NPASS Compound

Structure

CID111490 OpenBabel06191715462D 57 62 0 0 1 0 0 0 0 0999 V2000 -0.9314 0.3110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5979 -0.0292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5216 2.4621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5779 -0.1467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7942 0.0374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8819 1.2472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6665 -0.3402 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4722 1.8503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2627 0.3443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7275 -0.6377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1279 1.2731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7943 0.9329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0762 2.7253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5779 0.8353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3258 0.3443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7350 0.6512 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9774 1.5016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2627 0.9581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0593 1.5841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5814 2.3766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7275 1.3262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3258 0.9581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6665 0.3402 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5320 1.7647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7942 1.2650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8771 0.8353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1279 -1.2731 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.8771 -0.1467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8629 -0.6219 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7275 -1.6197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4700 -1.3023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8629 1.9243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9774 -0.1992 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1964 -0.9621 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3928 1.9243 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7258 1.2438 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1552 3.7041 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.4284 1.3262 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2557 2.5462 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4685 2.7975 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7275 2.3082 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1763 1.4491 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4015 0.9914 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3401 1.2069 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7942 2.2470 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0267 1.3262 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3243 -2.2352 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8771 -2.1107 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5779 -2.1107 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2051 -1.9535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7445 2.8991 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7124 -0.8504 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2890 1.7066 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0267 -0.6377 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 2.4722 -0.5479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5386 -1.6133 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 2 0 0 0 0 1 11 1 0 0 0 0 2 7 1 0 0 0 0 2 12 2 0 0 0 0 3 8 2 0 0 0 0 3 13 1 0 0 0 0 4 10 2 0 0 0 0 4 14 1 0 0 0 0 5 9 2 0 0 0 0 5 15 1 0 0 0 0 6 53 1 0 0 0 0 7 31 1 0 0 0 0 8 17 1 0 0 0 0 8 32 1 0 0 0 0 9 18 1 0 0 0 0 9 33 1 0 0 0 0 10 28 1 0 0 0 0 10 30 1 0 0 0 0 11 19 2 0 0 0 0 11 35 1 0 0 0 0 12 19 1 0 0 0 0 12 36 1 0 0 0 0 13 20 2 0 0 0 0 13 37 1 0 0 0 0 14 21 2 0 0 0 0 14 38 1 0 0 0 0 15 22 2 0 0 0 0 15 54 1 0 0 0 0 16 6 1 6 0 0 0 16 23 1 0 0 0 0 16 55 1 0 0 0 0 17 18 1 0 0 0 0 17 24 2 0 0 0 0 18 25 2 0 0 0 0 19 39 1 0 0 0 0 20 24 1 0 0 0 0 20 40 1 0 0 0 0 21 26 1 0 0 0 0 21 41 1 0 0 0 0 22 25 1 0 0 0 0 22 42 1 0 0 0 0 23 29 1 0 0 0 0 23 43 1 1 0 0 0 24 44 1 0 0 0 0 25 45 1 0 0 0 0 26 28 2 0 0 0 0 26 46 1 0 0 0 0 27 29 1 0 0 0 0 27 34 1 0 0 0 0 27 47 1 1 0 0 0 28 54 1 0 0 0 0 29 56 1 6 0 0 0 30 48 2 0 0 0 0 30 49 1 0 0 0 0 31 50 2 0 0 0 0 31 57 1 0 0 0 0 32 51 2 0 0 0 0 32 53 1 0 0 0 0 33 52 2 0 0 0 0 33 56 1 0 0 0 0 34 55 1 0 0 0 0 34 57 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	802.09
Volume:	705.273
LogP:	1.211
LogD:	0.822
LogS:	-3.147
# Rotatable Bonds:	6
TPSA:	397.65
# H-Bond Aceptor:	23
# H-Bond Donor:	14
# Rings:	6
# Heavy Atoms:	23

MedChem Properties

QED Drug-Likeness Score:	0.075
Synthetic Accessibility Score:	6.218
Fsp3:	0.176
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:	-7.161
MDCK Permeability:	6.161584224173566e-06
Pgp-inhibitor:	0.034
Pgp-substrate:	0.007
Human Intestinal Absorption (HIA):	0.987
20% Bioavailability (F20%):	0.972
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002
Plasma Protein Binding (PPB):	88.88068389892578%
Volume Distribution (VD):	0.454
Pgp-substrate:	40.882118225097656%

ADMET: Metabolism

CYP1A2-inhibitor:	0.04
CYP1A2-substrate:	0.003
CYP2C19-inhibitor:	0.008
CYP2C19-substrate:	0.017
CYP2C9-inhibitor:	0.282
CYP2C9-substrate:	0.01
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.046
CYP3A4-inhibitor:	0.003
CYP3A4-substrate:	0.0

ADMET: Excretion

Clearance (CL):	4.714
Half-life (T1/2):	0.973

ADMET: Toxicity

hERG Blockers:	0.057
Human Hepatotoxicity (H-HT):	0.499
Drug-inuced Liver Injury (DILI):	0.979
AMES Toxicity:	0.072
Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.011
Skin Sensitization:	0.947
Carcinogencity:	0.007
Eye Corrosion:	0.003
Eye Irritation:	0.9
Respiratory Toxicity:	0.006

Download Data

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

Natural Product: NPC111490

Natural Product ID:	NPC111490
*Common Name:**	Mallotinic Acid
IUPAC Name:	n.a.
Synonyms:	Mallotinic Acid
Standard InCHIKey:	AJIFASHLGBHDDS-GEFDNOIESA-N
Standard InCHI:	InChI=1S/C34H26O23/c35-11-1-7(2-12(36)19(11)39)31(50)57-34-27(47)29-23(43)16(55-34)6-53-32(51)8-3-13(37)20(40)24(44)17(8)18-9(33(52)56-29)5-15(22(42)25(18)45)54-28-10(30(48)49)4-14(38)21(41)26(28)46/h1-5,16,23,27,29,34-47H,6H2,(H,48,49)/t16-,23-,27-,29+,34+/m1/s1
SMILES:	O[C@@H]1[C@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@@H]1[C@H]([C@@H](O2)OC(=O)c1cc(O)c(c(c1)O)O)O)cc(Oc1c(cc(c(c1O)O)O)C(=O)O)c(c3O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL448796
PubChem CID:	10056140
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000238] Tannins [CHEMONTID:0001710] Hydrolyzable tannins

*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
NPO25715	Senna siamea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10757709]
NPO2130	Ehretia dicksonii	Species	Ehretiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[10830513]
NPO2130	Ehretia dicksonii	Species	Ehretiaceae	Eukaryota	n.a.	twig	n.a.	PMID[10830513]
NPO2130	Ehretia dicksonii	Species	Ehretiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10830513]
NPO26880	Mallotus japonicus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11520216]
NPO29801	Mallotus philippinensis	Species	Salangidae	Eukaryota	n.a.	n.a.	n.a.	PMID[11520216]
NPO6774	Khaya senegalensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12193039]
NPO27007	Cunonia macrophylla	Species	Cunoniaceae	Eukaryota	n.a.	New Caledonia	n.a.	PMID[15652581]
NPO25715	Senna siamea	Species	Fabaceae	Eukaryota	n.a.	leaf	n.a.	PMID[17685627]
NPO26880	Mallotus japonicus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1800639]
NPO16699	Agave utahensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19645463]
NPO1103	Dioscorea japonica	Species	Dioscoreaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[21353549]
NPO13504	Lotus japonicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21510636]
NPO25715	Senna siamea	Species	Fabaceae	Eukaryota	Stems	n.a.	n.a.	PMID[23078294]
NPO6774	Khaya senegalensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23210623]
NPO26880	Mallotus japonicus	Species	Euphorbiaceae	Eukaryota	n.a.	pericarp	n.a.	PMID[2347013]
NPO25715	Senna siamea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23513740]
NPO14089	Hypericum ascyron	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30379546]
NPO14089	Hypericum ascyron	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31596079]
NPO26880	Mallotus japonicus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3210017]
NPO26880	Mallotus japonicus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3734813]
NPO26880	Mallotus japonicus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[4040956]
NPO14089	Hypericum ascyron	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13907	Senecio renardii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25774	Virola multinervia	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26880	Mallotus japonicus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10884	Glycyrrhiza squamulosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16775	Thermopsis lanceolata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29801	Mallotus philippinensis	Species	Salangidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1103	Dioscorea japonica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27007	Cunonia macrophylla	Species	Cunoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27015	Valeriana hardwickii	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25774	Virola multinervia	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1103	Dioscorea japonica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26880	Mallotus japonicus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27007	Cunonia macrophylla	Species	Cunoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27015	Valeriana hardwickii	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13907	Senecio renardii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10884	Glycyrrhiza squamulosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16775	Thermopsis lanceolata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14089	Hypericum ascyron	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25715	Senna siamea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3199	Balanophora involucrata	Species	Balanophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14089	Hypericum ascyron	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16775	Thermopsis lanceolata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10884	Glycyrrhiza squamulosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1103	Dioscorea japonica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO13938	Plantago alpina	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1661	Bartramia pomiformis	Species	Bartramiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4754	Yucca flexilis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14289	Pieris napi	Species	Pieridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16699	Agave utahensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO642	Artemisia bigelovii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13047	Epipolasis kushimotoensis	Species	Axinellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10012	Triaenophora rupestris	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16775	Thermopsis lanceolata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15300	Bipolaris zeicola	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7169	Nama hispidum	Species	Namaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13907	Senecio renardii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12061	Justicia paniculata	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21498	Coccus ilicis	Species	Coccidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26880	Mallotus japonicus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7752	Beilschmiedia anacardioides	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11633	Kelletia kelletii	Species	Buccinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12910	Ixeris stolonifera	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9669	Dictyopteris acrostichoides	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12414	Penicillium paxilli	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11429	Matricaria parthenium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8606	Mallotus repandus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2130	Ehretia dicksonii	Species	Ehretiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10389	Larix cajanderi	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10884	Glycyrrhiza squamulosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14435	Mnium hornum	Species	Mniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12218	Pulicaria wightiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3199	Balanophora involucrata	Species	Balanophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10865	Sextonia rubra	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12585	Craspidospermum verticillatum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13504	Lotus japonicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25774	Virola multinervia	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11453	Centaurea cadmea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7720	Cyathocline purpurea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14089	Hypericum ascyron	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27015	Valeriana hardwickii	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14200	Aristolochia zollingeriana	Species	Aristolochiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1103	Dioscorea japonica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11882	Cedrus libani	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12393	Xanthoparmelia subincerta	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27007	Cunonia macrophylla	Species	Cunoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3458	Lupinus verbasciformis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16207	Acacia glaucescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14504	Alectoria divergens	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14615	Streptomyces paulus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO6179	Aframomum amaniense	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16102	Senecio chinensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25715	Senna siamea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12234	Khaya ivorensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15984	Blainvillea rhomboidea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13701	Melaleuca rhaphiophylla	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6774	Khaya senegalensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12069	Isaria felina	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13076	Cephalaria grossheimii	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12754	Cerinthe minor	Species	Boraginaceae	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
ED50	5
IC50	2
Others	4

Activity Type	# Activity
Cell Line	4
Individual Protein	1
NON-MOLECULAR	1
Organism	4
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT326	Individual Protein	Squalene monooxygenase	Rattus norvegicus	IC50	=	8000.0	nM	PMID[539118]
NPT672	Cell Line	TE-671	Homo sapiens	ED50	>	10.0	ug ml-1	PMID[539119]
NPT180	Cell Line	HCT-8	Homo sapiens	ED50	>	10.0	ug ml-1	PMID[539119]
NPT81	Cell Line	A549	Homo sapiens	ED50	>	10.0	ug ml-1	PMID[539119]
NPT91	Cell Line	KB	Homo sapiens	ED50	>	10.0	ug ml-1	PMID[539119]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	>	10.0	ug ml-1	PMID[539119]
NPT2	Others	Unspecified		IC50	>	100000.0	nM	PMID[539120]
NPT20	Organism	Candida albicans	Candida albicans	IZ	=	9.0	mm	PMID[539120]
NPT1285	Organism	Corynebacterium accolens	Corynebacterium accolens	IZ	=	9.0	mm	PMID[539120]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	IZ	=	9.0	mm	PMID[539120]
NPT1286	Organism	Pectobacterium carotovorum	Pectobacterium carotovorum	IZ	=	13.0	mm	PMID[539120]

☑ 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 NPC111490 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	443
0.1-0.2	1865
0.2-0.3	4210
0.3-0.4	9215
0.4-0.5	8662
0.5-0.6	4421
0.6-0.7	5430
0.7-0.8	5744
0.8-0.85	1794
0.85-0.9	728
0.9-0.95	149
0.95-1	36

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC261623
0.9882	High Similarity	NPC469650
0.9826	High Similarity	NPC31208
0.9826	High Similarity	NPC93065
0.9826	High Similarity	NPC472721
0.9826	High Similarity	NPC160543
0.9826	High Similarity	NPC469652
0.9826	High Similarity	NPC472724
0.9826	High Similarity	NPC472720
0.9825	High Similarity	NPC260521
0.9825	High Similarity	NPC469649
0.9767	High Similarity	NPC240200
0.9767	High Similarity	NPC158214
0.9767	High Similarity	NPC477083
0.9767	High Similarity	NPC477081
0.9767	High Similarity	NPC223534
0.9767	High Similarity	NPC290289
0.9711	High Similarity	NPC187632
0.9708	High Similarity	NPC231254
0.9655	High Similarity	NPC97924
0.9655	High Similarity	NPC40078
0.9655	High Similarity	NPC471091
0.9647	High Similarity	NPC80956
0.9595	High Similarity	NPC65489
0.9591	High Similarity	NPC8940
0.9545	High Similarity	NPC477082
0.9529	High Similarity	NPC472723
0.9438	High Similarity	NPC3474
0.9438	High Similarity	NPC189312
0.9432	High Similarity	NPC264302
0.9415	High Similarity	NPC297574
0.9375	High Similarity	NPC201814
0.9371	High Similarity	NPC179947
0.936	High Similarity	NPC476620
0.936	High Similarity	NPC476621
0.936	High Similarity	NPC476619
0.936	High Similarity	NPC476618
0.936	High Similarity	NPC476622
0.936	High Similarity	NPC476623
0.9333	High Similarity	NPC174140
0.9318	High Similarity	NPC473618
0.9318	High Similarity	NPC173872
0.9318	High Similarity	NPC119094
0.931	High Similarity	NPC129533
0.931	High Similarity	NPC123259
0.9306	High Similarity	NPC472725
0.9306	High Similarity	NPC472726
0.9302	High Similarity	NPC472992
0.9302	High Similarity	NPC472991
0.929	High Similarity	NPC311389
0.929	High Similarity	NPC470271
0.9261	High Similarity	NPC269625
0.9257	High Similarity	NPC49690
0.9249	High Similarity	NPC472387
0.9235	High Similarity	NPC198125
0.9235	High Similarity	NPC95421
0.9231	High Similarity	NPC175793
0.9209	High Similarity	NPC142291
0.9209	High Similarity	NPC269046
0.9209	High Similarity	NPC7839
0.92	High Similarity	NPC97119
0.92	High Similarity	NPC297503
0.92	High Similarity	NPC135831
0.9195	High Similarity	NPC471030
0.9186	High Similarity	NPC172033
0.9186	High Similarity	NPC88560
0.9186	High Similarity	NPC175230
0.9181	High Similarity	NPC204937
0.9181	High Similarity	NPC470272
0.9181	High Similarity	NPC149011
0.9176	High Similarity	NPC43918
0.9176	High Similarity	NPC261411
0.9176	High Similarity	NPC190204
0.9153	High Similarity	NPC237202
0.9153	High Similarity	NPC105591
0.9148	High Similarity	NPC470416
0.9138	High Similarity	NPC265380
0.9128	High Similarity	NPC67134
0.9128	High Similarity	NPC47140
0.9111	High Similarity	NPC476358
0.9096	High Similarity	NPC474093
0.9096	High Similarity	NPC104910
0.9091	High Similarity	NPC36138
0.9091	High Similarity	NPC476203
0.9091	High Similarity	NPC132111
0.9086	High Similarity	NPC185275
0.908	High Similarity	NPC79736
0.908	High Similarity	NPC67629
0.9075	High Similarity	NPC263119
0.9075	High Similarity	NPC34436
0.9075	High Similarity	NPC473550
0.9075	High Similarity	NPC166674
0.9075	High Similarity	NPC46640
0.9075	High Similarity	NPC219600
0.9075	High Similarity	NPC472993
0.907	High Similarity	NPC47521
0.907	High Similarity	NPC181778
0.907	High Similarity	NPC224462
0.907	High Similarity	NPC471416
0.907	High Similarity	NPC34287
0.9064	High Similarity	NPC473818
0.9064	High Similarity	NPC31034
0.9053	High Similarity	NPC14030
0.9053	High Similarity	NPC291957
0.9045	High Similarity	NPC475179
0.904	High Similarity	NPC472722
0.9034	High Similarity	NPC170203
0.9034	High Similarity	NPC469371
0.9034	High Similarity	NPC208797
0.9034	High Similarity	NPC53680
0.9029	High Similarity	NPC293626
0.9029	High Similarity	NPC267549
0.9029	High Similarity	NPC113836
0.9029	High Similarity	NPC258044
0.9029	High Similarity	NPC196127
0.9029	High Similarity	NPC37668
0.9029	High Similarity	NPC217387
0.9029	High Similarity	NPC267680
0.9029	High Similarity	NPC253521
0.9017	High Similarity	NPC254540
0.9017	High Similarity	NPC472386
0.9017	High Similarity	NPC307518
0.9017	High Similarity	NPC211594
0.9017	High Similarity	NPC102851
0.9017	High Similarity	NPC259152
0.9017	High Similarity	NPC5786
0.9017	High Similarity	NPC172807
0.9017	High Similarity	NPC48773
0.9017	High Similarity	NPC3583
0.9017	High Similarity	NPC205076
0.9012	High Similarity	NPC183036
0.9012	High Similarity	NPC170675
0.9012	High Similarity	NPC149300
0.9012	High Similarity	NPC112755
0.9012	High Similarity	NPC471457
0.9	High Similarity	NPC470898
0.8983	High Similarity	NPC35924
0.8983	High Similarity	NPC470718
0.8983	High Similarity	NPC199172
0.8977	High Similarity	NPC324742
0.8977	High Similarity	NPC212290
0.8971	High Similarity	NPC268533
0.8971	High Similarity	NPC144097
0.8971	High Similarity	NPC61904
0.8967	High Similarity	NPC470450
0.8966	High Similarity	NPC236191
0.8966	High Similarity	NPC51774
0.8966	High Similarity	NPC239549
0.896	High Similarity	NPC183357
0.896	High Similarity	NPC105511
0.896	High Similarity	NPC44558
0.896	High Similarity	NPC476365
0.896	High Similarity	NPC22195
0.896	High Similarity	NPC474434
0.896	High Similarity	NPC21190
0.8953	High Similarity	NPC116745
0.8953	High Similarity	NPC58716
0.8953	High Similarity	NPC146792
0.8953	High Similarity	NPC45618
0.8953	High Similarity	NPC298847
0.8953	High Similarity	NPC45400
0.8947	High Similarity	NPC165720
0.8941	High Similarity	NPC4013
0.8941	High Similarity	NPC90905
0.8939	High Similarity	NPC30011
0.8939	High Similarity	NPC72554
0.8939	High Similarity	NPC97817
0.8933	High Similarity	NPC25946
0.8933	High Similarity	NPC470720
0.8933	High Similarity	NPC470451
0.8933	High Similarity	NPC470455
0.8933	High Similarity	NPC21359
0.8933	High Similarity	NPC460984
0.8933	High Similarity	NPC470717
0.8933	High Similarity	NPC318119
0.8933	High Similarity	NPC470713
0.8927	High Similarity	NPC164047
0.8927	High Similarity	NPC470452
0.8927	High Similarity	NPC470448
0.8927	High Similarity	NPC470453
0.8927	High Similarity	NPC125352
0.8927	High Similarity	NPC117668
0.892	High Similarity	NPC471789
0.892	High Similarity	NPC217520
0.892	High Similarity	NPC477895
0.892	High Similarity	NPC35167
0.892	High Similarity	NPC139571
0.8914	High Similarity	NPC477848
0.8914	High Similarity	NPC237435
0.8914	High Similarity	NPC142996
0.8914	High Similarity	NPC102028
0.8914	High Similarity	NPC81042
0.8914	High Similarity	NPC115760
0.8914	High Similarity	NPC199533
0.8914	High Similarity	NPC101191
0.8914	High Similarity	NPC49344
0.8914	High Similarity	NPC214621
0.8914	High Similarity	NPC135277
0.8914	High Similarity	NPC43211
0.8914	High Similarity	NPC210094

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 NPC111490 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	393
0.1-0.2	985
0.2-0.3	2049
0.3-0.4	2666
0.4-0.5	1749
0.5-0.6	852
0.6-0.7	301
0.7-0.8	120
0.8-0.85	22
0.85-0.9	13
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8914	High Similarity	NPD4338	Clinical (unspecified phase)
0.88	High Similarity	NPD7993	Clinical (unspecified phase)
0.8757	High Similarity	NPD4868	Clinical (unspecified phase)
0.8743	High Similarity	NPD7074	Phase 3
0.8743	High Similarity	NPD7472	Approved
0.8736	High Similarity	NPD3818	Discontinued
0.8686	High Similarity	NPD7054	Approved
0.8619	High Similarity	NPD8397	Clinical (unspecified phase)
0.8596	High Similarity	NPD7808	Phase 3
0.8588	High Similarity	NPD6797	Phase 2
0.858	High Similarity	NPD5844	Phase 1
0.8547	High Similarity	NPD8313	Approved
0.8547	High Similarity	NPD8312	Approved
0.8539	High Similarity	NPD7251	Discontinued
0.8514	High Similarity	NPD6167	Clinical (unspecified phase)
0.8514	High Similarity	NPD6168	Clinical (unspecified phase)
0.8514	High Similarity	NPD6166	Phase 2
0.8488	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8424	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.8421	Intermediate Similarity	NPD1465	Phase 2
0.8295	Intermediate Similarity	NPD6232	Discontinued
0.8256	Intermediate Similarity	NPD1934	Approved
0.8247	Intermediate Similarity	NPD8151	Discontinued
0.8239	Intermediate Similarity	NPD6959	Discontinued
0.8212	Intermediate Similarity	NPD7228	Approved
0.8208	Intermediate Similarity	NPD2801	Approved
0.8167	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8156	Intermediate Similarity	NPD7473	Discontinued
0.8132	Intermediate Similarity	NPD6559	Discontinued
0.8103	Intermediate Similarity	NPD8455	Phase 2
0.8103	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.8101	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.8034	Intermediate Similarity	NPD7199	Phase 2
0.8023	Intermediate Similarity	NPD6234	Discontinued
0.8023	Intermediate Similarity	NPD1653	Approved
0.8011	Intermediate Similarity	NPD3751	Discontinued
0.8	Intermediate Similarity	NPD7819	Suspended
0.7989	Intermediate Similarity	NPD3787	Discontinued
0.798	Intermediate Similarity	NPD7783	Phase 2
0.798	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7978	Intermediate Similarity	NPD5494	Approved
0.7966	Intermediate Similarity	NPD3749	Approved
0.7955	Intermediate Similarity	NPD3817	Phase 2
0.7955	Intermediate Similarity	NPD5402	Approved
0.7943	Intermediate Similarity	NPD37	Approved
0.7931	Intermediate Similarity	NPD4380	Phase 2
0.791	Intermediate Similarity	NPD4965	Approved
0.791	Intermediate Similarity	NPD4966	Approved
0.791	Intermediate Similarity	NPD4967	Phase 2
0.791	Intermediate Similarity	NPD7768	Phase 2
0.791	Intermediate Similarity	NPD3882	Suspended
0.7897	Intermediate Similarity	NPD7435	Discontinued
0.7865	Intermediate Similarity	NPD7075	Discontinued
0.7861	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7845	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7838	Intermediate Similarity	NPD7685	Pre-registration
0.7838	Intermediate Similarity	NPD7240	Approved
0.7835	Intermediate Similarity	NPD6781	Approved
0.7835	Intermediate Similarity	NPD6778	Approved
0.7835	Intermediate Similarity	NPD6782	Approved
0.7835	Intermediate Similarity	NPD6776	Approved
0.7835	Intermediate Similarity	NPD6777	Approved
0.7835	Intermediate Similarity	NPD6780	Approved
0.7835	Intermediate Similarity	NPD6779	Approved
0.7791	Intermediate Similarity	NPD1511	Approved
0.7784	Intermediate Similarity	NPD7411	Suspended
0.7766	Intermediate Similarity	NPD7871	Phase 2
0.7766	Intermediate Similarity	NPD7870	Phase 2
0.7759	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7753	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.775	Intermediate Similarity	NPD7874	Approved
0.775	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7716	Intermediate Similarity	NPD7696	Phase 3
0.7716	Intermediate Similarity	NPD7697	Approved
0.7716	Intermediate Similarity	NPD7698	Approved
0.7701	Intermediate Similarity	NPD1512	Approved
0.7697	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.765	Intermediate Similarity	NPD7701	Phase 2
0.764	Intermediate Similarity	NPD6801	Discontinued
0.7602	Intermediate Similarity	NPD1549	Phase 2
0.7577	Intermediate Similarity	NPD6535	Approved
0.7577	Intermediate Similarity	NPD6534	Approved
0.7576	Intermediate Similarity	NPD6823	Phase 2
0.7557	Intermediate Similarity	NPD5403	Approved
0.7551	Intermediate Similarity	NPD7699	Phase 2
0.7551	Intermediate Similarity	NPD7700	Phase 2
0.7544	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7544	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7537	Intermediate Similarity	NPD7801	Approved
0.7514	Intermediate Similarity	NPD3750	Approved
0.75	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7486	Intermediate Similarity	NPD6799	Approved
0.7486	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7471	Intermediate Similarity	NPD6190	Approved
0.7464	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.745	Intermediate Similarity	NPD7680	Approved
0.7448	Intermediate Similarity	NPD8150	Discontinued
0.7443	Intermediate Similarity	NPD2533	Approved
0.7443	Intermediate Similarity	NPD2534	Approved
0.7443	Intermediate Similarity	NPD5401	Approved
0.7443	Intermediate Similarity	NPD2532	Approved
0.7443	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.743	Intermediate Similarity	NPD6599	Discontinued
0.7424	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7413	Intermediate Similarity	NPD8320	Phase 1
0.7413	Intermediate Similarity	NPD8319	Approved
0.7386	Intermediate Similarity	NPD7390	Discontinued
0.7374	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7366	Intermediate Similarity	NPD3926	Phase 2
0.7353	Intermediate Similarity	NPD230	Phase 1
0.7347	Intermediate Similarity	NPD6212	Phase 3
0.7347	Intermediate Similarity	NPD6213	Phase 3
0.7347	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7345	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7345	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7345	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7341	Intermediate Similarity	NPD7266	Discontinued
0.7326	Intermediate Similarity	NPD1510	Phase 2
0.7314	Intermediate Similarity	NPD4628	Phase 3
0.7294	Intermediate Similarity	NPD1613	Approved
0.7294	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7283	Intermediate Similarity	NPD2796	Approved
0.7283	Intermediate Similarity	NPD2935	Discontinued
0.7278	Intermediate Similarity	NPD3226	Approved
0.7268	Intermediate Similarity	NPD8434	Phase 2
0.7258	Intermediate Similarity	NPD1247	Approved
0.7251	Intermediate Similarity	NPD1933	Approved
0.7243	Intermediate Similarity	NPD919	Approved
0.7225	Intermediate Similarity	NPD3748	Approved
0.7216	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD943	Approved
0.7184	Intermediate Similarity	NPD5408	Approved
0.7184	Intermediate Similarity	NPD1551	Phase 2
0.7184	Intermediate Similarity	NPD5404	Approved
0.7184	Intermediate Similarity	NPD5406	Approved
0.7184	Intermediate Similarity	NPD5405	Approved
0.7182	Intermediate Similarity	NPD7458	Discontinued
0.7166	Intermediate Similarity	NPD8127	Discontinued
0.7159	Intermediate Similarity	NPD6674	Discontinued
0.7159	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD447	Suspended
0.715	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7129	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD4287	Approved
0.7101	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7093	Intermediate Similarity	NPD1240	Approved
0.7087	Intermediate Similarity	NPD7584	Approved
0.7077	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.707	Intermediate Similarity	NPD5619	Clinical (unspecified phase)
0.7062	Intermediate Similarity	NPD7549	Discontinued
0.7059	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD8059	Phase 3
0.7051	Intermediate Similarity	NPD8058	Clinical (unspecified phase)
0.7045	Intermediate Similarity	NPD2346	Discontinued
0.7039	Intermediate Similarity	NPD7211	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD5711	Approved
0.7037	Intermediate Similarity	NPD7229	Phase 3
0.7037	Intermediate Similarity	NPD5710	Approved
0.7029	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7018	Intermediate Similarity	NPD3027	Phase 3
0.7014	Intermediate Similarity	NPD7930	Approved
0.7011	Intermediate Similarity	NPD1607	Approved
0.6979	Remote Similarity	NPD7177	Discontinued
0.6978	Remote Similarity	NPD920	Approved
0.6977	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6976	Remote Similarity	NPD5006	Approved
0.6976	Remote Similarity	NPD5005	Approved
0.6971	Remote Similarity	NPD7585	Approved
0.6961	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD5953	Discontinued
0.6932	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6927	Remote Similarity	NPD7003	Approved
0.6927	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD6273	Approved
0.6923	Remote Similarity	NPD7583	Approved
0.6911	Remote Similarity	NPD5242	Approved
0.6898	Remote Similarity	NPD5353	Approved
0.6879	Remote Similarity	NPD3764	Approved
0.6872	Remote Similarity	NPD2800	Approved
0.6872	Remote Similarity	NPD1243	Approved
0.6863	Remote Similarity	NPD4420	Approved
0.686	Remote Similarity	NPD4908	Phase 1
0.6856	Remote Similarity	NPD7286	Phase 2
0.6854	Remote Similarity	NPD2344	Approved
0.6851	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6839	Remote Similarity	NPD6233	Phase 2
0.6836	Remote Similarity	NPD2799	Discontinued
0.6833	Remote Similarity	NPD8166	Discontinued
0.6809	Remote Similarity	NPD4288	Approved
0.6805	Remote Similarity	NPD9269	Phase 2
0.68	Remote Similarity	NPD6843	Phase 3
0.68	Remote Similarity	NPD6841	Approved
0.68	Remote Similarity	NPD6842	Approved
0.6798	Remote Similarity	NPD6099	Approved
0.6798	Remote Similarity	NPD6100	Approved
0.6784	Remote Similarity	NPD1203	Approved
0.6782	Remote Similarity	NPD6798	Discontinued
0.6782	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6782	Remote Similarity	NPD2313	Discontinued
0.678	Remote Similarity	NPD7097	Phase 1

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