NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	230.09
Volume:	244.139
LogP:	3.603
LogD:	3.448
LogS:	-3.911
# Rotatable Bonds:	3
TPSA:	38.69
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.88
Synthetic Accessibility Score:	1.719
Fsp3:	0.143
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.695
MDCK Permeability:	2.1707786800106987e-05
Pgp-inhibitor:	0.008
Pgp-substrate:	0.003
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.09
30% Bioavailability (F30%):	0.8

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.248
Plasma Protein Binding (PPB):	98.72538757324219%
Volume Distribution (VD):	0.865
Pgp-substrate:	1.8499782085418701%

ADMET: Metabolism

CYP1A2-inhibitor:	0.988
CYP1A2-substrate:	0.952
CYP2C19-inhibitor:	0.937
CYP2C19-substrate:	0.231
CYP2C9-inhibitor:	0.51
CYP2C9-substrate:	0.939
CYP2D6-inhibitor:	0.938
CYP2D6-substrate:	0.938
CYP3A4-inhibitor:	0.909
CYP3A4-substrate:	0.302

ADMET: Excretion

Clearance (CL):	10.114
Half-life (T1/2):	0.712

ADMET: Toxicity

hERG Blockers:	0.07
Human Hepatotoxicity (H-HT):	0.147
Drug-inuced Liver Injury (DILI):	0.444
AMES Toxicity:	0.146
Rat Oral Acute Toxicity:	0.033
Maximum Recommended Daily Dose:	0.331
Skin Sensitization:	0.904
Carcinogencity:	0.11
Eye Corrosion:	0.366
Eye Irritation:	0.977
Respiratory Toxicity:	0.255

Download Data

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

Natural Product: NPC244816

Natural Product ID:	NPC244816
*Common Name:**	3,5-Dimethoxybiphenyl-2'-Ol
IUPAC Name:	2-(3,5-dimethoxyphenyl)phenol
Synonyms:
Standard InCHIKey:	ZAXBKWQBFNMTQC-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C14H14O3/c1-16-11-7-10(8-12(9-11)17-2)13-5-3-4-6-14(13)15/h3-9,15H,1-2H3
SMILES:	COc1cc(OC)cc(c1)c1ccccc1O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1079776
PubChem CID:	11172259
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000041] Biphenyls 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
NPO4001	Berberis koreana	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19813743]
NPO4001	Berberis koreana	Species	Berberidaceae	Eukaryota	trunk	Jeju island, Korea	2005-Dec	PMID[21420296]
NPO4001	Berberis koreana	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21420296]
NPO4001	Berberis koreana	Species	Berberidaceae	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	5

Activity Type	# Activity
Cell Line	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell Line	A549	Homo sapiens	IC50	>	10000.0	nM	PMID[447443]
NPT146	Cell Line	SK-OV-3	Homo sapiens	IC50	>	10000.0	nM	PMID[447443]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	IC50	>	10000.0	nM	PMID[447443]
NPT148	Cell Line	HCT-15	Homo sapiens	IC50	>	10000.0	nM	PMID[447443]
NPT34	Cell Line	BV-2	Mus musculus	IC50	=	32100.0	nM	PMID[447443]

☑ 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 NPC244816 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	411
0.1-0.2	1879
0.2-0.3	5022
0.3-0.4	13513
0.4-0.5	4156
0.5-0.6	4961
0.6-0.7	7977
0.7-0.8	3789
0.8-0.85	683
0.85-0.9	234
0.9-0.95	57
0.95-1	15

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC221549
1.0	High Similarity	NPC50521
0.9817	High Similarity	NPC167934
0.9727	High Similarity	NPC150624
0.964	High Similarity	NPC69261
0.964	High Similarity	NPC195466
0.964	High Similarity	NPC33270
0.9636	High Similarity	NPC808
0.9545	High Similarity	NPC276737
0.9545	High Similarity	NPC22610
0.9469	High Similarity	NPC184302
0.9459	High Similarity	NPC53906
0.9381	High Similarity	NPC190514
0.9375	High Similarity	NPC141090
0.9375	High Similarity	NPC203113
0.9358	High Similarity	NPC303521
0.9358	High Similarity	NPC94045
0.9316	High Similarity	NPC228503
0.9316	High Similarity	NPC138248
0.9304	High Similarity	NPC102639
0.9292	High Similarity	NPC15860
0.9292	High Similarity	NPC474933
0.9292	High Similarity	NPC470759
0.9292	High Similarity	NPC219070
0.9292	High Similarity	NPC127894
0.9237	High Similarity	NPC278955
0.9237	High Similarity	NPC105718
0.9224	High Similarity	NPC476633
0.9204	High Similarity	NPC229147
0.9204	High Similarity	NPC54507
0.9204	High Similarity	NPC114064
0.9204	High Similarity	NPC85292
0.9189	High Similarity	NPC280606
0.9182	High Similarity	NPC168657
0.916	High Similarity	NPC223953
0.916	High Similarity	NPC170485
0.9145	High Similarity	NPC77789
0.9145	High Similarity	NPC18128
0.9115	High Similarity	NPC185541
0.9115	High Similarity	NPC464
0.9099	High Similarity	NPC296920
0.9099	High Similarity	NPC90520
0.9083	High Similarity	NPC266555
0.9083	High Similarity	NPC473221
0.9083	High Similarity	NPC53781
0.9076	High Similarity	NPC105031
0.9076	High Similarity	NPC113495
0.9068	High Similarity	NPC84086
0.9043	High Similarity	NPC63010
0.9043	High Similarity	NPC131118
0.9027	High Similarity	NPC228287
0.9027	High Similarity	NPC180508
0.9009	High Similarity	NPC2682
0.9008	High Similarity	NPC215300
0.9008	High Similarity	NPC38017
0.9008	High Similarity	NPC154866
0.9	High Similarity	NPC82299
0.8992	High Similarity	NPC206487
0.8992	High Similarity	NPC5796
0.8991	High Similarity	NPC164576
0.8929	High Similarity	NPC255068
0.8926	High Similarity	NPC46978
0.8917	High Similarity	NPC105925
0.8908	High Similarity	NPC121115
0.8898	High Similarity	NPC193364
0.8898	High Similarity	NPC75713
0.8814	High Similarity	NPC100108
0.8814	High Similarity	NPC277798
0.8814	High Similarity	NPC218753
0.8807	High Similarity	NPC102216
0.879	High Similarity	NPC282508
0.878	High Similarity	NPC190144
0.878	High Similarity	NPC471518
0.878	High Similarity	NPC16577
0.878	High Similarity	NPC471519
0.877	High Similarity	NPC74817
0.877	High Similarity	NPC236760
0.877	High Similarity	NPC246620
0.877	High Similarity	NPC82679
0.877	High Similarity	NPC124452
0.877	High Similarity	NPC324112
0.877	High Similarity	NPC293054
0.877	High Similarity	NPC169474
0.877	High Similarity	NPC236791
0.877	High Similarity	NPC282000
0.877	High Similarity	NPC159968
0.876	High Similarity	NPC234400
0.876	High Similarity	NPC60885
0.875	High Similarity	NPC282496
0.875	High Similarity	NPC95168
0.875	High Similarity	NPC233526
0.875	High Similarity	NPC474160
0.875	High Similarity	NPC136319
0.8739	High Similarity	NPC35543
0.8729	High Similarity	NPC258979
0.8729	High Similarity	NPC8283
0.8729	High Similarity	NPC93398
0.872	High Similarity	NPC218884
0.8718	High Similarity	NPC74821
0.871	High Similarity	NPC224157
0.871	High Similarity	NPC254000
0.871	High Similarity	NPC192687
0.871	High Similarity	NPC126836
0.8699	High Similarity	NPC266691
0.8699	High Similarity	NPC63179
0.8689	High Similarity	NPC28730
0.8689	High Similarity	NPC50315
0.8689	High Similarity	NPC214406
0.8689	High Similarity	NPC44748
0.8689	High Similarity	NPC230479
0.8689	High Similarity	NPC26879
0.8689	High Similarity	NPC78974
0.8689	High Similarity	NPC223136
0.8689	High Similarity	NPC283049
0.8689	High Similarity	NPC18924
0.8689	High Similarity	NPC103823
0.8678	High Similarity	NPC270030
0.8667	High Similarity	NPC57199
0.8667	High Similarity	NPC74137
0.8667	High Similarity	NPC100099
0.8667	High Similarity	NPC36016
0.8667	High Similarity	NPC41562
0.8661	High Similarity	NPC75440
0.8661	High Similarity	NPC174981
0.8661	High Similarity	NPC245115
0.8651	High Similarity	NPC32778
0.8644	High Similarity	NPC85895
0.8644	High Similarity	NPC137294
0.8644	High Similarity	NPC15805
0.8644	High Similarity	NPC295259
0.8644	High Similarity	NPC226629
0.864	High Similarity	NPC471517
0.864	High Similarity	NPC15543
0.864	High Similarity	NPC12275
0.864	High Similarity	NPC45715
0.864	High Similarity	NPC472590
0.864	High Similarity	NPC473309
0.864	High Similarity	NPC474356
0.8629	High Similarity	NPC222108
0.8629	High Similarity	NPC96719
0.8624	High Similarity	NPC100340
0.8624	High Similarity	NPC143659
0.8618	High Similarity	NPC127587
0.8609	High Similarity	NPC35344
0.8609	High Similarity	NPC141003
0.8607	High Similarity	NPC476254
0.8607	High Similarity	NPC82483
0.8607	High Similarity	NPC472093
0.8607	High Similarity	NPC203133
0.8607	High Similarity	NPC57490
0.8607	High Similarity	NPC17943
0.8607	High Similarity	NPC251855
0.8607	High Similarity	NPC221077
0.8607	High Similarity	NPC265483
0.8607	High Similarity	NPC117214
0.8607	High Similarity	NPC233410
0.8607	High Similarity	NPC293801
0.8607	High Similarity	NPC116907
0.8607	High Similarity	NPC298757
0.8607	High Similarity	NPC131397
0.8607	High Similarity	NPC193544
0.8607	High Similarity	NPC475169
0.8607	High Similarity	NPC299584
0.8607	High Similarity	NPC208950
0.8596	High Similarity	NPC224527
0.8595	High Similarity	NPC197757
0.8595	High Similarity	NPC228922
0.8595	High Similarity	NPC76465
0.8595	High Similarity	NPC38761
0.8595	High Similarity	NPC96940
0.8584	High Similarity	NPC19808
0.8584	High Similarity	NPC202647
0.8584	High Similarity	NPC33728
0.8584	High Similarity	NPC82016
0.8583	High Similarity	NPC212965
0.8583	High Similarity	NPC103967
0.8583	High Similarity	NPC285289
0.8583	High Similarity	NPC54972
0.8583	High Similarity	NPC160697
0.8571	High Similarity	NPC6451
0.856	High Similarity	NPC299221
0.856	High Similarity	NPC51840
0.856	High Similarity	NPC311680
0.856	High Similarity	NPC234488
0.8548	High Similarity	NPC38664
0.8548	High Similarity	NPC53986
0.8548	High Similarity	NPC28765
0.8548	High Similarity	NPC39064
0.8548	High Similarity	NPC47283
0.8537	High Similarity	NPC262573
0.8537	High Similarity	NPC471215
0.8537	High Similarity	NPC76451
0.8534	High Similarity	NPC470837
0.8525	High Similarity	NPC140521
0.8525	High Similarity	NPC134195
0.8525	High Similarity	NPC246648
0.8525	High Similarity	NPC197351
0.8525	High Similarity	NPC106914
0.8525	High Similarity	NPC86502
0.8516	High Similarity	NPC294884

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 NPC244816 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	378
0.1-0.2	1037
0.2-0.3	1486
0.3-0.4	2744
0.4-0.5	1720
0.5-0.6	1053
0.6-0.7	604
0.7-0.8	110
0.8-0.85	12
0.85-0.9	5
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8898	High Similarity	NPD1610	Phase 2
0.878	High Similarity	NPD4625	Phase 3
0.8718	High Similarity	NPD1548	Phase 1
0.8595	High Similarity	NPD4749	Approved
0.8548	High Similarity	NPD4908	Phase 1
0.8413	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.84	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8387	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.8333	Intermediate Similarity	NPD3027	Phase 3
0.832	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.8281	Intermediate Similarity	NPD1613	Approved
0.8281	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.8268	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.8261	Intermediate Similarity	NPD4750	Phase 3
0.8198	Intermediate Similarity	NPD1242	Phase 1
0.813	Intermediate Similarity	NPD422	Phase 1
0.8125	Intermediate Similarity	NPD940	Approved
0.8125	Intermediate Similarity	NPD846	Approved
0.8031	Intermediate Similarity	NPD2861	Phase 2
0.8	Intermediate Similarity	NPD6671	Approved
0.8	Intermediate Similarity	NPD709	Approved
0.8	Intermediate Similarity	NPD1240	Approved
0.8	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7891	Intermediate Similarity	NPD3018	Phase 2
0.7879	Intermediate Similarity	NPD1607	Approved
0.7845	Intermediate Similarity	NPD968	Approved
0.7836	Intermediate Similarity	NPD6099	Approved
0.7836	Intermediate Similarity	NPD6100	Approved
0.7815	Intermediate Similarity	NPD228	Approved
0.7778	Intermediate Similarity	NPD1608	Approved
0.7768	Intermediate Similarity	NPD288	Approved
0.7761	Intermediate Similarity	NPD1510	Phase 2
0.7719	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7717	Intermediate Similarity	NPD2982	Phase 2
0.7717	Intermediate Similarity	NPD2983	Phase 2
0.771	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7686	Intermediate Similarity	NPD5283	Phase 1
0.7679	Intermediate Similarity	NPD844	Approved
0.7638	Intermediate Similarity	NPD2232	Approved
0.7638	Intermediate Similarity	NPD2233	Approved
0.7638	Intermediate Similarity	NPD2981	Phase 2
0.7638	Intermediate Similarity	NPD2230	Approved
0.7632	Intermediate Similarity	NPD3020	Approved
0.7627	Intermediate Similarity	NPD290	Approved
0.7609	Intermediate Similarity	NPD3892	Phase 2
0.7594	Intermediate Similarity	NPD2238	Phase 2
0.7591	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.754	Intermediate Similarity	NPD17	Approved
0.754	Intermediate Similarity	NPD4626	Approved
0.7522	Intermediate Similarity	NPD2860	Approved
0.7522	Intermediate Similarity	NPD2859	Approved
0.7519	Intermediate Similarity	NPD6696	Suspended
0.7519	Intermediate Similarity	NPD1283	Approved
0.7518	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7518	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7482	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7482	Intermediate Similarity	NPD3750	Approved
0.7479	Intermediate Similarity	NPD2342	Discontinued
0.7464	Intermediate Similarity	NPD1549	Phase 2
0.7463	Intermediate Similarity	NPD4060	Phase 1
0.7462	Intermediate Similarity	NPD2797	Approved
0.746	Intermediate Similarity	NPD1651	Approved
0.7459	Intermediate Similarity	NPD7635	Approved
0.7445	Intermediate Similarity	NPD1551	Phase 2
0.7442	Intermediate Similarity	NPD1669	Approved
0.7434	Intermediate Similarity	NPD2933	Approved
0.7434	Intermediate Similarity	NPD2934	Approved
0.7422	Intermediate Similarity	NPD1611	Approved
0.7422	Intermediate Similarity	NPD1091	Approved
0.7405	Intermediate Similarity	NPD6584	Phase 3
0.7402	Intermediate Similarity	NPD1778	Approved
0.7394	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7394	Intermediate Similarity	NPD7447	Phase 1
0.7355	Intermediate Similarity	NPD3021	Approved
0.7355	Intermediate Similarity	NPD3022	Approved
0.7355	Intermediate Similarity	NPD5451	Approved
0.7353	Intermediate Similarity	NPD4097	Suspended
0.7345	Intermediate Similarity	NPD845	Approved
0.7324	Intermediate Similarity	NPD1511	Approved
0.7324	Intermediate Similarity	NPD7213	Phase 3
0.7324	Intermediate Similarity	NPD7212	Phase 2
0.7319	Intermediate Similarity	NPD2935	Discontinued
0.7287	Intermediate Similarity	NPD1281	Approved
0.7286	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7281	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.7279	Intermediate Similarity	NPD1934	Approved
0.7273	Intermediate Similarity	NPD2684	Approved
0.7273	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7266	Intermediate Similarity	NPD2667	Approved
0.7266	Intermediate Similarity	NPD2668	Approved
0.7266	Intermediate Similarity	NPD3540	Phase 1
0.7258	Intermediate Similarity	NPD1398	Phase 1
0.7252	Intermediate Similarity	NPD3225	Approved
0.7234	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.723	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD1512	Approved
0.7209	Intermediate Similarity	NPD3496	Discontinued
0.7206	Intermediate Similarity	NPD1558	Phase 1
0.7194	Intermediate Similarity	NPD3539	Phase 1
0.7194	Intermediate Similarity	NPD2796	Approved
0.7188	Intermediate Similarity	NPD3444	Approved
0.7188	Intermediate Similarity	NPD5691	Approved
0.7188	Intermediate Similarity	NPD3443	Approved
0.7188	Intermediate Similarity	NPD3445	Approved
0.7185	Intermediate Similarity	NPD3268	Approved
0.7177	Intermediate Similarity	NPD1138	Approved
0.7176	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7176	Intermediate Similarity	NPD6583	Phase 3
0.7176	Intermediate Similarity	NPD6582	Phase 2
0.7164	Intermediate Similarity	NPD596	Approved
0.7164	Intermediate Similarity	NPD600	Approved
0.7153	Intermediate Similarity	NPD5124	Phase 1
0.7153	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6387	Discontinued
0.7143	Intermediate Similarity	NPD2557	Approved
0.7143	Intermediate Similarity	NPD7157	Approved
0.7143	Intermediate Similarity	NPD4624	Approved
0.7143	Intermediate Similarity	NPD9295	Approved
0.7133	Intermediate Similarity	NPD7768	Phase 2
0.7124	Intermediate Similarity	NPD6232	Discontinued
0.7122	Intermediate Similarity	NPD7033	Discontinued
0.7122	Intermediate Similarity	NPD3748	Approved
0.7121	Intermediate Similarity	NPD8651	Approved
0.7114	Intermediate Similarity	NPD7819	Suspended
0.7114	Intermediate Similarity	NPD2801	Approved
0.7113	Intermediate Similarity	NPD7466	Approved
0.7105	Intermediate Similarity	NPD6746	Phase 2
0.7099	Intermediate Similarity	NPD2235	Phase 2
0.7099	Intermediate Similarity	NPD2231	Phase 2
0.7097	Intermediate Similarity	NPD1139	Approved
0.7097	Intermediate Similarity	NPD1137	Approved
0.709	Intermediate Similarity	NPD1712	Approved
0.7087	Intermediate Similarity	NPD7340	Approved
0.7077	Intermediate Similarity	NPD3847	Discontinued
0.7073	Intermediate Similarity	NPD1792	Phase 2
0.7069	Intermediate Similarity	NPD1809	Phase 2
0.7068	Intermediate Similarity	NPD1203	Approved
0.7067	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD1476	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7054	Intermediate Similarity	NPD5585	Approved
0.705	Intermediate Similarity	NPD2200	Suspended
0.7047	Intermediate Similarity	NPD37	Approved
0.7042	Intermediate Similarity	NPD5177	Phase 3
0.704	Intermediate Similarity	NPD821	Approved
0.704	Intermediate Similarity	NPD7843	Approved
0.704	Intermediate Similarity	NPD5535	Approved
0.7037	Intermediate Similarity	NPD1008	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD4380	Phase 2
0.7023	Intermediate Similarity	NPD1201	Approved
0.7021	Intermediate Similarity	NPD5763	Approved
0.7021	Intermediate Similarity	NPD5762	Approved
0.702	Intermediate Similarity	NPD3882	Suspended
0.7015	Intermediate Similarity	NPD2798	Approved
0.7014	Intermediate Similarity	NPD7124	Phase 2
0.7007	Intermediate Similarity	NPD840	Approved
0.7007	Intermediate Similarity	NPD839	Approved
0.6987	Remote Similarity	NPD7473	Discontinued
0.6986	Remote Similarity	NPD1940	Clinical (unspecified phase)
0.6985	Remote Similarity	NPD7095	Approved
0.6985	Remote Similarity	NPD1024	Discontinued
0.6978	Remote Similarity	NPD1772	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD1182	Approved
0.6974	Remote Similarity	NPD4055	Discovery
0.6972	Remote Similarity	NPD9089	Approved
0.697	Remote Similarity	NPD1840	Phase 2
0.6967	Remote Similarity	NPD1444	Approved
0.6967	Remote Similarity	NPD1445	Approved
0.6966	Remote Similarity	NPD7041	Phase 2
0.6966	Remote Similarity	NPD7040	Clinical (unspecified phase)
0.6966	Remote Similarity	NPD4357	Discontinued
0.6959	Remote Similarity	NPD4005	Discontinued
0.6957	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD3620	Phase 2
0.6957	Remote Similarity	NPD943	Approved
0.6953	Remote Similarity	NPD9493	Approved
0.6948	Remote Similarity	NPD6959	Discontinued
0.694	Remote Similarity	NPD3266	Approved
0.694	Remote Similarity	NPD3267	Approved
0.6937	Remote Similarity	NPD111	Approved
0.6934	Remote Similarity	NPD1296	Phase 2
0.6929	Remote Similarity	NPD497	Approved
0.6929	Remote Similarity	NPD6111	Discontinued
0.6928	Remote Similarity	NPD6234	Discontinued
0.6923	Remote Similarity	NPD1357	Approved
0.6923	Remote Similarity	NPD3049	Approved
0.6923	Remote Similarity	NPD1652	Phase 2
0.6918	Remote Similarity	NPD2533	Approved
0.6918	Remote Similarity	NPD2532	Approved
0.6918	Remote Similarity	NPD2534	Approved
0.6917	Remote Similarity	NPD5327	Phase 3
0.6908	Remote Similarity	NPD4967	Phase 2
0.6908	Remote Similarity	NPD4965	Approved
0.6908	Remote Similarity	NPD4966	Approved
0.6908	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6906	Remote Similarity	NPD5735	Approved
0.6906	Remote Similarity	NPD6355	Discontinued
0.6903	Remote Similarity	NPD7229	Phase 3
0.6901	Remote Similarity	NPD2344	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