NPASS Compound

Structure

CID268111 OpenBabel06191716072D 24 26 0 0 1 0 0 0 0 0999 V2000 6.9408 0.0321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9831 0.1328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3323 2.2182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1113 -1.6522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5533 2.2680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8904 1.0862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4000 -1.2605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7701 1.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1113 1.6522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3158 -1.5581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3158 1.5581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4000 1.2605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6316 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7976 0.4815 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.7976 -0.4815 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8340 -0.4815 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.5492 0.9118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2316 1.2605 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2316 -1.2605 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8340 0.4815 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3323 -2.2182 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2079 0.7375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4289 1.3035 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 13 15 1 0 0 0 0 14 15 1 0 0 0 0 14 18 1 1 0 0 0 15 19 1 6 0 0 0 16 20 1 6 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 18 3 1 1 0 0 0 19 4 1 6 0 0 0 19 21 1 0 0 0 0 20 5 1 6 0 0 0 20 23 1 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	338.25
Volume:	361.331
LogP:	3.618
LogD:	3.604
LogS:	-3.215
# Rotatable Bonds:	4
TPSA:	62.22
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.347
Synthetic Accessibility Score:	5.481
Fsp3:	0.9
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.444
MDCK Permeability:	2.1989484594087116e-05
Pgp-inhibitor:	0.987
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.012
30% Bioavailability (F30%):	0.068

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.313
Plasma Protein Binding (PPB):	95.09706115722656%
Volume Distribution (VD):	1.143
Pgp-substrate:	8.611964225769043%

ADMET: Metabolism

CYP1A2-inhibitor:	0.015
CYP1A2-substrate:	0.363
CYP2C19-inhibitor:	0.021
CYP2C19-substrate:	0.894
CYP2C9-inhibitor:	0.044
CYP2C9-substrate:	0.083
CYP2D6-inhibitor:	0.008
CYP2D6-substrate:	0.406
CYP3A4-inhibitor:	0.588
CYP3A4-substrate:	0.327

ADMET: Excretion

Clearance (CL):	5.082
Half-life (T1/2):	0.305

ADMET: Toxicity

hERG Blockers:	0.061
Human Hepatotoxicity (H-HT):	0.372
Drug-inuced Liver Injury (DILI):	0.066
AMES Toxicity:	0.397
Rat Oral Acute Toxicity:	0.154
Maximum Recommended Daily Dose:	0.194
Skin Sensitization:	0.919
Carcinogencity:	0.935
Eye Corrosion:	0.981
Eye Irritation:	0.89
Respiratory Toxicity:	0.981

Download Data

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

Natural Product: NPC268111

Natural Product ID:	NPC268111
*Common Name:**	Pacificin C
IUPAC Name:	n.a.
Synonyms:	Pacificin C
Standard InCHIKey:	QVXHUQXNTXETOI-IMMUYQCLSA-N
Standard InCHI:	InChI=1S/C20H34O4/c1-17(2,24-22)8-6-9-18(3)11-12-20(5)16(23-20)7-10-19(4,21)15-13-14(15)18/h6,8,14-16,21-22H,7,9-13H2,1-5H3/b8-6+/t14-,15-,16-,18-,19-,20-/m0/s1
SMILES:	CC(C)(/C=C/C[C@@]1(C)CC[C@@]2(C)[C@H](CC[C@@](C)([C@H]3C[C@H]13)O)O2)OO
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL479883
PubChem CID:	11484538
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000129] Alcohols and polyols [CHEMONTID:0001670] Tertiary alcohols

*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
NPO26870	Nephthea pacifica	Species	Nephtheidae	Eukaryota	n.a.	Formosan soft coral	n.a.	PMID[15679321]
NPO26870	Nephthea pacifica	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15679321]
NPO26870	Nephthea pacifica	Species	Nephtheidae	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
ED50	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT168	Cell Line	P388	Mus musculus	ED50	=	1.44	ug ml-1	PMID[549957]

☑ 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 NPC268111 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	214
0.1-0.2	2271
0.2-0.3	9824
0.3-0.4	16626
0.4-0.5	9245
0.5-0.6	4204
0.6-0.7	290
0.7-0.8	20
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8611	High Similarity	NPC74722
0.8611	High Similarity	NPC304690
0.7875	Intermediate Similarity	NPC325869
0.7848	Intermediate Similarity	NPC476703
0.7838	Intermediate Similarity	NPC73603
0.7838	Intermediate Similarity	NPC259299
0.7808	Intermediate Similarity	NPC61503
0.7792	Intermediate Similarity	NPC329763
0.7733	Intermediate Similarity	NPC305698
0.7722	Intermediate Similarity	NPC170148
0.7692	Intermediate Similarity	NPC190859
0.7632	Intermediate Similarity	NPC329989
0.7632	Intermediate Similarity	NPC239373
0.7564	Intermediate Similarity	NPC476709
0.7531	Intermediate Similarity	NPC477089
0.747	Intermediate Similarity	NPC471661
0.7432	Intermediate Similarity	NPC300593
0.7407	Intermediate Similarity	NPC471454
0.7294	Intermediate Similarity	NPC231601
0.725	Intermediate Similarity	NPC471525
0.7229	Intermediate Similarity	NPC476701
0.7215	Intermediate Similarity	NPC471662
0.72	Intermediate Similarity	NPC140233
0.72	Intermediate Similarity	NPC287744
0.7195	Intermediate Similarity	NPC84360
0.7191	Intermediate Similarity	NPC128066
0.7191	Intermediate Similarity	NPC97103
0.7176	Intermediate Similarity	NPC259858
0.716	Intermediate Similarity	NPC113639
0.7143	Intermediate Similarity	NPC163290
0.7143	Intermediate Similarity	NPC474739
0.7108	Intermediate Similarity	NPC474005
0.7108	Intermediate Similarity	NPC181838
0.7108	Intermediate Similarity	NPC137345
0.7108	Intermediate Similarity	NPC475980
0.7105	Intermediate Similarity	NPC308844
0.7067	Intermediate Similarity	NPC473508
0.7051	Intermediate Similarity	NPC471238
0.7045	Intermediate Similarity	NPC137253
0.7042	Intermediate Similarity	NPC223604
0.7037	Intermediate Similarity	NPC306727
0.7037	Intermediate Similarity	NPC144995
0.7037	Intermediate Similarity	NPC471659
0.7037	Intermediate Similarity	NPC227814
0.7024	Intermediate Similarity	NPC233295
0.7013	Intermediate Similarity	NPC311736
0.7011	Intermediate Similarity	NPC102048
0.7011	Intermediate Similarity	NPC160517
0.7011	Intermediate Similarity	NPC78673
0.7011	Intermediate Similarity	NPC186155
0.7	Intermediate Similarity	NPC471660
0.7	Intermediate Similarity	NPC477084
0.7	Intermediate Similarity	NPC49783
0.7	Intermediate Similarity	NPC115607
0.7	Intermediate Similarity	NPC471272
0.6988	Remote Similarity	NPC476007
0.6988	Remote Similarity	NPC476439
0.6988	Remote Similarity	NPC186109
0.6977	Remote Similarity	NPC472465
0.6974	Remote Similarity	NPC309300
0.6962	Remote Similarity	NPC471560
0.6962	Remote Similarity	NPC16964
0.6962	Remote Similarity	NPC472947
0.6962	Remote Similarity	NPC269841
0.6951	Remote Similarity	NPC23231
0.6951	Remote Similarity	NPC32832
0.6951	Remote Similarity	NPC60818
0.6951	Remote Similarity	NPC93213
0.6941	Remote Similarity	NPC95124
0.6941	Remote Similarity	NPC474592
0.6941	Remote Similarity	NPC471266
0.6941	Remote Similarity	NPC96362
0.6933	Remote Similarity	NPC475251
0.6923	Remote Similarity	NPC191323
0.6914	Remote Similarity	NPC130665
0.6905	Remote Similarity	NPC476314
0.6905	Remote Similarity	NPC68119
0.6905	Remote Similarity	NPC13823
0.6897	Remote Similarity	NPC49208
0.6897	Remote Similarity	NPC134481
0.6897	Remote Similarity	NPC23748
0.6892	Remote Similarity	NPC475931
0.6892	Remote Similarity	NPC122239
0.6883	Remote Similarity	NPC471200
0.6883	Remote Similarity	NPC19569
0.6875	Remote Similarity	NPC34834
0.6875	Remote Similarity	NPC470041
0.6867	Remote Similarity	NPC271070
0.6867	Remote Similarity	NPC253190
0.6867	Remote Similarity	NPC471658
0.6867	Remote Similarity	NPC236228
0.6867	Remote Similarity	NPC310643
0.6867	Remote Similarity	NPC476607
0.6867	Remote Similarity	NPC256720
0.686	Remote Similarity	NPC249423
0.686	Remote Similarity	NPC474894
0.686	Remote Similarity	NPC476646
0.686	Remote Similarity	NPC471270
0.6854	Remote Similarity	NPC61527
0.6854	Remote Similarity	NPC255143
0.6854	Remote Similarity	NPC476217
0.6842	Remote Similarity	NPC50435
0.6824	Remote Similarity	NPC86971
0.6824	Remote Similarity	NPC471537
0.6818	Remote Similarity	NPC474047
0.6818	Remote Similarity	NPC83702
0.6813	Remote Similarity	NPC138974
0.68	Remote Similarity	NPC99487
0.68	Remote Similarity	NPC127824
0.68	Remote Similarity	NPC323153
0.6795	Remote Similarity	NPC267027
0.679	Remote Similarity	NPC306085
0.6786	Remote Similarity	NPC40049
0.6782	Remote Similarity	NPC145963
0.6782	Remote Similarity	NPC477385
0.6782	Remote Similarity	NPC477390
0.6774	Remote Similarity	NPC119379
0.6761	Remote Similarity	NPC165755
0.6757	Remote Similarity	NPC181872
0.6757	Remote Similarity	NPC226848
0.6753	Remote Similarity	NPC225415
0.675	Remote Similarity	NPC101622
0.6747	Remote Similarity	NPC133580
0.6747	Remote Similarity	NPC474885
0.6747	Remote Similarity	NPC12696
0.6744	Remote Similarity	NPC236707
0.6742	Remote Similarity	NPC290731
0.6739	Remote Similarity	NPC472466
0.6737	Remote Similarity	NPC103165
0.6737	Remote Similarity	NPC210717
0.6737	Remote Similarity	NPC57664
0.6712	Remote Similarity	NPC24443
0.6711	Remote Similarity	NPC225342
0.6711	Remote Similarity	NPC210346
0.6709	Remote Similarity	NPC69649
0.6709	Remote Similarity	NPC477791
0.6709	Remote Similarity	NPC114651
0.6709	Remote Similarity	NPC136813
0.6709	Remote Similarity	NPC68703
0.6707	Remote Similarity	NPC68443
0.6707	Remote Similarity	NPC477085
0.6707	Remote Similarity	NPC259049
0.6705	Remote Similarity	NPC475789
0.6705	Remote Similarity	NPC82623
0.6705	Remote Similarity	NPC185605
0.6703	Remote Similarity	NPC475605
0.6703	Remote Similarity	NPC4574
0.6703	Remote Similarity	NPC212596
0.6702	Remote Similarity	NPC469491
0.6667	Remote Similarity	NPC250836
0.6667	Remote Similarity	NPC476317
0.6667	Remote Similarity	NPC476040
0.6667	Remote Similarity	NPC477202
0.6667	Remote Similarity	NPC311163
0.6667	Remote Similarity	NPC126969
0.6667	Remote Similarity	NPC143810
0.6667	Remote Similarity	NPC275671
0.6667	Remote Similarity	NPC112868
0.6667	Remote Similarity	NPC299068
0.6667	Remote Similarity	NPC476417
0.6667	Remote Similarity	NPC474045
0.6667	Remote Similarity	NPC261807
0.6667	Remote Similarity	NPC320525
0.6667	Remote Similarity	NPC246621
0.6667	Remote Similarity	NPC47761
0.6667	Remote Similarity	NPC261266
0.6667	Remote Similarity	NPC472471
0.6667	Remote Similarity	NPC261253
0.6667	Remote Similarity	NPC265588
0.6667	Remote Similarity	NPC301525
0.6667	Remote Similarity	NPC139724
0.6667	Remote Similarity	NPC476705
0.6667	Remote Similarity	NPC474994
0.6667	Remote Similarity	NPC238352
0.6667	Remote Similarity	NPC281316
0.6667	Remote Similarity	NPC477009
0.6667	Remote Similarity	NPC129630
0.6667	Remote Similarity	NPC302584
0.6667	Remote Similarity	NPC476021
0.6667	Remote Similarity	NPC5698
0.6667	Remote Similarity	NPC4299
0.6667	Remote Similarity	NPC83838
0.6667	Remote Similarity	NPC472468
0.6667	Remote Similarity	NPC469880
0.663	Remote Similarity	NPC469866
0.663	Remote Similarity	NPC471342
0.663	Remote Similarity	NPC16265
0.663	Remote Similarity	NPC101886
0.6629	Remote Similarity	NPC306951
0.6629	Remote Similarity	NPC471343
0.6628	Remote Similarity	NPC55304
0.6628	Remote Similarity	NPC139712
0.6628	Remote Similarity	NPC226226
0.6627	Remote Similarity	NPC201048
0.6627	Remote Similarity	NPC476366
0.6625	Remote Similarity	NPC272961
0.6625	Remote Similarity	NPC224532
0.6625	Remote Similarity	NPC167527
0.6623	Remote Similarity	NPC283247
0.6623	Remote Similarity	NPC473759

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 NPC268111 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	210
0.1-0.2	2868
0.2-0.3	4002
0.3-0.4	1591
0.4-0.5	375
0.5-0.6	97
0.6-0.7	7
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7011	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD6695	Phase 3
0.6667	Remote Similarity	NPD6902	Approved
0.6593	Remote Similarity	NPD7750	Discontinued
0.6593	Remote Similarity	NPD7524	Approved
0.6559	Remote Similarity	NPD7838	Discovery
0.6552	Remote Similarity	NPD7332	Phase 2
0.6552	Remote Similarity	NPD6931	Approved
0.6552	Remote Similarity	NPD7514	Phase 3
0.6552	Remote Similarity	NPD6930	Phase 2
0.6494	Remote Similarity	NPD368	Approved
0.6465	Remote Similarity	NPD5344	Discontinued
0.6437	Remote Similarity	NPD6929	Approved
0.6429	Remote Similarity	NPD6924	Approved
0.6429	Remote Similarity	NPD6926	Approved
0.6395	Remote Similarity	NPD6932	Approved
0.6364	Remote Similarity	NPD4821	Approved
0.6364	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD4822	Approved
0.6364	Remote Similarity	NPD4820	Approved
0.6364	Remote Similarity	NPD7525	Registered
0.6364	Remote Similarity	NPD6648	Approved
0.6364	Remote Similarity	NPD4819	Approved
0.6353	Remote Similarity	NPD8264	Approved
0.6322	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6322	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6322	Remote Similarity	NPD7145	Approved
0.6316	Remote Similarity	NPD7087	Discontinued
0.6279	Remote Similarity	NPD6933	Approved
0.625	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6237	Remote Similarity	NPD4250	Approved
0.6237	Remote Similarity	NPD4251	Approved
0.6211	Remote Similarity	NPD6698	Approved
0.6211	Remote Similarity	NPD46	Approved
0.6211	Remote Similarity	NPD3168	Discontinued
0.6207	Remote Similarity	NPD5776	Phase 2
0.6207	Remote Similarity	NPD6925	Approved
0.6196	Remote Similarity	NPD6893	Approved
0.6186	Remote Similarity	NPD5282	Discontinued
0.618	Remote Similarity	NPD7509	Discontinued
0.6146	Remote Similarity	NPD7637	Suspended
0.6136	Remote Similarity	NPD4271	Approved
0.6136	Remote Similarity	NPD4268	Approved
0.6129	Remote Similarity	NPD4249	Approved
0.6118	Remote Similarity	NPD4732	Discontinued
0.6111	Remote Similarity	NPD6898	Phase 1
0.6082	Remote Similarity	NPD5778	Approved
0.6082	Remote Similarity	NPD5779	Approved
0.6071	Remote Similarity	NPD7144	Approved
0.6071	Remote Similarity	NPD7143	Approved
0.6067	Remote Similarity	NPD6683	Phase 2
0.6067	Remote Similarity	NPD7645	Phase 2
0.6064	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6044	Remote Similarity	NPD6435	Approved
0.6022	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6	Remote Similarity	NPD7150	Approved
0.6	Remote Similarity	NPD7152	Approved
0.6	Remote Similarity	NPD7151	Approved
0.5981	Remote Similarity	NPD6371	Approved
0.5979	Remote Similarity	NPD7983	Approved
0.5978	Remote Similarity	NPD7154	Phase 3
0.5978	Remote Similarity	NPD5362	Discontinued
0.5977	Remote Similarity	NPD6942	Approved
0.5977	Remote Similarity	NPD7339	Approved
0.5952	Remote Similarity	NPD6922	Approved
0.5952	Remote Similarity	NPD6923	Approved
0.5941	Remote Similarity	NPD7638	Approved
0.5934	Remote Similarity	NPD5369	Approved
0.5921	Remote Similarity	NPD342	Phase 1
0.5909	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD7640	Approved
0.5882	Remote Similarity	NPD7639	Approved
0.5876	Remote Similarity	NPD5785	Approved
0.587	Remote Similarity	NPD4269	Approved
0.587	Remote Similarity	NPD5209	Approved
0.587	Remote Similarity	NPD4270	Approved
0.5862	Remote Similarity	NPD4785	Approved
0.5862	Remote Similarity	NPD4784	Approved
0.5824	Remote Similarity	NPD5368	Approved
0.5816	Remote Similarity	NPD6411	Approved
0.5814	Remote Similarity	NPD4243	Approved
0.5806	Remote Similarity	NPD5332	Approved
0.5806	Remote Similarity	NPD5331	Approved
0.5789	Remote Similarity	NPD5786	Approved
0.5784	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.5773	Remote Similarity	NPD6051	Approved
0.5761	Remote Similarity	NPD4790	Discontinued
0.5758	Remote Similarity	NPD6399	Phase 3
0.5755	Remote Similarity	NPD5357	Phase 1
0.5714	Remote Similarity	NPD7136	Phase 2
0.5684	Remote Similarity	NPD5363	Approved
0.5652	Remote Similarity	NPD4252	Approved
0.5648	Remote Similarity	NPD6686	Approved
0.5644	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.5641	Remote Similarity	NPD4219	Approved
0.5619	Remote Similarity	NPD3653	Clinical (unspecified phase)
0.5618	Remote Similarity	NPD8039	Approved
0.5612	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.5612	Remote Similarity	NPD6101	Approved
0.5612	Remote Similarity	NPD1695	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