NPASS Compound

Structure

CID133775 OpenBabel06191715492D 60 68 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 4.6298 1.7765 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 7.0100 0.6211 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 6.3029 1.3282 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 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 6.5617 2.2941 0.0000 C 0 0 1 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 5.3369 1.0694 0.0000 N 0 0 0 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 3.2156 3.1907 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 -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 21 1 0 0 0 0 7 22 1 0 0 0 0 8 9 1 0 0 0 0 8 27 1 0 0 0 0 9 32 1 0 0 0 0 10 11 2 0 0 0 0 10 23 1 0 0 0 0 11 42 1 0 0 0 0 12 24 2 0 0 0 0 12 25 1 0 0 0 0 13 26 1 0 0 0 0 14 28 1 0 0 0 0 15 31 1 0 0 0 0 15 41 1 0 0 0 0 16 41 1 0 0 0 0 16 42 1 0 0 0 0 17 1 1 1 0 0 0 17 25 1 0 0 0 0 17 55 1 0 0 0 0 18 2 1 1 0 0 0 18 26 1 0 0 0 0 18 56 1 0 0 0 0 19 3 1 1 0 0 0 19 27 1 0 0 0 0 19 54 1 0 0 0 0 20 4 1 6 0 0 0 20 38 1 0 0 0 0 20 53 1 0 0 0 0 21 35 2 0 0 0 0 22 33 2 0 0 0 0 22 37 1 0 0 0 0 23 34 2 0 0 0 0 23 36 1 0 0 0 0 24 39 1 0 0 0 0 24 44 1 0 0 0 0 25 45 2 0 0 0 0 26 46 2 0 0 0 0 27 58 1 1 0 0 0 28 21 1 6 0 0 0 28 53 1 0 0 0 0 29 14 1 6 0 0 0 29 38 1 0 0 0 0 29 57 1 0 0 0 0 30 13 1 6 0 0 0 30 40 1 0 0 0 0 30 57 1 0 0 0 0 31 43 1 0 0 0 0 31 47 2 0 0 0 0 32 54 1 0 0 0 0 32 60 1 6 0 0 0 33 35 1 0 0 0 0 33 36 1 0 0 0 0 34 37 1 0 0 0 0 34 43 1 0 0 0 0 35 48 1 0 0 0 0 36 49 2 0 0 0 0 37 50 2 0 0 0 0 38 59 1 1 0 0 0 39 55 1 0 0 0 0 39 58 1 6 0 0 0 40 56 1 6 0 0 0 40 59 1 0 0 0 0 41 5 1 6 0 0 0 41 60 1 0 0 0 0 42 43 1 1 0 0 0 42 51 1 0 0 0 0 43 52 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	835.31
Volume:	797.915
LogP:	3.73
LogD:	1.675
LogS:	-2.951
# Rotatable Bonds:	5
TPSA:	250.05
# H-Bond Aceptor:	17
# H-Bond Donor:	6
# Rings:	9
# Heavy Atoms:	17

MedChem Properties

QED Drug-Likeness Score:	0.237
Synthetic Accessibility Score:	6.831
Fsp3:	0.581
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:	-5.904
MDCK Permeability:	2.0904259145027027e-05
Pgp-inhibitor:	0.749
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.78
20% Bioavailability (F20%):	0.651
30% Bioavailability (F30%):	0.926

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.283
Plasma Protein Binding (PPB):	95.86273956298828%
Volume Distribution (VD):	0.262
Pgp-substrate:	3.8630728721618652%

ADMET: Metabolism

CYP1A2-inhibitor:	0.007
CYP1A2-substrate:	0.963
CYP2C19-inhibitor:	0.061
CYP2C19-substrate:	0.197
CYP2C9-inhibitor:	0.273
CYP2C9-substrate:	0.047
CYP2D6-inhibitor:	0.002
CYP2D6-substrate:	0.071
CYP3A4-inhibitor:	0.716
CYP3A4-substrate:	0.791

ADMET: Excretion

Clearance (CL):	2.774
Half-life (T1/2):	0.337

ADMET: Toxicity

hERG Blockers:	0.05
Human Hepatotoxicity (H-HT):	0.205
Drug-inuced Liver Injury (DILI):	0.987
AMES Toxicity:	0.971
Rat Oral Acute Toxicity:	0.983
Maximum Recommended Daily Dose:	0.937
Skin Sensitization:	0.853
Carcinogencity:	0.722
Eye Corrosion:	0.003
Eye Irritation:	0.011
Respiratory Toxicity:	0.91

Download Data

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

Natural Product: NPC133775

Natural Product ID:	NPC133775
*Common Name:**	Saquayamycin H
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]-3-[(2S,5S,6S)-5-[[(2R,6S)-3-amino-6-methyl-5-oxo-2H-pyran-2-yl]oxy]-6-methyloxan-2-yl]oxy-4a,8,12b-trihydroxy-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
Synonyms:	Saquayamycin H
Standard InCHIKey:	OSNYOGYREUNYPD-FKJZLZQJSA-N
Standard InCHI:	InChI=1S/C43H49NO16/c1-17-25(45)12-24(44)39(55-17)58-27-8-9-32(54-19(27)3)60-41(5)15-31(47)43(52)34-23(10-11-42(43,51)16-41)36(49)33-22(37(34)50)7-6-21(35(33)48)28-14-29-38(20(4)53-28)59-40-30(57-29)13-26(46)18(2)56-40/h6-7,10-12,17-20,27-30,32,38-40,48,51-52H,8-9,13-16,44H2,1-5H3/t17-,18-,19-,20+,27-,28+,29+,30-,32-,38+,39-,40-,41-,42-,43-/m0/s1
SMILES:	C[C@H]1C(=O)C=C([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)N
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2071395
PubChem CID:	60201538
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.	n.a.	n.a.	PMID[18327911]
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[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	=	789.8	nM	PMID[550410]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	3302.0	nM	PMID[550410]

☑ 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 NPC133775 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	363
0.1-0.2	1676
0.2-0.3	3589
0.3-0.4	9193
0.4-0.5	9801
0.5-0.6	8989
0.6-0.7	7877
0.7-0.8	1132
0.8-0.85	53
0.85-0.9	15
0.9-0.95	7
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9777	High Similarity	NPC108487
0.9266	High Similarity	NPC83331
0.9157	High Similarity	NPC115447
0.9157	High Similarity	NPC470582
0.9157	High Similarity	NPC470581
0.9106	High Similarity	NPC187441
0.9106	High Similarity	NPC283980
0.905	High Similarity	NPC266513
0.9045	High Similarity	NPC470583
0.9045	High Similarity	NPC19056
0.904	High Similarity	NPC270027
0.8876	High Similarity	NPC470580
0.8626	High Similarity	NPC70862
0.8587	High Similarity	NPC72783
0.8579	High Similarity	NPC176246
0.8571	High Similarity	NPC65118
0.8547	High Similarity	NPC329647
0.8547	High Similarity	NPC470735
0.8516	High Similarity	NPC183441
0.8446	Intermediate Similarity	NPC131405
0.8444	Intermediate Similarity	NPC478026
0.8418	Intermediate Similarity	NPC315889
0.8407	Intermediate Similarity	NPC175477
0.8359	Intermediate Similarity	NPC314941
0.8342	Intermediate Similarity	NPC261012
0.8342	Intermediate Similarity	NPC314738
0.8342	Intermediate Similarity	NPC109403
0.8315	Intermediate Similarity	NPC294501
0.8261	Intermediate Similarity	NPC478021
0.8247	Intermediate Similarity	NPC313274
0.8242	Intermediate Similarity	NPC478020
0.8242	Intermediate Similarity	NPC478022
0.8238	Intermediate Similarity	NPC316412
0.8238	Intermediate Similarity	NPC315351
0.8177	Intermediate Similarity	NPC314672
0.8135	Intermediate Similarity	NPC48474
0.8128	Intermediate Similarity	NPC223735
0.8128	Intermediate Similarity	NPC307754
0.8085	Intermediate Similarity	NPC198893
0.8085	Intermediate Similarity	NPC232818
0.8085	Intermediate Similarity	NPC314489
0.8056	Intermediate Similarity	NPC478027
0.8021	Intermediate Similarity	NPC315619
0.801	Intermediate Similarity	NPC313452
0.801	Intermediate Similarity	NPC42286
0.8	Intermediate Similarity	NPC314459
0.8	Intermediate Similarity	NPC470199
0.7969	Intermediate Similarity	NPC224557
0.7969	Intermediate Similarity	NPC292706
0.7967	Intermediate Similarity	NPC53139
0.7961	Intermediate Similarity	NPC313582
0.7958	Intermediate Similarity	NPC315221
0.7958	Intermediate Similarity	NPC197357
0.7958	Intermediate Similarity	NPC85316
0.7957	Intermediate Similarity	NPC63470
0.7938	Intermediate Similarity	NPC478035
0.7927	Intermediate Similarity	NPC87583
0.7919	Intermediate Similarity	NPC470195
0.7919	Intermediate Similarity	NPC470193
0.7919	Intermediate Similarity	NPC470196
0.7919	Intermediate Similarity	NPC282474
0.7919	Intermediate Similarity	NPC470200
0.7919	Intermediate Similarity	NPC314687
0.7919	Intermediate Similarity	NPC470194
0.7919	Intermediate Similarity	NPC316274
0.7919	Intermediate Similarity	NPC470198
0.7919	Intermediate Similarity	NPC470197
0.7914	Intermediate Similarity	NPC246274
0.7906	Intermediate Similarity	NPC58538
0.7895	Intermediate Similarity	NPC289876
0.7895	Intermediate Similarity	NPC46958
0.7895	Intermediate Similarity	NPC475246
0.7865	Intermediate Similarity	NPC475161
0.7865	Intermediate Similarity	NPC477860
0.7857	Intermediate Similarity	NPC478034
0.7842	Intermediate Similarity	NPC3718
0.7814	Intermediate Similarity	NPC206641
0.7814	Intermediate Similarity	NPC208651
0.7801	Intermediate Similarity	NPC102053
0.7789	Intermediate Similarity	NPC213052
0.7789	Intermediate Similarity	NPC470336
0.7789	Intermediate Similarity	NPC154986
0.7789	Intermediate Similarity	NPC203751
0.7789	Intermediate Similarity	NPC470335
0.7784	Intermediate Similarity	NPC148710
0.7772	Intermediate Similarity	NPC164047
0.7772	Intermediate Similarity	NPC470453
0.7772	Intermediate Similarity	NPC470452
0.7772	Intermediate Similarity	NPC470448
0.7767	Intermediate Similarity	NPC315253
0.7766	Intermediate Similarity	NPC321046
0.776	Intermediate Similarity	NPC477683
0.776	Intermediate Similarity	NPC477682
0.7747	Intermediate Similarity	NPC312482
0.7744	Intermediate Similarity	NPC241847
0.7742	Intermediate Similarity	NPC187934
0.7742	Intermediate Similarity	NPC97637
0.7737	Intermediate Similarity	NPC5029
0.7737	Intermediate Similarity	NPC473113
0.7737	Intermediate Similarity	NPC13989
0.7737	Intermediate Similarity	NPC30432
0.7737	Intermediate Similarity	NPC271385
0.7737	Intermediate Similarity	NPC76128
0.7737	Intermediate Similarity	NPC111536
0.7725	Intermediate Similarity	NPC5319
0.7722	Intermediate Similarity	NPC280753
0.7722	Intermediate Similarity	NPC44378
0.772	Intermediate Similarity	NPC84494
0.772	Intermediate Similarity	NPC277710
0.772	Intermediate Similarity	NPC114257
0.772	Intermediate Similarity	NPC153578
0.772	Intermediate Similarity	NPC192539
0.772	Intermediate Similarity	NPC299149
0.772	Intermediate Similarity	NPC245059
0.7708	Intermediate Similarity	NPC475233
0.7708	Intermediate Similarity	NPC14187
0.7708	Intermediate Similarity	NPC292019
0.7708	Intermediate Similarity	NPC48984
0.7708	Intermediate Similarity	NPC202908
0.7708	Intermediate Similarity	NPC122467
0.7705	Intermediate Similarity	NPC3449
0.7705	Intermediate Similarity	NPC477736
0.7704	Intermediate Similarity	NPC174486
0.7704	Intermediate Similarity	NPC282636
0.7704	Intermediate Similarity	NPC294863
0.7697	Intermediate Similarity	NPC474630
0.7696	Intermediate Similarity	NPC199357
0.7696	Intermediate Similarity	NPC85368
0.7688	Intermediate Similarity	NPC314020
0.7688	Intermediate Similarity	NPC317544
0.768	Intermediate Similarity	NPC475407
0.768	Intermediate Similarity	NPC208069
0.7668	Intermediate Similarity	NPC89052
0.7668	Intermediate Similarity	NPC251417
0.7668	Intermediate Similarity	NPC475261
0.7668	Intermediate Similarity	NPC470334
0.7667	Intermediate Similarity	NPC112816
0.7665	Intermediate Similarity	NPC205721
0.7663	Intermediate Similarity	NPC148323
0.7663	Intermediate Similarity	NPC283480
0.766	Intermediate Similarity	NPC102465
0.7656	Intermediate Similarity	NPC108202
0.7656	Intermediate Similarity	NPC186800
0.7656	Intermediate Similarity	NPC294629
0.7656	Intermediate Similarity	NPC63105
0.7656	Intermediate Similarity	NPC68381
0.7656	Intermediate Similarity	NPC470667
0.7654	Intermediate Similarity	NPC136878
0.7653	Intermediate Similarity	NPC33083
0.765	Intermediate Similarity	NPC477735
0.7647	Intermediate Similarity	NPC146837
0.7647	Intermediate Similarity	NPC278329
0.7647	Intermediate Similarity	NPC212099
0.7647	Intermediate Similarity	NPC101116
0.7641	Intermediate Similarity	NPC478001
0.7632	Intermediate Similarity	NPC259905
0.7632	Intermediate Similarity	NPC328321
0.7632	Intermediate Similarity	NPC473096
0.7632	Intermediate Similarity	NPC222455
0.7632	Intermediate Similarity	NPC473095
0.7629	Intermediate Similarity	NPC473571
0.7629	Intermediate Similarity	NPC126784
0.7629	Intermediate Similarity	NPC110941
0.7629	Intermediate Similarity	NPC470443
0.7629	Intermediate Similarity	NPC241423
0.7629	Intermediate Similarity	NPC473682
0.7629	Intermediate Similarity	NPC473895
0.7629	Intermediate Similarity	NPC470444
0.7629	Intermediate Similarity	NPC212290
0.7622	Intermediate Similarity	NPC29552
0.7622	Intermediate Similarity	NPC472889
0.7622	Intermediate Similarity	NPC257309
0.7622	Intermediate Similarity	NPC478226
0.7619	Intermediate Similarity	NPC32641
0.7619	Intermediate Similarity	NPC476470
0.7619	Intermediate Similarity	NPC256188
0.7619	Intermediate Similarity	NPC12013
0.7619	Intermediate Similarity	NPC203145
0.7619	Intermediate Similarity	NPC11432
0.7619	Intermediate Similarity	NPC189564
0.7619	Intermediate Similarity	NPC221342
0.7619	Intermediate Similarity	NPC142142
0.7619	Intermediate Similarity	NPC477613
0.7619	Intermediate Similarity	NPC186816
0.7617	Intermediate Similarity	NPC219043
0.7617	Intermediate Similarity	NPC475613
0.7617	Intermediate Similarity	NPC255799
0.7617	Intermediate Similarity	NPC473862
0.7617	Intermediate Similarity	NPC470949
0.7617	Intermediate Similarity	NPC469345
0.7617	Intermediate Similarity	NPC65563
0.7614	Intermediate Similarity	NPC64755
0.7614	Intermediate Similarity	NPC105591
0.7609	Intermediate Similarity	NPC174599
0.7609	Intermediate Similarity	NPC82190
0.7609	Intermediate Similarity	NPC192219
0.7606	Intermediate Similarity	NPC252156
0.7604	Intermediate Similarity	NPC470438
0.7604	Intermediate Similarity	NPC472054
0.7604	Intermediate Similarity	NPC25724

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 NPC133775 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	272
0.1-0.2	826
0.2-0.3	1653
0.3-0.4	3027
0.4-0.5	2357
0.5-0.6	798
0.6-0.7	170
0.7-0.8	28
0.8-0.85	19
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8723	High Similarity	NPD7699	Phase 2
0.8723	High Similarity	NPD7700	Phase 2
0.8564	High Similarity	NPD6534	Approved
0.8564	High Similarity	NPD6535	Approved
0.8497	Intermediate Similarity	NPD7696	Phase 3
0.8497	Intermediate Similarity	NPD7697	Approved
0.8497	Intermediate Similarity	NPD7698	Approved
0.8359	Intermediate Similarity	NPD8320	Phase 1
0.8359	Intermediate Similarity	NPD8319	Approved
0.8359	Intermediate Similarity	NPD7870	Phase 2
0.8359	Intermediate Similarity	NPD7871	Phase 2
0.8342	Intermediate Similarity	NPD6780	Approved
0.8342	Intermediate Similarity	NPD6777	Approved
0.8342	Intermediate Similarity	NPD6779	Approved
0.8342	Intermediate Similarity	NPD6782	Approved
0.8342	Intermediate Similarity	NPD6778	Approved
0.8342	Intermediate Similarity	NPD6781	Approved
0.8342	Intermediate Similarity	NPD6776	Approved
0.8245	Intermediate Similarity	NPD8150	Discontinued
0.8214	Intermediate Similarity	NPD7435	Discontinued
0.8168	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.8141	Intermediate Similarity	NPD7701	Phase 2
0.8109	Intermediate Similarity	NPD7801	Approved
0.797	Intermediate Similarity	NPD7874	Approved
0.797	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7938	Intermediate Similarity	NPD6212	Phase 3
0.7938	Intermediate Similarity	NPD6213	Phase 3
0.7938	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7931	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7931	Intermediate Similarity	NPD7783	Phase 2
0.7889	Intermediate Similarity	NPD6823	Phase 2
0.7847	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7772	Intermediate Similarity	NPD7211	Clinical (unspecified phase)
0.7745	Intermediate Similarity	NPD8151	Discontinued
0.7725	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7656	Intermediate Similarity	NPD7808	Phase 3
0.7604	Intermediate Similarity	NPD7251	Discontinued
0.7552	Intermediate Similarity	NPD6797	Phase 2
0.7526	Intermediate Similarity	NPD8313	Approved
0.7526	Intermediate Similarity	NPD8312	Approved
0.7424	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7419	Intermediate Similarity	NPD8059	Phase 3
0.7419	Intermediate Similarity	NPD8058	Clinical (unspecified phase)
0.7409	Intermediate Similarity	NPD7472	Approved
0.7409	Intermediate Similarity	NPD7074	Phase 3
0.7358	Intermediate Similarity	NPD7054	Approved
0.7333	Intermediate Similarity	NPD8368	Discontinued
0.7306	Intermediate Similarity	NPD3751	Discontinued
0.7296	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7249	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD8407	Phase 2
0.7158	Intermediate Similarity	NPD7075	Discontinued
0.7143	Intermediate Similarity	NPD7584	Approved
0.7128	Intermediate Similarity	NPD3818	Discontinued
0.7112	Intermediate Similarity	NPD4380	Phase 2
0.7104	Intermediate Similarity	NPD3300	Phase 2
0.71	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7092	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.7077	Intermediate Similarity	NPD7473	Discontinued
0.7071	Intermediate Similarity	NPD6559	Discontinued
0.707	Intermediate Similarity	NPD7930	Approved
0.7053	Intermediate Similarity	NPD8285	Discontinued
0.7047	Intermediate Similarity	NPD6959	Discontinued
0.7032	Intermediate Similarity	NPD8366	Approved
0.7026	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7026	Intermediate Similarity	NPD6166	Phase 2
0.7026	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.701	Intermediate Similarity	NPD3787	Discontinued
0.701	Intermediate Similarity	NPD6232	Discontinued
0.7	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD7819	Suspended
0.6995	Remote Similarity	NPD8360	Approved
0.6995	Remote Similarity	NPD8361	Approved
0.6995	Remote Similarity	NPD8435	Approved
0.698	Remote Similarity	NPD8434	Phase 2
0.6954	Remote Similarity	NPD7799	Discontinued
0.695	Remote Similarity	NPD5034	Approved
0.695	Remote Similarity	NPD5026	Approved
0.695	Remote Similarity	NPD4954	Approved
0.695	Remote Similarity	NPD5028	Approved
0.695	Remote Similarity	NPD36	Approved
0.695	Remote Similarity	NPD4955	Approved
0.6948	Remote Similarity	NPD7585	Approved
0.6938	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.6911	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6906	Remote Similarity	NPD8491	Approved
0.6901	Remote Similarity	NPD7583	Approved
0.69	Remote Similarity	NPD5030	Phase 2
0.6897	Remote Similarity	NPD5038	Approved
0.6897	Remote Similarity	NPD5037	Approved
0.689	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD5402	Approved
0.6859	Remote Similarity	NPD6801	Discontinued
0.6854	Remote Similarity	NPD7999	Approved
0.685	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6847	Remote Similarity	NPD5036	Approved
0.6837	Remote Similarity	NPD5710	Approved
0.6837	Remote Similarity	NPD5711	Approved
0.6834	Remote Similarity	NPD5844	Phase 1
0.6821	Remote Similarity	NPD5494	Approved
0.6802	Remote Similarity	NPD7907	Approved
0.6794	Remote Similarity	NPD8485	Approved
0.6788	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6788	Remote Similarity	NPD3817	Phase 2
0.6784	Remote Similarity	NPD7228	Approved
0.6773	Remote Similarity	NPD8404	Phase 2
0.6771	Remote Similarity	NPD1934	Approved
0.6768	Remote Similarity	NPD7784	Clinical (unspecified phase)
0.6755	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6755	Remote Similarity	NPD2532	Approved
0.6755	Remote Similarity	NPD2533	Approved
0.6755	Remote Similarity	NPD2534	Approved
0.6753	Remote Similarity	NPD3882	Suspended
0.6749	Remote Similarity	NPD5035	Approved
0.6741	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6736	Remote Similarity	NPD2801	Approved
0.6733	Remote Similarity	NPD7685	Pre-registration
0.6733	Remote Similarity	NPD5027	Approved
0.6733	Remote Similarity	NPD5031	Approved
0.6733	Remote Similarity	NPD5029	Approved
0.6732	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.6726	Remote Similarity	NPD8469	Approved
0.6721	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6702	Remote Similarity	NPD7390	Discontinued
0.6702	Remote Similarity	NPD3226	Approved
0.6684	Remote Similarity	NPD6190	Approved
0.6667	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6599	Discontinued
0.6649	Remote Similarity	NPD8455	Phase 2
0.6638	Remote Similarity	NPD8067	Phase 3
0.663	Remote Similarity	NPD3299	Clinical (unspecified phase)
0.662	Remote Similarity	NPD7501	Clinical (unspecified phase)
0.6615	Remote Similarity	NPD7458	Discontinued
0.66	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6597	Remote Similarity	NPD5403	Approved
0.659	Remote Similarity	NPD6973	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6569	Remote Similarity	NPD7240	Approved
0.6559	Remote Similarity	NPD7266	Discontinued
0.6559	Remote Similarity	NPD2346	Discontinued
0.6557	Remote Similarity	NPD7282	Approved
0.6546	Remote Similarity	NPD7411	Suspended
0.6545	Remote Similarity	NPD1512	Approved
0.6537	Remote Similarity	NPD5032	Approved
0.6526	Remote Similarity	NPD6799	Approved
0.6524	Remote Similarity	NPD5968	Phase 3
0.6515	Remote Similarity	NPD6234	Discontinued
0.6505	Remote Similarity	NPD5408	Approved
0.6505	Remote Similarity	NPD5406	Approved
0.6505	Remote Similarity	NPD5404	Approved
0.6505	Remote Similarity	NPD5405	Approved
0.6492	Remote Similarity	NPD5401	Approved
0.6489	Remote Similarity	NPD4665	Approved
0.6489	Remote Similarity	NPD4111	Phase 1
0.6488	Remote Similarity	NPD5039	Approved
0.648	Remote Similarity	NPD1465	Phase 2
0.6465	Remote Similarity	NPD4914	Approved
0.6455	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6452	Remote Similarity	NPD1510	Phase 2
0.6452	Remote Similarity	NPD651	Clinical (unspecified phase)
0.644	Remote Similarity	NPD1511	Approved
0.6436	Remote Similarity	NPD1549	Phase 2
0.6436	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD37	Approved
0.6429	Remote Similarity	NPD6836	Approved
0.6417	Remote Similarity	NPD2935	Discontinued
0.6414	Remote Similarity	NPD4967	Phase 2
0.6414	Remote Similarity	NPD7768	Phase 2
0.6414	Remote Similarity	NPD4965	Approved
0.6414	Remote Similarity	NPD4966	Approved
0.6413	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6408	Remote Similarity	NPD8461	Discontinued
0.6406	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6402	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.6392	Remote Similarity	NPD7239	Suspended
0.639	Remote Similarity	NPD4956	Approved
0.6389	Remote Similarity	NPD1470	Approved
0.6386	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6383	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6383	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6382	Remote Similarity	NPD3749	Approved
0.6368	Remote Similarity	NPD3750	Approved
0.6368	Remote Similarity	NPD8166	Discontinued
0.6368	Remote Similarity	NPD1247	Approved
0.6359	Remote Similarity	NPD3455	Phase 2
0.6359	Remote Similarity	NPD2493	Approved
0.6359	Remote Similarity	NPD2494	Approved
0.635	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6344	Remote Similarity	NPD1607	Approved
0.633	Remote Similarity	NPD4386	Approved
0.633	Remote Similarity	NPD2796	Approved
0.633	Remote Similarity	NPD4387	Approved
0.6324	Remote Similarity	NPD5033	Approved
0.6324	Remote Similarity	NPD943	Approved
0.6316	Remote Similarity	NPD6674	Discontinued
0.6302	Remote Similarity	NPD7236	Approved
0.6298	Remote Similarity	NPD4419	Clinical (unspecified phase)
0.6296	Remote Similarity	NPD4420	Approved
0.6295	Remote Similarity	NPD8462	Phase 1

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data