NPASS Compound

Structure

NPC83331 OpenBabel07101718192D 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 0 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 2 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 2 0 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:	820.29
Volume:	786.918
LogP:	4.065
LogD:	1.987
LogS:	-2.827
# Rotatable Bonds:	5
TPSA:	226.2
# H-Bond Aceptor:	16
# H-Bond Donor:	5
# Rings:	9
# Heavy Atoms:	16

MedChem Properties

QED Drug-Likeness Score:	0.271
Synthetic Accessibility Score:	6.736
Fsp3:	0.558
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:	-5.186
MDCK Permeability:	2.8786284019588493e-05
Pgp-inhibitor:	0.925
Pgp-substrate:	0.999
Human Intestinal Absorption (HIA):	0.05
20% Bioavailability (F20%):	0.132
30% Bioavailability (F30%):	0.984

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.432
Plasma Protein Binding (PPB):	95.85994720458984%
Volume Distribution (VD):	0.513
Pgp-substrate:	5.373612403869629%

ADMET: Metabolism

CYP1A2-inhibitor:	0.009
CYP1A2-substrate:	0.887
CYP2C19-inhibitor:	0.026
CYP2C19-substrate:	0.251
CYP2C9-inhibitor:	0.175
CYP2C9-substrate:	0.05
CYP2D6-inhibitor:	0.002
CYP2D6-substrate:	0.046
CYP3A4-inhibitor:	0.672
CYP3A4-substrate:	0.907

ADMET: Excretion

Clearance (CL):	6.188
Half-life (T1/2):	0.321

ADMET: Toxicity

hERG Blockers:	0.091
Human Hepatotoxicity (H-HT):	0.838
Drug-inuced Liver Injury (DILI):	0.979
AMES Toxicity:	0.944
Rat Oral Acute Toxicity:	0.985
Maximum Recommended Daily Dose:	0.971
Skin Sensitization:	0.718
Carcinogencity:	0.934
Eye Corrosion:	0.003
Eye Irritation:	0.009
Respiratory Toxicity:	0.765

Download Data

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

Natural Product: NPC83331

Natural Product ID:	NPC83331
*Common Name:**	Saquayamycin B
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-methyl-3-[(2S,5S,6S)-6-methyl-5-[[(2R,6S)-6-methyl-5-oxo-2H-pyran-2-yl]oxy]oxan-2-yl]oxy-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
Synonyms:
Standard InCHIKey:	WUQKUPKWGZHYBN-NIVOMPQSSA-N
Standard InCHI:	InChI=1S/C43H48O16/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/h6-8,10,12-13,18-21,27-30,32-33,39-40,47,50-51H,9,11,14-17H2,1-5H3/t18-,19-,20-,21+,27-,28+,29+,30-,32-,33-,39+,40-,41-,42-,43-/m0/s1
SMILES:	C[C@@H]1O[C@H](CC[C@@H]1O[C@H]1C=CC(=O)[C@@H](O1)C)O[C@@]1(C)CC(=O)[C@]2([C@](C1)(O)C=CC1=C2C(=O)c2c(C1=O)c(O)c(cc2)[C@@H]1O[C@H](C)[C@@H]2[C@@H](C1)O[C@@H]1[C@H](O2)O[C@H](C(=O)C1)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL451284
PubChem CID:	44587771
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]
NPO32795	Streptomyces sp. KY002	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	4
Others	4

Activity Type	# Activity
Cell Line	8

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	12200.0	nM	PMID[524810]
NPT397	Cell Line	NCI-H460	Homo sapiens	TGI	=	26500.0	nM	PMID[524810]
NPT397	Cell Line	NCI-H460	Homo sapiens	LC50	=	34300.0	nM	PMID[524810]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	15200.0	nM	PMID[524810]
NPT83	Cell Line	MCF7	Homo sapiens	TGI	=	21300.0	nM	PMID[524810]
NPT83	Cell Line	MCF7	Homo sapiens	LC50	=	28100.0	nM	PMID[524810]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	=	74.54	nM	PMID[524811]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	3929.0	nM	PMID[524811]

☑ 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 NPC83331 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	463
0.1-0.2	1707
0.2-0.3	3510
0.3-0.4	8036
0.4-0.5	9275
0.5-0.6	7773
0.6-0.7	8326
0.7-0.8	3419
0.8-0.85	122
0.85-0.9	38
0.9-0.95	18
0.95-1	10

Similarity Score	Similarity Level	Natural Product ID
0.9879	High Similarity	NPC115447
0.9879	High Similarity	NPC470581
0.9879	High Similarity	NPC470582
0.9819	High Similarity	NPC283980
0.9819	High Similarity	NPC187441
0.9759	High Similarity	NPC266513
0.9758	High Similarity	NPC470583
0.9758	High Similarity	NPC19056
0.9756	High Similarity	NPC270027
0.9576	High Similarity	NPC470580
0.929	High Similarity	NPC70862
0.9266	High Similarity	NPC133775
0.924	High Similarity	NPC72783
0.9235	High Similarity	NPC176246
0.9231	High Similarity	NPC65118
0.9217	High Similarity	NPC470735
0.9217	High Similarity	NPC329647
0.9172	High Similarity	NPC183441
0.9102	High Similarity	NPC478026
0.9056	High Similarity	NPC131405
0.9053	High Similarity	NPC175477
0.905	High Similarity	NPC108487
0.8947	High Similarity	NPC294501
0.8889	High Similarity	NPC478021
0.8876	High Similarity	NPC478022
0.8876	High Similarity	NPC478020
0.8771	High Similarity	NPC314672
0.8736	High Similarity	NPC223735
0.8736	High Similarity	NPC307754
0.8722	High Similarity	NPC48474
0.8686	High Similarity	NPC198893
0.8686	High Similarity	NPC232818
0.8686	High Similarity	NPC314489
0.8683	High Similarity	NPC478027
0.8621	High Similarity	NPC315619
0.8596	High Similarity	NPC313452
0.858	High Similarity	NPC53139
0.8571	High Similarity	NPC470199
0.8571	High Similarity	NPC314459
0.8555	High Similarity	NPC63470
0.8547	High Similarity	NPC224557
0.8547	High Similarity	NPC292706
0.8539	High Similarity	NPC85316
0.8539	High Similarity	NPC197357
0.8539	High Similarity	NPC315221
0.8508	High Similarity	NPC478035
0.8506	High Similarity	NPC246274
0.85	High Similarity	NPC87583
0.8483	Intermediate Similarity	NPC58538
0.8478	Intermediate Similarity	NPC470196
0.8478	Intermediate Similarity	NPC282474
0.8478	Intermediate Similarity	NPC470198
0.8478	Intermediate Similarity	NPC470197
0.8478	Intermediate Similarity	NPC314687
0.8478	Intermediate Similarity	NPC470193
0.8478	Intermediate Similarity	NPC316274
0.8478	Intermediate Similarity	NPC470194
0.8478	Intermediate Similarity	NPC470200
0.8478	Intermediate Similarity	NPC470195
0.8475	Intermediate Similarity	NPC289876
0.8475	Intermediate Similarity	NPC475246
0.8475	Intermediate Similarity	NPC46958
0.8436	Intermediate Similarity	NPC475161
0.8436	Intermediate Similarity	NPC477860
0.8418	Intermediate Similarity	NPC3718
0.8415	Intermediate Similarity	NPC478034
0.8413	Intermediate Similarity	NPC315889
0.8412	Intermediate Similarity	NPC206641
0.8412	Intermediate Similarity	NPC208651
0.8371	Intermediate Similarity	NPC102053
0.8362	Intermediate Similarity	NPC470336
0.8362	Intermediate Similarity	NPC154986
0.8362	Intermediate Similarity	NPC203751
0.8362	Intermediate Similarity	NPC213052
0.8362	Intermediate Similarity	NPC470335
0.8351	Intermediate Similarity	NPC314941
0.8343	Intermediate Similarity	NPC148710
0.8343	Intermediate Similarity	NPC312482
0.8333	Intermediate Similarity	NPC470452
0.8333	Intermediate Similarity	NPC470453
0.8333	Intermediate Similarity	NPC164047
0.8333	Intermediate Similarity	NPC470448
0.8333	Intermediate Similarity	NPC313274
0.8324	Intermediate Similarity	NPC477682
0.8324	Intermediate Similarity	NPC477683
0.8324	Intermediate Similarity	NPC97637
0.8324	Intermediate Similarity	NPC187934
0.8323	Intermediate Similarity	NPC44378
0.8323	Intermediate Similarity	NPC280753
0.8315	Intermediate Similarity	NPC321046
0.8305	Intermediate Similarity	NPC13989
0.8305	Intermediate Similarity	NPC76128
0.8305	Intermediate Similarity	NPC30432
0.8305	Intermediate Similarity	NPC5029
0.8305	Intermediate Similarity	NPC271385
0.8305	Intermediate Similarity	NPC473113
0.8305	Intermediate Similarity	NPC111536
0.8303	Intermediate Similarity	NPC474630
0.8297	Intermediate Similarity	NPC241847
0.8295	Intermediate Similarity	NPC5319
0.8294	Intermediate Similarity	NPC3449
0.8294	Intermediate Similarity	NPC477736
0.8278	Intermediate Similarity	NPC192539
0.8278	Intermediate Similarity	NPC245059
0.8278	Intermediate Similarity	NPC277710
0.8278	Intermediate Similarity	NPC84494
0.8278	Intermediate Similarity	NPC153578
0.8278	Intermediate Similarity	NPC299149
0.8278	Intermediate Similarity	NPC114257
0.8274	Intermediate Similarity	NPC475407
0.8268	Intermediate Similarity	NPC14187
0.8268	Intermediate Similarity	NPC202908
0.8268	Intermediate Similarity	NPC122467
0.8268	Intermediate Similarity	NPC48984
0.8268	Intermediate Similarity	NPC292019
0.8268	Intermediate Similarity	NPC475233
0.8266	Intermediate Similarity	NPC317544
0.8263	Intermediate Similarity	NPC112816
0.8258	Intermediate Similarity	NPC199357
0.8258	Intermediate Similarity	NPC85368
0.8253	Intermediate Similarity	NPC136878
0.8251	Intermediate Similarity	NPC282636
0.8251	Intermediate Similarity	NPC294863
0.8251	Intermediate Similarity	NPC174486
0.8246	Intermediate Similarity	NPC148323
0.8246	Intermediate Similarity	NPC283480
0.8235	Intermediate Similarity	NPC477735
0.8232	Intermediate Similarity	NPC208069
0.8229	Intermediate Similarity	NPC102465
0.8226	Intermediate Similarity	NPC314020
0.8222	Intermediate Similarity	NPC251417
0.8222	Intermediate Similarity	NPC470334
0.8222	Intermediate Similarity	NPC475261
0.8222	Intermediate Similarity	NPC89052
0.8218	Intermediate Similarity	NPC278329
0.8218	Intermediate Similarity	NPC146837
0.8218	Intermediate Similarity	NPC101116
0.8218	Intermediate Similarity	NPC212099
0.8212	Intermediate Similarity	NPC470667
0.8212	Intermediate Similarity	NPC63105
0.8212	Intermediate Similarity	NPC68381
0.8212	Intermediate Similarity	NPC294629
0.8212	Intermediate Similarity	NPC108202
0.8212	Intermediate Similarity	NPC186800
0.8207	Intermediate Similarity	NPC205721
0.8198	Intermediate Similarity	NPC472889
0.8198	Intermediate Similarity	NPC478226
0.8198	Intermediate Similarity	NPC257309
0.8198	Intermediate Similarity	NPC29552
0.8197	Intermediate Similarity	NPC33083
0.8192	Intermediate Similarity	NPC259905
0.8192	Intermediate Similarity	NPC473095
0.8192	Intermediate Similarity	NPC222455
0.8192	Intermediate Similarity	NPC328321
0.8192	Intermediate Similarity	NPC473096
0.8187	Intermediate Similarity	NPC478001
0.8187	Intermediate Similarity	NPC82190
0.8187	Intermediate Similarity	NPC174599
0.8187	Intermediate Similarity	NPC192219
0.8182	Intermediate Similarity	NPC12013
0.8182	Intermediate Similarity	NPC11432
0.8182	Intermediate Similarity	NPC32641
0.8182	Intermediate Similarity	NPC203145
0.8182	Intermediate Similarity	NPC189564
0.8182	Intermediate Similarity	NPC476470
0.8182	Intermediate Similarity	NPC477613
0.8182	Intermediate Similarity	NPC186816
0.8182	Intermediate Similarity	NPC256188
0.8182	Intermediate Similarity	NPC221342
0.8182	Intermediate Similarity	NPC142142
0.8177	Intermediate Similarity	NPC473571
0.8177	Intermediate Similarity	NPC110941
0.8177	Intermediate Similarity	NPC470443
0.8177	Intermediate Similarity	NPC212290
0.8177	Intermediate Similarity	NPC470444
0.8177	Intermediate Similarity	NPC473895
0.8177	Intermediate Similarity	NPC241423
0.8177	Intermediate Similarity	NPC473682
0.8177	Intermediate Similarity	NPC126784
0.8167	Intermediate Similarity	NPC255799
0.8167	Intermediate Similarity	NPC470949
0.8167	Intermediate Similarity	NPC475613
0.8167	Intermediate Similarity	NPC469345
0.8167	Intermediate Similarity	NPC65563
0.8167	Intermediate Similarity	NPC219043
0.8167	Intermediate Similarity	NPC473862
0.8166	Intermediate Similarity	NPC477914
0.8161	Intermediate Similarity	NPC471493
0.8156	Intermediate Similarity	NPC25724
0.8156	Intermediate Similarity	NPC98776
0.8156	Intermediate Similarity	NPC472054
0.8156	Intermediate Similarity	NPC469393
0.8156	Intermediate Similarity	NPC470438
0.8155	Intermediate Similarity	NPC470479
0.8155	Intermediate Similarity	NPC94781
0.8152	Intermediate Similarity	NPC64755
0.8152	Intermediate Similarity	NPC105591
0.8142	Intermediate Similarity	NPC223860
0.8142	Intermediate Similarity	NPC275977
0.8142	Intermediate Similarity	NPC249560

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 NPC83331 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	982
0.2-0.3	1988
0.3-0.4	2936
0.4-0.5	1895
0.5-0.6	662
0.6-0.7	208
0.7-0.8	63
0.8-0.85	9
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8764	High Similarity	NPD7879	Clinical (unspecified phase)
0.8525	High Similarity	NPD7699	Phase 2
0.8525	High Similarity	NPD7700	Phase 2
0.8361	Intermediate Similarity	NPD6534	Approved
0.8361	Intermediate Similarity	NPD6535	Approved
0.8351	Intermediate Similarity	NPD8319	Approved
0.8351	Intermediate Similarity	NPD8320	Phase 1
0.8333	Intermediate Similarity	NPD8150	Discontinued
0.8295	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8212	Intermediate Similarity	NPD7808	Phase 3
0.8201	Intermediate Similarity	NPD7698	Approved
0.8201	Intermediate Similarity	NPD7435	Discontinued
0.8201	Intermediate Similarity	NPD7697	Approved
0.8201	Intermediate Similarity	NPD7696	Phase 3
0.8156	Intermediate Similarity	NPD7251	Discontinued
0.8138	Intermediate Similarity	NPD6777	Approved
0.8138	Intermediate Similarity	NPD6779	Approved
0.8138	Intermediate Similarity	NPD6781	Approved
0.8138	Intermediate Similarity	NPD6778	Approved
0.8138	Intermediate Similarity	NPD6776	Approved
0.8138	Intermediate Similarity	NPD6782	Approved
0.8138	Intermediate Similarity	NPD6780	Approved
0.8125	Intermediate Similarity	NPD7701	Phase 2
0.8101	Intermediate Similarity	NPD6797	Phase 2
0.8066	Intermediate Similarity	NPD8312	Approved
0.8066	Intermediate Similarity	NPD8313	Approved
0.8063	Intermediate Similarity	NPD7870	Phase 2
0.8063	Intermediate Similarity	NPD7871	Phase 2
0.8041	Intermediate Similarity	NPD7874	Approved
0.8041	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7946	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7944	Intermediate Similarity	NPD7074	Phase 3
0.7944	Intermediate Similarity	NPD7472	Approved
0.7908	Intermediate Similarity	NPD7801	Approved
0.7889	Intermediate Similarity	NPD7054	Approved
0.7835	Intermediate Similarity	NPD7211	Clinical (unspecified phase)
0.7833	Intermediate Similarity	NPD3751	Discontinued
0.7819	Intermediate Similarity	NPD6213	Phase 3
0.7819	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7819	Intermediate Similarity	NPD6212	Phase 3
0.7814	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7806	Intermediate Similarity	NPD8151	Discontinued
0.7784	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7684	Intermediate Similarity	NPD7075	Discontinued
0.768	Intermediate Similarity	NPD6823	Phase 2
0.7647	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7644	Intermediate Similarity	NPD4380	Phase 2
0.7638	Intermediate Similarity	NPD7783	Phase 2
0.7638	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7637	Intermediate Similarity	NPD3818	Discontinued
0.7594	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7582	Intermediate Similarity	NPD7473	Discontinued
0.7568	Intermediate Similarity	NPD6559	Discontinued
0.7556	Intermediate Similarity	NPD6959	Discontinued
0.7527	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7527	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7527	Intermediate Similarity	NPD6166	Phase 2
0.7514	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD7819	Suspended
0.7514	Intermediate Similarity	NPD3787	Discontinued
0.7514	Intermediate Similarity	NPD6232	Discontinued
0.746	Intermediate Similarity	NPD8434	Phase 2
0.7416	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.738	Intermediate Similarity	NPD8368	Discontinued
0.7374	Intermediate Similarity	NPD5402	Approved
0.736	Intermediate Similarity	NPD6801	Discontinued
0.7351	Intermediate Similarity	NPD7799	Discontinued
0.7326	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7312	Intermediate Similarity	NPD5844	Phase 1
0.7308	Intermediate Similarity	NPD5494	Approved
0.7278	Intermediate Similarity	NPD3817	Phase 2
0.7278	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7263	Intermediate Similarity	NPD1934	Approved
0.7263	Intermediate Similarity	NPD8407	Phase 2
0.7258	Intermediate Similarity	NPD7228	Approved
0.7257	Intermediate Similarity	NPD2533	Approved
0.7257	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7257	Intermediate Similarity	NPD2532	Approved
0.7257	Intermediate Similarity	NPD2534	Approved
0.7238	Intermediate Similarity	NPD3882	Suspended
0.7235	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD2801	Approved
0.7217	Intermediate Similarity	NPD8058	Clinical (unspecified phase)
0.7217	Intermediate Similarity	NPD8059	Phase 3
0.72	Intermediate Similarity	NPD7390	Discontinued
0.7196	Intermediate Similarity	NPD7685	Pre-registration
0.7191	Intermediate Similarity	NPD3226	Approved
0.7184	Intermediate Similarity	NPD6190	Approved
0.7159	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD6599	Discontinued
0.7143	Intermediate Similarity	NPD3300	Phase 2
0.7143	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7128	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.7127	Intermediate Similarity	NPD8455	Phase 2
0.7095	Intermediate Similarity	NPD7458	Discontinued
0.7079	Intermediate Similarity	NPD5403	Approved
0.7062	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7052	Intermediate Similarity	NPD7266	Discontinued
0.7052	Intermediate Similarity	NPD2346	Discontinued
0.7026	Intermediate Similarity	NPD8361	Approved
0.7026	Intermediate Similarity	NPD8360	Approved
0.7026	Intermediate Similarity	NPD8435	Approved
0.7022	Intermediate Similarity	NPD1512	Approved
0.7017	Intermediate Similarity	NPD7411	Suspended
0.7016	Intermediate Similarity	NPD7240	Approved
0.7006	Intermediate Similarity	NPD6799	Approved
0.7	Intermediate Similarity	NPD8285	Discontinued
0.6994	Remote Similarity	NPD5406	Approved
0.6994	Remote Similarity	NPD5408	Approved
0.6994	Remote Similarity	NPD5405	Approved
0.6994	Remote Similarity	NPD5404	Approved
0.6973	Remote Similarity	NPD6234	Discontinued
0.6966	Remote Similarity	NPD5401	Approved
0.6965	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.694	Remote Similarity	NPD1465	Phase 2
0.6936	Remote Similarity	NPD651	Clinical (unspecified phase)
0.6936	Remote Similarity	NPD1510	Phase 2
0.6932	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6927	Remote Similarity	NPD7584	Approved
0.6914	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6914	Remote Similarity	NPD1549	Phase 2
0.691	Remote Similarity	NPD1511	Approved
0.6901	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD2935	Discontinued
0.6886	Remote Similarity	NPD1470	Approved
0.6885	Remote Similarity	NPD37	Approved
0.6865	Remote Similarity	NPD7768	Phase 2
0.6865	Remote Similarity	NPD4965	Approved
0.6865	Remote Similarity	NPD4966	Approved
0.6865	Remote Similarity	NPD4967	Phase 2
0.6862	Remote Similarity	NPD5711	Approved
0.6862	Remote Similarity	NPD5710	Approved
0.6857	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6857	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6837	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6836	Remote Similarity	NPD3750	Approved
0.6836	Remote Similarity	NPD8166	Discontinued
0.6828	Remote Similarity	NPD3749	Approved
0.6825	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD7907	Approved
0.6821	Remote Similarity	NPD1607	Approved
0.6816	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.6816	Remote Similarity	NPD8485	Approved
0.6809	Remote Similarity	NPD1247	Approved
0.6804	Remote Similarity	NPD4955	Approved
0.6804	Remote Similarity	NPD36	Approved
0.6804	Remote Similarity	NPD5026	Approved
0.6804	Remote Similarity	NPD4954	Approved
0.6804	Remote Similarity	NPD5028	Approved
0.6804	Remote Similarity	NPD5034	Approved
0.6802	Remote Similarity	NPD943	Approved
0.68	Remote Similarity	NPD2796	Approved
0.6791	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.678	Remote Similarity	NPD6674	Discontinued
0.6777	Remote Similarity	NPD7930	Approved
0.6763	Remote Similarity	NPD230	Phase 1
0.676	Remote Similarity	NPD7236	Approved
0.6758	Remote Similarity	NPD7239	Suspended
0.6753	Remote Similarity	NPD5030	Phase 2
0.6751	Remote Similarity	NPD5037	Approved
0.6751	Remote Similarity	NPD5038	Approved
0.6751	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.6744	Remote Similarity	NPD8366	Approved
0.6742	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6742	Remote Similarity	NPD4628	Phase 3
0.6721	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6714	Remote Similarity	NPD8404	Phase 2
0.6705	Remote Similarity	NPD1240	Approved
0.6705	Remote Similarity	NPD6099	Approved
0.6705	Remote Similarity	NPD6100	Approved
0.6703	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6702	Remote Similarity	NPD919	Approved
0.6701	Remote Similarity	NPD5036	Approved
0.6685	Remote Similarity	NPD2800	Approved
0.6684	Remote Similarity	NPD5035	Approved
0.6667	Remote Similarity	NPD1653	Approved
0.6649	Remote Similarity	NPD3926	Phase 2
0.6647	Remote Similarity	NPD1201	Approved
0.6634	Remote Similarity	NPD7501	Clinical (unspecified phase)
0.6632	Remote Similarity	NPD7199	Phase 2
0.6629	Remote Similarity	NPD6651	Approved
0.6628	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6621	Remote Similarity	NPD8491	Approved
0.6618	Remote Similarity	NPD7680	Approved
0.6592	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.659	Remote Similarity	NPD3764	Approved
0.659	Remote Similarity	NPD2313	Discontinued
0.6585	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6582	Remote Similarity	NPD5029	Approved
0.6582	Remote Similarity	NPD5031	Approved
0.6582	Remote Similarity	NPD5027	Approved
0.6571	Remote Similarity	NPD7585	Approved
0.6555	Remote Similarity	NPD7999	Approved
0.6554	Remote Similarity	NPD3748	Approved
0.655	Remote Similarity	NPD2798	Approved
0.6538	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6531	Remote Similarity	NPD5953	Discontinued
0.6524	Remote Similarity	NPD7583	Approved
0.6517	Remote Similarity	NPD1551	Phase 2

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