NPASS Compound

Structure

NPC170595 OpenBabel07101719132D 27 30 0 0 1 0 0 0 0 0999 V2000 -5.4307 0.4643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7949 0.7524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8683 -0.5741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3444 0.3686 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1350 0.6353 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3992 0.0420 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -1.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.9470 -0.4294 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3744 -1.2492 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4177 -0.9579 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7010 -2.1944 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0825 -1.9000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9469 -0.4109 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7512 0.0859 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 -1.8367 0.3667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 3 17 1 0 0 0 0 4 16 1 0 0 0 0 4 24 1 0 0 0 0 5 2 1 6 0 0 0 5 8 1 0 0 0 0 5 12 1 0 0 0 0 6 3 1 6 0 0 0 6 9 1 0 0 0 0 6 25 1 0 0 0 0 7 2 1 1 0 0 0 7 24 1 0 0 0 0 7 26 1 0 0 0 0 8 14 1 0 0 0 0 8 16 1 6 0 0 0 9 10 1 0 0 0 0 9 18 1 1 0 0 0 10 11 1 0 0 0 0 10 19 1 6 0 0 0 11 15 1 0 0 0 0 11 20 1 1 0 0 0 12 13 1 0 0 0 0 12 23 1 1 0 0 0 13 16 1 6 0 0 0 13 21 1 0 0 0 0 14 26 1 0 0 0 0 14 27 1 1 0 0 0 15 25 1 0 0 0 0 15 27 1 6 0 0 0 16 22 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	394.15
Volume:	347.759
LogP:	-1.406
LogD:	-0.609
LogS:	-1.764
# Rotatable Bonds:	4
TPSA:	167.53
# H-Bond Aceptor:	11
# H-Bond Donor:	6
# Rings:	5
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.277
Synthetic Accessibility Score:	6.182
Fsp3:	1.0
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.094
MDCK Permeability:	0.00011374480527592823
Pgp-inhibitor:	0.043
Pgp-substrate:	0.991
Human Intestinal Absorption (HIA):	0.97
20% Bioavailability (F20%):	0.022
30% Bioavailability (F30%):	0.989

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.184
Plasma Protein Binding (PPB):	18.949995040893555%
Volume Distribution (VD):	0.437
Pgp-substrate:	62.19640350341797%

ADMET: Metabolism

CYP1A2-inhibitor:	0.003
CYP1A2-substrate:	0.37
CYP2C19-inhibitor:	0.007
CYP2C19-substrate:	0.229
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.037
CYP2D6-inhibitor:	0.004
CYP2D6-substrate:	0.105
CYP3A4-inhibitor:	0.008
CYP3A4-substrate:	0.03

ADMET: Excretion

Clearance (CL):	0.991
Half-life (T1/2):	0.807

ADMET: Toxicity

hERG Blockers:	0.212
Human Hepatotoxicity (H-HT):	0.166
Drug-inuced Liver Injury (DILI):	0.395
AMES Toxicity:	0.561
Rat Oral Acute Toxicity:	0.097
Maximum Recommended Daily Dose:	0.002
Skin Sensitization:	0.246
Carcinogencity:	0.084
Eye Corrosion:	0.003
Eye Irritation:	0.066
Respiratory Toxicity:	0.138

Download Data

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

Natural Product: NPC170595

Natural Product ID:	NPC170595
*Common Name:**	Methylscutelloside
IUPAC Name:	n.a.
Synonyms:	Methylscutelloside
Standard InCHIKey:	PQSWEAAJVJWACO-AOXRJVLFSA-N
Standard InCHI:	InChI=1S/C16H26O11/c1-23-12-5-2-7-24-4-16(22,13(12)21)8(5)14(26-7)27-15-11(20)10(19)9(18)6(3-17)25-15/h5-15,17-22H,2-4H2,1H3/t5-,6-,7-,8-,9-,10+,11-,12+,13-,14+,15+,16+/m1/s1
SMILES:	CO[C@H]1[C@@H]2C[C@@H]3OC[C@]([C@H]2[C@@H](O3)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)([C@@H]1O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1779141
PubChem CID:	54586746
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0002105] Glycosyl compounds [CHEMONTID:0002207] O-glycosyl compounds

*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
NPO11577	Buddleja officinalis	Species	Scrophulariaceae	Eukaryota	flowers	bought from a drugstore in Beijing	n.a.	PMID[10514305]
NPO11577	Buddleja officinalis	Species	Scrophulariaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[14738377]
NPO11577	Buddleja officinalis	Species	Scrophulariaceae	Eukaryota	flowers	n.a.	n.a.	PMID[21524582]
NPO11577	Buddleja officinalis	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11577	Buddleja officinalis	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11577	Buddleja officinalis	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11577	Buddleja officinalis	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11577	Buddleja officinalis	Species	Scrophulariaceae	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
Others	3

Activity Type	# Activity
NON-MOLECULAR	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	39.1	%	PMID[536615]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	42.0	%	PMID[536615]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	79.6	%	PMID[536615]

☑ 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 NPC170595 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	472
0.1-0.2	5033
0.2-0.3	15553
0.3-0.4	10132
0.4-0.5	7040
0.5-0.6	3507
0.6-0.7	886
0.7-0.8	69
0.8-0.85	3
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9589	High Similarity	NPC279575
0.9178	High Similarity	NPC470659
0.9178	High Similarity	NPC470660
0.8667	High Similarity	NPC248427
0.8333	Intermediate Similarity	NPC31349
0.8228	Intermediate Similarity	NPC188793
0.8214	Intermediate Similarity	NPC470657
0.8	Intermediate Similarity	NPC477760
0.8	Intermediate Similarity	NPC477761
0.8	Intermediate Similarity	NPC477758
0.8	Intermediate Similarity	NPC477759
0.8	Intermediate Similarity	NPC477754
0.7976	Intermediate Similarity	NPC474156
0.7907	Intermediate Similarity	NPC472396
0.7867	Intermediate Similarity	NPC477752
0.7867	Intermediate Similarity	NPC477756
0.7867	Intermediate Similarity	NPC477751
0.7867	Intermediate Similarity	NPC477764
0.7848	Intermediate Similarity	NPC166250
0.7831	Intermediate Similarity	NPC216941
0.7778	Intermediate Similarity	NPC309866
0.7753	Intermediate Similarity	NPC36372
0.7738	Intermediate Similarity	NPC475849
0.7727	Intermediate Similarity	NPC22918
0.7727	Intermediate Similarity	NPC102725
0.7692	Intermediate Similarity	NPC92196
0.7692	Intermediate Similarity	NPC474399
0.7667	Intermediate Similarity	NPC277774
0.7647	Intermediate Similarity	NPC474266
0.764	Intermediate Similarity	NPC279329
0.764	Intermediate Similarity	NPC223143
0.764	Intermediate Similarity	NPC65550
0.7625	Intermediate Similarity	NPC138273
0.7614	Intermediate Similarity	NPC281004
0.7614	Intermediate Similarity	NPC148534
0.7586	Intermediate Similarity	NPC149018
0.7586	Intermediate Similarity	NPC171484
0.7582	Intermediate Similarity	NPC45959
0.7582	Intermediate Similarity	NPC252253
0.7558	Intermediate Similarity	NPC259296
0.7558	Intermediate Similarity	NPC98276
0.7556	Intermediate Similarity	NPC276298
0.7556	Intermediate Similarity	NPC473830
0.7556	Intermediate Similarity	NPC235051
0.7556	Intermediate Similarity	NPC293609
0.7556	Intermediate Similarity	NPC204881
0.7528	Intermediate Similarity	NPC131466
0.7528	Intermediate Similarity	NPC473472
0.7527	Intermediate Similarity	NPC470684
0.7527	Intermediate Similarity	NPC470683
0.7527	Intermediate Similarity	NPC274200
0.7527	Intermediate Similarity	NPC470028
0.7527	Intermediate Similarity	NPC233649
0.75	Intermediate Similarity	NPC473064
0.75	Intermediate Similarity	NPC140446
0.75	Intermediate Similarity	NPC258501
0.75	Intermediate Similarity	NPC43912
0.75	Intermediate Similarity	NPC473067
0.75	Intermediate Similarity	NPC473065
0.7473	Intermediate Similarity	NPC297348
0.7473	Intermediate Similarity	NPC234352
0.7473	Intermediate Similarity	NPC172838
0.7473	Intermediate Similarity	NPC144790
0.7473	Intermediate Similarity	NPC249204
0.7473	Intermediate Similarity	NPC250393
0.7473	Intermediate Similarity	NPC167644
0.7473	Intermediate Similarity	NPC88962
0.7473	Intermediate Similarity	NPC325828
0.7473	Intermediate Similarity	NPC149400
0.7473	Intermediate Similarity	NPC477451
0.7473	Intermediate Similarity	NPC177834
0.7473	Intermediate Similarity	NPC311246
0.7473	Intermediate Similarity	NPC473726
0.7473	Intermediate Similarity	NPC477547
0.7473	Intermediate Similarity	NPC48339
0.7473	Intermediate Similarity	NPC141769
0.7473	Intermediate Similarity	NPC137004
0.7471	Intermediate Similarity	NPC290612
0.747	Intermediate Similarity	NPC272841
0.7468	Intermediate Similarity	NPC471879
0.7444	Intermediate Similarity	NPC473542
0.7419	Intermediate Similarity	NPC304011
0.7419	Intermediate Similarity	NPC473287
0.7419	Intermediate Similarity	NPC142264
0.7419	Intermediate Similarity	NPC476510
0.7419	Intermediate Similarity	NPC139271
0.7416	Intermediate Similarity	NPC470009
0.7407	Intermediate Similarity	NPC308489
0.7407	Intermediate Similarity	NPC53868
0.7407	Intermediate Similarity	NPC200167
0.7407	Intermediate Similarity	NPC209666
0.7407	Intermediate Similarity	NPC31046
0.7391	Intermediate Similarity	NPC473851
0.7391	Intermediate Similarity	NPC477224
0.7391	Intermediate Similarity	NPC291203
0.7391	Intermediate Similarity	NPC24960
0.7391	Intermediate Similarity	NPC264101
0.7391	Intermediate Similarity	NPC473503
0.7391	Intermediate Similarity	NPC217205
0.7391	Intermediate Similarity	NPC222731
0.7391	Intermediate Similarity	NPC113500
0.7391	Intermediate Similarity	NPC475325
0.7391	Intermediate Similarity	NPC174024
0.7391	Intermediate Similarity	NPC294686
0.7391	Intermediate Similarity	NPC179859
0.7391	Intermediate Similarity	NPC3538
0.7391	Intermediate Similarity	NPC131693
0.7391	Intermediate Similarity	NPC471464
0.7391	Intermediate Similarity	NPC253268
0.7391	Intermediate Similarity	NPC312678
0.7391	Intermediate Similarity	NPC175
0.7391	Intermediate Similarity	NPC291547
0.7391	Intermediate Similarity	NPC473774
0.7391	Intermediate Similarity	NPC475436
0.7363	Intermediate Similarity	NPC476668
0.7363	Intermediate Similarity	NPC473150
0.7363	Intermediate Similarity	NPC229801
0.7363	Intermediate Similarity	NPC59006
0.7363	Intermediate Similarity	NPC307167
0.7363	Intermediate Similarity	NPC210759
0.7363	Intermediate Similarity	NPC294643
0.7363	Intermediate Similarity	NPC149966
0.7363	Intermediate Similarity	NPC5632
0.7363	Intermediate Similarity	NPC274274
0.7363	Intermediate Similarity	NPC473637
0.734	Intermediate Similarity	NPC210157
0.734	Intermediate Similarity	NPC477223
0.734	Intermediate Similarity	NPC477222
0.7333	Intermediate Similarity	NPC82955
0.7333	Intermediate Similarity	NPC20822
0.7333	Intermediate Similarity	NPC50464
0.7333	Intermediate Similarity	NPC93190
0.7312	Intermediate Similarity	NPC6295
0.7312	Intermediate Similarity	NPC206003
0.7312	Intermediate Similarity	NPC215570
0.7312	Intermediate Similarity	NPC475351
0.7312	Intermediate Similarity	NPC107188
0.7312	Intermediate Similarity	NPC473610
0.7312	Intermediate Similarity	NPC469710
0.7312	Intermediate Similarity	NPC473727
0.7312	Intermediate Similarity	NPC19400
0.7312	Intermediate Similarity	NPC107962
0.7312	Intermediate Similarity	NPC211354
0.7292	Intermediate Similarity	NPC476838
0.7292	Intermediate Similarity	NPC476839
0.7283	Intermediate Similarity	NPC476669
0.7263	Intermediate Similarity	NPC291548
0.7262	Intermediate Similarity	NPC177343
0.7234	Intermediate Similarity	NPC116756
0.7234	Intermediate Similarity	NPC128572
0.7234	Intermediate Similarity	NPC84111
0.7234	Intermediate Similarity	NPC475643
0.7234	Intermediate Similarity	NPC195297
0.7234	Intermediate Similarity	NPC287483
0.7234	Intermediate Similarity	NPC473601
0.7234	Intermediate Similarity	NPC98018
0.7234	Intermediate Similarity	NPC475625
0.7234	Intermediate Similarity	NPC470863
0.7234	Intermediate Similarity	NPC470864
0.7234	Intermediate Similarity	NPC284104
0.7234	Intermediate Similarity	NPC470865
0.7234	Intermediate Similarity	NPC470866
0.7234	Intermediate Similarity	NPC97700
0.7234	Intermediate Similarity	NPC160426
0.7234	Intermediate Similarity	NPC232037
0.7234	Intermediate Similarity	NPC132080
0.7234	Intermediate Similarity	NPC103616
0.7234	Intermediate Similarity	NPC184617
0.7234	Intermediate Similarity	NPC30856
0.7234	Intermediate Similarity	NPC296936
0.7234	Intermediate Similarity	NPC121453
0.7216	Intermediate Similarity	NPC114700
0.7216	Intermediate Similarity	NPC134967
0.7216	Intermediate Similarity	NPC470029
0.7216	Intermediate Similarity	NPC310138
0.7204	Intermediate Similarity	NPC30687
0.7204	Intermediate Similarity	NPC305418
0.72	Intermediate Similarity	NPC477750
0.72	Intermediate Similarity	NPC477763
0.72	Intermediate Similarity	NPC472026
0.72	Intermediate Similarity	NPC477753
0.72	Intermediate Similarity	NPC477757
0.72	Intermediate Similarity	NPC477755
0.72	Intermediate Similarity	NPC477762
0.7191	Intermediate Similarity	NPC471240
0.7191	Intermediate Similarity	NPC107603
0.7158	Intermediate Similarity	NPC475207
0.7158	Intermediate Similarity	NPC476112
0.7158	Intermediate Similarity	NPC470862
0.7158	Intermediate Similarity	NPC83137
0.7158	Intermediate Similarity	NPC470861
0.7158	Intermediate Similarity	NPC51520
0.7158	Intermediate Similarity	NPC307534
0.7158	Intermediate Similarity	NPC470591
0.7158	Intermediate Similarity	NPC232611
0.7158	Intermediate Similarity	NPC115165
0.7158	Intermediate Similarity	NPC303069
0.7158	Intermediate Similarity	NPC76486
0.7143	Intermediate Similarity	NPC214030
0.7143	Intermediate Similarity	NPC83108

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 NPC170595 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	475
0.1-0.2	4751
0.2-0.3	2804
0.3-0.4	559
0.4-0.5	407
0.5-0.6	132
0.6-0.7	20
0.7-0.8	2
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
0.7473	Intermediate Similarity	NPD8171	Discontinued
0.7407	Intermediate Similarity	NPD1811	Approved
0.7407	Intermediate Similarity	NPD1810	Approved
0.7037	Intermediate Similarity	NPD2254	Approved
0.7037	Intermediate Similarity	NPD2686	Approved
0.7037	Intermediate Similarity	NPD2687	Approved
0.6854	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6854	Remote Similarity	NPD3669	Approved
0.6733	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6712	Remote Similarity	NPD890	Clinical (unspecified phase)
0.6712	Remote Similarity	NPD888	Phase 3
0.6712	Remote Similarity	NPD891	Phase 3
0.6712	Remote Similarity	NPD892	Phase 3
0.6712	Remote Similarity	NPD893	Approved
0.6705	Remote Similarity	NPD6928	Phase 2
0.6627	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.6569	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.6569	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.65	Remote Similarity	NPD371	Approved
0.6486	Remote Similarity	NPD889	Approved
0.6486	Remote Similarity	NPD894	Approved
0.6486	Remote Similarity	NPD895	Approved
0.6486	Remote Similarity	NPD887	Approved
0.6447	Remote Similarity	NPD2267	Suspended
0.6438	Remote Similarity	NPD904	Phase 3
0.6438	Remote Similarity	NPD905	Approved
0.6351	Remote Similarity	NPD2269	Approved
0.6329	Remote Similarity	NPD6123	Approved
0.614	Remote Similarity	NPD8033	Approved
0.6132	Remote Similarity	NPD6412	Phase 2
0.6091	Remote Similarity	NPD8133	Approved
0.6087	Remote Similarity	NPD1780	Approved
0.6087	Remote Similarity	NPD1779	Approved
0.6053	Remote Similarity	NPD8377	Approved
0.6053	Remote Similarity	NPD8294	Approved
0.6018	Remote Similarity	NPD7328	Approved
0.6018	Remote Similarity	NPD7327	Approved
0.6	Remote Similarity	NPD8379	Approved
0.6	Remote Similarity	NPD8380	Approved
0.6	Remote Similarity	NPD8335	Approved
0.6	Remote Similarity	NPD8296	Approved
0.6	Remote Similarity	NPD8378	Approved
0.5974	Remote Similarity	NPD7346	Approved
0.5965	Remote Similarity	NPD7516	Approved
0.5934	Remote Similarity	NPD4238	Approved
0.5934	Remote Similarity	NPD4802	Phase 2
0.593	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.5905	Remote Similarity	NPD8086	Approved
0.5905	Remote Similarity	NPD8082	Approved
0.5905	Remote Similarity	NPD8084	Approved
0.5905	Remote Similarity	NPD8138	Approved
0.5905	Remote Similarity	NPD8085	Approved
0.5905	Remote Similarity	NPD8083	Approved
0.5905	Remote Similarity	NPD8139	Approved
0.5862	Remote Similarity	NPD7503	Approved
0.5849	Remote Similarity	NPD8276	Approved
0.5849	Remote Similarity	NPD8275	Approved
0.5794	Remote Similarity	NPD8081	Approved
0.5784	Remote Similarity	NPD7991	Discontinued
0.5783	Remote Similarity	NPD847	Phase 1
0.5753	Remote Similarity	NPD8998	Phase 2
0.5753	Remote Similarity	NPD8997	Approved
0.5753	Remote Similarity	NPD8999	Phase 3
0.5753	Remote Similarity	NPD9000	Phase 3
0.5753	Remote Similarity	NPD8993	Phase 1
0.575	Remote Similarity	NPD369	Approved
0.5741	Remote Similarity	NPD8393	Approved
0.5714	Remote Similarity	NPD7524	Approved
0.5688	Remote Similarity	NPD8140	Approved
0.5688	Remote Similarity	NPD8307	Discontinued
0.5667	Remote Similarity	NPD7507	Approved
0.5636	Remote Similarity	NPD6686	Approved
0.5636	Remote Similarity	NPD8174	Phase 2
0.5604	Remote Similarity	NPD3702	Approved
0.56	Remote Similarity	NPD8966	Approved
0.56	Remote Similarity	NPD8965	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