NPASS Compound

Structure

NPC123122 OpenBabel07101719522D 26 29 0 0 1 0 0 0 0 0999 V2000 -0.1931 2.1649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5390 2.1649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6730 -3.0672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0474 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1730 -2.2011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1467 1.2137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4804 0.1990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5390 0.1649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4495 -0.3513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0694 0.5662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5390 -0.8351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4739 -1.1441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6730 1.6649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6730 -3.0672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6730 0.6649 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1441 -1.1441 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1931 0.1649 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1931 -0.8351 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1441 0.4739 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.6702 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6730 -1.3351 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4739 0.4739 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1730 -3.9332 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7319 -0.3351 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1730 -2.2011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 20 1 0 0 0 0 5 21 1 0 0 0 0 6 22 1 0 0 0 0 7 9 1 0 0 0 0 7 10 1 0 0 0 0 8 11 1 0 0 0 0 8 15 1 0 0 0 0 9 20 1 0 0 0 0 10 22 1 0 0 0 0 11 21 1 0 0 0 0 12 20 1 0 0 0 0 14 23 2 0 0 0 0 14 25 1 0 0 0 0 15 13 1 1 0 0 0 15 17 1 0 0 0 0 16 12 1 1 0 0 0 16 18 1 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 19 24 1 0 0 0 0 20 26 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	364.26
Volume:	387.367
LogP:	4.405
LogD:	3.792
LogS:	-4.648
# Rotatable Bonds:	3
TPSA:	44.76
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.677
Synthetic Accessibility Score:	5.995
Fsp3:	0.955
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.767
MDCK Permeability:	2.9903059839853086e-05
Pgp-inhibitor:	0.888
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.001
20% Bioavailability (F20%):	0.009
30% Bioavailability (F30%):	0.136

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.063
Plasma Protein Binding (PPB):	91.31370544433594%
Volume Distribution (VD):	1.638
Pgp-substrate:	4.505609512329102%

ADMET: Metabolism

CYP1A2-inhibitor:	0.042
CYP1A2-substrate:	0.759
CYP2C19-inhibitor:	0.091
CYP2C19-substrate:	0.936
CYP2C9-inhibitor:	0.235
CYP2C9-substrate:	0.026
CYP2D6-inhibitor:	0.008
CYP2D6-substrate:	0.089
CYP3A4-inhibitor:	0.752
CYP3A4-substrate:	0.705

ADMET: Excretion

Clearance (CL):	6.768
Half-life (T1/2):	0.406

ADMET: Toxicity

hERG Blockers:	0.067
Human Hepatotoxicity (H-HT):	0.582
Drug-inuced Liver Injury (DILI):	0.822
AMES Toxicity:	0.009
Rat Oral Acute Toxicity:	0.038
Maximum Recommended Daily Dose:	0.015
Skin Sensitization:	0.566
Carcinogencity:	0.12
Eye Corrosion:	0.288
Eye Irritation:	0.273
Respiratory Toxicity:	0.56

Download Data

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

Natural Product: NPC123122

Natural Product ID:	NPC123122
*Common Name:**	XBXWRLRZRQRZHE-UDWPLSEGSA-N
IUPAC Name:	n.a.
Synonyms:	(+)-Polyanthelin A
Standard InCHIKey:	XBXWRLRZRQRZHE-UDWPLSEGSA-N
Standard InCHI:	InChI=1S/C22H36O4/c1-13(2)15-8-11-21(5,25-14(3)23)18-16-12-20(4)9-7-10-22(6,26-20)19(24-16)17(15)18/h13,15-19H,7-12H2,1-6H3/t15-,16-,17-,18-,19-,20+,21-,22-/m1/s1
SMILES:	CC(=O)O[C@]1(C)CC[C@@H]([C@@H]2[C@H]1[C@@H]1O[C@H]2[C@@]2(O[C@@](C1)(C)CCC2)C)C(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1096774
PubChem CID:	12168107
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
NPO22114	Cladiella pachyclados	Species	Alcyoniidae	Eukaryota	n.a.	red sea soft coral	n.a.	PMID[20420415]
NPO22114	Cladiella pachyclados	Species	Alcyoniidae	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
IC50	2

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	52000.0	nM	PMID[566875]
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	19230784.45	nM	PMID[566875]

☑ 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 NPC123122 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	403
0.1-0.2	3920
0.2-0.3	12754
0.3-0.4	11690
0.4-0.5	5967
0.5-0.6	6457
0.6-0.7	1335
0.7-0.8	156
0.8-0.85	11
0.85-0.9	2
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.942	High Similarity	NPC476718
0.8904	High Similarity	NPC476719
0.8514	High Similarity	NPC136424
0.8312	Intermediate Similarity	NPC471216
0.8312	Intermediate Similarity	NPC471217
0.8312	Intermediate Similarity	NPC472951
0.8312	Intermediate Similarity	NPC472943
0.8289	Intermediate Similarity	NPC252483
0.8289	Intermediate Similarity	NPC191345
0.8289	Intermediate Similarity	NPC43463
0.8228	Intermediate Similarity	NPC476721
0.8205	Intermediate Similarity	NPC71541
0.8205	Intermediate Similarity	NPC470154
0.8182	Intermediate Similarity	NPC477287
0.8101	Intermediate Similarity	NPC477284
0.8101	Intermediate Similarity	NPC470155
0.8101	Intermediate Similarity	NPC477447
0.8101	Intermediate Similarity	NPC477446
0.8077	Intermediate Similarity	NPC186594
0.8025	Intermediate Similarity	NPC476725
0.8025	Intermediate Similarity	NPC476715
0.7975	Intermediate Similarity	NPC211049
0.7975	Intermediate Similarity	NPC119922
0.7975	Intermediate Similarity	NPC470156
0.7975	Intermediate Similarity	NPC116320
0.7927	Intermediate Similarity	NPC471410
0.7927	Intermediate Similarity	NPC476717
0.7927	Intermediate Similarity	NPC471411
0.7927	Intermediate Similarity	NPC214315
0.7901	Intermediate Similarity	NPC18953
0.7901	Intermediate Similarity	NPC65133
0.7875	Intermediate Similarity	NPC216800
0.7778	Intermediate Similarity	NPC470261
0.7778	Intermediate Similarity	NPC127917
0.7763	Intermediate Similarity	NPC55508
0.775	Intermediate Similarity	NPC476494
0.7738	Intermediate Similarity	NPC476724
0.7738	Intermediate Similarity	NPC476723
0.7711	Intermediate Similarity	NPC215968
0.7711	Intermediate Similarity	NPC474008
0.7711	Intermediate Similarity	NPC477283
0.7711	Intermediate Similarity	NPC155531
0.7662	Intermediate Similarity	NPC472952
0.7662	Intermediate Similarity	NPC472950
0.7654	Intermediate Similarity	NPC477286
0.7654	Intermediate Similarity	NPC286719
0.7625	Intermediate Similarity	NPC475456
0.7625	Intermediate Similarity	NPC125366
0.7625	Intermediate Similarity	NPC474714
0.7619	Intermediate Similarity	NPC213658
0.7619	Intermediate Similarity	NPC110365
0.7619	Intermediate Similarity	NPC62202
0.7619	Intermediate Similarity	NPC45833
0.76	Intermediate Similarity	NPC29005
0.76	Intermediate Similarity	NPC51956
0.76	Intermediate Similarity	NPC5209
0.759	Intermediate Similarity	NPC93616
0.7571	Intermediate Similarity	NPC204173
0.7561	Intermediate Similarity	NPC477285
0.7561	Intermediate Similarity	NPC111582
0.7531	Intermediate Similarity	NPC190940
0.7529	Intermediate Similarity	NPC221993
0.7529	Intermediate Similarity	NPC470872
0.7529	Intermediate Similarity	NPC471221
0.75	Intermediate Similarity	NPC246347
0.75	Intermediate Similarity	NPC235196
0.75	Intermediate Similarity	NPC476176
0.75	Intermediate Similarity	NPC228593
0.75	Intermediate Similarity	NPC475684
0.75	Intermediate Similarity	NPC279260
0.7471	Intermediate Similarity	NPC312805
0.7439	Intermediate Similarity	NPC2096
0.7439	Intermediate Similarity	NPC208912
0.7439	Intermediate Similarity	NPC202688
0.7439	Intermediate Similarity	NPC154043
0.7439	Intermediate Similarity	NPC60018
0.7436	Intermediate Similarity	NPC186851
0.7432	Intermediate Similarity	NPC476928
0.7412	Intermediate Similarity	NPC471377
0.7412	Intermediate Similarity	NPC44538
0.7407	Intermediate Similarity	NPC134227
0.7407	Intermediate Similarity	NPC60568
0.7403	Intermediate Similarity	NPC109510
0.7386	Intermediate Similarity	NPC474379
0.7381	Intermediate Similarity	NPC235402
0.7381	Intermediate Similarity	NPC266651
0.7349	Intermediate Similarity	NPC474284
0.7349	Intermediate Similarity	NPC474346
0.7349	Intermediate Similarity	NPC67158
0.7349	Intermediate Similarity	NPC29342
0.7349	Intermediate Similarity	NPC2572
0.7349	Intermediate Similarity	NPC475820
0.7349	Intermediate Similarity	NPC30102
0.7349	Intermediate Similarity	NPC213737
0.7349	Intermediate Similarity	NPC128816
0.7349	Intermediate Similarity	NPC474253
0.7326	Intermediate Similarity	NPC56777
0.7326	Intermediate Similarity	NPC201607
0.7326	Intermediate Similarity	NPC92370
0.7326	Intermediate Similarity	NPC75443
0.7326	Intermediate Similarity	NPC470260
0.7326	Intermediate Similarity	NPC476435
0.7317	Intermediate Similarity	NPC285480
0.7317	Intermediate Similarity	NPC30443
0.7317	Intermediate Similarity	NPC73515
0.7317	Intermediate Similarity	NPC45256
0.7317	Intermediate Similarity	NPC260977
0.7308	Intermediate Similarity	NPC472944
0.7308	Intermediate Similarity	NPC470151
0.7308	Intermediate Similarity	NPC472945
0.7303	Intermediate Similarity	NPC476716
0.7303	Intermediate Similarity	NPC476722
0.7294	Intermediate Similarity	NPC114378
0.7294	Intermediate Similarity	NPC131365
0.7294	Intermediate Similarity	NPC103782
0.7294	Intermediate Similarity	NPC64862
0.7294	Intermediate Similarity	NPC477441
0.7273	Intermediate Similarity	NPC473066
0.7273	Intermediate Similarity	NPC216137
0.7262	Intermediate Similarity	NPC473299
0.7262	Intermediate Similarity	NPC477434
0.725	Intermediate Similarity	NPC143250
0.725	Intermediate Similarity	NPC212453
0.7241	Intermediate Similarity	NPC291875
0.7241	Intermediate Similarity	NPC161560
0.7229	Intermediate Similarity	NPC148740
0.7229	Intermediate Similarity	NPC102156
0.7222	Intermediate Similarity	NPC476720
0.7209	Intermediate Similarity	NPC5943
0.7191	Intermediate Similarity	NPC475307
0.7191	Intermediate Similarity	NPC35164
0.7191	Intermediate Similarity	NPC122083
0.7191	Intermediate Similarity	NPC182740
0.7191	Intermediate Similarity	NPC211845
0.7191	Intermediate Similarity	NPC256104
0.7176	Intermediate Similarity	NPC471379
0.7176	Intermediate Similarity	NPC477445
0.7176	Intermediate Similarity	NPC196911
0.716	Intermediate Similarity	NPC471045
0.716	Intermediate Similarity	NPC177343
0.716	Intermediate Similarity	NPC272841
0.716	Intermediate Similarity	NPC264610
0.7159	Intermediate Similarity	NPC470114
0.7159	Intermediate Similarity	NPC470262
0.7143	Intermediate Similarity	NPC156377
0.7143	Intermediate Similarity	NPC470070
0.7143	Intermediate Similarity	NPC69953
0.7143	Intermediate Similarity	NPC5958
0.7143	Intermediate Similarity	NPC237071
0.7143	Intermediate Similarity	NPC203434
0.7143	Intermediate Similarity	NPC238796
0.7126	Intermediate Similarity	NPC476379
0.7125	Intermediate Similarity	NPC107963
0.7111	Intermediate Similarity	NPC151214
0.7111	Intermediate Similarity	NPC191915
0.7108	Intermediate Similarity	NPC328639
0.7108	Intermediate Similarity	NPC329490
0.7108	Intermediate Similarity	NPC475743
0.7108	Intermediate Similarity	NPC118116
0.7089	Intermediate Similarity	NPC166250
0.7089	Intermediate Similarity	NPC308489
0.7089	Intermediate Similarity	NPC96759
0.7089	Intermediate Similarity	NPC74639
0.7089	Intermediate Similarity	NPC200167
0.7089	Intermediate Similarity	NPC31046
0.7089	Intermediate Similarity	NPC53868
0.7089	Intermediate Similarity	NPC209666
0.7079	Intermediate Similarity	NPC165180
0.7079	Intermediate Similarity	NPC8729
0.7079	Intermediate Similarity	NPC41838
0.7079	Intermediate Similarity	NPC91251
0.7073	Intermediate Similarity	NPC477282
0.7073	Intermediate Similarity	NPC220379
0.7073	Intermediate Similarity	NPC81074
0.7065	Intermediate Similarity	NPC266417
0.7045	Intermediate Similarity	NPC477440
0.7045	Intermediate Similarity	NPC477443
0.7037	Intermediate Similarity	NPC307865
0.7037	Intermediate Similarity	NPC64081
0.7037	Intermediate Similarity	NPC474574
0.7037	Intermediate Similarity	NPC11907
0.7037	Intermediate Similarity	NPC133596
0.7033	Intermediate Similarity	NPC94582
0.7033	Intermediate Similarity	NPC57964
0.7033	Intermediate Similarity	NPC21897
0.7015	Intermediate Similarity	NPC291724
0.7015	Intermediate Similarity	NPC274261
0.7011	Intermediate Similarity	NPC239938
0.7	Intermediate Similarity	NPC478105
0.6989	Remote Similarity	NPC471374
0.6989	Remote Similarity	NPC209798
0.6989	Remote Similarity	NPC470066
0.6989	Remote Similarity	NPC470067
0.6989	Remote Similarity	NPC471375
0.6988	Remote Similarity	NPC186588
0.6977	Remote Similarity	NPC290612
0.6966	Remote Similarity	NPC477444
0.6966	Remote Similarity	NPC477442
0.6966	Remote Similarity	NPC477433
0.6966	Remote Similarity	NPC18536

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 NPC123122 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	382
0.1-0.2	4114
0.2-0.3	3231
0.3-0.4	848
0.4-0.5	324
0.5-0.6	229
0.6-0.7	19
0.7-0.8	3
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
0.76	Intermediate Similarity	NPD2254	Approved
0.76	Intermediate Similarity	NPD2686	Approved
0.76	Intermediate Similarity	NPD2687	Approved
0.7349	Intermediate Similarity	NPD3670	Clinical (unspecified phase)
0.7349	Intermediate Similarity	NPD3669	Approved
0.7317	Intermediate Similarity	NPD1779	Approved
0.7317	Intermediate Similarity	NPD1780	Approved
0.7089	Intermediate Similarity	NPD1810	Approved
0.7089	Intermediate Similarity	NPD1811	Approved
0.7027	Intermediate Similarity	NPD371	Approved
0.6709	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.6548	Remote Similarity	NPD6115	Approved
0.6548	Remote Similarity	NPD6118	Approved
0.6548	Remote Similarity	NPD6114	Approved
0.6548	Remote Similarity	NPD6697	Approved
0.6429	Remote Similarity	NPD6116	Phase 1
0.6395	Remote Similarity	NPD6928	Phase 2
0.6375	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.631	Remote Similarity	NPD6117	Approved
0.6277	Remote Similarity	NPD8171	Discontinued
0.622	Remote Similarity	NPD5777	Approved
0.6162	Remote Similarity	NPD1700	Approved
0.6117	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6071	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6019	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6	Remote Similarity	NPD3702	Approved
0.598	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.5905	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.5905	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.59	Remote Similarity	NPD6648	Approved
0.5875	Remote Similarity	NPD9496	Clinical (unspecified phase)
0.5862	Remote Similarity	NPD8143	Approved
0.5862	Remote Similarity	NPD8144	Approved
0.5854	Remote Similarity	NPD229	Approved
0.5849	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.5842	Remote Similarity	NPD5344	Discontinued
0.5833	Remote Similarity	NPD8133	Approved
0.5833	Remote Similarity	NPD8034	Phase 2
0.5833	Remote Similarity	NPD8035	Phase 2
0.5814	Remote Similarity	NPD3703	Phase 2
0.58	Remote Similarity	NPD7638	Approved
0.5769	Remote Similarity	NPD6008	Approved
0.5769	Remote Similarity	NPD1145	Discontinued
0.5766	Remote Similarity	NPD7327	Approved
0.5766	Remote Similarity	NPD7328	Approved
0.5743	Remote Similarity	NPD7640	Approved
0.5743	Remote Similarity	NPD7639	Approved
0.5735	Remote Similarity	NPD367	Approved
0.5714	Remote Similarity	NPD7516	Approved
0.5664	Remote Similarity	NPD8377	Approved
0.5664	Remote Similarity	NPD8294	Approved
0.5657	Remote Similarity	NPD7991	Discontinued
0.5647	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.5647	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.5644	Remote Similarity	NPD4225	Approved
0.5631	Remote Similarity	NPD7632	Discontinued
0.5618	Remote Similarity	NPD4238	Approved
0.5618	Remote Similarity	NPD4802	Phase 2
0.5616	Remote Similarity	NPD1400	Approved
0.5616	Remote Similarity	NPD1399	Approved
0.5614	Remote Similarity	NPD8380	Approved
0.5614	Remote Similarity	NPD8296	Approved
0.5614	Remote Similarity	NPD8379	Approved
0.5614	Remote Similarity	NPD8378	Approved
0.5614	Remote Similarity	NPD8033	Approved
0.5614	Remote Similarity	NPD8335	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