NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	178.06
Volume:	186.148
LogP:	1.586
LogD:	1.583
LogS:	-2.618
# Rotatable Bonds:	3
TPSA:	46.53
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.565
Synthetic Accessibility Score:	2.497
Fsp3:	0.1
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.558
MDCK Permeability:	1.4422544154513162e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.022
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.012
30% Bioavailability (F30%):	0.03

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.446
Plasma Protein Binding (PPB):	82.65692901611328%
Volume Distribution (VD):	0.709
Pgp-substrate:	14.513039588928223%

ADMET: Metabolism

CYP1A2-inhibitor:	0.915
CYP1A2-substrate:	0.679
CYP2C19-inhibitor:	0.211
CYP2C19-substrate:	0.215
CYP2C9-inhibitor:	0.072
CYP2C9-substrate:	0.939
CYP2D6-inhibitor:	0.203
CYP2D6-substrate:	0.878
CYP3A4-inhibitor:	0.103
CYP3A4-substrate:	0.171

ADMET: Excretion

Clearance (CL):	7.503
Half-life (T1/2):	0.814

ADMET: Toxicity

hERG Blockers:	0.032
Human Hepatotoxicity (H-HT):	0.051
Drug-inuced Liver Injury (DILI):	0.116
AMES Toxicity:	0.76
Rat Oral Acute Toxicity:	0.863
Maximum Recommended Daily Dose:	0.071
Skin Sensitization:	0.885
Carcinogencity:	0.859
Eye Corrosion:	0.813
Eye Irritation:	0.988
Respiratory Toxicity:	0.841

Download Data

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

Natural Product: NPC212743

Natural Product ID:	NPC212743
*Common Name:**	Cassiferaldehyde
IUPAC Name:	(E)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enal
Synonyms:	Cassiferaldehyde
Standard InCHIKey:	LNYOLAZJJYTRSO-HWKANZROSA-N
Standard InCHI:	InChI=1S/C10H10O3/c1-13-10-8(5-3-7-11)4-2-6-9(10)12/h2-7,12H,1H3/b5-3+
SMILES:	COc1c(cccc1O)/C=C/C=O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1077145
PubChem CID:	44178761
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000134] Phenols [CHEMONTID:0000190] Methoxyphenols

*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
NPO31458	Cinnamomum cassia	Species	Lauraceae	Eukaryota	twigs	n.a.	n.a.	PMID[19555125]
NPO31458	Cinnamomum cassia	Species	Lauraceae	Eukaryota	twigs	n.a.	n.a.	PMID[22677314]
NPO31458	Cinnamomum cassia	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO31458	Cinnamomum cassia	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]

☑ 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	1

Activity Type	# Activity
Individual Protein	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT43	Individual Protein	Tyrosinase	Agaricus bisporus	IC50	=	260000.0	nM	PMID[515805]

☑ 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 NPC212743 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	268
0.1-0.2	1850
0.2-0.3	5618
0.3-0.4	13191
0.4-0.5	4185
0.5-0.6	5929
0.6-0.7	9077
0.7-0.8	2285
0.8-0.85	229
0.85-0.9	62
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9554	High Similarity	NPC39793
0.9189	High Similarity	NPC195873
0.9016	High Similarity	NPC261759
0.8974	High Similarity	NPC202474
0.8966	High Similarity	NPC137537
0.8966	High Similarity	NPC70744
0.8966	High Similarity	NPC107588
0.8966	High Similarity	NPC272471
0.8966	High Similarity	NPC164706
0.8929	High Similarity	NPC179309
0.8898	High Similarity	NPC204466
0.885	High Similarity	NPC156840
0.885	High Similarity	NPC8547
0.885	High Similarity	NPC257124
0.885	High Similarity	NPC78918
0.885	High Similarity	NPC173746
0.885	High Similarity	NPC139617
0.8843	High Similarity	NPC271985
0.8843	High Similarity	NPC87113
0.8839	High Similarity	NPC233731
0.8839	High Similarity	NPC36108
0.8839	High Similarity	NPC7097
0.8839	High Similarity	NPC246358
0.8824	High Similarity	NPC70752
0.876	High Similarity	NPC60517
0.876	High Similarity	NPC146886
0.876	High Similarity	NPC20443
0.875	High Similarity	NPC114298
0.8739	High Similarity	NPC224814
0.8739	High Similarity	NPC189844
0.8739	High Similarity	NPC269843
0.8739	High Similarity	NPC60962
0.8739	High Similarity	NPC14007
0.8739	High Similarity	NPC307253
0.8739	High Similarity	NPC109083
0.8699	High Similarity	NPC203719
0.8699	High Similarity	NPC117237
0.8689	High Similarity	NPC289459
0.8678	High Similarity	NPC4181
0.8678	High Similarity	NPC164778
0.8678	High Similarity	NPC257976
0.8678	High Similarity	NPC242372
0.8655	High Similarity	NPC2058
0.8632	High Similarity	NPC221049
0.8629	High Similarity	NPC478215
0.8621	High Similarity	NPC294941
0.8618	High Similarity	NPC213552
0.8618	High Similarity	NPC120225
0.8607	High Similarity	NPC312404
0.8607	High Similarity	NPC273686
0.8607	High Similarity	NPC246704
0.8595	High Similarity	NPC286573
0.8583	High Similarity	NPC158949
0.8571	High Similarity	NPC19149
0.8571	High Similarity	NPC299406
0.8559	High Similarity	NPC164386
0.8545	High Similarity	NPC84325
0.8525	High Similarity	NPC160900
0.8525	High Similarity	NPC106659
0.8525	High Similarity	NPC238810
0.8525	High Similarity	NPC18984
0.8525	High Similarity	NPC229084
0.8496	Intermediate Similarity	NPC227894
0.8492	Intermediate Similarity	NPC298268
0.8487	Intermediate Similarity	NPC255675
0.8468	Intermediate Similarity	NPC179777
0.8435	Intermediate Similarity	NPC137685
0.8417	Intermediate Similarity	NPC24474
0.8417	Intermediate Similarity	NPC311595
0.8417	Intermediate Similarity	NPC37858
0.8417	Intermediate Similarity	NPC320987
0.8417	Intermediate Similarity	NPC181969
0.8413	Intermediate Similarity	NPC83062
0.8403	Intermediate Similarity	NPC293619
0.8403	Intermediate Similarity	NPC280001
0.84	Intermediate Similarity	NPC276466
0.84	Intermediate Similarity	NPC32163
0.84	Intermediate Similarity	NPC16651
0.84	Intermediate Similarity	NPC151167
0.84	Intermediate Similarity	NPC5018
0.84	Intermediate Similarity	NPC123722
0.84	Intermediate Similarity	NPC123228
0.8387	Intermediate Similarity	NPC300326
0.8387	Intermediate Similarity	NPC58279
0.8376	Intermediate Similarity	NPC95381
0.8372	Intermediate Similarity	NPC249791
0.8372	Intermediate Similarity	NPC119060
0.8372	Intermediate Similarity	NPC237594
0.8372	Intermediate Similarity	NPC476387
0.8362	Intermediate Similarity	NPC226250
0.8361	Intermediate Similarity	NPC177291
0.8361	Intermediate Similarity	NPC476165
0.8361	Intermediate Similarity	NPC194416
0.8361	Intermediate Similarity	NPC201777
0.8359	Intermediate Similarity	NPC2190
0.8347	Intermediate Similarity	NPC177475
0.8347	Intermediate Similarity	NPC148615
0.8347	Intermediate Similarity	NPC35071
0.8333	Intermediate Similarity	NPC124916
0.8333	Intermediate Similarity	NPC109275
0.8333	Intermediate Similarity	NPC470626
0.8333	Intermediate Similarity	NPC110313
0.832	Intermediate Similarity	NPC276014
0.832	Intermediate Similarity	NPC84076
0.832	Intermediate Similarity	NPC303680
0.832	Intermediate Similarity	NPC90128
0.8319	Intermediate Similarity	NPC227255
0.8319	Intermediate Similarity	NPC111225
0.8319	Intermediate Similarity	NPC288760
0.8305	Intermediate Similarity	NPC261453
0.8305	Intermediate Similarity	NPC217472
0.8305	Intermediate Similarity	NPC33749
0.8305	Intermediate Similarity	NPC328593
0.8279	Intermediate Similarity	NPC207613
0.8268	Intermediate Similarity	NPC304622
0.8268	Intermediate Similarity	NPC48315
0.8264	Intermediate Similarity	NPC310338
0.8264	Intermediate Similarity	NPC281298
0.8264	Intermediate Similarity	NPC20674
0.825	Intermediate Similarity	NPC259638
0.825	Intermediate Similarity	NPC65791
0.824	Intermediate Similarity	NPC280767
0.8235	Intermediate Similarity	NPC233669
0.8235	Intermediate Similarity	NPC474967
0.8231	Intermediate Similarity	NPC92830
0.823	Intermediate Similarity	NPC79672
0.823	Intermediate Similarity	NPC292792
0.8226	Intermediate Similarity	NPC121115
0.8226	Intermediate Similarity	NPC95168
0.8226	Intermediate Similarity	NPC163083
0.8217	Intermediate Similarity	NPC50763
0.8214	Intermediate Similarity	NPC12714
0.8214	Intermediate Similarity	NPC310905
0.8211	Intermediate Similarity	NPC470212
0.8211	Intermediate Similarity	NPC470804
0.8211	Intermediate Similarity	NPC343720
0.8211	Intermediate Similarity	NPC312675
0.8211	Intermediate Similarity	NPC324571
0.8211	Intermediate Similarity	NPC476343
0.8211	Intermediate Similarity	NPC54872
0.8211	Intermediate Similarity	NPC113865
0.8211	Intermediate Similarity	NPC184651
0.8211	Intermediate Similarity	NPC262156
0.8211	Intermediate Similarity	NPC473853
0.8205	Intermediate Similarity	NPC55300
0.8203	Intermediate Similarity	NPC172673
0.8197	Intermediate Similarity	NPC232316
0.8197	Intermediate Similarity	NPC227217
0.8197	Intermediate Similarity	NPC56214
0.8197	Intermediate Similarity	NPC242885
0.8197	Intermediate Similarity	NPC229401
0.8197	Intermediate Similarity	NPC117780
0.8197	Intermediate Similarity	NPC95614
0.8197	Intermediate Similarity	NPC165133
0.8182	Intermediate Similarity	NPC283711
0.8182	Intermediate Similarity	NPC203124
0.8182	Intermediate Similarity	NPC275519
0.8182	Intermediate Similarity	NPC309434
0.8174	Intermediate Similarity	NPC233320
0.8168	Intermediate Similarity	NPC214729
0.8167	Intermediate Similarity	NPC154256
0.8167	Intermediate Similarity	NPC281277
0.8167	Intermediate Similarity	NPC290470
0.8167	Intermediate Similarity	NPC193067
0.816	Intermediate Similarity	NPC183446
0.816	Intermediate Similarity	NPC4012
0.8154	Intermediate Similarity	NPC36490
0.8154	Intermediate Similarity	NPC475468
0.8148	Intermediate Similarity	NPC299154
0.8145	Intermediate Similarity	NPC209567
0.8145	Intermediate Similarity	NPC246967
0.8145	Intermediate Similarity	NPC135414
0.8145	Intermediate Similarity	NPC85488
0.8136	Intermediate Similarity	NPC165646
0.813	Intermediate Similarity	NPC295317
0.813	Intermediate Similarity	NPC131868
0.8125	Intermediate Similarity	NPC13755
0.812	Intermediate Similarity	NPC13067
0.8115	Intermediate Similarity	NPC135961
0.8115	Intermediate Similarity	NPC57501
0.811	Intermediate Similarity	NPC293641
0.811	Intermediate Similarity	NPC20404
0.811	Intermediate Similarity	NPC12022
0.811	Intermediate Similarity	NPC20287
0.8103	Intermediate Similarity	NPC241549
0.8099	Intermediate Similarity	NPC86947
0.8095	Intermediate Similarity	NPC60885
0.8095	Intermediate Similarity	NPC299584
0.8095	Intermediate Similarity	NPC53305
0.8095	Intermediate Similarity	NPC234400
0.8095	Intermediate Similarity	NPC82483
0.8095	Intermediate Similarity	NPC257589
0.8095	Intermediate Similarity	NPC265483
0.8092	Intermediate Similarity	NPC237330
0.8092	Intermediate Similarity	NPC135127
0.8092	Intermediate Similarity	NPC144662
0.8092	Intermediate Similarity	NPC471110
0.8088	Intermediate Similarity	NPC264706
0.8088	Intermediate Similarity	NPC474444
0.8088	Intermediate Similarity	NPC284881

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 NPC212743 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	263
0.1-0.2	1069
0.2-0.3	1704
0.3-0.4	2819
0.4-0.5	1639
0.5-0.6	1034
0.6-0.7	566
0.7-0.8	53
0.8-0.85	0
0.85-0.9	3
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.885	High Similarity	NPD228	Approved
0.8699	High Similarity	NPD9494	Approved
0.8525	High Similarity	NPD4379	Clinical (unspecified phase)
0.8017	Intermediate Similarity	NPD290	Approved
0.8	Intermediate Similarity	NPD9296	Approved
0.7951	Intermediate Similarity	NPD5536	Phase 2
0.7823	Intermediate Similarity	NPD1357	Approved
0.7744	Intermediate Similarity	NPD447	Suspended
0.7712	Intermediate Similarity	NPD1358	Approved
0.771	Intermediate Similarity	NPD3027	Phase 3
0.7698	Intermediate Similarity	NPD3496	Discontinued
0.7623	Intermediate Similarity	NPD5283	Phase 1
0.7619	Intermediate Similarity	NPD4626	Approved
0.7537	Intermediate Similarity	NPD1613	Approved
0.7537	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD2684	Approved
0.75	Intermediate Similarity	NPD6671	Approved
0.748	Intermediate Similarity	NPD1778	Approved
0.7479	Intermediate Similarity	NPD3134	Approved
0.7479	Intermediate Similarity	NPD968	Approved
0.7463	Intermediate Similarity	NPD2674	Phase 3
0.7436	Intermediate Similarity	NPD291	Approved
0.7431	Intermediate Similarity	NPD1653	Approved
0.7424	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7407	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7407	Intermediate Similarity	NPD3620	Phase 2
0.7407	Intermediate Similarity	NPD4060	Phase 1
0.7402	Intermediate Similarity	NPD5691	Approved
0.7395	Intermediate Similarity	NPD9697	Approved
0.7388	Intermediate Similarity	NPD3145	Approved
0.7388	Intermediate Similarity	NPD3144	Approved
0.7304	Intermediate Similarity	NPD844	Approved
0.7302	Intermediate Similarity	NPD9493	Approved
0.7295	Intermediate Similarity	NPD3021	Approved
0.7295	Intermediate Similarity	NPD3022	Approved
0.7279	Intermediate Similarity	NPD1558	Phase 1
0.7258	Intermediate Similarity	NPD7843	Approved
0.7241	Intermediate Similarity	NPD288	Approved
0.7231	Intermediate Similarity	NPD422	Phase 1
0.723	Intermediate Similarity	NPD1934	Approved
0.7226	Intermediate Similarity	NPD230	Phase 1
0.7222	Intermediate Similarity	NPD7157	Approved
0.7203	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD3882	Suspended
0.72	Intermediate Similarity	NPD1241	Discontinued
0.7197	Intermediate Similarity	NPD2922	Phase 1
0.7176	Intermediate Similarity	NPD9717	Approved
0.7164	Intermediate Similarity	NPD3018	Phase 2
0.7143	Intermediate Similarity	NPD3111	Phase 1
0.7121	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7105	Intermediate Similarity	NPD9365	Approved
0.7103	Intermediate Similarity	NPD1754	Clinical (unspecified phase)
0.7099	Intermediate Similarity	NPD1091	Approved
0.7099	Intermediate Similarity	NPD3705	Approved
0.7092	Intermediate Similarity	NPD7266	Discontinued
0.7087	Intermediate Similarity	NPD709	Approved
0.708	Intermediate Similarity	NPD9295	Approved
0.7067	Intermediate Similarity	NPD2801	Approved
0.7054	Intermediate Similarity	NPD1548	Phase 1
0.7054	Intermediate Similarity	NPD9545	Approved
0.7034	Intermediate Similarity	NPD1511	Approved
0.7027	Intermediate Similarity	NPD824	Approved
0.7021	Intermediate Similarity	NPD2935	Discontinued
0.7021	Intermediate Similarity	NPD1551	Phase 2
0.7015	Intermediate Similarity	NPD1203	Approved
0.7007	Intermediate Similarity	NPD411	Approved
0.6993	Remote Similarity	NPD5177	Phase 3
0.6992	Remote Similarity	NPD2983	Phase 2
0.6992	Remote Similarity	NPD2982	Phase 2
0.6984	Remote Similarity	NPD821	Approved
0.6984	Remote Similarity	NPD9377	Approved
0.6984	Remote Similarity	NPD9379	Approved
0.6978	Remote Similarity	NPD1933	Approved
0.697	Remote Similarity	NPD1610	Phase 2
0.6957	Remote Similarity	NPD1726	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6939	Remote Similarity	NPD1512	Approved
0.6929	Remote Similarity	NPD6653	Approved
0.6918	Remote Similarity	NPD4357	Discontinued
0.6918	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6917	Remote Similarity	NPD2230	Approved
0.6917	Remote Similarity	NPD2233	Approved
0.6917	Remote Similarity	NPD2981	Phase 2
0.6917	Remote Similarity	NPD2232	Approved
0.6912	Remote Similarity	NPD2861	Phase 2
0.6906	Remote Similarity	NPD1240	Approved
0.6889	Remote Similarity	NPD2797	Approved
0.6884	Remote Similarity	NPD1048	Approved
0.6884	Remote Similarity	NPD6798	Discontinued
0.688	Remote Similarity	NPD556	Approved
0.6875	Remote Similarity	NPD111	Approved
0.6875	Remote Similarity	NPD3060	Approved
0.6875	Remote Similarity	NPD9299	Approved
0.687	Remote Similarity	NPD5585	Approved
0.6866	Remote Similarity	NPD4749	Approved
0.6863	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6861	Remote Similarity	NPD600	Approved
0.6861	Remote Similarity	NPD5752	Clinical (unspecified phase)
0.6861	Remote Similarity	NPD596	Approved
0.6857	Remote Similarity	NPD6355	Discontinued
0.6853	Remote Similarity	NPD5762	Approved
0.6853	Remote Similarity	NPD5763	Approved
0.6842	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD2798	Approved
0.6838	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD845	Approved
0.6838	Remote Similarity	NPD6584	Phase 3
0.6831	Remote Similarity	NPD1510	Phase 2
0.6828	Remote Similarity	NPD8166	Discontinued
0.6828	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6828	Remote Similarity	NPD4110	Phase 3
0.6825	Remote Similarity	NPD9280	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD9384	Approved
0.6818	Remote Similarity	NPD9381	Approved
0.6815	Remote Similarity	NPD3225	Approved
0.6815	Remote Similarity	NPD1283	Approved
0.6812	Remote Similarity	NPD7095	Approved
0.6809	Remote Similarity	NPD1607	Approved
0.6809	Remote Similarity	NPD2492	Phase 1
0.6806	Remote Similarity	NPD2424	Discontinued
0.68	Remote Similarity	NPD3866	Clinical (unspecified phase)
0.6791	Remote Similarity	NPD2235	Phase 2
0.6791	Remote Similarity	NPD2231	Phase 2
0.6791	Remote Similarity	NPD1608	Approved
0.6788	Remote Similarity	NPD1712	Approved
0.6786	Remote Similarity	NPD943	Approved
0.6783	Remote Similarity	NPD2161	Phase 2
0.6783	Remote Similarity	NPD6032	Approved
0.6781	Remote Similarity	NPD6190	Approved
0.678	Remote Similarity	NPD2933	Approved
0.678	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.678	Remote Similarity	NPD2934	Approved
0.6772	Remote Similarity	NPD2898	Approved
0.6772	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD6166	Phase 2
0.6769	Remote Similarity	NPD405	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD987	Approved
0.6765	Remote Similarity	NPD1794	Approved
0.6763	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6742	Remote Similarity	NPD1651	Approved
0.6741	Remote Similarity	NPD9622	Approved
0.6739	Remote Similarity	NPD4908	Phase 1
0.6738	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6736	Remote Similarity	NPD2343	Clinical (unspecified phase)
0.6723	Remote Similarity	NPD2860	Approved
0.6723	Remote Similarity	NPD2859	Approved
0.6721	Remote Similarity	NPD846	Approved
0.6721	Remote Similarity	NPD940	Approved
0.6719	Remote Similarity	NPD1138	Approved
0.6716	Remote Similarity	NPD1611	Approved
0.6716	Remote Similarity	NPD776	Approved
0.6715	Remote Similarity	NPD1019	Discontinued
0.6714	Remote Similarity	NPD839	Approved
0.6714	Remote Similarity	NPD840	Approved
0.6713	Remote Similarity	NPD6028	Clinical (unspecified phase)
0.6713	Remote Similarity	NPD6029	Clinical (unspecified phase)
0.6712	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6712	Remote Similarity	NPD4628	Phase 3
0.6694	Remote Similarity	NPD3020	Approved
0.6692	Remote Similarity	NPD6516	Phase 2
0.6692	Remote Similarity	NPD5846	Approved
0.6691	Remote Similarity	NPD6696	Suspended
0.6691	Remote Similarity	NPD8651	Approved
0.6691	Remote Similarity	NPD4625	Phase 3
0.669	Remote Similarity	NPD970	Clinical (unspecified phase)
0.669	Remote Similarity	NPD7153	Discontinued
0.6689	Remote Similarity	NPD3455	Phase 2
0.6689	Remote Similarity	NPD1774	Approved
0.6688	Remote Similarity	NPD3817	Phase 2
0.6687	Remote Similarity	NPD3818	Discontinued
0.6667	Remote Similarity	NPD5241	Discontinued
0.6667	Remote Similarity	NPD826	Approved
0.6667	Remote Similarity	NPD1894	Discontinued
0.6667	Remote Similarity	NPD2219	Phase 1
0.6667	Remote Similarity	NPD74	Approved
0.6667	Remote Similarity	NPD825	Approved
0.6667	Remote Similarity	NPD1182	Approved
0.6667	Remote Similarity	NPD1398	Phase 1
0.6667	Remote Similarity	NPD9266	Approved
0.6667	Remote Similarity	NPD9269	Phase 2
0.6646	Remote Similarity	NPD7054	Approved
0.6644	Remote Similarity	NPD4237	Approved
0.6644	Remote Similarity	NPD1652	Phase 2
0.6644	Remote Similarity	NPD4162	Approved
0.6644	Remote Similarity	NPD4236	Phase 3
0.6643	Remote Similarity	NPD3268	Approved
0.6643	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6643	Remote Similarity	NPD5111	Phase 2
0.6643	Remote Similarity	NPD5718	Phase 2
0.6643	Remote Similarity	NPD5109	Approved
0.6643	Remote Similarity	NPD5110	Phase 2
0.6642	Remote Similarity	NPD3847	Discontinued
0.6641	Remote Similarity	NPD1137	Approved
0.6641	Remote Similarity	NPD1139	Approved
0.6639	Remote Similarity	NPD1242	Phase 1
0.6623	Remote Similarity	NPD1465	Phase 2
0.6623	Remote Similarity	NPD3687	Approved
0.6623	Remote Similarity	NPD3686	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