NPASS Compound

Structure

CID246024 OpenBabel06191716042D 96103 0 0 1 0 0 0 0 0999 V2000 -9.1233 4.6260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7581 4.1535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9398 -5.7685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2132 7.4609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2533 6.0731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5454 5.1744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3290 6.2695 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9131 4.4721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3033 5.5673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1214 -2.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0315 4.1535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5153 -2.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6683 4.1535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9398 -2.9336 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2132 4.6260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5153 -1.5162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6683 3.2086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6969 -3.8786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8499 5.5710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7600 -1.0437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4866 -1.9887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0597 1.3087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4866 2.7361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2132 3.6810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9398 -1.0437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3050 4.1535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5765 3.6810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6969 -2.9336 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8499 4.6260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0112 4.6686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9398 -3.8786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2132 5.5710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1214 -4.3511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0315 6.0434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7600 -0.0988 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.6683 -2.4612 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1965 0.9243 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.4866 1.7911 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2132 1.7911 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6969 -1.0437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8499 2.7361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.5784 0.3737 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.6683 -3.4061 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6219 1.3968 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -11.5784 1.3187 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.8499 -3.8786 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.3050 0.3737 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.7600 1.7911 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0315 -3.4061 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.4866 -0.0988 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.3050 1.3187 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0315 1.3187 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0315 0.3737 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2132 -0.0988 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3241 0.7645 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5404 1.8597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9417 1.3187 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0315 -2.4612 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.6683 0.3737 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3948 0.3737 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9398 -0.0988 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -11.5784 -1.5162 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.3050 -2.4612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1585 2.2484 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4866 4.6260 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5765 2.7361 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7581 -4.3511 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3948 6.0434 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6969 -0.0988 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0315 3.2086 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.3967 -0.0988 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4866 -3.8786 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7207 2.3366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.3967 1.7911 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8499 -4.8235 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.1233 -0.0988 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.7600 2.7361 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2132 -3.8786 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4866 -1.0437 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4647 2.0561 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1214 -5.2960 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0315 6.9884 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.3050 3.2086 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3948 4.1535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1214 -1.5162 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.9417 0.3737 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8499 -1.9887 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6683 1.3187 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3948 1.3187 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8499 1.7911 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.1233 1.7911 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8499 -0.0988 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2132 -1.9887 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2484 0.9610 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 -1.7581 -0.5713 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 27 1 0 0 0 0 3 81 1 0 0 0 0 4 82 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 30 2 0 0 0 0 9 30 1 0 0 0 0 10 14 2 0 0 0 0 10 28 1 0 0 0 0 11 15 2 0 0 0 0 11 29 1 0 0 0 0 12 16 2 0 0 0 0 12 28 1 0 0 0 0 13 17 2 0 0 0 0 13 29 1 0 0 0 0 14 31 1 0 0 0 0 15 32 1 0 0 0 0 16 40 1 0 0 0 0 17 41 1 0 0 0 0 18 28 2 0 0 0 0 18 33 1 0 0 0 0 19 29 2 0 0 0 0 19 34 1 0 0 0 0 20 62 1 0 0 0 0 21 63 1 0 0 0 0 22 64 1 0 0 0 0 23 83 1 0 0 0 0 24 84 1 0 0 0 0 25 85 1 0 0 0 0 26 65 2 0 0 0 0 26 83 1 0 0 0 0 27 66 2 0 0 0 0 27 84 1 0 0 0 0 30 56 1 0 0 0 0 31 33 2 0 0 0 0 31 67 1 0 0 0 0 32 34 2 0 0 0 0 32 68 1 0 0 0 0 33 81 1 0 0 0 0 34 82 1 0 0 0 0 35 20 1 6 0 0 0 35 42 1 0 0 0 0 35 86 1 0 0 0 0 36 21 1 1 0 0 0 36 43 1 0 0 0 0 36 87 1 0 0 0 0 37 22 1 1 0 0 0 37 44 1 0 0 0 0 37 95 1 0 0 0 0 38 23 1 1 0 0 0 38 51 1 0 0 0 0 38 88 1 0 0 0 0 39 24 1 1 0 0 0 39 52 1 0 0 0 0 39 89 1 0 0 0 0 40 69 2 0 0 0 0 40 85 1 0 0 0 0 41 70 2 0 0 0 0 41 90 1 0 0 0 0 42 45 1 0 0 0 0 42 71 1 1 0 0 0 43 46 1 0 0 0 0 43 72 1 6 0 0 0 44 55 1 0 0 0 0 44 73 1 6 0 0 0 45 48 1 0 0 0 0 45 74 1 6 0 0 0 46 49 1 0 0 0 0 46 75 1 1 0 0 0 47 50 1 0 0 0 0 47 51 1 0 0 0 0 47 76 1 1 0 0 0 48 57 1 0 0 0 0 48 77 1 1 0 0 0 49 58 1 0 0 0 0 49 78 1 6 0 0 0 50 59 1 0 0 0 0 50 79 1 6 0 0 0 51 91 1 6 0 0 0 52 53 1 0 0 0 0 52 90 1 6 0 0 0 53 54 1 0 0 0 0 53 92 1 1 0 0 0 54 60 1 0 0 0 0 54 93 1 6 0 0 0 55 61 1 1 0 0 0 55 94 1 0 0 0 0 56 80 2 0 0 0 0 56 94 1 0 0 0 0 57 86 1 0 0 0 0 57 91 1 6 0 0 0 58 87 1 0 0 0 0 58 93 1 1 0 0 0 59 88 1 0 0 0 0 59 92 1 1 0 0 0 60 89 1 0 0 0 0 60 96 1 6 0 0 0 61 25 1 6 0 0 0 61 95 1 0 0 0 0 61 96 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1368.42
Volume:	1260.634
LogP:	0.511
LogD:	0.156
LogS:	-2.354
# Rotatable Bonds:	31
TPSA:	516.25
# H-Bond Aceptor:	35
# H-Bond Donor:	14
# Rings:	8
# Heavy Atoms:	35

MedChem Properties

QED Drug-Likeness Score:	0.02
Synthetic Accessibility Score:	7.061
Fsp3:	0.557
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.931
MDCK Permeability:	0.00033233780413866043
Pgp-inhibitor:	0.0
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	1.0
20% Bioavailability (F20%):	0.688
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.189
Plasma Protein Binding (PPB):	63.29325485229492%
Volume Distribution (VD):	0.183
Pgp-substrate:	10.084805488586426%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.004
CYP2C19-inhibitor:	0.011
CYP2C19-substrate:	0.047
CYP2C9-inhibitor:	0.003
CYP2C9-substrate:	0.009
CYP2D6-inhibitor:	0.008
CYP2D6-substrate:	0.057
CYP3A4-inhibitor:	0.083
CYP3A4-substrate:	0.007

ADMET: Excretion

Clearance (CL):	0.702
Half-life (T1/2):	0.892

ADMET: Toxicity

hERG Blockers:	0.321
Human Hepatotoxicity (H-HT):	0.086
Drug-inuced Liver Injury (DILI):	0.895
AMES Toxicity:	0.084
Rat Oral Acute Toxicity:	0.006
Maximum Recommended Daily Dose:	0.0
Skin Sensitization:	0.832
Carcinogencity:	0.029
Eye Corrosion:	0.003
Eye Irritation:	0.007
Respiratory Toxicity:	0.001

Download Data

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

Natural Product: NPC246024

Natural Product ID:	NPC246024
*Common Name:**	Senegose A
IUPAC Name:	[(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-6-(acetyloxymethyl)-4-[(2S,3R,4R,5S,6R)-6-(acetyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-5-(hydroxymethyl)oxolan-3-yl] benzoate
Synonyms:
Standard InCHIKey:	KEOOBLDQSOGREN-HSMVKCCNSA-N
Standard InCHI:	InChI=1S/C61H76O35/c1-26(65)83-23-38-51(91-57-48(77)45(74)42(71)35(20-62)86-57)47(76)50(79)59(88-38)92-53-52(90-41(70)17-13-29-11-15-32(68)34(19-29)82-4)39(24-84-27(2)66)89-60(54(53)93-58-49(78)46(75)43(72)36(21-63)87-58)96-61(25-85-40(69)16-12-28-10-14-31(67)33(18-28)81-3)55(44(73)37(22-64)95-61)94-56(80)30-8-6-5-7-9-30/h5-19,35-39,42-55,57-60,62-64,67-68,71-79H,20-25H2,1-4H3/b16-12+,17-13+/t35-,36-,37-,38-,39-,42-,43-,44-,45+,46+,47-,48-,49-,50-,51-,52-,53+,54-,55+,57+,58+,59+,60-,61+/m1/s1
SMILES:	OC[C@H]1O[C@@]([C@H]([C@@H]1O)OC(=O)c1ccccc1)(COC(=O)/C=C/c1ccc(c(c1)OC)O)O[C@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)OC(=O)/C=C/c1ccc(c(c1)OC)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL504200
PubChem CID:	44566678
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0000198] Oligosaccharides

*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
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1016/S0031-9422(00)94055-X]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	flower	n.a.	DOI[10.3390/70200245]
NPO27808	Cremanthodium discoideum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10579856]
NPO27081	Clavularia inflata	Species	Clavulariidae	Eukaryota	n.a.	Formosan soft coral	n.a.	PMID[11520220]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24617303]
NPO27724.1	Polygala senega var. latifolia	Varieties	Polygalaceae	Eukaryota	n.a.	root	n.a.	PMID[8582013]
NPO27724.1	Polygala senega var. latifolia	Varieties	Polygalaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[8706138]
NPO27724.1	Polygala senega var. latifolia	Varieties	Polygalaceae	Eukaryota	n.a.	root	n.a.	PMID[8706138]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27724.1	Polygala senega var. latifolia	Varieties	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28491	Astrotrichilia voamatata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO27622	Ligularia cyathiceps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27808	Cremanthodium discoideum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28102	Baccharis tucumanensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28210	Myrmecia gulosa	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28521	Delphinium vestitum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27081	Clavularia inflata	Species	Clavulariidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27934	Mezilaurus synandra	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20099	Petalostylis labicheoides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27846	Aeodes ulvoidea	Species	Halymeniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28081	Actinoplanes arizonaensis	Species	Micromonosporaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO28476	Doris tricolor	Species	Dorididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28491	Astrotrichilia voamatata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19588	Piper coruscans	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28295	Foeniculum vulgare	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28028	Aquilegia atrata	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28312	Lentinus squarrosulus	Species	Lentinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3513	Fuscoporia senex	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28154	Acrodontium salmoneum	Species	Mycosphaerellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29361	Chondrus yendoi	Species	Gigartinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17149	Heracleum candicans	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28261	Pyrophorus pellucens	Species	Elateridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8672	Ophiura ophiura	Species	Ophiuridae	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
Others	4

Activity Type	# Activity
Organism	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	197.0	mg	PMID[458610]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	199.0	mg	PMID[458610]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	401.0	mg	PMID[458610]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	368.0	mg	PMID[458610]

☑ 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 NPC246024 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	356
0.1-0.2	1486
0.2-0.3	3304
0.3-0.4	7660
0.4-0.5	9643
0.5-0.6	7492
0.6-0.7	8557
0.7-0.8	3648
0.8-0.85	445
0.85-0.9	103
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9198	High Similarity	NPC658
0.9198	High Similarity	NPC197708
0.9156	High Similarity	NPC257970
0.9156	High Similarity	NPC470927
0.915	High Similarity	NPC192763
0.915	High Similarity	NPC215095
0.915	High Similarity	NPC201148
0.915	High Similarity	NPC80732
0.915	High Similarity	NPC3460
0.915	High Similarity	NPC28651
0.915	High Similarity	NPC261122
0.915	High Similarity	NPC199311
0.915	High Similarity	NPC300262
0.915	High Similarity	NPC210611
0.9114	High Similarity	NPC133984
0.9114	High Similarity	NPC226759
0.9097	High Similarity	NPC85192
0.9097	High Similarity	NPC143480
0.9097	High Similarity	NPC125823
0.9097	High Similarity	NPC7145
0.9091	High Similarity	NPC306890
0.9091	High Similarity	NPC259347
0.9091	High Similarity	NPC473427
0.9091	High Similarity	NPC476398
0.9091	High Similarity	NPC471062
0.9091	High Similarity	NPC94871
0.9091	High Similarity	NPC476386
0.9091	High Similarity	NPC470933
0.9085	High Similarity	NPC102851
0.9085	High Similarity	NPC5786
0.9032	High Similarity	NPC188393
0.9032	High Similarity	NPC470934
0.8987	High Similarity	NPC131532
0.8968	High Similarity	NPC111785
0.8961	High Similarity	NPC232992
0.8954	High Similarity	NPC216819
0.8954	High Similarity	NPC287615
0.8954	High Similarity	NPC83743
0.8954	High Similarity	NPC262182
0.8924	High Similarity	NPC327032
0.8924	High Similarity	NPC194095
0.8924	High Similarity	NPC191046
0.8917	High Similarity	NPC289967
0.8917	High Similarity	NPC478268
0.8917	High Similarity	NPC472612
0.8917	High Similarity	NPC472611
0.8916	High Similarity	NPC316539
0.891	High Similarity	NPC476871
0.8889	High Similarity	NPC33298
0.8889	High Similarity	NPC285108
0.8834	High Similarity	NPC121290
0.8831	High Similarity	NPC34587
0.8831	High Similarity	NPC252292
0.8831	High Similarity	NPC100998
0.8831	High Similarity	NPC34927
0.8831	High Similarity	NPC476382
0.8824	High Similarity	NPC199172
0.8824	High Similarity	NPC35924
0.8812	High Similarity	NPC471405
0.8797	High Similarity	NPC106818
0.8797	High Similarity	NPC36130
0.8797	High Similarity	NPC134905
0.8795	High Similarity	NPC43434
0.8795	High Similarity	NPC472129
0.8774	High Similarity	NPC229505
0.8774	High Similarity	NPC476865
0.8766	High Similarity	NPC64195
0.8766	High Similarity	NPC110063
0.8765	High Similarity	NPC289346
0.8765	High Similarity	NPC469371
0.8758	High Similarity	NPC472860
0.8757	High Similarity	NPC120952
0.875	High Similarity	NPC10205
0.8743	High Similarity	NPC469773
0.8743	High Similarity	NPC469772
0.8743	High Similarity	NPC469778
0.8743	High Similarity	NPC295941
0.8743	High Similarity	NPC100925
0.8743	High Similarity	NPC469774
0.8743	High Similarity	NPC32723
0.8743	High Similarity	NPC469777
0.8743	High Similarity	NPC135334
0.8743	High Similarity	NPC469775
0.8743	High Similarity	NPC469776
0.8742	High Similarity	NPC157898
0.8742	High Similarity	NPC87403
0.8735	High Similarity	NPC472133
0.8735	High Similarity	NPC95421
0.8735	High Similarity	NPC21956
0.8735	High Similarity	NPC149300
0.8735	High Similarity	NPC198125
0.8734	High Similarity	NPC243891
0.8726	High Similarity	NPC283839
0.8726	High Similarity	NPC90896
0.8726	High Similarity	NPC478242
0.8721	High Similarity	NPC473554
0.8721	High Similarity	NPC295625
0.8721	High Similarity	NPC33083
0.8721	High Similarity	NPC470719
0.872	High Similarity	NPC227297
0.8712	High Similarity	NPC149873
0.8712	High Similarity	NPC7191
0.871	High Similarity	NPC476864
0.871	High Similarity	NPC476866
0.871	High Similarity	NPC476868
0.871	High Similarity	NPC476869
0.8704	High Similarity	NPC160780
0.8704	High Similarity	NPC289811
0.8701	High Similarity	NPC96795
0.8701	High Similarity	NPC298257
0.8701	High Similarity	NPC476378
0.8701	High Similarity	NPC247032
0.8701	High Similarity	NPC476384
0.8701	High Similarity	NPC119537
0.8701	High Similarity	NPC76406
0.8701	High Similarity	NPC476375
0.8701	High Similarity	NPC476380
0.8701	High Similarity	NPC112
0.8701	High Similarity	NPC476381
0.8701	High Similarity	NPC269141
0.8701	High Similarity	NPC264632
0.8701	High Similarity	NPC476397
0.8701	High Similarity	NPC175214
0.8701	High Similarity	NPC205864
0.8696	High Similarity	NPC11411
0.869	High Similarity	NPC163165
0.8688	High Similarity	NPC469888
0.8679	High Similarity	NPC267091
0.8663	High Similarity	NPC470713
0.8663	High Similarity	NPC470717
0.8663	High Similarity	NPC21359
0.8663	High Similarity	NPC275977
0.8663	High Similarity	NPC460984
0.8663	High Similarity	NPC25946
0.8663	High Similarity	NPC470720
0.8663	High Similarity	NPC223860
0.8663	High Similarity	NPC249560
0.8659	High Similarity	NPC4013
0.8659	High Similarity	NPC90905
0.865	High Similarity	NPC239966
0.865	High Similarity	NPC203020
0.8645	High Similarity	NPC196063
0.8645	High Similarity	NPC300894
0.8645	High Similarity	NPC296954
0.8645	High Similarity	NPC471028
0.8645	High Similarity	NPC476867
0.8645	High Similarity	NPC141455
0.8642	High Similarity	NPC172419
0.8642	High Similarity	NPC187205
0.8642	High Similarity	NPC238419
0.8642	High Similarity	NPC1913
0.8639	High Similarity	NPC198199
0.8639	High Similarity	NPC169645
0.8639	High Similarity	NPC84482
0.8636	High Similarity	NPC140502
0.8636	High Similarity	NPC222433
0.8636	High Similarity	NPC265648
0.8625	High Similarity	NPC61604
0.8625	High Similarity	NPC44260
0.8625	High Similarity	NPC44730
0.8625	High Similarity	NPC61152
0.8625	High Similarity	NPC245615
0.8625	High Similarity	NPC299706
0.8625	High Similarity	NPC137813
0.8625	High Similarity	NPC115466
0.8625	High Similarity	NPC3746
0.8625	High Similarity	NPC16024
0.8625	High Similarity	NPC205037
0.8605	High Similarity	NPC241781
0.8605	High Similarity	NPC162394
0.8605	High Similarity	NPC470718
0.8605	High Similarity	NPC156785
0.8598	High Similarity	NPC472859
0.8598	High Similarity	NPC311803
0.8598	High Similarity	NPC25389
0.8596	High Similarity	NPC161609
0.8596	High Similarity	NPC275690
0.8596	High Similarity	NPC471030
0.8589	High Similarity	NPC478269
0.8589	High Similarity	NPC318826
0.8589	High Similarity	NPC104222
0.8589	High Similarity	NPC114791
0.8589	High Similarity	NPC210501
0.8589	High Similarity	NPC141331
0.8588	High Similarity	NPC79736
0.8588	High Similarity	NPC472723
0.8588	High Similarity	NPC469397
0.8588	High Similarity	NPC67629
0.8581	High Similarity	NPC478239
0.8581	High Similarity	NPC105005
0.858	High Similarity	NPC472993
0.858	High Similarity	NPC172033
0.858	High Similarity	NPC88560
0.858	High Similarity	NPC247629
0.858	High Similarity	NPC175230
0.858	High Similarity	NPC239019
0.8571	High Similarity	NPC476385
0.8571	High Similarity	NPC476377
0.8571	High Similarity	NPC47471
0.8571	High Similarity	NPC134405

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 NPC246024 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	302
0.1-0.2	818
0.2-0.3	1769
0.3-0.4	2743
0.4-0.5	2109
0.5-0.6	1047
0.6-0.7	310
0.7-0.8	46
0.8-0.85	6
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.858	High Similarity	NPD7685	Pre-registration
0.8462	Intermediate Similarity	NPD7472	Approved
0.8462	Intermediate Similarity	NPD7074	Phase 3
0.8442	Intermediate Similarity	NPD7266	Discontinued
0.8402	Intermediate Similarity	NPD7054	Approved
0.8343	Intermediate Similarity	NPD7228	Approved
0.8314	Intermediate Similarity	NPD7808	Phase 3
0.8256	Intermediate Similarity	NPD7251	Discontinued
0.8239	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.8198	Intermediate Similarity	NPD6797	Phase 2
0.8133	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8129	Intermediate Similarity	NPD3818	Discontinued
0.8121	Intermediate Similarity	NPD8455	Phase 2
0.8092	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.8086	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.8068	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.8057	Intermediate Similarity	NPD8313	Approved
0.8057	Intermediate Similarity	NPD8312	Approved
0.8012	Intermediate Similarity	NPD6166	Phase 2
0.8012	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.8012	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7943	Intermediate Similarity	NPD7240	Approved
0.7933	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7929	Intermediate Similarity	NPD6234	Discontinued
0.7844	Intermediate Similarity	NPD37	Approved
0.7841	Intermediate Similarity	NPD6559	Discontinued
0.7818	Intermediate Similarity	NPD1653	Approved
0.7811	Intermediate Similarity	NPD4966	Approved
0.7811	Intermediate Similarity	NPD4965	Approved
0.7811	Intermediate Similarity	NPD4967	Phase 2
0.7778	Intermediate Similarity	NPD6190	Approved
0.7771	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7765	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.767	Intermediate Similarity	NPD5844	Phase 1
0.765	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7633	Intermediate Similarity	NPD1934	Approved
0.763	Intermediate Similarity	NPD7199	Phase 2
0.7619	Intermediate Similarity	NPD7680	Approved
0.75	Intermediate Similarity	NPD3882	Suspended
0.75	Intermediate Similarity	NPD4628	Phase 3
0.75	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7485	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7485	Intermediate Similarity	NPD1465	Phase 2
0.7443	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7442	Intermediate Similarity	NPD3817	Phase 2
0.7438	Intermediate Similarity	NPD230	Phase 1
0.7429	Intermediate Similarity	NPD8127	Discontinued
0.7423	Intermediate Similarity	NPD8151	Discontinued
0.7412	Intermediate Similarity	NPD4380	Phase 2
0.7386	Intermediate Similarity	NPD6232	Discontinued
0.7384	Intermediate Similarity	NPD2801	Approved
0.736	Intermediate Similarity	NPD7473	Discontinued
0.7356	Intermediate Similarity	NPD7075	Discontinued
0.7355	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7353	Intermediate Similarity	NPD7458	Discontinued
0.7347	Intermediate Similarity	NPD7783	Phase 2
0.7347	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7329	Intermediate Similarity	NPD1933	Approved
0.7296	Intermediate Similarity	NPD3027	Phase 3
0.7289	Intermediate Similarity	NPD8166	Discontinued
0.7278	Intermediate Similarity	NPD9494	Approved
0.7273	Intermediate Similarity	NPD5494	Approved
0.7253	Intermediate Similarity	NPD7039	Approved
0.7253	Intermediate Similarity	NPD7038	Approved
0.725	Intermediate Similarity	NPD3764	Approved
0.7241	Intermediate Similarity	NPD5402	Approved
0.7229	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7205	Intermediate Similarity	NPD6233	Phase 2
0.72	Intermediate Similarity	NPD7768	Phase 2
0.7184	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7184	Intermediate Similarity	NPD7819	Suspended
0.7168	Intermediate Similarity	NPD6385	Approved
0.7168	Intermediate Similarity	NPD7411	Suspended
0.7168	Intermediate Similarity	NPD6386	Approved
0.7165	Intermediate Similarity	NPD7435	Discontinued
0.716	Intermediate Similarity	NPD1511	Approved
0.7152	Intermediate Similarity	NPD2935	Discontinued
0.7143	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD5403	Approved
0.7126	Intermediate Similarity	NPD6674	Discontinued
0.7118	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7117	Intermediate Similarity	NPD447	Suspended
0.7111	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7077	Intermediate Similarity	NPD7697	Approved
0.7077	Intermediate Similarity	NPD7698	Approved
0.7077	Intermediate Similarity	NPD7696	Phase 3
0.7076	Intermediate Similarity	NPD1512	Approved
0.7076	Intermediate Similarity	NPD6273	Approved
0.7059	Intermediate Similarity	NPD8434	Phase 2
0.7055	Intermediate Similarity	NPD1613	Approved
0.7055	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7052	Intermediate Similarity	NPD3455	Phase 2
0.7052	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7045	Intermediate Similarity	NPD5353	Approved
0.7041	Intermediate Similarity	NPD8319	Approved
0.7041	Intermediate Similarity	NPD7871	Phase 2
0.7041	Intermediate Similarity	NPD7870	Phase 2
0.7041	Intermediate Similarity	NPD8320	Phase 1
0.7039	Intermediate Similarity	NPD6959	Discontinued
0.7037	Intermediate Similarity	NPD6798	Discontinued
0.7035	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7035	Intermediate Similarity	NPD7874	Approved
0.7033	Intermediate Similarity	NPD3751	Discontinued
0.7032	Intermediate Similarity	NPD1357	Approved
0.703	Intermediate Similarity	NPD7097	Phase 1
0.7029	Intermediate Similarity	NPD6801	Discontinued
0.7026	Intermediate Similarity	NPD6823	Phase 2
0.702	Intermediate Similarity	NPD7701	Phase 2
0.7018	Intermediate Similarity	NPD5401	Approved
0.701	Intermediate Similarity	NPD6780	Approved
0.701	Intermediate Similarity	NPD6779	Approved
0.701	Intermediate Similarity	NPD6782	Approved
0.701	Intermediate Similarity	NPD6781	Approved
0.701	Intermediate Similarity	NPD6778	Approved
0.701	Intermediate Similarity	NPD6777	Approved
0.701	Intermediate Similarity	NPD6776	Approved
0.7006	Intermediate Similarity	NPD3705	Approved
0.6982	Remote Similarity	NPD3750	Approved
0.6982	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6968	Remote Similarity	NPD9545	Approved
0.6968	Remote Similarity	NPD8150	Discontinued
0.6959	Remote Similarity	NPD6799	Approved
0.6919	Remote Similarity	NPD7999	Approved
0.6914	Remote Similarity	NPD7028	Phase 2
0.6909	Remote Similarity	NPD6355	Discontinued
0.6907	Remote Similarity	NPD7700	Phase 2
0.6907	Remote Similarity	NPD7699	Phase 2
0.6906	Remote Similarity	NPD3787	Discontinued
0.6903	Remote Similarity	NPD5536	Phase 2
0.6901	Remote Similarity	NPD7440	Discontinued
0.6899	Remote Similarity	NPD1091	Approved
0.6882	Remote Similarity	NPD7003	Approved
0.6882	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6882	Remote Similarity	NPD4110	Phase 3
0.6872	Remote Similarity	NPD3749	Approved
0.6864	Remote Similarity	NPD1549	Phase 2
0.6845	Remote Similarity	NPD1551	Phase 2
0.6832	Remote Similarity	NPD7801	Approved
0.6829	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6814	Remote Similarity	NPD7930	Approved
0.681	Remote Similarity	NPD6832	Phase 2
0.681	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6805	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6805	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6798	Remote Similarity	NPD2978	Approved
0.6798	Remote Similarity	NPD2977	Approved
0.6794	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD1510	Phase 2
0.6779	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.6776	Remote Similarity	NPD5242	Approved
0.6768	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6768	Remote Similarity	NPD7095	Approved
0.6766	Remote Similarity	NPD6653	Approved
0.6766	Remote Similarity	NPD7585	Approved
0.6765	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6761	Remote Similarity	NPD3226	Approved
0.6753	Remote Similarity	NPD6535	Approved
0.6753	Remote Similarity	NPD6534	Approved
0.675	Remote Similarity	NPD9269	Phase 2
0.6748	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6742	Remote Similarity	NPD7945	Clinical (unspecified phase)
0.674	Remote Similarity	NPD919	Approved
0.6735	Remote Similarity	NPD4420	Approved
0.6728	Remote Similarity	NPD1203	Approved
0.6724	Remote Similarity	NPD2533	Approved
0.6724	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6724	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6724	Remote Similarity	NPD2534	Approved
0.6724	Remote Similarity	NPD2532	Approved
0.6723	Remote Similarity	NPD6599	Discontinued
0.6716	Remote Similarity	NPD7583	Approved
0.6707	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6705	Remote Similarity	NPD5058	Phase 3
0.6704	Remote Similarity	NPD1006	Clinical (unspecified phase)
0.6687	Remote Similarity	NPD4062	Phase 3
0.6686	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD3748	Approved
0.6686	Remote Similarity	NPD7033	Discontinued
0.6685	Remote Similarity	NPD3926	Phase 2
0.6685	Remote Similarity	NPD6971	Discontinued
0.6684	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7799	Discontinued
0.6667	Remote Similarity	NPD4357	Discontinued
0.6667	Remote Similarity	NPD7549	Discontinued
0.6647	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.6647	Remote Similarity	NPD1240	Approved
0.6647	Remote Similarity	NPD3620	Phase 2
0.6647	Remote Similarity	NPD2796	Approved
0.6647	Remote Similarity	NPD2438	Suspended
0.6646	Remote Similarity	NPD1608	Approved
0.6634	Remote Similarity	NPD7584	Approved
0.6631	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.6623	Remote Similarity	NPD228	Approved
0.6615	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.6615	Remote Similarity	NPD6213	Phase 3
0.6615	Remote Similarity	NPD6212	Phase 3
0.6608	Remote Similarity	NPD2346	Discontinued

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