NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	136.09
Volume:	156.545
LogP:	1.961
LogD:	1.801
LogS:	-1.446
# Rotatable Bonds:	2
TPSA:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.66
Synthetic Accessibility Score:	1.939
Fsp3:	0.333
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.24
MDCK Permeability:	2.325978857697919e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.07
Human Intestinal Absorption (HIA):	0.01
20% Bioavailability (F20%):	0.711
30% Bioavailability (F30%):	0.947

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.816
Plasma Protein Binding (PPB):	48.24233627319336%
Volume Distribution (VD):	2.315
Pgp-substrate:	42.39515686035156%

ADMET: Metabolism

CYP1A2-inhibitor:	0.45
CYP1A2-substrate:	0.856
CYP2C19-inhibitor:	0.163
CYP2C19-substrate:	0.489
CYP2C9-inhibitor:	0.057
CYP2C9-substrate:	0.387
CYP2D6-inhibitor:	0.015
CYP2D6-substrate:	0.5
CYP3A4-inhibitor:	0.011
CYP3A4-substrate:	0.445

ADMET: Excretion

Clearance (CL):	10.504
Half-life (T1/2):	0.577

ADMET: Toxicity

hERG Blockers:	0.027
Human Hepatotoxicity (H-HT):	0.024
Drug-inuced Liver Injury (DILI):	0.033
AMES Toxicity:	0.025
Rat Oral Acute Toxicity:	0.065
Maximum Recommended Daily Dose:	0.289
Skin Sensitization:	0.201
Carcinogencity:	0.057
Eye Corrosion:	0.045
Eye Irritation:	0.958
Respiratory Toxicity:	0.126

Download Data

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

Natural Product: NPC329319

Natural Product ID:	NPC329319
*Common Name:**	Phenylpropanol
IUPAC Name:	1-phenylpropan-1-ol
Synonyms:	Phenylpropanol
Standard InCHIKey:	DYUQAZSOFZSPHD-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C9H12O/c1-2-9(10)8-6-4-3-5-7-8/h3-7,9-10H,2H2,1H3
SMILES:	CCC(C1=CC=CC=C1)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1397202
PubChem CID:	7147
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0002811] Phenylpropanes

*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
NPO17954.1	Narcissus tazetta l var. chinensis roem.	Varieties	Amaryllidaceae	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
Potency	6

Activity Type	# Activity
Individual Protein	2
Others	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT483	Individual Protein	Prelamin-A/C	Homo sapiens	Potency	=	398.1	nM	PMID[512104]
NPT49	Individual Protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency	n.a.	8912.5	nM	PMID[512105]
NPT2	Others	Unspecified		Potency	n.a.	26832.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	848.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	10590.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	13333.2	nM	PubChem BioAssay data set

☑ 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 NPC329319 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	201
0.1-0.2	1409
0.2-0.3	5006
0.3-0.4	13669
0.4-0.5	12983
0.5-0.6	7079
0.6-0.7	1879
0.7-0.8	378
0.8-0.85	68
0.85-0.9	13
0.9-0.95	6
0.95-1	6

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC99394
1.0	High Similarity	NPC87299
1.0	High Similarity	NPC103326
0.9868	High Similarity	NPC117180
0.9744	High Similarity	NPC304538
0.9367	High Similarity	NPC172984
0.9342	High Similarity	NPC66655
0.9114	High Similarity	NPC133050
0.9024	High Similarity	NPC93843
0.8947	High Similarity	NPC108218
0.8929	High Similarity	NPC1793
0.8916	High Similarity	NPC211237
0.878	High Similarity	NPC168855
0.8765	High Similarity	NPC283012
0.8765	High Similarity	NPC475199
0.8736	High Similarity	NPC138117
0.8736	High Similarity	NPC325292
0.8734	High Similarity	NPC224544
0.8684	High Similarity	NPC208302
0.8675	High Similarity	NPC474354
0.859	High Similarity	NPC189371
0.8571	High Similarity	NPC474211
0.8539	High Similarity	NPC313650
0.8519	High Similarity	NPC328178
0.8506	High Similarity	NPC79917
0.8506	High Similarity	NPC300017
0.8488	Intermediate Similarity	NPC199567
0.8452	Intermediate Similarity	NPC99482
0.8427	Intermediate Similarity	NPC20142
0.8427	Intermediate Similarity	NPC215351
0.8395	Intermediate Similarity	NPC469894
0.8372	Intermediate Similarity	NPC23167
0.8372	Intermediate Similarity	NPC407
0.8372	Intermediate Similarity	NPC307235
0.8352	Intermediate Similarity	NPC108606
0.8352	Intermediate Similarity	NPC164514
0.8352	Intermediate Similarity	NPC303611
0.8352	Intermediate Similarity	NPC290515
0.8352	Intermediate Similarity	NPC226096
0.8352	Intermediate Similarity	NPC474073
0.8333	Intermediate Similarity	NPC21959
0.8293	Intermediate Similarity	NPC164449
0.8293	Intermediate Similarity	NPC184030
0.8289	Intermediate Similarity	NPC78954
0.8289	Intermediate Similarity	NPC82770
0.8289	Intermediate Similarity	NPC239931
0.8276	Intermediate Similarity	NPC104216
0.8276	Intermediate Similarity	NPC25493
0.8276	Intermediate Similarity	NPC113460
0.8276	Intermediate Similarity	NPC27974
0.8256	Intermediate Similarity	NPC155393
0.8256	Intermediate Similarity	NPC197783
0.8202	Intermediate Similarity	NPC128645
0.8182	Intermediate Similarity	NPC280347
0.8182	Intermediate Similarity	NPC177420
0.8182	Intermediate Similarity	NPC123273
0.8182	Intermediate Similarity	NPC318325
0.8182	Intermediate Similarity	NPC258219
0.8182	Intermediate Similarity	NPC242240
0.8172	Intermediate Similarity	NPC469481
0.8172	Intermediate Similarity	NPC228400
0.8172	Intermediate Similarity	NPC214200
0.8161	Intermediate Similarity	NPC304760
0.8152	Intermediate Similarity	NPC160548
0.8152	Intermediate Similarity	NPC175852
0.8152	Intermediate Similarity	NPC210529
0.814	Intermediate Similarity	NPC286904
0.814	Intermediate Similarity	NPC248817
0.814	Intermediate Similarity	NPC175313
0.8095	Intermediate Similarity	NPC106313
0.8095	Intermediate Similarity	NPC73637
0.8095	Intermediate Similarity	NPC121478
0.809	Intermediate Similarity	NPC55561
0.809	Intermediate Similarity	NPC300478
0.809	Intermediate Similarity	NPC47950
0.809	Intermediate Similarity	NPC312304
0.8085	Intermediate Similarity	NPC327226
0.8065	Intermediate Similarity	NPC128723
0.8065	Intermediate Similarity	NPC78119
0.8065	Intermediate Similarity	NPC216468
0.8065	Intermediate Similarity	NPC51333
0.8065	Intermediate Similarity	NPC132078
0.8046	Intermediate Similarity	NPC198747
0.8023	Intermediate Similarity	NPC265146
0.8023	Intermediate Similarity	NPC124436
0.8	Intermediate Similarity	NPC306074
0.8	Intermediate Similarity	NPC265521
0.8	Intermediate Similarity	NPC314690
0.8	Intermediate Similarity	NPC160382
0.8	Intermediate Similarity	NPC304541
0.7979	Intermediate Similarity	NPC174911
0.7979	Intermediate Similarity	NPC213730
0.7979	Intermediate Similarity	NPC294741
0.7976	Intermediate Similarity	NPC165212
0.7955	Intermediate Similarity	NPC184169
0.7931	Intermediate Similarity	NPC150837
0.7917	Intermediate Similarity	NPC150254
0.7917	Intermediate Similarity	NPC226778
0.7917	Intermediate Similarity	NPC147000
0.7917	Intermediate Similarity	NPC304761
0.7912	Intermediate Similarity	NPC306884
0.7912	Intermediate Similarity	NPC162314
0.7912	Intermediate Similarity	NPC3358
0.7912	Intermediate Similarity	NPC55903
0.7912	Intermediate Similarity	NPC94139
0.7912	Intermediate Similarity	NPC147284
0.7912	Intermediate Similarity	NPC210497
0.7907	Intermediate Similarity	NPC95429
0.7895	Intermediate Similarity	NPC40258
0.7895	Intermediate Similarity	NPC91461
0.7895	Intermediate Similarity	NPC7686
0.7889	Intermediate Similarity	NPC192
0.7872	Intermediate Similarity	NPC100870
0.7849	Intermediate Similarity	NPC289201
0.7835	Intermediate Similarity	NPC471133
0.7835	Intermediate Similarity	NPC472919
0.7835	Intermediate Similarity	NPC243601
0.7835	Intermediate Similarity	NPC471350
0.7835	Intermediate Similarity	NPC154899
0.7835	Intermediate Similarity	NPC233396
0.7826	Intermediate Similarity	NPC289769
0.7826	Intermediate Similarity	NPC245187
0.7826	Intermediate Similarity	NPC316301
0.7826	Intermediate Similarity	NPC27323
0.7826	Intermediate Similarity	NPC152415
0.7816	Intermediate Similarity	NPC58616
0.7812	Intermediate Similarity	NPC82426
0.7812	Intermediate Similarity	NPC91820
0.7812	Intermediate Similarity	NPC471228
0.7812	Intermediate Similarity	NPC235762
0.7812	Intermediate Similarity	NPC19856
0.7802	Intermediate Similarity	NPC155908
0.7802	Intermediate Similarity	NPC204210
0.7802	Intermediate Similarity	NPC45040
0.7802	Intermediate Similarity	NPC231150
0.7791	Intermediate Similarity	NPC146703
0.7789	Intermediate Similarity	NPC289117
0.7789	Intermediate Similarity	NPC130103
0.7778	Intermediate Similarity	NPC70436
0.7778	Intermediate Similarity	NPC98772
0.7755	Intermediate Similarity	NPC135464
0.7755	Intermediate Similarity	NPC92623
0.7755	Intermediate Similarity	NPC136962
0.7742	Intermediate Similarity	NPC26244
0.7742	Intermediate Similarity	NPC8392
0.7738	Intermediate Similarity	NPC170484
0.7732	Intermediate Similarity	NPC171831
0.7732	Intermediate Similarity	NPC280616
0.7732	Intermediate Similarity	NPC249067
0.7732	Intermediate Similarity	NPC315794
0.7732	Intermediate Similarity	NPC475225
0.7732	Intermediate Similarity	NPC242913
0.7717	Intermediate Similarity	NPC271440
0.7708	Intermediate Similarity	NPC110764
0.7708	Intermediate Similarity	NPC154905
0.7708	Intermediate Similarity	NPC101025
0.7708	Intermediate Similarity	NPC60373
0.7708	Intermediate Similarity	NPC471578
0.7692	Intermediate Similarity	NPC317645
0.7677	Intermediate Similarity	NPC61033
0.7677	Intermediate Similarity	NPC472979
0.7677	Intermediate Similarity	NPC251306
0.7677	Intermediate Similarity	NPC27252
0.7677	Intermediate Similarity	NPC305603
0.7677	Intermediate Similarity	NPC472980
0.7667	Intermediate Similarity	NPC19680
0.766	Intermediate Similarity	NPC473388
0.766	Intermediate Similarity	NPC312132
0.766	Intermediate Similarity	NPC259512
0.766	Intermediate Similarity	NPC283711
0.7647	Intermediate Similarity	NPC192623
0.7647	Intermediate Similarity	NPC121800
0.764	Intermediate Similarity	NPC89377
0.7634	Intermediate Similarity	NPC76938
0.7634	Intermediate Similarity	NPC206764
0.7634	Intermediate Similarity	NPC128062
0.7634	Intermediate Similarity	NPC151715
0.7629	Intermediate Similarity	NPC305205
0.7609	Intermediate Similarity	NPC270547
0.76	Intermediate Similarity	NPC317305
0.76	Intermediate Similarity	NPC472982
0.76	Intermediate Similarity	NPC64642
0.76	Intermediate Similarity	NPC149455
0.7579	Intermediate Similarity	NPC225464
0.7579	Intermediate Similarity	NPC152097
0.7579	Intermediate Similarity	NPC88420
0.7579	Intermediate Similarity	NPC6597
0.7579	Intermediate Similarity	NPC260000
0.7579	Intermediate Similarity	NPC79241
0.7579	Intermediate Similarity	NPC77492
0.7576	Intermediate Similarity	NPC472315
0.7576	Intermediate Similarity	NPC475203
0.7576	Intermediate Similarity	NPC474376
0.7576	Intermediate Similarity	NPC37115
0.7576	Intermediate Similarity	NPC472316
0.7553	Intermediate Similarity	NPC274678
0.7553	Intermediate Similarity	NPC32714
0.7553	Intermediate Similarity	NPC222146
0.7553	Intermediate Similarity	NPC144682
0.7553	Intermediate Similarity	NPC286006

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 NPC329319 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	230
0.1-0.2	962
0.2-0.3	1533
0.3-0.4	3060
0.4-0.5	2016
0.5-0.6	985
0.6-0.7	310
0.7-0.8	47
0.8-0.85	6
0.85-0.9	0
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9342	High Similarity	NPD9294	Approved
0.8352	Intermediate Similarity	NPD9609	Approved
0.8352	Intermediate Similarity	NPD9612	Approved
0.8352	Intermediate Similarity	NPD9611	Approved
0.8152	Intermediate Similarity	NPD9495	Approved
0.8085	Intermediate Similarity	NPD855	Approved
0.8085	Intermediate Similarity	NPD854	Approved
0.8023	Intermediate Similarity	NPD111	Approved
0.8	Intermediate Similarity	NPD5700	Clinical (unspecified phase)
0.7917	Intermediate Similarity	NPD10	Approved
0.7917	Intermediate Similarity	NPD311	Approved
0.7917	Intermediate Similarity	NPD310	Approved
0.7917	Intermediate Similarity	NPD314	Approved
0.7917	Intermediate Similarity	NPD315	Approved
0.7917	Intermediate Similarity	NPD309	Approved
0.7912	Intermediate Similarity	NPD845	Approved
0.7826	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.7826	Intermediate Similarity	NPD2933	Approved
0.7826	Intermediate Similarity	NPD2934	Approved
0.7765	Intermediate Similarity	NPD9250	Approved
0.7742	Intermediate Similarity	NPD2859	Approved
0.7742	Intermediate Similarity	NPD844	Approved
0.7742	Intermediate Similarity	NPD2860	Approved
0.7732	Intermediate Similarity	NPD1237	Approved
0.766	Intermediate Similarity	NPD288	Approved
0.7609	Intermediate Similarity	NPD9251	Approved
0.7553	Intermediate Similarity	NPD1809	Phase 2
0.75	Intermediate Similarity	NPD3020	Approved
0.75	Intermediate Similarity	NPD4095	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD9532	Phase 3
0.7423	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7423	Intermediate Similarity	NPD1616	Discontinued
0.7419	Intermediate Similarity	NPD159	Clinical (unspecified phase)
0.7386	Intermediate Similarity	NPD9491	Approved
0.7353	Intermediate Similarity	NPD9380	Clinical (unspecified phase)
0.7347	Intermediate Similarity	NPD4817	Approved
0.7347	Intermediate Similarity	NPD846	Approved
0.7347	Intermediate Similarity	NPD940	Approved
0.7347	Intermediate Similarity	NPD4818	Approved
0.7327	Intermediate Similarity	NPD290	Approved
0.7282	Intermediate Similarity	NPD4025	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD5738	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD6647	Phase 2
0.7245	Intermediate Similarity	NPD2553	Approved
0.7245	Intermediate Similarity	NPD2552	Approved
0.7245	Intermediate Similarity	NPD2550	Approved
0.7245	Intermediate Similarity	NPD2549	Approved
0.7245	Intermediate Similarity	NPD2555	Approved
0.7245	Intermediate Similarity	NPD2558	Approved
0.7204	Intermediate Similarity	NPD9258	Approved
0.7204	Intermediate Similarity	NPD9256	Approved
0.72	Intermediate Similarity	NPD9608	Approved
0.72	Intermediate Similarity	NPD9610	Approved
0.7174	Intermediate Similarity	NPD531	Approved
0.7174	Intermediate Similarity	NPD1101	Approved
0.7172	Intermediate Similarity	NPD4189	Approved
0.7172	Intermediate Similarity	NPD4719	Phase 2
0.7172	Intermediate Similarity	NPD4188	Approved
0.717	Intermediate Similarity	NPD9614	Approved
0.717	Intermediate Similarity	NPD2629	Approved
0.717	Intermediate Similarity	NPD9618	Approved
0.7159	Intermediate Similarity	NPD226	Approved
0.7157	Intermediate Similarity	NPD6406	Approved
0.7143	Intermediate Similarity	NPD9087	Approved
0.71	Intermediate Similarity	NPD4658	Approved
0.71	Intermediate Similarity	NPD3682	Approved
0.71	Intermediate Similarity	NPD3680	Approved
0.71	Intermediate Similarity	NPD4229	Approved
0.71	Intermediate Similarity	NPD3681	Approved
0.71	Intermediate Similarity	NPD4231	Approved
0.71	Intermediate Similarity	NPD3683	Approved
0.71	Intermediate Similarity	NPD4656	Approved
0.7097	Intermediate Similarity	NPD9249	Phase 1
0.7097	Intermediate Similarity	NPD800	Approved
0.7087	Intermediate Similarity	NPD2684	Approved
0.7075	Intermediate Similarity	NPD4869	Clinical (unspecified phase)
0.7065	Intermediate Similarity	NPD9538	Approved
0.7059	Intermediate Similarity	NPD1445	Approved
0.7059	Intermediate Similarity	NPD1444	Approved
0.7059	Intermediate Similarity	NPD968	Approved
0.7059	Intermediate Similarity	NPD9716	Approved
0.7037	Intermediate Similarity	NPD6775	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD694	Clinical (unspecified phase)
0.703	Intermediate Similarity	NPD3046	Approved
0.703	Intermediate Similarity	NPD3048	Approved
0.703	Intermediate Similarity	NPD3047	Approved
0.703	Intermediate Similarity	NPD179	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD1089	Approved
0.7021	Intermediate Similarity	NPD1086	Approved
0.7021	Intermediate Similarity	NPD1090	Approved
0.7019	Intermediate Similarity	NPD9713	Approved
0.6979	Remote Similarity	NPD3719	Approved
0.6979	Remote Similarity	NPD3718	Approved
0.6972	Remote Similarity	NPD9613	Approved
0.6972	Remote Similarity	NPD16	Approved
0.6972	Remote Similarity	NPD856	Approved
0.6972	Remote Similarity	NPD828	Approved
0.6972	Remote Similarity	NPD317	Approved
0.6972	Remote Similarity	NPD9615	Approved
0.6972	Remote Similarity	NPD318	Approved
0.6972	Remote Similarity	NPD9616	Approved
0.697	Remote Similarity	NPD9712	Approved
0.6961	Remote Similarity	NPD5048	Discontinued
0.6947	Remote Similarity	NPD530	Approved
0.6932	Remote Similarity	NPD9490	Approved
0.6916	Remote Similarity	NPD7159	Clinical (unspecified phase)
0.6915	Remote Similarity	NPD689	Discontinued
0.6909	Remote Similarity	NPD7741	Discontinued
0.6909	Remote Similarity	NPD316	Approved
0.6909	Remote Similarity	NPD3091	Approved
0.6909	Remote Similarity	NPD2227	Clinical (unspecified phase)
0.6907	Remote Similarity	NPD4814	Discontinued
0.6907	Remote Similarity	NPD1693	Approved
0.69	Remote Similarity	NPD1242	Phase 1
0.69	Remote Similarity	NPD3028	Approved
0.6893	Remote Similarity	NPD811	Approved
0.6893	Remote Similarity	NPD812	Approved
0.6893	Remote Similarity	NPD2559	Approved
0.6893	Remote Similarity	NPD3524	Approved
0.6893	Remote Similarity	NPD3526	Approved
0.6893	Remote Similarity	NPD810	Approved
0.6893	Remote Similarity	NPD2551	Approved
0.6887	Remote Similarity	NPD6124	Clinical (unspecified phase)
0.6887	Remote Similarity	NPD228	Approved
0.6882	Remote Similarity	NPD1282	Approved
0.6875	Remote Similarity	NPD1088	Approved
0.6875	Remote Similarity	NPD752	Approved
0.6869	Remote Similarity	NPD9710	Approved
0.6869	Remote Similarity	NPD9711	Approved
0.6869	Remote Similarity	NPD9273	Approved
0.6857	Remote Similarity	NPD3021	Approved
0.6857	Remote Similarity	NPD3022	Approved
0.6857	Remote Similarity	NPD1792	Phase 2
0.6847	Remote Similarity	NPD1710	Approved
0.6827	Remote Similarity	NPD2342	Discontinued
0.6822	Remote Similarity	NPD821	Approved
0.6822	Remote Similarity	NPD7843	Approved
0.6818	Remote Similarity	NPD227	Approved
0.6818	Remote Similarity	NPD9088	Approved
0.6818	Remote Similarity	NPD225	Approved
0.6813	Remote Similarity	NPD3971	Phase 1
0.6804	Remote Similarity	NPD720	Approved
0.6804	Remote Similarity	NPD1066	Discontinued
0.6804	Remote Similarity	NPD1409	Phase 3
0.6804	Remote Similarity	NPD719	Approved
0.6792	Remote Similarity	NPD4253	Approved
0.6792	Remote Similarity	NPD4254	Approved
0.6786	Remote Similarity	NPD7725	Approved
0.6786	Remote Similarity	NPD5238	Clinical (unspecified phase)
0.6774	Remote Similarity	NPD9259	Approved
0.6774	Remote Similarity	NPD9257	Approved
0.6771	Remote Similarity	NPD1239	Approved
0.6765	Remote Similarity	NPD9500	Approved
0.6762	Remote Similarity	NPD4718	Approved
0.6762	Remote Similarity	NPD4720	Approved
0.6762	Remote Similarity	NPD4717	Approved
0.6762	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6737	Remote Similarity	NPD5346	Phase 2
0.6737	Remote Similarity	NPD5347	Phase 2
0.6729	Remote Similarity	NPD969	Suspended
0.6729	Remote Similarity	NPD2500	Approved
0.6729	Remote Similarity	NPD2499	Approved
0.6702	Remote Similarity	NPD1087	Approved
0.6702	Remote Similarity	NPD4793	Discontinued
0.6698	Remote Similarity	NPD4750	Phase 3
0.6698	Remote Similarity	NPD550	Approved
0.6698	Remote Similarity	NPD551	Approved
0.6667	Remote Similarity	NPD5734	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5350	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5351	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7635	Approved
0.6667	Remote Similarity	NPD3092	Approved
0.6637	Remote Similarity	NPD5125	Phase 3
0.6637	Remote Similarity	NPD3095	Discontinued
0.6637	Remote Similarity	NPD9381	Approved
0.6637	Remote Similarity	NPD5126	Approved
0.6637	Remote Similarity	NPD5723	Approved
0.6637	Remote Similarity	NPD9384	Approved
0.6636	Remote Similarity	NPD4198	Discontinued
0.6636	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6636	Remote Similarity	NPD7157	Approved
0.6635	Remote Similarity	NPD794	Clinical (unspecified phase)
0.6634	Remote Similarity	NPD1238	Approved
0.6634	Remote Similarity	NPD2066	Phase 3
0.6633	Remote Similarity	NPD1202	Approved
0.6633	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6609	Remote Similarity	NPD2562	Approved
0.6609	Remote Similarity	NPD2561	Approved
0.6609	Remote Similarity	NPD4273	Approved
0.6606	Remote Similarity	NPD2234	Approved
0.6606	Remote Similarity	NPD2229	Approved
0.6606	Remote Similarity	NPD2228	Approved
0.6602	Remote Similarity	NPD5765	Approved
0.66	Remote Similarity	NPD1566	Phase 3
0.66	Remote Similarity	NPD1565	Approved
0.66	Remote Similarity	NPD1564	Approved
0.6577	Remote Similarity	NPD3123	Discovery
0.6574	Remote Similarity	NPD4572	Approved
0.6574	Remote Similarity	NPD4573	Approved
0.6574	Remote Similarity	NPD4571	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