NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	274.08
Volume:	276.379
LogP:	3.52
LogD:	2.001
LogS:	-3.57
# Rotatable Bonds:	2
TPSA:	97.99
# H-Bond Aceptor:	5
# H-Bond Donor:	4
# Rings:	2
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.383
Synthetic Accessibility Score:	3.272
Fsp3:	0.133
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	2
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.089
MDCK Permeability:	5.452170171338366e-06
Pgp-inhibitor:	0.002
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.009
20% Bioavailability (F20%):	0.711
30% Bioavailability (F30%):	0.942

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.003
Plasma Protein Binding (PPB):	97.24685668945312%
Volume Distribution (VD):	0.72
Pgp-substrate:	4.637038230895996%

ADMET: Metabolism

CYP1A2-inhibitor:	0.91
CYP1A2-substrate:	0.431
CYP2C19-inhibitor:	0.04
CYP2C19-substrate:	0.061
CYP2C9-inhibitor:	0.591
CYP2C9-substrate:	0.452
CYP2D6-inhibitor:	0.317
CYP2D6-substrate:	0.169
CYP3A4-inhibitor:	0.112
CYP3A4-substrate:	0.08

ADMET: Excretion

Clearance (CL):	7.352
Half-life (T1/2):	0.844

ADMET: Toxicity

hERG Blockers:	0.003
Human Hepatotoxicity (H-HT):	0.041
Drug-inuced Liver Injury (DILI):	0.676
AMES Toxicity:	0.492
Rat Oral Acute Toxicity:	0.037
Maximum Recommended Daily Dose:	0.879
Skin Sensitization:	0.934
Carcinogencity:	0.064
Eye Corrosion:	0.457
Eye Irritation:	0.929
Respiratory Toxicity:	0.596

Download Data

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

Natural Product: NPC86524

Natural Product ID:	NPC86524
*Common Name:**	Bombaxquinone
IUPAC Name:	n.a.
Synonyms:	Bombaxquinone
Standard InCHIKey:	YRYHPUPMMYOXQD-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C15H14O5/c1-6(2)8-4-10(17)9(5-16)12-11(8)13(18)7(3)14(19)15(12)20/h4-6,17,19H,1-3H3
SMILES:	CC(C)c1cc(c(C=O)c2c1C(=O)C(=C(C2=O)O)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL249668
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO29953	Bombax malabaricum	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17764148]
NPO29953	Bombax malabaricum	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29953	Bombax malabaricum	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2511	Cell Line	HGC-27	Homo sapiens	IC50	>	10000.0	nM	PMID[501759]

☑ 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 NPC86524 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	338
0.1-0.2	1522
0.2-0.3	3556
0.3-0.4	9600
0.4-0.5	10001
0.5-0.6	5861
0.6-0.7	7684
0.7-0.8	3651
0.8-0.85	388
0.85-0.9	89
0.9-0.95	6
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9328	High Similarity	NPC471452
0.9104	High Similarity	NPC474519
0.903	High Similarity	NPC254603
0.9023	High Similarity	NPC41847
0.9015	High Similarity	NPC278928
0.8955	High Similarity	NPC309430
0.8931	High Similarity	NPC231774
0.8913	High Similarity	NPC162939
0.8857	High Similarity	NPC73061
0.8832	High Similarity	NPC315275
0.8806	High Similarity	NPC62219
0.8806	High Similarity	NPC198305
0.8759	High Similarity	NPC278375
0.8712	High Similarity	NPC123506
0.8705	High Similarity	NPC13715
0.8647	High Similarity	NPC3224
0.8647	High Similarity	NPC1991
0.8636	High Similarity	NPC310540
0.8633	High Similarity	NPC475957
0.8626	High Similarity	NPC307174
0.8626	High Similarity	NPC282577
0.8613	High Similarity	NPC477139
0.8613	High Similarity	NPC53896
0.8613	High Similarity	NPC115458
0.8613	High Similarity	NPC52407
0.8613	High Similarity	NPC48036
0.8613	High Similarity	NPC314048
0.8613	High Similarity	NPC193169
0.8603	High Similarity	NPC17083
0.8601	High Similarity	NPC471906
0.8593	High Similarity	NPC99731
0.8592	High Similarity	NPC193555
0.8571	High Similarity	NPC141368
0.8561	High Similarity	NPC273683
0.8561	High Similarity	NPC474311
0.8561	High Similarity	NPC254847
0.8551	High Similarity	NPC50924
0.854	High Similarity	NPC70622
0.854	High Similarity	NPC88864
0.8521	High Similarity	NPC204045
0.8521	High Similarity	NPC187843
0.8521	High Similarity	NPC110810
0.8521	High Similarity	NPC305845
0.8519	High Similarity	NPC3009
0.8519	High Similarity	NPC282923
0.8519	High Similarity	NPC237225
0.8519	High Similarity	NPC179898
0.8519	High Similarity	NPC165257
0.8511	High Similarity	NPC26924
0.8511	High Similarity	NPC114620
0.8511	High Similarity	NPC103337
0.8511	High Similarity	NPC190457
0.8507	High Similarity	NPC15837
0.85	High Similarity	NPC471905
0.85	High Similarity	NPC53206
0.85	High Similarity	NPC53414
0.8496	Intermediate Similarity	NPC152525
0.8496	Intermediate Similarity	NPC199273
0.8496	Intermediate Similarity	NPC68756
0.8489	Intermediate Similarity	NPC290803
0.8489	Intermediate Similarity	NPC283088
0.8489	Intermediate Similarity	NPC80035
0.8478	Intermediate Similarity	NPC267205
0.8478	Intermediate Similarity	NPC59459
0.8472	Intermediate Similarity	NPC79627
0.8467	Intermediate Similarity	NPC85342
0.8462	Intermediate Similarity	NPC291078
0.8462	Intermediate Similarity	NPC135524
0.8456	Intermediate Similarity	NPC171460
0.8451	Intermediate Similarity	NPC183345
0.8451	Intermediate Similarity	NPC99441
0.8451	Intermediate Similarity	NPC315578
0.8451	Intermediate Similarity	NPC181560
0.8451	Intermediate Similarity	NPC169452
0.844	Intermediate Similarity	NPC61398
0.844	Intermediate Similarity	NPC4214
0.844	Intermediate Similarity	NPC416
0.8433	Intermediate Similarity	NPC131799
0.8429	Intermediate Similarity	NPC272268
0.8417	Intermediate Similarity	NPC288089
0.8414	Intermediate Similarity	NPC28632
0.8406	Intermediate Similarity	NPC58685
0.8406	Intermediate Similarity	NPC246693
0.8406	Intermediate Similarity	NPC478190
0.8406	Intermediate Similarity	NPC110609
0.8406	Intermediate Similarity	NPC242358
0.8397	Intermediate Similarity	NPC285829
0.8397	Intermediate Similarity	NPC206778
0.8394	Intermediate Similarity	NPC199253
0.8394	Intermediate Similarity	NPC117609
0.8394	Intermediate Similarity	NPC136588
0.8392	Intermediate Similarity	NPC37530
0.8392	Intermediate Similarity	NPC290550
0.838	Intermediate Similarity	NPC143438
0.838	Intermediate Similarity	NPC138099
0.838	Intermediate Similarity	NPC242994
0.837	Intermediate Similarity	NPC136342
0.837	Intermediate Similarity	NPC295202
0.837	Intermediate Similarity	NPC51037
0.837	Intermediate Similarity	NPC49647
0.837	Intermediate Similarity	NPC227741
0.8369	Intermediate Similarity	NPC305060
0.8369	Intermediate Similarity	NPC53001
0.8358	Intermediate Similarity	NPC234890
0.8358	Intermediate Similarity	NPC173978
0.8358	Intermediate Similarity	NPC74507
0.8356	Intermediate Similarity	NPC136878
0.8345	Intermediate Similarity	NPC78307
0.8345	Intermediate Similarity	NPC193703
0.8345	Intermediate Similarity	NPC244691
0.8345	Intermediate Similarity	NPC48762
0.8345	Intermediate Similarity	NPC21599
0.8345	Intermediate Similarity	NPC29932
0.8345	Intermediate Similarity	NPC171968
0.8333	Intermediate Similarity	NPC208806
0.8333	Intermediate Similarity	NPC244699
0.8333	Intermediate Similarity	NPC474961
0.8333	Intermediate Similarity	NPC93015
0.8333	Intermediate Similarity	NPC205992
0.8322	Intermediate Similarity	NPC156872
0.8321	Intermediate Similarity	NPC34414
0.8321	Intermediate Similarity	NPC146647
0.831	Intermediate Similarity	NPC87723
0.831	Intermediate Similarity	NPC230811
0.831	Intermediate Similarity	NPC173980
0.8309	Intermediate Similarity	NPC324209
0.8309	Intermediate Similarity	NPC72667
0.8299	Intermediate Similarity	NPC5568
0.8298	Intermediate Similarity	NPC38158
0.8298	Intermediate Similarity	NPC191976
0.8296	Intermediate Similarity	NPC103540
0.8288	Intermediate Similarity	NPC34482
0.8288	Intermediate Similarity	NPC474630
0.8286	Intermediate Similarity	NPC12070
0.8286	Intermediate Similarity	NPC166480
0.8286	Intermediate Similarity	NPC202225
0.8286	Intermediate Similarity	NPC44437
0.8286	Intermediate Similarity	NPC282780
0.8286	Intermediate Similarity	NPC474394
0.8278	Intermediate Similarity	NPC471456
0.8276	Intermediate Similarity	NPC66593
0.8273	Intermediate Similarity	NPC17843
0.8264	Intermediate Similarity	NPC246638
0.8264	Intermediate Similarity	NPC470842
0.8261	Intermediate Similarity	NPC27659
0.8261	Intermediate Similarity	NPC147757
0.8261	Intermediate Similarity	NPC31799
0.8261	Intermediate Similarity	NPC475741
0.8261	Intermediate Similarity	NPC253488
0.8248	Intermediate Similarity	NPC247250
0.8248	Intermediate Similarity	NPC96024
0.8248	Intermediate Similarity	NPC767
0.8248	Intermediate Similarity	NPC41263
0.8235	Intermediate Similarity	NPC306765
0.8235	Intermediate Similarity	NPC160499
0.8235	Intermediate Similarity	NPC254492
0.8231	Intermediate Similarity	NPC470570
0.8231	Intermediate Similarity	NPC143685
0.8227	Intermediate Similarity	NPC258502
0.8227	Intermediate Similarity	NPC249272
0.8222	Intermediate Similarity	NPC142956
0.8214	Intermediate Similarity	NPC180261
0.8214	Intermediate Similarity	NPC114183
0.8214	Intermediate Similarity	NPC225051
0.8214	Intermediate Similarity	NPC37299
0.8209	Intermediate Similarity	NPC218333
0.8207	Intermediate Similarity	NPC19631
0.8207	Intermediate Similarity	NPC239136
0.8207	Intermediate Similarity	NPC308572
0.8207	Intermediate Similarity	NPC248068
0.8207	Intermediate Similarity	NPC469520
0.8201	Intermediate Similarity	NPC72669
0.8201	Intermediate Similarity	NPC471851
0.8201	Intermediate Similarity	NPC474517
0.8201	Intermediate Similarity	NPC275504
0.8195	Intermediate Similarity	NPC472046
0.8195	Intermediate Similarity	NPC190971
0.8194	Intermediate Similarity	NPC168471
0.8194	Intermediate Similarity	NPC96421
0.8188	Intermediate Similarity	NPC474546
0.8188	Intermediate Similarity	NPC474310
0.8182	Intermediate Similarity	NPC206207
0.8176	Intermediate Similarity	NPC472135
0.8176	Intermediate Similarity	NPC476821
0.8175	Intermediate Similarity	NPC78364
0.8175	Intermediate Similarity	NPC473787
0.8175	Intermediate Similarity	NPC176130
0.8175	Intermediate Similarity	NPC69424
0.8175	Intermediate Similarity	NPC84672
0.817	Intermediate Similarity	NPC474637
0.8169	Intermediate Similarity	NPC472308
0.8169	Intermediate Similarity	NPC118919
0.8169	Intermediate Similarity	NPC158481
0.8162	Intermediate Similarity	NPC137750
0.8162	Intermediate Similarity	NPC477454
0.8156	Intermediate Similarity	NPC270899
0.8148	Intermediate Similarity	NPC306288
0.8148	Intermediate Similarity	NPC375356
0.8143	Intermediate Similarity	NPC477406
0.8143	Intermediate Similarity	NPC175738

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 NPC86524 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	306
0.1-0.2	999
0.2-0.3	1617
0.3-0.4	2815
0.4-0.5	1992
0.5-0.6	1011
0.6-0.7	363
0.7-0.8	42
0.8-0.85	4
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8561	High Similarity	NPD1509	Clinical (unspecified phase)
0.8296	Intermediate Similarity	NPD1470	Approved
0.8134	Intermediate Similarity	NPD1201	Approved
0.8092	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.8041	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7852	Intermediate Similarity	NPD7390	Discontinued
0.7793	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7639	Intermediate Similarity	NPD943	Approved
0.7635	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7619	Intermediate Similarity	NPD5406	Approved
0.7619	Intermediate Similarity	NPD5404	Approved
0.7619	Intermediate Similarity	NPD5408	Approved
0.7619	Intermediate Similarity	NPD5405	Approved
0.7597	Intermediate Similarity	NPD3226	Approved
0.7566	Intermediate Similarity	NPD2532	Approved
0.7566	Intermediate Similarity	NPD2533	Approved
0.7566	Intermediate Similarity	NPD2534	Approved
0.755	Intermediate Similarity	NPD3300	Phase 2
0.7432	Intermediate Similarity	NPD3299	Clinical (unspecified phase)
0.7415	Intermediate Similarity	NPD1607	Approved
0.7391	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.7378	Intermediate Similarity	NPD7473	Discontinued
0.7338	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7338	Intermediate Similarity	NPD2932	Approved
0.7333	Intermediate Similarity	NPD1471	Phase 3
0.7315	Intermediate Similarity	NPD1510	Phase 2
0.7301	Intermediate Similarity	NPD6232	Discontinued
0.7279	Intermediate Similarity	NPD1240	Approved
0.7273	Intermediate Similarity	NPD1164	Approved
0.725	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7239	Intermediate Similarity	NPD6959	Discontinued
0.7219	Intermediate Similarity	NPD2346	Discontinued
0.7214	Intermediate Similarity	NPD3019	Approved
0.7188	Intermediate Similarity	NPD7819	Suspended
0.7152	Intermediate Similarity	NPD2935	Discontinued
0.7124	Intermediate Similarity	NPD2800	Approved
0.7124	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7105	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7105	Intermediate Similarity	NPD2344	Approved
0.7105	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7086	Intermediate Similarity	NPD2799	Discontinued
0.7083	Intermediate Similarity	NPD1283	Approved
0.7081	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD9545	Approved
0.7067	Intermediate Similarity	NPD6651	Approved
0.7059	Intermediate Similarity	NPD1549	Phase 2
0.7052	Intermediate Similarity	NPD8150	Discontinued
0.703	Intermediate Similarity	NPD1247	Approved
0.7015	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD3882	Suspended
0.6988	Remote Similarity	NPD5710	Approved
0.6988	Remote Similarity	NPD5711	Approved
0.6962	Remote Similarity	NPD1512	Approved
0.6957	Remote Similarity	NPD7411	Suspended
0.6951	Remote Similarity	NPD7075	Discontinued
0.6939	Remote Similarity	NPD9494	Approved
0.6929	Remote Similarity	NPD9493	Approved
0.6928	Remote Similarity	NPD1551	Phase 2
0.6923	Remote Similarity	NPD2309	Approved
0.6914	Remote Similarity	NPD1934	Approved
0.6913	Remote Similarity	NPD3764	Approved
0.6912	Remote Similarity	NPD4750	Phase 3
0.6901	Remote Similarity	NPD1651	Approved
0.6894	Remote Similarity	NPD6599	Discontinued
0.6894	Remote Similarity	NPD4380	Phase 2
0.6893	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6887	Remote Similarity	NPD230	Phase 1
0.6875	Remote Similarity	NPD1281	Approved
0.6871	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6859	Remote Similarity	NPD7003	Approved
0.6859	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6853	Remote Similarity	NPD4626	Approved
0.6846	Remote Similarity	NPD288	Approved
0.6838	Remote Similarity	NPD74	Approved
0.6838	Remote Similarity	NPD9266	Approved
0.6835	Remote Similarity	NPD1511	Approved
0.6832	Remote Similarity	NPD7458	Discontinued
0.6828	Remote Similarity	NPD9269	Phase 2
0.6821	Remote Similarity	NPD5026	Approved
0.6821	Remote Similarity	NPD4954	Approved
0.6821	Remote Similarity	NPD5034	Approved
0.6821	Remote Similarity	NPD5028	Approved
0.6821	Remote Similarity	NPD4955	Approved
0.6821	Remote Similarity	NPD36	Approved
0.6813	Remote Similarity	NPD920	Approved
0.6807	Remote Similarity	NPD919	Approved
0.6806	Remote Similarity	NPD3026	Approved
0.6806	Remote Similarity	NPD3023	Approved
0.6805	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6792	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6783	Remote Similarity	NPD3025	Approved
0.6783	Remote Similarity	NPD9268	Approved
0.6783	Remote Similarity	NPD3024	Approved
0.6782	Remote Similarity	NPD5035	Approved
0.678	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6774	Remote Similarity	NPD2343	Clinical (unspecified phase)
0.6768	Remote Similarity	NPD2801	Approved
0.6765	Remote Similarity	NPD9267	Approved
0.6765	Remote Similarity	NPD9264	Approved
0.6765	Remote Similarity	NPD9263	Approved
0.6763	Remote Similarity	NPD5027	Approved
0.6763	Remote Similarity	NPD5029	Approved
0.6763	Remote Similarity	NPD5030	Phase 2
0.6763	Remote Similarity	NPD7635	Approved
0.6763	Remote Similarity	NPD5031	Approved
0.6761	Remote Similarity	NPD5038	Approved
0.6761	Remote Similarity	NPD5037	Approved
0.6761	Remote Similarity	NPD8434	Phase 2
0.6757	Remote Similarity	NPD2798	Approved
0.6755	Remote Similarity	NPD6663	Approved
0.6752	Remote Similarity	NPD8166	Discontinued
0.6752	Remote Similarity	NPD4628	Phase 3
0.6752	Remote Similarity	NPD3750	Approved
0.6739	Remote Similarity	NPD4141	Clinical (unspecified phase)
0.6736	Remote Similarity	NPD3412	Clinical (unspecified phase)
0.6735	Remote Similarity	NPD1876	Approved
0.673	Remote Similarity	NPD6799	Approved
0.6722	Remote Similarity	NPD6534	Approved
0.6722	Remote Similarity	NPD6535	Approved
0.6712	Remote Similarity	NPD3972	Approved
0.6711	Remote Similarity	NPD5736	Approved
0.6711	Remote Similarity	NPD4060	Phase 1
0.671	Remote Similarity	NPD2796	Approved
0.671	Remote Similarity	NPD6099	Approved
0.671	Remote Similarity	NPD6100	Approved
0.6707	Remote Similarity	NPD6801	Discontinued
0.6706	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6706	Remote Similarity	NPD6166	Phase 2
0.6706	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6705	Remote Similarity	NPD5036	Approved
0.6689	Remote Similarity	NPD2313	Discontinued
0.6687	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5691	Approved
0.6667	Remote Similarity	NPD5494	Approved
0.6667	Remote Similarity	NPD1237	Approved
0.6667	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6559	Discontinued
0.6647	Remote Similarity	NPD3749	Approved
0.6647	Remote Similarity	NPD4956	Approved
0.6646	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6642	Remote Similarity	NPD2342	Discontinued
0.6641	Remote Similarity	NPD844	Approved
0.663	Remote Similarity	NPD6779	Approved
0.663	Remote Similarity	NPD6777	Approved
0.663	Remote Similarity	NPD6782	Approved
0.663	Remote Similarity	NPD6776	Approved
0.663	Remote Similarity	NPD6781	Approved
0.663	Remote Similarity	NPD6778	Approved
0.663	Remote Similarity	NPD6780	Approved
0.6629	Remote Similarity	NPD5032	Approved
0.6628	Remote Similarity	NPD7893	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD3817	Phase 2
0.6626	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6612	Remote Similarity	NPD7700	Phase 2
0.6612	Remote Similarity	NPD7699	Phase 2
0.6611	Remote Similarity	NPD5968	Phase 3
0.6607	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6601	Remote Similarity	NPD2979	Phase 3
0.6599	Remote Similarity	NPD1608	Approved
0.6597	Remote Similarity	NPD3091	Approved
0.6591	Remote Similarity	NPD8312	Approved
0.6591	Remote Similarity	NPD8313	Approved
0.659	Remote Similarity	NPD5844	Phase 1
0.659	Remote Similarity	NPD6020	Phase 2
0.659	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.6587	Remote Similarity	NPD7768	Phase 2
0.6582	Remote Similarity	NPD1243	Approved
0.6579	Remote Similarity	NPD411	Approved
0.6578	Remote Similarity	NPD8320	Phase 1
0.6578	Remote Similarity	NPD8319	Approved
0.6571	Remote Similarity	NPD1609	Clinical (unspecified phase)
0.6571	Remote Similarity	NPD5039	Approved
0.657	Remote Similarity	NPD5033	Approved
0.6554	Remote Similarity	NPD1755	Approved
0.6554	Remote Similarity	NPD3600	Clinical (unspecified phase)
0.6549	Remote Similarity	NPD9281	Approved
0.6549	Remote Similarity	NPD5951	Approved
0.6531	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6531	Remote Similarity	NPD3092	Approved
0.6524	Remote Similarity	NPD7696	Phase 3
0.6524	Remote Similarity	NPD7697	Approved
0.6524	Remote Similarity	NPD7698	Approved
0.6524	Remote Similarity	NPD7435	Discontinued
0.6515	Remote Similarity	NPD1809	Phase 2
0.6514	Remote Similarity	NPD5953	Discontinued
0.65	Remote Similarity	NPD6836	Approved
0.6493	Remote Similarity	NPD3020	Approved
0.6489	Remote Similarity	NPD7870	Phase 2
0.6489	Remote Similarity	NPD7871	Phase 2
0.6489	Remote Similarity	NPD845	Approved
0.6486	Remote Similarity	NPD9717	Approved
0.6479	Remote Similarity	NPD1241	Discontinued
0.6475	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD9261	Approved
0.6471	Remote Similarity	NPD3268	Approved
0.6471	Remote Similarity	NPD1699	Clinical (unspecified phase)
0.6467	Remote Similarity	NPD1203	Approved
0.6467	Remote Similarity	NPD3094	Phase 2
0.6453	Remote Similarity	NPD3926	Phase 2
0.6452	Remote Similarity	NPD447	Suspended

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