NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	472.36
Volume:	514.542
LogP:	4.203
LogD:	4.547
LogS:	-4.822
# Rotatable Bonds:	3
TPSA:	70.06
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	5
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.409
Synthetic Accessibility Score:	5.203
Fsp3:	0.9
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:	-5.131
MDCK Permeability:	2.5745581297087483e-05
Pgp-inhibitor:	0.98
Pgp-substrate:	0.008
Human Intestinal Absorption (HIA):	0.039
20% Bioavailability (F20%):	0.827
30% Bioavailability (F30%):	0.988

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.041
Plasma Protein Binding (PPB):	88.79093170166016%
Volume Distribution (VD):	1.019
Pgp-substrate:	2.56223201751709%

ADMET: Metabolism

CYP1A2-inhibitor:	0.006
CYP1A2-substrate:	0.66
CYP2C19-inhibitor:	0.051
CYP2C19-substrate:	0.958
CYP2C9-inhibitor:	0.226
CYP2C9-substrate:	0.674
CYP2D6-inhibitor:	0.007
CYP2D6-substrate:	0.778
CYP3A4-inhibitor:	0.505
CYP3A4-substrate:	0.662

ADMET: Excretion

Clearance (CL):	5.807
Half-life (T1/2):	0.223

ADMET: Toxicity

hERG Blockers:	0.009
Human Hepatotoxicity (H-HT):	0.184
Drug-inuced Liver Injury (DILI):	0.046
AMES Toxicity:	0.022
Rat Oral Acute Toxicity:	0.445
Maximum Recommended Daily Dose:	0.93
Skin Sensitization:	0.058
Carcinogencity:	0.014
Eye Corrosion:	0.003
Eye Irritation:	0.012
Respiratory Toxicity:	0.97

Download Data

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

Natural Product: NPC476897

Natural Product ID:	NPC476897
*Common Name:**	Cordianol G
IUPAC Name:	(5R,8R,9R,10S,11R,13R,14R,17S)-17-[(E)-4-(3,3-dimethyloxiran-2-yl)-4-hydroxybut-2-en-2-yl]-11-hydroxy-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Synonyms:	Cordianol G
Standard InCHIKey:	AYMSZJHDIUUULH-IWYQHOHGSA-N
Standard InCHI:	InChI=1S/C30H48O4/c1-17(15-21(32)25-27(4,5)34-25)18-9-13-29(7)19(18)16-20(31)24-28(6)12-11-23(33)26(2,3)22(28)10-14-30(24,29)8/h15,18-22,24-25,31-32H,9-14,16H2,1-8H3/b17-15+/t18-,19-,20-,21?,22+,24-,25?,28+,29-,30-/m1/s1
SMILES:	C/C(=C\C(C1C(O1)(C)C)O)/[C@H]2CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]5[C@@]4(CCC(=O)C5(C)C)C)C)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	21590015
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

*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
NPO6708	Cordia multispicata	Species	Cordiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14575428]
NPO6708	Cordia multispicata	Species	Cordiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6708	Cordia multispicata	Species	Cordiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6708	Cordia multispicata	Species	Cordiaceae	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
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Activity	=	43.1	%	PMID[14575428]

☑ 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 NPC476897 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	201
0.1-0.2	1228
0.2-0.3	4235
0.3-0.4	9951
0.4-0.5	12028
0.5-0.6	6055
0.6-0.7	5940
0.7-0.8	2855
0.8-0.85	177
0.85-0.9	26
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9043	High Similarity	NPC274046
0.9043	High Similarity	NPC198074
0.8947	High Similarity	NPC174051
0.8947	High Similarity	NPC67831
0.8936	High Similarity	NPC262870
0.8889	High Similarity	NPC469316
0.8737	High Similarity	NPC473166
0.8723	High Similarity	NPC229871
0.8723	High Similarity	NPC469319
0.8723	High Similarity	NPC32830
0.8713	High Similarity	NPC75531
0.8713	High Similarity	NPC149124
0.8687	High Similarity	NPC473176
0.8673	High Similarity	NPC474938
0.8673	High Similarity	NPC474785
0.8586	High Similarity	NPC303777
0.8586	High Similarity	NPC471784
0.8585	High Similarity	NPC317210
0.8571	High Similarity	NPC471777
0.8544	High Similarity	NPC131665
0.8544	High Similarity	NPC9457
0.8544	High Similarity	NPC255387
0.8544	High Similarity	NPC473165
0.8544	High Similarity	NPC471783
0.8544	High Similarity	NPC144459
0.8519	High Similarity	NPC140055
0.8519	High Similarity	NPC167606
0.8519	High Similarity	NPC286528
0.8519	High Similarity	NPC20302
0.8511	High Similarity	NPC469322
0.8511	High Similarity	NPC241875
0.8511	High Similarity	NPC90652
0.8511	High Similarity	NPC469317
0.8511	High Similarity	NPC469314
0.8476	Intermediate Similarity	NPC76084
0.8469	Intermediate Similarity	NPC469329
0.8469	Intermediate Similarity	NPC180557
0.8469	Intermediate Similarity	NPC473415
0.8469	Intermediate Similarity	NPC37787
0.8469	Intermediate Similarity	NPC30677
0.8462	Intermediate Similarity	NPC472218
0.8462	Intermediate Similarity	NPC472219
0.8462	Intermediate Similarity	NPC472217
0.844	Intermediate Similarity	NPC709
0.844	Intermediate Similarity	NPC50774
0.8438	Intermediate Similarity	NPC48010
0.8431	Intermediate Similarity	NPC26478
0.8426	Intermediate Similarity	NPC270929
0.8421	Intermediate Similarity	NPC193360
0.8421	Intermediate Similarity	NPC470417
0.8421	Intermediate Similarity	NPC67872
0.8416	Intermediate Similarity	NPC476896
0.8404	Intermediate Similarity	NPC125399
0.8384	Intermediate Similarity	NPC160056
0.8381	Intermediate Similarity	NPC472216
0.8381	Intermediate Similarity	NPC87335
0.8381	Intermediate Similarity	NPC5475
0.8381	Intermediate Similarity	NPC173905
0.8381	Intermediate Similarity	NPC284828
0.8367	Intermediate Similarity	NPC292793
0.8367	Intermediate Similarity	NPC8993
0.8367	Intermediate Similarity	NPC474690
0.8365	Intermediate Similarity	NPC473284
0.8364	Intermediate Similarity	NPC473274
0.8364	Intermediate Similarity	NPC264954
0.8351	Intermediate Similarity	NPC473998
0.8351	Intermediate Similarity	NPC475806
0.8351	Intermediate Similarity	NPC473167
0.835	Intermediate Similarity	NPC72255
0.8349	Intermediate Similarity	NPC470493
0.8349	Intermediate Similarity	NPC470492
0.8349	Intermediate Similarity	NPC183580
0.8349	Intermediate Similarity	NPC312824
0.8333	Intermediate Similarity	NPC185530
0.8333	Intermediate Similarity	NPC31985
0.8333	Intermediate Similarity	NPC473424
0.8333	Intermediate Similarity	NPC477915
0.8333	Intermediate Similarity	NPC474245
0.8333	Intermediate Similarity	NPC309603
0.8333	Intermediate Similarity	NPC284915
0.8333	Intermediate Similarity	NPC473999
0.8333	Intermediate Similarity	NPC1015
0.8318	Intermediate Similarity	NPC207251
0.83	Intermediate Similarity	NPC126815
0.8298	Intermediate Similarity	NPC471224
0.8288	Intermediate Similarity	NPC474370
0.8283	Intermediate Similarity	NPC473170
0.8283	Intermediate Similarity	NPC84383
0.8283	Intermediate Similarity	NPC279974
0.8283	Intermediate Similarity	NPC271195
0.8283	Intermediate Similarity	NPC180950
0.8273	Intermediate Similarity	NPC329736
0.8269	Intermediate Similarity	NPC149047
0.8269	Intermediate Similarity	NPC166607
0.8265	Intermediate Similarity	NPC12722
0.8265	Intermediate Similarity	NPC474736
0.8265	Intermediate Similarity	NPC307776
0.8265	Intermediate Similarity	NPC109305
0.8252	Intermediate Similarity	NPC324001
0.8252	Intermediate Similarity	NPC475050
0.8252	Intermediate Similarity	NPC247957
0.8252	Intermediate Similarity	NPC222153
0.8252	Intermediate Similarity	NPC249187
0.8252	Intermediate Similarity	NPC112009
0.8241	Intermediate Similarity	NPC122056
0.8235	Intermediate Similarity	NPC469327
0.8235	Intermediate Similarity	NPC115899
0.8218	Intermediate Similarity	NPC476895
0.8218	Intermediate Similarity	NPC119036
0.8214	Intermediate Similarity	NPC67569
0.8214	Intermediate Similarity	NPC473256
0.8214	Intermediate Similarity	NPC470878
0.8208	Intermediate Similarity	NPC475065
0.8208	Intermediate Similarity	NPC214644
0.82	Intermediate Similarity	NPC471463
0.82	Intermediate Similarity	NPC249954
0.82	Intermediate Similarity	NPC327788
0.82	Intermediate Similarity	NPC117133
0.8198	Intermediate Similarity	NPC61520
0.8191	Intermediate Similarity	NPC59453
0.8191	Intermediate Similarity	NPC185568
0.8191	Intermediate Similarity	NPC221758
0.8191	Intermediate Similarity	NPC474047
0.8191	Intermediate Similarity	NPC473157
0.819	Intermediate Similarity	NPC475060
0.819	Intermediate Similarity	NPC477916
0.819	Intermediate Similarity	NPC330011
0.819	Intermediate Similarity	NPC329048
0.819	Intermediate Similarity	NPC475176
0.819	Intermediate Similarity	NPC83744
0.819	Intermediate Similarity	NPC220229
0.8182	Intermediate Similarity	NPC472976
0.8182	Intermediate Similarity	NPC299100
0.8182	Intermediate Similarity	NPC472977
0.8182	Intermediate Similarity	NPC318332
0.8173	Intermediate Similarity	NPC209502
0.8173	Intermediate Similarity	NPC204833
0.8173	Intermediate Similarity	NPC471293
0.8173	Intermediate Similarity	NPC160843
0.8165	Intermediate Similarity	NPC67259
0.8165	Intermediate Similarity	NPC326542
0.8165	Intermediate Similarity	NPC147912
0.8163	Intermediate Similarity	NPC155304
0.8163	Intermediate Similarity	NPC189520
0.8155	Intermediate Similarity	NPC477054
0.8155	Intermediate Similarity	NPC136289
0.8148	Intermediate Similarity	NPC470063
0.8144	Intermediate Similarity	NPC475921
0.8144	Intermediate Similarity	NPC474704
0.8144	Intermediate Similarity	NPC2983
0.8142	Intermediate Similarity	NPC88326
0.8142	Intermediate Similarity	NPC23786
0.8142	Intermediate Similarity	NPC153700
0.8142	Intermediate Similarity	NPC470265
0.8137	Intermediate Similarity	NPC473510
0.8137	Intermediate Similarity	NPC477521
0.8137	Intermediate Similarity	NPC154072
0.8137	Intermediate Similarity	NPC83709
0.8137	Intermediate Similarity	NPC167974
0.8137	Intermediate Similarity	NPC266955
0.8131	Intermediate Similarity	NPC472215
0.8131	Intermediate Similarity	NPC472214
0.8125	Intermediate Similarity	NPC475740
0.8125	Intermediate Similarity	NPC138756
0.8119	Intermediate Similarity	NPC291634
0.8119	Intermediate Similarity	NPC261807
0.8119	Intermediate Similarity	NPC476893
0.8119	Intermediate Similarity	NPC272451
0.8119	Intermediate Similarity	NPC210337
0.8113	Intermediate Similarity	NPC329417
0.8113	Intermediate Similarity	NPC217201
0.8113	Intermediate Similarity	NPC475418
0.8113	Intermediate Similarity	NPC318363
0.8113	Intermediate Similarity	NPC473482
0.8105	Intermediate Similarity	NPC292553
0.8105	Intermediate Similarity	NPC474083
0.81	Intermediate Similarity	NPC476174
0.81	Intermediate Similarity	NPC259286
0.81	Intermediate Similarity	NPC53565
0.8095	Intermediate Similarity	NPC150531
0.8095	Intermediate Similarity	NPC173172
0.8095	Intermediate Similarity	NPC60681
0.8095	Intermediate Similarity	NPC260268
0.8095	Intermediate Similarity	NPC470587
0.8095	Intermediate Similarity	NPC48733
0.8095	Intermediate Similarity	NPC476027
0.8095	Intermediate Similarity	NPC319077
0.8095	Intermediate Similarity	NPC296945
0.8095	Intermediate Similarity	NPC472655
0.8095	Intermediate Similarity	NPC171137
0.8095	Intermediate Similarity	NPC152695
0.8095	Intermediate Similarity	NPC50692
0.8095	Intermediate Similarity	NPC49958
0.8095	Intermediate Similarity	NPC475414
0.8095	Intermediate Similarity	NPC302607
0.8095	Intermediate Similarity	NPC257353
0.8095	Intermediate Similarity	NPC202167
0.8095	Intermediate Similarity	NPC85829
0.8095	Intermediate Similarity	NPC214264
0.8095	Intermediate Similarity	NPC97202

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 NPC476897 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	166
0.1-0.2	1467
0.2-0.3	3823
0.3-0.4	2480
0.4-0.5	717
0.5-0.6	187
0.6-0.7	208
0.7-0.8	101
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8519	High Similarity	NPD7115	Discovery
0.8191	Intermediate Similarity	NPD4786	Approved
0.7979	Intermediate Similarity	NPD3667	Approved
0.7959	Intermediate Similarity	NPD5328	Approved
0.79	Intermediate Similarity	NPD6399	Phase 3
0.7835	Intermediate Similarity	NPD3618	Phase 1
0.781	Intermediate Similarity	NPD5211	Phase 2
0.78	Intermediate Similarity	NPD6079	Approved
0.7788	Intermediate Similarity	NPD7640	Approved
0.7788	Intermediate Similarity	NPD7639	Approved
0.7767	Intermediate Similarity	NPD4755	Approved
0.7766	Intermediate Similarity	NPD7525	Registered
0.7757	Intermediate Similarity	NPD6675	Approved
0.7757	Intermediate Similarity	NPD5739	Approved
0.7757	Intermediate Similarity	NPD7128	Approved
0.7757	Intermediate Similarity	NPD6402	Approved
0.7723	Intermediate Similarity	NPD4202	Approved
0.7692	Intermediate Similarity	NPD7638	Approved
0.7664	Intermediate Similarity	NPD5141	Approved
0.7658	Intermediate Similarity	NPD8297	Approved
0.7619	Intermediate Similarity	NPD5285	Approved
0.7619	Intermediate Similarity	NPD4700	Approved
0.7619	Intermediate Similarity	NPD5286	Approved
0.7619	Intermediate Similarity	NPD4696	Approved
0.7615	Intermediate Similarity	NPD6881	Approved
0.7615	Intermediate Similarity	NPD6899	Approved
0.7615	Intermediate Similarity	NPD7320	Approved
0.76	Intermediate Similarity	NPD4753	Phase 2
0.7596	Intermediate Similarity	NPD6083	Phase 2
0.7596	Intermediate Similarity	NPD6084	Phase 2
0.7576	Intermediate Similarity	NPD7524	Approved
0.7551	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7545	Intermediate Similarity	NPD6372	Approved
0.7545	Intermediate Similarity	NPD6373	Approved
0.7524	Intermediate Similarity	NPD4225	Approved
0.7523	Intermediate Similarity	NPD5697	Approved
0.7523	Intermediate Similarity	NPD5701	Approved
0.75	Intermediate Similarity	NPD5222	Approved
0.75	Intermediate Similarity	NPD4697	Phase 3
0.75	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD5221	Approved
0.7477	Intermediate Similarity	NPD6883	Approved
0.7477	Intermediate Similarity	NPD5226	Approved
0.7477	Intermediate Similarity	NPD7290	Approved
0.7477	Intermediate Similarity	NPD5224	Approved
0.7477	Intermediate Similarity	NPD4633	Approved
0.7477	Intermediate Similarity	NPD5225	Approved
0.7477	Intermediate Similarity	NPD7102	Approved
0.7476	Intermediate Similarity	NPD7748	Approved
0.7451	Intermediate Similarity	NPD8035	Phase 2
0.7451	Intermediate Similarity	NPD8034	Phase 2
0.7451	Intermediate Similarity	NPD7515	Phase 2
0.7449	Intermediate Similarity	NPD3665	Phase 1
0.7449	Intermediate Similarity	NPD3666	Approved
0.7449	Intermediate Similarity	NPD3668	Phase 3
0.7449	Intermediate Similarity	NPD3133	Approved
0.7429	Intermediate Similarity	NPD5173	Approved
0.7411	Intermediate Similarity	NPD8130	Phase 1
0.7411	Intermediate Similarity	NPD6617	Approved
0.7411	Intermediate Similarity	NPD6650	Approved
0.7411	Intermediate Similarity	NPD6869	Approved
0.7411	Intermediate Similarity	NPD6649	Approved
0.7411	Intermediate Similarity	NPD6847	Approved
0.7407	Intermediate Similarity	NPD5175	Approved
0.7407	Intermediate Similarity	NPD5174	Approved
0.7387	Intermediate Similarity	NPD6013	Approved
0.7387	Intermediate Similarity	NPD6012	Approved
0.7387	Intermediate Similarity	NPD6014	Approved
0.7387	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7383	Intermediate Similarity	NPD5223	Approved
0.7364	Intermediate Similarity	NPD6412	Phase 2
0.7347	Intermediate Similarity	NPD4788	Approved
0.7347	Intermediate Similarity	NPD6695	Phase 3
0.7345	Intermediate Similarity	NPD6882	Approved
0.7333	Intermediate Similarity	NPD7507	Approved
0.7321	Intermediate Similarity	NPD4634	Approved
0.7297	Intermediate Similarity	NPD6011	Approved
0.7281	Intermediate Similarity	NPD4632	Approved
0.7273	Intermediate Similarity	NPD4767	Approved
0.7273	Intermediate Similarity	NPD4768	Approved
0.7273	Intermediate Similarity	NPD6008	Approved
0.7273	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7264	Intermediate Similarity	NPD7902	Approved
0.7257	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7248	Intermediate Similarity	NPD4754	Approved
0.7245	Intermediate Similarity	NPD4221	Approved
0.7245	Intermediate Similarity	NPD4223	Phase 3
0.7238	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7238	Intermediate Similarity	NPD5210	Approved
0.7238	Intermediate Similarity	NPD4629	Approved
0.7238	Intermediate Similarity	NPD5695	Phase 3
0.7234	Intermediate Similarity	NPD7339	Approved
0.7234	Intermediate Similarity	NPD6942	Approved
0.7203	Intermediate Similarity	NPD6059	Approved
0.7203	Intermediate Similarity	NPD6054	Approved
0.7203	Intermediate Similarity	NPD6319	Approved
0.72	Intermediate Similarity	NPD5329	Approved
0.7196	Intermediate Similarity	NPD5696	Approved
0.7158	Intermediate Similarity	NPD6933	Approved
0.7157	Intermediate Similarity	NPD5737	Approved
0.7157	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7157	Intermediate Similarity	NPD6672	Approved
0.7156	Intermediate Similarity	NPD7632	Discontinued
0.7154	Intermediate Similarity	NPD7319	Approved
0.7143	Intermediate Similarity	NPD5128	Approved
0.7143	Intermediate Similarity	NPD4730	Approved
0.7143	Intermediate Similarity	NPD4729	Approved
0.7129	Intermediate Similarity	NPD5279	Phase 3
0.7129	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.7129	Intermediate Similarity	NPD7521	Approved
0.7129	Intermediate Similarity	NPD7334	Approved
0.7129	Intermediate Similarity	NPD6684	Approved
0.7129	Intermediate Similarity	NPD7146	Approved
0.7129	Intermediate Similarity	NPD6409	Approved
0.7129	Intermediate Similarity	NPD5330	Approved
0.7115	Intermediate Similarity	NPD7637	Suspended
0.7113	Intermediate Similarity	NPD7645	Phase 2
0.71	Intermediate Similarity	NPD4197	Approved
0.7097	Intermediate Similarity	NPD4808	Clinical (unspecified phase)
0.7097	Intermediate Similarity	NPD4809	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD6370	Approved
0.7064	Intermediate Similarity	NPD4159	Approved
0.7059	Intermediate Similarity	NPD7750	Discontinued
0.7059	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD6930	Phase 2
0.7041	Intermediate Similarity	NPD6931	Approved
0.7034	Intermediate Similarity	NPD7327	Approved
0.7034	Intermediate Similarity	NPD7328	Approved
0.7025	Intermediate Similarity	NPD7604	Phase 2
0.7018	Intermediate Similarity	NPD5249	Phase 3
0.7018	Intermediate Similarity	NPD5250	Approved
0.7018	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7018	Intermediate Similarity	NPD5251	Approved
0.7018	Intermediate Similarity	NPD5247	Approved
0.7018	Intermediate Similarity	NPD5248	Approved
0.701	Intermediate Similarity	NPD5784	Clinical (unspecified phase)
0.7009	Intermediate Similarity	NPD6274	Approved
0.7	Intermediate Similarity	NPD8033	Approved
0.7	Intermediate Similarity	NPD6016	Approved
0.7	Intermediate Similarity	NPD6015	Approved
0.6991	Remote Similarity	NPD6686	Approved
0.699	Remote Similarity	NPD6903	Approved
0.6983	Remote Similarity	NPD8133	Approved
0.6981	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6981	Remote Similarity	NPD7900	Approved
0.6979	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6979	Remote Similarity	NPD6117	Approved
0.6975	Remote Similarity	NPD7516	Approved
0.6975	Remote Similarity	NPD7100	Approved
0.6975	Remote Similarity	NPD7101	Approved
0.6967	Remote Similarity	NPD7492	Approved
0.6961	Remote Similarity	NPD5205	Approved
0.6961	Remote Similarity	NPD4688	Approved
0.6961	Remote Similarity	NPD6098	Approved
0.6961	Remote Similarity	NPD4623	Approved
0.6961	Remote Similarity	NPD4138	Approved
0.6961	Remote Similarity	NPD4693	Phase 3
0.6961	Remote Similarity	NPD4519	Discontinued
0.6961	Remote Similarity	NPD4690	Approved
0.6961	Remote Similarity	NPD4689	Approved
0.6957	Remote Similarity	NPD5215	Approved
0.6957	Remote Similarity	NPD5216	Approved
0.6957	Remote Similarity	NPD5217	Approved
0.6949	Remote Similarity	NPD6009	Approved
0.6947	Remote Similarity	NPD6926	Approved
0.6947	Remote Similarity	NPD6924	Approved
0.6942	Remote Similarity	NPD5988	Approved
0.6939	Remote Similarity	NPD6929	Approved
0.6935	Remote Similarity	NPD7736	Approved
0.6923	Remote Similarity	NPD6080	Approved
0.6923	Remote Similarity	NPD6904	Approved
0.6923	Remote Similarity	NPD6673	Approved
0.6917	Remote Similarity	NPD8294	Approved
0.6917	Remote Similarity	NPD8377	Approved
0.6911	Remote Similarity	NPD6616	Approved
0.6907	Remote Similarity	NPD6116	Phase 1
0.6891	Remote Similarity	NPD6335	Approved
0.6882	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6882	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.6882	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.687	Remote Similarity	NPD5135	Approved
0.687	Remote Similarity	NPD5169	Approved
0.687	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6869	Remote Similarity	NPD7514	Phase 3
0.6864	Remote Similarity	NPD6868	Approved
0.686	Remote Similarity	NPD8379	Approved
0.686	Remote Similarity	NPD8296	Approved
0.686	Remote Similarity	NPD6908	Approved
0.686	Remote Similarity	NPD5983	Phase 2
0.686	Remote Similarity	NPD8335	Approved
0.686	Remote Similarity	NPD8378	Approved
0.686	Remote Similarity	NPD8380	Approved
0.686	Remote Similarity	NPD6909	Approved
0.6855	Remote Similarity	NPD7078	Approved
0.6855	Remote Similarity	NPD8293	Discontinued
0.6842	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD5168	Approved
0.6837	Remote Similarity	NPD6114	Approved
0.6837	Remote Similarity	NPD6115	Approved
0.6837	Remote Similarity	NPD6697	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