NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	830.61
Volume:	893.189
LogP:	4.377
LogD:	2.907
LogS:	-5.382
# Rotatable Bonds:	3
TPSA:	214.44
# H-Bond Aceptor:	12
# H-Bond Donor:	8
# Rings:	1
# Heavy Atoms:	12

MedChem Properties

QED Drug-Likeness Score:	0.101
Synthetic Accessibility Score:	5.696
Fsp3:	0.913
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:	-5.602
MDCK Permeability:	8.250360406236723e-05
Pgp-inhibitor:	0.077
Pgp-substrate:	0.999
Human Intestinal Absorption (HIA):	0.8
20% Bioavailability (F20%):	0.996
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.014
Plasma Protein Binding (PPB):	74.56970977783203%
Volume Distribution (VD):	0.92
Pgp-substrate:	5.689945697784424%

ADMET: Metabolism

CYP1A2-inhibitor:	0.002
CYP1A2-substrate:	0.055
CYP2C19-inhibitor:	0.001
CYP2C19-substrate:	0.046
CYP2C9-inhibitor:	0.002
CYP2C9-substrate:	0.303
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.021
CYP3A4-inhibitor:	0.34
CYP3A4-substrate:	0.102

ADMET: Excretion

Clearance (CL):	9.049
Half-life (T1/2):	0.475

ADMET: Toxicity

hERG Blockers:	0.018
Human Hepatotoxicity (H-HT):	0.761
Drug-inuced Liver Injury (DILI):	0.001
AMES Toxicity:	0.004
Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.983
Skin Sensitization:	0.986
Carcinogencity:	0.089
Eye Corrosion:	0.003
Eye Irritation:	0.017
Respiratory Toxicity:	0.048

Download Data

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

Natural Product: NPC477203

Natural Product ID:	NPC477203
*Common Name:**	[(32R,34S,38Z)-2-tert-butyl-4,12,16,20,24,28,32,34-octahydroxy-38-methyl-40-oxo-1-oxacyclotetracont-38-en-8-yl] acetate
IUPAC Name:	[(32R,34S,38Z)-2-tert-butyl-4,12,16,20,24,28,32,34-octahydroxy-38-methyl-40-oxo-1-oxacyclotetracont-38-en-8-yl] acetate
Synonyms:
Standard InCHIKey:	ZNTCNTCXAOQVBB-ZRHQNVPFSA-N
Standard InCHI:	InChI=1S/C46H86O12/c1-33-14-6-25-40(53)31-41(54)26-11-23-38(51)21-9-19-36(49)17-7-15-35(48)16-8-18-37(50)20-10-22-39(52)24-12-28-43(57-34(2)47)29-13-27-42(55)32-44(46(3,4)5)58-45(56)30-33/h30,35-44,48-55H,6-29,31-32H2,1-5H3/b33-30-/t35?,36?,37?,38?,39?,40-,41+,42?,43?,44?/m0/s1
SMILES:	C/C/1=C/C(=O)OC(CC(CCCC(CCCC(CCCC(CCCC(CCCC(CCCC(CCC[C@H](C[C@H](CCC1)O)O)O)O)O)O)O)OC(=O)C)O)C(C)(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	165359734
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000147] Macrolides and analogues

*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
NPO33603	Gray cyanobacterium	Species	n.a.	n.a.	n.a.	Two Lovers Point (Puntan dos Amantes), Tumon Bay, Guam	2002-JUN	PMID[26204500]

☑ 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
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	9900	nM	PMID[26204500]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	12000	nM	PMID[26204500]

☑ 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 NPC477203 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	188
0.1-0.2	1498
0.2-0.3	5398
0.3-0.4	14946
0.4-0.5	9924
0.5-0.6	7272
0.6-0.7	3090
0.7-0.8	346
0.8-0.85	23
0.85-0.9	3
0.9-0.95	4
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
0.9859	High Similarity	NPC477202
0.9315	High Similarity	NPC469880
0.9306	High Similarity	NPC477204
0.8718	High Similarity	NPC184208
0.8718	High Similarity	NPC8538
0.8625	High Similarity	NPC186155
0.8625	High Similarity	NPC78673
0.8625	High Similarity	NPC160517
0.8537	High Similarity	NPC199382
0.8481	Intermediate Similarity	NPC315731
0.8462	Intermediate Similarity	NPC139712
0.8421	Intermediate Similarity	NPC327041
0.8421	Intermediate Similarity	NPC285840
0.8415	Intermediate Similarity	NPC61527
0.84	Intermediate Similarity	NPC477085
0.8267	Intermediate Similarity	NPC477087
0.8267	Intermediate Similarity	NPC477086
0.825	Intermediate Similarity	NPC475944
0.8243	Intermediate Similarity	NPC101622
0.8205	Intermediate Similarity	NPC84360
0.8193	Intermediate Similarity	NPC186332
0.8193	Intermediate Similarity	NPC47220
0.8158	Intermediate Similarity	NPC329914
0.8158	Intermediate Similarity	NPC185186
0.8158	Intermediate Similarity	NPC327383
0.8133	Intermediate Similarity	NPC469660
0.8133	Intermediate Similarity	NPC4299
0.8101	Intermediate Similarity	NPC209135
0.8101	Intermediate Similarity	NPC474816
0.8068	Intermediate Similarity	NPC300710
0.8049	Intermediate Similarity	NPC474809
0.8	Intermediate Similarity	NPC477088
0.7978	Intermediate Similarity	NPC255410
0.7975	Intermediate Similarity	NPC262747
0.7931	Intermediate Similarity	NPC476084
0.7931	Intermediate Similarity	NPC476075
0.7931	Intermediate Similarity	NPC114172
0.7931	Intermediate Similarity	NPC206679
0.7931	Intermediate Similarity	NPC471324
0.7927	Intermediate Similarity	NPC471298
0.7922	Intermediate Similarity	NPC329890
0.7901	Intermediate Similarity	NPC133226
0.7901	Intermediate Similarity	NPC470147
0.7895	Intermediate Similarity	NPC476012
0.7889	Intermediate Similarity	NPC120299
0.7857	Intermediate Similarity	NPC471494
0.7857	Intermediate Similarity	NPC242233
0.7848	Intermediate Similarity	NPC188860
0.7841	Intermediate Similarity	NPC109406
0.7841	Intermediate Similarity	NPC159092
0.7841	Intermediate Similarity	NPC472195
0.7841	Intermediate Similarity	NPC238090
0.7841	Intermediate Similarity	NPC472196
0.7831	Intermediate Similarity	NPC471297
0.7816	Intermediate Similarity	NPC177668
0.7802	Intermediate Similarity	NPC475653
0.7792	Intermediate Similarity	NPC477084
0.7778	Intermediate Similarity	NPC470149
0.7778	Intermediate Similarity	NPC470148
0.7778	Intermediate Similarity	NPC110373
0.7778	Intermediate Similarity	NPC180725
0.7778	Intermediate Similarity	NPC5908
0.7778	Intermediate Similarity	NPC325869
0.7778	Intermediate Similarity	NPC86971
0.7778	Intermediate Similarity	NPC80471
0.7763	Intermediate Similarity	NPC269841
0.7753	Intermediate Similarity	NPC159698
0.775	Intermediate Similarity	NPC233071
0.775	Intermediate Similarity	NPC474026
0.7733	Intermediate Similarity	NPC472266
0.7733	Intermediate Similarity	NPC193029
0.7733	Intermediate Similarity	NPC473357
0.7711	Intermediate Similarity	NPC123908
0.7711	Intermediate Similarity	NPC323251
0.7711	Intermediate Similarity	NPC10080
0.7701	Intermediate Similarity	NPC133450
0.7692	Intermediate Similarity	NPC222244
0.7692	Intermediate Similarity	NPC16349
0.7674	Intermediate Similarity	NPC471796
0.7674	Intermediate Similarity	NPC316138
0.7674	Intermediate Similarity	NPC313658
0.7662	Intermediate Similarity	NPC476037
0.7654	Intermediate Similarity	NPC248775
0.7647	Intermediate Similarity	NPC477014
0.7647	Intermediate Similarity	NPC477013
0.7647	Intermediate Similarity	NPC471567
0.7647	Intermediate Similarity	NPC329615
0.7647	Intermediate Similarity	NPC329838
0.7647	Intermediate Similarity	NPC11804
0.7647	Intermediate Similarity	NPC120398
0.7619	Intermediate Similarity	NPC231601
0.7619	Intermediate Similarity	NPC161045
0.7619	Intermediate Similarity	NPC311070
0.7614	Intermediate Similarity	NPC3952
0.759	Intermediate Similarity	NPC112868
0.7586	Intermediate Similarity	NPC233551
0.7586	Intermediate Similarity	NPC21208
0.7586	Intermediate Similarity	NPC473905
0.7586	Intermediate Similarity	NPC20339
0.7586	Intermediate Similarity	NPC280621
0.7586	Intermediate Similarity	NPC320458
0.7586	Intermediate Similarity	NPC40376
0.7586	Intermediate Similarity	NPC48338
0.7586	Intermediate Similarity	NPC89001
0.7582	Intermediate Similarity	NPC173329
0.7582	Intermediate Similarity	NPC288350
0.7564	Intermediate Similarity	NPC316185
0.7564	Intermediate Similarity	NPC472254
0.7561	Intermediate Similarity	NPC226226
0.7561	Intermediate Similarity	NPC55304
0.7558	Intermediate Similarity	NPC164393
0.7558	Intermediate Similarity	NPC219652
0.7558	Intermediate Similarity	NPC477015
0.7558	Intermediate Similarity	NPC473840
0.7558	Intermediate Similarity	NPC25703
0.7558	Intermediate Similarity	NPC282815
0.7558	Intermediate Similarity	NPC311163
0.7558	Intermediate Similarity	NPC131813
0.7556	Intermediate Similarity	NPC256368
0.7556	Intermediate Similarity	NPC105490
0.7553	Intermediate Similarity	NPC473596
0.7531	Intermediate Similarity	NPC475711
0.7531	Intermediate Similarity	NPC315394
0.7529	Intermediate Similarity	NPC474865
0.7529	Intermediate Similarity	NPC31086
0.7529	Intermediate Similarity	NPC156804
0.7529	Intermediate Similarity	NPC163093
0.7529	Intermediate Similarity	NPC471302
0.7529	Intermediate Similarity	NPC471301
0.7529	Intermediate Similarity	NPC102048
0.7529	Intermediate Similarity	NPC126518
0.75	Intermediate Similarity	NPC131002
0.75	Intermediate Similarity	NPC477016
0.75	Intermediate Similarity	NPC473529
0.75	Intermediate Similarity	NPC180363
0.75	Intermediate Similarity	NPC473780
0.75	Intermediate Similarity	NPC261320
0.75	Intermediate Similarity	NPC473712
0.75	Intermediate Similarity	NPC73310
0.75	Intermediate Similarity	NPC94875
0.75	Intermediate Similarity	NPC65930
0.75	Intermediate Similarity	NPC11332
0.75	Intermediate Similarity	NPC145914
0.75	Intermediate Similarity	NPC51499
0.75	Intermediate Similarity	NPC477017
0.75	Intermediate Similarity	NPC475159
0.75	Intermediate Similarity	NPC475332
0.75	Intermediate Similarity	NPC329829
0.7474	Intermediate Similarity	NPC309398
0.7474	Intermediate Similarity	NPC474581
0.7474	Intermediate Similarity	NPC475367
0.7474	Intermediate Similarity	NPC473816
0.7473	Intermediate Similarity	NPC276110
0.7471	Intermediate Similarity	NPC20533
0.7471	Intermediate Similarity	NPC477959
0.7471	Intermediate Similarity	NPC476583
0.7471	Intermediate Similarity	NPC258068
0.7471	Intermediate Similarity	NPC178215
0.747	Intermediate Similarity	NPC469802
0.7467	Intermediate Similarity	NPC282760
0.7447	Intermediate Similarity	NPC477717
0.7447	Intermediate Similarity	NPC11974
0.7444	Intermediate Similarity	NPC320089
0.7444	Intermediate Similarity	NPC7349
0.7442	Intermediate Similarity	NPC163606
0.7442	Intermediate Similarity	NPC100921
0.7442	Intermediate Similarity	NPC319036
0.7442	Intermediate Similarity	NPC25764
0.7442	Intermediate Similarity	NPC473671
0.7442	Intermediate Similarity	NPC475268
0.7442	Intermediate Similarity	NPC39279
0.7442	Intermediate Similarity	NPC67081
0.7442	Intermediate Similarity	NPC322529
0.7442	Intermediate Similarity	NPC292809
0.7442	Intermediate Similarity	NPC477018
0.7442	Intermediate Similarity	NPC9678
0.7442	Intermediate Similarity	NPC473156
0.7442	Intermediate Similarity	NPC39167
0.7442	Intermediate Similarity	NPC470400
0.7442	Intermediate Similarity	NPC202055
0.7442	Intermediate Similarity	NPC235809
0.7442	Intermediate Similarity	NPC137033
0.7442	Intermediate Similarity	NPC77871
0.7442	Intermediate Similarity	NPC471223
0.7439	Intermediate Similarity	NPC477314
0.7439	Intermediate Similarity	NPC3852
0.7436	Intermediate Similarity	NPC473361
0.7436	Intermediate Similarity	NPC329904
0.7432	Intermediate Similarity	NPC217940
0.7419	Intermediate Similarity	NPC65700
0.7419	Intermediate Similarity	NPC275086
0.7419	Intermediate Similarity	NPC325229
0.7416	Intermediate Similarity	NPC239517
0.7416	Intermediate Similarity	NPC209816
0.7416	Intermediate Similarity	NPC78973
0.7416	Intermediate Similarity	NPC473448
0.7416	Intermediate Similarity	NPC220216
0.7416	Intermediate Similarity	NPC202886
0.7412	Intermediate Similarity	NPC23748
0.7412	Intermediate Similarity	NPC144415

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 NPC477203 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	165
0.1-0.2	2126
0.2-0.3	3797
0.3-0.4	2248
0.4-0.5	546
0.5-0.6	220
0.6-0.7	43
0.7-0.8	5
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
0.8023	Intermediate Similarity	NPD7838	Discovery
0.7816	Intermediate Similarity	NPD46	Approved
0.7816	Intermediate Similarity	NPD6698	Approved
0.7529	Intermediate Similarity	NPD6400	Clinical (unspecified phase)
0.7467	Intermediate Similarity	NPD2685	Clinical (unspecified phase)
0.7234	Intermediate Similarity	NPD7638	Approved
0.7234	Intermediate Similarity	NPD8029	Clinical (unspecified phase)
0.7158	Intermediate Similarity	NPD7640	Approved
0.7158	Intermediate Similarity	NPD7639	Approved
0.7143	Intermediate Similarity	NPD7983	Approved
0.7	Intermediate Similarity	NPD6686	Approved
0.6907	Remote Similarity	NPD5344	Discontinued
0.6867	Remote Similarity	NPD8039	Approved
0.6854	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6848	Remote Similarity	NPD5785	Approved
0.6818	Remote Similarity	NPD7154	Phase 3
0.6774	Remote Similarity	NPD7637	Suspended
0.6733	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6703	Remote Similarity	NPD4250	Approved
0.6703	Remote Similarity	NPD4251	Approved
0.6701	Remote Similarity	NPD4225	Approved
0.6699	Remote Similarity	NPD6371	Approved
0.6667	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7839	Suspended
0.6667	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6633	Remote Similarity	NPD6648	Approved
0.6628	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6593	Remote Similarity	NPD4249	Approved
0.6562	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6526	Remote Similarity	NPD5778	Approved
0.6526	Remote Similarity	NPD5779	Approved
0.6517	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6517	Remote Similarity	NPD5209	Approved
0.65	Remote Similarity	NPD7632	Discontinued
0.6477	Remote Similarity	NPD4821	Approved
0.6477	Remote Similarity	NPD4819	Approved
0.6477	Remote Similarity	NPD4822	Approved
0.6477	Remote Similarity	NPD4820	Approved
0.6455	Remote Similarity	NPD8377	Approved
0.6455	Remote Similarity	NPD8294	Approved
0.6444	Remote Similarity	NPD5362	Discontinued
0.6444	Remote Similarity	NPD6695	Phase 3
0.6437	Remote Similarity	NPD4268	Approved
0.6437	Remote Similarity	NPD4271	Approved
0.6422	Remote Similarity	NPD7327	Approved
0.6422	Remote Similarity	NPD7328	Approved
0.6396	Remote Similarity	NPD8380	Approved
0.6396	Remote Similarity	NPD8033	Approved
0.6396	Remote Similarity	NPD8296	Approved
0.6396	Remote Similarity	NPD8379	Approved
0.6396	Remote Similarity	NPD8335	Approved
0.6396	Remote Similarity	NPD8378	Approved
0.6374	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD7516	Approved
0.6344	Remote Similarity	NPD7750	Discontinued
0.6333	Remote Similarity	NPD6435	Approved
0.6321	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6304	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6304	Remote Similarity	NPD5363	Approved
0.6289	Remote Similarity	NPD7748	Approved
0.6282	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.6264	Remote Similarity	NPD5331	Approved
0.6264	Remote Similarity	NPD5332	Approved
0.6262	Remote Similarity	NPD6053	Discontinued
0.625	Remote Similarity	NPD7503	Approved
0.625	Remote Similarity	NPD6411	Approved
0.6222	Remote Similarity	NPD4790	Discontinued
0.622	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.6211	Remote Similarity	NPD6051	Approved
0.6203	Remote Similarity	NPD4193	Approved
0.6203	Remote Similarity	NPD4194	Approved
0.6203	Remote Similarity	NPD4192	Approved
0.6203	Remote Similarity	NPD4191	Approved
0.618	Remote Similarity	NPD6929	Approved
0.617	Remote Similarity	NPD7524	Approved
0.6164	Remote Similarity	NPD6927	Phase 3
0.6154	Remote Similarity	NPD4211	Phase 1
0.6154	Remote Similarity	NPD4270	Approved
0.6154	Remote Similarity	NPD4269	Approved
0.6136	Remote Similarity	NPD6925	Approved
0.6136	Remote Similarity	NPD5776	Phase 2
0.6132	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD1694	Approved
0.6122	Remote Similarity	NPD5282	Discontinued
0.6111	Remote Similarity	NPD6931	Approved
0.6111	Remote Similarity	NPD6930	Phase 2
0.6111	Remote Similarity	NPD7514	Phase 3
0.6111	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD7332	Phase 2
0.6111	Remote Similarity	NPD5368	Approved
0.61	Remote Similarity	NPD7902	Approved
0.61	Remote Similarity	NPD6083	Phase 2
0.61	Remote Similarity	NPD6084	Phase 2
0.6092	Remote Similarity	NPD8264	Approved
0.6087	Remote Similarity	NPD6110	Phase 1
0.6082	Remote Similarity	NPD7515	Phase 2
0.6075	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6067	Remote Similarity	NPD7145	Approved
0.6064	Remote Similarity	NPD5786	Approved
0.6049	Remote Similarity	NPD3197	Phase 1
0.6047	Remote Similarity	NPD4732	Discontinued
0.6044	Remote Similarity	NPD5369	Approved
0.6044	Remote Similarity	NPD6902	Approved
0.6042	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6042	Remote Similarity	NPD1695	Approved
0.6042	Remote Similarity	NPD6101	Approved
0.6034	Remote Similarity	NPD7507	Approved
0.5955	Remote Similarity	NPD6932	Approved
0.5955	Remote Similarity	NPD4756	Discovery
0.5943	Remote Similarity	NPD6412	Phase 2
0.5934	Remote Similarity	NPD4252	Approved
0.5921	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.5918	Remote Similarity	NPD7087	Discontinued
0.5904	Remote Similarity	NPD7331	Phase 2
0.59	Remote Similarity	NPD5695	Phase 3
0.5895	Remote Similarity	NPD7146	Approved
0.5895	Remote Similarity	NPD7334	Approved
0.5895	Remote Similarity	NPD6684	Approved
0.5895	Remote Similarity	NPD5330	Approved
0.5895	Remote Similarity	NPD6409	Approved
0.5895	Remote Similarity	NPD7521	Approved
0.5893	Remote Similarity	NPD7115	Discovery
0.5882	Remote Similarity	NPD7319	Approved
0.587	Remote Similarity	NPD6898	Phase 1
0.5862	Remote Similarity	NPD7830	Approved
0.5862	Remote Similarity	NPD7829	Approved
0.5859	Remote Similarity	NPD6399	Phase 3
0.5849	Remote Similarity	NPD7128	Approved
0.5849	Remote Similarity	NPD6675	Approved
0.5849	Remote Similarity	NPD6402	Approved
0.5849	Remote Similarity	NPD5739	Approved
0.5842	Remote Similarity	NPD4792	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD6372	Approved
0.5833	Remote Similarity	NPD6373	Approved
0.5826	Remote Similarity	NPD8513	Phase 3
0.5826	Remote Similarity	NPD8516	Approved
0.5826	Remote Similarity	NPD8515	Approved
0.5826	Remote Similarity	NPD8517	Approved
0.5824	Remote Similarity	NPD7645	Phase 2
0.5824	Remote Similarity	NPD6683	Phase 2
0.5818	Remote Similarity	NPD8297	Approved
0.5802	Remote Similarity	NPD368	Approved
0.58	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.58	Remote Similarity	NPD7900	Approved
0.5795	Remote Similarity	NPD6926	Approved
0.5795	Remote Similarity	NPD6924	Approved
0.5794	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.5789	Remote Similarity	NPD6893	Approved
0.5773	Remote Similarity	NPD5737	Approved
0.5773	Remote Similarity	NPD6672	Approved
0.5773	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.5773	Remote Similarity	NPD6903	Approved
0.5766	Remote Similarity	NPD8133	Approved
0.5752	Remote Similarity	NPD7505	Discontinued
0.5741	Remote Similarity	NPD7320	Approved
0.5741	Remote Similarity	NPD6881	Approved
0.5741	Remote Similarity	NPD6899	Approved
0.5728	Remote Similarity	NPD5696	Approved
0.5727	Remote Similarity	NPD6649	Approved
0.5727	Remote Similarity	NPD8130	Phase 1
0.5727	Remote Similarity	NPD6650	Approved
0.5726	Remote Similarity	NPD8328	Phase 3
0.5714	Remote Similarity	NPD3196	Approved
0.5714	Remote Similarity	NPD3195	Phase 2
0.5714	Remote Similarity	NPD3732	Approved
0.5714	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD4266	Approved
0.5714	Remote Similarity	NPD3194	Approved
0.5714	Remote Similarity	NPD5370	Suspended
0.5701	Remote Similarity	NPD6640	Phase 3
0.5698	Remote Similarity	NPD6923	Approved
0.5698	Remote Similarity	NPD6922	Approved
0.5694	Remote Similarity	NPD4265	Approved
0.569	Remote Similarity	NPD8444	Approved
0.5688	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.5684	Remote Similarity	NPD3666	Approved
0.5684	Remote Similarity	NPD3665	Phase 1
0.5684	Remote Similarity	NPD3133	Approved
0.5676	Remote Similarity	NPD6882	Approved
0.5667	Remote Similarity	NPD6933	Approved
0.566	Remote Similarity	NPD6647	Phase 2
0.5657	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.5648	Remote Similarity	NPD5697	Approved
0.5648	Remote Similarity	NPD5701	Approved
0.5641	Remote Similarity	NPD342	Phase 1
0.5636	Remote Similarity	NPD7102	Approved
0.5636	Remote Similarity	NPD6421	Discontinued
0.5636	Remote Similarity	NPD6883	Approved
0.5636	Remote Similarity	NPD7290	Approved
0.5632	Remote Similarity	NPD7144	Approved
0.5632	Remote Similarity	NPD7143	Approved
0.563	Remote Similarity	NPD8273	Phase 1
0.5625	Remote Similarity	NPD6109	Phase 1
0.5603	Remote Similarity	NPD6319	Approved
0.56	Remote Similarity	NPD5693	Phase 1
0.56	Remote Similarity	NPD4810	Clinical (unspecified phase)

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