NPASS Compound

Structure

CID155444 OpenBabel06191715522D 42 48 0 0 1 0 0 0 0 0999 V2000 -1.4299 4.7076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6172 3.5208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7267 -1.9545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3186 -1.4215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0700 3.4446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4618 -0.7494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1465 -0.4342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6643 -0.2884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2596 -0.2892 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1893 -0.5860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2979 0.5232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9958 3.0859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0693 0.6330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6651 2.4747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2607 2.4741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2719 2.0149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6809 3.7715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3688 -1.2284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4629 2.0139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2717 1.0938 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6647 0.6324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8672 1.0934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2601 0.6321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8674 2.0145 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2468 2.1498 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7490 0.2775 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4624 1.0926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4322 0.6094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1831 1.8991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4063 1.5147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7534 0.6098 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8127 0.5281 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.0578 1.0923 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5929 1.0942 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0698 2.4753 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4342 0.9630 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5617 1.4642 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4319 -0.3599 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8683 2.5847 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9344 2.3275 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4229 -0.2250 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 17 1 0 0 0 0 2 17 1 0 0 0 0 3 18 1 0 0 0 0 4 18 1 0 0 0 0 5 35 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 7 11 1 0 0 0 0 8 21 1 0 0 0 0 9 23 2 0 0 0 0 10 26 1 0 0 0 0 11 36 1 0 0 0 0 12 17 1 0 0 0 0 13 20 1 0 0 0 0 13 22 2 0 0 0 0 14 19 1 0 0 0 0 15 19 2 0 0 0 0 15 33 1 0 0 0 0 16 20 1 0 0 0 0 16 35 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 1 0 0 0 21 22 1 0 0 0 0 21 27 2 0 0 0 0 22 24 1 0 0 0 0 23 27 1 0 0 0 0 23 33 1 0 0 0 0 24 14 1 6 0 0 0 24 35 1 0 0 0 0 25 12 1 6 0 0 0 25 29 1 0 0 0 0 25 37 1 0 0 0 0 26 32 1 6 0 0 0 26 36 1 0 0 0 0 28 34 2 3 0 0 0 28 38 1 0 0 0 0 29 36 1 0 0 0 0 29 39 2 0 0 0 0 30 31 1 0 0 0 0 30 37 1 0 0 0 0 30 40 2 0 0 0 0 31 18 1 1 0 0 0 31 34 1 0 0 0 0 31 42 1 0 0 0 0 32 37 1 0 0 0 0 32 41 1 6 0 0 0 32 42 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	575.31
Volume:	579.976
LogP:	3.991
LogD:	3.34
LogS:	-3.45
# Rotatable Bonds:	6
TPSA:	118.21
# H-Bond Aceptor:	10
# H-Bond Donor:	3
# Rings:	7
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.504
Synthetic Accessibility Score:	5.025
Fsp3:	0.594
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.015
MDCK Permeability:	1.1624017133726738e-05
Pgp-inhibitor:	0.998
Pgp-substrate:	0.079
Human Intestinal Absorption (HIA):	0.059
20% Bioavailability (F20%):	0.007
30% Bioavailability (F30%):	0.983

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.409
Plasma Protein Binding (PPB):	88.26892852783203%
Volume Distribution (VD):	2.809
Pgp-substrate:	6.308772563934326%

ADMET: Metabolism

CYP1A2-inhibitor:	0.009
CYP1A2-substrate:	0.116
CYP2C19-inhibitor:	0.729
CYP2C19-substrate:	0.921
CYP2C9-inhibitor:	0.947
CYP2C9-substrate:	0.093
CYP2D6-inhibitor:	0.013
CYP2D6-substrate:	0.157
CYP3A4-inhibitor:	0.939
CYP3A4-substrate:	0.952

ADMET: Excretion

Clearance (CL):	14.426
Half-life (T1/2):	0.536

ADMET: Toxicity

hERG Blockers:	0.068
Human Hepatotoxicity (H-HT):	0.533
Drug-inuced Liver Injury (DILI):	0.97
AMES Toxicity:	0.015
Rat Oral Acute Toxicity:	0.771
Maximum Recommended Daily Dose:	0.958
Skin Sensitization:	0.313
Carcinogencity:	0.965
Eye Corrosion:	0.003
Eye Irritation:	0.004
Respiratory Toxicity:	0.16

Download Data

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

Natural Product: NPC155444

Natural Product ID:	NPC155444
*Common Name:**	Ergocryptine
IUPAC Name:	n.a.
Synonyms:	Alpha-Ergocryptine
Standard InCHIKey:	YDOTUXAWKBPQJW-NSLWYYNWSA-N
Standard InCHI:	InChI=1S/C32H41N5O5/c1-17(2)12-25-29(39)36-11-7-10-26(36)32(41)37(25)30(40)31(42-32,18(3)4)34-28(38)20-13-22-21-8-6-9-23-27(21)19(15-33-23)14-24(22)35(5)16-20/h6,8-9,13,15,17-18,20,24-26,33,41H,7,10-12,14,16H2,1-5H3,(H,34,38)/t20-,24-,25+,26+,31-,32+/m1/s1
SMILES:	CC(C)C[C@H]1C(=O)N2CCC[C@H]2[C@]2(N1C(=O)[C@](C(C)C)(N=C([C@@H]1C=C3c4cccc5c4c(C[C@H]3N(C)C1)c[nH]5)O)O2)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1403281
PubChem CID:	134551
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives [CHEMONTID:0002679] Ergoline and derivatives [CHEMONTID:0002680] Lysergic acids and derivatives [CHEMONTID:0002746] Lysergamides

*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
NPO24009	Claviceps purpurea	Species	Clavicipitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17841110]
NPO24009	Claviceps purpurea	Species	Clavicipitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20778930]
NPO24009	Claviceps purpurea	Species	Clavicipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24009	Claviceps purpurea	Species	Clavicipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24009	Claviceps purpurea	Species	Clavicipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24009	Claviceps purpurea	Species	Clavicipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ 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	24
Ki	22
Potency	65

Activity Type	# Activity
Individual Protein	87
Organism	4
Others	8
PROTEIN COMPLEX	3
Protein-Protein Interaction	12

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT4741	Individual Protein	Cholecystokinin A receptor	Mus musculus	IC50	>	80000.0	nM	PMID[528351]
NPT4742	Individual Protein	Cholecystokinin B receptor	Mus musculus	IC50	>	80000.0	nM	PMID[528351]
NPT45	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 2	Homo sapiens	Potency	=	11220.2	nM	PMID[528352]
NPT149	Individual Protein	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Homo sapiens	Potency	=	7943.3	nM	PMID[528353]
NPT48	Individual Protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	15848.9	nM	PMID[528353]
NPT1226	Individual Protein	Caspase-7	Homo sapiens	Potency	=	25118.9	nM	PMID[528353]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	15848.9	nM	PMID[528354]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	15848.9	nM	PMID[528353]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	12589.3	nM	PMID[528353]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	14125.4	nM	PMID[528354]
NPT3	Individual Protein	Thioredoxin glutathione reductase	Schistosoma mansoni	Potency	=	5623.4	nM	PMID[528352]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	35481.3	nM	PMID[528353]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	44668.4	nM	PMID[528354]
NPT151	Individual Protein	15-hydroxyprostaglandin dehydrogenase [NAD+]	Homo sapiens	Potency	=	35481.3	nM	PMID[528353]
NPT277	Individual Protein	Caspase-1	Homo sapiens	Potency	=	25118.9	nM	PMID[528353]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	1000.0	nM	PMID[528353]
NPT532	Individual Protein	Lysine-specific demethylase 4A	Homo sapiens	Potency	n.a.	50118.7	nM	PMID[528352]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	12995.3	nM	PMID[528352]
NPT1005	Individual Protein	Tumor susceptibility gene 101 protein	Homo sapiens	Potency	n.a.	50118.7	nM	PMID[528352]
NPT5	Individual Protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	6309.6	nM	PMID[528352]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	79432.8	nM	PMID[528352]
NPT477	Individual Protein	DNA dC->dU-editing enzyme APOBEC-3G	Homo sapiens	Potency	n.a.	26608.6	nM	PMID[528355]
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	Potency	n.a.	891.3	nM	PMID[528355]
NPT219	Individual Protein	Alpha-1a adrenergic receptor	Rattus norvegicus	IC50	=	11.0	nM	PMID[528356]
NPT219	Individual Protein	Alpha-1a adrenergic receptor	Rattus norvegicus	Ki	=	4.279	nM	PMID[528356]
NPT220	Individual Protein	Alpha-1b adrenergic receptor	Rattus norvegicus	IC50	=	14.0	nM	PMID[528356]
NPT220	Individual Protein	Alpha-1b adrenergic receptor	Rattus norvegicus	Ki	=	7.938	nM	PMID[528356]
NPT221	Individual Protein	Alpha-1d adrenergic receptor	Homo sapiens	IC50	=	48.0	nM	PMID[528356]
NPT221	Individual Protein	Alpha-1d adrenergic receptor	Homo sapiens	Ki	=	24.0	nM	PMID[528356]
NPT222	Individual Protein	Alpha-2a adrenergic receptor	Homo sapiens	IC50	=	7.946	nM	PMID[528356]
NPT222	Individual Protein	Alpha-2a adrenergic receptor	Homo sapiens	Ki	=	2.98	nM	PMID[528356]
NPT223	Individual Protein	Alpha-2b adrenergic receptor	Homo sapiens	IC50	=	26.0	nM	PMID[528356]
NPT223	Individual Protein	Alpha-2b adrenergic receptor	Homo sapiens	Ki	=	12.0	nM	PMID[528356]
NPT224	Individual Protein	Alpha-2c adrenergic receptor	Homo sapiens	IC50	=	38.0	nM	PMID[528356]
NPT224	Individual Protein	Alpha-2c adrenergic receptor	Homo sapiens	Ki	=	5.484	nM	PMID[528356]
NPT227	Individual Protein	Beta-3 adrenergic receptor	Homo sapiens	IC50	=	2496.0	nM	PMID[528356]
NPT227	Individual Protein	Beta-3 adrenergic receptor	Homo sapiens	Ki	=	1872.0	nM	PMID[528356]
NPT212	Individual Protein	Cytochrome P450 2C9	Homo sapiens	IC50	=	6000.0	nM	PMID[528356]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	IC50	=	600.0	nM	PMID[528356]
NPT242	Individual Protein	Dopamine D1 receptor	Homo sapiens	IC50	=	403.0	nM	PMID[528356]
NPT242	Individual Protein	Dopamine D1 receptor	Homo sapiens	Ki	=	202.0	nM	PMID[528356]
NPT243	Individual Protein	Dopamine D2 receptor	Homo sapiens	IC50	=	1.95	nM	PMID[528356]
NPT243	Individual Protein	Dopamine D2 receptor	Homo sapiens	Ki	=	0.65	nM	PMID[528356]
NPT244	Individual Protein	Dopamine D3 receptor	Homo sapiens	IC50	=	0.589	nM	PMID[528356]
NPT244	Individual Protein	Dopamine D3 receptor	Homo sapiens	Ki	=	0.2	nM	PMID[528356]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	IC50	=	2427.0	nM	PMID[528356]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	=	985.0	nM	PMID[528356]
NPT288	Individual Protein	Serotonin 1a (5-HT1a) receptor	Rattus norvegicus	IC50	=	2.631	nM	PMID[528356]
NPT288	Individual Protein	Serotonin 1a (5-HT1a) receptor	Rattus norvegicus	Ki	=	1.503	nM	PMID[528356]
NPT289	Individual Protein	Serotonin 1b (5-HT1b) receptor	Rattus norvegicus	IC50	=	8.199	nM	PMID[528356]
NPT289	Individual Protein	Serotonin 1b (5-HT1b) receptor	Rattus norvegicus	Ki	=	5.021	nM	PMID[528356]
NPT290	Individual Protein	Serotonin 2a (5-HT2a) receptor	Homo sapiens	IC50	=	47.0	nM	PMID[528356]
NPT290	Individual Protein	Serotonin 2a (5-HT2a) receptor	Homo sapiens	Ki	=	14.0	nM	PMID[528356]
NPT291	Individual Protein	Serotonin 2b (5-HT2b) receptor	Homo sapiens	IC50	=	13.0	nM	PMID[528356]
NPT291	Individual Protein	Serotonin 2b (5-HT2b) receptor	Homo sapiens	Ki	=	8.217	nM	PMID[528356]
NPT292	Individual Protein	Serotonin 2c (5-HT2c) receptor	Homo sapiens	IC50	=	147.0	nM	PMID[528356]
NPT292	Individual Protein	Serotonin 2c (5-HT2c) receptor	Homo sapiens	Ki	=	77.0	nM	PMID[528356]
NPT294	Individual Protein	Serotonin 6 (5-HT6) receptor	Homo sapiens	IC50	=	16.0	nM	PMID[528356]
NPT294	Individual Protein	Serotonin 6 (5-HT6) receptor	Homo sapiens	Ki	=	7.559	nM	PMID[528356]
NPT2971	Individual Protein	DNA dC->dU-editing enzyme APOBEC-3F	Homo sapiens	Potency	n.a.	17782.8	nM	PMID[528352]
NPT1456	Individual Protein	P-glycoprotein 1	Mus musculus	Ki	=	26900.0	nM	PMID[528358]
NPT1455	Individual Protein	P-glycoprotein 3	Mus musculus	Ki	=	43500.0	nM	PMID[528358]
NPT156	Individual Protein	Sphingomyelin phosphodiesterase	Homo sapiens	Potency	n.a.	31622.8	nM	PMID[528352]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	65.1	nM	PMID[528352]
NPT1005	Individual Protein	Tumor susceptibility gene 101 protein	Homo sapiens	Potency	n.a.	365.9	nM	PMID[528352]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	16360.1	nM	PMID[528352]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	16360.1	nM	PMID[528359]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	26608.6	nM	PMID[528355]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	20596.2	nM	PMID[528359]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	18837.5	nM	PMID[528355]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	20596.2	nM	PMID[528352]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	17782.8	nM	PMID[528352]
NPT244	Individual Protein	Dopamine D3 receptor	Homo sapiens	Potency	n.a.	199.5	nM	PMID[528352]
NPT49	Individual Protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency	n.a.	10000.0	nM	PMID[528354]
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	35481.3	nM	PMID[528353]
NPT2	Others	Unspecified		Potency	=	25118.9	nM	PMID[528353]
NPT791	Individual Protein	Cruzipain	Trypanosoma cruzi	Potency	=	39810.7	nM	PMID[528353]
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	31622.8	nM	PMID[528353]
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	25118.9	nM	PMID[528354]
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	10000.0	nM	PMID[528353]
NPT2	Others	Unspecified		Potency	=	7943.3	nM	PMID[528353]
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency	n.a.	7911.3	nM	PMID[528353]
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency	n.a.	7051.0	nM	PMID[528354]
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[528353]
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency	n.a.	28183.8	nM	PMID[528354]
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency	n.a.	11220.2	nM	PMID[528354]
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency	n.a.	7079.5	nM	PMID[528353]
NPT21702	PROTEIN-PROTEIN INTERACTION	Importin subunit beta-1/Snurportin-1	Homo sapiens	Potency	n.a.	100000.0	nM	PMID[528352]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	3696.4	nM	PMID[528352]
NPT20798	PROTEIN COMPLEX	GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1	Homo sapiens	Potency	n.a.	31622.8	nM	PMID[528352]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	15848.9	nM	PMID[528352]
NPT8	Individual Protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	11220.2	nM	PMID[528352]
NPT803	Individual Protein	Flap endonuclease 1	Homo sapiens	Potency	n.a.	12589.3	nM	PMID[528352]
NPT698	Individual Protein	Regulator of G-protein signaling 4	Homo sapiens	Potency	n.a.	56234.1	nM	PMID[528352]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	2936.2	nM	PMID[528352]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	44668.4	nM	PMID[528352]
NPT2	Others	Unspecified		IC50	=	3.279	nM	PMID[528356]
NPT2	Others	Unspecified		Ki	=	2.186	nM	PMID[528356]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	Ki	=	12200.0	nM	PMID[528357]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	Ki	=	6430.0	nM	PMID[528357]
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency	n.a.	65.1	nM	PMID[528353]
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency	n.a.	6506.4	nM	PMID[528354]
NPT2	Others	Unspecified		Potency	n.a.	11220.2	nM	PMID[528352]
NPT755	Individual Protein	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Homo sapiens	Potency	n.a.	44668.4	nM	PMID[528352]
NPT2	Others	Unspecified		Potency	n.a.	1000.0	nM	PMID[528352]
NPT831	Individual Protein	Serine/threonine-protein kinase PLK1	Homo sapiens	Potency	n.a.	29934.9	nM	PMID[528352]
NPT2	Others	Unspecified		Potency	n.a.	14125.4	nM	PMID[528355]
NPT2	Others	Unspecified		Potency	n.a.	39810.7	nM	PMID[528359]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	20000.0	nM	PMID[528360]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	19952.62	nM	PMID[528360]

☑ 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 NPC155444 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	375
0.1-0.2	2329
0.2-0.3	18186
0.3-0.4	14592
0.4-0.5	2752
0.5-0.6	2780
0.6-0.7	1433
0.7-0.8	238
0.8-0.85	9
0.85-0.9	0
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9752	High Similarity	NPC56109
0.9752	High Similarity	NPC191382
0.8416	Intermediate Similarity	NPC171317
0.8224	Intermediate Similarity	NPC477714
0.82	Intermediate Similarity	NPC213629
0.819	Intermediate Similarity	NPC478158
0.819	Intermediate Similarity	NPC162860
0.8182	Intermediate Similarity	NPC54420
0.8169	Intermediate Similarity	NPC478157
0.815	Intermediate Similarity	NPC17059
0.8104	Intermediate Similarity	NPC107077
0.8104	Intermediate Similarity	NPC223791
0.81	Intermediate Similarity	NPC94752
0.8093	Intermediate Similarity	NPC477715
0.8056	Intermediate Similarity	NPC281049
0.8029	Intermediate Similarity	NPC475506
0.8019	Intermediate Similarity	NPC293917
0.8	Intermediate Similarity	NPC228835
0.7991	Intermediate Similarity	NPC75634
0.799	Intermediate Similarity	NPC155143
0.7971	Intermediate Similarity	NPC473640
0.787	Intermediate Similarity	NPC54744
0.7847	Intermediate Similarity	NPC100321
0.783	Intermediate Similarity	NPC473376
0.78	Intermediate Similarity	NPC11126
0.7793	Intermediate Similarity	NPC64216
0.7766	Intermediate Similarity	NPC194411
0.7761	Intermediate Similarity	NPC91179
0.775	Intermediate Similarity	NPC68354
0.7743	Intermediate Similarity	NPC475859
0.7743	Intermediate Similarity	NPC475969
0.7742	Intermediate Similarity	NPC75726
0.7742	Intermediate Similarity	NPC110602
0.7742	Intermediate Similarity	NPC31385
0.7736	Intermediate Similarity	NPC193761
0.7719	Intermediate Similarity	NPC325976
0.7709	Intermediate Similarity	NPC89987
0.7706	Intermediate Similarity	NPC475602
0.7699	Intermediate Similarity	NPC470730
0.7699	Intermediate Similarity	NPC477175
0.7696	Intermediate Similarity	NPC478029
0.7696	Intermediate Similarity	NPC320968
0.7689	Intermediate Similarity	NPC476491
0.7681	Intermediate Similarity	NPC117244
0.7681	Intermediate Similarity	NPC473763
0.7675	Intermediate Similarity	NPC323752
0.7665	Intermediate Similarity	NPC474877
0.765	Intermediate Similarity	NPC275305
0.765	Intermediate Similarity	NPC37423
0.7647	Intermediate Similarity	NPC165495
0.7636	Intermediate Similarity	NPC470731
0.7633	Intermediate Similarity	NPC95783
0.7632	Intermediate Similarity	NPC165743
0.7621	Intermediate Similarity	NPC470729
0.7621	Intermediate Similarity	NPC326363
0.7621	Intermediate Similarity	NPC477176
0.7609	Intermediate Similarity	NPC478028
0.7598	Intermediate Similarity	NPC63279
0.7588	Intermediate Similarity	NPC477177
0.7573	Intermediate Similarity	NPC235684
0.757	Intermediate Similarity	NPC476874
0.7566	Intermediate Similarity	NPC24370
0.7566	Intermediate Similarity	NPC319232
0.7566	Intermediate Similarity	NPC475338
0.7566	Intermediate Similarity	NPC909
0.7565	Intermediate Similarity	NPC297642
0.7557	Intermediate Similarity	NPC470732
0.7533	Intermediate Similarity	NPC475258
0.7524	Intermediate Similarity	NPC15102
0.75	Intermediate Similarity	NPC321708
0.7489	Intermediate Similarity	NPC473310
0.7488	Intermediate Similarity	NPC59269
0.7477	Intermediate Similarity	NPC472027
0.7477	Intermediate Similarity	NPC470497
0.7476	Intermediate Similarity	NPC47190
0.7467	Intermediate Similarity	NPC69843
0.7466	Intermediate Similarity	NPC473757
0.7465	Intermediate Similarity	NPC470499
0.7451	Intermediate Similarity	NPC215795
0.7451	Intermediate Similarity	NPC176199
0.7449	Intermediate Similarity	NPC472846
0.744	Intermediate Similarity	NPC308931
0.744	Intermediate Similarity	NPC99939
0.7439	Intermediate Similarity	NPC315467
0.7426	Intermediate Similarity	NPC314603
0.7421	Intermediate Similarity	NPC471193
0.7421	Intermediate Similarity	NPC6865
0.7421	Intermediate Similarity	NPC153980
0.7421	Intermediate Similarity	NPC471194
0.7412	Intermediate Similarity	NPC472762
0.7409	Intermediate Similarity	NPC475422
0.74	Intermediate Similarity	NPC474561
0.74	Intermediate Similarity	NPC49954
0.74	Intermediate Similarity	NPC160105
0.7397	Intermediate Similarity	NPC87755
0.7389	Intermediate Similarity	NPC474896
0.7389	Intermediate Similarity	NPC471506
0.7389	Intermediate Similarity	NPC469938
0.7386	Intermediate Similarity	NPC314882
0.7376	Intermediate Similarity	NPC72956
0.7368	Intermediate Similarity	NPC19170
0.7366	Intermediate Similarity	NPC126709
0.7366	Intermediate Similarity	NPC248041
0.7366	Intermediate Similarity	NPC283219
0.7363	Intermediate Similarity	NPC63751
0.7361	Intermediate Similarity	NPC300183
0.7357	Intermediate Similarity	NPC31097
0.7352	Intermediate Similarity	NPC166492
0.7352	Intermediate Similarity	NPC473362
0.7345	Intermediate Similarity	NPC272174
0.7344	Intermediate Similarity	NPC153400
0.734	Intermediate Similarity	NPC161861
0.7339	Intermediate Similarity	NPC478009
0.7339	Intermediate Similarity	NPC478010
0.7336	Intermediate Similarity	NPC227582
0.7328	Intermediate Similarity	NPC63031
0.7327	Intermediate Similarity	NPC476073
0.7324	Intermediate Similarity	NPC294693
0.7323	Intermediate Similarity	NPC318065
0.7323	Intermediate Similarity	NPC206819
0.7323	Intermediate Similarity	NPC56765
0.7317	Intermediate Similarity	NPC145885
0.7317	Intermediate Similarity	NPC84827
0.7317	Intermediate Similarity	NPC14113
0.7315	Intermediate Similarity	NPC252338
0.7302	Intermediate Similarity	NPC265576
0.7293	Intermediate Similarity	NPC474196
0.7288	Intermediate Similarity	NPC472207
0.7282	Intermediate Similarity	NPC213468
0.7281	Intermediate Similarity	NPC327095
0.7281	Intermediate Similarity	NPC253987
0.7281	Intermediate Similarity	NPC312942
0.7273	Intermediate Similarity	NPC297862
0.7269	Intermediate Similarity	NPC74413
0.7268	Intermediate Similarity	NPC267885
0.7265	Intermediate Similarity	NPC478006
0.7252	Intermediate Similarity	NPC126066
0.725	Intermediate Similarity	NPC282231
0.7249	Intermediate Similarity	NPC40455
0.7244	Intermediate Similarity	NPC471192
0.7244	Intermediate Similarity	NPC251936
0.7232	Intermediate Similarity	NPC229348
0.7225	Intermediate Similarity	NPC472294
0.722	Intermediate Similarity	NPC149155
0.722	Intermediate Similarity	NPC110500
0.722	Intermediate Similarity	NPC203468
0.7215	Intermediate Similarity	NPC317701
0.7214	Intermediate Similarity	NPC194640
0.7203	Intermediate Similarity	NPC184225
0.72	Intermediate Similarity	NPC250835
0.72	Intermediate Similarity	NPC279918
0.7198	Intermediate Similarity	NPC219336
0.7195	Intermediate Similarity	NPC323927
0.7194	Intermediate Similarity	NPC478012
0.7194	Intermediate Similarity	NPC478011
0.7193	Intermediate Similarity	NPC474195
0.719	Intermediate Similarity	NPC280290
0.7183	Intermediate Similarity	NPC243716
0.7181	Intermediate Similarity	NPC475736
0.7177	Intermediate Similarity	NPC19679
0.7177	Intermediate Similarity	NPC470205
0.7176	Intermediate Similarity	NPC232130
0.7174	Intermediate Similarity	NPC476817
0.7169	Intermediate Similarity	NPC260900
0.7165	Intermediate Similarity	NPC314176
0.7163	Intermediate Similarity	NPC195239
0.7163	Intermediate Similarity	NPC469896
0.7163	Intermediate Similarity	NPC157828
0.7162	Intermediate Similarity	NPC314957
0.716	Intermediate Similarity	NPC14812
0.7155	Intermediate Similarity	NPC476492
0.715	Intermediate Similarity	NPC15573
0.715	Intermediate Similarity	NPC183662
0.715	Intermediate Similarity	NPC217372
0.7149	Intermediate Similarity	NPC475288
0.7143	Intermediate Similarity	NPC54981
0.7143	Intermediate Similarity	NPC82370
0.7131	Intermediate Similarity	NPC28945
0.713	Intermediate Similarity	NPC11445
0.7129	Intermediate Similarity	NPC311276
0.7125	Intermediate Similarity	NPC477108
0.7125	Intermediate Similarity	NPC477109
0.7125	Intermediate Similarity	NPC477107
0.7124	Intermediate Similarity	NPC313640
0.7117	Intermediate Similarity	NPC225821
0.7117	Intermediate Similarity	NPC477065
0.7097	Intermediate Similarity	NPC229332
0.7093	Intermediate Similarity	NPC36405
0.7087	Intermediate Similarity	NPC2395
0.7085	Intermediate Similarity	NPC70922
0.7085	Intermediate Similarity	NPC258062
0.7085	Intermediate Similarity	NPC80597
0.7085	Intermediate Similarity	NPC75540
0.7085	Intermediate Similarity	NPC212376
0.7085	Intermediate Similarity	NPC211572
0.7083	Intermediate Similarity	NPC17487
0.7083	Intermediate Similarity	NPC201831
0.7081	Intermediate Similarity	NPC16659
0.7078	Intermediate Similarity	NPC49196
0.7078	Intermediate Similarity	NPC195461

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 NPC155444 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	211
0.1-0.2	515
0.2-0.3	1028
0.3-0.4	2037
0.4-0.5	2428
0.5-0.6	2249
0.6-0.7	594
0.7-0.8	74
0.8-0.85	1
0.85-0.9	2
0.9-0.95	10
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9752	High Similarity	NPD7780	Approved
0.9752	High Similarity	NPD7781	Approved
0.951	High Similarity	NPD7730	Approved
0.951	High Similarity	NPD7731	Approved
0.9417	High Similarity	NPD7824	Approved
0.9412	High Similarity	NPD7271	Approved
0.9282	High Similarity	NPD7790	Approved
0.9282	High Similarity	NPD7789	Approved
0.9282	High Similarity	NPD7953	Approved
0.9282	High Similarity	NPD7952	Approved
0.9282	High Similarity	NPD7791	Approved
0.9282	High Similarity	NPD7951	Approved
0.9282	High Similarity	NPD7950	Approved
0.9175	High Similarity	NPD7717	Approved
0.9175	High Similarity	NPD7716	Approved
0.815	Intermediate Similarity	NPD3961	Discontinued
0.8019	Intermediate Similarity	NPD7621	Clinical (unspecified phase)
0.8009	Intermediate Similarity	NPD8493	Clinical (unspecified phase)
0.7907	Intermediate Similarity	NPD7594	Clinical (unspecified phase)
0.78	Intermediate Similarity	NPD4079	Approved
0.78	Intermediate Similarity	NPD4076	Approved
0.7794	Intermediate Similarity	NPD3486	Clinical (unspecified phase)
0.7789	Intermediate Similarity	NPD4075	Phase 2
0.7778	Intermediate Similarity	NPD7470	Discontinued
0.7763	Intermediate Similarity	NPD8406	Clinical (unspecified phase)
0.7751	Intermediate Similarity	NPD6664	Approved
0.775	Intermediate Similarity	NPD3506	Approved
0.775	Intermediate Similarity	NPD3505	Approved
0.7656	Intermediate Similarity	NPD7619	Phase 3
0.7656	Intermediate Similarity	NPD7618	Phase 3
0.7628	Intermediate Similarity	NPD7957	Phase 1
0.7628	Intermediate Similarity	NPD7958	Clinical (unspecified phase)
0.7606	Intermediate Similarity	NPD7903	Clinical (unspecified phase)
0.7598	Intermediate Similarity	NPD5728	Clinical (unspecified phase)
0.7593	Intermediate Similarity	NPD6838	Clinical (unspecified phase)
0.7581	Intermediate Similarity	NPD8272	Phase 2
0.758	Intermediate Similarity	NPD8093	Discontinued
0.7574	Intermediate Similarity	NPD6203	Clinical (unspecified phase)
0.7569	Intermediate Similarity	NPD7998	Clinical (unspecified phase)
0.7568	Intermediate Similarity	NPD8405	Clinical (unspecified phase)
0.7534	Intermediate Similarity	NPD8013	Clinical (unspecified phase)
0.7524	Intermediate Similarity	NPD6610	Clinical (unspecified phase)
0.7511	Intermediate Similarity	NPD7971	Clinical (unspecified phase)
0.7511	Intermediate Similarity	NPD7970	Approved
0.7489	Intermediate Similarity	NPD7809	Clinical (unspecified phase)
0.7489	Intermediate Similarity	NPD7711	Discontinued
0.7488	Intermediate Similarity	NPD4181	Approved
0.7475	Intermediate Similarity	NPD4128	Approved
0.7452	Intermediate Similarity	NPD8431	Approved
0.7444	Intermediate Similarity	NPD8000	Clinical (unspecified phase)
0.7432	Intermediate Similarity	NPD8112	Clinical (unspecified phase)
0.7431	Intermediate Similarity	NPD8322	Phase 2
0.7419	Intermediate Similarity	NPD5426	Phase 3
0.7407	Intermediate Similarity	NPD8073	Approved
0.7406	Intermediate Similarity	NPD7944	Discontinued
0.7397	Intermediate Similarity	NPD7947	Clinical (unspecified phase)
0.7387	Intermediate Similarity	NPD8094	Discontinued
0.7373	Intermediate Similarity	NPD8072	Approved
0.7363	Intermediate Similarity	NPD4640	Approved
0.7363	Intermediate Similarity	NPD4639	Approved
0.7363	Intermediate Similarity	NPD4638	Approved
0.7353	Intermediate Similarity	NPD6375	Clinical (unspecified phase)
0.735	Intermediate Similarity	NPD5744	Clinical (unspecified phase)
0.7327	Intermediate Similarity	NPD5721	Clinical (unspecified phase)
0.7317	Intermediate Similarity	NPD2144	Approved
0.73	Intermediate Similarity	NPD3323	Discontinued
0.73	Intermediate Similarity	NPD3583	Phase 2
0.7295	Intermediate Similarity	NPD3038	Discontinued
0.7294	Intermediate Similarity	NPD5487	Phase 1
0.7289	Intermediate Similarity	NPD7823	Clinical (unspecified phase)
0.7284	Intermediate Similarity	NPD8317	Phase 2
0.7284	Intermediate Similarity	NPD8316	Phase 2
0.7277	Intermediate Similarity	NPD4779	Clinical (unspecified phase)
0.7269	Intermediate Similarity	NPD6248	Phase 2
0.7269	Intermediate Similarity	NPD6249	Phase 2
0.7269	Intermediate Similarity	NPD6661	Clinical (unspecified phase)
0.7264	Intermediate Similarity	NPD6180	Clinical (unspecified phase)
0.7261	Intermediate Similarity	NPD7603	Discontinued
0.726	Intermediate Similarity	NPD2092	Phase 2
0.726	Intermediate Similarity	NPD2094	Phase 2
0.726	Intermediate Similarity	NPD2095	Phase 2
0.726	Intermediate Similarity	NPD7712	Clinical (unspecified phase)
0.7257	Intermediate Similarity	NPD6578	Clinical (unspecified phase)
0.7251	Intermediate Similarity	NPD8110	Clinical (unspecified phase)
0.7246	Intermediate Similarity	NPD6595	Phase 3
0.7241	Intermediate Similarity	NPD4184	Clinical (unspecified phase)
0.7237	Intermediate Similarity	NPD6615	Clinical (unspecified phase)
0.7225	Intermediate Similarity	NPD2091	Phase 2
0.7225	Intermediate Similarity	NPD2096	Phase 2
0.7225	Intermediate Similarity	NPD7483	Phase 2
0.7225	Intermediate Similarity	NPD7482	Phase 2
0.722	Intermediate Similarity	NPD482	Approved
0.7207	Intermediate Similarity	NPD5835	Phase 3
0.7207	Intermediate Similarity	NPD5834	Phase 3
0.7184	Intermediate Similarity	NPD749	Clinical (unspecified phase)
0.7163	Intermediate Similarity	NPD8464	Clinical (unspecified phase)
0.7156	Intermediate Similarity	NPD6217	Discontinued
0.7156	Intermediate Similarity	NPD4426	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD3607	Clinical (unspecified phase)
0.7137	Intermediate Similarity	NPD8271	Discontinued
0.7137	Intermediate Similarity	NPD8258	Clinical (unspecified phase)
0.7137	Intermediate Similarity	NPD8257	Approved
0.7137	Intermediate Similarity	NPD8256	Approved
0.7123	Intermediate Similarity	NPD7727	Phase 2
0.7112	Intermediate Similarity	NPD8289	Discontinued
0.7104	Intermediate Similarity	NPD8114	Approved
0.7104	Intermediate Similarity	NPD8115	Approved
0.7098	Intermediate Similarity	NPD4900	Clinical (unspecified phase)
0.7089	Intermediate Similarity	NPD7233	Approved
0.7089	Intermediate Similarity	NPD7234	Approved
0.7087	Intermediate Similarity	NPD750	Phase 2
0.7085	Intermediate Similarity	NPD7666	Phase 3
0.7085	Intermediate Similarity	NPD7665	Phase 2
0.7081	Intermediate Similarity	NPD6277	Clinical (unspecified phase)
0.7078	Intermediate Similarity	NPD4601	Approved
0.7078	Intermediate Similarity	NPD4600	Approved
0.7076	Intermediate Similarity	NPD5040	Clinical (unspecified phase)
0.7072	Intermediate Similarity	NPD4862	Clinical (unspecified phase)
0.7072	Intermediate Similarity	NPD7001	Phase 3
0.707	Intermediate Similarity	NPD6665	Discontinued
0.7064	Intermediate Similarity	NPD7688	Phase 1
0.7064	Intermediate Similarity	NPD8372	Clinical (unspecified phase)
0.7056	Intermediate Similarity	NPD6281	Approved
0.7054	Intermediate Similarity	NPD2125	Clinical (unspecified phase)
0.7053	Intermediate Similarity	NPD5065	Approved
0.7045	Intermediate Similarity	NPD5017	Discontinued
0.7039	Intermediate Similarity	NPD3609	Approved
0.7039	Intermediate Similarity	NPD3610	Approved
0.7035	Intermediate Similarity	NPD8458	Clinical (unspecified phase)
0.7035	Intermediate Similarity	NPD7573	Discontinued
0.7034	Intermediate Similarity	NPD8119	Discontinued
0.7032	Intermediate Similarity	NPD7000	Clinical (unspecified phase)
0.7032	Intermediate Similarity	NPD6999	Discontinued
0.7027	Intermediate Similarity	NPD5901	Discontinued
0.7023	Intermediate Similarity	NPD6630	Clinical (unspecified phase)
0.7022	Intermediate Similarity	NPD7825	Clinical (unspecified phase)
0.7018	Intermediate Similarity	NPD6206	Phase 1
0.7005	Intermediate Similarity	NPD4112	Clinical (unspecified phase)
0.7005	Intermediate Similarity	NPD4427	Phase 2
0.7004	Intermediate Similarity	NPD8488	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD8248	Clinical (unspecified phase)
0.6996	Remote Similarity	NPD7393	Clinical (unspecified phase)
0.6979	Remote Similarity	NPD5559	Phase 2
0.6977	Remote Similarity	NPD4499	Approved
0.6972	Remote Similarity	NPD6449	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD7818	Clinical (unspecified phase)
0.6968	Remote Similarity	NPD7817	Phase 1
0.6963	Remote Similarity	NPD6141	Clinical (unspecified phase)
0.6955	Remote Similarity	NPD3800	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD3785	Clinical (unspecified phase)
0.6941	Remote Similarity	NPD7948	Phase 1
0.6936	Remote Similarity	NPD6978	Phase 2
0.6936	Remote Similarity	NPD6977	Clinical (unspecified phase)
0.6933	Remote Similarity	NPD2509	Approved
0.6933	Remote Similarity	NPD2510	Approved
0.693	Remote Similarity	NPD4334	Discontinued
0.6927	Remote Similarity	NPD4602	Approved
0.6923	Remote Similarity	NPD6976	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD6479	Discontinued
0.6916	Remote Similarity	NPD5820	Clinical (unspecified phase)
0.6916	Remote Similarity	NPD5444	Phase 1
0.6904	Remote Similarity	NPD8329	Phase 3
0.6901	Remote Similarity	NPD7564	Discontinued
0.6885	Remote Similarity	NPD7921	Approved
0.6884	Remote Similarity	NPD3100	Discontinued
0.688	Remote Similarity	NPD6849	Phase 2
0.688	Remote Similarity	NPD6850	Phase 2
0.688	Remote Similarity	NPD6173	Approved
0.6872	Remote Similarity	NPD6204	Clinical (unspecified phase)
0.687	Remote Similarity	NPD8523	Approved
0.687	Remote Similarity	NPD7543	Phase 2
0.6861	Remote Similarity	NPD6268	Phase 1
0.6861	Remote Similarity	NPD6269	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD6965	Clinical (unspecified phase)
0.6849	Remote Similarity	NPD7024	Clinical (unspecified phase)
0.6844	Remote Similarity	NPD4901	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD6995	Phase 1
0.6837	Remote Similarity	NPD7026	Phase 2
0.6833	Remote Similarity	NPD6261	Phase 3
0.683	Remote Similarity	NPD2121	Clinical (unspecified phase)
0.6829	Remote Similarity	NPD6771	Discontinued
0.6829	Remote Similarity	NPD8250	Phase 2
0.6823	Remote Similarity	NPD8279	Clinical (unspecified phase)
0.6813	Remote Similarity	NPD7772	Phase 3
0.6812	Remote Similarity	NPD6749	Phase 1
0.6812	Remote Similarity	NPD4174	Clinical (unspecified phase)
0.681	Remote Similarity	NPD5322	Clinical (unspecified phase)
0.6807	Remote Similarity	NPD8374	Phase 3
0.68	Remote Similarity	NPD8247	Approved
0.68	Remote Similarity	NPD8246	Approved
0.68	Remote Similarity	NPD4374	Clinical (unspecified phase)
0.68	Remote Similarity	NPD8169	Discontinued
0.6797	Remote Similarity	NPD3394	Approved
0.6797	Remote Similarity	NPD3393	Approved
0.6797	Remote Similarity	NPD3389	Approved
0.6794	Remote Similarity	NPD5934	Clinical (unspecified phase)
0.6793	Remote Similarity	NPD6165	Phase 2
0.6793	Remote Similarity	NPD6164	Phase 2
0.6779	Remote Similarity	NPD5069	Clinical (unspecified phase)
0.6779	Remote Similarity	NPD5021	Discontinued

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