NPASS Compound

Structure

CID326542 OpenBabel06191716192D 35 39 0 0 1 0 0 0 0 0999 V2000 2.0079 -5.9795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5138 -5.1083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0020 -4.2407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5180 -0.5161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 -1.9686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0870 -2.7110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6785 -0.9691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8390 -1.4534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 1.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3575 1.9374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3569 -0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6776 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5094 -5.1092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0064 -4.2398 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6788 -0.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8395 0.4844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5185 1.4531 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6793 1.9379 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1961 1.4526 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1958 0.4834 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6779 -0.9681 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5079 -3.3696 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8398 -1.4530 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0049 -2.5002 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5183 0.4839 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0003 -0.9686 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0419 -2.3998 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6796 2.9379 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0624 1.9522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0618 -0.0167 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5122 -3.3687 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8340 -3.3824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3979 -1.6153 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 5 26 1 0 0 0 0 7 8 1 0 0 0 0 7 15 1 0 0 0 0 8 26 1 0 0 0 0 9 16 2 0 0 0 0 9 18 1 0 0 0 0 10 17 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 11 25 1 0 0 0 0 12 28 1 0 0 0 0 13 14 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 25 1 6 0 0 0 16 28 1 0 0 0 0 17 18 1 0 0 0 0 17 25 1 1 0 0 0 18 29 2 0 0 0 0 19 20 1 0 0 0 0 19 30 1 6 0 0 0 20 31 1 6 0 0 0 21 12 1 6 0 0 0 21 23 1 0 0 0 0 21 35 1 0 0 0 0 22 24 1 0 0 0 0 22 32 1 1 0 0 0 23 26 1 6 0 0 0 23 27 1 0 0 0 0 24 27 1 1 0 0 0 24 35 1 0 0 0 0 25 4 1 6 0 0 0 26 28 1 6 0 0 0 27 6 1 1 0 0 0 27 33 1 0 0 0 0 28 34 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	492.31
Volume:	506.32
LogP:	2.288
LogD:	1.647
LogS:	-3.969
# Rotatable Bonds:	3
TPSA:	127.45
# H-Bond Aceptor:	7
# H-Bond Donor:	5
# Rings:	5
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.382
Synthetic Accessibility Score:	5.77
Fsp3:	0.893
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-5.006
MDCK Permeability:	6.574843155249255e-06
Pgp-inhibitor:	0.074
Pgp-substrate:	0.996
Human Intestinal Absorption (HIA):	0.065
20% Bioavailability (F20%):	0.027
30% Bioavailability (F30%):	0.089

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.189
Plasma Protein Binding (PPB):	76.46819305419922%
Volume Distribution (VD):	0.951
Pgp-substrate:	11.975502014160156%

ADMET: Metabolism

CYP1A2-inhibitor:	0.003
CYP1A2-substrate:	0.557
CYP2C19-inhibitor:	0.007
CYP2C19-substrate:	0.816
CYP2C9-inhibitor:	0.012
CYP2C9-substrate:	0.047
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.036
CYP3A4-inhibitor:	0.627
CYP3A4-substrate:	0.789

ADMET: Excretion

Clearance (CL):	4.052
Half-life (T1/2):	0.343

ADMET: Toxicity

hERG Blockers:	0.05
Human Hepatotoxicity (H-HT):	0.296
Drug-inuced Liver Injury (DILI):	0.065
AMES Toxicity:	0.143
Rat Oral Acute Toxicity:	0.368
Maximum Recommended Daily Dose:	0.607
Skin Sensitization:	0.237
Carcinogencity:	0.137
Eye Corrosion:	0.011
Eye Irritation:	0.016
Respiratory Toxicity:	0.983

Download Data

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

Natural Product: NPC326542

Natural Product ID:	NPC326542
*Common Name:**	Polyporoid A
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	WLJSJUHWAWNUMY-TWQLGMOSSA-N
Standard InCHI:	InChI=1S/C28H44O7/c1-13(2)14(3)22(32)24-27(6,33)23-21(35-24)12-28(34)16-9-18(29)17-10-19(30)20(31)11-25(17,4)15(16)7-8-26(23,28)5/h9,13-15,17,19-24,30-34H,7-8,10-12H2,1-6H3/t14?,15-,17-,19+,20-,21-,22-,23-,24-,25+,26+,27+,28+/m0/s1
SMILES:	CC(C([C@@H]([C@@H]1O[C@@H]2[C@H]([C@@]1(C)O)[C@@]1([C@](C2)(O)C2=CC(=O)[C@H]3[C@]([C@H]2CC1)(C)C[C@@H]([C@@H](C3)O)O)C)O)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL260186
PubChem CID:	44450022
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0004813] Ecdysteroids

*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
NPO17579	Polyporus umbellatus	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17579	Polyporus umbellatus	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17579	Polyporus umbellatus	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17579	Polyporus umbellatus	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO17579	Polyporus umbellatus	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]

☑ 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
Others	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	ID50	=	0.531	uM	PMID[497487]

☑ 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 NPC326542 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	237
0.1-0.2	1347
0.2-0.3	4438
0.3-0.4	8069
0.4-0.5	12957
0.5-0.6	6559
0.6-0.7	6314
0.7-0.8	2540
0.8-0.85	174
0.85-0.9	32
0.9-0.95	28
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.981	High Similarity	NPC207251
0.9533	High Similarity	NPC317210
0.9429	High Similarity	NPC329417
0.9358	High Similarity	NPC49492
0.9358	High Similarity	NPC266728
0.9333	High Similarity	NPC83744
0.9252	High Similarity	NPC76084
0.9238	High Similarity	NPC48733
0.9238	High Similarity	NPC302607
0.9238	High Similarity	NPC152695
0.9238	High Similarity	NPC319077
0.9238	High Similarity	NPC202167
0.9238	High Similarity	NPC85829
0.9238	High Similarity	NPC171137
0.9238	High Similarity	NPC260268
0.9238	High Similarity	NPC214264
0.9238	High Similarity	NPC49958
0.9238	High Similarity	NPC97202
0.9238	High Similarity	NPC476027
0.9238	High Similarity	NPC296945
0.9238	High Similarity	NPC150531
0.9238	High Similarity	NPC50692
0.9174	High Similarity	NPC250109
0.9174	High Similarity	NPC962
0.9151	High Similarity	NPC477916
0.9151	High Similarity	NPC220229
0.9151	High Similarity	NPC475060
0.9143	High Similarity	NPC209502
0.9143	High Similarity	NPC204833
0.9065	High Similarity	NPC217201
0.9057	High Similarity	NPC149047
0.9035	High Similarity	NPC222688
0.9027	High Similarity	NPC109973
0.8981	High Similarity	NPC11710
0.8952	High Similarity	NPC477915
0.8938	High Similarity	NPC475041
0.887	High Similarity	NPC28532
0.8829	High Similarity	NPC108721
0.8829	High Similarity	NPC73300
0.8762	High Similarity	NPC154072
0.8716	High Similarity	NPC65941
0.8707	High Similarity	NPC269642
0.8661	High Similarity	NPC178981
0.8655	High Similarity	NPC473888
0.8636	High Similarity	NPC214644
0.8611	High Similarity	NPC471293
0.8611	High Similarity	NPC75531
0.8611	High Similarity	NPC149124
0.8571	High Similarity	NPC472002
0.8571	High Similarity	NPC470882
0.8534	High Similarity	NPC474585
0.8519	High Similarity	NPC191892
0.8519	High Similarity	NPC140723
0.8509	High Similarity	NPC196931
0.8496	Intermediate Similarity	NPC52634
0.8475	Intermediate Similarity	NPC473979
0.8455	Intermediate Similarity	NPC59530
0.8455	Intermediate Similarity	NPC144459
0.8455	Intermediate Similarity	NPC230541
0.8435	Intermediate Similarity	NPC218970
0.8435	Intermediate Similarity	NPC471854
0.843	Intermediate Similarity	NPC231529
0.8426	Intermediate Similarity	NPC22388
0.8426	Intermediate Similarity	NPC473424
0.8421	Intermediate Similarity	NPC117712
0.8417	Intermediate Similarity	NPC473265
0.8417	Intermediate Similarity	NPC473253
0.8407	Intermediate Similarity	NPC280782
0.8407	Intermediate Similarity	NPC126691
0.8403	Intermediate Similarity	NPC8369
0.839	Intermediate Similarity	NPC107493
0.8381	Intermediate Similarity	NPC271195
0.8376	Intermediate Similarity	NPC79579
0.8364	Intermediate Similarity	NPC96377
0.8364	Intermediate Similarity	NPC102352
0.8364	Intermediate Similarity	NPC257353
0.8364	Intermediate Similarity	NPC323834
0.8362	Intermediate Similarity	NPC153440
0.8348	Intermediate Similarity	NPC106228
0.8348	Intermediate Similarity	NPC138372
0.8333	Intermediate Similarity	NPC194100
0.8333	Intermediate Similarity	NPC293112
0.8333	Intermediate Similarity	NPC471401
0.8319	Intermediate Similarity	NPC188738
0.8319	Intermediate Similarity	NPC469789
0.8305	Intermediate Similarity	NPC46570
0.8304	Intermediate Similarity	NPC141350
0.8291	Intermediate Similarity	NPC305260
0.8291	Intermediate Similarity	NPC270850
0.8291	Intermediate Similarity	NPC230513
0.8291	Intermediate Similarity	NPC61520
0.8291	Intermediate Similarity	NPC5292
0.8288	Intermediate Similarity	NPC144854
0.8288	Intermediate Similarity	NPC3316
0.8288	Intermediate Similarity	NPC165873
0.8286	Intermediate Similarity	NPC111015
0.8279	Intermediate Similarity	NPC470880
0.8276	Intermediate Similarity	NPC284068
0.8273	Intermediate Similarity	NPC255309
0.8261	Intermediate Similarity	NPC178289
0.8261	Intermediate Similarity	NPC471398
0.8261	Intermediate Similarity	NPC477580
0.825	Intermediate Similarity	NPC172154
0.825	Intermediate Similarity	NPC81736
0.825	Intermediate Similarity	NPC473255
0.8246	Intermediate Similarity	NPC269530
0.8241	Intermediate Similarity	NPC218383
0.8241	Intermediate Similarity	NPC83709
0.823	Intermediate Similarity	NPC5284
0.8224	Intermediate Similarity	NPC18509
0.8214	Intermediate Similarity	NPC258323
0.8214	Intermediate Similarity	NPC19412
0.8214	Intermediate Similarity	NPC472218
0.8214	Intermediate Similarity	NPC154608
0.8214	Intermediate Similarity	NPC192813
0.8214	Intermediate Similarity	NPC472219
0.8214	Intermediate Similarity	NPC472217
0.8214	Intermediate Similarity	NPC277017
0.8205	Intermediate Similarity	NPC329736
0.8205	Intermediate Similarity	NPC311554
0.8205	Intermediate Similarity	NPC257457
0.8198	Intermediate Similarity	NPC60681
0.8198	Intermediate Similarity	NPC166607
0.8197	Intermediate Similarity	NPC311534
0.819	Intermediate Similarity	NPC96312
0.819	Intermediate Similarity	NPC474734
0.819	Intermediate Similarity	NPC207217
0.819	Intermediate Similarity	NPC251236
0.819	Intermediate Similarity	NPC190286
0.819	Intermediate Similarity	NPC298278
0.819	Intermediate Similarity	NPC179626
0.819	Intermediate Similarity	NPC40632
0.819	Intermediate Similarity	NPC328374
0.8182	Intermediate Similarity	NPC311612
0.8182	Intermediate Similarity	NPC174367
0.8182	Intermediate Similarity	NPC249187
0.8182	Intermediate Similarity	NPC26478
0.8182	Intermediate Similarity	NPC247957
0.8182	Intermediate Similarity	NPC47113
0.8182	Intermediate Similarity	NPC471005
0.8182	Intermediate Similarity	NPC117185
0.8174	Intermediate Similarity	NPC49451
0.8174	Intermediate Similarity	NPC471627
0.8174	Intermediate Similarity	NPC260665
0.8174	Intermediate Similarity	NPC51978
0.8174	Intermediate Similarity	NPC471173
0.8167	Intermediate Similarity	NPC11895
0.8167	Intermediate Similarity	NPC27363
0.8165	Intermediate Similarity	NPC476897
0.8158	Intermediate Similarity	NPC474229
0.8158	Intermediate Similarity	NPC471243
0.8151	Intermediate Similarity	NPC67569
0.8145	Intermediate Similarity	NPC471855
0.8142	Intermediate Similarity	NPC470257
0.8142	Intermediate Similarity	NPC143706
0.8142	Intermediate Similarity	NPC87335
0.8142	Intermediate Similarity	NPC471400
0.8142	Intermediate Similarity	NPC472534
0.8136	Intermediate Similarity	NPC42673
0.8136	Intermediate Similarity	NPC9674
0.8136	Intermediate Similarity	NPC19028
0.8131	Intermediate Similarity	NPC49371
0.8131	Intermediate Similarity	NPC249954
0.8125	Intermediate Similarity	NPC473165
0.8125	Intermediate Similarity	NPC185
0.8125	Intermediate Similarity	NPC473037
0.8125	Intermediate Similarity	NPC220974
0.812	Intermediate Similarity	NPC470171
0.812	Intermediate Similarity	NPC473968
0.8115	Intermediate Similarity	NPC287423
0.8115	Intermediate Similarity	NPC305496
0.8113	Intermediate Similarity	NPC196227
0.8108	Intermediate Similarity	NPC160843
0.8108	Intermediate Similarity	NPC121566
0.8108	Intermediate Similarity	NPC100955
0.8108	Intermediate Similarity	NPC72255
0.8108	Intermediate Similarity	NPC28656
0.8103	Intermediate Similarity	NPC473798
0.8103	Intermediate Similarity	NPC474181
0.8103	Intermediate Similarity	NPC243354
0.8099	Intermediate Similarity	NPC8374
0.8099	Intermediate Similarity	NPC473505
0.8099	Intermediate Similarity	NPC476729
0.8091	Intermediate Similarity	NPC136289
0.8091	Intermediate Similarity	NPC185530
0.8091	Intermediate Similarity	NPC70369
0.8091	Intermediate Similarity	NPC87351
0.8091	Intermediate Similarity	NPC473928
0.8087	Intermediate Similarity	NPC234042
0.8087	Intermediate Similarity	NPC474516
0.8087	Intermediate Similarity	NPC152117
0.8083	Intermediate Similarity	NPC23786
0.8083	Intermediate Similarity	NPC470265
0.8083	Intermediate Similarity	NPC170538
0.8083	Intermediate Similarity	NPC65858
0.8083	Intermediate Similarity	NPC313528
0.808	Intermediate Similarity	NPC88668
0.808	Intermediate Similarity	NPC298783
0.808	Intermediate Similarity	NPC157817
0.808	Intermediate Similarity	NPC225385

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 NPC326542 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	213
0.1-0.2	1601
0.2-0.3	4002
0.3-0.4	2225
0.4-0.5	610
0.5-0.6	217
0.6-0.7	141
0.7-0.8	116
0.8-0.85	25
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8376	Intermediate Similarity	NPD6059	Approved
0.8376	Intermediate Similarity	NPD6054	Approved
0.8257	Intermediate Similarity	NPD5211	Phase 2
0.8235	Intermediate Similarity	NPD6370	Approved
0.8224	Intermediate Similarity	NPD4755	Approved
0.8214	Intermediate Similarity	NPD7320	Approved
0.8198	Intermediate Similarity	NPD6402	Approved
0.8198	Intermediate Similarity	NPD6008	Approved
0.8198	Intermediate Similarity	NPD6675	Approved
0.8198	Intermediate Similarity	NPD5739	Approved
0.8198	Intermediate Similarity	NPD7128	Approved
0.8174	Intermediate Similarity	NPD4632	Approved
0.8151	Intermediate Similarity	NPD6016	Approved
0.8151	Intermediate Similarity	NPD6015	Approved
0.8142	Intermediate Similarity	NPD6372	Approved
0.8142	Intermediate Similarity	NPD6373	Approved
0.8108	Intermediate Similarity	NPD5141	Approved
0.8099	Intermediate Similarity	NPD7492	Approved
0.8087	Intermediate Similarity	NPD8297	Approved
0.8083	Intermediate Similarity	NPD5988	Approved
0.8073	Intermediate Similarity	NPD5285	Approved
0.8073	Intermediate Similarity	NPD4700	Approved
0.8073	Intermediate Similarity	NPD4696	Approved
0.8073	Intermediate Similarity	NPD5286	Approved
0.807	Intermediate Similarity	NPD4634	Approved
0.8067	Intermediate Similarity	NPD6319	Approved
0.8053	Intermediate Similarity	NPD6881	Approved
0.8053	Intermediate Similarity	NPD6899	Approved
0.8033	Intermediate Similarity	NPD6616	Approved
0.8033	Intermediate Similarity	NPD7507	Approved
0.8	Intermediate Similarity	NPD6649	Approved
0.8	Intermediate Similarity	NPD6650	Approved
0.7967	Intermediate Similarity	NPD7078	Approved
0.7967	Intermediate Similarity	NPD8293	Discontinued
0.7965	Intermediate Similarity	NPD6412	Phase 2
0.7965	Intermediate Similarity	NPD5701	Approved
0.7965	Intermediate Similarity	NPD5697	Approved
0.7928	Intermediate Similarity	NPD5224	Approved
0.7928	Intermediate Similarity	NPD5226	Approved
0.7928	Intermediate Similarity	NPD5225	Approved
0.7928	Intermediate Similarity	NPD4633	Approved
0.7913	Intermediate Similarity	NPD7102	Approved
0.7913	Intermediate Similarity	NPD6883	Approved
0.7913	Intermediate Similarity	NPD7290	Approved
0.7905	Intermediate Similarity	NPD5328	Approved
0.7903	Intermediate Similarity	NPD7736	Approved
0.7857	Intermediate Similarity	NPD5174	Approved
0.7857	Intermediate Similarity	NPD5175	Approved
0.785	Intermediate Similarity	NPD4202	Approved
0.7845	Intermediate Similarity	NPD6847	Approved
0.7845	Intermediate Similarity	NPD6617	Approved
0.7845	Intermediate Similarity	NPD8130	Phase 1
0.7845	Intermediate Similarity	NPD6869	Approved
0.784	Intermediate Similarity	NPD7319	Approved
0.7838	Intermediate Similarity	NPD5223	Approved
0.7826	Intermediate Similarity	NPD6012	Approved
0.7826	Intermediate Similarity	NPD6014	Approved
0.7826	Intermediate Similarity	NPD6013	Approved
0.7815	Intermediate Similarity	NPD6009	Approved
0.7815	Intermediate Similarity	NPD7115	Discovery
0.7778	Intermediate Similarity	NPD6882	Approved
0.776	Intermediate Similarity	NPD6033	Approved
0.7757	Intermediate Similarity	NPD6079	Approved
0.7748	Intermediate Similarity	NPD7640	Approved
0.7748	Intermediate Similarity	NPD7639	Approved
0.7739	Intermediate Similarity	NPD6011	Approved
0.7724	Intermediate Similarity	NPD7604	Phase 2
0.7719	Intermediate Similarity	NPD4767	Approved
0.7719	Intermediate Similarity	NPD4768	Approved
0.7705	Intermediate Similarity	NPD5983	Phase 2
0.7699	Intermediate Similarity	NPD4754	Approved
0.7692	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7658	Intermediate Similarity	NPD7638	Approved
0.7636	Intermediate Similarity	NPD4697	Phase 3
0.7627	Intermediate Similarity	NPD6053	Discontinued
0.7619	Intermediate Similarity	NPD3618	Phase 1
0.76	Intermediate Similarity	NPD6336	Discontinued
0.7586	Intermediate Similarity	NPD4730	Approved
0.7586	Intermediate Similarity	NPD5128	Approved
0.7586	Intermediate Similarity	NPD4729	Approved
0.757	Intermediate Similarity	NPD4753	Phase 2
0.7568	Intermediate Similarity	NPD6084	Phase 2
0.7568	Intermediate Similarity	NPD6083	Phase 2
0.7545	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7541	Intermediate Similarity	NPD7516	Approved
0.7521	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7477	Intermediate Similarity	NPD5221	Approved
0.7477	Intermediate Similarity	NPD5222	Approved
0.7477	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7459	Intermediate Similarity	NPD7328	Approved
0.7459	Intermediate Similarity	NPD7327	Approved
0.7458	Intermediate Similarity	NPD5249	Phase 3
0.7458	Intermediate Similarity	NPD5250	Approved
0.7458	Intermediate Similarity	NPD5251	Approved
0.7458	Intermediate Similarity	NPD5248	Approved
0.7458	Intermediate Similarity	NPD5247	Approved
0.744	Intermediate Similarity	NPD6067	Discontinued
0.7438	Intermediate Similarity	NPD6274	Approved
0.7429	Intermediate Similarity	NPD3665	Phase 1
0.7429	Intermediate Similarity	NPD3666	Approved
0.7429	Intermediate Similarity	NPD3133	Approved
0.7419	Intermediate Similarity	NPD8033	Approved
0.7419	Intermediate Similarity	NPD6291	Clinical (unspecified phase)
0.7411	Intermediate Similarity	NPD5173	Approved
0.7398	Intermediate Similarity	NPD7101	Approved
0.7398	Intermediate Similarity	NPD7100	Approved
0.7395	Intermediate Similarity	NPD5215	Approved
0.7395	Intermediate Similarity	NPD5217	Approved
0.7395	Intermediate Similarity	NPD5216	Approved
0.7387	Intermediate Similarity	NPD5210	Approved
0.7387	Intermediate Similarity	NPD4629	Approved
0.7364	Intermediate Similarity	NPD6399	Phase 3
0.7345	Intermediate Similarity	NPD5696	Approved
0.7339	Intermediate Similarity	NPD8377	Approved
0.7339	Intermediate Similarity	NPD8294	Approved
0.7317	Intermediate Similarity	NPD6335	Approved
0.7311	Intermediate Similarity	NPD5169	Approved
0.7311	Intermediate Similarity	NPD5135	Approved
0.7311	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7311	Intermediate Similarity	NPD5134	Clinical (unspecified phase)
0.7288	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.728	Intermediate Similarity	NPD8379	Approved
0.728	Intermediate Similarity	NPD6908	Approved
0.728	Intermediate Similarity	NPD8335	Approved
0.728	Intermediate Similarity	NPD8296	Approved
0.728	Intermediate Similarity	NPD6909	Approved
0.728	Intermediate Similarity	NPD8378	Approved
0.728	Intermediate Similarity	NPD8380	Approved
0.7264	Intermediate Similarity	NPD4786	Approved
0.725	Intermediate Similarity	NPD5127	Approved
0.7238	Intermediate Similarity	NPD4221	Approved
0.7238	Intermediate Similarity	NPD4223	Phase 3
0.7236	Intermediate Similarity	NPD6317	Approved
0.7232	Intermediate Similarity	NPD5695	Phase 3
0.7196	Intermediate Similarity	NPD5329	Approved
0.7193	Intermediate Similarity	NPD4225	Approved
0.7177	Intermediate Similarity	NPD6314	Approved
0.7177	Intermediate Similarity	NPD6313	Approved
0.7165	Intermediate Similarity	NPD8328	Phase 3
0.7156	Intermediate Similarity	NPD6903	Approved
0.7155	Intermediate Similarity	NPD7632	Discontinued
0.7143	Intermediate Similarity	NPD7503	Approved
0.7143	Intermediate Similarity	NPD6001	Approved
0.7143	Intermediate Similarity	NPD6686	Approved
0.713	Intermediate Similarity	NPD7334	Approved
0.713	Intermediate Similarity	NPD5330	Approved
0.713	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.713	Intermediate Similarity	NPD6409	Approved
0.713	Intermediate Similarity	NPD7146	Approved
0.713	Intermediate Similarity	NPD6684	Approved
0.713	Intermediate Similarity	NPD7521	Approved
0.7105	Intermediate Similarity	NPD7902	Approved
0.7103	Intermediate Similarity	NPD4197	Approved
0.7083	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7075	Intermediate Similarity	NPD3667	Approved
0.7073	Intermediate Similarity	NPD5167	Approved
0.7064	Intermediate Similarity	NPD7524	Approved
0.7059	Intermediate Similarity	NPD5954	Clinical (unspecified phase)
0.7025	Intermediate Similarity	NPD6371	Approved
0.7	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.6991	Remote Similarity	NPD7748	Approved
0.6972	Remote Similarity	NPD5205	Approved
0.6972	Remote Similarity	NPD4690	Approved
0.6972	Remote Similarity	NPD4689	Approved
0.6972	Remote Similarity	NPD4688	Approved
0.6972	Remote Similarity	NPD4138	Approved
0.6972	Remote Similarity	NPD4693	Phase 3
0.697	Remote Similarity	NPD5956	Approved
0.6964	Remote Similarity	NPD5281	Approved
0.6964	Remote Similarity	NPD5284	Approved
0.6964	Remote Similarity	NPD7515	Phase 2
0.6937	Remote Similarity	NPD6673	Approved
0.6937	Remote Similarity	NPD6904	Approved
0.6937	Remote Similarity	NPD6080	Approved
0.6909	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6891	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6887	Remote Similarity	NPD7525	Registered
0.688	Remote Similarity	NPD6868	Approved
0.6875	Remote Similarity	NPD5207	Approved
0.686	Remote Similarity	NPD5168	Approved
0.6855	Remote Similarity	NPD8133	Approved
0.6852	Remote Similarity	NPD4788	Approved
0.685	Remote Similarity	NPD4522	Approved
0.6847	Remote Similarity	NPD5737	Approved
0.6847	Remote Similarity	NPD6672	Approved
0.6842	Remote Similarity	NPD7900	Approved
0.6842	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD5690	Phase 2
0.6818	Remote Similarity	NPD5279	Phase 3
0.6818	Remote Similarity	NPD4694	Approved
0.6818	Remote Similarity	NPD5280	Approved
0.6814	Remote Similarity	NPD8034	Phase 2
0.6814	Remote Similarity	NPD5693	Phase 1
0.6814	Remote Similarity	NPD8035	Phase 2
0.6789	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6777	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6744	Remote Similarity	NPD8513	Phase 3
0.6744	Remote Similarity	NPD8517	Approved
0.6744	Remote Similarity	NPD8516	Approved
0.6744	Remote Similarity	NPD8515	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