NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	264.14
Volume:	269.578
LogP:	0.228
LogD:	0.703
LogS:	-2.831
# Rotatable Bonds:	1
TPSA:	77.76
# H-Bond Aceptor:	4
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.652
Synthetic Accessibility Score:	5.086
Fsp3:	0.667
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.664
MDCK Permeability:	1.9786351913353428e-05
Pgp-inhibitor:	0.005
Pgp-substrate:	0.063
Human Intestinal Absorption (HIA):	0.007
20% Bioavailability (F20%):	0.008
30% Bioavailability (F30%):	0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.66
Plasma Protein Binding (PPB):	65.08822631835938%
Volume Distribution (VD):	1.125
Pgp-substrate:	34.588661193847656%

ADMET: Metabolism

CYP1A2-inhibitor:	0.031
CYP1A2-substrate:	0.652
CYP2C19-inhibitor:	0.028
CYP2C19-substrate:	0.846
CYP2C9-inhibitor:	0.012
CYP2C9-substrate:	0.056
CYP2D6-inhibitor:	0.007
CYP2D6-substrate:	0.067
CYP3A4-inhibitor:	0.066
CYP3A4-substrate:	0.363

ADMET: Excretion

Clearance (CL):	2.028
Half-life (T1/2):	0.437

ADMET: Toxicity

hERG Blockers:	0.02
Human Hepatotoxicity (H-HT):	0.864
Drug-inuced Liver Injury (DILI):	0.459
AMES Toxicity:	0.975
Rat Oral Acute Toxicity:	0.123
Maximum Recommended Daily Dose:	0.405
Skin Sensitization:	0.324
Carcinogencity:	0.962
Eye Corrosion:	0.003
Eye Irritation:	0.023
Respiratory Toxicity:	0.969

Download Data

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

Natural Product: NPC217624

Natural Product ID:	NPC217624
*Common Name:**	(3S,6S,7R)-Illudin S
IUPAC Name:	(1R,2S,5S)-1,5-dihydroxy-2-(hydroxymethyl)-2,5,7-trimethylspiro[1H-indene-6,1'-cyclopropane]-4-one
Synonyms:
Standard InCHIKey:	DDLLIYKVDWPHJI-HZSPNIEDSA-N
Standard InCHI:	InChI=1S/C15H20O4/c1-8-10-9(6-13(2,7-16)12(10)18)11(17)14(3,19)15(8)4-5-15/h6,12,16,18-19H,4-5,7H2,1-3H3/t12-,13+,14-/m1/s1
SMILES:	CC1=C2C(=C[C@@](C)(CO)[C@@H]2O)C(=O)[C@](C)(C21CC2)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3740459
PubChem CID:	56840958
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids [CHEMONTID:0001777] Illudanes and illudins

*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
NPO40150	Granulobasidium vellereum	Species		Eukaryota	n.a.	n.a.	n.a.	PMID[26575435]
NPO29453	Lamptreomyces japonicus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]

☑ 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
Others	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
NPT25	Cell Line	MT4	Homo sapiens	CC50	=	23.0	nM	PMID[481031]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	CC50	=	98.0	nM	PMID[481031]

☑ 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 NPC217624 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	204
0.1-0.2	1212
0.2-0.3	5291
0.3-0.4	12652
0.4-0.5	13480
0.5-0.6	7030
0.6-0.7	2610
0.7-0.8	212
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC181393
0.8229	Intermediate Similarity	NPC476245
0.8155	Intermediate Similarity	NPC163004
0.8119	Intermediate Similarity	NPC72255
0.8043	Intermediate Similarity	NPC187529
0.7917	Intermediate Similarity	NPC116726
0.7905	Intermediate Similarity	NPC153036
0.7864	Intermediate Similarity	NPC257353
0.7843	Intermediate Similarity	NPC249187
0.7843	Intermediate Similarity	NPC247957
0.783	Intermediate Similarity	NPC158523
0.783	Intermediate Similarity	NPC475937
0.7822	Intermediate Similarity	NPC207885
0.7798	Intermediate Similarity	NPC153651
0.7755	Intermediate Similarity	NPC196227
0.7748	Intermediate Similarity	NPC185876
0.7748	Intermediate Similarity	NPC19336
0.7727	Intermediate Similarity	NPC472760
0.7717	Intermediate Similarity	NPC93590
0.77	Intermediate Similarity	NPC471916
0.7685	Intermediate Similarity	NPC477091
0.7685	Intermediate Similarity	NPC71889
0.7677	Intermediate Similarity	NPC180950
0.767	Intermediate Similarity	NPC131366
0.767	Intermediate Similarity	NPC311612
0.766	Intermediate Similarity	NPC15807
0.7658	Intermediate Similarity	NPC180640
0.7647	Intermediate Similarity	NPC112613
0.7647	Intermediate Similarity	NPC470184
0.7636	Intermediate Similarity	NPC156252
0.7629	Intermediate Similarity	NPC134321
0.7629	Intermediate Similarity	NPC473099
0.7624	Intermediate Similarity	NPC103051
0.7615	Intermediate Similarity	NPC474872
0.76	Intermediate Similarity	NPC117133
0.7576	Intermediate Similarity	NPC474690
0.7576	Intermediate Similarity	NPC299100
0.7573	Intermediate Similarity	NPC87351
0.7568	Intermediate Similarity	NPC472397
0.7568	Intermediate Similarity	NPC471125
0.7568	Intermediate Similarity	NPC472758
0.7568	Intermediate Similarity	NPC171905
0.7556	Intermediate Similarity	NPC82666
0.7556	Intermediate Similarity	NPC97173
0.7553	Intermediate Similarity	NPC472326
0.7551	Intermediate Similarity	NPC142838
0.7549	Intermediate Similarity	NPC154072
0.7549	Intermediate Similarity	NPC470074
0.7547	Intermediate Similarity	NPC65941
0.7527	Intermediate Similarity	NPC158411
0.7527	Intermediate Similarity	NPC38796
0.7526	Intermediate Similarity	NPC473100
0.7526	Intermediate Similarity	NPC474918
0.7525	Intermediate Similarity	NPC474938
0.7525	Intermediate Similarity	NPC474785
0.75	Intermediate Similarity	NPC471108
0.75	Intermediate Similarity	NPC118902
0.75	Intermediate Similarity	NPC111323
0.75	Intermediate Similarity	NPC469980
0.75	Intermediate Similarity	NPC5991
0.75	Intermediate Similarity	NPC22628
0.75	Intermediate Similarity	NPC104161
0.75	Intermediate Similarity	NPC474871
0.75	Intermediate Similarity	NPC272617
0.75	Intermediate Similarity	NPC255081
0.75	Intermediate Similarity	NPC473624
0.75	Intermediate Similarity	NPC260786
0.75	Intermediate Similarity	NPC275696
0.75	Intermediate Similarity	NPC271195
0.75	Intermediate Similarity	NPC96739
0.75	Intermediate Similarity	NPC174471
0.75	Intermediate Similarity	NPC5989
0.7478	Intermediate Similarity	NPC145238
0.7477	Intermediate Similarity	NPC87335
0.7477	Intermediate Similarity	NPC214644
0.7475	Intermediate Similarity	NPC134826
0.7475	Intermediate Similarity	NPC125180
0.7474	Intermediate Similarity	NPC179006
0.7474	Intermediate Similarity	NPC474853
0.7473	Intermediate Similarity	NPC475994
0.7453	Intermediate Similarity	NPC185
0.7449	Intermediate Similarity	NPC19771
0.7449	Intermediate Similarity	NPC128672
0.7449	Intermediate Similarity	NPC230332
0.7447	Intermediate Similarity	NPC169941
0.7447	Intermediate Similarity	NPC251475
0.7434	Intermediate Similarity	NPC471128
0.7434	Intermediate Similarity	NPC471126
0.7434	Intermediate Similarity	NPC145182
0.7434	Intermediate Similarity	NPC157252
0.7431	Intermediate Similarity	NPC151216
0.7431	Intermediate Similarity	NPC89227
0.7431	Intermediate Similarity	NPC101825
0.7431	Intermediate Similarity	NPC475391
0.7431	Intermediate Similarity	NPC215643
0.7431	Intermediate Similarity	NPC17138
0.7431	Intermediate Similarity	NPC221511
0.7431	Intermediate Similarity	NPC170212
0.7431	Intermediate Similarity	NPC265499
0.7419	Intermediate Similarity	NPC470298
0.7404	Intermediate Similarity	NPC39996
0.74	Intermediate Similarity	NPC245972
0.74	Intermediate Similarity	NPC474882
0.74	Intermediate Similarity	NPC196485
0.7396	Intermediate Similarity	NPC94666
0.7396	Intermediate Similarity	NPC472986
0.7396	Intermediate Similarity	NPC472974
0.7396	Intermediate Similarity	NPC472985
0.7396	Intermediate Similarity	NPC194417
0.7391	Intermediate Similarity	NPC308038
0.7383	Intermediate Similarity	NPC322903
0.7379	Intermediate Similarity	NPC474720
0.7379	Intermediate Similarity	NPC327431
0.7374	Intermediate Similarity	NPC131872
0.7374	Intermediate Similarity	NPC472978
0.7374	Intermediate Similarity	NPC475441
0.7374	Intermediate Similarity	NPC73457
0.7374	Intermediate Similarity	NPC252433
0.7368	Intermediate Similarity	NPC40687
0.7368	Intermediate Similarity	NPC52839
0.7368	Intermediate Similarity	NPC472401
0.7364	Intermediate Similarity	NPC108721
0.7364	Intermediate Similarity	NPC73300
0.7364	Intermediate Similarity	NPC474937
0.7364	Intermediate Similarity	NPC472757
0.7364	Intermediate Similarity	NPC474271
0.7363	Intermediate Similarity	NPC476007
0.7358	Intermediate Similarity	NPC149047
0.7353	Intermediate Similarity	NPC99726
0.7347	Intermediate Similarity	NPC472475
0.7347	Intermediate Similarity	NPC119416
0.7347	Intermediate Similarity	NPC472983
0.7347	Intermediate Similarity	NPC36668
0.7347	Intermediate Similarity	NPC472477
0.7347	Intermediate Similarity	NPC118011
0.7347	Intermediate Similarity	NPC314727
0.7347	Intermediate Similarity	NPC472489
0.7345	Intermediate Similarity	NPC156745
0.7345	Intermediate Similarity	NPC236918
0.7339	Intermediate Similarity	NPC207689
0.7333	Intermediate Similarity	NPC478057
0.7333	Intermediate Similarity	NPC474885
0.7333	Intermediate Similarity	NPC476848
0.7327	Intermediate Similarity	NPC280725
0.7315	Intermediate Similarity	NPC20192
0.7315	Intermediate Similarity	NPC77089
0.7312	Intermediate Similarity	NPC172013
0.7308	Intermediate Similarity	NPC282524
0.7304	Intermediate Similarity	NPC19464
0.73	Intermediate Similarity	NPC109305
0.73	Intermediate Similarity	NPC472942
0.7297	Intermediate Similarity	NPC472400
0.7292	Intermediate Similarity	NPC36350
0.7292	Intermediate Similarity	NPC15838
0.7292	Intermediate Similarity	NPC132629
0.729	Intermediate Similarity	NPC220229
0.729	Intermediate Similarity	NPC477916
0.729	Intermediate Similarity	NPC266514
0.729	Intermediate Similarity	NPC83744
0.729	Intermediate Similarity	NPC472925
0.729	Intermediate Similarity	NPC475060
0.7283	Intermediate Similarity	NPC231739
0.7283	Intermediate Similarity	NPC478122
0.7282	Intermediate Similarity	NPC235464
0.7282	Intermediate Similarity	NPC191565
0.7282	Intermediate Similarity	NPC166745
0.7281	Intermediate Similarity	NPC472759
0.7281	Intermediate Similarity	NPC329080
0.7281	Intermediate Similarity	NPC475885
0.7273	Intermediate Similarity	NPC475823
0.7273	Intermediate Similarity	NPC474209
0.7273	Intermediate Similarity	NPC173321
0.7264	Intermediate Similarity	NPC204833
0.7264	Intermediate Similarity	NPC209502
0.7263	Intermediate Similarity	NPC64600
0.7255	Intermediate Similarity	NPC94337
0.7255	Intermediate Similarity	NPC49371
0.7255	Intermediate Similarity	NPC250757
0.7255	Intermediate Similarity	NPC301534
0.7248	Intermediate Similarity	NPC321556
0.7245	Intermediate Similarity	NPC229612
0.7245	Intermediate Similarity	NPC474677
0.7245	Intermediate Similarity	NPC7280
0.7241	Intermediate Similarity	NPC472399
0.7238	Intermediate Similarity	NPC478176
0.7238	Intermediate Similarity	NPC31058
0.7238	Intermediate Similarity	NPC293753
0.7238	Intermediate Similarity	NPC469606
0.7238	Intermediate Similarity	NPC273005
0.7238	Intermediate Similarity	NPC473424
0.7234	Intermediate Similarity	NPC6663
0.7232	Intermediate Similarity	NPC148458
0.7232	Intermediate Similarity	NPC154363
0.7232	Intermediate Similarity	NPC234858
0.7232	Intermediate Similarity	NPC471127
0.7228	Intermediate Similarity	NPC279410
0.7228	Intermediate Similarity	NPC478089
0.7228	Intermediate Similarity	NPC119562
0.7228	Intermediate Similarity	NPC474328
0.7228	Intermediate Similarity	NPC472976

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 NPC217624 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	179
0.1-0.2	1772
0.2-0.3	3977
0.3-0.4	2277
0.4-0.5	607
0.5-0.6	281
0.6-0.7	54
0.7-0.8	2
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8864	High Similarity	NPD1696	Phase 3
0.7404	Intermediate Similarity	NPD5211	Phase 2
0.7264	Intermediate Similarity	NPD5141	Approved
0.7212	Intermediate Similarity	NPD5286	Approved
0.7212	Intermediate Similarity	NPD5285	Approved
0.7212	Intermediate Similarity	NPD4696	Approved
0.7184	Intermediate Similarity	NPD4755	Approved
0.7172	Intermediate Similarity	NPD4753	Phase 2
0.7157	Intermediate Similarity	NPD4629	Approved
0.7157	Intermediate Similarity	NPD5210	Approved
0.7128	Intermediate Similarity	NPD8259	Clinical (unspecified phase)
0.7075	Intermediate Similarity	NPD4633	Approved
0.7075	Intermediate Similarity	NPD5224	Approved
0.7075	Intermediate Similarity	NPD5225	Approved
0.7075	Intermediate Similarity	NPD5226	Approved
0.7048	Intermediate Similarity	NPD4700	Approved
0.7041	Intermediate Similarity	NPD3618	Phase 1
0.7041	Intermediate Similarity	NPD5279	Phase 3
0.7009	Intermediate Similarity	NPD5175	Approved
0.7009	Intermediate Similarity	NPD5174	Approved
0.6981	Remote Similarity	NPD5223	Approved
0.6937	Remote Similarity	NPD4634	Approved
0.6923	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD5221	Approved
0.6923	Remote Similarity	NPD4697	Phase 3
0.6923	Remote Similarity	NPD5222	Approved
0.6893	Remote Similarity	NPD5282	Discontinued
0.6869	Remote Similarity	NPD5280	Approved
0.6869	Remote Similarity	NPD4694	Approved
0.6857	Remote Similarity	NPD5173	Approved
0.6837	Remote Similarity	NPD3665	Phase 1
0.6837	Remote Similarity	NPD3666	Approved
0.6837	Remote Similarity	NPD3133	Approved
0.6818	Remote Similarity	NPD5697	Approved
0.6804	Remote Similarity	NPD3667	Approved
0.6796	Remote Similarity	NPD5133	Approved
0.6796	Remote Similarity	NPD4202	Approved
0.6786	Remote Similarity	NPD6371	Approved
0.6771	Remote Similarity	NPD4695	Discontinued
0.6757	Remote Similarity	NPD6881	Approved
0.6757	Remote Similarity	NPD6899	Approved
0.6757	Remote Similarity	NPD4729	Approved
0.6757	Remote Similarity	NPD4730	Approved
0.6757	Remote Similarity	NPD5128	Approved
0.6729	Remote Similarity	NPD7640	Approved
0.6729	Remote Similarity	NPD7639	Approved
0.6727	Remote Similarity	NPD6402	Approved
0.6727	Remote Similarity	NPD7128	Approved
0.6727	Remote Similarity	NPD5739	Approved
0.6727	Remote Similarity	NPD4767	Approved
0.6727	Remote Similarity	NPD4768	Approved
0.6727	Remote Similarity	NPD6675	Approved
0.6726	Remote Similarity	NPD6649	Approved
0.6726	Remote Similarity	NPD6650	Approved
0.6724	Remote Similarity	NPD7115	Discovery
0.67	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.67	Remote Similarity	NPD5690	Phase 2
0.67	Remote Similarity	NPD4519	Discontinued
0.67	Remote Similarity	NPD4623	Approved
0.6699	Remote Similarity	NPD6079	Approved
0.6698	Remote Similarity	NPD6084	Phase 2
0.6698	Remote Similarity	NPD6083	Phase 2
0.6697	Remote Similarity	NPD4754	Approved
0.6696	Remote Similarity	NPD6372	Approved
0.6696	Remote Similarity	NPD6013	Approved
0.6696	Remote Similarity	NPD6014	Approved
0.6696	Remote Similarity	NPD6373	Approved
0.6696	Remote Similarity	NPD6012	Approved
0.6667	Remote Similarity	NPD5328	Approved
0.6667	Remote Similarity	NPD5695	Phase 3
0.6667	Remote Similarity	NPD4786	Approved
0.6667	Remote Similarity	NPD5701	Approved
0.6667	Remote Similarity	NPD4197	Approved
0.6637	Remote Similarity	NPD7102	Approved
0.6637	Remote Similarity	NPD5247	Approved
0.6637	Remote Similarity	NPD5250	Approved
0.6637	Remote Similarity	NPD5248	Approved
0.6637	Remote Similarity	NPD7290	Approved
0.6637	Remote Similarity	NPD5251	Approved
0.6637	Remote Similarity	NPD6883	Approved
0.6637	Remote Similarity	NPD5249	Phase 3
0.6636	Remote Similarity	NPD4225	Approved
0.6636	Remote Similarity	NPD5696	Approved
0.6636	Remote Similarity	NPD7638	Approved
0.6635	Remote Similarity	NPD5778	Approved
0.6635	Remote Similarity	NPD5779	Approved
0.6609	Remote Similarity	NPD4632	Approved
0.6607	Remote Similarity	NPD6011	Approved
0.6607	Remote Similarity	NPD7320	Approved
0.66	Remote Similarity	NPD5329	Approved
0.6579	Remote Similarity	NPD5215	Approved
0.6579	Remote Similarity	NPD6847	Approved
0.6579	Remote Similarity	NPD8130	Phase 1
0.6579	Remote Similarity	NPD5217	Approved
0.6579	Remote Similarity	NPD5216	Approved
0.6579	Remote Similarity	NPD6869	Approved
0.6579	Remote Similarity	NPD6617	Approved
0.6538	Remote Similarity	NPD7515	Phase 2
0.6538	Remote Similarity	NPD5284	Approved
0.6538	Remote Similarity	NPD5281	Approved
0.6522	Remote Similarity	NPD6882	Approved
0.6522	Remote Similarity	NPD8297	Approved
0.6505	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6491	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6491	Remote Similarity	NPD5169	Approved
0.6491	Remote Similarity	NPD5135	Approved
0.6471	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6465	Remote Similarity	NPD4221	Approved
0.6465	Remote Similarity	NPD4223	Phase 3
0.6442	Remote Similarity	NPD5785	Approved
0.6441	Remote Similarity	NPD6009	Approved
0.6436	Remote Similarity	NPD1694	Approved
0.6436	Remote Similarity	NPD5363	Approved
0.6435	Remote Similarity	NPD5127	Approved
0.6429	Remote Similarity	NPD7332	Phase 2
0.6429	Remote Similarity	NPD6008	Approved
0.6429	Remote Similarity	NPD6931	Approved
0.6429	Remote Similarity	NPD6930	Phase 2
0.6421	Remote Similarity	NPD8264	Approved
0.6417	Remote Similarity	NPD6054	Approved
0.6417	Remote Similarity	NPD6319	Approved
0.6404	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.64	Remote Similarity	NPD6695	Phase 3
0.6393	Remote Similarity	NPD7604	Phase 2
0.6392	Remote Similarity	NPD3617	Approved
0.6364	Remote Similarity	NPD6902	Approved
0.6364	Remote Similarity	NPD6015	Approved
0.6364	Remote Similarity	NPD6016	Approved
0.6356	Remote Similarity	NPD6274	Approved
0.6355	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6348	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6337	Remote Similarity	NPD3668	Phase 3
0.6337	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6327	Remote Similarity	NPD6929	Approved
0.6321	Remote Similarity	NPD6399	Phase 3
0.6316	Remote Similarity	NPD5168	Approved
0.6311	Remote Similarity	NPD5988	Approved
0.6311	Remote Similarity	NPD6370	Approved
0.6306	Remote Similarity	NPD7632	Discontinued
0.6293	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6289	Remote Similarity	NPD4756	Discovery
0.6286	Remote Similarity	NPD5692	Phase 3
0.6281	Remote Similarity	NPD6059	Approved
0.6271	Remote Similarity	NPD5167	Approved
0.6263	Remote Similarity	NPD7514	Phase 3
0.6262	Remote Similarity	NPD7748	Approved
0.625	Remote Similarity	NPD4518	Approved
0.6239	Remote Similarity	NPD7902	Approved
0.6239	Remote Similarity	NPD5959	Approved
0.6238	Remote Similarity	NPD6110	Phase 1
0.623	Remote Similarity	NPD5983	Phase 2
0.6228	Remote Similarity	NPD6412	Phase 2
0.6228	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6226	Remote Similarity	NPD6050	Approved
0.6226	Remote Similarity	NPD7637	Suspended
0.6226	Remote Similarity	NPD5694	Approved
0.6226	Remote Similarity	NPD6411	Approved
0.6214	Remote Similarity	NPD5205	Approved
0.6214	Remote Similarity	NPD4138	Approved
0.6214	Remote Similarity	NPD4689	Approved
0.6214	Remote Similarity	NPD4693	Phase 3
0.6214	Remote Similarity	NPD4688	Approved
0.6214	Remote Similarity	NPD4690	Approved
0.621	Remote Similarity	NPD7492	Approved
0.6204	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.62	Remote Similarity	NPD6898	Phase 1
0.6198	Remote Similarity	NPD7100	Approved
0.6198	Remote Similarity	NPD4522	Approved
0.6198	Remote Similarity	NPD7101	Approved
0.6186	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6167	Remote Similarity	NPD6317	Approved
0.6162	Remote Similarity	NPD4195	Approved
0.6161	Remote Similarity	NPD5091	Approved
0.616	Remote Similarity	NPD6616	Approved
0.6154	Remote Similarity	NPD7524	Approved
0.6154	Remote Similarity	NPD7750	Discontinued
0.6139	Remote Similarity	NPD4270	Approved
0.6139	Remote Similarity	NPD4269	Approved
0.6139	Remote Similarity	NPD5209	Approved
0.6132	Remote Similarity	NPD4096	Approved
0.6126	Remote Similarity	NPD6648	Approved
0.6122	Remote Similarity	NPD6925	Approved
0.6122	Remote Similarity	NPD5776	Phase 2
0.6117	Remote Similarity	NPD6893	Approved
0.6116	Remote Similarity	NPD6335	Approved
0.6116	Remote Similarity	NPD6314	Approved
0.6116	Remote Similarity	NPD6313	Approved
0.6111	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD7078	Approved
0.6102	Remote Similarity	NPD6053	Discontinued
0.61	Remote Similarity	NPD4819	Approved
0.61	Remote Similarity	NPD4822	Approved
0.61	Remote Similarity	NPD4820	Approved
0.61	Remote Similarity	NPD4821	Approved
0.6098	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6095	Remote Similarity	NPD5737	Approved
0.6095	Remote Similarity	NPD6672	Approved
0.6087	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6078	Remote Similarity	NPD7154	Phase 3
0.6078	Remote Similarity	NPD5362	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