9162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6590 -0.9582 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3185 -3.8327 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0007 -3.8324 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8302 -3.3535 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6596 -3.8324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4340 -4.7632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1273 -5.4240 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0462 -5.1540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2719 -4.2232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5786 -3.5624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1908 -3.9532 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7395 -5.8148 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 -2.8745 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8290 -3.3537 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6599 -2.8744 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8299 -0.4790 0.0000 C 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 3.3193 0.0002 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8296 2.3955 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6598 3.8322 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3190 2.8740 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 6 2 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 3 4 1 0 0 0 0 3 63 1 0 0 0 0 4 5 2 0 0 0 0 4 62 1 0 0 0 0 5 6 1 0 0 0 0 7 6 1 6 0 0 0 7 8 1 0 0 0 0 7 59 1 0 0 0 0 8 9 1 0 0 0 0 8 61 1 1 0 0 0 9 10 1 0 0 0 0 10 58 2 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 11 60 1 0 0 0 0 12 13 1 0 0 0 0 13 57 1 0 0 0 0 13 14 2 0 0 0 0 14 58 1 0 0 0 0 15 14 1 6 0 0 0 15 16 1 0 0 0 0 15 55 1 0 0 0 0 16 42 2 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 17 45 1 0 0 0 0 18 19 1 0 0 0 0 19 20 2 0 0 0 0 19 44 1 0 0 0 0 20 42 1 0 0 0 0 21 20 1 6 0 0 0 21 22 1 0 0 0 0 21 38 1 0 0 0 0 22 27 2 0 0 0 0 22 23 1 0 0 0 0 23 24 2 0 0 0 0 23 41 1 0 0 0 0 24 25 1 0 0 0 0 25 26 2 0 0 0 0 25 40 1 0 0 0 0 26 27 1 0 0 0 0 27 28 1 0 0 0 0 28 29 1 0 0 0 0 29 30 1 1 0 0 0 29 38 1 0 0 0 0 30 35 2 0 0 0 0 30 31 1 0 0 0 0 31 32 2 0 0 0 0 32 33 1 0 0 0 0 33 34 2 0 0 0 0 33 37 1 0 0 0 0 34 35 1 0 0 0 0 34 36 1 0 0 0 0 38 39 1 1 0 0 0 42 43 1 0 0 0 0 45 46 1 0 0 0 0 46 47 1 1 0 0 0 46 55 1 0 0 0 0 46 57 1 0 0 0 0 47 52 2 0 0 0 0 47 48 1 0 0 0 0 48 49 2 0 0 0 0 49 50 1 0 0 0 0 50 51 2 0 0 0 0 50 54 1 0 0 0 0 51 52 1 0 0 0 0 51 53 1 0 0 0 0 55 56 1 6 0 0 0 58 59 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	864.19
Volume:	812.079
LogP:	4.343
LogD:	1.729
LogS:	-3.878
# Rotatable Bonds:	4
TPSA:	320.14
# H-Bond Aceptor:	18
# H-Bond Donor:	14
# Rings:	10
# Heavy Atoms:	18

MedChem Properties

QED Drug-Likeness Score:	0.11
Synthetic Accessibility Score:	6.329
Fsp3:	0.2
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-7.148
MDCK Permeability:	3.01296040561283e-06
Pgp-inhibitor:	0.356
Pgp-substrate:	0.01
Human Intestinal Absorption (HIA):	0.979
20% Bioavailability (F20%):	0.909
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0
Plasma Protein Binding (PPB):	84.43848419189453%
Volume Distribution (VD):	0.192
Pgp-substrate:	17.741613388061523%

ADMET: Metabolism

CYP1A2-inhibitor:	0.004
CYP1A2-substrate:	0.082
CYP2C19-inhibitor:	0.009
CYP2C19-substrate:	0.039
CYP2C9-inhibitor:	0.27
CYP2C9-substrate:	0.951
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.146
CYP3A4-inhibitor:	0.038
CYP3A4-substrate:	0.592

ADMET: Excretion

Clearance (CL):	9.945
Half-life (T1/2):	0.394

ADMET: Toxicity

hERG Blockers:	0.014
Human Hepatotoxicity (H-HT):	0.213
Drug-inuced Liver Injury (DILI):	0.958
AMES Toxicity:	0.233
Rat Oral Acute Toxicity:	0.821
Maximum Recommended Daily Dose:	0.932
Skin Sensitization:	0.968
Carcinogencity:	0.129
Eye Corrosion:	0.003
Eye Irritation:	0.924
Respiratory Toxicity:	0.015

Download Data

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

Natural Product: NPC78074

Natural Product ID:	NPC78074
*Common Name:**	SSOWHRNCDFFKAK-RMQXTYCQSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	SSOWHRNCDFFKAK-RMQXTYCQSA-N
Standard InCHI:	InChI=1S/C45H36O18/c46-18-10-27(54)33-30(11-18)60-42(16-2-5-21(48)25(52)8-16)40(58)37(33)34-28(55)14-31-35(39(34)57)38-36-32(63-45(62-31,44(38)59)17-3-6-22(49)26(53)9-17)13-23(50)19-12-29(56)41(61-43(19)36)15-1-4-20(47)24(51)7-15/h1-11,13-14,29,37-38,40-42,44,46-59H,12H2/t29-,37+,38+,40+,41+,42+,44+,45-/m0/s1
SMILES:	c1cc(c(cc1[C@@H]1[C@H](Cc2c(cc3c([C@H]4c5c(cc(c([C@H]6c7c(cc(cc7O[C@H](c7ccc(c(c7)O)O)[C@@H]6O)O)O)c5O)O)O[C@](c5ccc(c(c5)O)O)([C@@H]4O)O3)c2O1)O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	132562278
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001586] Biflavonoids and polyflavonoids

*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
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	n.a.	2007; 2008	DOI[10.1007/s11746-010-1589-7]
NPO26266	Isodon japonicus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1039/C39730000707]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	cotyledon	n.a.	PMID[11283027]
NPO25769	Heterotheca inuloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11473412]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	seed	n.a.	PMID[12670184]
NPO26927	Salacia madagascariensis	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[15730255]
NPO26927	Salacia madagascariensis	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15730255]
NPO25870	Vaccinium vitis-idaea	Species	Ericaceae	Eukaryota	n.a.	fruit	n.a.	PMID[16417304]
NPO26834	Eutypella scoparia	Species	Diatrypaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16724861]
NPO26211	Knightia excelsa	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17315967]
NPO26266	Isodon japonicus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18491868]
NPO26507	Galenia africana	Species	Aizoaceae	Eukaryota	leaf	n.a.	n.a.	PMID[20035557]
NPO26654	Penicillium citreonigrum	Species	Aspergillaceae	Eukaryota	n.a.	atlantic-forest-soil	n.a.	PMID[20450206]
NPO26834	Eutypella scoparia	Species	Diatrypaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21302965]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	seed	n.a.	PMID[21348467]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[22537213]
NPO25769	Heterotheca inuloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26566007]
NPO26451	Ophiocoma scolopendrina	Species	Ophiocomidae	Eukaryota	n.a.	n.a.	n.a.	PMID[27684202]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	Peanut Skins	n.a.	n.a.	PMID[28231711]
NPO26927	Salacia madagascariensis	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7288445]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.		n.a.	n.a.	Database[FooDB]
NPO25870	Vaccinium vitis-idaea	Species	Ericaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	Leaf	n.a.	n.a.	Database[FooDB]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	Oil	n.a.	n.a.	Database[FooDB]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	Seed	n.a.	n.a.	Database[FooDB]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	n.a.		Database[FooDB]
NPO25870	Vaccinium vitis-idaea	Species	Ericaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO25870	Vaccinium vitis-idaea	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO26134	Epimedium davidii	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	Oils	n.a.		Database[Phenol-Explorer]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	Seeds	n.a.		Database[Phenol-Explorer]
NPO26699	Leonurus glaucescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25870	Vaccinium vitis-idaea	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22505	Bombax ceiba	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26134	Epimedium davidii	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5510	Lepidium draba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26349	Frullania tamarisci	Species	Frullaniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO5510	Lepidium draba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25972	Eupolyphaga sinensis	Species	Corydiidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5510	Lepidium draba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26287	Spodoptera eridania	Species	0ctuidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26052	Swertia delavayi	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22505	Bombax ceiba	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26699	Leonurus glaucescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25739	Erysimum odoratum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26406	Saussurea carthamoides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26561	Micromeria pineolens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26349	Frullania tamarisci	Species	Frullaniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26624	Ilex amara	Species	Aquifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26900	Vallota purpurea	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO25792	Delphinium andersoni	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26654	Penicillium citreonigrum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26374	Alangium premnifolium	Species	Cornaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26023	Angelica tarokoensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26184	Diphasia angolensis	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25995	Laurencia distichophylla	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26950	Maba buxifolia	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26507	Galenia africana	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26834	Eutypella scoparia	Species	Diatrypaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26319	Solanum acaule	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26584	Gnidia lamprantha	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25972	Eupolyphaga sinensis	Species	Corydiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25769	Heterotheca inuloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26806	Nidula candida	Species	Nidulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25896	Bragantia wallichii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO26134	Epimedium davidii	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7447	Nemalion vermiculare	Species	Liagoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26161	Globba malaccensis	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2898	Quercus sessiliflora	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26451	Ophiocoma scolopendrina	Species	Ophiocomidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25870	Vaccinium vitis-idaea	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26927	Salacia madagascariensis	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26266	Isodon japonicus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25949	Streptomyces griseovariabilis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO25923	Vismia jefensis	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26211	Knightia excelsa	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26607	Colobocentrotus atratus	Species	Echinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25426	Arachis hypogaea	Species	n.a.	n.a.	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
Others	3

Activity Type	# Activity
Cell Line	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	Inhibition	=	100.0	%	PMID[28231711]
NPT113	Cell Line	RAW264.7	Mus musculus	Inhibition	=	89.72	%	PMID[28231711]
NPT113	Cell Line	RAW264.7	Mus musculus	Inhibition	=	0.0	%	PMID[28231711]

☑ 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 NPC78074 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	539
0.1-0.2	1880
0.2-0.3	5057
0.3-0.4	11404
0.4-0.5	6610
0.5-0.6	4868
0.6-0.7	7058
0.7-0.8	4401
0.8-0.85	696
0.85-0.9	122
0.9-0.95	34
0.95-1	28

Similarity Score	Similarity Level	Natural Product ID

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 NPC78074 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	432
0.1-0.2	930
0.2-0.3	2089
0.3-0.4	2758
0.4-0.5	1539
0.5-0.6	909
0.6-0.7	424
0.7-0.8	66
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage

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