NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	791.54
Volume:	839.436
LogP:	4.477
LogD:	3.699
LogS:	-3.615
# Rotatable Bonds:	35
TPSA:	200.31
# H-Bond Aceptor:	14
# H-Bond Donor:	5
# Rings:	1
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.032
Synthetic Accessibility Score:	4.749
Fsp3:	0.786
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.177
MDCK Permeability:	3.589864354580641e-05
Pgp-inhibitor:	0.996
Pgp-substrate:	0.988
Human Intestinal Absorption (HIA):	0.712
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.038
Plasma Protein Binding (PPB):	81.97315216064453%
Volume Distribution (VD):	0.671
Pgp-substrate:	5.611266136169434%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.035
CYP2C19-inhibitor:	0.205
CYP2C19-substrate:	0.058
CYP2C9-inhibitor:	0.371
CYP2C9-substrate:	0.065
CYP2D6-inhibitor:	0.01
CYP2D6-substrate:	0.053
CYP3A4-inhibitor:	0.93
CYP3A4-substrate:	0.141

ADMET: Excretion

Clearance (CL):	3.916
Half-life (T1/2):	0.851

ADMET: Toxicity

hERG Blockers:	0.037
Human Hepatotoxicity (H-HT):	0.946
Drug-inuced Liver Injury (DILI):	0.658
AMES Toxicity:	0.008
Rat Oral Acute Toxicity:	0.013
Maximum Recommended Daily Dose:	0.817
Skin Sensitization:	0.742
Carcinogencity:	0.108
Eye Corrosion:	0.003
Eye Irritation:	0.006
Respiratory Toxicity:	0.412

Download Data

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

Natural Product: NPC476875

Natural Product ID:	NPC476875
*Common Name:**	Cavinafungin A
IUPAC Name:	[(3S)-3-[[(2S)-2-[[(2S,4R)-1-[(2S,3R)-3-hydroxy-2-[[(Z)-octadec-9-enoyl]amino]butanoyl]-4-methylpyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-4-oxo-4-[[(2S)-1-oxopropan-2-yl]amino]butyl] acetate
Synonyms:
Standard InCHIKey:	DBROSQBUZSJJTF-DXRGBPBVSA-N
Standard InCHI:	InChI=1S/C42H73N5O9/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-36(51)45-38(32(6)49)42(55)47-27-30(4)26-35(47)40(53)46-37(29(2)3)41(54)44-34(24-25-56-33(7)50)39(52)43-31(5)28-48/h15-16,28-32,34-35,37-38,49H,8-14,17-27H2,1-7H3,(H,43,52)(H,44,54)(H,45,51)(H,46,53)/b16-15-/t30-,31+,32-,34+,35+,37+,38+/m1/s1
SMILES:	CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H]([C@@H](C)O)C(=O)N1C[C@@H](C[C@H]1C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCOC(=O)C)C(=O)N[C@@H](C)C=O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	122177446
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0000013] Amino acids, peptides, and analogues [CHEMONTID:0000348] Peptides [CHEMONTID:0004831] Oligopeptides

*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
NPO33627	Colispora cavincola	Species		Eukaryota	n.a.	n.a.	n.a.	PMID[25636062]

☑ 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	8
Others	1

Activity Type	# Activity
Organism	9

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT820	Organism	Clavispora lusitaniae	Clavispora lusitaniae	MIC	=	2	ug/ml	PMID[25636062]
NPT554	Organism	Candida glabrata	Candida glabrata	MIC	=	2	ug/ml	PMID[25636062]
NPT186	Organism	Candida tropicalis	Candida tropicalis	MIC	=	0.5	ug/ml	PMID[25636062]
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	32	ug/ml	PMID[25636062]
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	2	ug/ml	PMID[25636062]
NPT187	Organism	Issatchenkia orientalis	Pichia kudriavzevii	MIC	=	4	ug/ml	PMID[25636062]
NPT188	Organism	Candida parapsilosis	Candida parapsilosis	MIC	=	2	ug/ml	PMID[25636062]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	MIC	>	32	ug/ml	PMID[25636062]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	MIC80	=	8	ug/ml	PMID[25636062]

☑ 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 NPC476875 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	76
0.1-0.2	624
0.2-0.3	15163
0.3-0.4	17599
0.4-0.5	7521
0.5-0.6	1374
0.6-0.7	276
0.7-0.8	56
0.8-0.85	4
0.85-0.9	0
0.9-0.95	3
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.951	High Similarity	NPC476876
0.9314	High Similarity	NPC476877
0.8051	Intermediate Similarity	NPC315188
0.7946	Intermediate Similarity	NPC171734
0.787	Intermediate Similarity	NPC475758
0.7798	Intermediate Similarity	NPC13175
0.7798	Intermediate Similarity	NPC475791
0.7788	Intermediate Similarity	NPC207820
0.7727	Intermediate Similarity	NPC188785
0.7658	Intermediate Similarity	NPC475149
0.7658	Intermediate Similarity	NPC471097
0.75	Intermediate Similarity	NPC309525
0.7398	Intermediate Similarity	NPC273185
0.7333	Intermediate Similarity	NPC296043
0.7273	Intermediate Similarity	NPC329216
0.725	Intermediate Similarity	NPC103391
0.725	Intermediate Similarity	NPC472536
0.7232	Intermediate Similarity	NPC220234
0.7209	Intermediate Similarity	NPC120335
0.7207	Intermediate Similarity	NPC134504
0.7207	Intermediate Similarity	NPC47076
0.713	Intermediate Similarity	NPC475801
0.713	Intermediate Similarity	NPC474593
0.7121	Intermediate Similarity	NPC287401
0.7097	Intermediate Similarity	NPC470652
0.709	Intermediate Similarity	NPC471264
0.709	Intermediate Similarity	NPC471265
0.7069	Intermediate Similarity	NPC205176
0.7064	Intermediate Similarity	NPC474576
0.704	Intermediate Similarity	NPC160688
0.7034	Intermediate Similarity	NPC67009
0.7018	Intermediate Similarity	NPC233932
0.7	Intermediate Similarity	NPC62263
0.7	Intermediate Similarity	NPC471098
0.7	Intermediate Similarity	NPC173763
0.6978	Remote Similarity	NPC314358
0.6957	Remote Similarity	NPC476978
0.6952	Remote Similarity	NPC474312
0.6929	Remote Similarity	NPC50520
0.6906	Remote Similarity	NPC316008
0.6906	Remote Similarity	NPC313867
0.6897	Remote Similarity	NPC301148
0.6897	Remote Similarity	NPC124554
0.6897	Remote Similarity	NPC5864
0.6881	Remote Similarity	NPC322966
0.6875	Remote Similarity	NPC470654
0.6875	Remote Similarity	NPC470653
0.6875	Remote Similarity	NPC470650
0.6853	Remote Similarity	NPC162104
0.6838	Remote Similarity	NPC198344
0.6835	Remote Similarity	NPC314388
0.6835	Remote Similarity	NPC315283
0.6822	Remote Similarity	NPC46427
0.6789	Remote Similarity	NPC324506
0.6788	Remote Similarity	NPC178662
0.6788	Remote Similarity	NPC98424
0.6788	Remote Similarity	NPC476133
0.6788	Remote Similarity	NPC470884
0.6788	Remote Similarity	NPC92784
0.6786	Remote Similarity	NPC5620
0.6786	Remote Similarity	NPC209509
0.6783	Remote Similarity	NPC475440
0.678	Remote Similarity	NPC323720
0.678	Remote Similarity	NPC124549
0.6777	Remote Similarity	NPC251122
0.6757	Remote Similarity	NPC477538
0.6748	Remote Similarity	NPC63191
0.6748	Remote Similarity	NPC471202
0.6744	Remote Similarity	NPC252878
0.6742	Remote Similarity	NPC319766
0.6739	Remote Similarity	NPC239762
0.6739	Remote Similarity	NPC163392
0.6731	Remote Similarity	NPC31756
0.6723	Remote Similarity	NPC475918
0.6718	Remote Similarity	NPC470655
0.6718	Remote Similarity	NPC470651
0.6692	Remote Similarity	NPC6975
0.6691	Remote Similarity	NPC469426
0.6691	Remote Similarity	NPC469427
0.6691	Remote Similarity	NPC269398
0.6691	Remote Similarity	NPC263493
0.6667	Remote Similarity	NPC476156
0.6667	Remote Similarity	NPC202521
0.6667	Remote Similarity	NPC475168
0.6667	Remote Similarity	NPC476243
0.6667	Remote Similarity	NPC7817
0.6667	Remote Similarity	NPC476117
0.6667	Remote Similarity	NPC469739
0.6667	Remote Similarity	NPC476137
0.6643	Remote Similarity	NPC176226
0.6639	Remote Similarity	NPC128303
0.6622	Remote Similarity	NPC297145
0.6622	Remote Similarity	NPC197743
0.6619	Remote Similarity	NPC476259
0.6609	Remote Similarity	NPC473597
0.6604	Remote Similarity	NPC470783
0.6604	Remote Similarity	NPC476302
0.6597	Remote Similarity	NPC129666
0.6597	Remote Similarity	NPC2501
0.6596	Remote Similarity	NPC52748
0.6593	Remote Similarity	NPC130309
0.6589	Remote Similarity	NPC476990
0.6583	Remote Similarity	NPC241394
0.6577	Remote Similarity	NPC275715
0.6573	Remote Similarity	NPC145113
0.6569	Remote Similarity	NPC248283
0.6549	Remote Similarity	NPC315266
0.6549	Remote Similarity	NPC322878
0.6531	Remote Similarity	NPC470902
0.6528	Remote Similarity	NPC471821
0.6528	Remote Similarity	NPC240848
0.6528	Remote Similarity	NPC471820
0.6525	Remote Similarity	NPC142761
0.6525	Remote Similarity	NPC161069
0.6518	Remote Similarity	NPC39290
0.6518	Remote Similarity	NPC159369
0.6507	Remote Similarity	NPC314050
0.6507	Remote Similarity	NPC315809
0.65	Remote Similarity	NPC46098
0.65	Remote Similarity	NPC307357
0.65	Remote Similarity	NPC268841
0.6491	Remote Similarity	NPC38172
0.6475	Remote Similarity	NPC127741
0.6463	Remote Similarity	NPC122590
0.6458	Remote Similarity	NPC329761
0.6458	Remote Similarity	NPC225648
0.6455	Remote Similarity	NPC477539
0.6454	Remote Similarity	NPC168113
0.6449	Remote Similarity	NPC475542
0.6446	Remote Similarity	NPC475637
0.6415	Remote Similarity	NPC474833
0.6408	Remote Similarity	NPC197682
0.6408	Remote Similarity	NPC139326
0.6393	Remote Similarity	NPC271562
0.6389	Remote Similarity	NPC262077
0.6389	Remote Similarity	NPC184473
0.6364	Remote Similarity	NPC64168
0.6357	Remote Similarity	NPC68865
0.6357	Remote Similarity	NPC469899
0.6349	Remote Similarity	NPC469597
0.6345	Remote Similarity	NPC138775
0.6336	Remote Similarity	NPC200964
0.6319	Remote Similarity	NPC477519
0.6304	Remote Similarity	NPC246079
0.6294	Remote Similarity	NPC77905
0.6286	Remote Similarity	NPC470782
0.6281	Remote Similarity	NPC279833
0.6281	Remote Similarity	NPC173690
0.6281	Remote Similarity	NPC6271
0.6281	Remote Similarity	NPC80439
0.6277	Remote Similarity	NPC300315
0.627	Remote Similarity	NPC478024
0.6261	Remote Similarity	NPC315237
0.6259	Remote Similarity	NPC477400
0.6242	Remote Similarity	NPC473341
0.6241	Remote Similarity	NPC36254
0.6232	Remote Similarity	NPC255447
0.623	Remote Similarity	NPC74035
0.6216	Remote Similarity	NPC473491
0.6216	Remote Similarity	NPC477199
0.6197	Remote Similarity	NPC315210
0.6197	Remote Similarity	NPC315848
0.6194	Remote Similarity	NPC175726
0.6194	Remote Similarity	NPC474082
0.619	Remote Similarity	NPC105717
0.619	Remote Similarity	NPC474411
0.619	Remote Similarity	NPC474431
0.6187	Remote Similarity	NPC99864
0.6174	Remote Similarity	NPC17143
0.6174	Remote Similarity	NPC47230
0.6154	Remote Similarity	NPC477401
0.6154	Remote Similarity	NPC477399
0.6142	Remote Similarity	NPC314550
0.614	Remote Similarity	NPC155230
0.6139	Remote Similarity	NPC475204
0.6139	Remote Similarity	NPC475123
0.6132	Remote Similarity	NPC217095
0.6132	Remote Similarity	NPC264417
0.6126	Remote Similarity	NPC155670
0.6126	Remote Similarity	NPC145748
0.6126	Remote Similarity	NPC95478
0.6125	Remote Similarity	NPC471165
0.6125	Remote Similarity	NPC477462
0.6122	Remote Similarity	NPC135121
0.6115	Remote Similarity	NPC120420
0.6111	Remote Similarity	NPC312315
0.6107	Remote Similarity	NPC477237
0.6106	Remote Similarity	NPC477728
0.6104	Remote Similarity	NPC469901
0.6103	Remote Similarity	NPC329919
0.6103	Remote Similarity	NPC477793
0.6099	Remote Similarity	NPC141050
0.6098	Remote Similarity	NPC14537
0.6096	Remote Similarity	NPC201244
0.6096	Remote Similarity	NPC477217
0.6095	Remote Similarity	NPC126186
0.6093	Remote Similarity	NPC475342
0.6091	Remote Similarity	NPC53858
0.6091	Remote Similarity	NPC6902
0.6091	Remote Similarity	NPC84128

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 NPC476875 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	76
0.1-0.2	309
0.2-0.3	3065
0.3-0.4	4317
0.4-0.5	1044
0.5-0.6	321
0.6-0.7	18
0.7-0.8	0
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
0.7075	Intermediate Similarity	NPD3723	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD8173	Phase 2
0.6838	Remote Similarity	NPD8172	Phase 2
0.6786	Remote Similarity	NPD5781	Clinical (unspecified phase)
0.6757	Remote Similarity	NPD4780	Clinical (unspecified phase)
0.6606	Remote Similarity	NPD7760	Phase 2
0.6606	Remote Similarity	NPD7759	Phase 2
0.6552	Remote Similarity	NPD8038	Phase 2
0.6522	Remote Similarity	NPD7113	Clinical (unspecified phase)
0.646	Remote Similarity	NPD4261	Phase 1
0.6449	Remote Similarity	NPD8416	Discontinued
0.6417	Remote Similarity	NPD6122	Discontinued
0.6379	Remote Similarity	NPD7841	Clinical (unspecified phase)
0.6316	Remote Similarity	NPD2584	Suspended
0.6316	Remote Similarity	NPD8273	Phase 1
0.6239	Remote Similarity	NPD2683	Discontinued
0.6195	Remote Similarity	NPD3177	Phase 3
0.6187	Remote Similarity	NPD8415	Approved
0.6186	Remote Similarity	NPD4228	Discovery
0.6176	Remote Similarity	NPD2585	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD7756	Clinical (unspecified phase)
0.6147	Remote Similarity	NPD7762	Phase 2
0.6147	Remote Similarity	NPD7763	Phase 2
0.6134	Remote Similarity	NPD3715	Approved
0.6134	Remote Similarity	NPD3713	Approved
0.6134	Remote Similarity	NPD3714	Approved
0.6122	Remote Similarity	NPD8323	Discontinued
0.6111	Remote Similarity	NPD6421	Discontinued
0.6077	Remote Similarity	NPD6935	Phase 3
0.6077	Remote Similarity	NPD6936	Clinical (unspecified phase)
0.6069	Remote Similarity	NPD8076	Discontinued
0.6056	Remote Similarity	NPD8643	Discontinued
0.6047	Remote Similarity	NPD1000	Clinical (unspecified phase)
0.6032	Remote Similarity	NPD6413	Approved
0.6028	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.6017	Remote Similarity	NPD8394	Approved
0.6	Remote Similarity	NPD8341	Approved
0.6	Remote Similarity	NPD2147	Approved
0.6	Remote Similarity	NPD8342	Approved
0.6	Remote Similarity	NPD8299	Approved
0.6	Remote Similarity	NPD8340	Approved
0.5971	Remote Similarity	NPD4175	Approved
0.5971	Remote Similarity	NPD4177	Approved
0.5969	Remote Similarity	NPD1376	Discontinued
0.5963	Remote Similarity	NPD7918	Clinical (unspecified phase)
0.5963	Remote Similarity	NPD7917	Clinical (unspecified phase)
0.5956	Remote Similarity	NPD8451	Approved
0.5948	Remote Similarity	NPD8414	Discontinued
0.5938	Remote Similarity	NPD2204	Approved
0.5929	Remote Similarity	NPD4125	Approved
0.5923	Remote Similarity	NPD7916	Approved
0.5923	Remote Similarity	NPD7915	Approved
0.5912	Remote Similarity	NPD8448	Approved
0.5909	Remote Similarity	NPD7641	Discontinued
0.5903	Remote Similarity	NPD6073	Approved
0.5903	Remote Similarity	NPD5725	Approved
0.5899	Remote Similarity	NPD8392	Approved
0.5899	Remote Similarity	NPD8390	Approved
0.5899	Remote Similarity	NPD8391	Approved
0.5871	Remote Similarity	NPD7118	Clinical (unspecified phase)
0.5865	Remote Similarity	NPD3159	Discontinued
0.5864	Remote Similarity	NPD8126	Clinical (unspecified phase)
0.5864	Remote Similarity	NPD8124	Phase 3
0.5859	Remote Similarity	NPD6420	Discontinued
0.5855	Remote Similarity	NPD7613	Discontinued
0.5847	Remote Similarity	NPD6699	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD5767	Discontinued
0.5833	Remote Similarity	NPD8137	Clinical (unspecified phase)
0.5828	Remote Similarity	NPD7892	Clinical (unspecified phase)
0.5822	Remote Similarity	NPD8384	Approved
0.5822	Remote Similarity	NPD7728	Clinical (unspecified phase)
0.5821	Remote Similarity	NPD2645	Approved
0.5809	Remote Similarity	NPD7642	Approved
0.5804	Remote Similarity	NPD1125	Discovery
0.5797	Remote Similarity	NPD7747	Phase 1
0.5797	Remote Similarity	NPD7746	Phase 1
0.5793	Remote Similarity	NPD4782	Clinical (unspecified phase)
0.5789	Remote Similarity	NPD1773	Discontinued
0.5786	Remote Similarity	NPD5339	Clinical (unspecified phase)
0.5785	Remote Similarity	NPD5349	Clinical (unspecified phase)
0.5772	Remote Similarity	NPD6860	Clinical (unspecified phase)
0.5763	Remote Similarity	NPD2682	Approved
0.5753	Remote Similarity	NPD6901	Phase 3
0.5735	Remote Similarity	NPD1806	Approved
0.5735	Remote Similarity	NPD1748	Approved
0.5725	Remote Similarity	NPD3677	Clinical (unspecified phase)
0.5725	Remote Similarity	NPD3072	Approved
0.5725	Remote Similarity	NPD3073	Approved
0.5725	Remote Similarity	NPD3071	Approved
0.5725	Remote Similarity	NPD4816	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD6077	Discontinued
0.5705	Remote Similarity	NPD8417	Discontinued
0.5704	Remote Similarity	NPD2613	Approved
0.5694	Remote Similarity	NPD7634	Clinical (unspecified phase)
0.5694	Remote Similarity	NPD5747	Discontinued
0.5692	Remote Similarity	NPD1719	Phase 1
0.5676	Remote Similarity	NPD3732	Approved
0.5674	Remote Similarity	NPD7751	Phase 1
0.5672	Remote Similarity	NPD6918	Phase 1
0.5671	Remote Similarity	NPD7964	Clinical (unspecified phase)
0.5671	Remote Similarity	NPD7965	Phase 2
0.5664	Remote Similarity	NPD6919	Clinical (unspecified phase)
0.5662	Remote Similarity	NPD8274	Clinical (unspecified phase)
0.5656	Remote Similarity	NPD3189	Approved
0.5656	Remote Similarity	NPD3191	Approved
0.5656	Remote Similarity	NPD3190	Approved
0.5655	Remote Similarity	NPD4153	Approved
0.5652	Remote Similarity	NPD4762	Approved
0.5652	Remote Similarity	NPD4761	Approved
0.563	Remote Similarity	NPD6095	Approved
0.563	Remote Similarity	NPD6094	Approved
0.5625	Remote Similarity	NPD8140	Approved
0.5625	Remote Similarity	NPD6937	Approved
0.562	Remote Similarity	NPD7652	Discontinued
0.5615	Remote Similarity	NPD1804	Phase 2
0.5615	Remote Similarity	NPD1805	Phase 2
0.5614	Remote Similarity	NPD883	Phase 2
0.5614	Remote Similarity	NPD882	Phase 2
0.5606	Remote Similarity	NPD8298	Phase 2

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