NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	264.21
Volume:	303.703
LogP:	6.343
LogD:	4.39
LogS:	-5.26
# Rotatable Bonds:	11
TPSA:	29.46
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.549
Synthetic Accessibility Score:	1.745
Fsp3:	0.647
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:	-4.8
MDCK Permeability:	1.651352249609772e-05
Pgp-inhibitor:	0.004
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.997
30% Bioavailability (F30%):	0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.306
Plasma Protein Binding (PPB):	98.20306396484375%
Volume Distribution (VD):	3.521
Pgp-substrate:	1.4951425790786743%

ADMET: Metabolism

CYP1A2-inhibitor:	0.94
CYP1A2-substrate:	0.212
CYP2C19-inhibitor:	0.826
CYP2C19-substrate:	0.07
CYP2C9-inhibitor:	0.379
CYP2C9-substrate:	0.971
CYP2D6-inhibitor:	0.824
CYP2D6-substrate:	0.786
CYP3A4-inhibitor:	0.629
CYP3A4-substrate:	0.113

ADMET: Excretion

Clearance (CL):	9.115
Half-life (T1/2):	0.314

ADMET: Toxicity

hERG Blockers:	0.262
Human Hepatotoxicity (H-HT):	0.015
Drug-inuced Liver Injury (DILI):	0.057
AMES Toxicity:	0.013
Rat Oral Acute Toxicity:	0.04
Maximum Recommended Daily Dose:	0.024
Skin Sensitization:	0.95
Carcinogencity:	0.073
Eye Corrosion:	0.866
Eye Irritation:	0.979
Respiratory Toxicity:	0.607

Download Data

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

Natural Product: NPC473653

Natural Product ID:	NPC473653
*Common Name:**	3-Undecoxyphenol
IUPAC Name:	3-undecoxyphenol
Synonyms:	3-Undecylresorcinol
Standard InCHIKey:	NLMBOMZCRKYRNI-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C17H28O2/c1-2-3-4-5-6-7-8-9-10-14-19-17-13-11-12-16(18)15-17/h11-13,15,18H,2-10,14H2,1H3
SMILES:	CCCCCCCCCCCOC1=CC=CC(=C1)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL448186
PubChem CID:	44559529
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002341] Phenol ethers

*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
NPO17145	Aegiceras corniculatum	Species	Primulaceae	Eukaryota	n.a.	twig	n.a.	DOI[10.1021/np50063a031]
NPO17145	Aegiceras corniculatum	Species	Primulaceae	Eukaryota	n.a.	stem	n.a.	DOI[10.1021/np50063a031]
NPO17145	Aegiceras corniculatum	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15165134]
NPO17145	Aegiceras corniculatum	Species	Primulaceae	Eukaryota	n.a.	twig	n.a.	PMID[16254827]
NPO17145	Aegiceras corniculatum	Species	Primulaceae	Eukaryota	n.a.	stem	n.a.	PMID[16254827]
NPO17145	Aegiceras corniculatum	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22316191]
NPO17145	Aegiceras corniculatum	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2778454]
NPO17145	Aegiceras corniculatum	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17145	Aegiceras corniculatum	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17145	Aegiceras corniculatum	Species	Primulaceae	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
IC50	4

Activity Type	# Activity
Cell Line	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT116	Cell Line	HL-60	Homo sapiens	IC50	>	100.0	ug.mL-1	PMID[468418]
NPT181	Cell Line	Bel-7402	Homo sapiens	IC50	>	100.0	ug.mL-1	PMID[468418]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	100.0	ug.mL-1	PMID[468418]
NPT466	Cell Line	U-937	Homo sapiens	IC50	>	100.0	ug.mL-1	PMID[468418]

☑ 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 NPC473653 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	258
0.1-0.2	1947
0.2-0.3	9041
0.3-0.4	11425
0.4-0.5	4196
0.5-0.6	7793
0.6-0.7	6463
0.7-0.8	1469
0.8-0.85	101
0.85-0.9	3
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.898	High Similarity	NPC16649
0.8571	High Similarity	NPC302546
0.8522	High Similarity	NPC36016
0.8522	High Similarity	NPC100099
0.8519	High Similarity	NPC168657
0.8496	Intermediate Similarity	NPC295259
0.8469	Intermediate Similarity	NPC47422
0.8468	Intermediate Similarity	NPC464
0.8468	Intermediate Similarity	NPC185541
0.8468	Intermediate Similarity	NPC53906
0.8448	Intermediate Similarity	NPC76465
0.8448	Intermediate Similarity	NPC38761
0.8435	Intermediate Similarity	NPC54972
0.8435	Intermediate Similarity	NPC212965
0.8407	Intermediate Similarity	NPC74821
0.8396	Intermediate Similarity	NPC307875
0.8393	Intermediate Similarity	NPC85292
0.8393	Intermediate Similarity	NPC229147
0.8393	Intermediate Similarity	NPC54507
0.8378	Intermediate Similarity	NPC276737
0.8378	Intermediate Similarity	NPC22610
0.8376	Intermediate Similarity	NPC134195
0.8376	Intermediate Similarity	NPC197351
0.8376	Intermediate Similarity	NPC86502
0.8376	Intermediate Similarity	NPC106914
0.8376	Intermediate Similarity	NPC246648
0.8362	Intermediate Similarity	NPC120638
0.8348	Intermediate Similarity	NPC218753
0.8333	Intermediate Similarity	NPC85895
0.8333	Intermediate Similarity	NPC137294
0.8319	Intermediate Similarity	NPC33270
0.8319	Intermediate Similarity	NPC127894
0.8319	Intermediate Similarity	NPC69261
0.8319	Intermediate Similarity	NPC470759
0.8319	Intermediate Similarity	NPC219070
0.8319	Intermediate Similarity	NPC474933
0.8319	Intermediate Similarity	NPC15860
0.8318	Intermediate Similarity	NPC164576
0.8305	Intermediate Similarity	NPC17809
0.8305	Intermediate Similarity	NPC188022
0.8305	Intermediate Similarity	NPC102540
0.8305	Intermediate Similarity	NPC103420
0.8305	Intermediate Similarity	NPC476254
0.8305	Intermediate Similarity	NPC131397
0.8305	Intermediate Similarity	NPC285040
0.8273	Intermediate Similarity	NPC255068
0.8261	Intermediate Similarity	NPC8283
0.8261	Intermediate Similarity	NPC93398
0.8261	Intermediate Similarity	NPC258979
0.8246	Intermediate Similarity	NPC131118
0.8235	Intermediate Similarity	NPC50315
0.8235	Intermediate Similarity	NPC230479
0.8235	Intermediate Similarity	NPC26879
0.8235	Intermediate Similarity	NPC283049
0.8235	Intermediate Similarity	NPC276212
0.823	Intermediate Similarity	NPC150624
0.823	Intermediate Similarity	NPC141090
0.823	Intermediate Similarity	NPC114064
0.8224	Intermediate Similarity	NPC8302
0.8224	Intermediate Similarity	NPC470393
0.8214	Intermediate Similarity	NPC228287
0.8214	Intermediate Similarity	NPC180508
0.8205	Intermediate Similarity	NPC74137
0.8182	Intermediate Similarity	NPC94045
0.8174	Intermediate Similarity	NPC184302
0.8167	Intermediate Similarity	NPC149796
0.8148	Intermediate Similarity	NPC232654
0.8142	Intermediate Similarity	NPC167934
0.8142	Intermediate Similarity	NPC808
0.8131	Intermediate Similarity	NPC38079
0.8131	Intermediate Similarity	NPC108875
0.812	Intermediate Similarity	NPC193364
0.8099	Intermediate Similarity	NPC222572
0.8099	Intermediate Similarity	NPC274717
0.8099	Intermediate Similarity	NPC87224
0.8099	Intermediate Similarity	NPC38664
0.8099	Intermediate Similarity	NPC53986
0.8087	Intermediate Similarity	NPC190514
0.8073	Intermediate Similarity	NPC124712
0.8067	Intermediate Similarity	NPC270030
0.8067	Intermediate Similarity	NPC140521
0.8051	Intermediate Similarity	NPC18128
0.8051	Intermediate Similarity	NPC77789
0.8037	Intermediate Similarity	NPC192596
0.8037	Intermediate Similarity	NPC305205
0.8036	Intermediate Similarity	NPC280606
0.8034	Intermediate Similarity	NPC199023
0.8034	Intermediate Similarity	NPC102639
0.8033	Intermediate Similarity	NPC134360
0.8033	Intermediate Similarity	NPC93962
0.8018	Intermediate Similarity	NPC2682
0.8018	Intermediate Similarity	NPC106141
0.8017	Intermediate Similarity	NPC172253
0.8017	Intermediate Similarity	NPC210355
0.8017	Intermediate Similarity	NPC59561
0.8	Intermediate Similarity	NPC244816
0.8	Intermediate Similarity	NPC221549
0.8	Intermediate Similarity	NPC249836
0.8	Intermediate Similarity	NPC50521
0.8	Intermediate Similarity	NPC195466
0.7983	Intermediate Similarity	NPC474160
0.7983	Intermediate Similarity	NPC96940
0.7967	Intermediate Similarity	NPC220935
0.7967	Intermediate Similarity	NPC472338
0.7966	Intermediate Similarity	NPC476633
0.7966	Intermediate Similarity	NPC52247
0.7951	Intermediate Similarity	NPC47283
0.7951	Intermediate Similarity	NPC38604
0.7951	Intermediate Similarity	NPC39064
0.7951	Intermediate Similarity	NPC211179
0.7949	Intermediate Similarity	NPC473290
0.7949	Intermediate Similarity	NPC471504
0.7946	Intermediate Similarity	NPC296920
0.7946	Intermediate Similarity	NPC90520
0.7944	Intermediate Similarity	NPC51633
0.7941	Intermediate Similarity	NPC318429
0.7925	Intermediate Similarity	NPC314803
0.7921	Intermediate Similarity	NPC157213
0.7917	Intermediate Similarity	NPC228972
0.7917	Intermediate Similarity	NPC122792
0.7917	Intermediate Similarity	NPC159132
0.7917	Intermediate Similarity	NPC98509
0.7917	Intermediate Similarity	NPC78446
0.7913	Intermediate Similarity	NPC203113
0.7909	Intermediate Similarity	NPC35543
0.7909	Intermediate Similarity	NPC251306
0.7903	Intermediate Similarity	NPC103799
0.7903	Intermediate Similarity	NPC129784
0.7903	Intermediate Similarity	NPC207892
0.7903	Intermediate Similarity	NPC228369
0.7903	Intermediate Similarity	NPC164804
0.7903	Intermediate Similarity	NPC211413
0.7903	Intermediate Similarity	NPC280653
0.7903	Intermediate Similarity	NPC476166
0.7903	Intermediate Similarity	NPC118114
0.7903	Intermediate Similarity	NPC293203
0.7903	Intermediate Similarity	NPC236014
0.7903	Intermediate Similarity	NPC68205
0.7903	Intermediate Similarity	NPC196765
0.7903	Intermediate Similarity	NPC300875
0.7903	Intermediate Similarity	NPC472590
0.7903	Intermediate Similarity	NPC118683
0.7903	Intermediate Similarity	NPC12875
0.7903	Intermediate Similarity	NPC162801
0.7903	Intermediate Similarity	NPC17343
0.7903	Intermediate Similarity	NPC244888
0.7903	Intermediate Similarity	NPC129106
0.7903	Intermediate Similarity	NPC206224
0.7903	Intermediate Similarity	NPC472597
0.7903	Intermediate Similarity	NPC268917
0.7903	Intermediate Similarity	NPC164574
0.7903	Intermediate Similarity	NPC150011
0.7899	Intermediate Similarity	NPC474864
0.7895	Intermediate Similarity	NPC235250
0.7886	Intermediate Similarity	NPC226788
0.7886	Intermediate Similarity	NPC222004
0.7886	Intermediate Similarity	NPC472797
0.7886	Intermediate Similarity	NPC202582
0.7886	Intermediate Similarity	NPC218856
0.7886	Intermediate Similarity	NPC3439
0.7886	Intermediate Similarity	NPC210623
0.7886	Intermediate Similarity	NPC273295
0.7886	Intermediate Similarity	NPC470258
0.7886	Intermediate Similarity	NPC190629
0.7886	Intermediate Similarity	NPC472796
0.7886	Intermediate Similarity	NPC472795
0.7886	Intermediate Similarity	NPC285339
0.7869	Intermediate Similarity	NPC243688
0.7869	Intermediate Similarity	NPC121740
0.7869	Intermediate Similarity	NPC258567
0.7869	Intermediate Similarity	NPC474119
0.7869	Intermediate Similarity	NPC224774
0.7869	Intermediate Similarity	NPC46978
0.7863	Intermediate Similarity	NPC20674
0.7851	Intermediate Similarity	NPC207179
0.7851	Intermediate Similarity	NPC167571
0.7851	Intermediate Similarity	NPC278552
0.785	Intermediate Similarity	NPC166761
0.7845	Intermediate Similarity	NPC471503
0.7845	Intermediate Similarity	NPC471498
0.784	Intermediate Similarity	NPC160991
0.784	Intermediate Similarity	NPC16208
0.784	Intermediate Similarity	NPC35932
0.784	Intermediate Similarity	NPC7903
0.784	Intermediate Similarity	NPC184447
0.784	Intermediate Similarity	NPC13005
0.7838	Intermediate Similarity	NPC245115
0.7833	Intermediate Similarity	NPC136319
0.7833	Intermediate Similarity	NPC282496
0.7833	Intermediate Similarity	NPC233526
0.7823	Intermediate Similarity	NPC27187
0.7823	Intermediate Similarity	NPC470225
0.7823	Intermediate Similarity	NPC262606
0.7818	Intermediate Similarity	NPC113457
0.7815	Intermediate Similarity	NPC187868
0.7815	Intermediate Similarity	NPC190454
0.7815	Intermediate Similarity	NPC97432
0.7815	Intermediate Similarity	NPC75713
0.7815	Intermediate Similarity	NPC49341
0.7805	Intermediate Similarity	NPC469453

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 NPC473653 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	246
0.1-0.2	1078
0.2-0.3	2404
0.3-0.4	2608
0.4-0.5	1432
0.5-0.6	953
0.6-0.7	380
0.7-0.8	46
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8407	Intermediate Similarity	NPD1548	Phase 1
0.812	Intermediate Similarity	NPD1610	Phase 2
0.8099	Intermediate Similarity	NPD4908	Phase 1
0.7983	Intermediate Similarity	NPD4749	Approved
0.7967	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7966	Intermediate Similarity	NPD422	Phase 1
0.7941	Intermediate Similarity	NPD9365	Approved
0.7921	Intermediate Similarity	NPD9295	Approved
0.7838	Intermediate Similarity	NPD2684	Approved
0.7823	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7818	Intermediate Similarity	NPD968	Approved
0.7778	Intermediate Similarity	NPD291	Approved
0.7755	Intermediate Similarity	NPD9089	Approved
0.7748	Intermediate Similarity	NPD290	Approved
0.7742	Intermediate Similarity	NPD4625	Phase 3
0.768	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7653	Intermediate Similarity	NPD9093	Approved
0.7627	Intermediate Similarity	NPD7534	Approved
0.7627	Intermediate Similarity	NPD7533	Approved
0.7615	Intermediate Similarity	NPD846	Approved
0.7615	Intermediate Similarity	NPD940	Approved
0.76	Intermediate Similarity	NPD3027	Phase 3
0.7565	Intermediate Similarity	NPD821	Approved
0.7565	Intermediate Similarity	NPD7843	Approved
0.7547	Intermediate Similarity	NPD9296	Approved
0.7542	Intermediate Similarity	NPD1408	Clinical (unspecified phase)
0.7521	Intermediate Similarity	NPD1091	Approved
0.7521	Intermediate Similarity	NPD6671	Approved
0.75	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7422	Intermediate Similarity	NPD1613	Approved
0.7422	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7381	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7373	Intermediate Similarity	NPD7157	Approved
0.7308	Intermediate Similarity	NPD9094	Approved
0.7302	Intermediate Similarity	NPD2861	Phase 2
0.7302	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7281	Intermediate Similarity	NPD9552	Approved
0.7281	Intermediate Similarity	NPD5373	Approved
0.7281	Intermediate Similarity	NPD5374	Approved
0.7258	Intermediate Similarity	NPD6582	Phase 2
0.7258	Intermediate Similarity	NPD6583	Phase 3
0.7231	Intermediate Similarity	NPD5124	Phase 1
0.7231	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7213	Intermediate Similarity	NPD1778	Approved
0.7179	Intermediate Similarity	NPD228	Approved
0.7168	Intermediate Similarity	NPD9501	Approved
0.7155	Intermediate Similarity	NPD556	Approved
0.7155	Intermediate Similarity	NPD4750	Phase 3
0.7154	Intermediate Similarity	NPD3496	Discontinued
0.7153	Intermediate Similarity	NPD7213	Phase 3
0.7153	Intermediate Similarity	NPD7212	Phase 2
0.7143	Intermediate Similarity	NPD6099	Approved
0.7143	Intermediate Similarity	NPD6100	Approved
0.7101	Intermediate Similarity	NPD7447	Phase 1
0.709	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.709	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7087	Intermediate Similarity	NPD6584	Phase 3
0.7064	Intermediate Similarity	NPD2934	Approved
0.7064	Intermediate Similarity	NPD2933	Approved
0.7063	Intermediate Similarity	NPD6696	Suspended
0.7054	Intermediate Similarity	NPD1242	Phase 1
0.7043	Intermediate Similarity	NPD3134	Approved
0.704	Intermediate Similarity	NPD2235	Phase 2
0.704	Intermediate Similarity	NPD2231	Phase 2
0.7037	Intermediate Similarity	NPD1549	Phase 2
0.7023	Intermediate Similarity	NPD1240	Approved
0.7015	Intermediate Similarity	NPD1551	Phase 2
0.7008	Intermediate Similarity	NPD2797	Approved
0.7008	Intermediate Similarity	NPD6362	Approved
0.7	Intermediate Similarity	NPD2860	Approved
0.7	Intermediate Similarity	NPD2859	Approved
0.6992	Remote Similarity	NPD2200	Suspended
0.6985	Remote Similarity	NPD1652	Phase 2
0.6984	Remote Similarity	NPD2983	Phase 2
0.6984	Remote Similarity	NPD3685	Discontinued
0.6984	Remote Similarity	NPD2982	Phase 2
0.6978	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD3537	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD5535	Approved
0.6953	Remote Similarity	NPD3690	Phase 2
0.6953	Remote Similarity	NPD3691	Phase 2
0.6949	Remote Similarity	NPD2673	Approved
0.6949	Remote Similarity	NPD2671	Approved
0.6942	Remote Similarity	NPD2557	Approved
0.694	Remote Similarity	NPD7033	Discontinued
0.6939	Remote Similarity	NPD9087	Approved
0.6935	Remote Similarity	NPD5846	Approved
0.6935	Remote Similarity	NPD6516	Phase 2
0.6934	Remote Similarity	NPD3892	Phase 2
0.6934	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD8651	Approved
0.6929	Remote Similarity	NPD3225	Approved
0.6917	Remote Similarity	NPD1241	Discontinued
0.6917	Remote Similarity	NPD3052	Approved
0.6917	Remote Similarity	NPD3054	Approved
0.6917	Remote Similarity	NPD1607	Approved
0.6911	Remote Similarity	NPD1894	Discontinued
0.6905	Remote Similarity	NPD2981	Phase 2
0.6905	Remote Similarity	NPD1608	Approved
0.6899	Remote Similarity	NPD3018	Phase 2
0.6889	Remote Similarity	NPD2796	Approved
0.6885	Remote Similarity	NPD3596	Phase 2
0.687	Remote Similarity	NPD3056	Clinical (unspecified phase)
0.6864	Remote Similarity	NPD5451	Approved
0.6846	Remote Similarity	NPD1008	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD1358	Approved
0.6832	Remote Similarity	NPD9088	Approved
0.6822	Remote Similarity	NPD5647	Approved
0.6815	Remote Similarity	NPD1510	Phase 2
0.6814	Remote Similarity	NPD3020	Approved
0.6812	Remote Similarity	NPD3750	Approved
0.6812	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6794	Remote Similarity	NPD3179	Approved
0.6794	Remote Similarity	NPD3180	Approved
0.6786	Remote Similarity	NPD6799	Approved
0.6774	Remote Similarity	NPD9545	Approved
0.6774	Remote Similarity	NPD6581	Approved
0.6774	Remote Similarity	NPD6580	Approved
0.6772	Remote Similarity	NPD9717	Approved
0.6767	Remote Similarity	NPD2238	Phase 2
0.6767	Remote Similarity	NPD4060	Phase 1
0.6757	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6742	Remote Similarity	NPD3268	Approved
0.6742	Remote Similarity	NPD1048	Approved
0.6741	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6741	Remote Similarity	NPD4538	Approved
0.6741	Remote Similarity	NPD4536	Approved
0.6738	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.672	Remote Similarity	NPD6830	Clinical (unspecified phase)
0.672	Remote Similarity	NPD3443	Approved
0.672	Remote Similarity	NPD3445	Approved
0.672	Remote Similarity	NPD5585	Approved
0.672	Remote Similarity	NPD3049	Approved
0.672	Remote Similarity	NPD3444	Approved
0.6719	Remote Similarity	NPD3600	Clinical (unspecified phase)
0.6716	Remote Similarity	NPD4340	Discontinued
0.6715	Remote Similarity	NPD6002	Phase 3
0.6715	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6715	Remote Similarity	NPD6005	Phase 3
0.6715	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6715	Remote Similarity	NPD6004	Phase 3
0.6712	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6712	Remote Similarity	NPD7046	Clinical (unspecified phase)
0.6698	Remote Similarity	NPD111	Approved
0.6696	Remote Similarity	NPD844	Approved
0.6695	Remote Similarity	NPD9624	Approved
0.6693	Remote Similarity	NPD3705	Approved
0.6693	Remote Similarity	NPD1535	Discovery
0.6692	Remote Similarity	NPD558	Phase 2
0.6692	Remote Similarity	NPD1469	Clinical (unspecified phase)
0.6692	Remote Similarity	NPD6233	Phase 2
0.6691	Remote Similarity	NPD5788	Clinical (unspecified phase)
0.6691	Remote Similarity	NPD7466	Approved
0.669	Remote Similarity	NPD7411	Suspended
0.669	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD845	Approved
0.6667	Remote Similarity	NPD4626	Approved
0.6667	Remote Similarity	NPD2667	Approved
0.6667	Remote Similarity	NPD2668	Approved
0.6667	Remote Similarity	NPD5163	Phase 2
0.6667	Remote Similarity	NPD2556	Approved
0.6667	Remote Similarity	NPD1772	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD9697	Approved
0.6667	Remote Similarity	NPD17	Approved
0.6667	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2554	Approved
0.6667	Remote Similarity	NPD191	Approved
0.6667	Remote Similarity	NPD6653	Approved
0.6644	Remote Similarity	NPD1934	Approved
0.6643	Remote Similarity	NPD5403	Approved
0.6642	Remote Similarity	NPD1558	Phase 1
0.6641	Remote Similarity	NPD2232	Approved
0.6641	Remote Similarity	NPD1481	Phase 2
0.6641	Remote Similarity	NPD2233	Approved
0.6641	Remote Similarity	NPD1712	Approved
0.6641	Remote Similarity	NPD2230	Approved
0.6639	Remote Similarity	NPD592	Approved
0.6639	Remote Similarity	NPD5283	Phase 1
0.6639	Remote Similarity	NPD594	Approved
0.6622	Remote Similarity	NPD3882	Suspended
0.6622	Remote Similarity	NPD7768	Phase 2
0.6621	Remote Similarity	NPD4675	Approved
0.6621	Remote Similarity	NPD4678	Approved
0.6619	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6619	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6617	Remote Similarity	NPD1296	Phase 2
0.6617	Remote Similarity	NPD6798	Discontinued
0.6615	Remote Similarity	NPD1794	Approved
0.6615	Remote Similarity	NPD3827	Clinical (unspecified phase)
0.6615	Remote Similarity	NPD1820	Approved
0.6615	Remote Similarity	NPD2082	Clinical (unspecified phase)
0.6615	Remote Similarity	NPD1817	Approved
0.6615	Remote Similarity	NPD1819	Approved
0.6615	Remote Similarity	NPD1203	Approved
0.6615	Remote Similarity	NPD1818	Approved
0.6614	Remote Similarity	NPD3847	Discontinued
0.6599	Remote Similarity	NPD2801	Approved
0.6597	Remote Similarity	NPD1653	Approved
0.6593	Remote Similarity	NPD5735	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