NPASS Compound

Structure

NPC470199 OpenBabel07101719522D 77 84 0 0 1 0 0 0 0 0999 V2000 12.1244 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.5885 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.0526 -0.0000 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 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.6506 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.0526 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.5885 3.0000 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 6.9282 -2.0000 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 12.1244 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 15.5885 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 19.0526 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.2583 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 19.9186 2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.9904 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.4545 2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 18.1865 2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 14.7224 2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.2583 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 16.4545 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.3923 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.9186 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.8564 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 20.7846 3.0000 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 12.1244 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.3205 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 20.7846 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.7224 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 18.1865 1.5000 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 13.8564 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.3205 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 9 66 1 0 0 0 0 10 67 1 0 0 0 0 11 26 2 0 0 0 0 11 27 1 0 0 0 0 12 26 1 0 0 0 0 12 28 1 0 0 0 0 13 27 2 0 0 0 0 13 30 1 0 0 0 0 14 29 1 0 0 0 0 14 34 1 0 0 0 0 15 31 1 0 0 0 0 15 35 1 0 0 0 0 16 33 1 0 0 0 0 16 36 1 0 0 0 0 17 32 1 0 0 0 0 17 37 1 0 0 0 0 18 38 1 0 0 0 0 18 53 1 0 0 0 0 19 30 2 0 0 0 0 19 41 1 0 0 0 0 20 2 1 6 0 0 0 20 42 1 0 0 0 0 20 54 1 0 0 0 0 21 3 1 1 0 0 0 21 43 1 0 0 0 0 21 68 1 0 0 0 0 22 4 1 1 0 0 0 22 45 1 0 0 0 0 22 69 1 0 0 0 0 23 5 1 1 0 0 0 23 44 1 0 0 0 0 23 70 1 0 0 0 0 24 6 1 1 0 0 0 24 49 1 0 0 0 0 24 71 1 0 0 0 0 25 7 1 1 0 0 0 25 52 1 0 0 0 0 25 72 1 0 0 0 0 26 40 1 0 0 0 0 27 39 1 0 0 0 0 28 50 1 1 0 0 0 28 51 1 0 0 0 0 29 49 1 0 0 0 0 29 55 1 1 0 0 0 30 73 1 0 0 0 0 31 43 1 0 0 0 0 31 74 1 1 0 0 0 32 44 1 0 0 0 0 32 75 1 6 0 0 0 33 45 1 0 0 0 0 33 76 1 6 0 0 0 34 71 1 0 0 0 0 34 74 1 6 0 0 0 35 68 1 0 0 0 0 35 73 1 1 0 0 0 36 69 1 0 0 0 0 36 75 1 1 0 0 0 37 70 1 0 0 0 0 37 77 1 1 0 0 0 38 72 1 0 0 0 0 38 76 1 6 0 0 0 39 41 2 0 0 0 0 39 46 1 0 0 0 0 40 46 2 0 0 0 0 40 47 1 0 0 0 0 41 56 1 0 0 0 0 42 48 1 0 0 0 0 42 57 1 1 0 0 0 43 58 1 6 0 0 0 44 59 1 6 0 0 0 45 60 1 6 0 0 0 46 61 1 0 0 0 0 47 51 1 0 0 0 0 47 62 2 0 0 0 0 48 63 2 0 0 0 0 49 66 1 6 0 0 0 50 48 1 1 0 0 0 50 67 1 0 0 0 0 51 77 1 6 0 0 0 52 53 1 6 0 0 0 52 64 1 0 0 0 0 53 8 1 1 0 0 0 53 65 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1098.49
Volume:	1049.302
LogP:	2.749
LogD:	0.496
LogS:	-2.977
# Rotatable Bonds:	16
TPSA:	347.2
# H-Bond Aceptor:	24
# H-Bond Donor:	10
# Rings:	8
# Heavy Atoms:	24

MedChem Properties

QED Drug-Likeness Score:	0.109
Synthetic Accessibility Score:	7.111
Fsp3:	0.774
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:	-6.352
MDCK Permeability:	0.0004663885629270226
Pgp-inhibitor:	0.0
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.182
20% Bioavailability (F20%):	0.0
30% Bioavailability (F30%):	0.001

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.153
Plasma Protein Binding (PPB):	70.94991302490234%
Volume Distribution (VD):	0.05
Pgp-substrate:	13.344161033630371%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.87
CYP2C19-inhibitor:	0.008
CYP2C19-substrate:	0.57
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.02
CYP2D6-inhibitor:	0.001
CYP2D6-substrate:	0.078
CYP3A4-inhibitor:	0.024
CYP3A4-substrate:	0.283

ADMET: Excretion

Clearance (CL):	0.382
Half-life (T1/2):	0.104

ADMET: Toxicity

hERG Blockers:	0.26
Human Hepatotoxicity (H-HT):	0.396
Drug-inuced Liver Injury (DILI):	0.989
AMES Toxicity:	0.673
Rat Oral Acute Toxicity:	0.152
Maximum Recommended Daily Dose:	0.933
Skin Sensitization:	0.073
Carcinogencity:	0.08
Eye Corrosion:	0.003
Eye Irritation:	0.005
Respiratory Toxicity:	0.056

Download Data

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

Natural Product: NPC470199

Natural Product ID:	NPC470199
*Common Name:**	Chromomycin 02-3G
IUPAC Name:	(2S,3S)-2-[(2S,4S,5R,6R)-4-[(2S,4S,5R,6R)-4-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-8,9-dihydroxy-6-[(2S,4R,5R,6R)-5-hydroxy-4-[(2R,4R,5S,6R)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-7-methyl-3,4-dihydro-2H-anthracen-1-one
Synonyms:	Chromomycin 02-3G
Standard InCHIKey:	UZZCFUQRSLEKFX-CJSIHQFISA-N
Standard InCHI:	InChI=1S/C53H78O24/c1-19-30(73-35-15-31(43(58)21(3)68-35)74-34-14-29(55)49(66-9)24(6)71-34)13-27-11-26-12-28(50(67-10)48(63)42(57)20(2)54)51(47(62)40(26)46(61)39(27)41(19)56)77-37-17-32(44(59)23(5)70-37)75-36-16-33(45(60)22(4)69-36)76-38-18-53(8,65)52(64)25(7)72-38/h11,13,20-25,28-29,31-38,42-45,49-52,54-61,64-65H,12,14-18H2,1-10H3/t20-,21-,22-,23-,24-,25+,28+,29-,31-,32+,33+,34-,35+,36+,37+,38+,42+,43-,44-,45-,49-,50+,51+,52+,53-/m1/s1
SMILES:	CC1C(C(CC(O1)OC2C(CC3=C(C2=O)C(=C4C(=C3)C=C(C(=C4O)C)OC5CC(C(C(O5)C)O)OC6CC(C(C(O6)C)OC)O)O)C(C(=O)C(C(C)O)O)OC)OC7CC(C(C(O7)C)O)OC8CC(C(C(O8)C)O)(C)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1817815
PubChem CID:	56657907
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0000198] Oligosaccharides

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
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
IC50	2

Activity Type	# Activity
Cell Line	1
NON-MOLECULAR	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell Line	A549	Homo sapiens	IC50	>	50000.0	nM	PMID[527347]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	50000.0	nM	PMID[527347]

☑ 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 NPC470199 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	497
0.1-0.2	1872
0.2-0.3	3814
0.3-0.4	8633
0.4-0.5	8820
0.5-0.6	6345
0.6-0.7	6175
0.7-0.8	5537
0.8-0.85	851
0.85-0.9	135
0.9-0.95	5
0.95-1	13

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC314459
0.9886	High Similarity	NPC316274
0.9886	High Similarity	NPC470198
0.9886	High Similarity	NPC470195
0.9886	High Similarity	NPC470197
0.9886	High Similarity	NPC470193
0.9886	High Similarity	NPC470196
0.9886	High Similarity	NPC470194
0.9886	High Similarity	NPC470200
0.9886	High Similarity	NPC282474
0.9278	High Similarity	NPC48474
0.9162	High Similarity	NPC87583
0.9157	High Similarity	NPC313452
0.9148	High Similarity	NPC46958
0.9143	High Similarity	NPC213052
0.9101	High Similarity	NPC315221
0.9091	High Similarity	NPC474345
0.9081	High Similarity	NPC131405
0.9056	High Similarity	NPC473686
0.9056	High Similarity	NPC221140
0.9056	High Similarity	NPC475220
0.9056	High Similarity	NPC229817
0.9056	High Similarity	NPC475352
0.9045	High Similarity	NPC72783
0.904	High Similarity	NPC475246
0.9022	High Similarity	NPC314687
0.9011	High Similarity	NPC314672
0.8994	High Similarity	NPC470452
0.8994	High Similarity	NPC197357
0.8994	High Similarity	NPC470448
0.8994	High Similarity	NPC164047
0.8994	High Similarity	NPC477860
0.8994	High Similarity	NPC470453
0.8994	High Similarity	NPC475161
0.8994	High Similarity	NPC85316
0.8983	High Similarity	NPC63105
0.8983	High Similarity	NPC3718
0.8977	High Similarity	NPC111536
0.8977	High Similarity	NPC76128
0.8977	High Similarity	NPC30432
0.8977	High Similarity	NPC271385
0.8977	High Similarity	NPC5029
0.8971	High Similarity	NPC259905
0.8966	High Similarity	NPC178851
0.895	High Similarity	NPC241847
0.8944	High Similarity	NPC473631
0.8944	High Similarity	NPC293227
0.8944	High Similarity	NPC475662
0.8944	High Similarity	NPC473717
0.8939	High Similarity	NPC277710
0.8939	High Similarity	NPC299149
0.8939	High Similarity	NPC153578
0.8939	High Similarity	NPC245059
0.8939	High Similarity	NPC84494
0.8939	High Similarity	NPC114257
0.8933	High Similarity	NPC475233
0.892	High Similarity	NPC298778
0.8901	High Similarity	NPC282636
0.8901	High Similarity	NPC294863
0.8895	High Similarity	NPC292706
0.8895	High Similarity	NPC224557
0.8876	High Similarity	NPC68381
0.8864	High Similarity	NPC5319
0.8864	High Similarity	NPC473202
0.8827	High Similarity	NPC176246
0.8827	High Similarity	NPC289876
0.882	High Similarity	NPC98776
0.882	High Similarity	NPC470335
0.882	High Similarity	NPC472054
0.882	High Similarity	NPC168789
0.882	High Similarity	NPC470336
0.8791	High Similarity	NPC318119
0.8791	High Similarity	NPC75574
0.8791	High Similarity	NPC106700
0.8778	High Similarity	NPC477682
0.8778	High Similarity	NPC477683
0.8771	High Similarity	NPC307754
0.8771	High Similarity	NPC223735
0.8771	High Similarity	NPC470454
0.8771	High Similarity	NPC199533
0.8771	High Similarity	NPC70862
0.8757	High Similarity	NPC264302
0.8757	High Similarity	NPC222455
0.875	High Similarity	NPC221342
0.875	High Similarity	NPC12013
0.875	High Similarity	NPC11432
0.875	High Similarity	NPC477613
0.875	High Similarity	NPC186816
0.875	High Similarity	NPC32641
0.875	High Similarity	NPC476470
0.875	High Similarity	NPC203145
0.875	High Similarity	NPC142142
0.875	High Similarity	NPC189564
0.875	High Similarity	NPC256188
0.8736	High Similarity	NPC321916
0.8729	High Similarity	NPC283980
0.8729	High Similarity	NPC192539
0.8729	High Similarity	NPC187441
0.8729	High Similarity	NPC212290
0.8729	High Similarity	NPC58538
0.8722	High Similarity	NPC232818
0.8722	High Similarity	NPC255799
0.8722	High Similarity	NPC122467
0.8722	High Similarity	NPC14187
0.8722	High Similarity	NPC202908
0.8722	High Similarity	NPC48984
0.8722	High Similarity	NPC292019
0.8722	High Similarity	NPC198893
0.8722	High Similarity	NPC314489
0.8715	High Similarity	NPC154986
0.8715	High Similarity	NPC85368
0.8715	High Similarity	NPC203751
0.8715	High Similarity	NPC25724
0.8715	High Similarity	NPC65118
0.8708	High Similarity	NPC138990
0.8708	High Similarity	NPC209550
0.8708	High Similarity	NPC478021
0.8708	High Similarity	NPC277532
0.8708	High Similarity	NPC175429
0.8701	High Similarity	NPC249977
0.8696	High Similarity	NPC64755
0.8693	High Similarity	NPC292929
0.8693	High Similarity	NPC289667
0.8693	High Similarity	NPC76831
0.8693	High Similarity	NPC135358
0.8693	High Similarity	NPC287889
0.8689	High Similarity	NPC148710
0.8686	High Similarity	NPC259834
0.8686	High Similarity	NPC190450
0.8686	High Similarity	NPC216752
0.8681	High Similarity	NPC208069
0.8674	High Similarity	NPC251417
0.8674	High Similarity	NPC470334
0.8674	High Similarity	NPC89052
0.8674	High Similarity	NPC5671
0.8667	High Similarity	NPC294629
0.8667	High Similarity	NPC146803
0.8667	High Similarity	NPC470667
0.8667	High Similarity	NPC108202
0.8659	High Similarity	NPC288152
0.8659	High Similarity	NPC137871
0.8659	High Similarity	NPC294501
0.8659	High Similarity	NPC9002
0.8659	High Similarity	NPC183441
0.8659	High Similarity	NPC257011
0.8652	High Similarity	NPC470206
0.8652	High Similarity	NPC175477
0.8652	High Similarity	NPC470207
0.8649	High Similarity	NPC473618
0.8644	High Similarity	NPC178173
0.8644	High Similarity	NPC70441
0.8641	High Similarity	NPC33083
0.8636	High Similarity	NPC124155
0.8636	High Similarity	NPC183672
0.8636	High Similarity	NPC311850
0.8636	High Similarity	NPC179198
0.8636	High Similarity	NPC257566
0.8636	High Similarity	NPC473644
0.8636	High Similarity	NPC66087
0.8636	High Similarity	NPC278419
0.8634	High Similarity	NPC132111
0.8619	High Similarity	NPC102053
0.8619	High Similarity	NPC219043
0.8619	High Similarity	NPC324220
0.8619	High Similarity	NPC312630
0.8619	High Similarity	NPC469345
0.8603	High Similarity	NPC210808
0.8603	High Similarity	NPC199079
0.8603	High Similarity	NPC241874
0.8602	High Similarity	NPC201814
0.8595	High Similarity	NPC105591
0.8595	High Similarity	NPC179947
0.8588	High Similarity	NPC7752
0.8588	High Similarity	NPC99216
0.8587	High Similarity	NPC275977
0.8587	High Similarity	NPC223860
0.8587	High Similarity	NPC49690
0.8587	High Similarity	NPC249560
0.858	High Similarity	NPC475382
0.858	High Similarity	NPC131745
0.858	High Similarity	NPC240306
0.858	High Similarity	NPC44947
0.858	High Similarity	NPC244875
0.8571	High Similarity	NPC3474
0.8571	High Similarity	NPC115447
0.8571	High Similarity	NPC142860
0.8571	High Similarity	NPC246469
0.8571	High Similarity	NPC83331
0.8571	High Similarity	NPC470581
0.8571	High Similarity	NPC153342
0.8571	High Similarity	NPC470582
0.8571	High Similarity	NPC271270
0.8571	High Similarity	NPC97285
0.8564	High Similarity	NPC186800
0.8564	High Similarity	NPC294815
0.8564	High Similarity	NPC98667
0.8564	High Similarity	NPC86809
0.8564	High Similarity	NPC16194
0.8564	High Similarity	NPC473327
0.8564	High Similarity	NPC102028

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 NPC470199 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	431
0.1-0.2	1035
0.2-0.3	2126
0.3-0.4	2679
0.4-0.5	1795
0.5-0.6	735
0.6-0.7	230
0.7-0.8	104
0.8-0.85	15
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8864	High Similarity	NPD7804	Clinical (unspecified phase)
0.8696	High Similarity	NPD7879	Clinical (unspecified phase)
0.8667	High Similarity	NPD7808	Phase 3
0.8611	High Similarity	NPD7251	Discontinued
0.8556	High Similarity	NPD6797	Phase 2
0.8516	High Similarity	NPD8313	Approved
0.8516	High Similarity	NPD8312	Approved
0.85	High Similarity	NPD7074	Phase 3
0.8418	Intermediate Similarity	NPD6959	Discontinued
0.8398	Intermediate Similarity	NPD7472	Approved
0.8343	Intermediate Similarity	NPD7054	Approved
0.8249	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8239	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.8232	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.8232	Intermediate Similarity	NPD7783	Phase 2
0.8223	Intermediate Similarity	NPD8151	Discontinued
0.8207	Intermediate Similarity	NPD6559	Discontinued
0.8177	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.8177	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.8177	Intermediate Similarity	NPD6166	Phase 2
0.8162	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.8154	Intermediate Similarity	NPD7698	Approved
0.8154	Intermediate Similarity	NPD7697	Approved
0.8154	Intermediate Similarity	NPD7696	Phase 3
0.8154	Intermediate Similarity	NPD7435	Discontinued
0.8146	Intermediate Similarity	NPD7075	Discontinued
0.8112	Intermediate Similarity	NPD8320	Phase 1
0.8112	Intermediate Similarity	NPD8319	Approved
0.8093	Intermediate Similarity	NPD6776	Approved
0.8093	Intermediate Similarity	NPD6777	Approved
0.8093	Intermediate Similarity	NPD6779	Approved
0.8093	Intermediate Similarity	NPD6782	Approved
0.8093	Intermediate Similarity	NPD6780	Approved
0.8093	Intermediate Similarity	NPD6781	Approved
0.8093	Intermediate Similarity	NPD6778	Approved
0.8081	Intermediate Similarity	NPD7701	Phase 2
0.8033	Intermediate Similarity	NPD7473	Discontinued
0.802	Intermediate Similarity	NPD7871	Phase 2
0.802	Intermediate Similarity	NPD7870	Phase 2
0.8	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD7874	Approved
0.799	Intermediate Similarity	NPD7700	Phase 2
0.799	Intermediate Similarity	NPD7699	Phase 2
0.7989	Intermediate Similarity	NPD3751	Discontinued
0.7989	Intermediate Similarity	NPD3818	Discontinued
0.7978	Intermediate Similarity	NPD7819	Suspended
0.7978	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7967	Intermediate Similarity	NPD3787	Discontinued
0.796	Intermediate Similarity	NPD7801	Approved
0.7957	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.791	Intermediate Similarity	NPD4380	Phase 2
0.7892	Intermediate Similarity	NPD7228	Approved
0.788	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7877	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7869	Intermediate Similarity	NPD6232	Discontinued
0.7849	Intermediate Similarity	NPD5844	Phase 1
0.7835	Intermediate Similarity	NPD6535	Approved
0.7835	Intermediate Similarity	NPD6534	Approved
0.7821	Intermediate Similarity	NPD6801	Discontinued
0.7812	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7801	Intermediate Similarity	NPD8150	Discontinued
0.7778	Intermediate Similarity	NPD8455	Phase 2
0.7765	Intermediate Similarity	NPD7411	Suspended
0.7739	Intermediate Similarity	NPD6823	Phase 2
0.7727	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7722	Intermediate Similarity	NPD1934	Approved
0.7692	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7663	Intermediate Similarity	NPD5494	Approved
0.7656	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7637	Intermediate Similarity	NPD5402	Approved
0.7637	Intermediate Similarity	NPD3817	Phase 2
0.7632	Intermediate Similarity	NPD7240	Approved
0.7619	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7611	Intermediate Similarity	NPD6599	Discontinued
0.7596	Intermediate Similarity	NPD3882	Suspended
0.7556	Intermediate Similarity	NPD3226	Approved
0.7528	Intermediate Similarity	NPD2533	Approved
0.7528	Intermediate Similarity	NPD2534	Approved
0.7528	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7528	Intermediate Similarity	NPD2532	Approved
0.7527	Intermediate Similarity	NPD37	Approved
0.7526	Intermediate Similarity	NPD8434	Phase 2
0.7514	Intermediate Similarity	NPD6234	Discontinued
0.75	Intermediate Similarity	NPD4966	Approved
0.75	Intermediate Similarity	NPD4965	Approved
0.75	Intermediate Similarity	NPD4967	Phase 2
0.75	Intermediate Similarity	NPD7768	Phase 2
0.7486	Intermediate Similarity	NPD1465	Phase 2
0.7486	Intermediate Similarity	NPD2801	Approved
0.7472	Intermediate Similarity	NPD6799	Approved
0.7472	Intermediate Similarity	NPD7390	Discontinued
0.7459	Intermediate Similarity	NPD3749	Approved
0.7447	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7444	Intermediate Similarity	NPD5403	Approved
0.7429	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7429	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7389	Intermediate Similarity	NPD1512	Approved
0.7386	Intermediate Similarity	NPD1549	Phase 2
0.7363	Intermediate Similarity	NPD7458	Discontinued
0.734	Intermediate Similarity	NPD7199	Phase 2
0.7337	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7337	Intermediate Similarity	NPD6213	Phase 3
0.7337	Intermediate Similarity	NPD6212	Phase 3
0.7333	Intermediate Similarity	NPD5401	Approved
0.733	Intermediate Similarity	NPD7584	Approved
0.7313	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7288	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7282	Intermediate Similarity	NPD7211	Clinical (unspecified phase)
0.7278	Intermediate Similarity	NPD1511	Approved
0.7273	Intermediate Similarity	NPD6100	Approved
0.7273	Intermediate Similarity	NPD6099	Approved
0.7268	Intermediate Similarity	NPD7685	Pre-registration
0.7268	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7249	Intermediate Similarity	NPD1247	Approved
0.7247	Intermediate Similarity	NPD6674	Discontinued
0.7216	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7202	Intermediate Similarity	NPD8058	Clinical (unspecified phase)
0.7202	Intermediate Similarity	NPD8059	Phase 3
0.7175	Intermediate Similarity	NPD2796	Approved
0.717	Intermediate Similarity	NPD7930	Approved
0.7157	Intermediate Similarity	NPD8285	Discontinued
0.7157	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD2346	Discontinued
0.7122	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.712	Intermediate Similarity	NPD5710	Approved
0.712	Intermediate Similarity	NPD5711	Approved
0.7119	Intermediate Similarity	NPD1510	Phase 2
0.7111	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7111	Intermediate Similarity	NPD3750	Approved
0.7111	Intermediate Similarity	NPD4628	Phase 3
0.7102	Intermediate Similarity	NPD1607	Approved
0.7101	Intermediate Similarity	NPD7680	Approved
0.7056	Intermediate Similarity	NPD2800	Approved
0.7053	Intermediate Similarity	NPD919	Approved
0.7049	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7031	Intermediate Similarity	NPD7229	Phase 3
0.7027	Intermediate Similarity	NPD8067	Phase 3
0.6995	Remote Similarity	NPD3926	Phase 2
0.6989	Remote Similarity	NPD1240	Approved
0.6986	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD7799	Discontinued
0.6973	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD8366	Approved
0.6967	Remote Similarity	NPD7585	Approved
0.6923	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6919	Remote Similarity	NPD7583	Approved
0.6914	Remote Similarity	NPD4625	Phase 3
0.691	Remote Similarity	NPD6651	Approved
0.6893	Remote Similarity	NPD4060	Phase 1
0.6892	Remote Similarity	NPD8469	Approved
0.6889	Remote Similarity	NPD1551	Phase 2
0.6889	Remote Similarity	NPD2935	Discontinued
0.6885	Remote Similarity	NPD6190	Approved
0.6884	Remote Similarity	NPD4419	Clinical (unspecified phase)
0.6882	Remote Similarity	NPD920	Approved
0.6878	Remote Similarity	NPD4363	Phase 3
0.6878	Remote Similarity	NPD4360	Phase 2
0.6875	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6872	Remote Similarity	NPD7999	Approved
0.6872	Remote Similarity	NPD2403	Approved
0.6869	Remote Similarity	NPD5953	Discontinued
0.6853	Remote Similarity	NPD7286	Phase 2
0.6847	Remote Similarity	NPD8491	Approved
0.6845	Remote Similarity	NPD1653	Approved
0.6833	Remote Similarity	NPD3748	Approved
0.6833	Remote Similarity	NPD2799	Discontinued
0.6831	Remote Similarity	NPD7003	Approved
0.6802	Remote Similarity	NPD7893	Clinical (unspecified phase)
0.6796	Remote Similarity	NPD5404	Approved
0.6796	Remote Similarity	NPD5406	Approved
0.6796	Remote Similarity	NPD5408	Approved
0.6796	Remote Similarity	NPD5405	Approved
0.678	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.678	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6778	Remote Similarity	NPD7097	Phase 1
0.6776	Remote Similarity	NPD1243	Approved
0.6774	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6761	Remote Similarity	NPD4908	Phase 1
0.676	Remote Similarity	NPD6355	Discontinued
0.6758	Remote Similarity	NPD7266	Discontinued
0.6758	Remote Similarity	NPD1471	Phase 3
0.6754	Remote Similarity	NPD5760	Phase 2
0.6754	Remote Similarity	NPD5761	Phase 2
0.675	Remote Similarity	NPD8368	Discontinued
0.6742	Remote Similarity	NPD7907	Approved
0.6738	Remote Similarity	NPD6273	Approved
0.6737	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6733	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.672	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6718	Remote Similarity	NPD8127	Discontinued
0.6717	Remote Similarity	NPD7177	Discontinued
0.6712	Remote Similarity	NPD8404	Phase 2
0.6704	Remote Similarity	NPD1613	Approved
0.6704	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.6701	Remote Similarity	NPD7784	Clinical (unspecified phase)
0.6695	Remote Similarity	NPD8461	Discontinued
0.6685	Remote Similarity	NPD5698	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