NPASS Compound

Structure

NPC184208 OpenBabel07101718312D 50 50 0 0 1 0 0 0 0 0999 V2000 0.5528 -1.4935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0170 -2.2255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5469 -1.8079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9088 7.1239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4088 7.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2509 6.1842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7660 8.7559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4245 5.1994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 9.3987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4245 4.1994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 9.8987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2509 3.2146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8057 10.2407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9088 2.2749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7905 10.4144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4088 1.4088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7905 -1.0157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7905 -1.0157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7753 10.2407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7150 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5811 9.3987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3471 0.6428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9899 7.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4899 2.2749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8319 6.1842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0056 4.1994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4434 -1.4063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8057 -0.8420 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7905 10.4144 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.7753 -0.8420 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.7150 9.8987 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.5811 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.3471 8.7559 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.9899 1.4088 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.4899 7.1239 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.8319 3.2146 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.0056 5.1994 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7660 0.6428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8777 11.4106 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0342 -1.8079 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1376 10.8050 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1546 -0.8192 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0542 9.4630 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.8090 0.8353 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3962 7.5465 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.7978 2.9557 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.0017 5.2865 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4732 -0.0643 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 27 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 9 2 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 12 2 0 0 0 0 11 13 2 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 16 2 0 0 0 0 15 29 1 0 0 0 0 16 38 1 0 0 0 0 17 18 1 0 0 0 0 17 28 1 0 0 0 0 18 30 1 0 0 0 0 19 29 1 0 0 0 0 19 31 1 0 0 0 0 20 30 1 0 0 0 0 20 32 1 0 0 0 0 21 31 1 0 0 0 0 21 33 1 0 0 0 0 22 32 1 0 0 0 0 22 34 1 0 0 0 0 23 33 1 0 0 0 0 23 35 1 0 0 0 0 24 34 1 0 0 0 0 24 36 1 0 0 0 0 25 35 1 0 0 0 0 25 37 1 0 0 0 0 26 36 1 0 0 0 0 26 37 1 0 0 0 0 28 3 1 1 0 0 0 28 39 1 0 0 0 0 29 40 1 6 0 0 0 30 41 1 6 0 0 0 31 42 1 1 0 0 0 32 43 1 6 0 0 0 33 44 1 1 0 0 0 34 45 1 6 0 0 0 35 46 1 1 0 0 0 36 47 1 1 0 0 0 37 48 1 6 0 0 0 38 49 2 0 0 0 0 38 50 1 0 0 0 0 39 27 1 1 0 0 0 39 50 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	708.44
Volume:	752.781
LogP:	0.955
LogD:	2.013
LogS:	-4.543
# Rotatable Bonds:	1
TPSA:	208.37
# H-Bond Aceptor:	11
# H-Bond Donor:	9
# Rings:	1
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.181
Synthetic Accessibility Score:	5.824
Fsp3:	0.667
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.427
MDCK Permeability:	7.174939673859626e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.464
20% Bioavailability (F20%):	0.999
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.079
Plasma Protein Binding (PPB):	31.363534927368164%
Volume Distribution (VD):	0.446
Pgp-substrate:	5.266349792480469%

ADMET: Metabolism

CYP1A2-inhibitor:	0.197
CYP1A2-substrate:	0.02
CYP2C19-inhibitor:	0.082
CYP2C19-substrate:	0.806
CYP2C9-inhibitor:	0.035
CYP2C9-substrate:	0.95
CYP2D6-inhibitor:	0.021
CYP2D6-substrate:	0.736
CYP3A4-inhibitor:	0.768
CYP3A4-substrate:	0.554

ADMET: Excretion

Clearance (CL):	2.649
Half-life (T1/2):	0.432

ADMET: Toxicity

hERG Blockers:	0.692
Human Hepatotoxicity (H-HT):	0.599
Drug-inuced Liver Injury (DILI):	0.0
AMES Toxicity:	0.014
Rat Oral Acute Toxicity:	0.001
Maximum Recommended Daily Dose:	1.0
Skin Sensitization:	0.984
Carcinogencity:	0.65
Eye Corrosion:	0.08
Eye Irritation:	0.159
Respiratory Toxicity:	0.987

Download Data

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

Natural Product: NPC184208

Natural Product ID:	NPC184208
*Common Name:**	Bahamaolide B
IUPAC Name:	(3E,5E,7E,9E,11E,13Z,16R,18S,20S,22S,24S,26R,28S,30S,32S,35S,36S)-16,18,20,22,24,26,28,30,32-nonahydroxy-35-methyl-36-propan-2-yl-1-oxacyclohexatriaconta-3,5,7,9,11,13-hexaen-2-one
Synonyms:	Bahamaolide B
Standard InCHIKey:	OLPMWTXTIALTJI-OIJGFXDKSA-N
Standard InCHI:	InChI=1S/C39H64O11/c1-27(2)39-28(3)17-18-30(41)20-32(43)22-34(45)24-36(47)26-37(48)25-35(46)23-33(44)21-31(42)19-29(40)15-13-11-9-7-5-4-6-8-10-12-14-16-38(49)50-39/h4-14,16,27-37,39-48H,15,17-26H2,1-3H3/b5-4+,8-6+,9-7+,12-10+,13-11-,16-14+/t28-,29+,30-,31-,32-,33-,34-,35-,36+,37+,39-/m0/s1
SMILES:	O[C@H]1CC[C@H](C)[C@@H](OC(=O)/C=C/C=C/C=C/C=C/C=C/C=CC[C@H](C[C@@H](C[C@@H](C[C@@H](C[C@H](C[C@@H](C[C@H](C[C@H](C1)O)O)O)O)O)O)O)O)C(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2047352
PubChem CID:	59052875
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000147] Macrolides and analogues

*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.	n.a.	n.a.	PMID[18081255]
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[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
IC50	1

Activity Type	# Activity
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	=	127000.0	nM	PMID[473689]

☑ 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 NPC184208 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	187
0.1-0.2	1192
0.2-0.3	4685
0.3-0.4	11237
0.4-0.5	14965
0.5-0.6	6884
0.6-0.7	3034
0.7-0.8	437
0.8-0.85	51
0.85-0.9	20
0.9-0.95	2
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC8538
0.9737	High Similarity	NPC315731
0.9221	High Similarity	NPC139712
0.9079	High Similarity	NPC469880
0.9024	High Similarity	NPC199382
0.8933	High Similarity	NPC329914
0.8824	High Similarity	NPC114172
0.8824	High Similarity	NPC471324
0.8824	High Similarity	NPC206679
0.8824	High Similarity	NPC476084
0.8824	High Similarity	NPC476075
0.8721	High Similarity	NPC159092
0.8721	High Similarity	NPC109406
0.8718	High Similarity	NPC477203
0.8701	High Similarity	NPC285840
0.8701	High Similarity	NPC327041
0.8684	High Similarity	NPC329890
0.8667	High Similarity	NPC476012
0.859	High Similarity	NPC188860
0.859	High Similarity	NPC477202
0.8571	High Similarity	NPC316138
0.8571	High Similarity	NPC313658
0.8523	High Similarity	NPC300710
0.8481	Intermediate Similarity	NPC233071
0.8452	Intermediate Similarity	NPC61527
0.8442	Intermediate Similarity	NPC185186
0.8442	Intermediate Similarity	NPC327383
0.8442	Intermediate Similarity	NPC477085
0.8427	Intermediate Similarity	NPC255410
0.8427	Intermediate Similarity	NPC288350
0.8427	Intermediate Similarity	NPC173329
0.8421	Intermediate Similarity	NPC476037
0.8333	Intermediate Similarity	NPC475332
0.8333	Intermediate Similarity	NPC120299
0.8312	Intermediate Similarity	NPC316185
0.8312	Intermediate Similarity	NPC477087
0.8312	Intermediate Similarity	NPC477086
0.8289	Intermediate Similarity	NPC101622
0.8276	Intermediate Similarity	NPC177668
0.825	Intermediate Similarity	NPC84360
0.8242	Intermediate Similarity	NPC475653
0.8235	Intermediate Similarity	NPC47220
0.8235	Intermediate Similarity	NPC186332
0.8214	Intermediate Similarity	NPC160517
0.8214	Intermediate Similarity	NPC78673
0.8214	Intermediate Similarity	NPC186155
0.8182	Intermediate Similarity	NPC4299
0.8171	Intermediate Similarity	NPC470147
0.8171	Intermediate Similarity	NPC133226
0.8161	Intermediate Similarity	NPC133450
0.814	Intermediate Similarity	NPC477959
0.8118	Intermediate Similarity	NPC471494
0.8101	Intermediate Similarity	NPC477204
0.8101	Intermediate Similarity	NPC107654
0.8101	Intermediate Similarity	NPC315843
0.809	Intermediate Similarity	NPC472195
0.809	Intermediate Similarity	NPC472196
0.809	Intermediate Similarity	NPC238090
0.8068	Intermediate Similarity	NPC3952
0.8065	Intermediate Similarity	NPC475157
0.8065	Intermediate Similarity	NPC2313
0.8065	Intermediate Similarity	NPC57586
0.8065	Intermediate Similarity	NPC471637
0.8065	Intermediate Similarity	NPC154132
0.8065	Intermediate Similarity	NPC475655
0.8049	Intermediate Similarity	NPC470149
0.8049	Intermediate Similarity	NPC470148
0.8049	Intermediate Similarity	NPC477088
0.8049	Intermediate Similarity	NPC55304
0.8049	Intermediate Similarity	NPC1180
0.8049	Intermediate Similarity	NPC471537
0.8049	Intermediate Similarity	NPC226226
0.8049	Intermediate Similarity	NPC180725
0.8043	Intermediate Similarity	NPC203627
0.8043	Intermediate Similarity	NPC161855
0.8025	Intermediate Similarity	NPC474026
0.8023	Intermediate Similarity	NPC164393
0.8022	Intermediate Similarity	NPC473291
0.8	Intermediate Similarity	NPC469491
0.8	Intermediate Similarity	NPC256368
0.8	Intermediate Similarity	NPC159698
0.7979	Intermediate Similarity	NPC473596
0.7927	Intermediate Similarity	NPC248775
0.7907	Intermediate Similarity	NPC242233
0.7895	Intermediate Similarity	NPC197736
0.7895	Intermediate Similarity	NPC146811
0.7889	Intermediate Similarity	NPC476049
0.7882	Intermediate Similarity	NPC16488
0.7865	Intermediate Similarity	NPC313670
0.7857	Intermediate Similarity	NPC112868
0.7857	Intermediate Similarity	NPC474894
0.7848	Intermediate Similarity	NPC477084
0.7831	Intermediate Similarity	NPC86971
0.7816	Intermediate Similarity	NPC122502
0.7816	Intermediate Similarity	NPC208473
0.7816	Intermediate Similarity	NPC316426
0.7816	Intermediate Similarity	NPC311163
0.7816	Intermediate Similarity	NPC315395
0.7805	Intermediate Similarity	NPC315394
0.7765	Intermediate Similarity	NPC10080
0.7765	Intermediate Similarity	NPC123908
0.7732	Intermediate Similarity	NPC315070
0.7727	Intermediate Similarity	NPC86005
0.7722	Intermediate Similarity	NPC329904
0.7722	Intermediate Similarity	NPC469660
0.7722	Intermediate Similarity	NPC473361
0.7717	Intermediate Similarity	NPC272050
0.7674	Intermediate Similarity	NPC170377
0.7674	Intermediate Similarity	NPC474809
0.7674	Intermediate Similarity	NPC116543
0.7667	Intermediate Similarity	NPC475855
0.7667	Intermediate Similarity	NPC473448
0.766	Intermediate Similarity	NPC65700
0.7653	Intermediate Similarity	NPC109376
0.7647	Intermediate Similarity	NPC475944
0.764	Intermediate Similarity	NPC260343
0.7634	Intermediate Similarity	NPC472995
0.7625	Intermediate Similarity	NPC293114
0.7625	Intermediate Similarity	NPC475762
0.7625	Intermediate Similarity	NPC472254
0.7609	Intermediate Similarity	NPC474247
0.7595	Intermediate Similarity	NPC269841
0.7595	Intermediate Similarity	NPC151481
0.7595	Intermediate Similarity	NPC475004
0.759	Intermediate Similarity	NPC475711
0.7586	Intermediate Similarity	NPC266718
0.7586	Intermediate Similarity	NPC473308
0.7582	Intermediate Similarity	NPC158061
0.7579	Intermediate Similarity	NPC475053
0.7576	Intermediate Similarity	NPC470024
0.7576	Intermediate Similarity	NPC224660
0.7564	Intermediate Similarity	NPC472266
0.7561	Intermediate Similarity	NPC260396
0.7558	Intermediate Similarity	NPC251026
0.7558	Intermediate Similarity	NPC224455
0.7556	Intermediate Similarity	NPC295312
0.7556	Intermediate Similarity	NPC212598
0.7553	Intermediate Similarity	NPC40812
0.7551	Intermediate Similarity	NPC172867
0.7531	Intermediate Similarity	NPC284006
0.7529	Intermediate Similarity	NPC474510
0.7528	Intermediate Similarity	NPC160138
0.7527	Intermediate Similarity	NPC36954
0.7527	Intermediate Similarity	NPC304886
0.75	Intermediate Similarity	NPC209135
0.75	Intermediate Similarity	NPC162615
0.75	Intermediate Similarity	NPC205034
0.75	Intermediate Similarity	NPC182292
0.75	Intermediate Similarity	NPC228451
0.75	Intermediate Similarity	NPC474816
0.75	Intermediate Similarity	NPC152778
0.75	Intermediate Similarity	NPC99395
0.75	Intermediate Similarity	NPC137033
0.75	Intermediate Similarity	NPC133625
0.75	Intermediate Similarity	NPC197903
0.75	Intermediate Similarity	NPC475838
0.75	Intermediate Similarity	NPC476300
0.75	Intermediate Similarity	NPC11804
0.75	Intermediate Similarity	NPC125674
0.7474	Intermediate Similarity	NPC255592
0.7474	Intermediate Similarity	NPC261377
0.7474	Intermediate Similarity	NPC308567
0.7473	Intermediate Similarity	NPC478003
0.7473	Intermediate Similarity	NPC158388
0.7473	Intermediate Similarity	NPC179394
0.7473	Intermediate Similarity	NPC474761
0.7473	Intermediate Similarity	NPC144133
0.7473	Intermediate Similarity	NPC478004
0.7473	Intermediate Similarity	NPC476004
0.7471	Intermediate Similarity	NPC161045
0.7471	Intermediate Similarity	NPC2379
0.7471	Intermediate Similarity	NPC231601
0.7471	Intermediate Similarity	NPC31019
0.7471	Intermediate Similarity	NPC263087
0.7471	Intermediate Similarity	NPC142111
0.7471	Intermediate Similarity	NPC106912
0.7471	Intermediate Similarity	NPC11620
0.7471	Intermediate Similarity	NPC473315
0.7471	Intermediate Similarity	NPC250315
0.7471	Intermediate Similarity	NPC27314
0.7471	Intermediate Similarity	NPC44261
0.747	Intermediate Similarity	NPC301525
0.7468	Intermediate Similarity	NPC474823
0.7447	Intermediate Similarity	NPC230800
0.7447	Intermediate Similarity	NPC472996
0.7447	Intermediate Similarity	NPC476315
0.7447	Intermediate Similarity	NPC16967
0.7447	Intermediate Similarity	NPC279621
0.7447	Intermediate Similarity	NPC472997
0.7444	Intermediate Similarity	NPC48338
0.7444	Intermediate Similarity	NPC40376
0.7444	Intermediate Similarity	NPC474471
0.7444	Intermediate Similarity	NPC21208
0.7444	Intermediate Similarity	NPC280621
0.7444	Intermediate Similarity	NPC233551
0.7444	Intermediate Similarity	NPC20339
0.7444	Intermediate Similarity	NPC227379
0.7442	Intermediate Similarity	NPC469469
0.7439	Intermediate Similarity	NPC470686
0.7426	Intermediate Similarity	NPC316708

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 NPC184208 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	164
0.1-0.2	1622
0.2-0.3	3750
0.3-0.4	2468
0.4-0.5	875
0.5-0.6	202
0.6-0.7	62
0.7-0.8	6
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8929	High Similarity	NPD7838	Discovery
0.8043	Intermediate Similarity	NPD8029	Clinical (unspecified phase)
0.7865	Intermediate Similarity	NPD6698	Approved
0.7865	Intermediate Similarity	NPD46	Approved
0.7778	Intermediate Similarity	NPD7983	Approved
0.7396	Intermediate Similarity	NPD6648	Approved
0.732	Intermediate Similarity	NPD5344	Discontinued
0.7263	Intermediate Similarity	NPD7839	Suspended
0.7143	Intermediate Similarity	NPD4250	Approved
0.7143	Intermediate Similarity	NPD4251	Approved
0.7128	Intermediate Similarity	NPD5779	Approved
0.7128	Intermediate Similarity	NPD5778	Approved
0.7126	Intermediate Similarity	NPD5790	Clinical (unspecified phase)
0.7097	Intermediate Similarity	NPD5785	Approved
0.7089	Intermediate Similarity	NPD2685	Clinical (unspecified phase)
0.7079	Intermediate Similarity	NPD7154	Phase 3
0.7033	Intermediate Similarity	NPD4249	Approved
0.7021	Intermediate Similarity	NPD7637	Suspended
0.7	Intermediate Similarity	NPD6400	Clinical (unspecified phase)
0.6961	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD4821	Approved
0.6932	Remote Similarity	NPD4820	Approved
0.6932	Remote Similarity	NPD4822	Approved
0.6932	Remote Similarity	NPD4819	Approved
0.6923	Remote Similarity	NPD5363	Approved
0.6897	Remote Similarity	NPD4268	Approved
0.6897	Remote Similarity	NPD4271	Approved
0.6778	Remote Similarity	NPD5209	Approved
0.6768	Remote Similarity	NPD7638	Approved
0.6744	Remote Similarity	NPD8039	Approved
0.6739	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6731	Remote Similarity	NPD6686	Approved
0.6707	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.6703	Remote Similarity	NPD5362	Discontinued
0.67	Remote Similarity	NPD7640	Approved
0.67	Remote Similarity	NPD7639	Approved
0.6637	Remote Similarity	NPD7829	Approved
0.6637	Remote Similarity	NPD7830	Approved
0.6633	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6632	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6632	Remote Similarity	NPD6101	Approved
0.6604	Remote Similarity	NPD6371	Approved
0.66	Remote Similarity	NPD4225	Approved
0.6593	Remote Similarity	NPD6435	Approved
0.6593	Remote Similarity	NPD4269	Approved
0.6593	Remote Similarity	NPD4270	Approved
0.6582	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.6559	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.6542	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6522	Remote Similarity	NPD5332	Approved
0.6522	Remote Similarity	NPD5331	Approved
0.6522	Remote Similarity	NPD6695	Phase 3
0.6517	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6495	Remote Similarity	NPD6411	Approved
0.6489	Remote Similarity	NPD5786	Approved
0.6484	Remote Similarity	NPD4790	Discontinued
0.6484	Remote Similarity	NPD5369	Approved
0.646	Remote Similarity	NPD7503	Approved
0.6452	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6421	Remote Similarity	NPD7750	Discontinued
0.6374	Remote Similarity	NPD4252	Approved
0.6374	Remote Similarity	NPD5368	Approved
0.6374	Remote Similarity	NPD7332	Phase 2
0.6374	Remote Similarity	NPD7514	Phase 3
0.6364	Remote Similarity	NPD8264	Approved
0.6333	Remote Similarity	NPD7145	Approved
0.633	Remote Similarity	NPD6053	Discontinued
0.6316	Remote Similarity	NPD8515	Approved
0.6316	Remote Similarity	NPD8513	Phase 3
0.6316	Remote Similarity	NPD8444	Approved
0.6316	Remote Similarity	NPD8516	Approved
0.6316	Remote Similarity	NPD8517	Approved
0.6304	Remote Similarity	NPD6902	Approved
0.6289	Remote Similarity	NPD1695	Approved
0.6264	Remote Similarity	NPD6929	Approved
0.625	Remote Similarity	NPD7505	Discontinued
0.625	Remote Similarity	NPD7524	Approved
0.6238	Remote Similarity	NPD4792	Clinical (unspecified phase)
0.6237	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6222	Remote Similarity	NPD6925	Approved
0.6222	Remote Similarity	NPD6932	Approved
0.6222	Remote Similarity	NPD5776	Phase 2
0.6222	Remote Similarity	NPD4756	Discovery
0.6196	Remote Similarity	NPD6931	Approved
0.6196	Remote Similarity	NPD6930	Phase 2
0.6196	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.6195	Remote Similarity	NPD7641	Discontinued
0.619	Remote Similarity	NPD6647	Phase 2
0.6174	Remote Similarity	NPD8033	Approved
0.6136	Remote Similarity	NPD4732	Discontinued
0.6122	Remote Similarity	NPD5370	Suspended
0.6106	Remote Similarity	NPD7500	Approved
0.6102	Remote Similarity	NPD8273	Phase 1
0.6102	Remote Similarity	NPD8451	Approved
0.6098	Remote Similarity	NPD4193	Approved
0.6098	Remote Similarity	NPD4191	Approved
0.6098	Remote Similarity	NPD4194	Approved
0.6098	Remote Similarity	NPD4192	Approved
0.6095	Remote Similarity	NPD7632	Discontinued
0.6091	Remote Similarity	NPD7116	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD8294	Approved
0.6087	Remote Similarity	NPD8377	Approved
0.6075	Remote Similarity	NPD4211	Phase 1
0.6068	Remote Similarity	NPD7642	Approved
0.6053	Remote Similarity	NPD7328	Approved
0.6053	Remote Similarity	NPD7327	Approved
0.605	Remote Similarity	NPD8448	Approved
0.605	Remote Similarity	NPD8074	Phase 3
0.6042	Remote Similarity	NPD1694	Approved
0.604	Remote Similarity	NPD5282	Discontinued
0.6034	Remote Similarity	NPD8378	Approved
0.6034	Remote Similarity	NPD8379	Approved
0.6034	Remote Similarity	NPD8296	Approved
0.6034	Remote Similarity	NPD8335	Approved
0.6034	Remote Similarity	NPD8380	Approved
0.6	Remote Similarity	NPD7516	Approved
0.6	Remote Similarity	NPD4810	Clinical (unspecified phase)
0.6	Remote Similarity	NPD6110	Phase 1
0.6	Remote Similarity	NPD7087	Discontinued
0.5978	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.5965	Remote Similarity	NPD7115	Discovery
0.5957	Remote Similarity	NPD6898	Phase 1
0.5952	Remote Similarity	NPD3197	Phase 1
0.5914	Remote Similarity	NPD6683	Phase 2
0.5909	Remote Similarity	NPD7144	Approved
0.5909	Remote Similarity	NPD7143	Approved
0.5902	Remote Similarity	NPD8391	Approved
0.5902	Remote Similarity	NPD8392	Approved
0.5902	Remote Similarity	NPD8390	Approved
0.5889	Remote Similarity	NPD6926	Approved
0.5889	Remote Similarity	NPD6924	Approved
0.5882	Remote Similarity	NPD7748	Approved
0.5882	Remote Similarity	NPD8340	Approved
0.5882	Remote Similarity	NPD8299	Approved
0.5882	Remote Similarity	NPD8341	Approved
0.5882	Remote Similarity	NPD8342	Approved
0.5876	Remote Similarity	NPD6893	Approved
0.5873	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.5872	Remote Similarity	NPD6685	Approved
0.5856	Remote Similarity	NPD6421	Discontinued
0.5854	Remote Similarity	NPD7260	Phase 2
0.5843	Remote Similarity	NPD7151	Approved
0.5843	Remote Similarity	NPD7152	Approved
0.5843	Remote Similarity	NPD7150	Approved
0.58	Remote Similarity	NPD6051	Approved
0.5795	Remote Similarity	NPD6922	Approved
0.5795	Remote Similarity	NPD6923	Approved
0.578	Remote Similarity	NPD5048	Discontinued
0.578	Remote Similarity	NPD6640	Phase 3
0.5766	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.5761	Remote Similarity	NPD6933	Approved
0.5752	Remote Similarity	NPD8297	Approved
0.5743	Remote Similarity	NPD7136	Phase 2
0.5714	Remote Similarity	NPD6083	Phase 2
0.5714	Remote Similarity	NPD6084	Phase 2
0.5714	Remote Similarity	NPD368	Approved
0.5714	Remote Similarity	NPD7902	Approved
0.5714	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.5702	Remote Similarity	NPD7507	Approved
0.5686	Remote Similarity	NPD7515	Phase 2
0.5678	Remote Similarity	NPD7299	Clinical (unspecified phase)
0.5676	Remote Similarity	NPD6881	Approved
0.5676	Remote Similarity	NPD6899	Approved
0.5664	Remote Similarity	NPD8130	Phase 1
0.5664	Remote Similarity	NPD6650	Approved
0.5664	Remote Similarity	NPD6649	Approved
0.5657	Remote Similarity	NPD6422	Discontinued
0.5641	Remote Similarity	NPD6927	Phase 3
0.5638	Remote Similarity	NPD3732	Approved
0.5632	Remote Similarity	NPD7331	Phase 2
0.5631	Remote Similarity	NPD6399	Phase 3
0.5625	Remote Similarity	NPD3194	Approved
0.5625	Remote Similarity	NPD3195	Phase 2
0.5625	Remote Similarity	NPD3196	Approved
0.5625	Remote Similarity	NPD4266	Approved
0.5614	Remote Similarity	NPD6912	Phase 3
0.5614	Remote Similarity	NPD6882	Approved
0.5612	Remote Similarity	NPD5766	Clinical (unspecified phase)

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