NPASS Compound

Structure

NPC15910 OpenBabel07101718242D 28 30 0 0 1 0 0 0 0 0999 V2000 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8660 4.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3660 4.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3660 5.8301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8660 3.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.3660 5.8301 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8660 6.6962 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8660 3.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3660 2.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 5 12 1 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 18 2 0 0 0 0 8 19 1 0 0 0 0 9 20 1 0 0 0 0 10 11 1 0 0 0 0 10 21 1 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 13 24 1 0 0 0 0 14 17 2 0 0 0 0 14 18 1 0 0 0 0 15 23 1 0 0 0 0 15 28 1 0 0 0 0 16 17 1 0 0 0 0 18 19 1 0 0 0 0 19 24 1 6 0 0 0 20 23 1 6 0 0 0 20 24 1 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 23 3 1 6 0 0 0 24 4 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	388.26
Volume:	422.606
LogP:	4.53
LogD:	3.891
LogS:	-4.579
# Rotatable Bonds:	7
TPSA:	63.6
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.608
Synthetic Accessibility Score:	4.214
Fsp3:	0.75
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.229
MDCK Permeability:	4.3048719817306846e-05
Pgp-inhibitor:	0.601
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.818
30% Bioavailability (F30%):	0.448

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.039
Plasma Protein Binding (PPB):	97.03765869140625%
Volume Distribution (VD):	0.438
Pgp-substrate:	1.5395976305007935%

ADMET: Metabolism

CYP1A2-inhibitor:	0.036
CYP1A2-substrate:	0.177
CYP2C19-inhibitor:	0.091
CYP2C19-substrate:	0.816
CYP2C9-inhibitor:	0.443
CYP2C9-substrate:	0.937
CYP2D6-inhibitor:	0.019
CYP2D6-substrate:	0.168
CYP3A4-inhibitor:	0.454
CYP3A4-substrate:	0.291

ADMET: Excretion

Clearance (CL):	1.179
Half-life (T1/2):	0.898

ADMET: Toxicity

hERG Blockers:	0.043
Human Hepatotoxicity (H-HT):	0.695
Drug-inuced Liver Injury (DILI):	0.031
AMES Toxicity:	0.004
Rat Oral Acute Toxicity:	0.021
Maximum Recommended Daily Dose:	0.905
Skin Sensitization:	0.937
Carcinogencity:	0.092
Eye Corrosion:	0.332
Eye Irritation:	0.479
Respiratory Toxicity:	0.651

Download Data

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

Natural Product: NPC15910

Natural Product ID:	NPC15910
*Common Name:**	Abietinol-18-Succinic Acid
IUPAC Name:	4-[[(1R,4aR,4bR,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-1-yl]methoxy]-4-oxobutanoic acid
Synonyms:	Abietinol-18-Succinic Acid
Standard InCHIKey:	RIFYLCBUWKHEER-NVXDSCFRSA-N
Standard InCHI:	InChI=1S/C24H36O4/c1-16(2)17-6-8-19-18(14-17)7-9-20-23(3,12-5-13-24(19,20)4)15-28-22(27)11-10-21(25)26/h7,14,16,19-20H,5-6,8-13,15H2,1-4H3,(H,25,26)/t19-,20-,23-,24+/m0/s1
SMILES:	OC(=O)CCC(=O)OC[C@]1(C)CCC[C@]2([C@H]1CC=C1[C@@H]2CCC(=C1)C(C)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL592296
PubChem CID:	46230363
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids

*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
NPO2882	Abies georgei	Species	Pinaceae	Eukaryota	aerial parts	Zhongdian city, Yunnan Province of China	n.a.	PMID[20022253]

☑ 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	4

Activity Type	# Activity
Cell Line	2
NON-MOLECULAR	1
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	>	100.0	ug.mL-1	PMID[529781]
NPT114	Cell Line	LoVo	Homo sapiens	IC50	>	25.0	ug.mL-1	PMID[529781]
NPT2	Others	Unspecified		IC50	>	100.0	ug.mL-1	PMID[529781]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	25.0	ug.mL-1	PMID[529781]

☑ 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 NPC15910 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	166
0.1-0.2	932
0.2-0.3	4807
0.3-0.4	14987
0.4-0.5	9576
0.5-0.6	7258
0.6-0.7	4285
0.7-0.8	672
0.8-0.85	10
0.85-0.9	3
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8734	High Similarity	NPC4827
0.8625	High Similarity	NPC327674
0.8481	Intermediate Similarity	NPC309399
0.8481	Intermediate Similarity	NPC899
0.8452	Intermediate Similarity	NPC76333
0.8415	Intermediate Similarity	NPC327002
0.8372	Intermediate Similarity	NPC24816
0.8293	Intermediate Similarity	NPC104545
0.8272	Intermediate Similarity	NPC321514
0.8235	Intermediate Similarity	NPC30984
0.8228	Intermediate Similarity	NPC301065
0.8228	Intermediate Similarity	NPC306928
0.8214	Intermediate Similarity	NPC474789
0.8214	Intermediate Similarity	NPC52108
0.8202	Intermediate Similarity	NPC152897
0.8202	Intermediate Similarity	NPC66429
0.8193	Intermediate Similarity	NPC474955
0.8171	Intermediate Similarity	NPC476438
0.8171	Intermediate Similarity	NPC192999
0.8152	Intermediate Similarity	NPC477813
0.8095	Intermediate Similarity	NPC296367
0.809	Intermediate Similarity	NPC297265
0.809	Intermediate Similarity	NPC476417
0.8072	Intermediate Similarity	NPC269791
0.8072	Intermediate Similarity	NPC477057
0.8052	Intermediate Similarity	NPC216460
0.8049	Intermediate Similarity	NPC110094
0.8049	Intermediate Similarity	NPC280654
0.8049	Intermediate Similarity	NPC260385
0.8046	Intermediate Similarity	NPC167877
0.8023	Intermediate Similarity	NPC2709
0.8023	Intermediate Similarity	NPC329738
0.8022	Intermediate Similarity	NPC222845
0.8022	Intermediate Similarity	NPC45324
0.8022	Intermediate Similarity	NPC263347
0.8022	Intermediate Similarity	NPC162001
0.8	Intermediate Similarity	NPC476416
0.8	Intermediate Similarity	NPC69279
0.8	Intermediate Similarity	NPC200752
0.8	Intermediate Similarity	NPC151722
0.8	Intermediate Similarity	NPC83569
0.7978	Intermediate Similarity	NPC46281
0.7978	Intermediate Similarity	NPC123854
0.7978	Intermediate Similarity	NPC111585
0.7978	Intermediate Similarity	NPC148414
0.7978	Intermediate Similarity	NPC175628
0.7976	Intermediate Similarity	NPC229584
0.7976	Intermediate Similarity	NPC14203
0.7976	Intermediate Similarity	NPC142244
0.7975	Intermediate Similarity	NPC160817
0.7955	Intermediate Similarity	NPC48866
0.7955	Intermediate Similarity	NPC294480
0.7955	Intermediate Similarity	NPC247406
0.7952	Intermediate Similarity	NPC274996
0.7952	Intermediate Similarity	NPC196827
0.7952	Intermediate Similarity	NPC100906
0.7952	Intermediate Similarity	NPC199595
0.7935	Intermediate Similarity	NPC155676
0.7931	Intermediate Similarity	NPC262085
0.7931	Intermediate Similarity	NPC325594
0.7931	Intermediate Similarity	NPC73038
0.7931	Intermediate Similarity	NPC324063
0.7927	Intermediate Similarity	NPC471897
0.7927	Intermediate Similarity	NPC471899
0.7927	Intermediate Similarity	NPC107039
0.7912	Intermediate Similarity	NPC49670
0.7912	Intermediate Similarity	NPC476415
0.7912	Intermediate Similarity	NPC159410
0.7907	Intermediate Similarity	NPC156981
0.7901	Intermediate Similarity	NPC192540
0.7901	Intermediate Similarity	NPC279666
0.7901	Intermediate Similarity	NPC476844
0.7889	Intermediate Similarity	NPC154101
0.7889	Intermediate Similarity	NPC26888
0.7882	Intermediate Similarity	NPC133391
0.7882	Intermediate Similarity	NPC474979
0.7865	Intermediate Similarity	NPC477973
0.7865	Intermediate Similarity	NPC84271
0.7865	Intermediate Similarity	NPC474889
0.7865	Intermediate Similarity	NPC474570
0.7865	Intermediate Similarity	NPC16265
0.7865	Intermediate Similarity	NPC77168
0.7865	Intermediate Similarity	NPC102414
0.7865	Intermediate Similarity	NPC54689
0.7865	Intermediate Similarity	NPC474700
0.7857	Intermediate Similarity	NPC473685
0.7857	Intermediate Similarity	NPC37038
0.7841	Intermediate Similarity	NPC477926
0.7841	Intermediate Similarity	NPC312215
0.7826	Intermediate Similarity	NPC139459
0.7826	Intermediate Similarity	NPC184848
0.7826	Intermediate Similarity	NPC69548
0.7805	Intermediate Similarity	NPC69143
0.7805	Intermediate Similarity	NPC89294
0.7802	Intermediate Similarity	NPC170220
0.7802	Intermediate Similarity	NPC107674
0.7802	Intermediate Similarity	NPC470656
0.7802	Intermediate Similarity	NPC277721
0.7802	Intermediate Similarity	NPC141497
0.7802	Intermediate Similarity	NPC267266
0.7802	Intermediate Similarity	NPC263780
0.7791	Intermediate Similarity	NPC70834
0.7791	Intermediate Similarity	NPC473592
0.7791	Intermediate Similarity	NPC312480
0.7778	Intermediate Similarity	NPC227467
0.7778	Intermediate Similarity	NPC193750
0.7778	Intermediate Similarity	NPC474728
0.7778	Intermediate Similarity	NPC120968
0.7778	Intermediate Similarity	NPC166797
0.7778	Intermediate Similarity	NPC113989
0.7778	Intermediate Similarity	NPC18872
0.7778	Intermediate Similarity	NPC210037
0.7778	Intermediate Similarity	NPC273621
0.7778	Intermediate Similarity	NPC183503
0.7778	Intermediate Similarity	NPC7260
0.7778	Intermediate Similarity	NPC161923
0.7778	Intermediate Similarity	NPC251970
0.7778	Intermediate Similarity	NPC290614
0.7778	Intermediate Similarity	NPC471896
0.7778	Intermediate Similarity	NPC103958
0.7778	Intermediate Similarity	NPC120840
0.7778	Intermediate Similarity	NPC283908
0.7778	Intermediate Similarity	NPC3753
0.7778	Intermediate Similarity	NPC476046
0.7778	Intermediate Similarity	NPC237591
0.7778	Intermediate Similarity	NPC477872
0.7778	Intermediate Similarity	NPC241854
0.7766	Intermediate Similarity	NPC48647
0.7766	Intermediate Similarity	NPC186810
0.7765	Intermediate Similarity	NPC142163
0.7765	Intermediate Similarity	NPC278459
0.7765	Intermediate Similarity	NPC38350
0.7765	Intermediate Similarity	NPC221647
0.7765	Intermediate Similarity	NPC201912
0.7753	Intermediate Similarity	NPC183546
0.7742	Intermediate Similarity	NPC327179
0.7742	Intermediate Similarity	NPC269492
0.7738	Intermediate Similarity	NPC474113
0.7738	Intermediate Similarity	NPC231431
0.7738	Intermediate Similarity	NPC242767
0.7738	Intermediate Similarity	NPC16394
0.7727	Intermediate Similarity	NPC322159
0.7727	Intermediate Similarity	NPC474970
0.7727	Intermediate Similarity	NPC137306
0.7727	Intermediate Similarity	NPC6979
0.7727	Intermediate Similarity	NPC212843
0.7727	Intermediate Similarity	NPC84121
0.7717	Intermediate Similarity	NPC469406
0.7717	Intermediate Similarity	NPC80365
0.7717	Intermediate Similarity	NPC7165
0.7711	Intermediate Similarity	NPC283619
0.7711	Intermediate Similarity	NPC238227
0.7701	Intermediate Similarity	NPC100391
0.7692	Intermediate Similarity	NPC60755
0.7692	Intermediate Similarity	NPC36491
0.7692	Intermediate Similarity	NPC150383
0.7692	Intermediate Similarity	NPC45269
0.7692	Intermediate Similarity	NPC77099
0.7692	Intermediate Similarity	NPC301244
0.7692	Intermediate Similarity	NPC38754
0.7692	Intermediate Similarity	NPC105189
0.7692	Intermediate Similarity	NPC212301
0.7692	Intermediate Similarity	NPC110657
0.7692	Intermediate Similarity	NPC86266
0.7692	Intermediate Similarity	NPC23434
0.7692	Intermediate Similarity	NPC470590
0.7692	Intermediate Similarity	NPC187722
0.7692	Intermediate Similarity	NPC477574
0.7692	Intermediate Similarity	NPC285184
0.7692	Intermediate Similarity	NPC470036
0.7692	Intermediate Similarity	NPC174167
0.7674	Intermediate Similarity	NPC256112
0.7674	Intermediate Similarity	NPC260956
0.7674	Intermediate Similarity	NPC240302
0.7674	Intermediate Similarity	NPC73882
0.7667	Intermediate Similarity	NPC290972
0.7667	Intermediate Similarity	NPC168131
0.7667	Intermediate Similarity	NPC95246
0.7667	Intermediate Similarity	NPC64872
0.7667	Intermediate Similarity	NPC475049
0.7667	Intermediate Similarity	NPC25906
0.7667	Intermediate Similarity	NPC474972
0.7667	Intermediate Similarity	NPC284561
0.7667	Intermediate Similarity	NPC30522
0.7667	Intermediate Similarity	NPC161751
0.766	Intermediate Similarity	NPC141401
0.7647	Intermediate Similarity	NPC474978
0.764	Intermediate Similarity	NPC158141
0.764	Intermediate Similarity	NPC96496
0.764	Intermediate Similarity	NPC71507
0.764	Intermediate Similarity	NPC187376
0.764	Intermediate Similarity	NPC159046
0.764	Intermediate Similarity	NPC233836
0.764	Intermediate Similarity	NPC173089
0.7634	Intermediate Similarity	NPC469599
0.7634	Intermediate Similarity	NPC171395
0.7634	Intermediate Similarity	NPC20546
0.7619	Intermediate Similarity	NPC74410
0.7619	Intermediate Similarity	NPC239098
0.7619	Intermediate Similarity	NPC179028

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 NPC15910 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	140
0.1-0.2	1283
0.2-0.3	3852
0.3-0.4	2650
0.4-0.5	739
0.5-0.6	315
0.6-0.7	161
0.7-0.8	10
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
0.8202	Intermediate Similarity	NPD6399	Phase 3
0.7849	Intermediate Similarity	NPD7902	Approved
0.7692	Intermediate Similarity	NPD6411	Approved
0.7692	Intermediate Similarity	NPD5281	Approved
0.7692	Intermediate Similarity	NPD5284	Approved
0.7527	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7527	Intermediate Similarity	NPD7900	Approved
0.7527	Intermediate Similarity	NPD7748	Approved
0.7473	Intermediate Similarity	NPD7285	Clinical (unspecified phase)
0.7473	Intermediate Similarity	NPD6101	Approved
0.7473	Intermediate Similarity	NPD5764	Clinical (unspecified phase)
0.7447	Intermediate Similarity	NPD5695	Phase 3
0.7363	Intermediate Similarity	NPD6672	Approved
0.7363	Intermediate Similarity	NPD5737	Approved
0.7333	Intermediate Similarity	NPD7521	Approved
0.7333	Intermediate Similarity	NPD7334	Approved
0.7333	Intermediate Similarity	NPD5330	Approved
0.7333	Intermediate Similarity	NPD7146	Approved
0.7333	Intermediate Similarity	NPD6409	Approved
0.7333	Intermediate Similarity	NPD6684	Approved
0.7312	Intermediate Similarity	NPD8034	Phase 2
0.7312	Intermediate Similarity	NPD7515	Phase 2
0.7312	Intermediate Similarity	NPD6050	Approved
0.7312	Intermediate Similarity	NPD8035	Phase 2
0.7292	Intermediate Similarity	NPD6083	Phase 2
0.7292	Intermediate Similarity	NPD6084	Phase 2
0.7216	Intermediate Similarity	NPD5696	Approved
0.7204	Intermediate Similarity	NPD5207	Approved
0.7204	Intermediate Similarity	NPD5692	Phase 3
0.7174	Intermediate Similarity	NPD6903	Approved
0.7174	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD5279	Phase 3
0.7128	Intermediate Similarity	NPD5694	Approved
0.7111	Intermediate Similarity	NPD4786	Approved
0.7087	Intermediate Similarity	NPD6372	Approved
0.7087	Intermediate Similarity	NPD6373	Approved
0.7079	Intermediate Similarity	NPD3667	Approved
0.7079	Intermediate Similarity	NPD4752	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD8039	Approved
0.7053	Intermediate Similarity	NPD5779	Approved
0.7053	Intermediate Similarity	NPD5778	Approved
0.7041	Intermediate Similarity	NPD7638	Approved
0.697	Remote Similarity	NPD7639	Approved
0.697	Remote Similarity	NPD7640	Approved
0.6961	Remote Similarity	NPD5739	Approved
0.6961	Remote Similarity	NPD7128	Approved
0.6961	Remote Similarity	NPD6675	Approved
0.6961	Remote Similarity	NPD6402	Approved
0.6957	Remote Similarity	NPD6098	Approved
0.6957	Remote Similarity	NPD5280	Approved
0.6957	Remote Similarity	NPD3618	Phase 1
0.6957	Remote Similarity	NPD4694	Approved
0.6952	Remote Similarity	NPD6649	Approved
0.6952	Remote Similarity	NPD6650	Approved
0.6947	Remote Similarity	NPD7637	Suspended
0.6932	Remote Similarity	NPD7645	Phase 2
0.6923	Remote Similarity	NPD3665	Phase 1
0.6923	Remote Similarity	NPD3666	Approved
0.6923	Remote Similarity	NPD3133	Approved
0.6915	Remote Similarity	NPD6051	Approved
0.6915	Remote Similarity	NPD6673	Approved
0.6915	Remote Similarity	NPD6904	Approved
0.6915	Remote Similarity	NPD6080	Approved
0.6907	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.686	Remote Similarity	NPD7339	Approved
0.686	Remote Similarity	NPD6942	Approved
0.6854	Remote Similarity	NPD7525	Registered
0.6854	Remote Similarity	NPD4695	Discontinued
0.6827	Remote Similarity	NPD7320	Approved
0.6827	Remote Similarity	NPD6899	Approved
0.6827	Remote Similarity	NPD6881	Approved
0.68	Remote Similarity	NPD6404	Discontinued
0.6782	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6762	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6744	Remote Similarity	NPD6924	Approved
0.6744	Remote Similarity	NPD6926	Approved
0.6739	Remote Similarity	NPD3668	Phase 3
0.6739	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6737	Remote Similarity	NPD4753	Phase 2
0.6737	Remote Similarity	NPD5328	Approved
0.6735	Remote Similarity	NPD5654	Approved
0.6731	Remote Similarity	NPD5701	Approved
0.6731	Remote Similarity	NPD5697	Approved
0.6706	Remote Similarity	NPD4243	Approved
0.6703	Remote Similarity	NPD4221	Approved
0.6703	Remote Similarity	NPD4223	Phase 3
0.6702	Remote Similarity	NPD3573	Approved
0.67	Remote Similarity	NPD4225	Approved
0.6698	Remote Similarity	NPD6883	Approved
0.6698	Remote Similarity	NPD7290	Approved
0.6698	Remote Similarity	NPD7102	Approved
0.6667	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7614	Phase 1
0.6667	Remote Similarity	NPD4697	Phase 3
0.6667	Remote Similarity	NPD5329	Approved
0.6667	Remote Similarity	NPD6011	Approved
0.6667	Remote Similarity	NPD8264	Approved
0.6636	Remote Similarity	NPD8130	Phase 1
0.6636	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6636	Remote Similarity	NPD6617	Approved
0.6636	Remote Similarity	NPD6869	Approved
0.6636	Remote Similarity	NPD6847	Approved
0.6632	Remote Similarity	NPD5208	Approved
0.663	Remote Similarity	NPD6695	Phase 3
0.6604	Remote Similarity	NPD6012	Approved
0.6604	Remote Similarity	NPD6014	Approved
0.6604	Remote Similarity	NPD6013	Approved
0.66	Remote Similarity	NPD5959	Approved
0.6598	Remote Similarity	NPD6079	Approved
0.6598	Remote Similarity	NPD5693	Phase 1
0.6596	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6596	Remote Similarity	NPD5690	Phase 2
0.6591	Remote Similarity	NPD6933	Approved
0.6574	Remote Similarity	NPD8297	Approved
0.6574	Remote Similarity	NPD6882	Approved
0.6571	Remote Similarity	NPD6412	Phase 2
0.6566	Remote Similarity	NPD4629	Approved
0.6566	Remote Similarity	NPD5210	Approved
0.6559	Remote Similarity	NPD4197	Approved
0.6556	Remote Similarity	NPD4195	Approved
0.6552	Remote Similarity	NPD4784	Approved
0.6552	Remote Similarity	NPD4785	Approved
0.6552	Remote Similarity	NPD5733	Approved
0.6531	Remote Similarity	NPD4202	Approved
0.6509	Remote Similarity	NPD6686	Approved
0.65	Remote Similarity	NPD7732	Phase 3
0.6495	Remote Similarity	NPD4096	Approved
0.6489	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6489	Remote Similarity	NPD1694	Approved
0.6484	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.6484	Remote Similarity	NPD7509	Discontinued
0.6476	Remote Similarity	NPD6008	Approved
0.6471	Remote Similarity	NPD6923	Approved
0.6471	Remote Similarity	NPD6922	Approved
0.6465	Remote Similarity	NPD6001	Approved
0.6444	Remote Similarity	NPD3617	Approved
0.6436	Remote Similarity	NPD4755	Approved
0.6421	Remote Similarity	NPD4689	Approved
0.6421	Remote Similarity	NPD4693	Phase 3
0.6421	Remote Similarity	NPD4688	Approved
0.6421	Remote Similarity	NPD4623	Approved
0.6421	Remote Similarity	NPD5205	Approved
0.6421	Remote Similarity	NPD4138	Approved
0.6421	Remote Similarity	NPD4519	Discontinued
0.6421	Remote Similarity	NPD4690	Approved
0.6413	Remote Similarity	NPD4692	Approved
0.6413	Remote Similarity	NPD4139	Approved
0.6395	Remote Similarity	NPD7143	Approved
0.6395	Remote Similarity	NPD7144	Approved
0.6389	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6374	Remote Similarity	NPD6929	Approved
0.6373	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD5133	Approved
0.6364	Remote Similarity	NPD4687	Approved
0.6354	Remote Similarity	NPD7750	Discontinued
0.6354	Remote Similarity	NPD7524	Approved
0.6346	Remote Similarity	NPD7632	Discontinued
0.6344	Remote Similarity	NPD6435	Approved
0.6339	Remote Similarity	NPD7115	Discovery
0.6337	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6337	Remote Similarity	NPD5222	Approved
0.6337	Remote Similarity	NPD5221	Approved
0.6322	Remote Similarity	NPD7151	Approved
0.6322	Remote Similarity	NPD7152	Approved
0.6322	Remote Similarity	NPD5276	Approved
0.6322	Remote Similarity	NPD7150	Approved
0.6311	Remote Similarity	NPD5285	Approved
0.6311	Remote Similarity	NPD5286	Approved
0.6311	Remote Similarity	NPD4700	Approved
0.6311	Remote Similarity	NPD4696	Approved
0.6304	Remote Similarity	NPD6930	Phase 2
0.6304	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6304	Remote Similarity	NPD6931	Approved
0.6292	Remote Similarity	NPD4190	Phase 3
0.6292	Remote Similarity	NPD5275	Approved
0.6289	Remote Similarity	NPD4518	Approved
0.6286	Remote Similarity	NPD6052	Approved
0.6283	Remote Similarity	NPD6335	Approved
0.6277	Remote Similarity	NPD4788	Approved
0.6275	Remote Similarity	NPD5173	Approved
0.6264	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.625	Remote Similarity	NPD5223	Approved
0.625	Remote Similarity	NPD6274	Approved
0.625	Remote Similarity	NPD6868	Approved
0.6237	Remote Similarity	NPD5369	Approved
0.6228	Remote Similarity	NPD7100	Approved
0.6228	Remote Similarity	NPD7101	Approved
0.622	Remote Similarity	NPD4194	Approved
0.622	Remote Similarity	NPD4193	Approved
0.622	Remote Similarity	NPD4191	Approved
0.622	Remote Similarity	NPD4192	Approved
0.6216	Remote Similarity	NPD4632	Approved
0.6211	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6195	Remote Similarity	NPD6317	Approved
0.619	Remote Similarity	NPD5224	Approved
0.619	Remote Similarity	NPD5225	Approved
0.619	Remote Similarity	NPD4633	Approved
0.619	Remote Similarity	NPD5211	Phase 2
0.619	Remote Similarity	NPD5226	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