NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	338.25
Volume:	361.331
LogP:	2.568
LogD:	2.125
LogS:	-3.556
# Rotatable Bonds:	1
TPSA:	58.92
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.72
Synthetic Accessibility Score:	6.36
Fsp3:	0.9
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:	-4.648
MDCK Permeability:	1.3710566236113664e-05
Pgp-inhibitor:	0.016
Pgp-substrate:	0.933
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.008
30% Bioavailability (F30%):	0.035

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.139
Plasma Protein Binding (PPB):	90.72954559326172%
Volume Distribution (VD):	1.471
Pgp-substrate:	4.740455627441406%

ADMET: Metabolism

CYP1A2-inhibitor:	0.011
CYP1A2-substrate:	0.642
CYP2C19-inhibitor:	0.024
CYP2C19-substrate:	0.914
CYP2C9-inhibitor:	0.035
CYP2C9-substrate:	0.091
CYP2D6-inhibitor:	0.004
CYP2D6-substrate:	0.537
CYP3A4-inhibitor:	0.339
CYP3A4-substrate:	0.436

ADMET: Excretion

Clearance (CL):	9.252
Half-life (T1/2):	0.558

ADMET: Toxicity

hERG Blockers:	0.056
Human Hepatotoxicity (H-HT):	0.59
Drug-inuced Liver Injury (DILI):	0.046
AMES Toxicity:	0.303
Rat Oral Acute Toxicity:	0.388
Maximum Recommended Daily Dose:	0.925
Skin Sensitization:	0.721
Carcinogencity:	0.357
Eye Corrosion:	0.013
Eye Irritation:	0.087
Respiratory Toxicity:	0.957

Download Data

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

Natural Product: NPC476701

Natural Product ID:	NPC476701
*Common Name:**	(1S,2R,4S,7R,8R,10Z,12R)-1,7,11-trimethyl-4-propan-2-yl-15,16-dioxatricyclo[10.2.1.14,7]hexadec-10-ene-2,8-diol
IUPAC Name:	(1S,2R,4S,7R,8R,10Z,12R)-1,7,11-trimethyl-4-propan-2-yl-15,16-dioxatricyclo[10.2.1.14,7]hexadec-10-ene-2,8-diol
Synonyms:
Standard InCHIKey:	NQFSVTNYDHJLAT-BKEOZZTQSA-N
Standard InCHI:	InChI=1S/C20H34O4/c1-13(2)20-11-10-19(5,24-20)16(21)7-6-14(3)15-8-9-18(4,23-15)17(22)12-20/h6,13,15-17,21-22H,7-12H2,1-5H3/b14-6-/t15-,16-,17-,18+,19-,20+/m1/s1
SMILES:	C/C/1=C/C[C@H]([C@]2(CC[C@](O2)(C[C@H]([C@@]3(CC[C@H]1O3)C)O)C(C)C)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	122196277
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
NPO15315	Boswellia carterii	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24195447]
NPO15315	Boswellia carterii	Species	Burseraceae	Eukaryota	Gum resin	n.a.	n.a.	PMID[26457560]
NPO15315	Boswellia carterii	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15315	Boswellia carterii	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15315	Boswellia carterii	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15315	Boswellia carterii	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15315	Boswellia carterii	Species	Burseraceae	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
EC50	1
Others	2

Activity Type	# Activity
Individual Protein	2
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT3972	Individual Protein	X-box-binding protein 1	Rattus norvegicus	FC	=	1.5	n.a.	PMID[26457560]
NPT3972	Individual Protein	X-box-binding protein 1	Rattus norvegicus	EC50	=	340	nM	PMID[26457560]
NPT2	Others	Unspecified		Survival	=	87	%	PMID[26457560]

☑ 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 NPC476701 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	180
0.1-0.2	1452
0.2-0.3	5072
0.3-0.4	15182
0.4-0.5	10706
0.5-0.6	7059
0.6-0.7	2737
0.7-0.8	299
0.8-0.85	8
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8947	High Similarity	NPC476703
0.8767	High Similarity	NPC16964
0.8667	High Similarity	NPC476709
0.859	High Similarity	NPC477089
0.8514	High Similarity	NPC472947
0.8333	Intermediate Similarity	NPC170148
0.8312	Intermediate Similarity	NPC471525
0.8289	Intermediate Similarity	NPC306085
0.8158	Intermediate Similarity	NPC129630
0.8125	Intermediate Similarity	NPC181838
0.8125	Intermediate Similarity	NPC137345
0.8125	Intermediate Similarity	NPC3852
0.8101	Intermediate Similarity	NPC256720
0.8101	Intermediate Similarity	NPC236228
0.8077	Intermediate Similarity	NPC190859
0.8072	Intermediate Similarity	NPC231601
0.8049	Intermediate Similarity	NPC246621
0.8049	Intermediate Similarity	NPC474894
0.7975	Intermediate Similarity	NPC12696
0.7949	Intermediate Similarity	NPC143576
0.7931	Intermediate Similarity	NPC133450
0.7931	Intermediate Similarity	NPC473564
0.7875	Intermediate Similarity	NPC293223
0.7865	Intermediate Similarity	NPC179746
0.7865	Intermediate Similarity	NPC81419
0.7841	Intermediate Similarity	NPC177668
0.7805	Intermediate Similarity	NPC86971
0.7792	Intermediate Similarity	NPC304690
0.7792	Intermediate Similarity	NPC74722
0.7791	Intermediate Similarity	NPC311163
0.7765	Intermediate Similarity	NPC83702
0.7763	Intermediate Similarity	NPC163290
0.7763	Intermediate Similarity	NPC73603
0.7753	Intermediate Similarity	NPC184463
0.7753	Intermediate Similarity	NPC208886
0.7753	Intermediate Similarity	NPC12172
0.7753	Intermediate Similarity	NPC30515
0.775	Intermediate Similarity	NPC36479
0.7738	Intermediate Similarity	NPC477390
0.7738	Intermediate Similarity	NPC477385
0.7727	Intermediate Similarity	NPC249408
0.7727	Intermediate Similarity	NPC104129
0.7727	Intermediate Similarity	NPC299527
0.7711	Intermediate Similarity	NPC474592
0.7711	Intermediate Similarity	NPC474739
0.7701	Intermediate Similarity	NPC476948
0.7692	Intermediate Similarity	NPC470041
0.7692	Intermediate Similarity	NPC36954
0.7683	Intermediate Similarity	NPC68119
0.7683	Intermediate Similarity	NPC13823
0.7674	Intermediate Similarity	NPC298595
0.7674	Intermediate Similarity	NPC470658
0.7667	Intermediate Similarity	NPC475912
0.7667	Intermediate Similarity	NPC476300
0.7662	Intermediate Similarity	NPC272961
0.7662	Intermediate Similarity	NPC305698
0.7654	Intermediate Similarity	NPC329626
0.7647	Intermediate Similarity	NPC471340
0.764	Intermediate Similarity	NPC51004
0.764	Intermediate Similarity	NPC473448
0.764	Intermediate Similarity	NPC476004
0.764	Intermediate Similarity	NPC474761
0.7634	Intermediate Similarity	NPC187268
0.7632	Intermediate Similarity	NPC311736
0.7614	Intermediate Similarity	NPC248312
0.7614	Intermediate Similarity	NPC309656
0.7614	Intermediate Similarity	NPC476708
0.759	Intermediate Similarity	NPC233295
0.7586	Intermediate Similarity	NPC255143
0.7582	Intermediate Similarity	NPC256368
0.7582	Intermediate Similarity	NPC472467
0.7579	Intermediate Similarity	NPC86077
0.7564	Intermediate Similarity	NPC329989
0.7564	Intermediate Similarity	NPC239373
0.7564	Intermediate Similarity	NPC101622
0.7561	Intermediate Similarity	NPC40049
0.7561	Intermediate Similarity	NPC477426
0.7561	Intermediate Similarity	NPC84360
0.7561	Intermediate Similarity	NPC474826
0.7561	Intermediate Similarity	NPC477425
0.7561	Intermediate Similarity	NPC477427
0.7556	Intermediate Similarity	NPC476705
0.7532	Intermediate Similarity	NPC259299
0.7529	Intermediate Similarity	NPC472465
0.7529	Intermediate Similarity	NPC103171
0.7528	Intermediate Similarity	NPC49783
0.7528	Intermediate Similarity	NPC307411
0.7527	Intermediate Similarity	NPC26307
0.75	Intermediate Similarity	NPC14961
0.75	Intermediate Similarity	NPC477085
0.75	Intermediate Similarity	NPC220221
0.75	Intermediate Similarity	NPC76054
0.75	Intermediate Similarity	NPC476720
0.75	Intermediate Similarity	NPC270013
0.75	Intermediate Similarity	NPC250836
0.75	Intermediate Similarity	NPC8774
0.75	Intermediate Similarity	NPC471200
0.7473	Intermediate Similarity	NPC212486
0.7471	Intermediate Similarity	NPC471494
0.747	Intermediate Similarity	NPC475980
0.747	Intermediate Similarity	NPC470944
0.7468	Intermediate Similarity	NPC4299
0.7447	Intermediate Similarity	NPC475068
0.7444	Intermediate Similarity	NPC3952
0.7444	Intermediate Similarity	NPC472466
0.7442	Intermediate Similarity	NPC49208
0.7442	Intermediate Similarity	NPC23748
0.7439	Intermediate Similarity	NPC301525
0.7439	Intermediate Similarity	NPC469880
0.7419	Intermediate Similarity	NPC227583
0.7419	Intermediate Similarity	NPC12103
0.7419	Intermediate Similarity	NPC288970
0.7419	Intermediate Similarity	NPC98457
0.7419	Intermediate Similarity	NPC476315
0.7416	Intermediate Similarity	NPC58219
0.7416	Intermediate Similarity	NPC476706
0.7416	Intermediate Similarity	NPC177629
0.7416	Intermediate Similarity	NPC476704
0.7416	Intermediate Similarity	NPC476707
0.7416	Intermediate Similarity	NPC202672
0.7412	Intermediate Similarity	NPC118116
0.7403	Intermediate Similarity	NPC267027
0.7391	Intermediate Similarity	NPC474035
0.7391	Intermediate Similarity	NPC81386
0.7391	Intermediate Similarity	NPC127718
0.7391	Intermediate Similarity	NPC65402
0.7386	Intermediate Similarity	NPC247826
0.7386	Intermediate Similarity	NPC472379
0.7386	Intermediate Similarity	NPC477389
0.7386	Intermediate Similarity	NPC477387
0.7381	Intermediate Similarity	NPC471537
0.7375	Intermediate Similarity	NPC477087
0.7375	Intermediate Similarity	NPC477086
0.7368	Intermediate Similarity	NPC70865
0.7368	Intermediate Similarity	NPC476702
0.7368	Intermediate Similarity	NPC38855
0.7368	Intermediate Similarity	NPC272223
0.7363	Intermediate Similarity	NPC208839
0.7363	Intermediate Similarity	NPC472468
0.7356	Intermediate Similarity	NPC186155
0.7356	Intermediate Similarity	NPC160517
0.7356	Intermediate Similarity	NPC78673
0.7356	Intermediate Similarity	NPC474776
0.7349	Intermediate Similarity	NPC471454
0.7349	Intermediate Similarity	NPC476439
0.7333	Intermediate Similarity	NPC97103
0.7333	Intermediate Similarity	NPC115607
0.7333	Intermediate Similarity	NPC92974
0.7326	Intermediate Similarity	NPC155521
0.7326	Intermediate Similarity	NPC89555
0.732	Intermediate Similarity	NPC69171
0.732	Intermediate Similarity	NPC474165
0.732	Intermediate Similarity	NPC4620
0.7312	Intermediate Similarity	NPC107476
0.7312	Intermediate Similarity	NPC304886
0.7308	Intermediate Similarity	NPC472253
0.7308	Intermediate Similarity	NPC82337
0.7308	Intermediate Similarity	NPC472255
0.7308	Intermediate Similarity	NPC59442
0.7303	Intermediate Similarity	NPC477386
0.7303	Intermediate Similarity	NPC474765
0.7303	Intermediate Similarity	NPC186148
0.7303	Intermediate Similarity	NPC477388
0.7297	Intermediate Similarity	NPC122239
0.7297	Intermediate Similarity	NPC475931
0.7294	Intermediate Similarity	NPC100697
0.7294	Intermediate Similarity	NPC472948
0.7292	Intermediate Similarity	NPC472753
0.7292	Intermediate Similarity	NPC150923
0.7283	Intermediate Similarity	NPC91654
0.7283	Intermediate Similarity	NPC98193
0.7283	Intermediate Similarity	NPC307776
0.7283	Intermediate Similarity	NPC474792
0.7283	Intermediate Similarity	NPC67398
0.7273	Intermediate Similarity	NPC290731
0.7273	Intermediate Similarity	NPC473722
0.7273	Intermediate Similarity	NPC196911
0.7273	Intermediate Similarity	NPC471379
0.7263	Intermediate Similarity	NPC473326
0.7263	Intermediate Similarity	NPC309493
0.726	Intermediate Similarity	NPC52012
0.7253	Intermediate Similarity	NPC197107
0.7253	Intermediate Similarity	NPC478003
0.7253	Intermediate Similarity	NPC202886
0.7253	Intermediate Similarity	NPC206614
0.7253	Intermediate Similarity	NPC191323
0.7253	Intermediate Similarity	NPC158388
0.7253	Intermediate Similarity	NPC474323
0.7253	Intermediate Similarity	NPC478004
0.725	Intermediate Similarity	NPC471781
0.7245	Intermediate Similarity	NPC220964
0.7245	Intermediate Similarity	NPC475676
0.7241	Intermediate Similarity	NPC320548
0.7241	Intermediate Similarity	NPC239308
0.7237	Intermediate Similarity	NPC473508
0.7234	Intermediate Similarity	NPC57664
0.7234	Intermediate Similarity	NPC472995
0.7234	Intermediate Similarity	NPC473333
0.7234	Intermediate Similarity	NPC279621
0.7229	Intermediate Similarity	NPC152017

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 NPC476701 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	169
0.1-0.2	2060
0.2-0.3	3888
0.3-0.4	2223
0.4-0.5	561
0.5-0.6	195
0.6-0.7	48
0.7-0.8	6
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
0.75	Intermediate Similarity	NPD7524	Approved
0.7444	Intermediate Similarity	NPD7838	Discovery
0.7356	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7253	Intermediate Similarity	NPD6698	Approved
0.7253	Intermediate Similarity	NPD46	Approved
0.7241	Intermediate Similarity	NPD6695	Phase 3
0.7113	Intermediate Similarity	NPD5344	Discontinued
0.71	Intermediate Similarity	NPD7899	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7750	Discontinued
0.6923	Remote Similarity	NPD4251	Approved
0.6923	Remote Similarity	NPD4250	Approved
0.6897	Remote Similarity	NPD6930	Phase 2
0.6897	Remote Similarity	NPD6931	Approved
0.6889	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD6933	Approved
0.6813	Remote Similarity	NPD4249	Approved
0.6809	Remote Similarity	NPD7983	Approved
0.6782	Remote Similarity	NPD6929	Approved
0.6735	Remote Similarity	NPD4225	Approved
0.6731	Remote Similarity	NPD6371	Approved
0.6705	Remote Similarity	NPD4820	Approved
0.6705	Remote Similarity	NPD7332	Phase 2
0.6705	Remote Similarity	NPD4821	Approved
0.6705	Remote Similarity	NPD7514	Phase 3
0.6705	Remote Similarity	NPD4819	Approved
0.6705	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6705	Remote Similarity	NPD4822	Approved
0.6667	Remote Similarity	NPD6648	Approved
0.6667	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD368	Approved
0.6632	Remote Similarity	NPD7087	Discontinued
0.6588	Remote Similarity	NPD6924	Approved
0.6588	Remote Similarity	NPD6926	Approved
0.6566	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6552	Remote Similarity	NPD6925	Approved
0.6552	Remote Similarity	NPD6932	Approved
0.6552	Remote Similarity	NPD5776	Phase 2
0.6538	Remote Similarity	NPD6686	Approved
0.6522	Remote Similarity	NPD6893	Approved
0.6505	Remote Similarity	NPD6640	Phase 3
0.6495	Remote Similarity	NPD5282	Discontinued
0.6484	Remote Similarity	NPD7154	Phase 3
0.6484	Remote Similarity	NPD5362	Discontinued
0.6477	Remote Similarity	NPD7145	Approved
0.6477	Remote Similarity	NPD4271	Approved
0.6477	Remote Similarity	NPD4268	Approved
0.6444	Remote Similarity	NPD6898	Phase 1
0.6444	Remote Similarity	NPD6902	Approved
0.6429	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6421	Remote Similarity	NPD1695	Approved
0.6404	Remote Similarity	NPD6683	Phase 2
0.6392	Remote Similarity	NPD5779	Approved
0.6392	Remote Similarity	NPD5778	Approved
0.6354	Remote Similarity	NPD3168	Discontinued
0.6344	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6333	Remote Similarity	NPD7525	Registered
0.6333	Remote Similarity	NPD7509	Discontinued
0.6306	Remote Similarity	NPD7328	Approved
0.6306	Remote Similarity	NPD7327	Approved
0.6304	Remote Similarity	NPD5332	Approved
0.6304	Remote Similarity	NPD5331	Approved
0.6296	Remote Similarity	NPD6053	Discontinued
0.6292	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6289	Remote Similarity	NPD7637	Suspended
0.6283	Remote Similarity	NPD8033	Approved
0.6264	Remote Similarity	NPD4790	Discontinued
0.625	Remote Similarity	NPD7516	Approved
0.6238	Remote Similarity	NPD7638	Approved
0.6237	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.622	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6211	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.62	Remote Similarity	NPD4792	Clinical (unspecified phase)
0.6196	Remote Similarity	NPD6435	Approved
0.6195	Remote Similarity	NPD8377	Approved
0.6195	Remote Similarity	NPD8294	Approved
0.6176	Remote Similarity	NPD7639	Approved
0.6176	Remote Similarity	NPD7640	Approved
0.614	Remote Similarity	NPD8516	Approved
0.614	Remote Similarity	NPD8335	Approved
0.614	Remote Similarity	NPD8379	Approved
0.614	Remote Similarity	NPD8378	Approved
0.614	Remote Similarity	NPD8515	Approved
0.614	Remote Similarity	NPD8513	Phase 3
0.614	Remote Similarity	NPD8517	Approved
0.614	Remote Similarity	NPD8296	Approved
0.614	Remote Similarity	NPD8380	Approved
0.6136	Remote Similarity	NPD6942	Approved
0.6136	Remote Similarity	NPD7339	Approved
0.6136	Remote Similarity	NPD8264	Approved
0.6129	Remote Similarity	NPD6110	Phase 1
0.6118	Remote Similarity	NPD6922	Approved
0.6118	Remote Similarity	NPD6923	Approved
0.6104	Remote Similarity	NPD342	Phase 1
0.6092	Remote Similarity	NPD4732	Discontinued
0.6087	Remote Similarity	NPD5369	Approved
0.6076	Remote Similarity	NPD585	Clinical (unspecified phase)
0.6067	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6047	Remote Similarity	NPD7143	Approved
0.6047	Remote Similarity	NPD7144	Approved
0.6044	Remote Similarity	NPD7645	Phase 2
0.6022	Remote Similarity	NPD4269	Approved
0.6022	Remote Similarity	NPD4270	Approved
0.602	Remote Similarity	NPD5785	Approved
0.6019	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6	Remote Similarity	NPD7503	Approved
0.5981	Remote Similarity	NPD6412	Phase 2
0.5978	Remote Similarity	NPD5368	Approved
0.5977	Remote Similarity	NPD7150	Approved
0.5977	Remote Similarity	NPD7151	Approved
0.5977	Remote Similarity	NPD7152	Approved
0.5962	Remote Similarity	NPD4159	Approved
0.5938	Remote Similarity	NPD5786	Approved
0.5934	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.5932	Remote Similarity	NPD7507	Approved
0.5929	Remote Similarity	NPD7505	Discontinued
0.5929	Remote Similarity	NPD7115	Discovery
0.5926	Remote Similarity	NPD1145	Discontinued
0.5918	Remote Similarity	NPD6051	Approved
0.5918	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.5918	Remote Similarity	NPD6101	Approved
0.5904	Remote Similarity	NPD371	Approved
0.5888	Remote Similarity	NPD5357	Phase 1
0.5882	Remote Similarity	NPD8074	Phase 3
0.5882	Remote Similarity	NPD7839	Suspended
0.5859	Remote Similarity	NPD7136	Phase 2
0.5833	Remote Similarity	NPD5363	Approved
0.5812	Remote Similarity	NPD5126	Approved
0.5812	Remote Similarity	NPD5125	Phase 3
0.5806	Remote Similarity	NPD4252	Approved
0.58	Remote Similarity	NPD6411	Approved
0.5785	Remote Similarity	NPD7319	Approved
0.5766	Remote Similarity	NPD2204	Approved
0.5755	Remote Similarity	NPD3653	Clinical (unspecified phase)
0.5743	Remote Similarity	NPD6399	Phase 3
0.5729	Remote Similarity	NPD4786	Approved
0.5684	Remote Similarity	NPD3667	Approved
0.5684	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.5676	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.5667	Remote Similarity	NPD4785	Approved
0.5667	Remote Similarity	NPD8273	Phase 1
0.5667	Remote Similarity	NPD4784	Approved
0.5664	Remote Similarity	NPD8133	Approved
0.5641	Remote Similarity	NPD7741	Discontinued
0.5641	Remote Similarity	NPD6054	Approved
0.5641	Remote Similarity	NPD6059	Approved
0.5636	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD2267	Suspended
0.5618	Remote Similarity	NPD4243	Approved
0.5607	Remote Similarity	NPD7632	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