NPASS Compound

Structure

CID101886 OpenBabel06191715442D 31 35 0 0 1 0 0 0 0 0999 V2000 -4.1356 3.0618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6006 3.9071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6246 5.5988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2063 4.7541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 3.4515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6927 1.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1595 4.7535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6710 3.9079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5394 2.4426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5391 1.4656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3850 0.9786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8459 2.4436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0009 2.9321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5389 1.4671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8467 -0.4885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5394 -0.4880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6241 3.9074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1360 4.7532 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6944 3.9082 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3853 0.0010 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6941 2.9316 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8471 1.4661 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8462 1.4666 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8473 2.4431 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6930 0.9781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6932 0.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0003 0.9776 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2515 -0.4988 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8468 -0.4885 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 1 18 2 0 0 0 0 2 18 1 0 0 0 0 6 26 1 0 0 0 0 7 8 2 0 0 0 0 7 19 1 0 0 0 0 8 20 1 0 0 0 0 9 10 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 14 1 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 12 24 1 0 0 0 0 13 25 1 0 0 0 0 14 26 1 0 0 0 0 15 16 2 0 0 0 0 17 21 1 0 0 0 0 17 27 1 0 0 0 0 18 19 1 0 0 0 0 19 3 1 1 0 0 0 20 4 1 1 0 0 0 20 22 1 0 0 0 0 21 29 1 6 0 0 0 22 25 1 6 0 0 0 23 25 1 6 0 0 0 23 28 1 0 0 0 0 24 26 1 6 0 0 0 24 28 1 0 0 0 0 25 5 1 6 0 0 0 26 27 1 6 0 0 0 27 15 1 6 0 0 0 27 30 1 0 0 0 0 28 16 1 6 0 0 0 28 31 1 0 0 0 0 30 31 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	426.31
Volume:	468.523
LogP:	5.809
LogD:	4.654
LogS:	-5.897
# Rotatable Bonds:	4
TPSA:	38.69
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	6
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.418
Synthetic Accessibility Score:	6.922
Fsp3:	0.786
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.726
MDCK Permeability:	2.052095987892244e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.916
Human Intestinal Absorption (HIA):	0.008
20% Bioavailability (F20%):	0.208
30% Bioavailability (F30%):	0.112

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.218
Plasma Protein Binding (PPB):	87.63258361816406%
Volume Distribution (VD):	1.383
Pgp-substrate:	2.635369062423706%

ADMET: Metabolism

CYP1A2-inhibitor:	0.04
CYP1A2-substrate:	0.946
CYP2C19-inhibitor:	0.085
CYP2C19-substrate:	0.915
CYP2C9-inhibitor:	0.228
CYP2C9-substrate:	0.049
CYP2D6-inhibitor:	0.04
CYP2D6-substrate:	0.152
CYP3A4-inhibitor:	0.948
CYP3A4-substrate:	0.918

ADMET: Excretion

Clearance (CL):	4.622
Half-life (T1/2):	0.077

ADMET: Toxicity

hERG Blockers:	0.765
Human Hepatotoxicity (H-HT):	0.959
Drug-inuced Liver Injury (DILI):	0.017
AMES Toxicity:	0.003
Rat Oral Acute Toxicity:	0.866
Maximum Recommended Daily Dose:	0.995
Skin Sensitization:	0.321
Carcinogencity:	0.047
Eye Corrosion:	0.006
Eye Irritation:	0.024
Respiratory Toxicity:	0.988

Download Data

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

Natural Product: NPC101886

Natural Product ID:	NPC101886
*Common Name:**	MSFASZXZLNRTBR-KGHQQZOUSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	MSFASZXZLNRTBR-KGHQQZOUSA-N
Standard InCHI:	InChI=1S/C28H42O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,15-16,19-24,29H,1,9-14,17H2,2-6H3/b8-7+/t19-,20+,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1
SMILES:	O[C@H]1CC[C@]2([C@@]3(C1)OO[C@@]1([C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](/C=C/[C@@H](C(=C)C)C)C)C)C=C3)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3746714
PubChem CID:	23427677
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0003567] Ergostane steroids

*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
NPO6254	Axinyssa sp.	Species	Halichondriidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18288806]
NPO6254	Axinyssa sp.	Species	Halichondriidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]

☑ 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
Others	1

Activity Type	# Activity
Individual Protein	1
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT178	Individual Protein	Protein-tyrosine phosphatase 1B	Homo sapiens	Inhibition	=	50.0	%	PMID[479583]
NPT27	Others	Unspecified		IC50	=	21000.0	nM	PMID[479583]
NPT27	Others	Unspecified		IC50	=	26000.0	nM	PMID[479583]

☑ 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 NPC101886 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	193
0.1-0.2	1536
0.2-0.3	5731
0.3-0.4	15097
0.4-0.5	8690
0.5-0.6	5185
0.6-0.7	4717
0.7-0.8	1353
0.8-0.85	140
0.85-0.9	42
0.9-0.95	7
0.95-1	6

Similarity Score	Similarity Level	Natural Product ID
0.988	High Similarity	NPC212596
0.988	High Similarity	NPC4574
0.9759	High Similarity	NPC304083
0.9647	High Similarity	NPC14380
0.9643	High Similarity	NPC475605
0.9419	High Similarity	NPC245410
0.9419	High Similarity	NPC192437
0.9419	High Similarity	NPC270511
0.9419	High Similarity	NPC470390
0.9302	High Similarity	NPC138974
0.9176	High Similarity	NPC299068
0.9059	High Similarity	NPC470360
0.8977	High Similarity	NPC291484
0.8977	High Similarity	NPC11216
0.8977	High Similarity	NPC329596
0.8977	High Similarity	NPC80561
0.8977	High Similarity	NPC204188
0.8977	High Similarity	NPC3345
0.8876	High Similarity	NPC41554
0.8876	High Similarity	NPC97404
0.8864	High Similarity	NPC470361
0.8824	High Similarity	NPC470929
0.875	High Similarity	NPC133588
0.8736	High Similarity	NPC6391
0.8736	High Similarity	NPC6605
0.8736	High Similarity	NPC261266
0.8736	High Similarity	NPC201273
0.8706	High Similarity	NPC296701
0.8706	High Similarity	NPC218616
0.8681	High Similarity	NPC127718
0.8681	High Similarity	NPC65402
0.8621	High Similarity	NPC318390
0.8605	High Similarity	NPC134481
0.8605	High Similarity	NPC113978
0.8605	High Similarity	NPC477818
0.8588	High Similarity	NPC249423
0.8588	High Similarity	NPC470383
0.8588	High Similarity	NPC47761
0.8587	High Similarity	NPC8774
0.8571	High Similarity	NPC310013
0.8571	High Similarity	NPC80530
0.8571	High Similarity	NPC273410
0.8554	High Similarity	NPC474230
0.8523	High Similarity	NPC139724
0.8506	High Similarity	NPC470077
0.8506	High Similarity	NPC205845
0.8495	Intermediate Similarity	NPC12103
0.8495	Intermediate Similarity	NPC227583
0.8495	Intermediate Similarity	NPC288970
0.8495	Intermediate Similarity	NPC98457
0.8488	Intermediate Similarity	NPC87489
0.8488	Intermediate Similarity	NPC49964
0.8488	Intermediate Similarity	NPC50964
0.8478	Intermediate Similarity	NPC144202
0.8471	Intermediate Similarity	NPC475679
0.8471	Intermediate Similarity	NPC102253
0.8471	Intermediate Similarity	NPC236237
0.8471	Intermediate Similarity	NPC322313
0.8462	Intermediate Similarity	NPC275671
0.8452	Intermediate Similarity	NPC244385
0.8452	Intermediate Similarity	NPC285761
0.8452	Intermediate Similarity	NPC6978
0.8452	Intermediate Similarity	NPC31828
0.8452	Intermediate Similarity	NPC138621
0.8452	Intermediate Similarity	NPC167037
0.8444	Intermediate Similarity	NPC109744
0.8404	Intermediate Similarity	NPC476893
0.8391	Intermediate Similarity	NPC141941
0.8391	Intermediate Similarity	NPC193870
0.8391	Intermediate Similarity	NPC470558
0.8391	Intermediate Similarity	NPC110778
0.8391	Intermediate Similarity	NPC82623
0.8372	Intermediate Similarity	NPC209620
0.8372	Intermediate Similarity	NPC23852
0.8372	Intermediate Similarity	NPC476646
0.8372	Intermediate Similarity	NPC264245
0.837	Intermediate Similarity	NPC27531
0.8353	Intermediate Similarity	NPC80297
0.8353	Intermediate Similarity	NPC475727
0.8353	Intermediate Similarity	NPC209430
0.8353	Intermediate Similarity	NPC30986
0.8353	Intermediate Similarity	NPC472742
0.8353	Intermediate Similarity	NPC116119
0.8352	Intermediate Similarity	NPC295668
0.8352	Intermediate Similarity	NPC475751
0.8352	Intermediate Similarity	NPC473956
0.8333	Intermediate Similarity	NPC474668
0.8316	Intermediate Similarity	NPC476895
0.8315	Intermediate Similarity	NPC24277
0.8315	Intermediate Similarity	NPC71520
0.8315	Intermediate Similarity	NPC152808
0.8315	Intermediate Similarity	NPC293287
0.8315	Intermediate Similarity	NPC269058
0.8295	Intermediate Similarity	NPC475798
0.8295	Intermediate Similarity	NPC474493
0.8295	Intermediate Similarity	NPC124172
0.8295	Intermediate Similarity	NPC127606
0.8295	Intermediate Similarity	NPC209802
0.8295	Intermediate Similarity	NPC231310
0.8283	Intermediate Similarity	NPC42847
0.8283	Intermediate Similarity	NPC64844
0.8276	Intermediate Similarity	NPC470049
0.8276	Intermediate Similarity	NPC101462
0.8276	Intermediate Similarity	NPC248886
0.8276	Intermediate Similarity	NPC30166
0.8256	Intermediate Similarity	NPC241290
0.8256	Intermediate Similarity	NPC164840
0.8256	Intermediate Similarity	NPC209944
0.8256	Intermediate Similarity	NPC13554
0.8256	Intermediate Similarity	NPC234193
0.8256	Intermediate Similarity	NPC96362
0.8242	Intermediate Similarity	NPC74258
0.8235	Intermediate Similarity	NPC473943
0.8235	Intermediate Similarity	NPC87604
0.8222	Intermediate Similarity	NPC186145
0.8222	Intermediate Similarity	NPC470620
0.8222	Intermediate Similarity	NPC149224
0.8222	Intermediate Similarity	NPC474657
0.8214	Intermediate Similarity	NPC134330
0.8214	Intermediate Similarity	NPC237460
0.8214	Intermediate Similarity	NPC129165
0.8214	Intermediate Similarity	NPC189883
0.8214	Intermediate Similarity	NPC474231
0.8214	Intermediate Similarity	NPC63958
0.8211	Intermediate Similarity	NPC261807
0.8211	Intermediate Similarity	NPC477226
0.8202	Intermediate Similarity	NPC274448
0.8202	Intermediate Similarity	NPC157257
0.82	Intermediate Similarity	NPC235824
0.8191	Intermediate Similarity	NPC476894
0.8182	Intermediate Similarity	NPC85095
0.8182	Intermediate Similarity	NPC207013
0.8182	Intermediate Similarity	NPC232023
0.8182	Intermediate Similarity	NPC211135
0.8182	Intermediate Similarity	NPC216420
0.8161	Intermediate Similarity	NPC242350
0.8144	Intermediate Similarity	NPC476896
0.814	Intermediate Similarity	NPC109546
0.814	Intermediate Similarity	NPC47982
0.814	Intermediate Similarity	NPC472463
0.814	Intermediate Similarity	NPC1319
0.814	Intermediate Similarity	NPC143182
0.814	Intermediate Similarity	NPC28862
0.814	Intermediate Similarity	NPC81306
0.814	Intermediate Similarity	NPC84694
0.8132	Intermediate Similarity	NPC471952
0.8132	Intermediate Similarity	NPC475664
0.8132	Intermediate Similarity	NPC67872
0.8132	Intermediate Similarity	NPC470542
0.8118	Intermediate Similarity	NPC214570
0.8118	Intermediate Similarity	NPC470758
0.8118	Intermediate Similarity	NPC475025
0.8118	Intermediate Similarity	NPC318495
0.8118	Intermediate Similarity	NPC202540
0.8118	Intermediate Similarity	NPC198968
0.8118	Intermediate Similarity	NPC471798
0.8118	Intermediate Similarity	NPC155986
0.8118	Intermediate Similarity	NPC470711
0.8111	Intermediate Similarity	NPC94462
0.8105	Intermediate Similarity	NPC210717
0.8105	Intermediate Similarity	NPC103165
0.8095	Intermediate Similarity	NPC32832
0.8095	Intermediate Similarity	NPC471723
0.8095	Intermediate Similarity	NPC133580
0.8095	Intermediate Similarity	NPC257347
0.8095	Intermediate Similarity	NPC141071
0.8095	Intermediate Similarity	NPC3403
0.8095	Intermediate Similarity	NPC103822
0.809	Intermediate Similarity	NPC185568
0.809	Intermediate Similarity	NPC474047
0.809	Intermediate Similarity	NPC15534
0.809	Intermediate Similarity	NPC86238
0.809	Intermediate Similarity	NPC238485
0.8068	Intermediate Similarity	NPC470614
0.8068	Intermediate Similarity	NPC202389
0.8068	Intermediate Similarity	NPC1272
0.8065	Intermediate Similarity	NPC210268
0.8061	Intermediate Similarity	NPC471889
0.8046	Intermediate Similarity	NPC324772
0.8046	Intermediate Similarity	NPC236112
0.8046	Intermediate Similarity	NPC26117
0.8043	Intermediate Similarity	NPC105495
0.8043	Intermediate Similarity	NPC187785
0.8043	Intermediate Similarity	NPC259875
0.8023	Intermediate Similarity	NPC65897
0.8023	Intermediate Similarity	NPC85346
0.8023	Intermediate Similarity	NPC474216
0.8023	Intermediate Similarity	NPC148977
0.8023	Intermediate Similarity	NPC302041
0.8023	Intermediate Similarity	NPC477819
0.8023	Intermediate Similarity	NPC11908
0.8023	Intermediate Similarity	NPC301707
0.8023	Intermediate Similarity	NPC275910
0.8023	Intermediate Similarity	NPC477514
0.8023	Intermediate Similarity	NPC477817
0.8022	Intermediate Similarity	NPC475313
0.8	Intermediate Similarity	NPC107059
0.8	Intermediate Similarity	NPC247325
0.8	Intermediate Similarity	NPC78067
0.8	Intermediate Similarity	NPC46160

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 NPC101886 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	183
0.1-0.2	1687
0.2-0.3	4361
0.3-0.4	2062
0.4-0.5	449
0.5-0.6	164
0.6-0.7	185
0.7-0.8	58
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8471	Intermediate Similarity	NPD7525	Registered
0.8046	Intermediate Similarity	NPD6930	Phase 2
0.8046	Intermediate Similarity	NPD7514	Phase 3
0.8046	Intermediate Similarity	NPD6931	Approved
0.7931	Intermediate Similarity	NPD6929	Approved
0.7907	Intermediate Similarity	NPD6932	Approved
0.7889	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7882	Intermediate Similarity	NPD7339	Approved
0.7882	Intermediate Similarity	NPD6942	Approved
0.7841	Intermediate Similarity	NPD7332	Phase 2
0.7826	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.7816	Intermediate Similarity	NPD7145	Approved
0.7778	Intermediate Similarity	NPD6695	Phase 3
0.7753	Intermediate Similarity	NPD6902	Approved
0.7727	Intermediate Similarity	NPD7645	Phase 2
0.7701	Intermediate Similarity	NPD6925	Approved
0.7701	Intermediate Similarity	NPD5776	Phase 2
0.7609	Intermediate Similarity	NPD6893	Approved
0.7586	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.7558	Intermediate Similarity	NPD6924	Approved
0.7558	Intermediate Similarity	NPD6926	Approved
0.7528	Intermediate Similarity	NPD6683	Phase 2
0.7447	Intermediate Similarity	NPD7524	Approved
0.7447	Intermediate Similarity	NPD7750	Discontinued
0.7386	Intermediate Similarity	NPD6933	Approved
0.7363	Intermediate Similarity	NPD6898	Phase 1
0.7356	Intermediate Similarity	NPD4785	Approved
0.7356	Intermediate Similarity	NPD4784	Approved
0.7326	Intermediate Similarity	NPD7152	Approved
0.7326	Intermediate Similarity	NPD7151	Approved
0.7326	Intermediate Similarity	NPD7150	Approved
0.7326	Intermediate Similarity	NPD4243	Approved
0.732	Intermediate Similarity	NPD6079	Approved
0.7312	Intermediate Similarity	NPD4786	Approved
0.7292	Intermediate Similarity	NPD5328	Approved
0.7253	Intermediate Similarity	NPD7509	Discontinued
0.7245	Intermediate Similarity	NPD4202	Approved
0.7228	Intermediate Similarity	NPD7638	Approved
0.7222	Intermediate Similarity	NPD7322	Clinical (unspecified phase)
0.7209	Intermediate Similarity	NPD7144	Approved
0.7209	Intermediate Similarity	NPD7143	Approved
0.7207	Intermediate Similarity	NPD7328	Approved
0.7207	Intermediate Similarity	NPD7327	Approved
0.7184	Intermediate Similarity	NPD5211	Phase 2
0.7158	Intermediate Similarity	NPD3618	Phase 1
0.7157	Intermediate Similarity	NPD5286	Approved
0.7157	Intermediate Similarity	NPD5285	Approved
0.7157	Intermediate Similarity	NPD4696	Approved
0.7157	Intermediate Similarity	NPD7640	Approved
0.7157	Intermediate Similarity	NPD7639	Approved
0.7143	Intermediate Similarity	NPD7516	Approved
0.7143	Intermediate Similarity	NPD7087	Discontinued
0.7129	Intermediate Similarity	NPD4755	Approved
0.7097	Intermediate Similarity	NPD3667	Approved
0.7093	Intermediate Similarity	NPD6922	Approved
0.7093	Intermediate Similarity	NPD6923	Approved
0.7065	Intermediate Similarity	NPD4748	Discontinued
0.7053	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7048	Intermediate Similarity	NPD5141	Approved
0.7019	Intermediate Similarity	NPD5225	Approved
0.7019	Intermediate Similarity	NPD5226	Approved
0.7019	Intermediate Similarity	NPD4633	Approved
0.7019	Intermediate Similarity	NPD5224	Approved
0.7018	Intermediate Similarity	NPD8296	Approved
0.7018	Intermediate Similarity	NPD8380	Approved
0.7018	Intermediate Similarity	NPD8379	Approved
0.7018	Intermediate Similarity	NPD8378	Approved
0.7018	Intermediate Similarity	NPD8335	Approved
0.7018	Intermediate Similarity	NPD7503	Approved
0.699	Remote Similarity	NPD4700	Approved
0.697	Remote Similarity	NPD7637	Suspended
0.6957	Remote Similarity	NPD4195	Approved
0.6952	Remote Similarity	NPD5175	Approved
0.6952	Remote Similarity	NPD5174	Approved
0.693	Remote Similarity	NPD8294	Approved
0.693	Remote Similarity	NPD8377	Approved
0.6923	Remote Similarity	NPD5223	Approved
0.6897	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6889	Remote Similarity	NPD4190	Phase 3
0.6889	Remote Similarity	NPD8264	Approved
0.6889	Remote Similarity	NPD5275	Approved
0.6881	Remote Similarity	NPD4634	Approved
0.687	Remote Similarity	NPD8033	Approved
0.6863	Remote Similarity	NPD5221	Approved
0.6863	Remote Similarity	NPD5222	Approved
0.6863	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD6881	Approved
0.6852	Remote Similarity	NPD6899	Approved
0.6822	Remote Similarity	NPD7128	Approved
0.6822	Remote Similarity	NPD6675	Approved
0.6822	Remote Similarity	NPD5739	Approved
0.6822	Remote Similarity	NPD6402	Approved
0.6814	Remote Similarity	NPD7115	Discovery
0.6796	Remote Similarity	NPD5173	Approved
0.6771	Remote Similarity	NPD3133	Approved
0.6771	Remote Similarity	NPD3665	Phase 1
0.6771	Remote Similarity	NPD3666	Approved
0.6768	Remote Similarity	NPD4753	Phase 2
0.6759	Remote Similarity	NPD5697	Approved
0.6733	Remote Similarity	NPD6399	Phase 3
0.6727	Remote Similarity	NPD7102	Approved
0.6727	Remote Similarity	NPD7290	Approved
0.6727	Remote Similarity	NPD6883	Approved
0.67	Remote Similarity	NPD7136	Phase 2
0.6699	Remote Similarity	NPD4697	Phase 3
0.6697	Remote Similarity	NPD7320	Approved
0.6697	Remote Similarity	NPD4729	Approved
0.6697	Remote Similarity	NPD4730	Approved
0.6667	Remote Similarity	NPD4767	Approved
0.6667	Remote Similarity	NPD8130	Phase 1
0.6667	Remote Similarity	NPD6649	Approved
0.6667	Remote Similarity	NPD6847	Approved
0.6667	Remote Similarity	NPD6650	Approved
0.6667	Remote Similarity	NPD6617	Approved
0.6667	Remote Similarity	NPD4768	Approved
0.6667	Remote Similarity	NPD6869	Approved
0.6639	Remote Similarity	NPD7507	Approved
0.6636	Remote Similarity	NPD6012	Approved
0.6636	Remote Similarity	NPD6013	Approved
0.6636	Remote Similarity	NPD6373	Approved
0.6636	Remote Similarity	NPD4754	Approved
0.6636	Remote Similarity	NPD6014	Approved
0.6636	Remote Similarity	NPD6372	Approved
0.6634	Remote Similarity	NPD7515	Phase 2
0.6634	Remote Similarity	NPD8034	Phase 2
0.6634	Remote Similarity	NPD8035	Phase 2
0.6612	Remote Similarity	NPD7319	Approved
0.6607	Remote Similarity	NPD8297	Approved
0.6607	Remote Similarity	NPD6882	Approved
0.6606	Remote Similarity	NPD5701	Approved
0.6606	Remote Similarity	NPD6412	Phase 2
0.6604	Remote Similarity	NPD4159	Approved
0.6602	Remote Similarity	NPD4629	Approved
0.6602	Remote Similarity	NPD5210	Approved
0.66	Remote Similarity	NPD6051	Approved
0.6577	Remote Similarity	NPD5247	Approved
0.6577	Remote Similarity	NPD5248	Approved
0.6577	Remote Similarity	NPD5249	Phase 3
0.6577	Remote Similarity	NPD5250	Approved
0.6577	Remote Similarity	NPD5251	Approved
0.6571	Remote Similarity	NPD5290	Discontinued
0.6562	Remote Similarity	NPD4221	Approved
0.6562	Remote Similarity	NPD4223	Phase 3
0.6549	Remote Similarity	NPD4632	Approved
0.6545	Remote Similarity	NPD6011	Approved
0.6545	Remote Similarity	NPD5128	Approved
0.6542	Remote Similarity	NPD7632	Discontinued
0.6531	Remote Similarity	NPD5329	Approved
0.6526	Remote Similarity	NPD6928	Phase 2
0.6518	Remote Similarity	NPD5217	Approved
0.6518	Remote Similarity	NPD5215	Approved
0.6518	Remote Similarity	NPD5216	Approved
0.6496	Remote Similarity	NPD6054	Approved
0.6495	Remote Similarity	NPD4788	Approved
0.6476	Remote Similarity	NPD6083	Phase 2
0.6476	Remote Similarity	NPD6084	Phase 2
0.6471	Remote Similarity	NPD368	Approved
0.6465	Remote Similarity	NPD5279	Phase 3
0.6444	Remote Similarity	NPD4787	Phase 1
0.6429	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD4197	Approved
0.6429	Remote Similarity	NPD5135	Approved
0.6429	Remote Similarity	NPD5169	Approved
0.6429	Remote Similarity	NPD3668	Phase 3
0.6387	Remote Similarity	NPD6370	Approved
0.6379	Remote Similarity	NPD6009	Approved
0.6372	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6372	Remote Similarity	NPD5127	Approved
0.6356	Remote Similarity	NPD6059	Approved
0.6356	Remote Similarity	NPD6319	Approved
0.6346	Remote Similarity	NPD7748	Approved
0.6339	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6321	Remote Similarity	NPD7902	Approved
0.6316	Remote Similarity	NPD6115	Approved
0.6316	Remote Similarity	NPD6118	Approved
0.6316	Remote Similarity	NPD6114	Approved
0.6316	Remote Similarity	NPD6697	Approved
0.6304	Remote Similarity	NPD4732	Discontinued
0.6303	Remote Similarity	NPD6016	Approved
0.6303	Remote Similarity	NPD6015	Approved
0.63	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.63	Remote Similarity	NPD4138	Approved
0.63	Remote Similarity	NPD5205	Approved
0.63	Remote Similarity	NPD4689	Approved
0.63	Remote Similarity	NPD5690	Phase 2
0.63	Remote Similarity	NPD4519	Discontinued
0.63	Remote Similarity	NPD4690	Approved
0.63	Remote Similarity	NPD4688	Approved
0.63	Remote Similarity	NPD4623	Approved
0.63	Remote Similarity	NPD4693	Phase 3
0.6296	Remote Similarity	NPD5344	Discontinued
0.6281	Remote Similarity	NPD7492	Approved
0.6271	Remote Similarity	NPD7100	Approved
0.6271	Remote Similarity	NPD7101	Approved
0.6262	Remote Similarity	NPD4225	Approved
0.6261	Remote Similarity	NPD8133	Approved
0.626	Remote Similarity	NPD7736	Approved
0.625	Remote Similarity	NPD5988	Approved
0.625	Remote Similarity	NPD5168	Approved
0.625	Remote Similarity	NPD6686	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