NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	264.15
Volume:	301.846
LogP:	5.784
LogD:	4.626
LogS:	-6.619
# Rotatable Bonds:	1
TPSA:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.58
Synthetic Accessibility Score:	2.16
Fsp3:	0.263
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.862
MDCK Permeability:	1.5477067790925503e-05
Pgp-inhibitor:	0.673
Pgp-substrate:	0.287
Human Intestinal Absorption (HIA):	0.017
20% Bioavailability (F20%):	0.985
30% Bioavailability (F30%):	0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.434
Plasma Protein Binding (PPB):	98.622802734375%
Volume Distribution (VD):	1.325
Pgp-substrate:	0.8573533296585083%

ADMET: Metabolism

CYP1A2-inhibitor:	0.876
CYP1A2-substrate:	0.871
CYP2C19-inhibitor:	0.767
CYP2C19-substrate:	0.385
CYP2C9-inhibitor:	0.54
CYP2C9-substrate:	0.903
CYP2D6-inhibitor:	0.889
CYP2D6-substrate:	0.935
CYP3A4-inhibitor:	0.331
CYP3A4-substrate:	0.294

ADMET: Excretion

Clearance (CL):	6.893
Half-life (T1/2):	0.089

ADMET: Toxicity

hERG Blockers:	0.039
Human Hepatotoxicity (H-HT):	0.073
Drug-inuced Liver Injury (DILI):	0.914
AMES Toxicity:	0.841
Rat Oral Acute Toxicity:	0.385
Maximum Recommended Daily Dose:	0.959
Skin Sensitization:	0.931
Carcinogencity:	0.836
Eye Corrosion:	0.016
Eye Irritation:	0.982
Respiratory Toxicity:	0.827

Download Data

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

Natural Product: NPC715

Natural Product ID:	NPC715
*Common Name:**	7,8-Dimethyl-2-Propan-2-Ylphenanthren-3-Ol
IUPAC Name:	7,8-dimethyl-2-propan-2-ylphenanthren-3-ol
Synonyms:	12-demethylmulticauline
Standard InCHIKey:	ZMSKUQUFEKLXGK-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C19H20O/c1-11(2)17-9-14-6-8-15-13(4)12(3)5-7-16(15)18(14)10-19(17)20/h5-11,20H,1-4H3
SMILES:	CC(C)c1cc2ccc3c(C)c(C)ccc3c2cc1O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL457758
PubChem CID:	467783
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids

*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
NPO29303	Salvia multicaulis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9428161]
NPO29303	Salvia multicaulis	Species	Lamiaceae	Eukaryota	n.a.	root	n.a.	PMID[9428161]
NPO29303	Salvia multicaulis	Species	Lamiaceae	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
MIC	4
Others	3

Activity Type	# Activity
Organism	7

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	=	0.46	ug.mL-1	PMID[548786]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	=	15.6	ug.mL-1	PMID[548786]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	IZ	>	7.0	mm	PMID[548786]
NPT174	Organism	Streptococcus	Streptococcus	MIC	=	2.0	ug.mL-1	PMID[548786]
NPT174	Organism	Streptococcus	Streptococcus	IZ	>	7.0	mm	PMID[548786]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	=	15.6	ug.mL-1	PMID[548786]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	IZ	>	7.0	mm	PMID[548786]

☑ 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 NPC715 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	409
0.1-0.2	2059
0.2-0.3	5245
0.3-0.4	12456
0.4-0.5	6105
0.5-0.6	9261
0.6-0.7	5580
0.7-0.8	1312
0.8-0.85	201
0.85-0.9	46
0.9-0.95	16
0.95-1	7

Similarity Score	Similarity Level	Natural Product ID
0.972	High Similarity	NPC195922
0.9717	High Similarity	NPC46940
0.9623	High Similarity	NPC95716
0.9619	High Similarity	NPC58865
0.9619	High Similarity	NPC314187
0.9444	High Similarity	NPC322239
0.9439	High Similarity	NPC260323
0.9439	High Similarity	NPC176279
0.9429	High Similarity	NPC151477
0.9352	High Similarity	NPC250323
0.9346	High Similarity	NPC141782
0.934	High Similarity	NPC11554
0.9333	High Similarity	NPC271274
0.9279	High Similarity	NPC299180
0.9259	High Similarity	NPC151537
0.9238	High Similarity	NPC117115
0.9167	High Similarity	NPC13482
0.9151	High Similarity	NPC21594
0.9143	High Similarity	NPC238696
0.9099	High Similarity	NPC192948
0.9099	High Similarity	NPC35797
0.9091	High Similarity	NPC321589
0.9018	High Similarity	NPC38893
0.9018	High Similarity	NPC219112
0.9018	High Similarity	NPC477137
0.9018	High Similarity	NPC471668
0.9018	High Similarity	NPC308311
0.9009	High Similarity	NPC268160
0.9009	High Similarity	NPC249270
0.8991	High Similarity	NPC296683
0.8952	High Similarity	NPC51015
0.8947	High Similarity	NPC176893
0.8938	High Similarity	NPC172219
0.8938	High Similarity	NPC477136
0.8938	High Similarity	NPC304510
0.8929	High Similarity	NPC147179
0.8909	High Similarity	NPC322753
0.8879	High Similarity	NPC138942
0.887	High Similarity	NPC103916
0.8868	High Similarity	NPC168829
0.886	High Similarity	NPC471671
0.885	High Similarity	NPC92
0.885	High Similarity	NPC261973
0.885	High Similarity	NPC469663
0.885	High Similarity	NPC308828
0.8818	High Similarity	NPC132720
0.8803	High Similarity	NPC71094
0.8803	High Similarity	NPC176208
0.8785	High Similarity	NPC288411
0.8783	High Similarity	NPC151197
0.8783	High Similarity	NPC93071
0.8783	High Similarity	NPC126002
0.8783	High Similarity	NPC469644
0.8772	High Similarity	NPC25648
0.8772	High Similarity	NPC16030
0.8761	High Similarity	NPC84999
0.8761	High Similarity	NPC469719
0.8761	High Similarity	NPC246760
0.875	High Similarity	NPC317869
0.8739	High Similarity	NPC77772
0.8696	High Similarity	NPC469609
0.8673	High Similarity	NPC107240
0.8667	High Similarity	NPC79241
0.8667	High Similarity	NPC6597
0.8667	High Similarity	NPC156313
0.8667	High Similarity	NPC32674
0.8667	High Similarity	NPC77492
0.8661	High Similarity	NPC471179
0.8632	High Similarity	NPC32322
0.8632	High Similarity	NPC259703
0.8624	High Similarity	NPC54765
0.8584	High Similarity	NPC117846
0.8571	High Similarity	NPC470770
0.8571	High Similarity	NPC266937
0.8571	High Similarity	NPC312132
0.8571	High Similarity	NPC259512
0.8559	High Similarity	NPC162935
0.8559	High Similarity	NPC249340
0.8547	High Similarity	NPC260832
0.8547	High Similarity	NPC135467
0.8534	High Similarity	NPC154030
0.8522	High Similarity	NPC141001
0.8509	High Similarity	NPC471534
0.8505	High Similarity	NPC211885
0.8505	High Similarity	NPC72729
0.8505	High Similarity	NPC225506
0.85	High Similarity	NPC224342
0.8496	Intermediate Similarity	NPC62867
0.8496	Intermediate Similarity	NPC177962
0.8496	Intermediate Similarity	NPC228425
0.8487	Intermediate Similarity	NPC11250
0.8487	Intermediate Similarity	NPC297057
0.8476	Intermediate Similarity	NPC8392
0.8475	Intermediate Similarity	NPC241001
0.8475	Intermediate Similarity	NPC129176
0.8468	Intermediate Similarity	NPC95344
0.8468	Intermediate Similarity	NPC262365
0.8455	Intermediate Similarity	NPC276238
0.8448	Intermediate Similarity	NPC470760
0.844	Intermediate Similarity	NPC272029
0.844	Intermediate Similarity	NPC327811
0.844	Intermediate Similarity	NPC254965
0.8426	Intermediate Similarity	NPC252105
0.8421	Intermediate Similarity	NPC263753
0.8417	Intermediate Similarity	NPC471187
0.8411	Intermediate Similarity	NPC122005
0.8411	Intermediate Similarity	NPC252821
0.8411	Intermediate Similarity	NPC33675
0.8411	Intermediate Similarity	NPC299762
0.8407	Intermediate Similarity	NPC4493
0.8407	Intermediate Similarity	NPC225679
0.8407	Intermediate Similarity	NPC165770
0.8407	Intermediate Similarity	NPC224527
0.8407	Intermediate Similarity	NPC476632
0.8407	Intermediate Similarity	NPC469912
0.8403	Intermediate Similarity	NPC154696
0.8403	Intermediate Similarity	NPC253627
0.8396	Intermediate Similarity	NPC473388
0.8396	Intermediate Similarity	NPC292730
0.8396	Intermediate Similarity	NPC132271
0.8396	Intermediate Similarity	NPC82664
0.8396	Intermediate Similarity	NPC216520
0.839	Intermediate Similarity	NPC478121
0.839	Intermediate Similarity	NPC69006
0.8381	Intermediate Similarity	NPC245187
0.8381	Intermediate Similarity	NPC76938
0.8378	Intermediate Similarity	NPC320439
0.8376	Intermediate Similarity	NPC48342
0.8376	Intermediate Similarity	NPC164649
0.8376	Intermediate Similarity	NPC206
0.8376	Intermediate Similarity	NPC328694
0.8374	Intermediate Similarity	NPC215300
0.8374	Intermediate Similarity	NPC96024
0.8362	Intermediate Similarity	NPC115808
0.8349	Intermediate Similarity	NPC233827
0.8349	Intermediate Similarity	NPC168393
0.8347	Intermediate Similarity	NPC181334
0.8333	Intermediate Similarity	NPC471794
0.8333	Intermediate Similarity	NPC302371
0.8333	Intermediate Similarity	NPC166995
0.8333	Intermediate Similarity	NPC121168
0.8333	Intermediate Similarity	NPC43525
0.8319	Intermediate Similarity	NPC328504
0.8319	Intermediate Similarity	NPC44732
0.8319	Intermediate Similarity	NPC224870
0.8318	Intermediate Similarity	NPC225464
0.8305	Intermediate Similarity	NPC42657
0.8304	Intermediate Similarity	NPC233835
0.8302	Intermediate Similarity	NPC274678
0.8302	Intermediate Similarity	NPC32714
0.8302	Intermediate Similarity	NPC26244
0.8293	Intermediate Similarity	NPC53781
0.8286	Intermediate Similarity	NPC271440
0.8279	Intermediate Similarity	NPC137750
0.8273	Intermediate Similarity	NPC475225
0.8264	Intermediate Similarity	NPC12824
0.8264	Intermediate Similarity	NPC198014
0.8261	Intermediate Similarity	NPC35344
0.8261	Intermediate Similarity	NPC141003
0.8257	Intermediate Similarity	NPC12221
0.8246	Intermediate Similarity	NPC308689
0.8241	Intermediate Similarity	NPC92730
0.8235	Intermediate Similarity	NPC190501
0.8235	Intermediate Similarity	NPC99734
0.8235	Intermediate Similarity	NPC318552
0.823	Intermediate Similarity	NPC228343
0.823	Intermediate Similarity	NPC33728
0.823	Intermediate Similarity	NPC19808
0.823	Intermediate Similarity	NPC202647
0.823	Intermediate Similarity	NPC254833
0.8226	Intermediate Similarity	NPC38017
0.822	Intermediate Similarity	NPC63010
0.8211	Intermediate Similarity	NPC145659
0.8211	Intermediate Similarity	NPC325294
0.8211	Intermediate Similarity	NPC321822
0.8211	Intermediate Similarity	NPC170485
0.8211	Intermediate Similarity	NPC43000
0.8211	Intermediate Similarity	NPC9292
0.8211	Intermediate Similarity	NPC100414
0.8208	Intermediate Similarity	NPC151715
0.8208	Intermediate Similarity	NPC128062
0.8205	Intermediate Similarity	NPC154511
0.8205	Intermediate Similarity	NPC247858
0.8205	Intermediate Similarity	NPC137496
0.8205	Intermediate Similarity	NPC474387
0.8205	Intermediate Similarity	NPC312105
0.8205	Intermediate Similarity	NPC474358
0.8205	Intermediate Similarity	NPC257540
0.8198	Intermediate Similarity	NPC219286
0.8198	Intermediate Similarity	NPC47284
0.8198	Intermediate Similarity	NPC243601
0.8198	Intermediate Similarity	NPC99557
0.8197	Intermediate Similarity	NPC199273
0.8197	Intermediate Similarity	NPC61685
0.819	Intermediate Similarity	NPC12656
0.819	Intermediate Similarity	NPC304541
0.819	Intermediate Similarity	NPC231150
0.819	Intermediate Similarity	NPC204210
0.8182	Intermediate Similarity	NPC471228
0.8182	Intermediate Similarity	NPC235762

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 NPC715 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	415
0.1-0.2	1031
0.2-0.3	1112
0.3-0.4	2981
0.4-0.5	1912
0.5-0.6	1215
0.6-0.7	383
0.7-0.8	84
0.8-0.85	11
0.85-0.9	5
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9429	High Similarity	NPD2342	Discontinued
0.9	High Similarity	NPD7635	Approved
0.8585	High Similarity	NPD3020	Approved
0.8571	High Similarity	NPD288	Approved
0.8547	High Similarity	NPD2286	Discontinued
0.8476	Intermediate Similarity	NPD844	Approved
0.8376	Intermediate Similarity	NPD3091	Approved
0.8305	Intermediate Similarity	NPD4093	Discontinued
0.8302	Intermediate Similarity	NPD2859	Approved
0.8302	Intermediate Similarity	NPD2860	Approved
0.8286	Intermediate Similarity	NPD845	Approved
0.8235	Intermediate Similarity	NPD3019	Approved
0.8235	Intermediate Similarity	NPD4059	Approved
0.823	Intermediate Similarity	NPD3021	Approved
0.823	Intermediate Similarity	NPD3022	Approved
0.8208	Intermediate Similarity	NPD2934	Approved
0.8208	Intermediate Similarity	NPD2933	Approved
0.8131	Intermediate Similarity	NPD1809	Phase 2
0.8115	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.8099	Intermediate Similarity	NPD3092	Approved
0.8083	Intermediate Similarity	NPD2932	Approved
0.807	Intermediate Similarity	NPD4750	Phase 3
0.8037	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.7934	Intermediate Similarity	NPD3095	Discontinued
0.7899	Intermediate Similarity	NPD7325	Clinical (unspecified phase)
0.7881	Intermediate Similarity	NPD497	Approved
0.7874	Intermediate Similarity	NPD4625	Phase 3
0.7857	Intermediate Similarity	NPD5700	Clinical (unspecified phase)
0.784	Intermediate Similarity	NPD3094	Phase 2
0.7838	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7797	Intermediate Similarity	NPD495	Approved
0.7797	Intermediate Similarity	NPD4869	Clinical (unspecified phase)
0.7797	Intermediate Similarity	NPD498	Approved
0.7797	Intermediate Similarity	NPD496	Approved
0.7787	Intermediate Similarity	NPD1751	Approved
0.7787	Intermediate Similarity	NPD4626	Approved
0.7769	Intermediate Similarity	NPD5303	Approved
0.7769	Intermediate Similarity	NPD5304	Approved
0.7759	Intermediate Similarity	NPD1792	Phase 2
0.7734	Intermediate Similarity	NPD5155	Approved
0.7734	Intermediate Similarity	NPD5156	Approved
0.7717	Intermediate Similarity	NPD5736	Approved
0.771	Intermediate Similarity	NPD4097	Suspended
0.7698	Intermediate Similarity	NPD4339	Clinical (unspecified phase)
0.7669	Intermediate Similarity	NPD5406	Approved
0.7669	Intermediate Similarity	NPD5404	Approved
0.7669	Intermediate Similarity	NPD5408	Approved
0.7669	Intermediate Similarity	NPD5405	Approved
0.7661	Intermediate Similarity	NPD1201	Approved
0.7656	Intermediate Similarity	NPD2606	Approved
0.7656	Intermediate Similarity	NPD2605	Approved
0.7642	Intermediate Similarity	NPD4589	Approved
0.7619	Intermediate Similarity	NPD1283	Approved
0.7611	Intermediate Similarity	NPD846	Approved
0.7611	Intermediate Similarity	NPD940	Approved
0.7581	Intermediate Similarity	NPD3026	Approved
0.7581	Intermediate Similarity	NPD3023	Approved
0.7578	Intermediate Similarity	NPD3636	Approved
0.7578	Intermediate Similarity	NPD3635	Approved
0.7578	Intermediate Similarity	NPD3637	Approved
0.7561	Intermediate Similarity	NPD1651	Approved
0.7561	Intermediate Similarity	NPD3024	Approved
0.7561	Intermediate Similarity	NPD3025	Approved
0.7557	Intermediate Similarity	NPD4060	Phase 1
0.7538	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7524	Intermediate Similarity	NPD111	Approved
0.7522	Intermediate Similarity	NPD1242	Phase 1
0.7519	Intermediate Similarity	NPD7718	Clinical (unspecified phase)
0.7519	Intermediate Similarity	NPD3594	Approved
0.7519	Intermediate Similarity	NPD3595	Approved
0.75	Intermediate Similarity	NPD4624	Approved
0.75	Intermediate Similarity	NPD2195	Approved
0.75	Intermediate Similarity	NPD2229	Approved
0.75	Intermediate Similarity	NPD2234	Approved
0.75	Intermediate Similarity	NPD2194	Approved
0.75	Intermediate Similarity	NPD2228	Approved
0.75	Intermediate Similarity	NPD1445	Approved
0.75	Intermediate Similarity	NPD1444	Approved
0.7481	Intermediate Similarity	NPD6663	Approved
0.748	Intermediate Similarity	NPD2226	Clinical (unspecified phase)
0.7445	Intermediate Similarity	NPD7003	Approved
0.7422	Intermediate Similarity	NPD1470	Approved
0.7419	Intermediate Similarity	NPD5691	Approved
0.741	Intermediate Similarity	NPD7390	Discontinued
0.7405	Intermediate Similarity	NPD6812	Clinical (unspecified phase)
0.7385	Intermediate Similarity	NPD4908	Phase 1
0.7381	Intermediate Similarity	NPD1281	Approved
0.7357	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD6124	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7317	Intermediate Similarity	NPD7340	Approved
0.7308	Intermediate Similarity	NPD2861	Phase 2
0.7293	Intermediate Similarity	NPD3620	Phase 2
0.7293	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7286	Intermediate Similarity	NPD2421	Approved
0.7286	Intermediate Similarity	NPD7041	Phase 2
0.7286	Intermediate Similarity	NPD2420	Approved
0.7286	Intermediate Similarity	NPD7040	Clinical (unspecified phase)
0.7266	Intermediate Similarity	NPD4749	Approved
0.7266	Intermediate Similarity	NPD5327	Phase 3
0.7266	Intermediate Similarity	NPD1669	Approved
0.7244	Intermediate Similarity	NPD1611	Approved
0.7236	Intermediate Similarity	NPD709	Approved
0.7236	Intermediate Similarity	NPD6671	Approved
0.7231	Intermediate Similarity	NPD6584	Phase 3
0.7217	Intermediate Similarity	NPD3028	Approved
0.7213	Intermediate Similarity	NPD7159	Clinical (unspecified phase)
0.7213	Intermediate Similarity	NPD1398	Phase 1
0.7213	Intermediate Similarity	NPD5283	Phase 1
0.7209	Intermediate Similarity	NPD6696	Suspended
0.7206	Intermediate Similarity	NPD7742	Approved
0.7206	Intermediate Similarity	NPD3299	Clinical (unspecified phase)
0.7206	Intermediate Similarity	NPD7743	Approved
0.7174	Intermediate Similarity	NPD7037	Approved
0.7167	Intermediate Similarity	NPD5451	Approved
0.7164	Intermediate Similarity	NPD4140	Approved
0.7122	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7111	Intermediate Similarity	NPD5735	Approved
0.7109	Intermediate Similarity	NPD5351	Clinical (unspecified phase)
0.7109	Intermediate Similarity	NPD5350	Clinical (unspecified phase)
0.7109	Intermediate Similarity	NPD1610	Phase 2
0.7101	Intermediate Similarity	NPD4721	Approved
0.7101	Intermediate Similarity	NPD4726	Approved
0.7101	Intermediate Similarity	NPD4725	Approved
0.7099	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7094	Intermediate Similarity	NPD9500	Approved
0.7087	Intermediate Similarity	NPD5238	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD7330	Discontinued
0.7059	Intermediate Similarity	NPD6353	Approved
0.7059	Intermediate Similarity	NPD4579	Clinical (unspecified phase)
0.7054	Intermediate Similarity	NPD2233	Approved
0.7054	Intermediate Similarity	NPD2232	Approved
0.7054	Intermediate Similarity	NPD2230	Approved
0.7037	Intermediate Similarity	NPD2979	Phase 3
0.7031	Intermediate Similarity	NPD1983	Approved
0.7031	Intermediate Similarity	NPD1980	Approved
0.7031	Intermediate Similarity	NPD1981	Approved
0.7023	Intermediate Similarity	NPD1164	Approved
0.7016	Intermediate Similarity	NPD1476	Clinical (unspecified phase)
0.7016	Intermediate Similarity	NPD5951	Approved
0.7015	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7015	Intermediate Similarity	NPD2028	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD6583	Phase 3
0.7	Intermediate Similarity	NPD3638	Discontinued
0.7	Intermediate Similarity	NPD6582	Phase 2
0.6972	Remote Similarity	NPD3845	Phase 1
0.6957	Remote Similarity	NPD4108	Discontinued
0.6929	Remote Similarity	NPD4256	Phase 2
0.6929	Remote Similarity	NPD4257	Approved
0.6923	Remote Similarity	NPD1616	Discontinued
0.6918	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6911	Remote Similarity	NPD228	Approved
0.6905	Remote Similarity	NPD405	Clinical (unspecified phase)
0.6901	Remote Similarity	NPD7910	Clinical (unspecified phase)
0.6891	Remote Similarity	NPD9608	Approved
0.6891	Remote Similarity	NPD9610	Approved
0.6889	Remote Similarity	NPD3764	Approved
0.688	Remote Similarity	NPD1793	Approved
0.688	Remote Similarity	NPD1791	Approved
0.6875	Remote Similarity	NPD4235	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD4196	Clinical (unspecified phase)
0.687	Remote Similarity	NPD4659	Approved
0.6857	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.6855	Remote Similarity	NPD5535	Approved
0.6838	Remote Similarity	NPD8032	Phase 2
0.6831	Remote Similarity	NPD8166	Discontinued
0.6831	Remote Similarity	NPD5819	Phase 2
0.6828	Remote Similarity	NPD4319	Phase 2
0.6825	Remote Similarity	NPD6387	Discontinued
0.6822	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD2667	Approved
0.6822	Remote Similarity	NPD2668	Approved
0.6815	Remote Similarity	NPD7095	Approved
0.6812	Remote Similarity	NPD2157	Approved
0.6797	Remote Similarity	NPD1548	Phase 1
0.6788	Remote Similarity	NPD3109	Approved
0.6788	Remote Similarity	NPD3110	Approved
0.6786	Remote Similarity	NPD2438	Suspended
0.6786	Remote Similarity	NPD2531	Phase 2
0.6786	Remote Similarity	NPD6099	Approved
0.6786	Remote Similarity	NPD1632	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD2935	Discontinued
0.6786	Remote Similarity	NPD6100	Approved
0.6769	Remote Similarity	NPD3143	Discontinued
0.6769	Remote Similarity	NPD2688	Clinical (unspecified phase)
0.6767	Remote Similarity	NPD2797	Approved
0.6767	Remote Similarity	NPD3055	Approved
0.6767	Remote Similarity	NPD4104	Clinical (unspecified phase)
0.6767	Remote Similarity	NPD4103	Phase 2
0.6767	Remote Similarity	NPD3053	Approved
0.6761	Remote Similarity	NPD6674	Discontinued
0.6759	Remote Similarity	NPD4160	Clinical (unspecified phase)
0.6753	Remote Similarity	NPD6232	Discontinued
0.6744	Remote Similarity	NPD3445	Approved
0.6744	Remote Similarity	NPD3444	Approved
0.6744	Remote Similarity	NPD3443	Approved
0.6741	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6738	Remote Similarity	NPD2346	Discontinued
0.6736	Remote Similarity	NPD2422	Clinical (unspecified phase)
0.6733	Remote Similarity	NPD5929	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