NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	618.29
Volume:	598.147
LogP:	3.639
LogD:	2.395
LogS:	-5.47
# Rotatable Bonds:	10
TPSA:	153.09
# H-Bond Aceptor:	9
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.258
Synthetic Accessibility Score:	6.323
Fsp3:	1
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:	-5.155
MDCK Permeability:	2.13E-05
Pgp-inhibitor:	0.164
Pgp-substrate:	0
Human Intestinal Absorption (HIA):	0.025
20% Bioavailability (F20%):	0.005
30% Bioavailability (F30%):	0.475

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.087
Plasma Protein Binding (PPB):	96.60%
Volume Distribution (VD):	1.15
Pgp-substrate:	2.52%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.847
CYP2C19-inhibitor:	0.009
CYP2C19-substrate:	0.931
CYP2C9-inhibitor:	0.092
CYP2C9-substrate:	0.024
CYP2D6-inhibitor:	0.007
CYP2D6-substrate:	0.12
CYP3A4-inhibitor:	0.23
CYP3A4-substrate:	0.106

ADMET: Excretion

Clearance (CL):	3.448
Half-life (T1/2):	0.048

ADMET: Toxicity

hERG Blockers:	0.743
Human Hepatotoxicity (H-HT):	0.88
Drug-inuced Liver Injury (DILI):	0.347
AMES Toxicity:	0.258
Rat Oral Acute Toxicity:	0.631
Maximum Recommended Daily Dose:	0.962
Skin Sensitization:	0.981
Carcinogencity:	0.689
Eye Corrosion:	0.987
Eye Irritation:	0.603
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: NPC478130

Natural Product ID:	NPC478130
*Common Name:**	Bis(sulfuric acid sodium)(23S)-23-hydroxy-5alpha-cycloartane-3beta,28-diyl ester salt
IUPAC Name:	disodium;[(1S,3R,6S,7R,8R,11S,12S,15R,16R)-15-[(2R,4S)-4-hydroxy-6-methylheptan-2-yl]-7,12,16-trimethyl-7-(sulfonatooxymethyl)-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] sulfate
Synonyms:
Standard InCHIKey:	GHAIOCDBOSQMQS-CRKLHGEKSA-L
Standard InCHI:	InChI=1S/C30H52O9S2.2Na/c1-19(2)15-21(31)16-20(3)22-9-11-28(6)24-8-7-23-26(4,18-38-40(32,33)34)25(39-41(35,36)37)10-12-29(23)17-30(24,29)14-13-27(22,28)5;;/h19-25,31H,7-18H2,1-6H3,(H,32,33,34)(H,35,36,37);;/q;2*+1/p-2/t20-,21+,22-,23+,24+,25+,26+,27-,28+,29-,30+;;/m1../s1
SMILES:	C[C@H](C[C@H](CC(C)C)O)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H]([C@@]5(C)COS(=O)(=O)[O-])OS(=O)(=O)[O-])C)C.[Na+].[Na+]
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	25058093
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0002321] Cycloartanols and derivatives

*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
NPO33593	Tydemania expeditionis	Species		Eukaryota	n.a.	depths of 720 m at Herald Pass, Kadavu Province, Fiji (1846.370' S, 17827.746' E)	n.a.	PMID[18763828]

☑ 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	13
Others	2

Activity Type	# Activity
Cell Line	10
Organism	3
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT404	Cell Line	CCRF-CEM	Homo sapiens	IC50	=	31000	nM	PMID[18763828]
NPT90	Cell Line	DU-145	Homo sapiens	IC50	=	31000	nM	PMID[18763828]
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	31000	nM	PMID[18763828]
NPT2155	Cell Line	SHP77	Homo sapiens	IC50	=	31000	nM	PMID[18763828]
NPT937	Cell Line	NCI-H446	Homo sapiens	IC50	=	31000	nM	PMID[18763828]
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	=	31000	nM	PMID[18763828]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	31000	nM	PMID[18763828]
NPT784	Cell Line	MDA-MB-468	Homo sapiens	IC50	=	31000	nM	PMID[18763828]
NPT1900	Cell Line	DU-4475	Homo sapiens	IC50	=	31000	nM	PMID[18763828]
NPT457	Cell Line	BT-549	Homo sapiens	IC50	=	31000	nM	PMID[18763828]
NPT2	Others	Unspecified		IC50	=	31000	nM	PMID[18763828]
NPT3698	Organism	Lindra thalassiae	Lindra thalassiae	Activity	=	0.67	ug/ml	PMID[18763828]
NPT3698	Organism	Lindra thalassiae	Lindra thalassiae	IC50	=	26000	nM	PMID[18763828]
NPT3927	Organism	Rotifers	Rotifera	Activity	=	9	%	PMID[18763828]

☑ 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 NPC478130 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	414
0.1-0.2	5269
0.2-0.3	18228
0.3-0.4	8095
0.4-0.5	4952
0.5-0.6	4177
0.6-0.7	1215
0.7-0.8	297
0.8-0.85	37
0.85-0.9	10
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.942	High Similarity	NPC478103
0.9118	High Similarity	NPC473230
0.9118	High Similarity	NPC475884
0.8904	High Similarity	NPC477601
0.8904	High Similarity	NPC473916
0.8904	High Similarity	NPC477602
0.8824	High Similarity	NPC41577
0.8824	High Similarity	NPC477603
0.8824	High Similarity	NPC473276
0.8824	High Similarity	NPC474380
0.8676	High Similarity	NPC69149
0.8592	High Similarity	NPC470830
0.8592	High Similarity	NPC107919
0.8592	High Similarity	NPC241085
0.8592	High Similarity	NPC299948
0.8571	High Similarity	NPC475172
0.8529	High Similarity	NPC114891
0.8429	Intermediate Similarity	NPC142712
0.8421	Intermediate Similarity	NPC478128
0.8382	Intermediate Similarity	NPC148174
0.8382	Intermediate Similarity	NPC218585
0.8382	Intermediate Similarity	NPC71460
0.8356	Intermediate Similarity	NPC473279
0.8356	Intermediate Similarity	NPC477822
0.8356	Intermediate Similarity	NPC477821
0.8356	Intermediate Similarity	NPC323900
0.8356	Intermediate Similarity	NPC477823
0.8356	Intermediate Similarity	NPC195530
0.8356	Intermediate Similarity	NPC324984
0.8356	Intermediate Similarity	NPC473552
0.8333	Intermediate Similarity	NPC66407
0.831	Intermediate Similarity	NPC48079
0.8243	Intermediate Similarity	NPC472341
0.8243	Intermediate Similarity	NPC473238
0.8228	Intermediate Similarity	NPC477599
0.8219	Intermediate Similarity	NPC251201
0.8219	Intermediate Similarity	NPC63588
0.8219	Intermediate Similarity	NPC192192
0.8219	Intermediate Similarity	NPC232925
0.8194	Intermediate Similarity	NPC472741
0.8182	Intermediate Similarity	NPC147993
0.8169	Intermediate Similarity	NPC44122
0.8143	Intermediate Similarity	NPC167995
0.8143	Intermediate Similarity	NPC281540
0.8143	Intermediate Similarity	NPC118937
0.8143	Intermediate Similarity	NPC159654
0.8133	Intermediate Similarity	NPC304499
0.8125	Intermediate Similarity	NPC478054
0.8116	Intermediate Similarity	NPC185547
0.8116	Intermediate Similarity	NPC95804
0.8108	Intermediate Similarity	NPC100586
0.8108	Intermediate Similarity	NPC187471
0.8108	Intermediate Similarity	NPC252182
0.8108	Intermediate Similarity	NPC1340
0.8108	Intermediate Similarity	NPC157422
0.8108	Intermediate Similarity	NPC127094
0.8108	Intermediate Similarity	NPC470071
0.8108	Intermediate Similarity	NPC109457
0.8082	Intermediate Similarity	NPC477820
0.8082	Intermediate Similarity	NPC254037
0.8082	Intermediate Similarity	NPC129829
0.8077	Intermediate Similarity	NPC287452
0.8026	Intermediate Similarity	NPC478105
0.8026	Intermediate Similarity	NPC273366
0.8026	Intermediate Similarity	NPC317242
0.8026	Intermediate Similarity	NPC196136
0.8026	Intermediate Similarity	NPC70982
0.8026	Intermediate Similarity	NPC243027
0.8026	Intermediate Similarity	NPC230704
0.8026	Intermediate Similarity	NPC158208
0.8	Intermediate Similarity	NPC153719
0.8	Intermediate Similarity	NPC470610
0.7973	Intermediate Similarity	NPC231945
0.7973	Intermediate Similarity	NPC282454
0.7952	Intermediate Similarity	NPC477600
0.7949	Intermediate Similarity	NPC471769
0.7941	Intermediate Similarity	NPC476735
0.7922	Intermediate Similarity	NPC470145
0.7922	Intermediate Similarity	NPC163597
0.7895	Intermediate Similarity	NPC192501
0.7895	Intermediate Similarity	NPC5046
0.7895	Intermediate Similarity	NPC49168
0.7895	Intermediate Similarity	NPC228994
0.7895	Intermediate Similarity	NPC48795
0.7895	Intermediate Similarity	NPC254509
0.7895	Intermediate Similarity	NPC145552
0.7895	Intermediate Similarity	NPC196358
0.7895	Intermediate Similarity	NPC10476
0.7867	Intermediate Similarity	NPC157777
0.7867	Intermediate Similarity	NPC131506
0.7848	Intermediate Similarity	NPC52951
0.7838	Intermediate Similarity	NPC99264
0.7826	Intermediate Similarity	NPC95958
0.7821	Intermediate Similarity	NPC475031
0.7821	Intermediate Similarity	NPC185915
0.7821	Intermediate Similarity	NPC105208
0.7821	Intermediate Similarity	NPC302578
0.7821	Intermediate Similarity	NPC331618
0.7821	Intermediate Similarity	NPC477227
0.7821	Intermediate Similarity	NPC257191
0.7821	Intermediate Similarity	NPC128951
0.7821	Intermediate Similarity	NPC192046
0.7821	Intermediate Similarity	NPC11907
0.7821	Intermediate Similarity	NPC133596
0.7821	Intermediate Similarity	NPC476233
0.7808	Intermediate Similarity	NPC63190
0.7805	Intermediate Similarity	NPC478102
0.7805	Intermediate Similarity	NPC320824
0.7792	Intermediate Similarity	NPC200243
0.7778	Intermediate Similarity	NPC472946
0.7778	Intermediate Similarity	NPC475388
0.7763	Intermediate Similarity	NPC232112
0.7763	Intermediate Similarity	NPC195489
0.7722	Intermediate Similarity	NPC472342
0.7722	Intermediate Similarity	NPC67657
0.7722	Intermediate Similarity	NPC18857
0.7722	Intermediate Similarity	NPC329117
0.7703	Intermediate Similarity	NPC474756
0.7692	Intermediate Similarity	NPC4209
0.7692	Intermediate Similarity	NPC78067
0.7692	Intermediate Similarity	NPC93662
0.7692	Intermediate Similarity	NPC278091
0.7662	Intermediate Similarity	NPC477508
0.7654	Intermediate Similarity	NPC12933
0.7654	Intermediate Similarity	NPC469745
0.7632	Intermediate Similarity	NPC8004
0.7632	Intermediate Similarity	NPC320549
0.7632	Intermediate Similarity	NPC111234
0.7632	Intermediate Similarity	NPC58057
0.7632	Intermediate Similarity	NPC151018
0.7632	Intermediate Similarity	NPC156277
0.7632	Intermediate Similarity	NPC127283
0.7625	Intermediate Similarity	NPC269333
0.7625	Intermediate Similarity	NPC81074
0.7625	Intermediate Similarity	NPC474132
0.7625	Intermediate Similarity	NPC477282
0.76	Intermediate Similarity	NPC470833
0.7595	Intermediate Similarity	NPC317913
0.7595	Intermediate Similarity	NPC474574
0.7595	Intermediate Similarity	NPC264602
0.7595	Intermediate Similarity	NPC207010
0.7595	Intermediate Similarity	NPC64081
0.7564	Intermediate Similarity	NPC231256
0.7564	Intermediate Similarity	NPC270306
0.7564	Intermediate Similarity	NPC195155
0.7564	Intermediate Similarity	NPC104387
0.7564	Intermediate Similarity	NPC185536
0.7564	Intermediate Similarity	NPC231680
0.7564	Intermediate Similarity	NPC174964
0.7564	Intermediate Similarity	NPC212879
0.7564	Intermediate Similarity	NPC3403
0.7564	Intermediate Similarity	NPC97534
0.7564	Intermediate Similarity	NPC212733
0.7564	Intermediate Similarity	NPC240235
0.7564	Intermediate Similarity	NPC91387
0.7564	Intermediate Similarity	NPC178383
0.7536	Intermediate Similarity	NPC135438
0.7534	Intermediate Similarity	NPC260116
0.7534	Intermediate Similarity	NPC475943
0.7534	Intermediate Similarity	NPC190827
0.7534	Intermediate Similarity	NPC243469
0.7534	Intermediate Similarity	NPC80463
0.7531	Intermediate Similarity	NPC16449
0.7529	Intermediate Similarity	NPC475313
0.75	Intermediate Similarity	NPC45296
0.75	Intermediate Similarity	NPC236099
0.75	Intermediate Similarity	NPC209686
0.75	Intermediate Similarity	NPC171426
0.75	Intermediate Similarity	NPC65897
0.75	Intermediate Similarity	NPC249078
0.75	Intermediate Similarity	NPC80089
0.75	Intermediate Similarity	NPC31828
0.75	Intermediate Similarity	NPC292419
0.75	Intermediate Similarity	NPC302041
0.75	Intermediate Similarity	NPC301707
0.75	Intermediate Similarity	NPC290791
0.75	Intermediate Similarity	NPC324700
0.75	Intermediate Similarity	NPC34046
0.75	Intermediate Similarity	NPC224802
0.75	Intermediate Similarity	NPC85346
0.747	Intermediate Similarity	NPC113978
0.7468	Intermediate Similarity	NPC472486
0.7468	Intermediate Similarity	NPC472487
0.7468	Intermediate Similarity	NPC5767
0.7468	Intermediate Similarity	NPC91573
0.7468	Intermediate Similarity	NPC86305
0.7468	Intermediate Similarity	NPC14112
0.7468	Intermediate Similarity	NPC475742
0.7467	Intermediate Similarity	NPC469987
0.7436	Intermediate Similarity	NPC472503
0.7436	Intermediate Similarity	NPC254340
0.7436	Intermediate Similarity	NPC475458
0.7436	Intermediate Similarity	NPC192638
0.7436	Intermediate Similarity	NPC25511
0.7436	Intermediate Similarity	NPC280026
0.7436	Intermediate Similarity	NPC62657
0.7436	Intermediate Similarity	NPC167702
0.7436	Intermediate Similarity	NPC308440
0.7412	Intermediate Similarity	NPC477604
0.7412	Intermediate Similarity	NPC302111

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 NPC478130 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	384
0.1-0.2	4604
0.2-0.3	3079
0.3-0.4	646
0.4-0.5	199
0.5-0.6	191
0.6-0.7	31
0.7-0.8	15
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8592	High Similarity	NPD4267	Clinical (unspecified phase)
0.7733	Intermediate Similarity	NPD4787	Phase 1
0.7692	Intermediate Similarity	NPD6117	Approved
0.7632	Intermediate Similarity	NPD4809	Clinical (unspecified phase)
0.7632	Intermediate Similarity	NPD4808	Clinical (unspecified phase)
0.7595	Intermediate Similarity	NPD6116	Phase 1
0.75	Intermediate Similarity	NPD6114	Approved
0.75	Intermediate Similarity	NPD6118	Approved
0.75	Intermediate Similarity	NPD6115	Approved
0.75	Intermediate Similarity	NPD6697	Approved
0.7436	Intermediate Similarity	NPD6113	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD3699	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD3700	Clinical (unspecified phase)
0.7317	Intermediate Similarity	NPD7525	Registered
0.7284	Intermediate Similarity	NPD5364	Discontinued
0.7125	Intermediate Similarity	NPD3703	Phase 2
0.7079	Intermediate Similarity	NPD6700	Approved
0.7079	Intermediate Similarity	NPD6701	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD4789	Approved
0.7051	Intermediate Similarity	NPD4245	Approved
0.7051	Intermediate Similarity	NPD4244	Approved
0.7013	Intermediate Similarity	NPD5361	Clinical (unspecified phase)
0.7013	Intermediate Similarity	NPD5360	Phase 3
0.7	Intermediate Similarity	NPD6702	Approved
0.7	Intermediate Similarity	NPD6703	Approved
0.6923	Remote Similarity	NPD3698	Phase 2
0.6905	Remote Similarity	NPD6928	Phase 2
0.6842	Remote Similarity	NPD3171	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD6942	Approved
0.6707	Remote Similarity	NPD7339	Approved
0.6705	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3671	Phase 1
0.6632	Remote Similarity	NPD7920	Phase 3
0.6632	Remote Similarity	NPD7919	Phase 3
0.6588	Remote Similarity	NPD7645	Phase 2
0.6582	Remote Similarity	NPD6705	Phase 1
0.6562	Remote Similarity	NPD8088	Phase 1
0.6559	Remote Similarity	NPD8171	Discontinued
0.6543	Remote Similarity	NPD4758	Discontinued
0.6543	Remote Similarity	NPD6081	Approved
0.6429	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6329	Remote Similarity	NPD4224	Phase 2
0.6324	Remote Similarity	NPD385	Approved
0.6324	Remote Similarity	NPD384	Approved
0.6322	Remote Similarity	NPD4748	Discontinued
0.6277	Remote Similarity	NPD8034	Phase 2
0.6277	Remote Similarity	NPD8035	Phase 2
0.6237	Remote Similarity	NPD5328	Approved
0.6222	Remote Similarity	NPD4786	Approved
0.619	Remote Similarity	NPD6926	Approved
0.619	Remote Similarity	NPD6924	Approved
0.6145	Remote Similarity	NPD5777	Approved
0.6118	Remote Similarity	NPD3702	Approved
0.6111	Remote Similarity	NPD4788	Approved
0.6105	Remote Similarity	NPD6079	Approved
0.6087	Remote Similarity	NPD3618	Phase 1
0.6047	Remote Similarity	NPD6933	Approved
0.6044	Remote Similarity	NPD3668	Phase 3
0.6023	Remote Similarity	NPD6929	Approved
0.6	Remote Similarity	NPD8418	Phase 2
0.6	Remote Similarity	NPD3667	Approved
0.596	Remote Similarity	NPD4755	Approved
0.5955	Remote Similarity	NPD6931	Approved
0.5955	Remote Similarity	NPD6930	Phase 2
0.5952	Remote Similarity	NPD7150	Approved
0.5952	Remote Similarity	NPD4243	Approved
0.5952	Remote Similarity	NPD7151	Approved
0.5952	Remote Similarity	NPD7152	Approved
0.5934	Remote Similarity	NPD6695	Phase 3
0.5922	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.5918	Remote Similarity	NPD7991	Discontinued
0.5914	Remote Similarity	NPD8308	Discontinued
0.5904	Remote Similarity	NPD6923	Approved
0.5904	Remote Similarity	NPD6922	Approved
0.59	Remote Similarity	NPD7638	Approved
0.5889	Remote Similarity	NPD6902	Approved
0.5876	Remote Similarity	NPD4202	Approved
0.5875	Remote Similarity	NPD371	Approved
0.587	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.5859	Remote Similarity	NPD5221	Approved
0.5859	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.5859	Remote Similarity	NPD4697	Phase 3
0.5859	Remote Similarity	NPD5222	Approved
0.5851	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.5842	Remote Similarity	NPD4700	Approved
0.5842	Remote Similarity	NPD5286	Approved
0.5842	Remote Similarity	NPD4696	Approved
0.5842	Remote Similarity	NPD7639	Approved
0.5842	Remote Similarity	NPD7640	Approved
0.5842	Remote Similarity	NPD5285	Approved
0.5833	Remote Similarity	NPD7143	Approved
0.5833	Remote Similarity	NPD7144	Approved
0.5814	Remote Similarity	NPD4785	Approved
0.5814	Remote Similarity	NPD4784	Approved
0.58	Remote Similarity	NPD5173	Approved
0.5795	Remote Similarity	NPD6932	Approved
0.5795	Remote Similarity	NPD5776	Phase 2
0.5795	Remote Similarity	NPD6925	Approved
0.5778	Remote Similarity	NPD7509	Discontinued
0.5773	Remote Similarity	NPD7515	Phase 2
0.5743	Remote Similarity	NPD5290	Discontinued
0.573	Remote Similarity	NPD7145	Approved
0.5729	Remote Similarity	NPD4753	Phase 2
0.5728	Remote Similarity	NPD7632	Discontinued
0.5728	Remote Similarity	NPD5226	Approved
0.5728	Remote Similarity	NPD5224	Approved
0.5728	Remote Similarity	NPD5225	Approved
0.5728	Remote Similarity	NPD5211	Phase 2
0.5728	Remote Similarity	NPD4633	Approved
0.5714	Remote Similarity	NPD4768	Approved
0.5714	Remote Similarity	NPD7128	Approved
0.5714	Remote Similarity	NPD6675	Approved
0.5714	Remote Similarity	NPD5739	Approved
0.5714	Remote Similarity	NPD6399	Phase 3
0.5714	Remote Similarity	NPD6402	Approved
0.5714	Remote Similarity	NPD4767	Approved
0.5701	Remote Similarity	NPD6372	Approved
0.5701	Remote Similarity	NPD6373	Approved
0.5699	Remote Similarity	NPD3665	Phase 1
0.5699	Remote Similarity	NPD3666	Approved
0.5699	Remote Similarity	NPD3133	Approved
0.5684	Remote Similarity	NPD7524	Approved
0.5684	Remote Similarity	NPD7750	Discontinued
0.5673	Remote Similarity	NPD5174	Approved
0.5673	Remote Similarity	NPD4754	Approved
0.5673	Remote Similarity	NPD5175	Approved
0.5667	Remote Similarity	NPD6683	Phase 2
0.5638	Remote Similarity	NPD6893	Approved
0.5631	Remote Similarity	NPD5223	Approved
0.5631	Remote Similarity	NPD4159	Approved
0.5619	Remote Similarity	NPD5141	Approved
0.5607	Remote Similarity	NPD6881	Approved
0.5607	Remote Similarity	NPD7320	Approved
0.5607	Remote Similarity	NPD4730	Approved
0.5607	Remote Similarity	NPD6899	Approved
0.5607	Remote Similarity	NPD4729	Approved
0.5604	Remote Similarity	NPD7514	Phase 3

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