NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	902.49
Volume:	923.571
LogP:	2.358
LogD:	2.202
LogS:	-2.793
# Rotatable Bonds:	23
TPSA:	287.98
# H-Bond Aceptor:	18
# H-Bond Donor:	10
# Rings:	4
# Heavy Atoms:	18

MedChem Properties

QED Drug-Likeness Score:	0.03
Synthetic Accessibility Score:	5.702
Fsp3:	0.532
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.033
MDCK Permeability:	2.80953918263549e-05
Pgp-inhibitor:	0.969
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.977
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.098
Plasma Protein Binding (PPB):	70.34642028808594%
Volume Distribution (VD):	0.366
Pgp-substrate:	13.67612075805664%

ADMET: Metabolism

CYP1A2-inhibitor:	0.008
CYP1A2-substrate:	0.009
CYP2C19-inhibitor:	0.061
CYP2C19-substrate:	0.036
CYP2C9-inhibitor:	0.167
CYP2C9-substrate:	0.192
CYP2D6-inhibitor:	0.247
CYP2D6-substrate:	0.077
CYP3A4-inhibitor:	0.368
CYP3A4-substrate:	0.016

ADMET: Excretion

Clearance (CL):	1.672
Half-life (T1/2):	0.907

ADMET: Toxicity

hERG Blockers:	0.008
Human Hepatotoxicity (H-HT):	1.0
Drug-inuced Liver Injury (DILI):	0.915
AMES Toxicity:	0.01
Rat Oral Acute Toxicity:	0.296
Maximum Recommended Daily Dose:	0.46
Skin Sensitization:	0.625
Carcinogencity:	0.073
Eye Corrosion:	0.003
Eye Irritation:	0.006
Respiratory Toxicity:	0.249

Download Data

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

Natural Product: NPC476874

Natural Product ID:	NPC476874
*Common Name:**	Colisporifungin
IUPAC Name:	(2S)-N-[(3R,6S,9R,16S,17R)-3-benzyl-6-(hydroxymethyl)-9-(1H-indol-3-ylmethyl)-17-methyl-2,5,8,11,15-pentaoxo-1-oxa-4,7,10,14-tetrazacycloheptadec-16-yl]-2-(dodecanoylamino)pentanediamide
Synonyms:
Standard InCHIKey:	IYDPPFXSKSVCFU-OKQHFOSFSA-N
Standard InCHI:	InChI=1S/C47H66N8O10/c1-3-4-5-6-7-8-9-10-14-21-40(58)51-35(22-23-39(48)57)43(60)55-42-30(2)65-47(64)37(26-31-17-12-11-13-18-31)53-45(62)38(29-56)54-44(61)36(52-41(59)24-25-49-46(42)63)27-32-28-50-34-20-16-15-19-33(32)34/h11-13,15-20,28,30,35-38,42,50,56H,3-10,14,21-27,29H2,1-2H3,(H2,48,57)(H,49,63)(H,51,58)(H,52,59)(H,53,62)(H,54,61)(H,55,60)/t30-,35+,36-,37-,38+,42+/m1/s1
SMILES:	CCCCCCCCCCCC(=O)N[C@@H](CCC(=O)N)C(=O)N[C@H]1[C@H](OC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)CCNC1=O)CC2=CNC3=CC=CC=C32)CO)CC4=CC=CC=C4)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	122177445
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0001813] Peptidomimetics [CHEMONTID:0001961] Depsipeptides [CHEMONTID:0001994] Cyclic depsipeptides

*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
NPO33627	Colispora cavincola	Species		Eukaryota	n.a.	n.a.	n.a.	PMID[25636062]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	1
MIC	2
Others	1

Activity Type	# Activity
Organism	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	2	ug/ml	PMID[25636062]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	MIC	=	4	ug/ml	PMID[25636062]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	IC50	=	6.2	nM	PMID[25636062]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	FC	=	5.3	n.a.	PMID[25636062]

☑ 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 NPC476874 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	237
0.1-0.2	1284
0.2-0.3	7532
0.3-0.4	23666
0.4-0.5	4632
0.5-0.6	2723
0.6-0.7	1835
0.7-0.8	673
0.8-0.85	79
0.85-0.9	30
0.9-0.95	5
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9175	High Similarity	NPC281049
0.9058	High Similarity	NPC478158
0.8942	High Similarity	NPC193761
0.8854	High Similarity	NPC323927
0.8827	High Similarity	NPC478157
0.8798	High Similarity	NPC235684
0.8724	High Similarity	NPC75634
0.8703	High Similarity	NPC321708
0.8667	High Similarity	NPC267885
0.8667	High Similarity	NPC162860
0.8636	High Similarity	NPC313640
0.8611	High Similarity	NPC203468
0.8611	High Similarity	NPC110500
0.8611	High Similarity	NPC149155
0.8571	High Similarity	NPC126709
0.8571	High Similarity	NPC64216
0.8571	High Similarity	NPC248041
0.8571	High Similarity	NPC283219
0.8564	High Similarity	NPC54420
0.8497	Intermediate Similarity	NPC475506
0.8492	Intermediate Similarity	NPC54744
0.8492	Intermediate Similarity	NPC229348
0.8478	Intermediate Similarity	NPC71037
0.8454	Intermediate Similarity	NPC155143
0.8453	Intermediate Similarity	NPC314603
0.8439	Intermediate Similarity	NPC125597
0.8415	Intermediate Similarity	NPC14113
0.8415	Intermediate Similarity	NPC145885
0.8415	Intermediate Similarity	NPC84827
0.8396	Intermediate Similarity	NPC315555
0.8394	Intermediate Similarity	NPC100321
0.8392	Intermediate Similarity	NPC320968
0.8389	Intermediate Similarity	NPC78020
0.8373	Intermediate Similarity	NPC89987
0.837	Intermediate Similarity	NPC213468
0.8342	Intermediate Similarity	NPC473640
0.8333	Intermediate Similarity	NPC160105
0.8309	Intermediate Similarity	NPC24370
0.8309	Intermediate Similarity	NPC319232
0.8293	Intermediate Similarity	NPC473317
0.8291	Intermediate Similarity	NPC107077
0.8291	Intermediate Similarity	NPC223791
0.8235	Intermediate Similarity	NPC469358
0.8232	Intermediate Similarity	NPC54988
0.8222	Intermediate Similarity	NPC311276
0.8205	Intermediate Similarity	NPC293917
0.8201	Intermediate Similarity	NPC94752
0.8187	Intermediate Similarity	NPC63751
0.8172	Intermediate Similarity	NPC55772
0.8168	Intermediate Similarity	NPC207020
0.816	Intermediate Similarity	NPC323752
0.8132	Intermediate Similarity	NPC474561
0.8132	Intermediate Similarity	NPC49954
0.8118	Intermediate Similarity	NPC111275
0.8115	Intermediate Similarity	NPC213629
0.8108	Intermediate Similarity	NPC469938
0.8101	Intermediate Similarity	NPC469762
0.8093	Intermediate Similarity	NPC478029
0.809	Intermediate Similarity	NPC473376
0.8066	Intermediate Similarity	NPC282231
0.8061	Intermediate Similarity	NPC171317
0.8045	Intermediate Similarity	NPC469785
0.8032	Intermediate Similarity	NPC469896
0.8022	Intermediate Similarity	NPC40779
0.8021	Intermediate Similarity	NPC59269
0.8011	Intermediate Similarity	NPC279918
0.801	Intermediate Similarity	NPC262898
0.801	Intermediate Similarity	NPC62749
0.8	Intermediate Similarity	NPC478028
0.8	Intermediate Similarity	NPC235885
0.7989	Intermediate Similarity	NPC211572
0.7989	Intermediate Similarity	NPC201700
0.7989	Intermediate Similarity	NPC80597
0.7989	Intermediate Similarity	NPC75540
0.7989	Intermediate Similarity	NPC212376
0.7989	Intermediate Similarity	NPC70922
0.7982	Intermediate Similarity	NPC314882
0.798	Intermediate Similarity	NPC470497
0.7979	Intermediate Similarity	NPC219336
0.797	Intermediate Similarity	NPC127677
0.797	Intermediate Similarity	NPC258062
0.797	Intermediate Similarity	NPC149708
0.7959	Intermediate Similarity	NPC179701
0.7959	Intermediate Similarity	NPC11445
0.7958	Intermediate Similarity	NPC280290
0.795	Intermediate Similarity	NPC98715
0.7947	Intermediate Similarity	NPC163055
0.7943	Intermediate Similarity	NPC2395
0.7938	Intermediate Similarity	NPC117244
0.7938	Intermediate Similarity	NPC473763
0.7933	Intermediate Similarity	NPC469786
0.7933	Intermediate Similarity	NPC73952
0.7933	Intermediate Similarity	NPC469763
0.7933	Intermediate Similarity	NPC259644
0.7933	Intermediate Similarity	NPC469765
0.7933	Intermediate Similarity	NPC25008
0.7933	Intermediate Similarity	NPC469760
0.7931	Intermediate Similarity	NPC271862
0.7927	Intermediate Similarity	NPC175474
0.7926	Intermediate Similarity	NPC217372
0.7926	Intermediate Similarity	NPC15573
0.7926	Intermediate Similarity	NPC183662
0.7923	Intermediate Similarity	NPC194640
0.7921	Intermediate Similarity	NPC225821
0.7921	Intermediate Similarity	NPC46225
0.7919	Intermediate Similarity	NPC227582
0.7908	Intermediate Similarity	NPC157828
0.7908	Intermediate Similarity	NPC195239
0.7906	Intermediate Similarity	NPC228835
0.7895	Intermediate Similarity	NPC233936
0.7889	Intermediate Similarity	NPC249150
0.7889	Intermediate Similarity	NPC79129
0.7889	Intermediate Similarity	NPC45459
0.7889	Intermediate Similarity	NPC252338
0.7889	Intermediate Similarity	NPC49196
0.7889	Intermediate Similarity	NPC195461
0.7889	Intermediate Similarity	NPC313985
0.7889	Intermediate Similarity	NPC315491
0.7889	Intermediate Similarity	NPC81654
0.7887	Intermediate Similarity	NPC95783
0.7876	Intermediate Similarity	NPC17059
0.7874	Intermediate Similarity	NPC204491
0.7874	Intermediate Similarity	NPC203614
0.7857	Intermediate Similarity	NPC267343
0.7857	Intermediate Similarity	NPC230869
0.785	Intermediate Similarity	NPC326363
0.785	Intermediate Similarity	NPC300183
0.7842	Intermediate Similarity	NPC300688
0.7839	Intermediate Similarity	NPC74413
0.7831	Intermediate Similarity	NPC151939
0.7824	Intermediate Similarity	NPC70155
0.7816	Intermediate Similarity	NPC110602
0.7816	Intermediate Similarity	NPC151976
0.7816	Intermediate Similarity	NPC87856
0.7816	Intermediate Similarity	NPC31385
0.7816	Intermediate Similarity	NPC75726
0.7805	Intermediate Similarity	NPC234999
0.78	Intermediate Similarity	NPC214428
0.7799	Intermediate Similarity	NPC477714
0.7795	Intermediate Similarity	NPC154339
0.7794	Intermediate Similarity	NPC314957
0.7793	Intermediate Similarity	NPC472762
0.7793	Intermediate Similarity	NPC267926
0.7789	Intermediate Similarity	NPC50503
0.7789	Intermediate Similarity	NPC67288
0.7789	Intermediate Similarity	NPC52557
0.7789	Intermediate Similarity	NPC11126
0.7789	Intermediate Similarity	NPC470499
0.7788	Intermediate Similarity	NPC132211
0.7788	Intermediate Similarity	NPC74969
0.7783	Intermediate Similarity	NPC266192
0.7778	Intermediate Similarity	NPC267965
0.7772	Intermediate Similarity	NPC62510
0.7763	Intermediate Similarity	NPC478006
0.776	Intermediate Similarity	NPC139291
0.776	Intermediate Similarity	NPC472108
0.7757	Intermediate Similarity	NPC57690
0.7751	Intermediate Similarity	NPC472285
0.7751	Intermediate Similarity	NPC477715
0.7745	Intermediate Similarity	NPC88008
0.7737	Intermediate Similarity	NPC248454
0.7732	Intermediate Similarity	NPC474707
0.7729	Intermediate Similarity	NPC475778
0.7723	Intermediate Similarity	NPC260900
0.772	Intermediate Similarity	NPC165495
0.7713	Intermediate Similarity	NPC470498
0.7706	Intermediate Similarity	NPC325976
0.7703	Intermediate Similarity	NPC36405
0.77	Intermediate Similarity	NPC102008
0.77	Intermediate Similarity	NPC475271
0.7692	Intermediate Similarity	NPC317030
0.7685	Intermediate Similarity	NPC223409
0.7685	Intermediate Similarity	NPC322135
0.7681	Intermediate Similarity	NPC82370
0.768	Intermediate Similarity	NPC163421
0.768	Intermediate Similarity	NPC188387
0.768	Intermediate Similarity	NPC15102
0.7677	Intermediate Similarity	NPC474177
0.7672	Intermediate Similarity	NPC263117
0.7672	Intermediate Similarity	NPC242872
0.7672	Intermediate Similarity	NPC125181
0.7668	Intermediate Similarity	NPC472110
0.7668	Intermediate Similarity	NPC472109
0.7665	Intermediate Similarity	NPC243716
0.7664	Intermediate Similarity	NPC141428
0.7661	Intermediate Similarity	NPC220852
0.7656	Intermediate Similarity	NPC474412
0.7653	Intermediate Similarity	NPC173028
0.7653	Intermediate Similarity	NPC65215
0.765	Intermediate Similarity	NPC272483
0.765	Intermediate Similarity	NPC156704
0.7644	Intermediate Similarity	NPC68354
0.7639	Intermediate Similarity	NPC56109
0.7639	Intermediate Similarity	NPC33949
0.7639	Intermediate Similarity	NPC191382
0.7639	Intermediate Similarity	NPC100547
0.7638	Intermediate Similarity	NPC294693
0.7636	Intermediate Similarity	NPC28945
0.7635	Intermediate Similarity	NPC474116
0.7634	Intermediate Similarity	NPC102423

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 NPC476874 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	150
0.1-0.2	438
0.2-0.3	675
0.3-0.4	1662
0.4-0.5	2629
0.5-0.6	2474
0.6-0.7	929
0.7-0.8	166
0.8-0.85	17
0.85-0.9	10
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.884	High Similarity	NPD2092	Phase 2
0.884	High Similarity	NPD2094	Phase 2
0.884	High Similarity	NPD2095	Phase 2
0.8791	High Similarity	NPD2091	Phase 2
0.8791	High Similarity	NPD2096	Phase 2
0.8736	High Similarity	NPD5728	Clinical (unspecified phase)
0.8611	High Similarity	NPD482	Approved
0.8601	High Similarity	NPD8072	Approved
0.8564	High Similarity	NPD749	Clinical (unspecified phase)
0.8549	High Similarity	NPD8073	Approved
0.8543	High Similarity	NPD8112	Clinical (unspecified phase)
0.8513	High Similarity	NPD7958	Clinical (unspecified phase)
0.8513	High Similarity	NPD7957	Phase 1
0.8434	Intermediate Similarity	NPD7809	Clinical (unspecified phase)
0.8418	Intermediate Similarity	NPD4862	Clinical (unspecified phase)
0.8392	Intermediate Similarity	NPD7470	Discontinued
0.8377	Intermediate Similarity	NPD7944	Discontinued
0.8352	Intermediate Similarity	NPD750	Phase 2
0.8342	Intermediate Similarity	NPD7825	Clinical (unspecified phase)
0.83	Intermediate Similarity	NPD8013	Clinical (unspecified phase)
0.8276	Intermediate Similarity	NPD8406	Clinical (unspecified phase)
0.8241	Intermediate Similarity	NPD7947	Clinical (unspecified phase)
0.8226	Intermediate Similarity	NPD6595	Phase 3
0.8211	Intermediate Similarity	NPD8110	Clinical (unspecified phase)
0.8205	Intermediate Similarity	NPD7621	Clinical (unspecified phase)
0.8182	Intermediate Similarity	NPD8272	Phase 2
0.8159	Intermediate Similarity	NPD7998	Clinical (unspecified phase)
0.8158	Intermediate Similarity	NPD8431	Approved
0.8142	Intermediate Similarity	NPD4184	Clinical (unspecified phase)
0.8051	Intermediate Similarity	NPD7818	Clinical (unspecified phase)
0.801	Intermediate Similarity	NPD8493	Clinical (unspecified phase)
0.799	Intermediate Similarity	NPD5721	Clinical (unspecified phase)
0.799	Intermediate Similarity	NPD7594	Clinical (unspecified phase)
0.7889	Intermediate Similarity	NPD484	Approved
0.7889	Intermediate Similarity	NPD4601	Approved
0.7889	Intermediate Similarity	NPD4600	Approved
0.7885	Intermediate Similarity	NPD8405	Clinical (unspecified phase)
0.785	Intermediate Similarity	NPD7903	Clinical (unspecified phase)
0.7831	Intermediate Similarity	NPD2144	Approved
0.7828	Intermediate Similarity	NPD5003	Discontinued
0.7826	Intermediate Similarity	NPD7971	Clinical (unspecified phase)
0.7826	Intermediate Similarity	NPD7970	Approved
0.7794	Intermediate Similarity	NPD2509	Approved
0.7794	Intermediate Similarity	NPD2510	Approved
0.7772	Intermediate Similarity	NPD2121	Clinical (unspecified phase)
0.7772	Intermediate Similarity	NPD6610	Clinical (unspecified phase)
0.775	Intermediate Similarity	NPD6661	Clinical (unspecified phase)
0.7749	Intermediate Similarity	NPD8464	Clinical (unspecified phase)
0.7742	Intermediate Similarity	NPD7789	Approved
0.7742	Intermediate Similarity	NPD7951	Approved
0.7742	Intermediate Similarity	NPD7952	Approved
0.7742	Intermediate Similarity	NPD7953	Approved
0.7742	Intermediate Similarity	NPD7790	Approved
0.7742	Intermediate Similarity	NPD7791	Approved
0.7742	Intermediate Similarity	NPD7950	Approved
0.7739	Intermediate Similarity	NPD7948	Phase 1
0.7734	Intermediate Similarity	NPD5901	Discontinued
0.7731	Intermediate Similarity	NPD8372	Clinical (unspecified phase)
0.7727	Intermediate Similarity	NPD7619	Phase 3
0.7727	Intermediate Similarity	NPD7618	Phase 3
0.7708	Intermediate Similarity	NPD3038	Discontinued
0.77	Intermediate Similarity	NPD7777	Approved
0.77	Intermediate Similarity	NPD7778	Approved
0.77	Intermediate Similarity	NPD53	Approved
0.7696	Intermediate Similarity	NPD4079	Approved
0.7696	Intermediate Similarity	NPD7001	Phase 3
0.7696	Intermediate Similarity	NPD4076	Approved
0.7674	Intermediate Similarity	NPD7730	Approved
0.7674	Intermediate Similarity	NPD7731	Approved
0.7659	Intermediate Similarity	NPD6838	Clinical (unspecified phase)
0.7659	Intermediate Similarity	NPD8322	Phase 2
0.7656	Intermediate Similarity	NPD5899	Approved
0.7656	Intermediate Similarity	NPD5898	Approved
0.7656	Intermediate Similarity	NPD5897	Approved
0.7653	Intermediate Similarity	NPD7233	Approved
0.7653	Intermediate Similarity	NPD7234	Approved
0.7644	Intermediate Similarity	NPD8093	Discontinued
0.7644	Intermediate Similarity	NPD3505	Approved
0.7644	Intermediate Similarity	NPD3506	Approved
0.7639	Intermediate Similarity	NPD7781	Approved
0.7639	Intermediate Similarity	NPD7780	Approved
0.7624	Intermediate Similarity	NPD8248	Clinical (unspecified phase)
0.7619	Intermediate Similarity	NPD3393	Approved
0.7619	Intermediate Similarity	NPD3394	Approved
0.7619	Intermediate Similarity	NPD3389	Approved
0.7606	Intermediate Similarity	NPD5069	Clinical (unspecified phase)
0.7604	Intermediate Similarity	NPD7824	Approved
0.7581	Intermediate Similarity	NPD7271	Approved
0.7573	Intermediate Similarity	NPD8410	Clinical (unspecified phase)
0.7561	Intermediate Similarity	NPD5426	Phase 3
0.7561	Intermediate Similarity	NPD7712	Clinical (unspecified phase)
0.7552	Intermediate Similarity	NPD6203	Clinical (unspecified phase)
0.7539	Intermediate Similarity	NPD5065	Approved
0.7537	Intermediate Similarity	NPD6479	Discontinued
0.7525	Intermediate Similarity	NPD2565	Phase 2
0.7525	Intermediate Similarity	NPD2564	Approved
0.7525	Intermediate Similarity	NPD4499	Approved
0.7524	Intermediate Similarity	NPD6732	Clinical (unspecified phase)
0.7524	Intermediate Similarity	NPD8094	Discontinued
0.7513	Intermediate Similarity	NPD8386	Phase 2
0.75	Intermediate Similarity	NPD8327	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD5818	Discontinued
0.75	Intermediate Similarity	NPD8326	Phase 3
0.75	Intermediate Similarity	NPD8325	Phase 3
0.7465	Intermediate Similarity	NPD7711	Discontinued
0.7463	Intermediate Similarity	NPD4427	Phase 2
0.7461	Intermediate Similarity	NPD8122	Approved
0.7461	Intermediate Similarity	NPD8123	Approved
0.7451	Intermediate Similarity	NPD4500	Approved
0.7451	Intermediate Similarity	NPD4501	Approved
0.7427	Intermediate Similarity	NPD6176	Phase 1
0.7421	Intermediate Similarity	NPD2844	Phase 3
0.7415	Intermediate Similarity	NPD7727	Phase 2
0.74	Intermediate Similarity	NPD6630	Clinical (unspecified phase)
0.7393	Intermediate Similarity	NPD8458	Clinical (unspecified phase)
0.7385	Intermediate Similarity	NPD7603	Discontinued
0.7371	Intermediate Similarity	NPD5612	Discontinued
0.7366	Intermediate Similarity	NPD276	Clinical (unspecified phase)
0.736	Intermediate Similarity	NPD6178	Phase 3
0.736	Intermediate Similarity	NPD3607	Clinical (unspecified phase)
0.7358	Intermediate Similarity	NPD8488	Clinical (unspecified phase)
0.7358	Intermediate Similarity	NPD3794	Approved
0.7358	Intermediate Similarity	NPD3795	Approved
0.7336	Intermediate Similarity	NPD8000	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD6529	Discontinued
0.7327	Intermediate Similarity	NPD5575	Clinical (unspecified phase)
0.7318	Intermediate Similarity	NPD786	Approved
0.731	Intermediate Similarity	NPD5596	Phase 2
0.7308	Intermediate Similarity	NPD8115	Approved
0.7308	Intermediate Similarity	NPD8114	Approved
0.7306	Intermediate Similarity	NPD8289	Discontinued
0.7304	Intermediate Similarity	NPD6664	Approved
0.7302	Intermediate Similarity	NPD8026	Phase 1
0.7291	Intermediate Similarity	NPD4602	Approved
0.7283	Intermediate Similarity	NPD4374	Clinical (unspecified phase)
0.7277	Intermediate Similarity	NPD6665	Discontinued
0.7268	Intermediate Similarity	NPD7946	Pre-registration
0.7264	Intermediate Similarity	NPD8063	Discontinued
0.7259	Intermediate Similarity	NPD3178	Discontinued
0.7257	Intermediate Similarity	NPD2921	Clinical (unspecified phase)
0.7251	Intermediate Similarity	NPD2125	Clinical (unspecified phase)
0.725	Intermediate Similarity	NPD3961	Discontinued
0.7246	Intermediate Similarity	NPD7817	Phase 1
0.7245	Intermediate Similarity	NPD8036	Clinical (unspecified phase)
0.7245	Intermediate Similarity	NPD8037	Clinical (unspecified phase)
0.7241	Intermediate Similarity	NPD1038	Approved
0.724	Intermediate Similarity	NPD4638	Approved
0.724	Intermediate Similarity	NPD4639	Approved
0.724	Intermediate Similarity	NPD4640	Approved
0.7231	Intermediate Similarity	NPD6375	Clinical (unspecified phase)
0.7225	Intermediate Similarity	NPD8098	Approved
0.7222	Intermediate Similarity	NPD7878	Phase 2
0.722	Intermediate Similarity	NPD8119	Discontinued
0.7205	Intermediate Similarity	NPD5483	Clinical (unspecified phase)
0.7202	Intermediate Similarity	NPD1325	Approved
0.7202	Intermediate Similarity	NPD1326	Approved
0.72	Intermediate Similarity	NPD4426	Clinical (unspecified phase)
0.7198	Intermediate Similarity	NPD5043	Discontinued
0.7195	Intermediate Similarity	NPD8430	Approved
0.7194	Intermediate Similarity	NPD7865	Approved
0.7188	Intermediate Similarity	NPD4174	Clinical (unspecified phase)
0.7188	Intermediate Similarity	NPD7558	Phase 2
0.7183	Intermediate Similarity	NPD5066	Phase 2
0.7183	Intermediate Similarity	NPD5475	Discontinued
0.7183	Intermediate Similarity	NPD5067	Phase 2
0.7183	Intermediate Similarity	NPD7070	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD5322	Clinical (unspecified phase)
0.7177	Intermediate Similarity	NPD2920	Discontinued
0.7176	Intermediate Similarity	NPD8271	Discontinued
0.7176	Intermediate Similarity	NPD7823	Clinical (unspecified phase)
0.7172	Intermediate Similarity	NPD4383	Clinical (unspecified phase)
0.7172	Intermediate Similarity	NPD8408	Discontinued
0.7169	Intermediate Similarity	NPD8356	Approved
0.7164	Intermediate Similarity	NPD4948	Discontinued
0.7156	Intermediate Similarity	NPD6242	Discontinued
0.7156	Intermediate Similarity	NPD1392	Approved
0.7155	Intermediate Similarity	NPD5482	Discontinued
0.7151	Intermediate Similarity	NPD4463	Approved
0.7151	Intermediate Similarity	NPD4462	Approved
0.7151	Intermediate Similarity	NPD198	Clinical (unspecified phase)
0.715	Intermediate Similarity	NPD6999	Discontinued
0.715	Intermediate Similarity	NPD7000	Clinical (unspecified phase)
0.7149	Intermediate Similarity	NPD7576	Discontinued
0.7143	Intermediate Similarity	NPD6578	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6987	Phase 1
0.7143	Intermediate Similarity	NPD3947	Discontinued
0.7143	Intermediate Similarity	NPD1722	Approved
0.7143	Intermediate Similarity	NPD5632	Approved
0.7143	Intermediate Similarity	NPD4075	Phase 2
0.7136	Intermediate Similarity	NPD7465	Suspended
0.7117	Intermediate Similarity	NPD6292	Clinical (unspecified phase)
0.7109	Intermediate Similarity	NPD3003	Approved
0.7097	Intermediate Similarity	NPD3100	Discontinued
0.7092	Intermediate Similarity	NPD4128	Approved
0.7092	Intermediate Similarity	NPD4736	Clinical (unspecified phase)
0.7079	Intermediate Similarity	NPD3486	Clinical (unspecified phase)
0.7078	Intermediate Similarity	NPD3280	Approved
0.7077	Intermediate Similarity	NPD5934	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD1304	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD802	Phase 2

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