NPASS Compound

Structure

CID313541 OpenBabel06191716122D 37 40 0 0 1 0 0 0 0 0999 V2000 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 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 -4.3301 -0.5000 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 2.5000 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 4.0000 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 -5.1962 3.0000 0.0000 C 0 0 3 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 0.8660 -0.5000 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 -3.4641 3.0000 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 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 -3.4641 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 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 -6.0622 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 10 1 0 0 0 0 3 35 1 0 0 0 0 4 36 1 0 0 0 0 5 9 2 0 0 0 0 5 11 1 0 0 0 0 6 11 2 0 0 0 0 6 14 1 0 0 0 0 7 12 2 0 0 0 0 7 13 1 0 0 0 0 8 15 1 0 0 0 0 8 28 1 0 0 0 0 9 21 1 0 0 0 0 10 16 1 0 0 0 0 10 37 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 12 22 1 0 0 0 0 13 16 2 0 0 0 0 13 26 1 0 0 0 0 14 19 2 0 0 0 0 14 29 1 0 0 0 0 15 30 2 0 0 0 0 15 37 1 0 0 0 0 16 23 1 0 0 0 0 17 20 2 0 0 0 0 17 25 1 0 0 0 0 18 23 2 0 0 0 0 18 24 1 0 0 0 0 19 20 1 0 0 0 0 19 24 1 0 0 0 0 20 22 1 0 0 0 0 21 25 2 0 0 0 0 21 27 1 0 0 0 0 22 31 2 0 0 0 0 23 32 1 0 0 0 0 24 33 2 0 0 0 0 25 35 1 0 0 0 0 26 34 2 0 0 0 0 26 36 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	528.08
Volume:	495.502
LogP:	5.329
LogD:	2.197
LogS:	-3.697
# Rotatable Bonds:	7
TPSA:	162.98
# H-Bond Aceptor:	10
# H-Bond Donor:	5
# Rings:	4
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.083
Synthetic Accessibility Score:	3.527
Fsp3:	0.154
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:	-5.358
MDCK Permeability:	9.009990208141971e-06
Pgp-inhibitor:	0.172
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.779
20% Bioavailability (F20%):	0.004
30% Bioavailability (F30%):	0.005

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002
Plasma Protein Binding (PPB):	89.7259521484375%
Volume Distribution (VD):	0.591
Pgp-substrate:	18.185667037963867%

ADMET: Metabolism

CYP1A2-inhibitor:	0.587
CYP1A2-substrate:	0.356
CYP2C19-inhibitor:	0.085
CYP2C19-substrate:	0.054
CYP2C9-inhibitor:	0.813
CYP2C9-substrate:	0.43
CYP2D6-inhibitor:	0.012
CYP2D6-substrate:	0.145
CYP3A4-inhibitor:	0.07
CYP3A4-substrate:	0.062

ADMET: Excretion

Clearance (CL):	3.849
Half-life (T1/2):	0.763

ADMET: Toxicity

hERG Blockers:	0.001
Human Hepatotoxicity (H-HT):	0.02
Drug-inuced Liver Injury (DILI):	0.952
AMES Toxicity:	0.285
Rat Oral Acute Toxicity:	0.067
Maximum Recommended Daily Dose:	0.864
Skin Sensitization:	0.807
Carcinogencity:	0.028
Eye Corrosion:	0.003
Eye Irritation:	0.897
Respiratory Toxicity:	0.129

Download Data

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

Natural Product: NPC313541

Natural Product ID:	NPC313541
*Common Name:**	Chlorocyclinone C
IUPAC Name:	methyl 2-chloro-6,8-dihydroxy-9-[1-(2-hydroxyacetyl)oxyethyl]-1-methoxy-3-methyl-7,12-dioxobenzo[a]anthracene-10-carboxylate
Synonyms:	chlorocyclinone C
Standard InCHIKey:	LMNHPKWXMIGBEL-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C26H21ClO10/c1-9-5-11-6-14(29)19-20(17(11)25(35-3)21(9)27)22(31)12-7-13(26(34)36-4)16(10(2)37-15(30)8-28)23(32)18(12)24(19)33/h5-7,10,28-29,32H,8H2,1-4H3
SMILES:	Cc1cc2cc(c3c(c2c(c1Cl)OC)C(=O)c1cc(c(C(C)OC(=O)CO)c(c1C3=O)O)C(=O)OC)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL254815
PubChem CID:	24180661
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.	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
EC50	1
IC50	2

Activity Type	# Activity
Individual Protein	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT99	Individual Protein	Peroxisome proliferator-activated receptor gamma	Homo sapiens	IC50	=	90.0	nM	PMID[463002]
NPT99	Individual Protein	Peroxisome proliferator-activated receptor gamma	Homo sapiens	EC50	=	130.0	nM	PMID[463002]
NPT99	Individual Protein	Peroxisome proliferator-activated receptor gamma	Homo sapiens	IC50	=	600.0	nM	PMID[463002]

☑ 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 NPC313541 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	461
0.1-0.2	1947
0.2-0.3	4669
0.3-0.4	10522
0.4-0.5	8303
0.5-0.6	5396
0.6-0.7	6947
0.7-0.8	4367
0.8-0.85	71
0.85-0.9	10
0.9-0.95	2
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9661	High Similarity	NPC316091
0.9441	High Similarity	NPC313386
0.9322	High Similarity	NPC306240
0.8722	High Similarity	NPC470560
0.8667	High Similarity	NPC470562
0.8564	High Similarity	NPC470565
0.8525	High Similarity	NPC264922
0.8516	High Similarity	NPC474857
0.8415	Intermediate Similarity	NPC473113
0.8404	Intermediate Similarity	NPC191606
0.8389	Intermediate Similarity	NPC470563
0.8361	Intermediate Similarity	NPC277865
0.8333	Intermediate Similarity	NPC470561
0.827	Intermediate Similarity	NPC470422
0.827	Intermediate Similarity	NPC472054
0.8251	Intermediate Similarity	NPC472032
0.8245	Intermediate Similarity	NPC151292
0.8167	Intermediate Similarity	NPC470559
0.8152	Intermediate Similarity	NPC473094
0.8148	Intermediate Similarity	NPC315221
0.8111	Intermediate Similarity	NPC197326
0.8108	Intermediate Similarity	NPC473095
0.8108	Intermediate Similarity	NPC473096
0.8105	Intermediate Similarity	NPC313452
0.8098	Intermediate Similarity	NPC477835
0.8087	Intermediate Similarity	NPC470081
0.8083	Intermediate Similarity	NPC470100
0.8083	Intermediate Similarity	NPC470099
0.8071	Intermediate Similarity	NPC154720
0.8066	Intermediate Similarity	NPC324736
0.8061	Intermediate Similarity	NPC198163
0.8054	Intermediate Similarity	NPC472058
0.8054	Intermediate Similarity	NPC470341
0.8054	Intermediate Similarity	NPC105414
0.8054	Intermediate Similarity	NPC324522
0.8054	Intermediate Similarity	NPC234497
0.8053	Intermediate Similarity	NPC208069
0.8051	Intermediate Similarity	NPC247104
0.8051	Intermediate Similarity	NPC214901
0.8033	Intermediate Similarity	NPC473696
0.8032	Intermediate Similarity	NPC470667
0.8032	Intermediate Similarity	NPC186800
0.8032	Intermediate Similarity	NPC68381
0.8031	Intermediate Similarity	NPC205721
0.803	Intermediate Similarity	NPC108744
0.8022	Intermediate Similarity	NPC284495
0.8021	Intermediate Similarity	NPC477836
0.8011	Intermediate Similarity	NPC263483
0.801	Intermediate Similarity	NPC48822
0.8	Intermediate Similarity	NPC114257
0.8	Intermediate Similarity	NPC28669
0.8	Intermediate Similarity	NPC220369
0.8	Intermediate Similarity	NPC299149
0.8	Intermediate Similarity	NPC221185
0.8	Intermediate Similarity	NPC277710
0.8	Intermediate Similarity	NPC153578
0.7989	Intermediate Similarity	NPC45072
0.7979	Intermediate Similarity	NPC85368
0.7978	Intermediate Similarity	NPC298401
0.7978	Intermediate Similarity	NPC472405
0.7968	Intermediate Similarity	NPC478021
0.7956	Intermediate Similarity	NPC470564
0.7956	Intermediate Similarity	NPC474360
0.7946	Intermediate Similarity	NPC173352
0.7946	Intermediate Similarity	NPC58653
0.7937	Intermediate Similarity	NPC477568
0.7937	Intermediate Similarity	NPC474345
0.7935	Intermediate Similarity	NPC474096
0.7926	Intermediate Similarity	NPC294501
0.7926	Intermediate Similarity	NPC111536
0.7926	Intermediate Similarity	NPC76128
0.7926	Intermediate Similarity	NPC271385
0.7926	Intermediate Similarity	NPC5029
0.7926	Intermediate Similarity	NPC30432
0.7925	Intermediate Similarity	NPC316461
0.7923	Intermediate Similarity	NPC472055
0.7903	Intermediate Similarity	NPC474061
0.7901	Intermediate Similarity	NPC66508
0.7901	Intermediate Similarity	NPC66029
0.7901	Intermediate Similarity	NPC226656
0.7897	Intermediate Similarity	NPC314672
0.7887	Intermediate Similarity	NPC105591
0.7884	Intermediate Similarity	NPC203751
0.7879	Intermediate Similarity	NPC193676
0.7877	Intermediate Similarity	NPC205766
0.7872	Intermediate Similarity	NPC298778
0.7872	Intermediate Similarity	NPC313304
0.7869	Intermediate Similarity	NPC470339
0.7865	Intermediate Similarity	NPC475161
0.7865	Intermediate Similarity	NPC477860
0.7861	Intermediate Similarity	NPC107009
0.7857	Intermediate Similarity	NPC471787
0.7853	Intermediate Similarity	NPC477683
0.7853	Intermediate Similarity	NPC470334
0.7853	Intermediate Similarity	NPC207467
0.7853	Intermediate Similarity	NPC471802
0.7853	Intermediate Similarity	NPC477682
0.7849	Intermediate Similarity	NPC472049
0.7849	Intermediate Similarity	NPC178281
0.7849	Intermediate Similarity	NPC471788
0.7845	Intermediate Similarity	NPC474621
0.7845	Intermediate Similarity	NPC474622
0.7842	Intermediate Similarity	NPC477991
0.7842	Intermediate Similarity	NPC477992
0.7835	Intermediate Similarity	NPC87583
0.7833	Intermediate Similarity	NPC470569
0.7826	Intermediate Similarity	NPC470342
0.7826	Intermediate Similarity	NPC472060
0.7826	Intermediate Similarity	NPC472052
0.7814	Intermediate Similarity	NPC472404
0.7814	Intermediate Similarity	NPC67197
0.7812	Intermediate Similarity	NPC473785
0.7809	Intermediate Similarity	NPC119767
0.7806	Intermediate Similarity	NPC39409
0.7806	Intermediate Similarity	NPC295436
0.7801	Intermediate Similarity	NPC46958
0.7801	Intermediate Similarity	NPC102053
0.7801	Intermediate Similarity	NPC475246
0.7801	Intermediate Similarity	NPC324220
0.7801	Intermediate Similarity	NPC312630
0.7801	Intermediate Similarity	NPC475233
0.7801	Intermediate Similarity	NPC289876
0.779	Intermediate Similarity	NPC474533
0.779	Intermediate Similarity	NPC474534
0.7789	Intermediate Similarity	NPC229051
0.7789	Intermediate Similarity	NPC98776
0.7789	Intermediate Similarity	NPC470336
0.7789	Intermediate Similarity	NPC154986
0.7789	Intermediate Similarity	NPC199357
0.7789	Intermediate Similarity	NPC470333
0.7789	Intermediate Similarity	NPC470335
0.7784	Intermediate Similarity	NPC472261
0.7784	Intermediate Similarity	NPC117985
0.7784	Intermediate Similarity	NPC99937
0.7778	Intermediate Similarity	NPC147735
0.7778	Intermediate Similarity	NPC470568
0.7772	Intermediate Similarity	NPC475996
0.7766	Intermediate Similarity	NPC76647
0.776	Intermediate Similarity	NPC474861
0.776	Intermediate Similarity	NPC472050
0.776	Intermediate Similarity	NPC146211
0.776	Intermediate Similarity	NPC478223
0.776	Intermediate Similarity	NPC478027
0.7755	Intermediate Similarity	NPC471804
0.7755	Intermediate Similarity	NPC471803
0.7755	Intermediate Similarity	NPC471812
0.7754	Intermediate Similarity	NPC478022
0.7754	Intermediate Similarity	NPC469664
0.7754	Intermediate Similarity	NPC472057
0.7754	Intermediate Similarity	NPC68850
0.7754	Intermediate Similarity	NPC478020
0.7754	Intermediate Similarity	NPC472051
0.7754	Intermediate Similarity	NPC26386
0.7753	Intermediate Similarity	NPC147250
0.7753	Intermediate Similarity	NPC314437
0.7749	Intermediate Similarity	NPC199533
0.7749	Intermediate Similarity	NPC470454
0.7749	Intermediate Similarity	NPC3718
0.7744	Intermediate Similarity	NPC470103
0.7742	Intermediate Similarity	NPC212099
0.7742	Intermediate Similarity	NPC187934
0.7742	Intermediate Similarity	NPC101116
0.7742	Intermediate Similarity	NPC97637
0.7742	Intermediate Similarity	NPC278329
0.7742	Intermediate Similarity	NPC146837
0.7742	Intermediate Similarity	NPC478229
0.7739	Intermediate Similarity	NPC316274
0.7739	Intermediate Similarity	NPC470196
0.7739	Intermediate Similarity	NPC470193
0.7739	Intermediate Similarity	NPC470197
0.7739	Intermediate Similarity	NPC470198
0.7739	Intermediate Similarity	NPC470195
0.7739	Intermediate Similarity	NPC470194
0.7739	Intermediate Similarity	NPC470200
0.7739	Intermediate Similarity	NPC282474
0.7737	Intermediate Similarity	NPC158226
0.7737	Intermediate Similarity	NPC188618
0.7732	Intermediate Similarity	NPC293227
0.7732	Intermediate Similarity	NPC473717
0.7732	Intermediate Similarity	NPC473631
0.7732	Intermediate Similarity	NPC475662
0.773	Intermediate Similarity	NPC470810
0.773	Intermediate Similarity	NPC243701
0.7725	Intermediate Similarity	NPC259905
0.7725	Intermediate Similarity	NPC191653
0.7725	Intermediate Similarity	NPC99613
0.7725	Intermediate Similarity	NPC175477
0.7725	Intermediate Similarity	NPC49487
0.7725	Intermediate Similarity	NPC222455
0.772	Intermediate Similarity	NPC58538
0.772	Intermediate Similarity	NPC212290
0.772	Intermediate Similarity	NPC471801
0.7717	Intermediate Similarity	NPC317580
0.7717	Intermediate Similarity	NPC474637
0.7717	Intermediate Similarity	NPC201127
0.7717	Intermediate Similarity	NPC167098
0.7717	Intermediate Similarity	NPC246466
0.7717	Intermediate Similarity	NPC296044
0.7713	Intermediate Similarity	NPC178851
0.7713	Intermediate Similarity	NPC30027

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 NPC313541 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	400
0.1-0.2	1028
0.2-0.3	2028
0.3-0.4	2693
0.4-0.5	1890
0.5-0.6	752
0.6-0.7	279
0.7-0.8	80
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7887	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7838	Intermediate Similarity	NPD6232	Discontinued
0.7807	Intermediate Similarity	NPD7473	Discontinued
0.7688	Intermediate Similarity	NPD6959	Discontinued
0.7624	Intermediate Similarity	NPD3226	Approved
0.7602	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7539	Intermediate Similarity	NPD5844	Phase 1
0.7527	Intermediate Similarity	NPD7075	Discontinued
0.7526	Intermediate Similarity	NPD8313	Approved
0.7526	Intermediate Similarity	NPD8312	Approved
0.75	Intermediate Similarity	NPD7435	Discontinued
0.7486	Intermediate Similarity	NPD4380	Phase 2
0.7474	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7446	Intermediate Similarity	NPD7411	Suspended
0.7438	Intermediate Similarity	NPD6779	Approved
0.7438	Intermediate Similarity	NPD6780	Approved
0.7438	Intermediate Similarity	NPD6781	Approved
0.7438	Intermediate Similarity	NPD6782	Approved
0.7438	Intermediate Similarity	NPD6776	Approved
0.7438	Intermediate Similarity	NPD6777	Approved
0.7438	Intermediate Similarity	NPD6778	Approved
0.7411	Intermediate Similarity	NPD8150	Discontinued
0.7405	Intermediate Similarity	NPD6801	Discontinued
0.7404	Intermediate Similarity	NPD8151	Discontinued
0.7382	Intermediate Similarity	NPD2403	Approved
0.7382	Intermediate Similarity	NPD6166	Phase 2
0.7382	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7382	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.738	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7371	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7366	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7366	Intermediate Similarity	NPD7819	Suspended
0.7333	Intermediate Similarity	NPD6559	Discontinued
0.7326	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7308	Intermediate Similarity	NPD2532	Approved
0.7308	Intermediate Similarity	NPD2534	Approved
0.7308	Intermediate Similarity	NPD2533	Approved
0.7295	Intermediate Similarity	NPD7871	Phase 2
0.7295	Intermediate Similarity	NPD7870	Phase 2
0.7286	Intermediate Similarity	NPD7874	Approved
0.7286	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7246	Intermediate Similarity	NPD7698	Approved
0.7246	Intermediate Similarity	NPD7696	Phase 3
0.7246	Intermediate Similarity	NPD7697	Approved
0.7234	Intermediate Similarity	NPD5402	Approved
0.7222	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7204	Intermediate Similarity	NPD6599	Discontinued
0.7196	Intermediate Similarity	NPD7768	Phase 2
0.7192	Intermediate Similarity	NPD6535	Approved
0.7192	Intermediate Similarity	NPD6534	Approved
0.719	Intermediate Similarity	NPD7701	Phase 2
0.7181	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7158	Intermediate Similarity	NPD7390	Discontinued
0.7158	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD5406	Approved
0.7151	Intermediate Similarity	NPD5405	Approved
0.7151	Intermediate Similarity	NPD5404	Approved
0.7151	Intermediate Similarity	NPD5408	Approved
0.7151	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD3817	Phase 2
0.7129	Intermediate Similarity	NPD8320	Phase 1
0.7129	Intermediate Similarity	NPD8319	Approved
0.7121	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.712	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7089	Intermediate Similarity	NPD7801	Approved
0.7088	Intermediate Similarity	NPD4628	Phase 3
0.7087	Intermediate Similarity	NPD7700	Phase 2
0.7087	Intermediate Similarity	NPD7699	Phase 2
0.7068	Intermediate Similarity	NPD3749	Approved
0.7065	Intermediate Similarity	NPD8434	Phase 2
0.7065	Intermediate Similarity	NPD6799	Approved
0.7056	Intermediate Similarity	NPD2935	Discontinued
0.7053	Intermediate Similarity	NPD8438	Clinical (unspecified phase)
0.7049	Intermediate Similarity	NPD3887	Approved
0.7049	Intermediate Similarity	NPD2354	Approved
0.7043	Intermediate Similarity	NPD5403	Approved
0.7041	Intermediate Similarity	NPD3818	Discontinued
0.7041	Intermediate Similarity	NPD3751	Discontinued
0.7037	Intermediate Similarity	NPD1934	Approved
0.7032	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7024	Intermediate Similarity	NPD4360	Phase 2
0.7024	Intermediate Similarity	NPD4363	Phase 3
0.702	Intermediate Similarity	NPD6797	Phase 2
0.7017	Intermediate Similarity	NPD2346	Discontinued
0.7016	Intermediate Similarity	NPD3882	Suspended
0.7015	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7009	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7009	Intermediate Similarity	NPD7783	Phase 2
0.7005	Intermediate Similarity	NPD2370	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD1465	Phase 2
0.6995	Remote Similarity	NPD7003	Approved
0.6985	Remote Similarity	NPD7251	Discontinued
0.6984	Remote Similarity	NPD958	Approved
0.6978	Remote Similarity	NPD970	Clinical (unspecified phase)
0.697	Remote Similarity	NPD7074	Phase 3
0.6968	Remote Similarity	NPD7458	Discontinued
0.6952	Remote Similarity	NPD6823	Phase 2
0.695	Remote Similarity	NPD7808	Phase 3
0.6935	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD5401	Approved
0.6931	Remote Similarity	NPD6785	Approved
0.6931	Remote Similarity	NPD6784	Approved
0.6923	Remote Similarity	NPD3787	Discontinued
0.6919	Remote Similarity	NPD7054	Approved
0.6911	Remote Similarity	NPD2801	Approved
0.6907	Remote Similarity	NPD5494	Approved
0.6893	Remote Similarity	NPD6212	Phase 3
0.6893	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.6893	Remote Similarity	NPD6213	Phase 3
0.6884	Remote Similarity	NPD7472	Approved
0.6875	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.6869	Remote Similarity	NPD7177	Discontinued
0.6859	Remote Similarity	NPD37	Approved
0.6856	Remote Similarity	NPD6234	Discontinued
0.6839	Remote Similarity	NPD4965	Approved
0.6839	Remote Similarity	NPD4967	Phase 2
0.6839	Remote Similarity	NPD4966	Approved
0.6837	Remote Similarity	NPD5710	Approved
0.6837	Remote Similarity	NPD5711	Approved
0.6831	Remote Similarity	NPD2355	Clinical (unspecified phase)
0.6831	Remote Similarity	NPD2353	Approved
0.6825	Remote Similarity	NPD957	Approved
0.6823	Remote Similarity	NPD8455	Phase 2
0.6813	Remote Similarity	NPD1510	Phase 2
0.6811	Remote Similarity	NPD3750	Approved
0.681	Remote Similarity	NPD8285	Discontinued
0.6809	Remote Similarity	NPD1512	Approved
0.6796	Remote Similarity	NPD1607	Approved
0.6793	Remote Similarity	NPD1549	Phase 2
0.6793	Remote Similarity	NPD4534	Discontinued
0.6784	Remote Similarity	NPD7893	Clinical (unspecified phase)
0.6784	Remote Similarity	NPD7228	Approved
0.6774	Remote Similarity	NPD6190	Approved
0.6758	Remote Similarity	NPD4538	Approved
0.6758	Remote Similarity	NPD4536	Approved
0.6758	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6746	Remote Similarity	NPD4361	Phase 2
0.6746	Remote Similarity	NPD4362	Clinical (unspecified phase)
0.6739	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6739	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6721	Remote Similarity	NPD2799	Discontinued
0.672	Remote Similarity	NPD6273	Approved
0.6717	Remote Similarity	NPD3926	Phase 2
0.6703	Remote Similarity	NPD5958	Discontinued
0.6702	Remote Similarity	NPD1511	Approved
0.6701	Remote Similarity	NPD1247	Approved
0.6698	Remote Similarity	NPD7211	Clinical (unspecified phase)
0.6685	Remote Similarity	NPD2796	Approved
0.6685	Remote Similarity	NPD1240	Approved
0.6684	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6684	Remote Similarity	NPD919	Approved
0.6683	Remote Similarity	NPD5953	Discontinued
0.6667	Remote Similarity	NPD1578	Phase 2
0.6649	Remote Similarity	NPD2344	Approved
0.6649	Remote Similarity	NPD5058	Phase 3
0.6633	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6631	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.663	Remote Similarity	NPD5588	Approved
0.663	Remote Similarity	NPD5960	Phase 3
0.6616	Remote Similarity	NPD7199	Phase 2
0.6614	Remote Similarity	NPD7040	Clinical (unspecified phase)
0.6614	Remote Similarity	NPD7041	Phase 2
0.6597	Remote Similarity	NPD920	Approved
0.6597	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6595	Remote Similarity	NPD1551	Phase 2
0.6595	Remote Similarity	NPD2438	Suspended
0.6593	Remote Similarity	NPD4060	Phase 1
0.6583	Remote Similarity	NPD7229	Phase 3
0.6575	Remote Similarity	NPD2313	Discontinued
0.6575	Remote Similarity	NPD3764	Approved
0.6575	Remote Similarity	NPD6798	Discontinued
0.6573	Remote Similarity	NPD1470	Approved
0.6569	Remote Similarity	NPD7685	Pre-registration
0.6559	Remote Similarity	NPD1471	Phase 3
0.6553	Remote Similarity	NPD1852	Discontinued
0.6545	Remote Similarity	NPD1940	Clinical (unspecified phase)
0.6542	Remote Similarity	NPD7501	Clinical (unspecified phase)
0.6542	Remote Similarity	NPD4914	Approved
0.6541	Remote Similarity	NPD3748	Approved
0.6533	Remote Similarity	NPD8127	Discontinued
0.6531	Remote Similarity	NPD2379	Clinical (unspecified phase)
0.6526	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6524	Remote Similarity	NPD3819	Phase 2
0.6508	Remote Similarity	NPD2309	Approved
0.6507	Remote Similarity	NPD8059	Phase 3
0.6507	Remote Similarity	NPD8058	Clinical (unspecified phase)
0.6505	Remote Similarity	NPD1501	Clinical (unspecified phase)
0.6502	Remote Similarity	NPD7286	Phase 2
0.6495	Remote Similarity	NPD4972	Discontinued
0.6492	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6489	Remote Similarity	NPD1243	Approved
0.6489	Remote Similarity	NPD2800	Approved
0.6488	Remote Similarity	NPD7240	Approved
0.6471	Remote Similarity	NPD2343	Clinical (unspecified phase)
0.6467	Remote Similarity	NPD230	Phase 1
0.6457	Remote Similarity	NPD7930	Approved

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data