NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	732.24
Volume:	694.234
LogP:	3.075
LogD:	1.427
LogS:	-4.487
# Rotatable Bonds:	0
TPSA:	209.26
# H-Bond Aceptor:	14
# H-Bond Donor:	3
# Rings:	10
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.183
Synthetic Accessibility Score:	6.617
Fsp3:	0.641
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.387
MDCK Permeability:	8.74247052706778e-05
Pgp-inhibitor:	0.728
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.233
20% Bioavailability (F20%):	0.999
30% Bioavailability (F30%):	0.993

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.48
Plasma Protein Binding (PPB):	46.649505615234375%
Volume Distribution (VD):	0.397
Pgp-substrate:	41.08847427368164%

ADMET: Metabolism

CYP1A2-inhibitor:	0.002
CYP1A2-substrate:	0.781
CYP2C19-inhibitor:	0.029
CYP2C19-substrate:	0.131
CYP2C9-inhibitor:	0.017
CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.005
CYP3A4-inhibitor:	0.863
CYP3A4-substrate:	0.911

ADMET: Excretion

Clearance (CL):	2.239
Half-life (T1/2):	0.085

ADMET: Toxicity

hERG Blockers:	0.008
Human Hepatotoxicity (H-HT):	0.104
Drug-inuced Liver Injury (DILI):	0.882
AMES Toxicity:	0.134
Rat Oral Acute Toxicity:	0.642
Maximum Recommended Daily Dose:	0.978
Skin Sensitization:	0.733
Carcinogencity:	0.701
Eye Corrosion:	0.004
Eye Irritation:	0.046
Respiratory Toxicity:	0.869

Download Data

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

Natural Product: NPC476825

Natural Product ID:	NPC476825
*Common Name:**	(1S,2S,4S,5S,7R,8S,10S,16R,28E,33S,34S,36S,37R)-4,10,33-trihydroxy-1,8,13,28-tetramethyl-11,17,21,26,31-pentaoxadecacyclo[17.17.3.14,8.02,16.05,7.010,14.016,39.033,37.034,36.015,40]tetraconta-13,15(40),19(39),28-tetraene-9,12,18,22,25,30-hexone
IUPAC Name:	(1S,2S,4S,5S,7R,8S,10S,16R,28E,33S,34S,36S,37R)-4,10,33-trihydroxy-1,8,13,28-tetramethyl-11,17,21,26,31-pentaoxadecacyclo[17.17.3.14,8.02,16.05,7.010,14.016,39.033,37.034,36.015,40]tetraconta-13,15(40),19(39),28-tetraene-9,12,18,22,25,30-hexone
Synonyms:
Standard InCHIKey:	KSKYQRVGRNHBRL-KQEQHJORSA-N
Standard InCHI:	InChI=1S/C39H40O14/c1-15-7-27(42)51-14-37(47)22-8-19(22)34(3)23(37)10-18-17(13-50-26(41)6-5-25(40)49-12-15)32(44)52-38(18)24(34)11-36(46)21-9-20(21)35(4)30(36)29(38)28-16(2)31(43)53-39(28,48)33(35)45/h7,19-24,46-48H,5-6,8-14H2,1-4H3/b15-7+/t19-,20+,21-,22-,23+,24-,34-,35-,36-,37-,38-,39-/m0/s1
SMILES:	C/C/1=C\C(=O)OC[C@@]2([C@H]3C[C@@H]3[C@]4([C@H]2CC5=C(COC(=O)CCC(=O)OC1)C(=O)O[C@]56[C@H]4C[C@@]7([C@H]8C[C@H]8[C@]9(C7=C6C1=C(C(=O)O[C@@]1(C9=O)O)C)C)O)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	44445583
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
NPO14995	Chloranthus spicatus	Species	Chloranthaceae	Eukaryota	whole plant	n.a.	n.a.	PMID[18044839]
NPO14995	Chloranthus spicatus	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14995	Chloranthus spicatus	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14995	Chloranthus spicatus	Species	Chloranthaceae	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	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	157	nM	PMID[18044839]
NPT188	Organism	Candida parapsilosis	Candida parapsilosis	MIC	>	157	nM	PMID[18044839]

☑ 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 NPC476825 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	333
0.1-0.2	1765
0.2-0.3	5122
0.3-0.4	8707
0.4-0.5	13646
0.5-0.6	8318
0.6-0.7	4095
0.7-0.8	652
0.8-0.85	17
0.85-0.9	23
0.9-0.95	15
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9845	High Similarity	NPC470426
0.9767	High Similarity	NPC25887
0.9147	High Similarity	NPC476824
0.9077	High Similarity	NPC327664
0.9077	High Similarity	NPC476097
0.9077	High Similarity	NPC470427
0.9077	High Similarity	NPC469674
0.9008	High Similarity	NPC192334
0.9008	High Similarity	NPC60150
0.8931	High Similarity	NPC24599
0.8846	High Similarity	NPC134902
0.8788	High Similarity	NPC469673
0.8788	High Similarity	NPC58029
0.8779	High Similarity	NPC254823
0.8779	High Similarity	NPC279478
0.8779	High Similarity	NPC241935
0.8722	High Similarity	NPC476823
0.8712	High Similarity	NPC34963
0.8682	High Similarity	NPC226049
0.8636	High Similarity	NPC196921
0.8636	High Similarity	NPC220757
0.8615	High Similarity	NPC63186
0.8605	High Similarity	NPC84865
0.8561	High Similarity	NPC35109
0.8385	Intermediate Similarity	NPC27335
0.8333	Intermediate Similarity	NPC15095
0.8175	Intermediate Similarity	NPC471234
0.8134	Intermediate Similarity	NPC287423
0.8092	Intermediate Similarity	NPC17938
0.8074	Intermediate Similarity	NPC311534
0.8045	Intermediate Similarity	NPC120724
0.8015	Intermediate Similarity	NPC470880
0.8	Intermediate Similarity	NPC473265
0.8	Intermediate Similarity	NPC470882
0.8	Intermediate Similarity	NPC473253
0.7971	Intermediate Similarity	NPC88668
0.797	Intermediate Similarity	NPC269642
0.7941	Intermediate Similarity	NPC236999
0.7917	Intermediate Similarity	NPC471172
0.7907	Intermediate Similarity	NPC471204
0.7899	Intermediate Similarity	NPC471855
0.7895	Intermediate Similarity	NPC46570
0.7883	Intermediate Similarity	NPC231529
0.7879	Intermediate Similarity	NPC19028
0.7879	Intermediate Similarity	NPC9674
0.7879	Intermediate Similarity	NPC472933
0.7879	Intermediate Similarity	NPC270850
0.7879	Intermediate Similarity	NPC305260
0.7868	Intermediate Similarity	NPC42399
0.7862	Intermediate Similarity	NPC48813
0.7862	Intermediate Similarity	NPC194854
0.7857	Intermediate Similarity	NPC171619
0.7852	Intermediate Similarity	NPC470922
0.7847	Intermediate Similarity	NPC471171
0.7836	Intermediate Similarity	NPC107493
0.7836	Intermediate Similarity	NPC222688
0.7826	Intermediate Similarity	NPC173347
0.7826	Intermediate Similarity	NPC213634
0.782	Intermediate Similarity	NPC472004
0.781	Intermediate Similarity	NPC473888
0.7808	Intermediate Similarity	NPC16729
0.7808	Intermediate Similarity	NPC475462
0.7794	Intermediate Similarity	NPC47113
0.7794	Intermediate Similarity	NPC473635
0.7794	Intermediate Similarity	NPC174367
0.7786	Intermediate Similarity	NPC478072
0.7778	Intermediate Similarity	NPC469789
0.777	Intermediate Similarity	NPC476193
0.7769	Intermediate Similarity	NPC472926
0.7761	Intermediate Similarity	NPC472000
0.7761	Intermediate Similarity	NPC471999
0.7754	Intermediate Similarity	NPC471407
0.7754	Intermediate Similarity	NPC476851
0.7744	Intermediate Similarity	NPC475041
0.7744	Intermediate Similarity	NPC477092
0.7744	Intermediate Similarity	NPC5292
0.7737	Intermediate Similarity	NPC469757
0.7737	Intermediate Similarity	NPC471357
0.7737	Intermediate Similarity	NPC146456
0.7737	Intermediate Similarity	NPC117702
0.7727	Intermediate Similarity	NPC239273
0.7727	Intermediate Similarity	NPC472927
0.7727	Intermediate Similarity	NPC472934
0.7721	Intermediate Similarity	NPC473255
0.7721	Intermediate Similarity	NPC8374
0.7721	Intermediate Similarity	NPC8369
0.771	Intermediate Similarity	NPC178289
0.7704	Intermediate Similarity	NPC23786
0.7704	Intermediate Similarity	NPC470265
0.7698	Intermediate Similarity	NPC473838
0.7698	Intermediate Similarity	NPC476852
0.7698	Intermediate Similarity	NPC471170
0.7698	Intermediate Similarity	NPC475389
0.7692	Intermediate Similarity	NPC317687
0.7692	Intermediate Similarity	NPC471933
0.7687	Intermediate Similarity	NPC474585
0.7687	Intermediate Similarity	NPC109973
0.7681	Intermediate Similarity	NPC476859
0.7681	Intermediate Similarity	NPC245094
0.7681	Intermediate Similarity	NPC473620
0.7676	Intermediate Similarity	NPC68282
0.7669	Intermediate Similarity	NPC257457
0.7669	Intermediate Similarity	NPC118638
0.7669	Intermediate Similarity	NPC475401
0.7669	Intermediate Similarity	NPC153440
0.7669	Intermediate Similarity	NPC311554
0.7664	Intermediate Similarity	NPC293112
0.7664	Intermediate Similarity	NPC181999
0.766	Intermediate Similarity	NPC182266
0.766	Intermediate Similarity	NPC475154
0.766	Intermediate Similarity	NPC471136
0.766	Intermediate Similarity	NPC473548
0.766	Intermediate Similarity	NPC100017
0.766	Intermediate Similarity	NPC223356
0.766	Intermediate Similarity	NPC475500
0.766	Intermediate Similarity	NPC471137
0.7655	Intermediate Similarity	NPC48414
0.7655	Intermediate Similarity	NPC5153
0.7652	Intermediate Similarity	NPC49492
0.7652	Intermediate Similarity	NPC138372
0.7652	Intermediate Similarity	NPC266728
0.7652	Intermediate Similarity	NPC106228
0.7652	Intermediate Similarity	NPC148458
0.7652	Intermediate Similarity	NPC270958
0.7652	Intermediate Similarity	NPC190286
0.7647	Intermediate Similarity	NPC129992
0.7647	Intermediate Similarity	NPC27363
0.7647	Intermediate Similarity	NPC472399
0.7647	Intermediate Similarity	NPC67251
0.7647	Intermediate Similarity	NPC473979
0.7647	Intermediate Similarity	NPC204812
0.7643	Intermediate Similarity	NPC231240
0.7643	Intermediate Similarity	NPC472769
0.7634	Intermediate Similarity	NPC52634
0.7634	Intermediate Similarity	NPC202889
0.7634	Intermediate Similarity	NPC962
0.7634	Intermediate Similarity	NPC250109
0.763	Intermediate Similarity	NPC202051
0.763	Intermediate Similarity	NPC472001
0.763	Intermediate Similarity	NPC470921
0.763	Intermediate Similarity	NPC67569
0.7626	Intermediate Similarity	NPC471359
0.7626	Intermediate Similarity	NPC472770
0.7626	Intermediate Similarity	NPC9499
0.7626	Intermediate Similarity	NPC471360
0.7626	Intermediate Similarity	NPC469752
0.7626	Intermediate Similarity	NPC469754
0.7626	Intermediate Similarity	NPC284406
0.7626	Intermediate Similarity	NPC10823
0.7626	Intermediate Similarity	NPC251866
0.7626	Intermediate Similarity	NPC219085
0.7626	Intermediate Similarity	NPC473593
0.7626	Intermediate Similarity	NPC180079
0.7626	Intermediate Similarity	NPC221414
0.7626	Intermediate Similarity	NPC17896
0.7626	Intermediate Similarity	NPC89514
0.7626	Intermediate Similarity	NPC70542
0.7626	Intermediate Similarity	NPC6108
0.7626	Intermediate Similarity	NPC469753
0.7626	Intermediate Similarity	NPC471352
0.7626	Intermediate Similarity	NPC476854
0.7626	Intermediate Similarity	NPC175186
0.7626	Intermediate Similarity	NPC197707
0.7626	Intermediate Similarity	NPC471358
0.7626	Intermediate Similarity	NPC471361
0.7626	Intermediate Similarity	NPC86159
0.7626	Intermediate Similarity	NPC104382
0.7626	Intermediate Similarity	NPC469755
0.7626	Intermediate Similarity	NPC469751
0.7615	Intermediate Similarity	NPC317107
0.7612	Intermediate Similarity	NPC180640
0.7609	Intermediate Similarity	NPC471940
0.7609	Intermediate Similarity	NPC152091
0.7609	Intermediate Similarity	NPC329784
0.7609	Intermediate Similarity	NPC476008
0.7609	Intermediate Similarity	NPC240070
0.7609	Intermediate Similarity	NPC298841
0.7594	Intermediate Similarity	NPC475305
0.7594	Intermediate Similarity	NPC471854
0.7591	Intermediate Similarity	NPC469790
0.7591	Intermediate Similarity	NPC475194
0.7591	Intermediate Similarity	NPC172154
0.7591	Intermediate Similarity	NPC318135
0.7591	Intermediate Similarity	NPC241456
0.7591	Intermediate Similarity	NPC476729
0.7591	Intermediate Similarity	NPC145238
0.7591	Intermediate Similarity	NPC32868
0.7591	Intermediate Similarity	NPC81736
0.7589	Intermediate Similarity	NPC469749
0.7589	Intermediate Similarity	NPC316915
0.7589	Intermediate Similarity	NPC247190
0.7589	Intermediate Similarity	NPC142756
0.7589	Intermediate Similarity	NPC116075
0.7589	Intermediate Similarity	NPC32793
0.7589	Intermediate Similarity	NPC475487
0.7589	Intermediate Similarity	NPC168879
0.7589	Intermediate Similarity	NPC146857
0.7574	Intermediate Similarity	NPC19464
0.7574	Intermediate Similarity	NPC170538
0.7574	Intermediate Similarity	NPC153700

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 NPC476825 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	282
0.1-0.2	1972
0.2-0.3	3920
0.3-0.4	1965
0.4-0.5	639
0.5-0.6	222
0.6-0.7	131
0.7-0.8	19
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
0.7737	Intermediate Similarity	NPD7078	Approved
0.7626	Intermediate Similarity	NPD7319	Approved
0.7609	Intermediate Similarity	NPD8293	Discontinued
0.7591	Intermediate Similarity	NPD7492	Approved
0.7556	Intermediate Similarity	NPD6319	Approved
0.7556	Intermediate Similarity	NPD6054	Approved
0.7556	Intermediate Similarity	NPD6059	Approved
0.7554	Intermediate Similarity	NPD7736	Approved
0.7536	Intermediate Similarity	NPD7507	Approved
0.7536	Intermediate Similarity	NPD6616	Approved
0.7462	Intermediate Similarity	NPD6373	Approved
0.7462	Intermediate Similarity	NPD6372	Approved
0.7445	Intermediate Similarity	NPD6370	Approved
0.7424	Intermediate Similarity	NPD8297	Approved
0.7385	Intermediate Similarity	NPD7320	Approved
0.7372	Intermediate Similarity	NPD6015	Approved
0.7372	Intermediate Similarity	NPD6016	Approved
0.7348	Intermediate Similarity	NPD6650	Approved
0.7348	Intermediate Similarity	NPD6649	Approved
0.7333	Intermediate Similarity	NPD7115	Discovery
0.7319	Intermediate Similarity	NPD5988	Approved
0.7293	Intermediate Similarity	NPD6882	Approved
0.7231	Intermediate Similarity	NPD5739	Approved
0.7231	Intermediate Similarity	NPD6402	Approved
0.7231	Intermediate Similarity	NPD7128	Approved
0.7231	Intermediate Similarity	NPD6675	Approved
0.7206	Intermediate Similarity	NPD6009	Approved
0.7143	Intermediate Similarity	NPD7604	Phase 2
0.7143	Intermediate Similarity	NPD8328	Phase 3
0.7122	Intermediate Similarity	NPD8033	Approved
0.7121	Intermediate Similarity	NPD6881	Approved
0.7121	Intermediate Similarity	NPD6899	Approved
0.7111	Intermediate Similarity	NPD4632	Approved
0.7099	Intermediate Similarity	NPD6008	Approved
0.709	Intermediate Similarity	NPD8130	Phase 1
0.7063	Intermediate Similarity	NPD6033	Approved
0.705	Intermediate Similarity	NPD8377	Approved
0.705	Intermediate Similarity	NPD8294	Approved
0.7045	Intermediate Similarity	NPD5701	Approved
0.7045	Intermediate Similarity	NPD5697	Approved
0.7029	Intermediate Similarity	NPD7327	Approved
0.7029	Intermediate Similarity	NPD7328	Approved
0.7015	Intermediate Similarity	NPD6883	Approved
0.7015	Intermediate Similarity	NPD7102	Approved
0.7015	Intermediate Similarity	NPD7290	Approved
0.7015	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD8380	Approved
0.7	Intermediate Similarity	NPD8378	Approved
0.7	Intermediate Similarity	NPD8516	Approved
0.7	Intermediate Similarity	NPD8335	Approved
0.7	Intermediate Similarity	NPD8296	Approved
0.7	Intermediate Similarity	NPD8379	Approved
0.7	Intermediate Similarity	NPD8515	Approved
0.7	Intermediate Similarity	NPD8517	Approved
0.7	Intermediate Similarity	NPD8513	Phase 3
0.6978	Remote Similarity	NPD7516	Approved
0.6963	Remote Similarity	NPD6869	Approved
0.6963	Remote Similarity	NPD6617	Approved
0.6963	Remote Similarity	NPD6847	Approved
0.694	Remote Similarity	NPD6013	Approved
0.694	Remote Similarity	NPD6014	Approved
0.694	Remote Similarity	NPD6012	Approved
0.6929	Remote Similarity	NPD5695	Phase 3
0.6917	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6912	Remote Similarity	NPD6053	Discontinued
0.6889	Remote Similarity	NPD4634	Approved
0.6889	Remote Similarity	NPD6371	Approved
0.6879	Remote Similarity	NPD5983	Phase 2
0.6879	Remote Similarity	NPD7503	Approved
0.6866	Remote Similarity	NPD6011	Approved
0.6838	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6835	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD6084	Phase 2
0.6822	Remote Similarity	NPD6083	Phase 2
0.6815	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6806	Remote Similarity	NPD6336	Discontinued
0.6803	Remote Similarity	NPD7260	Phase 2
0.6791	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6769	Remote Similarity	NPD5696	Approved
0.6759	Remote Similarity	NPD8074	Phase 3
0.6742	Remote Similarity	NPD5211	Phase 2
0.6741	Remote Similarity	NPD6686	Approved
0.6741	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6718	Remote Similarity	NPD7639	Approved
0.6718	Remote Similarity	NPD7640	Approved
0.6693	Remote Similarity	NPD6050	Approved
0.6692	Remote Similarity	NPD4755	Approved
0.6667	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6412	Phase 2
0.6644	Remote Similarity	NPD6845	Suspended
0.6643	Remote Similarity	NPD6274	Approved
0.6642	Remote Similarity	NPD5141	Approved
0.6641	Remote Similarity	NPD7638	Approved
0.662	Remote Similarity	NPD7100	Approved
0.662	Remote Similarity	NPD7101	Approved
0.6614	Remote Similarity	NPD5692	Phase 3
0.6608	Remote Similarity	NPD7799	Discontinued
0.6591	Remote Similarity	NPD4700	Approved
0.6591	Remote Similarity	NPD5285	Approved
0.6591	Remote Similarity	NPD4696	Approved
0.6591	Remote Similarity	NPD5286	Approved
0.6589	Remote Similarity	NPD6001	Approved
0.6569	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6562	Remote Similarity	NPD5693	Phase 1
0.6562	Remote Similarity	NPD5284	Approved
0.6562	Remote Similarity	NPD5281	Approved
0.6562	Remote Similarity	NPD5694	Approved
0.6549	Remote Similarity	NPD6335	Approved
0.6528	Remote Similarity	NPD6909	Approved
0.6528	Remote Similarity	NPD6908	Approved
0.6515	Remote Similarity	NPD4225	Approved
0.6512	Remote Similarity	NPD6399	Phase 3
0.65	Remote Similarity	NPD8133	Approved
0.6493	Remote Similarity	NPD5226	Approved
0.6493	Remote Similarity	NPD4633	Approved
0.6493	Remote Similarity	NPD5224	Approved
0.6493	Remote Similarity	NPD5225	Approved
0.6479	Remote Similarity	NPD6317	Approved
0.6471	Remote Similarity	NPD4767	Approved
0.6471	Remote Similarity	NPD4768	Approved
0.6444	Remote Similarity	NPD5174	Approved
0.6444	Remote Similarity	NPD5175	Approved
0.6439	Remote Similarity	NPD5959	Approved
0.6434	Remote Similarity	NPD6313	Approved
0.6434	Remote Similarity	NPD6314	Approved
0.6418	Remote Similarity	NPD5223	Approved
0.6414	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6406	Remote Similarity	NPD6904	Approved
0.6406	Remote Similarity	NPD6080	Approved
0.6406	Remote Similarity	NPD6673	Approved
0.64	Remote Similarity	NPD5956	Approved
0.6385	Remote Similarity	NPD5779	Approved
0.6385	Remote Similarity	NPD5778	Approved
0.6377	Remote Similarity	NPD4730	Approved
0.6377	Remote Similarity	NPD4729	Approved
0.6364	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD4697	Phase 3
0.6357	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6357	Remote Similarity	NPD5207	Approved
0.6328	Remote Similarity	NPD5737	Approved
0.6328	Remote Similarity	NPD6672	Approved
0.6324	Remote Similarity	NPD4754	Approved
0.6323	Remote Similarity	NPD6333	Approved
0.6323	Remote Similarity	NPD6334	Approved
0.6316	Remote Similarity	NPD7902	Approved
0.6308	Remote Similarity	NPD7983	Approved
0.6301	Remote Similarity	NPD6921	Approved
0.6299	Remote Similarity	NPD5280	Approved
0.6299	Remote Similarity	NPD4694	Approved
0.6296	Remote Similarity	NPD1700	Approved
0.6288	Remote Similarity	NPD5654	Approved
0.6286	Remote Similarity	NPD5247	Approved
0.6286	Remote Similarity	NPD5249	Phase 3
0.6286	Remote Similarity	NPD5251	Approved
0.6286	Remote Similarity	NPD5250	Approved
0.6286	Remote Similarity	NPD5248	Approved
0.6279	Remote Similarity	NPD4753	Phase 2
0.6269	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6259	Remote Similarity	NPD5128	Approved
0.625	Remote Similarity	NPD7632	Discontinued
0.6235	Remote Similarity	NPD7236	Approved
0.6222	Remote Similarity	NPD6648	Approved
0.6216	Remote Similarity	NPD6067	Discontinued
0.6202	Remote Similarity	NPD6903	Approved
0.6183	Remote Similarity	NPD6411	Approved
0.6181	Remote Similarity	NPD6868	Approved
0.6176	Remote Similarity	NPD5344	Discontinued
0.6172	Remote Similarity	NPD6098	Approved
0.6165	Remote Similarity	NPD5210	Approved
0.6165	Remote Similarity	NPD4629	Approved
0.6154	Remote Similarity	NPD5328	Approved
0.6145	Remote Similarity	NPD7239	Suspended
0.6136	Remote Similarity	NPD5133	Approved
0.6136	Remote Similarity	NPD4202	Approved
0.6127	Remote Similarity	NPD5217	Approved
0.6127	Remote Similarity	NPD5216	Approved
0.6127	Remote Similarity	NPD5215	Approved
0.6119	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6119	Remote Similarity	NPD5222	Approved
0.6119	Remote Similarity	NPD5221	Approved
0.6107	Remote Similarity	NPD6698	Approved
0.6107	Remote Similarity	NPD46	Approved
0.6107	Remote Similarity	NPD5785	Approved
0.6094	Remote Similarity	NPD5329	Approved
0.609	Remote Similarity	NPD7900	Approved
0.609	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.609	Remote Similarity	NPD7748	Approved
0.6074	Remote Similarity	NPD5173	Approved
0.6061	Remote Similarity	NPD8034	Phase 2
0.6061	Remote Similarity	NPD6079	Approved
0.6061	Remote Similarity	NPD8035	Phase 2
0.6061	Remote Similarity	NPD7637	Suspended
0.6056	Remote Similarity	NPD5169	Approved
0.6056	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6056	Remote Similarity	NPD5135	Approved
0.6047	Remote Similarity	NPD5690	Phase 2
0.6047	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6047	Remote Similarity	NPD6409	Approved
0.6047	Remote Similarity	NPD5330	Approved
0.6047	Remote Similarity	NPD7146	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