NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	246.17
Volume:	271.121
LogP:	3.978
LogD:	3.879
LogS:	-3.808
# Rotatable Bonds:	5
TPSA:	41.13
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.836
Synthetic Accessibility Score:	3.331
Fsp3:	0.533
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:	-4.698
MDCK Permeability:	2.8641765311476775e-05
Pgp-inhibitor:	0.003
Pgp-substrate:	0.906
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.02
30% Bioavailability (F30%):	0.498

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.385
Plasma Protein Binding (PPB):	91.41720581054688%
Volume Distribution (VD):	0.883
Pgp-substrate:	7.353764057159424%

ADMET: Metabolism

CYP1A2-inhibitor:	0.938
CYP1A2-substrate:	0.355
CYP2C19-inhibitor:	0.791
CYP2C19-substrate:	0.574
CYP2C9-inhibitor:	0.807
CYP2C9-substrate:	0.202
CYP2D6-inhibitor:	0.276
CYP2D6-substrate:	0.235
CYP3A4-inhibitor:	0.845
CYP3A4-substrate:	0.136

ADMET: Excretion

Clearance (CL):	4.893
Half-life (T1/2):	0.289

ADMET: Toxicity

hERG Blockers:	0.009
Human Hepatotoxicity (H-HT):	0.135
Drug-inuced Liver Injury (DILI):	0.155
AMES Toxicity:	0.207
Rat Oral Acute Toxicity:	0.032
Maximum Recommended Daily Dose:	0.18
Skin Sensitization:	0.508
Carcinogencity:	0.276
Eye Corrosion:	0.005
Eye Irritation:	0.565
Respiratory Toxicity:	0.696

Download Data

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

Natural Product: NPC476687

Natural Product ID:	NPC476687
*Common Name:**	2-[(3S)-heptan-3-yl]-2,3-dihydro-1H-quinazolin-4-one
IUPAC Name:	2-[(3S)-heptan-3-yl]-2,3-dihydro-1H-quinazolin-4-one
Synonyms:
Standard InCHIKey:	YYUQLDLABXPGOV-ZSOXZCCMSA-N
Standard InCHI:	InChI=1S/C15H22N2O/c1-3-5-8-11(4-2)14-16-13-10-7-6-9-12(13)15(18)17-14/h6-7,9-11,14,16H,3-5,8H2,1-2H3,(H,17,18)/t11-,14?/m0/s1
SMILES:	CCCC[C@H](CC)C1NC2=CC=CC=C2C(=O)N1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	56666532
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0004788] Diazanaphthalenes [CHEMONTID:0004789] Benzodiazines [CHEMONTID:0000485] Quinazolines

*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
NPO33632	Bacillus cereus 041381	Species	n.a.	n.a.	isolated from the Coastal mud	Baimajin, Danzhou, Hainan province of China	n.a.	PMID[21612927]

☑ 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
MIC	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	5000	nM	PMID[21612927]

☑ 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 NPC476687 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	271
0.1-0.2	3070
0.2-0.3	13456
0.3-0.4	14670
0.4-0.5	6706
0.5-0.6	3808
0.6-0.7	676
0.7-0.8	36
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC476689
1.0	High Similarity	NPC476685
0.8102	Intermediate Similarity	NPC184437
0.8049	Intermediate Similarity	NPC37584
0.781	Intermediate Similarity	NPC226662
0.7538	Intermediate Similarity	NPC314141
0.7348	Intermediate Similarity	NPC205652
0.7343	Intermediate Similarity	NPC253476
0.7338	Intermediate Similarity	NPC141353
0.732	Intermediate Similarity	NPC471132
0.729	Intermediate Similarity	NPC469428
0.7197	Intermediate Similarity	NPC131718
0.7197	Intermediate Similarity	NPC68650
0.7162	Intermediate Similarity	NPC43477
0.7152	Intermediate Similarity	NPC476231
0.7143	Intermediate Similarity	NPC325013
0.7111	Intermediate Similarity	NPC147957
0.7107	Intermediate Similarity	NPC476118
0.7105	Intermediate Similarity	NPC254798
0.7092	Intermediate Similarity	NPC250476
0.7059	Intermediate Similarity	NPC313449
0.7042	Intermediate Similarity	NPC476950
0.702	Intermediate Similarity	NPC472103
0.7013	Intermediate Similarity	NPC288445
0.7	Intermediate Similarity	NPC472241
0.7	Intermediate Similarity	NPC102423
0.6981	Remote Similarity	NPC27904
0.6963	Remote Similarity	NPC470550
0.6957	Remote Similarity	NPC471130
0.6951	Remote Similarity	NPC313791
0.6937	Remote Similarity	NPC88970
0.6934	Remote Similarity	NPC192209
0.6903	Remote Similarity	NPC37548
0.6903	Remote Similarity	NPC318086
0.6899	Remote Similarity	NPC178681
0.6897	Remote Similarity	NPC231382
0.6894	Remote Similarity	NPC302790
0.689	Remote Similarity	NPC476686
0.689	Remote Similarity	NPC476688
0.689	Remote Similarity	NPC105758
0.6889	Remote Similarity	NPC187036
0.6889	Remote Similarity	NPC296163
0.6886	Remote Similarity	NPC72980
0.6875	Remote Similarity	NPC197680
0.6875	Remote Similarity	NPC259098
0.6863	Remote Similarity	NPC472242
0.6848	Remote Similarity	NPC34508
0.6848	Remote Similarity	NPC259545
0.6839	Remote Similarity	NPC237649
0.6839	Remote Similarity	NPC300596
0.6824	Remote Similarity	NPC173295
0.6813	Remote Similarity	NPC471122
0.681	Remote Similarity	NPC49954
0.681	Remote Similarity	NPC474561
0.6792	Remote Similarity	NPC285469
0.679	Remote Similarity	NPC189116
0.6788	Remote Similarity	NPC288232
0.6786	Remote Similarity	NPC232340
0.6772	Remote Similarity	NPC259644
0.6772	Remote Similarity	NPC469763
0.6772	Remote Similarity	NPC25008
0.6772	Remote Similarity	NPC469760
0.6772	Remote Similarity	NPC73952
0.6772	Remote Similarity	NPC469786
0.6772	Remote Similarity	NPC469765
0.6768	Remote Similarity	NPC278874
0.6761	Remote Similarity	NPC283130
0.6761	Remote Similarity	NPC328683
0.6755	Remote Similarity	NPC472243
0.6753	Remote Similarity	NPC242556
0.6753	Remote Similarity	NPC470824
0.6738	Remote Similarity	NPC273830
0.6733	Remote Similarity	NPC287358
0.6732	Remote Similarity	NPC60553
0.673	Remote Similarity	NPC212376
0.673	Remote Similarity	NPC70922
0.673	Remote Similarity	NPC80597
0.673	Remote Similarity	NPC75540
0.673	Remote Similarity	NPC211572
0.673	Remote Similarity	NPC38736
0.673	Remote Similarity	NPC470507
0.6728	Remote Similarity	NPC85651
0.6728	Remote Similarity	NPC282231
0.6728	Remote Similarity	NPC47298
0.6728	Remote Similarity	NPC315214
0.6711	Remote Similarity	NPC2823
0.671	Remote Similarity	NPC264589
0.6694	Remote Similarity	NPC78154
0.6688	Remote Similarity	NPC187951
0.6687	Remote Similarity	NPC32028
0.6687	Remote Similarity	NPC159319
0.6686	Remote Similarity	NPC270009
0.6667	Remote Similarity	NPC474479
0.6667	Remote Similarity	NPC279918
0.6667	Remote Similarity	NPC471743
0.6646	Remote Similarity	NPC24678
0.6646	Remote Similarity	NPC471124
0.6646	Remote Similarity	NPC105818
0.6644	Remote Similarity	NPC306397
0.6644	Remote Similarity	NPC101372
0.6644	Remote Similarity	NPC212125
0.6642	Remote Similarity	NPC164802
0.6641	Remote Similarity	NPC474430
0.6641	Remote Similarity	NPC33168
0.6629	Remote Similarity	NPC242209
0.6627	Remote Similarity	NPC164664
0.6626	Remote Similarity	NPC224632
0.6626	Remote Similarity	NPC16667
0.6626	Remote Similarity	NPC191863
0.6626	Remote Similarity	NPC289776
0.6626	Remote Similarity	NPC133470
0.6621	Remote Similarity	NPC252794
0.6608	Remote Similarity	NPC192270
0.6604	Remote Similarity	NPC117032
0.6603	Remote Similarity	NPC159856
0.6603	Remote Similarity	NPC314372
0.6603	Remote Similarity	NPC259678
0.6591	Remote Similarity	NPC226778
0.6591	Remote Similarity	NPC304761
0.6591	Remote Similarity	NPC147000
0.6591	Remote Similarity	NPC150254
0.6587	Remote Similarity	NPC158129
0.6585	Remote Similarity	NPC198747
0.6585	Remote Similarity	NPC311276
0.6584	Remote Similarity	NPC469785
0.6582	Remote Similarity	NPC124005
0.6581	Remote Similarity	NPC311330
0.6579	Remote Similarity	NPC125746
0.6575	Remote Similarity	NPC145754
0.657	Remote Similarity	NPC48938
0.6568	Remote Similarity	NPC288785
0.6566	Remote Similarity	NPC63751
0.6566	Remote Similarity	NPC317430
0.6565	Remote Similarity	NPC327226
0.6554	Remote Similarity	NPC314098
0.6552	Remote Similarity	NPC171171
0.6552	Remote Similarity	NPC474926
0.6549	Remote Similarity	NPC326232
0.6548	Remote Similarity	NPC208060
0.6547	Remote Similarity	NPC222982
0.6543	Remote Similarity	NPC469762
0.6541	Remote Similarity	NPC471155
0.6541	Remote Similarity	NPC211551
0.6541	Remote Similarity	NPC472538
0.6532	Remote Similarity	NPC204717
0.6529	Remote Similarity	NPC293472
0.6527	Remote Similarity	NPC194411
0.6524	Remote Similarity	NPC230942
0.6524	Remote Similarity	NPC472121
0.6524	Remote Similarity	NPC315498
0.6522	Remote Similarity	NPC207726
0.6522	Remote Similarity	NPC471458
0.6516	Remote Similarity	NPC308197
0.651	Remote Similarity	NPC22079
0.6506	Remote Similarity	NPC160105
0.6506	Remote Similarity	NPC54988
0.6505	Remote Similarity	NPC270241
0.6503	Remote Similarity	NPC230869
0.6496	Remote Similarity	NPC275410
0.6494	Remote Similarity	NPC314002
0.6494	Remote Similarity	NPC476319
0.6494	Remote Similarity	NPC307396
0.6491	Remote Similarity	NPC472443
0.6491	Remote Similarity	NPC176199
0.6491	Remote Similarity	NPC215795
0.6486	Remote Similarity	NPC472245
0.6486	Remote Similarity	NPC225400
0.6485	Remote Similarity	NPC194640
0.6484	Remote Similarity	NPC303045
0.6484	Remote Similarity	NPC161972
0.6475	Remote Similarity	NPC118202
0.6474	Remote Similarity	NPC190296
0.6474	Remote Similarity	NPC220765
0.6471	Remote Similarity	NPC203754
0.6471	Remote Similarity	NPC225857
0.6471	Remote Similarity	NPC150048
0.6467	Remote Similarity	NPC201700
0.6456	Remote Similarity	NPC129042
0.6452	Remote Similarity	NPC470786
0.645	Remote Similarity	NPC474409
0.645	Remote Similarity	NPC471294
0.645	Remote Similarity	NPC314603
0.645	Remote Similarity	NPC472123
0.6439	Remote Similarity	NPC291610
0.6438	Remote Similarity	NPC475763
0.6437	Remote Similarity	NPC471742
0.6437	Remote Similarity	NPC472294
0.6434	Remote Similarity	NPC179605
0.6434	Remote Similarity	NPC279385
0.6434	Remote Similarity	NPC130931
0.6433	Remote Similarity	NPC184964
0.6433	Remote Similarity	NPC96890
0.6433	Remote Similarity	NPC119569
0.6433	Remote Similarity	NPC248454
0.6433	Remote Similarity	NPC474081
0.6429	Remote Similarity	NPC280548
0.6429	Remote Similarity	NPC47986
0.6429	Remote Similarity	NPC126481
0.6429	Remote Similarity	NPC242933
0.6424	Remote Similarity	NPC471177

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 NPC476687 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	172
0.1-0.2	520
0.2-0.3	1022
0.3-0.4	978
0.4-0.5	2751
0.5-0.6	3079
0.6-0.7	586
0.7-0.8	41
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8322	Intermediate Similarity	NPD5546	Clinical (unspecified phase)
0.7972	Intermediate Similarity	NPD6506	Clinical (unspecified phase)
0.7902	Intermediate Similarity	NPD6301	Phase 2
0.7899	Intermediate Similarity	NPD1316	Discontinued
0.7801	Intermediate Similarity	NPD3864	Clinical (unspecified phase)
0.7737	Intermediate Similarity	NPD995	Clinical (unspecified phase)
0.7677	Intermediate Similarity	NPD184	Approved
0.7638	Intermediate Similarity	NPD1108	Approved
0.7638	Intermediate Similarity	NPD1107	Approved
0.7635	Intermediate Similarity	NPD1664	Clinical (unspecified phase)
0.7595	Intermediate Similarity	NPD1226	Approved
0.7466	Intermediate Similarity	NPD1908	Phase 2
0.7413	Intermediate Similarity	NPD2791	Discontinued
0.7343	Intermediate Similarity	NPD1106	Discontinued
0.7312	Intermediate Similarity	NPD3883	Clinical (unspecified phase)
0.7308	Intermediate Similarity	NPD5989	Phase 1
0.7273	Intermediate Similarity	NPD1595	Approved
0.7273	Intermediate Similarity	NPD1594	Phase 3
0.7266	Intermediate Similarity	NPD993	Approved
0.7266	Intermediate Similarity	NPD990	Approved
0.7255	Intermediate Similarity	NPD2188	Approved
0.7255	Intermediate Similarity	NPD2882	Phase 1
0.7218	Intermediate Similarity	NPD1813	Discontinued
0.7214	Intermediate Similarity	NPD2840	Approved
0.7206	Intermediate Similarity	NPD2210	Approved
0.7206	Intermediate Similarity	NPD2212	Approved
0.719	Intermediate Similarity	NPD2328	Phase 2
0.7181	Intermediate Similarity	NPD1592	Phase 3
0.7181	Intermediate Similarity	NPD4430	Phase 2
0.7179	Intermediate Similarity	NPD7735	Clinical (unspecified phase)
0.7172	Intermediate Similarity	NPD2470	Clinical (unspecified phase)
0.7161	Intermediate Similarity	NPD1397	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD1305	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD1325	Approved
0.7143	Intermediate Similarity	NPD6320	Approved
0.7143	Intermediate Similarity	NPD1326	Approved
0.7124	Intermediate Similarity	NPD1405	Approved
0.7117	Intermediate Similarity	NPD5153	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD2468	Approved
0.7115	Intermediate Similarity	NPD2469	Approved
0.7107	Intermediate Similarity	NPD5138	Approved
0.7107	Intermediate Similarity	NPD5140	Approved
0.709	Intermediate Similarity	NPD5631	Phase 3
0.7083	Intermediate Similarity	NPD865	Approved
0.7083	Intermediate Similarity	NPD864	Approved
0.7078	Intermediate Similarity	NPD3329	Clinical (unspecified phase)
0.7068	Intermediate Similarity	NPD1764	Approved
0.7068	Intermediate Similarity	NPD1762	Approved
0.7063	Intermediate Similarity	NPD6359	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD7481	Approved
0.7059	Intermediate Similarity	NPD7480	Approved
0.7054	Intermediate Similarity	NPD563	Approved
0.7054	Intermediate Similarity	NPD564	Approved
0.7032	Intermediate Similarity	NPD6476	Clinical (unspecified phase)
0.7032	Intermediate Similarity	NPD6158	Phase 2
0.7019	Intermediate Similarity	NPD3587	Clinical (unspecified phase)
0.7015	Intermediate Similarity	NPD3149	Approved
0.7015	Intermediate Similarity	NPD2659	Approved
0.7015	Intermediate Similarity	NPD2658	Approved
0.7015	Intermediate Similarity	NPD3147	Approved
0.7015	Intermediate Similarity	NPD3150	Approved
0.7015	Intermediate Similarity	NPD3148	Approved
0.7014	Intermediate Similarity	NPD1001	Discontinued
0.7	Intermediate Similarity	NPD964	Approved
0.6981	Remote Similarity	NPD6524	Clinical (unspecified phase)
0.698	Remote Similarity	NPD6522	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD1235	Phase 3
0.6977	Remote Similarity	NPD5042	Phase 1
0.6944	Remote Similarity	NPD4019	Clinical (unspecified phase)
0.6933	Remote Similarity	NPD3625	Discontinued
0.6923	Remote Similarity	NPD5663	Discontinued
0.6919	Remote Similarity	NPD1043	Phase 3
0.6912	Remote Similarity	NPD2622	Approved
0.6909	Remote Similarity	NPD5065	Approved
0.6905	Remote Similarity	NPD7867	Phase 1
0.6899	Remote Similarity	NPD2789	Approved
0.6897	Remote Similarity	NPD4274	Approved
0.6897	Remote Similarity	NPD3720	Discontinued
0.6897	Remote Similarity	NPD4275	Approved
0.6894	Remote Similarity	NPD2678	Approved
0.6894	Remote Similarity	NPD2679	Approved
0.689	Remote Similarity	NPD4150	Clinical (unspecified phase)
0.689	Remote Similarity	NPD3824	Phase 1
0.689	Remote Similarity	NPD4083	Discontinued
0.6875	Remote Similarity	NPD5599	Discontinued
0.6867	Remote Similarity	NPD2380	Approved
0.6867	Remote Similarity	NPD2382	Approved
0.6867	Remote Similarity	NPD2381	Approved
0.6866	Remote Similarity	NPD2999	Approved
0.6866	Remote Similarity	NPD3001	Approved
0.6859	Remote Similarity	NPD3277	Phase 3
0.6842	Remote Similarity	NPD1625	Approved
0.6836	Remote Similarity	NPD5856	Discontinued
0.6835	Remote Similarity	NPD1306	Clinical (unspecified phase)
0.6832	Remote Similarity	NPD4871	Phase 2
0.6818	Remote Similarity	NPD2243	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD9715	Phase 2
0.6812	Remote Similarity	NPD9247	Phase 3
0.6797	Remote Similarity	NPD2387	Approved
0.6794	Remote Similarity	NPD414	Discontinued
0.6781	Remote Similarity	NPD4866	Approved
0.6781	Remote Similarity	NPD4867	Approved
0.6781	Remote Similarity	NPD3841	Phase 3
0.6776	Remote Similarity	NPD1189	Approved
0.6761	Remote Similarity	NPD478	Approved
0.6757	Remote Similarity	NPD7200	Approved
0.6753	Remote Similarity	NPD3813	Approved
0.6753	Remote Similarity	NPD5595	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD4462	Approved
0.6752	Remote Similarity	NPD4463	Approved
0.6752	Remote Similarity	NPD2398	Phase 3
0.675	Remote Similarity	NPD4670	Clinical (unspecified phase)
0.675	Remote Similarity	NPD4671	Clinical (unspecified phase)
0.675	Remote Similarity	NPD4669	Clinical (unspecified phase)
0.6748	Remote Similarity	NPD3363	Clinical (unspecified phase)
0.6746	Remote Similarity	NPD6833	Clinical (unspecified phase)
0.6744	Remote Similarity	NPD706	Phase 1
0.6739	Remote Similarity	NPD2463	Approved
0.6739	Remote Similarity	NPD2464	Approved
0.6739	Remote Similarity	NPD2467	Approved
0.6738	Remote Similarity	NPD1236	Phase 3
0.6736	Remote Similarity	NPD6900	Discontinued
0.6731	Remote Similarity	NPD4888	Discontinued
0.6731	Remote Similarity	NPD5881	Clinical (unspecified phase)
0.6731	Remote Similarity	NPD4703	Approved
0.6731	Remote Similarity	NPD4702	Approved
0.6728	Remote Similarity	NPD1685	Approved
0.6728	Remote Similarity	NPD1684	Approved
0.6724	Remote Similarity	NPD5117	Phase 2
0.6718	Remote Similarity	NPD179	Clinical (unspecified phase)
0.6718	Remote Similarity	NPD1728	Clinical (unspecified phase)
0.6716	Remote Similarity	NPD1539	Approved
0.6712	Remote Similarity	NPD1271	Clinical (unspecified phase)
0.671	Remote Similarity	NPD5839	Clinical (unspecified phase)
0.6708	Remote Similarity	NPD4860	Clinical (unspecified phase)
0.6708	Remote Similarity	NPD6283	Phase 2
0.6708	Remote Similarity	NPD4514	Approved
0.6707	Remote Similarity	NPD1965	Approved
0.6707	Remote Similarity	NPD6767	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD6316	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD6492	Phase 2
0.6705	Remote Similarity	NPD5428	Discontinued
0.6692	Remote Similarity	NPD1417	Approved
0.6692	Remote Similarity	NPD1419	Approved
0.6691	Remote Similarity	NPD313	Approved
0.669	Remote Similarity	NPD2173	Clinical (unspecified phase)
0.6689	Remote Similarity	NPD2003	Phase 1
0.6687	Remote Similarity	NPD2215	Approved
0.6687	Remote Similarity	NPD2216	Approved
0.6667	Remote Similarity	NPD4999	Phase 3
0.6667	Remote Similarity	NPD9587	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5596	Phase 2
0.6667	Remote Similarity	NPD4998	Phase 3
0.6667	Remote Similarity	NPD2583	Phase 2
0.6646	Remote Similarity	NPD212	Discontinued
0.6645	Remote Similarity	NPD2887	Clinical (unspecified phase)
0.6645	Remote Similarity	NPD6606	Clinical (unspecified phase)
0.6644	Remote Similarity	NPD2036	Approved
0.6644	Remote Similarity	NPD9284	Approved
0.6644	Remote Similarity	NPD9080	Approved
0.6642	Remote Similarity	NPD477	Phase 1
0.6641	Remote Similarity	NPD2244	Clinical (unspecified phase)
0.6623	Remote Similarity	NPD6636	Phase 3
0.6623	Remote Similarity	NPD4077	Clinical (unspecified phase)
0.6623	Remote Similarity	NPD4411	Phase 1
0.6623	Remote Similarity	NPD4410	Clinical (unspecified phase)
0.6617	Remote Similarity	NPD1064	Approved
0.6617	Remote Similarity	NPD1065	Approved
0.6611	Remote Similarity	NPD3814	Phase 1
0.6609	Remote Similarity	NPD6141	Clinical (unspecified phase)
0.6605	Remote Similarity	NPD5255	Approved
0.6605	Remote Similarity	NPD4485	Approved
0.6605	Remote Similarity	NPD6060	Clinical (unspecified phase)
0.6605	Remote Similarity	NPD1554	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD6707	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD3248	Phase 1
0.6604	Remote Similarity	NPD5267	Discontinued
0.6603	Remote Similarity	NPD3278	Clinical (unspecified phase)
0.6601	Remote Similarity	NPD6789	Approved
0.6601	Remote Similarity	NPD9477	Approved
0.66	Remote Similarity	NPD3851	Clinical (unspecified phase)
0.6591	Remote Similarity	NPD311	Approved
0.6591	Remote Similarity	NPD310	Approved
0.6591	Remote Similarity	NPD5641	Discontinued
0.6591	Remote Similarity	NPD10	Approved
0.6591	Remote Similarity	NPD309	Approved
0.6591	Remote Similarity	NPD314	Approved
0.6591	Remote Similarity	NPD315	Approved
0.6587	Remote Similarity	NPD5680	Clinical (unspecified phase)
0.6584	Remote Similarity	NPD7091	Discontinued
0.6581	Remote Similarity	NPD3717	Discontinued
0.6581	Remote Similarity	NPD3016	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD1626	Approved
0.6573	Remote Similarity	NPD2131	Approved
0.6567	Remote Similarity	NPD4115	Approved
0.6567	Remote Similarity	NPD4114	Approved
0.6558	Remote Similarity	NPD1649	Discontinued
0.6554	Remote Similarity	NPD6887	Clinical (unspecified phase)
0.6554	Remote Similarity	NPD1070	Approved
0.6554	Remote Similarity	NPD3404	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