NPASS Compound

Structure

NPC149400 OpenBabel07101718182D 41 47 0 0 1 0 0 0 0 0999 V2000 2.4271 2.7634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 2.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4899 -6.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0880 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8966 1.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7226 1.1810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8200 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2219 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9540 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3559 0.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9540 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3559 -2.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 -1.1180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7045 2.5823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6180 2.1756 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4899 -5.8090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.8200 -2.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3559 -1.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2219 -0.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4899 -0.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0880 -2.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2219 -2.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6239 -5.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6239 -4.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4899 -3.8090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3559 -4.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0880 -1.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4899 0.1910 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6861 -2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7578 -5.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7578 -3.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4899 -2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 1.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3559 -5.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2219 -3.8090 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 2 17 1 0 0 0 0 6 11 1 0 0 0 0 6 16 1 0 0 0 0 7 9 1 0 0 0 0 7 19 1 0 0 0 0 8 10 1 0 0 0 0 8 21 1 0 0 0 0 9 31 1 0 0 0 0 10 32 1 0 0 0 0 12 19 1 0 0 0 0 12 23 1 0 0 0 0 13 24 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 38 1 0 0 0 0 16 1 1 1 0 0 0 17 26 1 0 0 0 0 17 33 1 6 0 0 0 18 3 1 1 0 0 0 18 27 1 0 0 0 0 18 39 1 0 0 0 0 19 34 1 1 0 0 0 20 13 1 6 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 31 1 1 0 0 0 22 32 1 1 0 0 0 23 24 1 0 0 0 0 23 31 1 1 0 0 0 24 40 1 6 0 0 0 25 14 1 1 0 0 0 25 26 1 0 0 0 0 25 41 1 0 0 0 0 26 32 1 1 0 0 0 27 28 1 0 0 0 0 27 35 1 6 0 0 0 28 29 1 0 0 0 0 28 36 1 1 0 0 0 29 30 1 0 0 0 0 29 37 1 6 0 0 0 30 39 1 0 0 0 0 30 40 1 1 0 0 0 31 4 1 1 0 0 0 32 5 1 1 0 0 0 33 11 1 1 0 0 0 33 38 1 0 0 0 0 33 41 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	578.38
Volume:	589.751
LogP:	4.375
LogD:	4.487
LogS:	-4.561
# Rotatable Bonds:	2
TPSA:	117.84
# H-Bond Aceptor:	8
# H-Bond Donor:	4
# Rings:	7
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.367
Synthetic Accessibility Score:	5.881
Fsp3:	1.0
Lipinski Rule-of-5:	Accepted
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:	-5.04
MDCK Permeability:	5.3167823352850974e-05
Pgp-inhibitor:	0.995
Pgp-substrate:	0.997
Human Intestinal Absorption (HIA):	0.053
20% Bioavailability (F20%):	0.017
30% Bioavailability (F30%):	0.378

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.06
Plasma Protein Binding (PPB):	65.26407623291016%
Volume Distribution (VD):	0.627
Pgp-substrate:	9.771200180053711%

ADMET: Metabolism

CYP1A2-inhibitor:	0.01
CYP1A2-substrate:	0.843
CYP2C19-inhibitor:	0.008
CYP2C19-substrate:	0.558
CYP2C9-inhibitor:	0.02
CYP2C9-substrate:	0.01
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.071
CYP3A4-inhibitor:	0.165
CYP3A4-substrate:	0.152

ADMET: Excretion

Clearance (CL):	7.649
Half-life (T1/2):	0.45

ADMET: Toxicity

hERG Blockers:	0.986
Human Hepatotoxicity (H-HT):	0.164
Drug-inuced Liver Injury (DILI):	0.574
AMES Toxicity:	0.107
Rat Oral Acute Toxicity:	0.042
Maximum Recommended Daily Dose:	0.156
Skin Sensitization:	0.968
Carcinogencity:	0.364
Eye Corrosion:	0.023
Eye Irritation:	0.046
Respiratory Toxicity:	0.977

Download Data

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

Natural Product: NPC149400

Natural Product ID:	NPC149400
*Common Name:**	UJJOTHZQHRLIPY-JJBBQBTFSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	UJJOTHZQHRLIPY-JJBBQBTFSA-N
Standard InCHI:	InChI=1S/C33H54O8/c1-16-6-11-33(38-15-16)17(2)26-25(41-33)14-22-20-13-24(40-30-29(37)28(36)27(35)18(3)39-30)23-12-19(34)7-9-31(23,4)21(20)8-10-32(22,26)5/h16-30,34-37H,6-15H2,1-5H3/t16-,17-,18+,19-,20+,21-,22-,23+,24-,25-,26-,27+,28-,29+,30-,31+,32-,33+/m0/s1
SMILES:	C[C@H]1CC[C@@]2([C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5C[C@@H]([C@H]6C[C@H](CC[C@]6(C)[C@H]5CC[C@]34C)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](C)O3)O)O)O)O2)OC1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL448906
PubChem CID:	11342225
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides [CHEMONTID:0002364] Steroidal saponins

*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
NPO4703	Solanum hispidum	Species	Solanaceae	Eukaryota	leaves	n.a.	n.a.	PMID[15217270]
NPO4703	Solanum hispidum	Species	Solanaceae	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	4

Activity Type	# Activity
Organism	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	MIC	=	25.0	ug.mL-1	PMID[490543]
NPT329	Organism	Trichophyton rubrum	Trichophyton rubrum	MIC	=	50.0	ug.mL-1	PMID[490543]
NPT21	Organism	Aspergillus niger	Aspergillus niger	MIC	>	400.0	ug.mL-1	PMID[490543]
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	400.0	ug.mL-1	PMID[490543]

☑ 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 NPC149400 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	567
0.1-0.2	5121
0.2-0.3	14130
0.3-0.4	10338
0.4-0.5	5502
0.5-0.6	3580
0.6-0.7	1879
0.7-0.8	1069
0.8-0.85	231
0.85-0.9	114
0.9-0.95	60
0.95-1	106

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC144790
1.0	High Similarity	NPC88962
0.9885	High Similarity	NPC252253
0.9885	High Similarity	NPC131693
0.9885	High Similarity	NPC45959
0.9885	High Similarity	NPC174024
0.9885	High Similarity	NPC475436
0.9885	High Similarity	NPC473851
0.9885	High Similarity	NPC291547
0.9885	High Similarity	NPC24960
0.9885	High Similarity	NPC179859
0.9885	High Similarity	NPC312678
0.9885	High Similarity	NPC473774
0.9885	High Similarity	NPC253268
0.977	High Similarity	NPC477451
0.977	High Similarity	NPC297348
0.977	High Similarity	NPC325828
0.977	High Similarity	NPC477547
0.977	High Similarity	NPC48339
0.977	High Similarity	NPC234352
0.977	High Similarity	NPC177834
0.977	High Similarity	NPC250393
0.977	High Similarity	NPC141769
0.977	High Similarity	NPC249204
0.9767	High Similarity	NPC473542
0.9767	High Similarity	NPC65550
0.9663	High Similarity	NPC139271
0.9663	High Similarity	NPC142264
0.9663	High Similarity	NPC304011
0.9663	High Similarity	NPC476510
0.9663	High Similarity	NPC121453
0.9659	High Similarity	NPC264101
0.9659	High Similarity	NPC222731
0.9659	High Similarity	NPC294686
0.9659	High Similarity	NPC217205
0.9659	High Similarity	NPC291203
0.9659	High Similarity	NPC471464
0.9655	High Similarity	NPC210759
0.9655	High Similarity	NPC473830
0.9655	High Similarity	NPC5632
0.9655	High Similarity	NPC204881
0.9655	High Similarity	NPC229801
0.9655	High Similarity	NPC307167
0.9655	High Similarity	NPC149966
0.9556	High Similarity	NPC477222
0.9556	High Similarity	NPC233649
0.9556	High Similarity	NPC476112
0.9556	High Similarity	NPC470028
0.9556	High Similarity	NPC475207
0.9556	High Similarity	NPC307534
0.9556	High Similarity	NPC477223
0.9551	High Similarity	NPC206003
0.9551	High Similarity	NPC19400
0.9551	High Similarity	NPC473727
0.9551	High Similarity	NPC107962
0.9551	High Similarity	NPC474399
0.9551	High Similarity	NPC107188
0.9551	High Similarity	NPC473610
0.9551	High Similarity	NPC475351
0.9551	High Similarity	NPC6295
0.9551	High Similarity	NPC211354
0.9545	High Similarity	NPC167644
0.9545	High Similarity	NPC473726
0.9545	High Similarity	NPC137004
0.9545	High Similarity	NPC311246
0.9545	High Similarity	NPC172838
0.9535	High Similarity	NPC281004
0.9451	High Similarity	NPC473518
0.9451	High Similarity	NPC473616
0.9444	High Similarity	NPC97700
0.9444	High Similarity	NPC475643
0.9444	High Similarity	NPC287483
0.9444	High Similarity	NPC84111
0.9444	High Similarity	NPC470866
0.9444	High Similarity	NPC116756
0.9444	High Similarity	NPC184617
0.9444	High Similarity	NPC195297
0.9444	High Similarity	NPC470865
0.9444	High Similarity	NPC160426
0.9444	High Similarity	NPC98018
0.9444	High Similarity	NPC470863
0.9444	High Similarity	NPC30856
0.9444	High Similarity	NPC232037
0.9444	High Similarity	NPC103616
0.9444	High Similarity	NPC128572
0.9444	High Similarity	NPC475625
0.9444	High Similarity	NPC473601
0.9444	High Similarity	NPC132080
0.9444	High Similarity	NPC470864
0.9444	High Similarity	NPC284104
0.9438	High Similarity	NPC309866
0.9438	High Similarity	NPC113500
0.9438	High Similarity	NPC305418
0.9438	High Similarity	NPC477224
0.9438	High Similarity	NPC175
0.9438	High Similarity	NPC3538
0.9425	High Similarity	NPC20822
0.9425	High Similarity	NPC131466
0.9425	High Similarity	NPC473472
0.9425	High Similarity	NPC82955
0.9425	High Similarity	NPC102725
0.9341	High Similarity	NPC274200
0.9341	High Similarity	NPC51520
0.9341	High Similarity	NPC470861
0.9341	High Similarity	NPC115165
0.9341	High Similarity	NPC470862
0.9341	High Similarity	NPC232611
0.9341	High Similarity	NPC83137
0.9341	High Similarity	NPC303069
0.9333	High Similarity	NPC473067
0.9333	High Similarity	NPC92196
0.9333	High Similarity	NPC473064
0.9333	High Similarity	NPC473065
0.9318	High Similarity	NPC279329
0.9318	High Similarity	NPC223143
0.9247	High Similarity	NPC472081
0.9247	High Similarity	NPC475574
0.9247	High Similarity	NPC108227
0.9247	High Similarity	NPC476512
0.9239	High Similarity	NPC291548
0.9231	High Similarity	NPC296936
0.9231	High Similarity	NPC238796
0.9231	High Similarity	NPC203434
0.9231	High Similarity	NPC237071
0.9213	High Similarity	NPC36372
0.9213	High Similarity	NPC293609
0.9213	High Similarity	NPC476668
0.9213	High Similarity	NPC473637
0.9195	High Similarity	NPC43912
0.9195	High Similarity	NPC140446
0.9149	High Similarity	NPC470029
0.9149	High Similarity	NPC134967
0.9149	High Similarity	NPC310138
0.9149	High Similarity	NPC114700
0.913	High Similarity	NPC470591
0.9111	High Similarity	NPC476669
0.9111	High Similarity	NPC277774
0.9053	High Similarity	NPC476837
0.9053	High Similarity	NPC139181
0.9053	High Similarity	NPC97260
0.9032	High Similarity	NPC473638
0.9011	High Similarity	NPC30687
0.9011	High Similarity	NPC475325
0.9011	High Similarity	NPC473503
0.9	High Similarity	NPC59006
0.8966	High Similarity	NPC290612
0.8966	High Similarity	NPC273290
0.8966	High Similarity	NPC232044
0.8925	High Similarity	NPC210157
0.8913	High Similarity	NPC469710
0.8913	High Similarity	NPC477494
0.8913	High Similarity	NPC94582
0.8913	High Similarity	NPC57964
0.8851	High Similarity	NPC227260
0.8842	High Similarity	NPC477225
0.8842	High Similarity	NPC476839
0.8842	High Similarity	NPC476838
0.8837	High Similarity	NPC470611
0.8837	High Similarity	NPC296734
0.8817	High Similarity	NPC473287
0.8778	High Similarity	NPC228059
0.8764	High Similarity	NPC210658
0.8764	High Similarity	NPC161928
0.8764	High Similarity	NPC472396
0.8737	High Similarity	NPC20028
0.8737	High Similarity	NPC470030
0.8696	High Similarity	NPC171741
0.8696	High Similarity	NPC470623
0.8696	High Similarity	NPC224003
0.8696	High Similarity	NPC18724
0.8696	High Similarity	NPC323231
0.8673	High Similarity	NPC215408
0.8667	High Similarity	NPC128475
0.8652	High Similarity	NPC471240
0.8646	High Similarity	NPC477172
0.8617	High Similarity	NPC156377
0.8605	High Similarity	NPC257296
0.8605	High Similarity	NPC248944
0.8605	High Similarity	NPC7479
0.8602	High Similarity	NPC191915
0.8602	High Similarity	NPC267238
0.8602	High Similarity	NPC253611
0.8602	High Similarity	NPC151214
0.8602	High Similarity	NPC77717
0.8602	High Similarity	NPC148593
0.8602	High Similarity	NPC471373
0.8586	High Similarity	NPC54619
0.8571	High Similarity	NPC475365
0.8571	High Similarity	NPC475521
0.8557	High Similarity	NPC80191
0.8557	High Similarity	NPC310031
0.8542	High Similarity	NPC41843
0.8526	High Similarity	NPC76486
0.8511	High Similarity	NPC471425
0.8511	High Similarity	NPC189575
0.8511	High Similarity	NPC471429
0.8511	High Similarity	NPC471424
0.8511	High Similarity	NPC205129
0.8511	High Similarity	NPC106701
0.85	High Similarity	NPC51172

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 NPC149400 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	546
0.1-0.2	4641
0.2-0.3	2812
0.3-0.4	606
0.4-0.5	320
0.5-0.6	166
0.6-0.7	41
0.7-0.8	15
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.977	High Similarity	NPD8171	Discontinued
0.8763	High Similarity	NPD8170	Clinical (unspecified phase)
0.8605	High Similarity	NPD6928	Phase 2
0.7658	Intermediate Similarity	NPD8294	Approved
0.7658	Intermediate Similarity	NPD8377	Approved
0.7589	Intermediate Similarity	NPD8378	Approved
0.7589	Intermediate Similarity	NPD8033	Approved
0.7589	Intermediate Similarity	NPD8380	Approved
0.7589	Intermediate Similarity	NPD8296	Approved
0.7589	Intermediate Similarity	NPD8379	Approved
0.7589	Intermediate Similarity	NPD8335	Approved
0.7576	Intermediate Similarity	NPD7991	Discontinued
0.7431	Intermediate Similarity	NPD8133	Approved
0.7321	Intermediate Similarity	NPD7328	Approved
0.7321	Intermediate Similarity	NPD7327	Approved
0.7257	Intermediate Similarity	NPD7516	Approved
0.7241	Intermediate Similarity	NPD4267	Clinical (unspecified phase)
0.7111	Intermediate Similarity	NPD1810	Approved
0.7111	Intermediate Similarity	NPD1811	Approved
0.6909	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6891	Remote Similarity	NPD7507	Approved
0.6881	Remote Similarity	NPD6412	Phase 2
0.6838	Remote Similarity	NPD7503	Approved
0.6783	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6778	Remote Similarity	NPD2687	Approved
0.6778	Remote Similarity	NPD2254	Approved
0.6778	Remote Similarity	NPD2686	Approved
0.6721	Remote Similarity	NPD7319	Approved
0.6696	Remote Similarity	NPD6940	Discontinued
0.6694	Remote Similarity	NPD8449	Approved
0.6667	Remote Similarity	NPD8174	Phase 2
0.664	Remote Similarity	NPD8450	Suspended
0.6639	Remote Similarity	NPD7736	Approved
0.6633	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6633	Remote Similarity	NPD3669	Approved
0.6632	Remote Similarity	NPD6118	Approved
0.6632	Remote Similarity	NPD6697	Approved
0.6632	Remote Similarity	NPD6115	Approved
0.6632	Remote Similarity	NPD6114	Approved
0.6593	Remote Similarity	NPD4787	Phase 1
0.6593	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.6526	Remote Similarity	NPD6116	Phase 1
0.65	Remote Similarity	NPD6370	Approved
0.6446	Remote Similarity	NPD8328	Phase 3
0.6423	Remote Similarity	NPD8293	Discontinued
0.6421	Remote Similarity	NPD6117	Approved
0.6333	Remote Similarity	NPD6059	Approved
0.6333	Remote Similarity	NPD6054	Approved
0.6292	Remote Similarity	NPD371	Approved
0.6211	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6179	Remote Similarity	NPD6067	Discontinued
0.617	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.617	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6162	Remote Similarity	NPD7525	Registered
0.6148	Remote Similarity	NPD6016	Approved
0.6148	Remote Similarity	NPD6015	Approved
0.6146	Remote Similarity	NPD3703	Phase 2
0.6132	Remote Similarity	NPD8035	Phase 2
0.6132	Remote Similarity	NPD8034	Phase 2
0.6129	Remote Similarity	NPD7492	Approved
0.6098	Remote Similarity	NPD5988	Approved
0.6087	Remote Similarity	NPD6686	Approved
0.608	Remote Similarity	NPD6616	Approved
0.6064	Remote Similarity	NPD4245	Approved
0.6064	Remote Similarity	NPD4244	Approved
0.6058	Remote Similarity	NPD7625	Phase 1
0.6032	Remote Similarity	NPD7078	Approved
0.5982	Remote Similarity	NPD1700	Approved
0.5979	Remote Similarity	NPD3702	Approved
0.5965	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.5965	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.5957	Remote Similarity	NPD3698	Phase 2
0.5957	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.5957	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.5955	Remote Similarity	NPD6123	Approved
0.5946	Remote Similarity	NPD7638	Approved
0.5941	Remote Similarity	NPD1780	Approved
0.5941	Remote Similarity	NPD1779	Approved
0.59	Remote Similarity	NPD7645	Phase 2
0.5893	Remote Similarity	NPD7640	Approved
0.5893	Remote Similarity	NPD7639	Approved
0.5882	Remote Similarity	NPD6882	Approved
0.5882	Remote Similarity	NPD8297	Approved
0.5865	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.5862	Remote Similarity	NPD2267	Suspended
0.5859	Remote Similarity	NPD6033	Approved
0.5833	Remote Similarity	NPD5777	Approved
0.582	Remote Similarity	NPD6009	Approved
0.581	Remote Similarity	NPD8308	Discontinued
0.5806	Remote Similarity	NPD6319	Approved
0.5789	Remote Similarity	NPD7632	Discontinued
0.576	Remote Similarity	NPD8517	Approved
0.576	Remote Similarity	NPD8516	Approved
0.576	Remote Similarity	NPD8515	Approved
0.576	Remote Similarity	NPD8513	Phase 3
0.5755	Remote Similarity	NPD7524	Approved
0.5741	Remote Similarity	NPD6701	Clinical (unspecified phase)
0.5741	Remote Similarity	NPD6700	Approved
0.5729	Remote Similarity	NPD4789	Approved
0.5726	Remote Similarity	NPD7646	Clinical (unspecified phase)
0.5702	Remote Similarity	NPD4632	Approved
0.5698	Remote Similarity	NPD887	Approved
0.5698	Remote Similarity	NPD888	Phase 3
0.5698	Remote Similarity	NPD893	Approved
0.5698	Remote Similarity	NPD889	Approved
0.5698	Remote Similarity	NPD891	Phase 3
0.5698	Remote Similarity	NPD894	Approved
0.5698	Remote Similarity	NPD895	Approved
0.5698	Remote Similarity	NPD892	Phase 3
0.5698	Remote Similarity	NPD890	Clinical (unspecified phase)
0.5688	Remote Similarity	NPD6702	Approved
0.5688	Remote Similarity	NPD6703	Approved
0.5684	Remote Similarity	NPD5360	Phase 3
0.5684	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.5678	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.5678	Remote Similarity	NPD7320	Approved
0.5641	Remote Similarity	NPD7128	Approved
0.5641	Remote Similarity	NPD6675	Approved
0.5641	Remote Similarity	NPD5739	Approved
0.5641	Remote Similarity	NPD6402	Approved
0.563	Remote Similarity	NPD6372	Approved
0.563	Remote Similarity	NPD6373	Approved
0.5619	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.5614	Remote Similarity	NPD8418	Phase 2
0.56	Remote Similarity	NPD3701	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