NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	250.16
Volume:	263.425
LogP:	3.494
LogD:	3.58
LogS:	-3.68
# Rotatable Bonds:	0
TPSA:	53.6
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.743
Synthetic Accessibility Score:	4.505
Fsp3:	0.733
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.657
MDCK Permeability:	1.9771823644987307e-05
Pgp-inhibitor:	0.003
Pgp-substrate:	0.005
Human Intestinal Absorption (HIA):	0.009
20% Bioavailability (F20%):	0.007
30% Bioavailability (F30%):	0.007

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.599
Plasma Protein Binding (PPB):	94.11306762695312%
Volume Distribution (VD):	2.571
Pgp-substrate:	8.15349292755127%

ADMET: Metabolism

CYP1A2-inhibitor:	0.102
CYP1A2-substrate:	0.678
CYP2C19-inhibitor:	0.093
CYP2C19-substrate:	0.378
CYP2C9-inhibitor:	0.288
CYP2C9-substrate:	0.886
CYP2D6-inhibitor:	0.06
CYP2D6-substrate:	0.779
CYP3A4-inhibitor:	0.031
CYP3A4-substrate:	0.161

ADMET: Excretion

Clearance (CL):	9.458
Half-life (T1/2):	0.326

ADMET: Toxicity

hERG Blockers:	0.012
Human Hepatotoxicity (H-HT):	0.388
Drug-inuced Liver Injury (DILI):	0.045
AMES Toxicity:	0.009
Rat Oral Acute Toxicity:	0.584
Maximum Recommended Daily Dose:	0.234
Skin Sensitization:	0.369
Carcinogencity:	0.921
Eye Corrosion:	0.004
Eye Irritation:	0.028
Respiratory Toxicity:	0.943

Download Data

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

Natural Product: NPC245434

Natural Product ID:	NPC245434
*Common Name:**	(+)-(1R,6S,7S)-Tremul-2-Ene-12(11)-Lactone
IUPAC Name:	(6S,6aS,9aR)-9a-hydroxy-6,8,8-trimethyl-4,5,6,6a,7,9-hexahydro-1H-azuleno[4,5-c]furan-3-one
Synonyms:
Standard InCHIKey:	VNDGSRHWEWETAM-CCUNJIBTSA-N
Standard InCHI:	InChI=1S/C15H22O3/c1-9-4-5-10-12(7-18-13(10)16)15(17)8-14(2,3)6-11(9)15/h9,11,17H,4-8H2,1-3H3/t9-,11-,15+/m0/s1
SMILES:	C[C@H]1CCC2=C(COC2=O)[C@]2(CC(C)(C)C[C@@H]12)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1172598
PubChem CID:	46872583
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
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15165144]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15844878]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16209522]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17279797]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20583752]
NPO9758	Irpex lacteus	Species	Irpicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30296083]
NPO9758	Irpex lacteus	Species	Irpicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32315183]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9758	Irpex lacteus	Species	Irpicaceae	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
Others	1

Activity Type	# Activity
Tissue	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2847	Tissue	Thoracic aorta	Rattus norvegicus	Activity	=	46.6	%	PMID[514231]

☑ 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 NPC245434 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	207
0.1-0.2	1452
0.2-0.3	6371
0.3-0.4	15787
0.4-0.5	8993
0.5-0.6	6300
0.6-0.7	3197
0.7-0.8	374
0.8-0.85	11
0.85-0.9	3
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9059	High Similarity	NPC212664
0.8977	High Similarity	NPC469873
0.8764	High Similarity	NPC37408
0.8652	High Similarity	NPC96541
0.8256	Intermediate Similarity	NPC156485
0.8256	Intermediate Similarity	NPC16887
0.8256	Intermediate Similarity	NPC53011
0.8256	Intermediate Similarity	NPC154893
0.8256	Intermediate Similarity	NPC37005
0.8182	Intermediate Similarity	NPC471657
0.8182	Intermediate Similarity	NPC45957
0.8172	Intermediate Similarity	NPC477949
0.8111	Intermediate Similarity	NPC301969
0.8111	Intermediate Similarity	NPC37607
0.8105	Intermediate Similarity	NPC477950
0.8046	Intermediate Similarity	NPC290052
0.8	Intermediate Similarity	NPC469872
0.8	Intermediate Similarity	NPC469864
0.7957	Intermediate Similarity	NPC67584
0.7957	Intermediate Similarity	NPC52044
0.7957	Intermediate Similarity	NPC170120
0.7955	Intermediate Similarity	NPC146850
0.7955	Intermediate Similarity	NPC471185
0.7955	Intermediate Similarity	NPC287015
0.7952	Intermediate Similarity	NPC476317
0.7931	Intermediate Similarity	NPC245665
0.7907	Intermediate Similarity	NPC78677
0.7907	Intermediate Similarity	NPC59994
0.7895	Intermediate Similarity	NPC221615
0.7872	Intermediate Similarity	NPC213078
0.7872	Intermediate Similarity	NPC9812
0.7865	Intermediate Similarity	NPC67493
0.7857	Intermediate Similarity	NPC53581
0.7857	Intermediate Similarity	NPC103987
0.7857	Intermediate Similarity	NPC121099
0.7849	Intermediate Similarity	NPC127019
0.7789	Intermediate Similarity	NPC161493
0.7778	Intermediate Similarity	NPC191283
0.7766	Intermediate Similarity	NPC476488
0.7766	Intermediate Similarity	NPC476487
0.7766	Intermediate Similarity	NPC213698
0.7765	Intermediate Similarity	NPC222210
0.7765	Intermediate Similarity	NPC63445
0.7742	Intermediate Similarity	NPC37816
0.7732	Intermediate Similarity	NPC116139
0.7732	Intermediate Similarity	NPC150923
0.7732	Intermediate Similarity	NPC475099
0.7727	Intermediate Similarity	NPC321385
0.7708	Intermediate Similarity	NPC244411
0.7708	Intermediate Similarity	NPC64742
0.7701	Intermediate Similarity	NPC325031
0.7684	Intermediate Similarity	NPC320231
0.7677	Intermediate Similarity	NPC309190
0.766	Intermediate Similarity	NPC90453
0.766	Intermediate Similarity	NPC470013
0.766	Intermediate Similarity	NPC262133
0.766	Intermediate Similarity	NPC167219
0.766	Intermediate Similarity	NPC323008
0.766	Intermediate Similarity	NPC470010
0.7653	Intermediate Similarity	NPC66110
0.7629	Intermediate Similarity	NPC280963
0.7614	Intermediate Similarity	NPC133844
0.7609	Intermediate Similarity	NPC232747
0.7586	Intermediate Similarity	NPC47747
0.7582	Intermediate Similarity	NPC201658
0.7582	Intermediate Similarity	NPC312561
0.7558	Intermediate Similarity	NPC299235
0.7556	Intermediate Similarity	NPC204105
0.7556	Intermediate Similarity	NPC284534
0.7556	Intermediate Similarity	NPC300082
0.7553	Intermediate Similarity	NPC40821
0.7553	Intermediate Similarity	NPC272293
0.7553	Intermediate Similarity	NPC32862
0.7551	Intermediate Similarity	NPC62670
0.7551	Intermediate Similarity	NPC206079
0.7529	Intermediate Similarity	NPC215481
0.7527	Intermediate Similarity	NPC129419
0.7527	Intermediate Similarity	NPC77337
0.75	Intermediate Similarity	NPC24956
0.75	Intermediate Similarity	NPC469641
0.75	Intermediate Similarity	NPC224652
0.75	Intermediate Similarity	NPC469643
0.75	Intermediate Similarity	NPC98165
0.75	Intermediate Similarity	NPC79549
0.75	Intermediate Similarity	NPC18019
0.75	Intermediate Similarity	NPC91248
0.7474	Intermediate Similarity	NPC198853
0.7474	Intermediate Similarity	NPC477131
0.7473	Intermediate Similarity	NPC56593
0.7473	Intermediate Similarity	NPC474062
0.7471	Intermediate Similarity	NPC471890
0.7471	Intermediate Similarity	NPC32758
0.7471	Intermediate Similarity	NPC84185
0.7471	Intermediate Similarity	NPC66677
0.7471	Intermediate Similarity	NPC182550
0.7471	Intermediate Similarity	NPC301769
0.7447	Intermediate Similarity	NPC2882
0.7447	Intermediate Similarity	NPC475925
0.7447	Intermediate Similarity	NPC290651
0.7447	Intermediate Similarity	NPC472814
0.7447	Intermediate Similarity	NPC177037
0.7444	Intermediate Similarity	NPC475100
0.7442	Intermediate Similarity	NPC316500
0.7423	Intermediate Similarity	NPC170143
0.7423	Intermediate Similarity	NPC108475
0.7423	Intermediate Similarity	NPC213947
0.7419	Intermediate Similarity	NPC215556
0.7419	Intermediate Similarity	NPC32922
0.7419	Intermediate Similarity	NPC155935
0.7419	Intermediate Similarity	NPC268298
0.7419	Intermediate Similarity	NPC170775
0.7416	Intermediate Similarity	NPC89555
0.7412	Intermediate Similarity	NPC77501
0.7412	Intermediate Similarity	NPC329852
0.74	Intermediate Similarity	NPC112009
0.74	Intermediate Similarity	NPC124881
0.74	Intermediate Similarity	NPC180204
0.7396	Intermediate Similarity	NPC329435
0.7391	Intermediate Similarity	NPC237540
0.7386	Intermediate Similarity	NPC80622
0.7368	Intermediate Similarity	NPC472954
0.7368	Intermediate Similarity	NPC115021
0.7368	Intermediate Similarity	NPC258216
0.7363	Intermediate Similarity	NPC78089
0.7363	Intermediate Similarity	NPC165162
0.7363	Intermediate Similarity	NPC106416
0.7363	Intermediate Similarity	NPC65661
0.7363	Intermediate Similarity	NPC235792
0.7363	Intermediate Similarity	NPC86316
0.7356	Intermediate Similarity	NPC476627
0.7347	Intermediate Similarity	NPC471610
0.734	Intermediate Similarity	NPC216284
0.734	Intermediate Similarity	NPC54065
0.734	Intermediate Similarity	NPC281942
0.734	Intermediate Similarity	NPC297474
0.734	Intermediate Similarity	NPC232426
0.734	Intermediate Similarity	NPC473448
0.734	Intermediate Similarity	NPC35809
0.7333	Intermediate Similarity	NPC65350
0.7333	Intermediate Similarity	NPC472473
0.7326	Intermediate Similarity	NPC182848
0.732	Intermediate Similarity	NPC470801
0.7303	Intermediate Similarity	NPC470241
0.7303	Intermediate Similarity	NPC282293
0.7303	Intermediate Similarity	NPC472471
0.73	Intermediate Similarity	NPC118405
0.7292	Intermediate Similarity	NPC474554
0.7292	Intermediate Similarity	NPC53685
0.7292	Intermediate Similarity	NPC474555
0.7283	Intermediate Similarity	NPC107787
0.7283	Intermediate Similarity	NPC261253
0.7283	Intermediate Similarity	NPC474045
0.7273	Intermediate Similarity	NPC470244
0.7273	Intermediate Similarity	NPC469620
0.7273	Intermediate Similarity	NPC290802
0.7273	Intermediate Similarity	NPC472013
0.7273	Intermediate Similarity	NPC89128
0.7273	Intermediate Similarity	NPC476624
0.7273	Intermediate Similarity	NPC201406
0.7273	Intermediate Similarity	NPC70865
0.7273	Intermediate Similarity	NPC470239
0.7273	Intermediate Similarity	NPC469690
0.7263	Intermediate Similarity	NPC261607
0.7263	Intermediate Similarity	NPC35959
0.7263	Intermediate Similarity	NPC133698
0.7263	Intermediate Similarity	NPC155215
0.7263	Intermediate Similarity	NPC131209
0.7263	Intermediate Similarity	NPC111114
0.7263	Intermediate Similarity	NPC293001
0.7263	Intermediate Similarity	NPC57304
0.7263	Intermediate Similarity	NPC472953
0.7263	Intermediate Similarity	NPC221282
0.7263	Intermediate Similarity	NPC171360
0.7263	Intermediate Similarity	NPC63193
0.7263	Intermediate Similarity	NPC29821
0.7263	Intermediate Similarity	NPC472705
0.7263	Intermediate Similarity	NPC300312
0.7263	Intermediate Similarity	NPC133888
0.7263	Intermediate Similarity	NPC141831
0.7253	Intermediate Similarity	NPC82297
0.7253	Intermediate Similarity	NPC474693
0.7253	Intermediate Similarity	NPC238197
0.7253	Intermediate Similarity	NPC165287
0.7245	Intermediate Similarity	NPC47834
0.7245	Intermediate Similarity	NPC69385
0.7245	Intermediate Similarity	NPC202705
0.7241	Intermediate Similarity	NPC476439
0.7241	Intermediate Similarity	NPC137547
0.7234	Intermediate Similarity	NPC174342
0.7234	Intermediate Similarity	NPC477215
0.7234	Intermediate Similarity	NPC476388
0.7234	Intermediate Similarity	NPC5509
0.7228	Intermediate Similarity	NPC280566
0.7228	Intermediate Similarity	NPC183570
0.7222	Intermediate Similarity	NPC474291
0.7222	Intermediate Similarity	NPC20262
0.7222	Intermediate Similarity	NPC256750
0.7216	Intermediate Similarity	NPC220221
0.7216	Intermediate Similarity	NPC293052
0.7216	Intermediate Similarity	NPC304886

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 NPC245434 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	227
0.1-0.2	2231
0.2-0.3	3964
0.3-0.4	1878
0.4-0.5	484
0.5-0.6	238
0.6-0.7	123
0.7-0.8	5
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.734	Intermediate Similarity	NPD5785	Approved
0.7333	Intermediate Similarity	NPD5362	Discontinued
0.7216	Intermediate Similarity	NPD5695	Phase 3
0.7143	Intermediate Similarity	NPD6371	Approved
0.7071	Intermediate Similarity	NPD6084	Phase 2
0.7071	Intermediate Similarity	NPD6083	Phase 2
0.7053	Intermediate Similarity	NPD1695	Approved
0.7041	Intermediate Similarity	NPD1698	Clinical (unspecified phase)
0.7033	Intermediate Similarity	NPD4752	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD5696	Approved
0.6989	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6966	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6907	Remote Similarity	NPD5693	Phase 1
0.6857	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD6053	Discontinued
0.6813	Remote Similarity	NPD4820	Approved
0.6813	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6813	Remote Similarity	NPD4822	Approved
0.6813	Remote Similarity	NPD4821	Approved
0.6813	Remote Similarity	NPD4819	Approved
0.6809	Remote Similarity	NPD5363	Approved
0.6809	Remote Similarity	NPD1694	Approved
0.6774	Remote Similarity	NPD5331	Approved
0.6774	Remote Similarity	NPD7154	Phase 3
0.6774	Remote Similarity	NPD5332	Approved
0.6771	Remote Similarity	NPD6903	Approved
0.6765	Remote Similarity	NPD7640	Approved
0.6765	Remote Similarity	NPD7639	Approved
0.6739	Remote Similarity	NPD4790	Discontinued
0.6737	Remote Similarity	NPD5330	Approved
0.6737	Remote Similarity	NPD6684	Approved
0.6737	Remote Similarity	NPD7334	Approved
0.6737	Remote Similarity	NPD6409	Approved
0.6737	Remote Similarity	NPD7146	Approved
0.6737	Remote Similarity	NPD7521	Approved
0.6701	Remote Similarity	NPD4753	Phase 2
0.6667	Remote Similarity	NPD4221	Approved
0.6667	Remote Similarity	NPD6435	Approved
0.6667	Remote Similarity	NPD7638	Approved
0.6667	Remote Similarity	NPD4270	Approved
0.6667	Remote Similarity	NPD4269	Approved
0.6667	Remote Similarity	NPD4223	Phase 3
0.6636	Remote Similarity	NPD7320	Approved
0.6635	Remote Similarity	NPD7632	Discontinued
0.6633	Remote Similarity	NPD5207	Approved
0.6604	Remote Similarity	NPD5739	Approved
0.6604	Remote Similarity	NPD6402	Approved
0.6604	Remote Similarity	NPD6675	Approved
0.6604	Remote Similarity	NPD7128	Approved
0.6598	Remote Similarity	NPD5208	Approved
0.6598	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6593	Remote Similarity	NPD4268	Approved
0.6593	Remote Similarity	NPD4271	Approved
0.6566	Remote Similarity	NPD5284	Approved
0.6566	Remote Similarity	NPD5281	Approved
0.6562	Remote Similarity	NPD4249	Approved
0.6562	Remote Similarity	NPD5786	Approved
0.6559	Remote Similarity	NPD5369	Approved
0.6542	Remote Similarity	NPD5701	Approved
0.6542	Remote Similarity	NPD5697	Approved
0.6535	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6531	Remote Similarity	NPD6904	Approved
0.6531	Remote Similarity	NPD6673	Approved
0.6531	Remote Similarity	NPD6080	Approved
0.6526	Remote Similarity	NPD3665	Phase 1
0.6526	Remote Similarity	NPD4197	Approved
0.6526	Remote Similarity	NPD3666	Approved
0.6526	Remote Similarity	NPD3133	Approved
0.6495	Remote Similarity	NPD4250	Approved
0.6495	Remote Similarity	NPD4251	Approved
0.6481	Remote Similarity	NPD6899	Approved
0.6481	Remote Similarity	NPD6881	Approved
0.6465	Remote Similarity	NPD5692	Phase 3
0.646	Remote Similarity	NPD7115	Discovery
0.6458	Remote Similarity	NPD5329	Approved
0.6452	Remote Similarity	NPD4252	Approved
0.6452	Remote Similarity	NPD5368	Approved
0.6444	Remote Similarity	NPD3702	Approved
0.6441	Remote Similarity	NPD7507	Approved
0.6436	Remote Similarity	NPD6001	Approved
0.6429	Remote Similarity	NPD5737	Approved
0.6429	Remote Similarity	NPD6672	Approved
0.6422	Remote Similarity	NPD6012	Approved
0.6422	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6422	Remote Similarity	NPD6013	Approved
0.6422	Remote Similarity	NPD6372	Approved
0.6422	Remote Similarity	NPD6373	Approved
0.6422	Remote Similarity	NPD6014	Approved
0.64	Remote Similarity	NPD6050	Approved
0.64	Remote Similarity	NPD5694	Approved
0.6392	Remote Similarity	NPD5205	Approved
0.6392	Remote Similarity	NPD4689	Approved
0.6392	Remote Similarity	NPD5690	Phase 2
0.6392	Remote Similarity	NPD4138	Approved
0.6392	Remote Similarity	NPD5280	Approved
0.6392	Remote Similarity	NPD4688	Approved
0.6392	Remote Similarity	NPD4690	Approved
0.6392	Remote Similarity	NPD4693	Phase 3
0.6392	Remote Similarity	NPD4694	Approved
0.6392	Remote Similarity	NPD6098	Approved
0.6383	Remote Similarity	NPD4139	Approved
0.6383	Remote Similarity	NPD4692	Approved
0.6373	Remote Similarity	NPD4629	Approved
0.6373	Remote Similarity	NPD5210	Approved
0.6364	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD6051	Approved
0.6364	Remote Similarity	NPD7102	Approved
0.6364	Remote Similarity	NPD6883	Approved
0.6364	Remote Similarity	NPD7290	Approved
0.6346	Remote Similarity	NPD4225	Approved
0.6337	Remote Similarity	NPD6399	Phase 3
0.6337	Remote Similarity	NPD4202	Approved
0.633	Remote Similarity	NPD6686	Approved
0.633	Remote Similarity	NPD6011	Approved
0.6321	Remote Similarity	NPD5211	Phase 2
0.6316	Remote Similarity	NPD5209	Approved
0.6306	Remote Similarity	NPD6650	Approved
0.6306	Remote Similarity	NPD8130	Phase 1
0.6306	Remote Similarity	NPD6847	Approved
0.6306	Remote Similarity	NPD6649	Approved
0.6306	Remote Similarity	NPD6617	Approved
0.6306	Remote Similarity	NPD6869	Approved
0.63	Remote Similarity	NPD46	Approved
0.63	Remote Similarity	NPD6698	Approved
0.6281	Remote Similarity	NPD7319	Approved
0.6264	Remote Similarity	NPD8039	Approved
0.6263	Remote Similarity	NPD4518	Approved
0.625	Remote Similarity	NPD6882	Approved
0.625	Remote Similarity	NPD4755	Approved
0.625	Remote Similarity	NPD8297	Approved
0.625	Remote Similarity	NPD4788	Approved
0.6238	Remote Similarity	NPD7637	Suspended
0.6237	Remote Similarity	NPD3617	Approved
0.6224	Remote Similarity	NPD5279	Phase 3
0.6214	Remote Similarity	NPD5654	Approved
0.6204	Remote Similarity	NPD5141	Approved
0.6186	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6163	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6163	Remote Similarity	NPD7341	Phase 2
0.6161	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6147	Remote Similarity	NPD6008	Approved
0.6145	Remote Similarity	NPD3198	Approved
0.6139	Remote Similarity	NPD4096	Approved
0.6132	Remote Similarity	NPD5285	Approved
0.6132	Remote Similarity	NPD4700	Approved
0.6132	Remote Similarity	NPD5286	Approved
0.6132	Remote Similarity	NPD4696	Approved
0.6122	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6121	Remote Similarity	NPD7327	Approved
0.6121	Remote Similarity	NPD7328	Approved
0.6117	Remote Similarity	NPD5282	Discontinued
0.6095	Remote Similarity	NPD5959	Approved
0.6091	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD6274	Approved
0.6068	Remote Similarity	NPD7516	Approved
0.6061	Remote Similarity	NPD4519	Discontinued
0.6061	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6061	Remote Similarity	NPD3618	Phase 1
0.6061	Remote Similarity	NPD4623	Approved
0.604	Remote Similarity	NPD5328	Approved
0.602	Remote Similarity	NPD4786	Approved
0.6019	Remote Similarity	NPD5779	Approved
0.6019	Remote Similarity	NPD5225	Approved
0.6019	Remote Similarity	NPD5226	Approved
0.6019	Remote Similarity	NPD4633	Approved
0.6019	Remote Similarity	NPD5133	Approved
0.6019	Remote Similarity	NPD5224	Approved
0.6019	Remote Similarity	NPD5778	Approved
0.6017	Remote Similarity	NPD8294	Approved
0.6017	Remote Similarity	NPD8377	Approved
0.6	Remote Similarity	NPD4195	Approved
0.5981	Remote Similarity	NPD6404	Discontinued
0.5979	Remote Similarity	NPD4800	Clinical (unspecified phase)
0.5979	Remote Similarity	NPD3667	Approved
0.5966	Remote Similarity	NPD8296	Approved
0.5966	Remote Similarity	NPD8335	Approved
0.5966	Remote Similarity	NPD8380	Approved
0.5966	Remote Similarity	NPD8379	Approved
0.5966	Remote Similarity	NPD8378	Approved
0.5966	Remote Similarity	NPD8033	Approved
0.5963	Remote Similarity	NPD5175	Approved
0.5963	Remote Similarity	NPD6052	Approved
0.5963	Remote Similarity	NPD5174	Approved
0.5962	Remote Similarity	NPD7748	Approved
0.596	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.5946	Remote Similarity	NPD6412	Phase 2
0.5932	Remote Similarity	NPD7100	Approved
0.5932	Remote Similarity	NPD7101	Approved
0.5926	Remote Similarity	NPD5223	Approved
0.5922	Remote Similarity	NPD6079	Approved
0.5922	Remote Similarity	NPD8035	Phase 2
0.5922	Remote Similarity	NPD8034	Phase 2
0.5922	Remote Similarity	NPD6411	Approved
0.5918	Remote Similarity	NPD6695	Phase 3
0.5913	Remote Similarity	NPD4632	Approved
0.5897	Remote Similarity	NPD6317	Approved
0.5882	Remote Similarity	NPD6319	Approved
0.5876	Remote Similarity	NPD857	Phase 3
0.5859	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.5856	Remote Similarity	NPD4768	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