NPASS Compound

Structure

CID187441 OpenBabel06191715562D 59 67 0 0 1 0 0 0 0 0999 V2000 -9.2006 -2.1046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4404 -4.4154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5254 -0.3912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0100 -0.6211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6298 -1.7765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3029 -1.3282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6639 -1.5176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2347 -1.8458 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.5263 4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1815 -3.4495 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 5.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9759 -0.8799 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.5263 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8886 -2.7424 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.7942 3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5617 -2.2941 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9568 -2.2247 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.6830 -0.1728 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5276 -2.5529 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2156 -3.1907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8546 -3.0012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9909 -1.9659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6 7 2 0 0 0 0 6 22 1 0 0 0 0 7 23 1 0 0 0 0 8 10 1 0 0 0 0 8 25 1 0 0 0 0 9 11 1 0 0 0 0 9 27 1 0 0 0 0 10 32 1 0 0 0 0 11 33 1 0 0 0 0 12 13 2 0 0 0 0 12 24 1 0 0 0 0 13 42 1 0 0 0 0 14 26 1 0 0 0 0 15 28 1 0 0 0 0 16 31 1 0 0 0 0 16 41 1 0 0 0 0 17 41 1 0 0 0 0 17 42 1 0 0 0 0 18 1 1 1 0 0 0 18 25 1 0 0 0 0 18 53 1 0 0 0 0 19 2 1 1 0 0 0 19 26 1 0 0 0 0 19 55 1 0 0 0 0 20 3 1 1 0 0 0 20 27 1 0 0 0 0 20 54 1 0 0 0 0 21 4 1 6 0 0 0 21 39 1 0 0 0 0 21 52 1 0 0 0 0 22 36 2 0 0 0 0 23 34 2 0 0 0 0 23 38 1 0 0 0 0 24 35 2 0 0 0 0 24 37 1 0 0 0 0 25 44 1 1 0 0 0 26 45 2 0 0 0 0 27 57 1 1 0 0 0 28 22 1 6 0 0 0 28 52 1 0 0 0 0 29 15 1 6 0 0 0 29 39 1 0 0 0 0 29 56 1 0 0 0 0 30 14 1 6 0 0 0 30 40 1 0 0 0 0 30 56 1 0 0 0 0 31 43 1 0 0 0 0 31 46 2 0 0 0 0 32 53 1 0 0 0 0 32 57 1 6 0 0 0 33 54 1 0 0 0 0 33 59 1 6 0 0 0 34 36 1 0 0 0 0 34 37 1 0 0 0 0 35 38 1 0 0 0 0 35 43 1 0 0 0 0 36 47 1 0 0 0 0 37 48 2 0 0 0 0 38 49 2 0 0 0 0 39 58 1 1 0 0 0 40 55 1 6 0 0 0 40 58 1 0 0 0 0 41 5 1 6 0 0 0 41 59 1 0 0 0 0 42 43 1 1 0 0 0 42 50 1 0 0 0 0 43 51 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	824.33
Volume:	792.191
LogP:	4.35
LogD:	2.281
LogS:	-3.372
# Rotatable Bonds:	5
TPSA:	229.36
# H-Bond Aceptor:	16
# H-Bond Donor:	6
# Rings:	9
# Heavy Atoms:	16

MedChem Properties

QED Drug-Likeness Score:	0.237
Synthetic Accessibility Score:	6.629
Fsp3:	0.628
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.562
MDCK Permeability:	3.1780382414581254e-05
Pgp-inhibitor:	0.671
Pgp-substrate:	0.999
Human Intestinal Absorption (HIA):	0.242
20% Bioavailability (F20%):	0.007
30% Bioavailability (F30%):	0.378

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.322
Plasma Protein Binding (PPB):	96.8229751586914%
Volume Distribution (VD):	0.225
Pgp-substrate:	5.857034206390381%

ADMET: Metabolism

CYP1A2-inhibitor:	0.005
CYP1A2-substrate:	0.986
CYP2C19-inhibitor:	0.042
CYP2C19-substrate:	0.483
CYP2C9-inhibitor:	0.247
CYP2C9-substrate:	0.05
CYP2D6-inhibitor:	0.002
CYP2D6-substrate:	0.085
CYP3A4-inhibitor:	0.686
CYP3A4-substrate:	0.829

ADMET: Excretion

Clearance (CL):	3.815
Half-life (T1/2):	0.255

ADMET: Toxicity

hERG Blockers:	0.152
Human Hepatotoxicity (H-HT):	0.397
Drug-inuced Liver Injury (DILI):	0.981
AMES Toxicity:	0.952
Rat Oral Acute Toxicity:	0.943
Maximum Recommended Daily Dose:	0.956
Skin Sensitization:	0.878
Carcinogencity:	0.92
Eye Corrosion:	0.003
Eye Irritation:	0.008
Respiratory Toxicity:	0.782

Download Data

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

Natural Product: NPC187441

Natural Product ID:	NPC187441
*Common Name:**	Saquayamycin J
IUPAC Name:	(3R,4aR,12bS)-9-[(2S,4aS,5aR,7R,9R,9aR,10aR)-2,9-dimethyl-3-oxo-4,4a,5a,6,7,9,9a,10a-octahydrodipyrano[4,2-a:4',3'-e][1,4]dioxin-7-yl]-4a,8,12b-trihydroxy-3-[(2S,5S,6S)-5-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
Synonyms:	Saquayamycin J
Standard InCHIKey:	CVLVPRNGMHOWPC-QEBONLAISA-N
Standard InCHI:	InChI=1S/C43H52O16/c1-18-25(44)8-10-32(53-18)57-27-9-11-33(54-20(27)3)59-41(5)16-31(46)43(51)35-24(12-13-42(43,50)17-41)37(48)34-23(38(35)49)7-6-22(36(34)47)28-15-29-39(21(4)52-28)58-40-30(56-29)14-26(45)19(2)55-40/h6-7,12-13,18-21,25,27-30,32-33,39-40,44,47,50-51H,8-11,14-17H2,1-5H3/t18-,19-,20-,21+,25-,27-,28+,29+,30-,32-,33-,39+,40-,41-,42-,43-/m0/s1
SMILES:	C[C@H]1[C@H](CC[C@@H](O1)O[C@H]1CC[C@@H](O[C@H]1C)O[C@@]1(C)CC(=O)[C@@]2(C3=C(C=C[C@@]2(C1)O)C(=O)c1c(ccc([C@H]2C[C@@H]4[C@@H]([C@@H](C)O2)O[C@H]2[C@H](CC(=O)[C@H](C)O2)O4)c1O)C3=O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2071397
PubChem CID:	60201710
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0003415] Angucyclines

*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
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10344559]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10344578]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10348041]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10604756]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10695669]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10724004]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10994816]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11099231]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11132958]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11374972]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11473415]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[14738393]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Australian	n.a.	PMID[15497950]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15813185]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15844966]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15974616]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16180833]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[1666120]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16724845]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16830891]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16872146]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17125235]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17315965]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17551212]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17608531]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17844998]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17887721]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17917237]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18044841]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Indonesian	n.a.	PMID[18081255]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18081255]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18205372]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Northwest Territories, Canada	1995	PMID[18327911]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18327911]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18666798]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18776684]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19007176]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19129624]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19191549]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19856955]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19883065]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20092333]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20545334]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20836523]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21028889]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21028891]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[21090727]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21314175]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[21639131]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21728289]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	latex	n.a.	PMID[21751787]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21807523]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21873059]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	latex	n.a.	PMID[21879726]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[22145663]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22574670]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22583058]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22591466]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22758660]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22775474]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23387796]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23662937]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24592993]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24754815]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24878306]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24964393]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25211234]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25455147]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25495422]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25537064]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25918793]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25934225]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26035239]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26465675]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26798949]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26905826]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31013087]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31298537]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31894983]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[32298122]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8501018]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[8784423]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8931733]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8982334]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9031666]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9031676]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9066767]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9066768]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9186568]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9531983]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[9711246]

☑ 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
GI50	2

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT306	Cell Line	PC-3	Homo sapiens	GI50	=	179.1	nM	PMID[496830]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	5694.0	nM	PMID[496830]

☑ 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 NPC187441 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	458
0.1-0.2	1665
0.2-0.3	3475
0.3-0.4	7796
0.4-0.5	9319
0.5-0.6	7804
0.6-0.7	8300
0.7-0.8	3630
0.8-0.85	179
0.85-0.9	39
0.9-0.95	20
0.95-1	12

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC283980
0.9819	High Similarity	NPC115447
0.9819	High Similarity	NPC470581
0.9819	High Similarity	NPC83331
0.9819	High Similarity	NPC470582
0.9701	High Similarity	NPC266513
0.9699	High Similarity	NPC19056
0.9699	High Similarity	NPC470583
0.9697	High Similarity	NPC270027
0.9518	High Similarity	NPC470580
0.9412	High Similarity	NPC72783
0.9408	High Similarity	NPC176246
0.929	High Similarity	NPC65118
0.9277	High Similarity	NPC329647
0.9277	High Similarity	NPC470735
0.9231	High Similarity	NPC183441
0.9123	High Similarity	NPC70862
0.9111	High Similarity	NPC131405
0.9106	High Similarity	NPC133775
0.9048	High Similarity	NPC478026
0.9006	High Similarity	NPC294501
0.9	High Similarity	NPC108487
0.9	High Similarity	NPC175477
0.8947	High Similarity	NPC478021
0.8935	High Similarity	NPC478020
0.8935	High Similarity	NPC478022
0.8902	High Similarity	NPC307754
0.8902	High Similarity	NPC223735
0.8851	High Similarity	NPC314489
0.8851	High Similarity	NPC232818
0.8851	High Similarity	NPC198893
0.8827	High Similarity	NPC314672
0.8778	High Similarity	NPC48474
0.8729	High Similarity	NPC314459
0.8729	High Similarity	NPC470199
0.8708	High Similarity	NPC292706
0.8708	High Similarity	NPC224557
0.8701	High Similarity	NPC85316
0.8701	High Similarity	NPC197357
0.8678	High Similarity	NPC315619
0.8652	High Similarity	NPC313452
0.8639	High Similarity	NPC53139
0.8634	High Similarity	NPC470195
0.8634	High Similarity	NPC316274
0.8634	High Similarity	NPC470196
0.8634	High Similarity	NPC470193
0.8634	High Similarity	NPC470200
0.8634	High Similarity	NPC470197
0.8634	High Similarity	NPC470194
0.8634	High Similarity	NPC282474
0.8634	High Similarity	NPC470198
0.8631	High Similarity	NPC478027
0.8613	High Similarity	NPC63470
0.8596	High Similarity	NPC315221
0.8563	High Similarity	NPC246274
0.8556	High Similarity	NPC87583
0.8539	High Similarity	NPC58538
0.8533	High Similarity	NPC314687
0.8531	High Similarity	NPC289876
0.8531	High Similarity	NPC475246
0.8531	High Similarity	NPC46958
0.8492	Intermediate Similarity	NPC475161
0.8492	Intermediate Similarity	NPC477860
0.8475	Intermediate Similarity	NPC3718
0.8471	Intermediate Similarity	NPC206641
0.8471	Intermediate Similarity	NPC208651
0.8466	Intermediate Similarity	NPC13989
0.8466	Intermediate Similarity	NPC315889
0.8462	Intermediate Similarity	NPC478035
0.8427	Intermediate Similarity	NPC102053
0.8418	Intermediate Similarity	NPC154986
0.8418	Intermediate Similarity	NPC203751
0.8404	Intermediate Similarity	NPC314941
0.8402	Intermediate Similarity	NPC312482
0.8387	Intermediate Similarity	NPC313274
0.8382	Intermediate Similarity	NPC187934
0.8382	Intermediate Similarity	NPC97637
0.838	Intermediate Similarity	NPC477682
0.838	Intermediate Similarity	NPC477683
0.837	Intermediate Similarity	NPC478034
0.8362	Intermediate Similarity	NPC30432
0.8362	Intermediate Similarity	NPC5029
0.8362	Intermediate Similarity	NPC76128
0.8362	Intermediate Similarity	NPC271385
0.8362	Intermediate Similarity	NPC111536
0.8353	Intermediate Similarity	NPC477736
0.8353	Intermediate Similarity	NPC3449
0.8352	Intermediate Similarity	NPC241847
0.8333	Intermediate Similarity	NPC299149
0.8333	Intermediate Similarity	NPC277710
0.8333	Intermediate Similarity	NPC153578
0.8333	Intermediate Similarity	NPC114257
0.8333	Intermediate Similarity	NPC475407
0.8324	Intermediate Similarity	NPC475233
0.8323	Intermediate Similarity	NPC112816
0.8315	Intermediate Similarity	NPC199357
0.8315	Intermediate Similarity	NPC470336
0.8315	Intermediate Similarity	NPC85368
0.8315	Intermediate Similarity	NPC213052
0.8315	Intermediate Similarity	NPC470335
0.8313	Intermediate Similarity	NPC136878
0.8304	Intermediate Similarity	NPC148323
0.8304	Intermediate Similarity	NPC283480
0.8297	Intermediate Similarity	NPC148710
0.8294	Intermediate Similarity	NPC477735
0.8287	Intermediate Similarity	NPC470448
0.8287	Intermediate Similarity	NPC470453
0.8287	Intermediate Similarity	NPC164047
0.8287	Intermediate Similarity	NPC208069
0.8287	Intermediate Similarity	NPC470452
0.8286	Intermediate Similarity	NPC102465
0.8276	Intermediate Similarity	NPC146837
0.8276	Intermediate Similarity	NPC212099
0.8276	Intermediate Similarity	NPC101116
0.8276	Intermediate Similarity	NPC278329
0.8274	Intermediate Similarity	NPC44378
0.8274	Intermediate Similarity	NPC280753
0.827	Intermediate Similarity	NPC321046
0.8268	Intermediate Similarity	NPC186800
0.8268	Intermediate Similarity	NPC470667
0.8268	Intermediate Similarity	NPC68381
0.8261	Intermediate Similarity	NPC205721
0.8258	Intermediate Similarity	NPC473113
0.8256	Intermediate Similarity	NPC257309
0.8253	Intermediate Similarity	NPC474630
0.8249	Intermediate Similarity	NPC222455
0.8249	Intermediate Similarity	NPC473095
0.8249	Intermediate Similarity	NPC5319
0.8249	Intermediate Similarity	NPC473096
0.8246	Intermediate Similarity	NPC174599
0.8246	Intermediate Similarity	NPC192219
0.8246	Intermediate Similarity	NPC82190
0.8239	Intermediate Similarity	NPC477473
0.8239	Intermediate Similarity	NPC477469
0.8239	Intermediate Similarity	NPC477466
0.8239	Intermediate Similarity	NPC477471
0.8232	Intermediate Similarity	NPC245059
0.8232	Intermediate Similarity	NPC84494
0.8232	Intermediate Similarity	NPC473895
0.8232	Intermediate Similarity	NPC212290
0.8232	Intermediate Similarity	NPC192539
0.8222	Intermediate Similarity	NPC202908
0.8222	Intermediate Similarity	NPC475613
0.8222	Intermediate Similarity	NPC122467
0.8222	Intermediate Similarity	NPC14187
0.8222	Intermediate Similarity	NPC48984
0.8222	Intermediate Similarity	NPC292019
0.8222	Intermediate Similarity	NPC469345
0.8218	Intermediate Similarity	NPC471493
0.8218	Intermediate Similarity	NPC317544
0.8212	Intermediate Similarity	NPC472054
0.8212	Intermediate Similarity	NPC98776
0.8212	Intermediate Similarity	NPC470438
0.8207	Intermediate Similarity	NPC294863
0.8207	Intermediate Similarity	NPC282636
0.8207	Intermediate Similarity	NPC105591
0.8193	Intermediate Similarity	NPC29932
0.8192	Intermediate Similarity	NPC473094
0.8191	Intermediate Similarity	NPC109403
0.8191	Intermediate Similarity	NPC314738
0.8191	Intermediate Similarity	NPC261012
0.8187	Intermediate Similarity	NPC209393
0.8187	Intermediate Similarity	NPC205172
0.8182	Intermediate Similarity	NPC314020
0.8182	Intermediate Similarity	NPC472049
0.8182	Intermediate Similarity	NPC178281
0.8182	Intermediate Similarity	NPC99216
0.8177	Intermediate Similarity	NPC89052
0.8177	Intermediate Similarity	NPC470334
0.8177	Intermediate Similarity	NPC47191
0.8177	Intermediate Similarity	NPC475261
0.8177	Intermediate Similarity	NPC251417
0.8176	Intermediate Similarity	NPC205918
0.8172	Intermediate Similarity	NPC264302
0.8171	Intermediate Similarity	NPC216752
0.8167	Intermediate Similarity	NPC98667
0.8167	Intermediate Similarity	NPC86809
0.8167	Intermediate Similarity	NPC232412
0.8167	Intermediate Similarity	NPC63105
0.8167	Intermediate Similarity	NPC102028
0.8167	Intermediate Similarity	NPC294149
0.8167	Intermediate Similarity	NPC294629
0.8167	Intermediate Similarity	NPC146803
0.8167	Intermediate Similarity	NPC108202
0.8161	Intermediate Similarity	NPC284495
0.8156	Intermediate Similarity	NPC257011
0.8156	Intermediate Similarity	NPC137871
0.8156	Intermediate Similarity	NPC9002
0.8156	Intermediate Similarity	NPC288152
0.8152	Intermediate Similarity	NPC33083
0.8152	Intermediate Similarity	NPC475220
0.8152	Intermediate Similarity	NPC473686
0.8152	Intermediate Similarity	NPC197972
0.8152	Intermediate Similarity	NPC221140
0.8152	Intermediate Similarity	NPC229817
0.8152	Intermediate Similarity	NPC475352
0.815	Intermediate Similarity	NPC472889
0.815	Intermediate Similarity	NPC29552
0.8146	Intermediate Similarity	NPC328321
0.8146	Intermediate Similarity	NPC137460

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 NPC187441 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	406
0.1-0.2	969
0.2-0.3	1983
0.3-0.4	2934
0.4-0.5	1895
0.5-0.6	676
0.6-0.7	211
0.7-0.8	54
0.8-0.85	21
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.882	High Similarity	NPD7879	Clinical (unspecified phase)
0.8579	High Similarity	NPD7700	Phase 2
0.8579	High Similarity	NPD7699	Phase 2
0.8415	Intermediate Similarity	NPD6534	Approved
0.8415	Intermediate Similarity	NPD6535	Approved
0.8404	Intermediate Similarity	NPD8319	Approved
0.8404	Intermediate Similarity	NPD8320	Phase 1
0.8389	Intermediate Similarity	NPD8150	Discontinued
0.8254	Intermediate Similarity	NPD7697	Approved
0.8254	Intermediate Similarity	NPD7698	Approved
0.8254	Intermediate Similarity	NPD7435	Discontinued
0.8254	Intermediate Similarity	NPD7696	Phase 3
0.8249	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8191	Intermediate Similarity	NPD6779	Approved
0.8191	Intermediate Similarity	NPD6777	Approved
0.8191	Intermediate Similarity	NPD6782	Approved
0.8191	Intermediate Similarity	NPD6781	Approved
0.8191	Intermediate Similarity	NPD6778	Approved
0.8191	Intermediate Similarity	NPD6776	Approved
0.8191	Intermediate Similarity	NPD6780	Approved
0.8177	Intermediate Similarity	NPD7701	Phase 2
0.8167	Intermediate Similarity	NPD7808	Phase 3
0.8122	Intermediate Similarity	NPD8312	Approved
0.8122	Intermediate Similarity	NPD8313	Approved
0.8115	Intermediate Similarity	NPD7870	Phase 2
0.8115	Intermediate Similarity	NPD7871	Phase 2
0.8111	Intermediate Similarity	NPD7251	Discontinued
0.8093	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.8093	Intermediate Similarity	NPD7874	Approved
0.8056	Intermediate Similarity	NPD6797	Phase 2
0.8	Intermediate Similarity	NPD7074	Phase 3
0.7959	Intermediate Similarity	NPD7801	Approved
0.7903	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7901	Intermediate Similarity	NPD7472	Approved
0.7889	Intermediate Similarity	NPD3751	Discontinued
0.7872	Intermediate Similarity	NPD6213	Phase 3
0.7872	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7872	Intermediate Similarity	NPD6212	Phase 3
0.7857	Intermediate Similarity	NPD8151	Discontinued
0.7845	Intermediate Similarity	NPD7054	Approved
0.7795	Intermediate Similarity	NPD7211	Clinical (unspecified phase)
0.7772	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.774	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7732	Intermediate Similarity	NPD6823	Phase 2
0.7696	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7688	Intermediate Similarity	NPD7783	Phase 2
0.7688	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.764	Intermediate Similarity	NPD7075	Discontinued
0.7622	Intermediate Similarity	NPD6559	Discontinued
0.76	Intermediate Similarity	NPD4380	Phase 2
0.7596	Intermediate Similarity	NPD3818	Discontinued
0.7582	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7582	Intermediate Similarity	NPD6166	Phase 2
0.7582	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7569	Intermediate Similarity	NPD3787	Discontinued
0.7553	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7541	Intermediate Similarity	NPD7473	Discontinued
0.7514	Intermediate Similarity	NPD6959	Discontinued
0.7513	Intermediate Similarity	NPD8434	Phase 2
0.7473	Intermediate Similarity	NPD6232	Discontinued
0.7472	Intermediate Similarity	NPD7819	Suspended
0.7472	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7433	Intermediate Similarity	NPD8368	Discontinued
0.7405	Intermediate Similarity	NPD7799	Discontinued
0.738	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7374	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7366	Intermediate Similarity	NPD5844	Phase 1
0.7333	Intermediate Similarity	NPD5402	Approved
0.7318	Intermediate Similarity	NPD6801	Discontinued
0.7316	Intermediate Similarity	NPD8407	Phase 2
0.7312	Intermediate Similarity	NPD7228	Approved
0.7268	Intermediate Similarity	NPD5494	Approved
0.7264	Intermediate Similarity	NPD8059	Phase 3
0.7264	Intermediate Similarity	NPD8058	Clinical (unspecified phase)
0.7241	Intermediate Similarity	NPD6190	Approved
0.7238	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD1934	Approved
0.7216	Intermediate Similarity	NPD2532	Approved
0.7216	Intermediate Similarity	NPD2533	Approved
0.7216	Intermediate Similarity	NPD2534	Approved
0.7198	Intermediate Similarity	NPD3882	Suspended
0.7193	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7182	Intermediate Similarity	NPD8455	Phase 2
0.7181	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.7159	Intermediate Similarity	NPD7390	Discontinued
0.7158	Intermediate Similarity	NPD7685	Pre-registration
0.7151	Intermediate Similarity	NPD3226	Approved
0.7143	Intermediate Similarity	NPD3817	Phase 2
0.7119	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7111	Intermediate Similarity	NPD6599	Discontinued
0.711	Intermediate Similarity	NPD7266	Discontinued
0.7104	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7102	Intermediate Similarity	NPD3300	Phase 2
0.7088	Intermediate Similarity	NPD2801	Approved
0.7077	Intermediate Similarity	NPD8435	Approved
0.7077	Intermediate Similarity	NPD8361	Approved
0.7077	Intermediate Similarity	NPD8360	Approved
0.7068	Intermediate Similarity	NPD7240	Approved
0.7056	Intermediate Similarity	NPD7458	Discontinued
0.7039	Intermediate Similarity	NPD5403	Approved
0.7022	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7022	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7015	Intermediate Similarity	NPD8486	Clinical (unspecified phase)
0.7011	Intermediate Similarity	NPD2346	Discontinued
0.6978	Remote Similarity	NPD7411	Suspended
0.6966	Remote Similarity	NPD6799	Approved
0.6959	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD5405	Approved
0.6954	Remote Similarity	NPD5408	Approved
0.6954	Remote Similarity	NPD5404	Approved
0.6954	Remote Similarity	NPD5406	Approved
0.694	Remote Similarity	NPD37	Approved
0.6935	Remote Similarity	NPD6234	Discontinued
0.6927	Remote Similarity	NPD5401	Approved
0.6919	Remote Similarity	NPD4966	Approved
0.6919	Remote Similarity	NPD4965	Approved
0.6919	Remote Similarity	NPD4967	Phase 2
0.6902	Remote Similarity	NPD1465	Phase 2
0.6897	Remote Similarity	NPD651	Clinical (unspecified phase)
0.6893	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6893	Remote Similarity	NPD7584	Approved
0.6889	Remote Similarity	NPD1512	Approved
0.6884	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6881	Remote Similarity	NPD8285	Discontinued
0.6875	Remote Similarity	NPD1549	Phase 2
0.6866	Remote Similarity	NPD8485	Approved
0.6857	Remote Similarity	NPD2935	Discontinued
0.6856	Remote Similarity	NPD5028	Approved
0.6856	Remote Similarity	NPD4955	Approved
0.6856	Remote Similarity	NPD5034	Approved
0.6856	Remote Similarity	NPD4954	Approved
0.6856	Remote Similarity	NPD36	Approved
0.6856	Remote Similarity	NPD5026	Approved
0.6845	Remote Similarity	NPD1470	Approved
0.6836	Remote Similarity	NPD6674	Discontinued
0.6828	Remote Similarity	NPD7768	Phase 2
0.6825	Remote Similarity	NPD5711	Approved
0.6825	Remote Similarity	NPD5710	Approved
0.6825	Remote Similarity	NPD7930	Approved
0.6818	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6816	Remote Similarity	NPD7236	Approved
0.6813	Remote Similarity	NPD7239	Suspended
0.6804	Remote Similarity	NPD5030	Phase 2
0.6802	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.6802	Remote Similarity	NPD5037	Approved
0.6802	Remote Similarity	NPD5038	Approved
0.68	Remote Similarity	NPD1510	Phase 2
0.6798	Remote Similarity	NPD4628	Phase 3
0.6798	Remote Similarity	NPD8166	Discontinued
0.6791	Remote Similarity	NPD3749	Approved
0.6791	Remote Similarity	NPD8366	Approved
0.6791	Remote Similarity	NPD7907	Approved
0.6789	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6782	Remote Similarity	NPD1607	Approved
0.6782	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.678	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6778	Remote Similarity	NPD1511	Approved
0.6776	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6763	Remote Similarity	NPD943	Approved
0.6761	Remote Similarity	NPD8404	Phase 2
0.6755	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6751	Remote Similarity	NPD5036	Approved
0.6735	Remote Similarity	NPD5035	Approved
0.6724	Remote Similarity	NPD230	Phase 1
0.6704	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6704	Remote Similarity	NPD3750	Approved
0.6684	Remote Similarity	NPD7199	Phase 2
0.6684	Remote Similarity	NPD1247	Approved
0.6667	Remote Similarity	NPD7680	Approved
0.6667	Remote Similarity	NPD2796	Approved
0.6667	Remote Similarity	NPD6099	Approved
0.6667	Remote Similarity	NPD8491	Approved
0.6667	Remote Similarity	NPD1240	Approved
0.6667	Remote Similarity	NPD6100	Approved
0.6667	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6648	Remote Similarity	NPD2800	Approved
0.6634	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.663	Remote Similarity	NPD1653	Approved
0.6615	Remote Similarity	NPD3926	Phase 2
0.6607	Remote Similarity	NPD1201	Approved
0.6603	Remote Similarity	NPD7999	Approved
0.6602	Remote Similarity	NPD7501	Clinical (unspecified phase)
0.6591	Remote Similarity	NPD6651	Approved
0.659	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD919	Approved
0.6557	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6556	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6552	Remote Similarity	NPD3764	Approved
0.6548	Remote Similarity	NPD5027	Approved
0.6548	Remote Similarity	NPD5029	Approved
0.6548	Remote Similarity	NPD5031	Approved
0.6544	Remote Similarity	NPD4111	Phase 1
0.6544	Remote Similarity	NPD4665	Approved
0.654	Remote Similarity	NPD7585	Approved
0.6503	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6497	Remote Similarity	NPD5953	Discontinued
0.6493	Remote Similarity	NPD7583	Approved
0.6488	Remote Similarity	NPD5126	Approved

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data