NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	751.55
Volume:	801.326
LogP:	4.162
LogD:	3.842
LogS:	-3.676
# Rotatable Bonds:	33
TPSA:	197.4
# H-Bond Aceptor:	13
# H-Bond Donor:	7
# Rings:	1
# Heavy Atoms:	13

MedChem Properties

QED Drug-Likeness Score:	0.046
Synthetic Accessibility Score:	4.566
Fsp3:	0.825
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:	-5.424
MDCK Permeability:	4.5905755541753024e-05
Pgp-inhibitor:	0.975
Pgp-substrate:	0.947
Human Intestinal Absorption (HIA):	0.816
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	0.994

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.03
Plasma Protein Binding (PPB):	95.3561019897461%
Volume Distribution (VD):	0.544
Pgp-substrate:	3.882434844970703%

ADMET: Metabolism

CYP1A2-inhibitor:	0.002
CYP1A2-substrate:	0.036
CYP2C19-inhibitor:	0.131
CYP2C19-substrate:	0.064
CYP2C9-inhibitor:	0.337
CYP2C9-substrate:	0.132
CYP2D6-inhibitor:	0.005
CYP2D6-substrate:	0.058
CYP3A4-inhibitor:	0.913
CYP3A4-substrate:	0.098

ADMET: Excretion

Clearance (CL):	4.978
Half-life (T1/2):	0.899

ADMET: Toxicity

hERG Blockers:	0.009
Human Hepatotoxicity (H-HT):	0.982
Drug-inuced Liver Injury (DILI):	0.603
AMES Toxicity:	0.007
Rat Oral Acute Toxicity:	0.04
Maximum Recommended Daily Dose:	0.461
Skin Sensitization:	0.202
Carcinogencity:	0.043
Eye Corrosion:	0.003
Eye Irritation:	0.006
Respiratory Toxicity:	0.071

Download Data

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

Natural Product: NPC476877

Natural Product ID:	NPC476877
*Common Name:**	(2S,4R)-N-[(1S)-1-[[(1S)-3-hydroxy-1-[[(1S)-2-hydroxy-1-methyl-ethyl]carbamoyl]propyl]carbamoyl]-2-methyl-propyl]-1-[(2S,3R)-3-hydroxy-2-[[(Z)-octadec-9-enoyl]amino]butanoyl]-4-methyl-pyrrolidine-2-carboxamide
IUPAC Name:	(2S,4R)-N-[(2S)-1-[[(2S)-4-hydroxy-1-[[(2S)-1-hydroxypropan-2-yl]amino]-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]-1-[(2S,3R)-3-hydroxy-2-[[(Z)-octadec-9-enoyl]amino]butanoyl]-4-methylpyrrolidine-2-carboxamide
Synonyms:
Standard InCHIKey:	VULIFPFQJURAKE-AFRNNPFGSA-N
Standard InCHI:	InChI=1S/C40H73N5O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-34(49)43-36(31(6)48)40(53)45-26-29(4)25-33(45)38(51)44-35(28(2)3)39(52)42-32(23-24-46)37(50)41-30(5)27-47/h14-15,28-33,35-36,46-48H,7-13,16-27H2,1-6H3,(H,41,50)(H,42,52)(H,43,49)(H,44,51)/b15-14-/t29-,30+,31-,32+,33+,35+,36+/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](CCO)C(=O)N[C@@H](C)CO)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	122177448
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	6

Activity Type	# Activity
Organism	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT820	Organism	Clavispora lusitaniae	Clavispora lusitaniae	MIC	>	32	ug/ml	PMID[25636062]
NPT554	Organism	Candida glabrata	Candida glabrata	MIC	>	32	ug/ml	PMID[25636062]
NPT186	Organism	Candida tropicalis	Candida tropicalis	MIC	>	32	ug/ml	PMID[25636062]
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	32	ug/ml	PMID[25636062]
NPT187	Organism	Issatchenkia orientalis	Pichia kudriavzevii	MIC	>	32	ug/ml	PMID[25636062]
NPT188	Organism	Candida parapsilosis	Candida parapsilosis	MIC	>	32	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 NPC476877 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	78
0.1-0.2	566
0.2-0.3	17605
0.3-0.4	17452
0.4-0.5	5529
0.5-0.6	1128
0.6-0.7	265
0.7-0.8	60
0.8-0.85	10
0.85-0.9	1
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9794	High Similarity	NPC476876
0.9314	High Similarity	NPC476875
0.8302	Intermediate Similarity	NPC207820
0.807	Intermediate Similarity	NPC315188
0.7788	Intermediate Similarity	NPC296043
0.7719	Intermediate Similarity	NPC329216
0.7692	Intermediate Similarity	NPC47076
0.7692	Intermediate Similarity	NPC134504
0.7636	Intermediate Similarity	NPC171734
0.7547	Intermediate Similarity	NPC475758
0.752	Intermediate Similarity	NPC287401
0.7477	Intermediate Similarity	NPC13175
0.7477	Intermediate Similarity	NPC475791
0.7458	Intermediate Similarity	NPC160688
0.7407	Intermediate Similarity	NPC188785
0.7373	Intermediate Similarity	NPC470652
0.7339	Intermediate Similarity	NPC471097
0.7339	Intermediate Similarity	NPC475149
0.7333	Intermediate Similarity	NPC50520
0.7255	Intermediate Similarity	NPC324506
0.7216	Intermediate Similarity	NPC31756
0.7213	Intermediate Similarity	NPC309525
0.7213	Intermediate Similarity	NPC46427
0.7143	Intermediate Similarity	NPC476243
0.7143	Intermediate Similarity	NPC476156
0.7143	Intermediate Similarity	NPC476137
0.7143	Intermediate Similarity	NPC476117
0.7131	Intermediate Similarity	NPC470653
0.7131	Intermediate Similarity	NPC470654
0.7131	Intermediate Similarity	NPC470650
0.7131	Intermediate Similarity	NPC252878
0.712	Intermediate Similarity	NPC319766
0.7107	Intermediate Similarity	NPC273185
0.7103	Intermediate Similarity	NPC469739
0.7073	Intermediate Similarity	NPC6975
0.7071	Intermediate Similarity	NPC470783
0.7071	Intermediate Similarity	NPC476302
0.7054	Intermediate Similarity	NPC128303
0.7049	Intermediate Similarity	NPC202521
0.7043	Intermediate Similarity	NPC251122
0.7019	Intermediate Similarity	NPC275715
0.6991	Remote Similarity	NPC241394
0.6967	Remote Similarity	NPC476990
0.696	Remote Similarity	NPC470651
0.696	Remote Similarity	NPC470655
0.6953	Remote Similarity	NPC130309
0.6949	Remote Similarity	NPC103391
0.6949	Remote Similarity	NPC472536
0.6929	Remote Similarity	NPC120335
0.6909	Remote Similarity	NPC220234
0.6893	Remote Similarity	NPC477539
0.6847	Remote Similarity	NPC233932
0.6832	Remote Similarity	NPC184473
0.6818	Remote Similarity	NPC471264
0.6818	Remote Similarity	NPC471265
0.6794	Remote Similarity	NPC248283
0.6792	Remote Similarity	NPC474593
0.6792	Remote Similarity	NPC475801
0.6759	Remote Similarity	NPC38172
0.6754	Remote Similarity	NPC205176
0.6735	Remote Similarity	NPC470782
0.6729	Remote Similarity	NPC474576
0.6724	Remote Similarity	NPC67009
0.6715	Remote Similarity	NPC314358
0.6694	Remote Similarity	NPC200964
0.6691	Remote Similarity	NPC476978
0.6667	Remote Similarity	NPC173763
0.6667	Remote Similarity	NPC62263
0.6667	Remote Similarity	NPC471098
0.6642	Remote Similarity	NPC316008
0.6642	Remote Similarity	NPC313867
0.6635	Remote Similarity	NPC477199
0.6615	Remote Similarity	NPC300315
0.6602	Remote Similarity	NPC474312
0.6596	Remote Similarity	NPC162104
0.6593	Remote Similarity	NPC476259
0.6579	Remote Similarity	NPC5864
0.6579	Remote Similarity	NPC301148
0.6579	Remote Similarity	NPC124554
0.6577	Remote Similarity	NPC473597
0.6569	Remote Similarity	NPC314388
0.6569	Remote Similarity	NPC315283
0.6566	Remote Similarity	NPC217095
0.6566	Remote Similarity	NPC264417
0.6565	Remote Similarity	NPC255447
0.6542	Remote Similarity	NPC322966
0.6535	Remote Similarity	NPC474082
0.6535	Remote Similarity	NPC312315
0.6535	Remote Similarity	NPC175726
0.6531	Remote Similarity	NPC126186
0.6525	Remote Similarity	NPC473491
0.6522	Remote Similarity	NPC315266
0.6522	Remote Similarity	NPC209509
0.6522	Remote Similarity	NPC5620
0.6522	Remote Similarity	NPC198344
0.6519	Remote Similarity	NPC178662
0.6519	Remote Similarity	NPC476133
0.6519	Remote Similarity	NPC98424
0.6519	Remote Similarity	NPC92784
0.6519	Remote Similarity	NPC470884
0.6514	Remote Similarity	NPC315237
0.6505	Remote Similarity	NPC6902
0.65	Remote Similarity	NPC314550
0.6476	Remote Similarity	NPC475975
0.6471	Remote Similarity	NPC163392
0.6471	Remote Similarity	NPC239762
0.6466	Remote Similarity	NPC323720
0.6466	Remote Similarity	NPC124549
0.6466	Remote Similarity	NPC477400
0.646	Remote Similarity	NPC475440
0.6454	Remote Similarity	NPC2501
0.6449	Remote Similarity	NPC52748
0.6446	Remote Similarity	NPC471202
0.6446	Remote Similarity	NPC63191
0.6423	Remote Similarity	NPC269398
0.6423	Remote Similarity	NPC469427
0.6423	Remote Similarity	NPC469426
0.6423	Remote Similarity	NPC263493
0.6422	Remote Similarity	NPC477538
0.6418	Remote Similarity	NPC141050
0.641	Remote Similarity	NPC475918
0.6408	Remote Similarity	NPC7817
0.6408	Remote Similarity	NPC475542
0.6408	Remote Similarity	NPC475168
0.6403	Remote Similarity	NPC322878
0.64	Remote Similarity	NPC470546
0.6393	Remote Similarity	NPC272166
0.6377	Remote Similarity	NPC176226
0.6371	Remote Similarity	NPC17581
0.6371	Remote Similarity	NPC470544
0.6371	Remote Similarity	NPC476155
0.637	Remote Similarity	NPC297145
0.637	Remote Similarity	NPC197743
0.6364	Remote Similarity	NPC161774
0.6364	Remote Similarity	NPC256312
0.6364	Remote Similarity	NPC478024
0.6364	Remote Similarity	NPC266888
0.635	Remote Similarity	NPC477401
0.635	Remote Similarity	NPC477399
0.6346	Remote Similarity	NPC284456
0.6345	Remote Similarity	NPC244509
0.6341	Remote Similarity	NPC66007
0.6338	Remote Similarity	NPC129666
0.6328	Remote Similarity	NPC36254
0.6327	Remote Similarity	NPC196007
0.6327	Remote Similarity	NPC214532
0.6327	Remote Similarity	NPC469898
0.6327	Remote Similarity	NPC76297
0.6327	Remote Similarity	NPC470781
0.6327	Remote Similarity	NPC97614
0.632	Remote Similarity	NPC469899
0.632	Remote Similarity	NPC470545
0.632	Remote Similarity	NPC470788
0.6319	Remote Similarity	NPC122590
0.6312	Remote Similarity	NPC145113
0.6288	Remote Similarity	NPC473322
0.6276	Remote Similarity	NPC470902
0.6268	Remote Similarity	NPC471821
0.6268	Remote Similarity	NPC240848
0.6268	Remote Similarity	NPC471820
0.6262	Remote Similarity	NPC319913
0.6259	Remote Similarity	NPC142761
0.6259	Remote Similarity	NPC161069
0.6259	Remote Similarity	NPC77905
0.625	Remote Similarity	NPC314050
0.625	Remote Similarity	NPC315809
0.6241	Remote Similarity	NPC200589
0.6239	Remote Similarity	NPC155230
0.6232	Remote Similarity	NPC307357
0.6232	Remote Similarity	NPC268841
0.6232	Remote Similarity	NPC46098
0.6216	Remote Similarity	NPC314500
0.6216	Remote Similarity	NPC244336
0.6207	Remote Similarity	NPC262166
0.6204	Remote Similarity	NPC127741
0.6204	Remote Similarity	NPC322672
0.62	Remote Similarity	NPC209156
0.6197	Remote Similarity	NPC225648
0.6197	Remote Similarity	NPC329761
0.619	Remote Similarity	NPC82799
0.6187	Remote Similarity	NPC168113
0.6182	Remote Similarity	NPC39290
0.6182	Remote Similarity	NPC159369
0.6169	Remote Similarity	NPC328494
0.6159	Remote Similarity	NPC315848
0.6159	Remote Similarity	NPC315210
0.6147	Remote Similarity	NPC473525
0.6147	Remote Similarity	NPC473495
0.6143	Remote Similarity	NPC139326
0.6143	Remote Similarity	NPC197682
0.6134	Remote Similarity	NPC475637
0.6133	Remote Similarity	NPC73655
0.6127	Remote Similarity	NPC262077
0.6126	Remote Similarity	NPC17143
0.6126	Remote Similarity	NPC47230
0.6111	Remote Similarity	NPC239357
0.6095	Remote Similarity	NPC209232
0.6087	Remote Similarity	NPC68865
0.6084	Remote Similarity	NPC138775
0.6083	Remote Similarity	NPC271562

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 NPC476877 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	78
0.1-0.2	254
0.2-0.3	3178
0.3-0.4	4329
0.4-0.5	1020
0.5-0.6	271
0.6-0.7	19
0.7-0.8	1
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
0.7576	Intermediate Similarity	NPD3723	Clinical (unspecified phase)
0.7077	Intermediate Similarity	NPD8173	Phase 2
0.7077	Intermediate Similarity	NPD8172	Phase 2
0.7048	Intermediate Similarity	NPD4780	Clinical (unspecified phase)
0.6789	Remote Similarity	NPD7841	Clinical (unspecified phase)
0.6742	Remote Similarity	NPD7113	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2683	Discontinued
0.6604	Remote Similarity	NPD3177	Phase 3
0.6571	Remote Similarity	NPD7760	Phase 2
0.6571	Remote Similarity	NPD7759	Phase 2
0.6569	Remote Similarity	NPD7763	Phase 2
0.6569	Remote Similarity	NPD7762	Phase 2
0.6518	Remote Similarity	NPD8038	Phase 2
0.6455	Remote Similarity	NPD5781	Clinical (unspecified phase)
0.6422	Remote Similarity	NPD4261	Phase 1
0.6418	Remote Similarity	NPD8416	Discontinued
0.6393	Remote Similarity	NPD1000	Clinical (unspecified phase)
0.6239	Remote Similarity	NPD6122	Discontinued
0.6149	Remote Similarity	NPD7118	Clinical (unspecified phase)
0.6136	Remote Similarity	NPD2585	Clinical (unspecified phase)
0.6115	Remote Similarity	NPD7728	Clinical (unspecified phase)
0.609	Remote Similarity	NPD5339	Clinical (unspecified phase)
0.6084	Remote Similarity	NPD8323	Discontinued
0.6031	Remote Similarity	NPD2584	Suspended
0.6031	Remote Similarity	NPD8273	Phase 1
0.6028	Remote Similarity	NPD8076	Discontinued
0.6014	Remote Similarity	NPD8643	Discontinued
0.595	Remote Similarity	NPD6937	Approved
0.595	Remote Similarity	NPD2147	Approved
0.5918	Remote Similarity	NPD7613	Discontinued
0.5912	Remote Similarity	NPD8415	Approved
0.5905	Remote Similarity	NPD7918	Clinical (unspecified phase)
0.5905	Remote Similarity	NPD7917	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD4125	Approved
0.5865	Remote Similarity	NPD7747	Phase 1
0.5865	Remote Similarity	NPD7746	Phase 1
0.5862	Remote Similarity	NPD4228	Discovery
0.5859	Remote Similarity	NPD7756	Clinical (unspecified phase)
0.5857	Remote Similarity	NPD4782	Clinical (unspecified phase)
0.5841	Remote Similarity	NPD790	Approved
0.5833	Remote Similarity	NPD6860	Clinical (unspecified phase)
0.5827	Remote Similarity	NPD4791	Clinical (unspecified phase)
0.5823	Remote Similarity	NPD8126	Clinical (unspecified phase)
0.5823	Remote Similarity	NPD8124	Phase 3
0.5814	Remote Similarity	NPD3159	Discontinued
0.5812	Remote Similarity	NPD3713	Approved
0.5812	Remote Similarity	NPD3714	Approved
0.5812	Remote Similarity	NPD3715	Approved
0.5806	Remote Similarity	NPD6421	Discontinued
0.5794	Remote Similarity	NPD1376	Discontinued
0.5793	Remote Similarity	NPD6676	Phase 2
0.5789	Remote Similarity	NPD6699	Clinical (unspecified phase)
0.5786	Remote Similarity	NPD5767	Discontinued
0.5784	Remote Similarity	NPD266	Phase 3
0.5784	Remote Similarity	NPD265	Phase 3
0.5782	Remote Similarity	NPD7892	Clinical (unspecified phase)
0.5781	Remote Similarity	NPD6935	Phase 3
0.5781	Remote Similarity	NPD6936	Clinical (unspecified phase)
0.5769	Remote Similarity	NPD2645	Approved
0.5766	Remote Similarity	NPD7979	Clinical (unspecified phase)
0.5755	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.5741	Remote Similarity	NPD1125	Discovery
0.5726	Remote Similarity	NPD3190	Approved
0.5726	Remote Similarity	NPD6413	Approved
0.5726	Remote Similarity	NPD3191	Approved
0.5726	Remote Similarity	NPD3189	Approved
0.5704	Remote Similarity	NPD6901	Phase 3
0.5702	Remote Similarity	NPD2682	Approved
0.5695	Remote Similarity	NPD8414	Discontinued
0.5693	Remote Similarity	NPD3626	Phase 3
0.5693	Remote Similarity	NPD4175	Approved
0.5693	Remote Similarity	NPD4177	Approved
0.5682	Remote Similarity	NPD1748	Approved
0.5682	Remote Similarity	NPD1806	Approved
0.5682	Remote Similarity	NPD7652	Discontinued
0.568	Remote Similarity	NPD6420	Discontinued
0.5672	Remote Similarity	NPD3073	Approved
0.5672	Remote Similarity	NPD3071	Approved
0.5672	Remote Similarity	NPD3072	Approved
0.5672	Remote Similarity	NPD3677	Clinical (unspecified phase)
0.5658	Remote Similarity	NPD8417	Discontinued
0.5655	Remote Similarity	NPD5341	Clinical (unspecified phase)
0.5644	Remote Similarity	NPD620	Approved
0.5635	Remote Similarity	NPD2204	Approved
0.5634	Remote Similarity	NPD6073	Approved
0.5634	Remote Similarity	NPD5725	Approved
0.5625	Remote Similarity	NPD7965	Phase 2
0.5625	Remote Similarity	NPD7964	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD7915	Approved
0.5625	Remote Similarity	NPD7916	Approved
0.5612	Remote Similarity	NPD6919	Clinical (unspecified phase)
0.5607	Remote Similarity	NPD3732	Approved
0.5607	Remote Similarity	NPD4815	Discontinued
0.5603	Remote Similarity	NPD8265	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