NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	646.39
Volume:	684.677
LogP:	7.104
LogD:	5.397
LogS:	-5.046
# Rotatable Bonds:	5
TPSA:	73.59
# H-Bond Aceptor:	7
# H-Bond Donor:	2
# Rings:	10
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.182
Synthetic Accessibility Score:	6.389
Fsp3:	0.537
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.652
MDCK Permeability:	1.2963702829438262e-05
Pgp-inhibitor:	0.992
Pgp-substrate:	0.994
Human Intestinal Absorption (HIA):	0.012
20% Bioavailability (F20%):	0.822
30% Bioavailability (F30%):	0.96

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.484
Plasma Protein Binding (PPB):	92.80281829833984%
Volume Distribution (VD):	1.744
Pgp-substrate:	4.887563228607178%

ADMET: Metabolism

CYP1A2-inhibitor:	0.063
CYP1A2-substrate:	0.975
CYP2C19-inhibitor:	0.422
CYP2C19-substrate:	0.947
CYP2C9-inhibitor:	0.155
CYP2C9-substrate:	0.539
CYP2D6-inhibitor:	0.888
CYP2D6-substrate:	0.925
CYP3A4-inhibitor:	0.754
CYP3A4-substrate:	0.938

ADMET: Excretion

Clearance (CL):	4.307
Half-life (T1/2):	0.071

ADMET: Toxicity

hERG Blockers:	0.979
Human Hepatotoxicity (H-HT):	0.716
Drug-inuced Liver Injury (DILI):	0.866
AMES Toxicity:	0.237
Rat Oral Acute Toxicity:	0.991
Maximum Recommended Daily Dose:	0.998
Skin Sensitization:	0.064
Carcinogencity:	0.314
Eye Corrosion:	0.003
Eye Irritation:	0.006
Respiratory Toxicity:	0.982

Download Data

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

Natural Product: NPC478082

Natural Product ID:	NPC478082
*Common Name:**	MCJPACZBPWHLOV-RVPUSWGPSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	MCJPACZBPWHLOV-RVPUSWGPSA-N
Standard InCHI:	InChI=1S/C41H50N4O3/c1-6-23-14-22-15-32-38-26(12-13-45(20-22)40(23)32)28-19-36(47-4)29(17-34(28)43-38)30-16-27-24(7-2)21-44(3)35(37(27)41(46)48-5)18-31-25-10-8-9-11-33(25)42-39(30)31/h7-11,17,19,22-23,27,30,32,35,37,40,42-43H,6,12-16,18,20-21H2,1-5H3/b24-7-/t22-,23-,27+,30+,32-,35-,37-,40-/m0/s1
SMILES:	CC[C@H]1C[C@@H]2CN3[C@@H]1[C@@H](C2)c1[nH]c2c(c1CC3)cc(c(c2)[C@H]1C[C@@H]2/C(=CC)/CN([C@H]([C@H]2C(=O)OC)Cc2c1[nH]c1c2cccc1)C)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3581905
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives [CHEMONTID:0002748] Ibogan-type alkaloids

*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
NPO9376	Tabernaemontana corymbosa	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18778099]
NPO9376	Tabernaemontana corymbosa	Species	Apocynaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18778099]
NPO9376	Tabernaemontana corymbosa	Species	Apocynaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[24773071]
NPO9376	Tabernaemontana corymbosa	Species	Apocynaceae	Eukaryota	stem-bark	Pahang, Malaysia	2003-JUN	PMID[25919190]
NPO9376	Tabernaemontana corymbosa	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26918761]
NPO9376	Tabernaemontana corymbosa	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27077800]
NPO9376	Tabernaemontana corymbosa	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29319316]
NPO9376	Tabernaemontana corymbosa	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30869890]
NPO9376	Tabernaemontana corymbosa	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32356659]
NPO9376	Tabernaemontana corymbosa	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9376	Tabernaemontana corymbosa	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]

☑ 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	13

Activity Type	# Activity
Cell Line	10
CELL-LINE	2
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT91	Cell Line	KB	Homo sapiens	IC50	=	800.0	nM	PMID[564988]
NPT91	Cell Line	KB	Homo sapiens	IC50	=	980.0	nM	PMID[564988]
NPT91	Cell Line	KB	Homo sapiens	IC50	=	1530.0	nM	PMID[564988]
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	2800.0	nM	PMID[564989]
NPT858	Cell Line	LNCaP	Homo sapiens	IC50	>	10000.0	nM	PMID[564989]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	6000.0	nM	PMID[564989]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	2500.0	nM	PMID[564989]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	6800.0	nM	PMID[564989]
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	=	1600.0	nM	PMID[564989]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	930.0	nM	PMID[564989]
NPT2	Others	Unspecified		IC50	=	5300.0	nM	PMID[564989]
NPT22764	CELL-LINE	KB/VJ300	Homo sapiens	IC50	=	5000.0	nM	PMID[564989]
NPT22764	CELL-LINE	KB/VJ300	Homo sapiens	IC50	=	7000.0	nM	PMID[564989]

☑ 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 NPC478082 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	570
0.1-0.2	2462
0.2-0.3	11390
0.3-0.4	11324
0.4-0.5	11805
0.5-0.6	3092
0.6-0.7	1716
0.7-0.8	252
0.8-0.85	33
0.85-0.9	32
0.9-0.95	10
0.95-1	11

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC477067
0.986	High Similarity	NPC477066
0.9816	High Similarity	NPC17437
0.9814	High Similarity	NPC478081
0.9378	High Similarity	NPC478080
0.9193	High Similarity	NPC81939
0.9189	High Similarity	NPC473540
0.9152	High Similarity	NPC475666
0.9083	High Similarity	NPC478083
0.8796	High Similarity	NPC96321
0.8645	High Similarity	NPC471304
0.8527	High Similarity	NPC311906
0.8505	High Similarity	NPC477065
0.844	Intermediate Similarity	NPC478074
0.8371	Intermediate Similarity	NPC473041
0.8333	Intermediate Similarity	NPC475720
0.8333	Intermediate Similarity	NPC474192
0.8333	Intermediate Similarity	NPC471303
0.831	Intermediate Similarity	NPC329793
0.8281	Intermediate Similarity	NPC469928
0.8238	Intermediate Similarity	NPC478078
0.8201	Intermediate Similarity	NPC329982
0.8133	Intermediate Similarity	NPC472099
0.812	Intermediate Similarity	NPC475816
0.8117	Intermediate Similarity	NPC152768
0.8117	Intermediate Similarity	NPC148183
0.8063	Intermediate Similarity	NPC472098
0.7983	Intermediate Similarity	NPC473105
0.7922	Intermediate Similarity	NPC470126
0.789	Intermediate Similarity	NPC329747
0.7888	Intermediate Similarity	NPC253580
0.7876	Intermediate Similarity	NPC330009
0.786	Intermediate Similarity	NPC280799
0.7857	Intermediate Similarity	NPC208284
0.7841	Intermediate Similarity	NPC305984
0.7803	Intermediate Similarity	NPC475910
0.7793	Intermediate Similarity	NPC300156
0.7768	Intermediate Similarity	NPC476116
0.7759	Intermediate Similarity	NPC21638
0.7749	Intermediate Similarity	NPC280272
0.7727	Intermediate Similarity	NPC469734
0.7665	Intermediate Similarity	NPC473180
0.7665	Intermediate Similarity	NPC94157
0.766	Intermediate Similarity	NPC314954
0.7647	Intermediate Similarity	NPC39370
0.7639	Intermediate Similarity	NPC329858
0.7637	Intermediate Similarity	NPC473186
0.7631	Intermediate Similarity	NPC284685
0.7626	Intermediate Similarity	NPC237901
0.7626	Intermediate Similarity	NPC195788
0.7617	Intermediate Similarity	NPC157931
0.7595	Intermediate Similarity	NPC477531
0.7595	Intermediate Similarity	NPC475253
0.7586	Intermediate Similarity	NPC477533
0.7585	Intermediate Similarity	NPC33949
0.7585	Intermediate Similarity	NPC252251
0.7574	Intermediate Similarity	NPC227908
0.7568	Intermediate Similarity	NPC249040
0.7565	Intermediate Similarity	NPC183407
0.7556	Intermediate Similarity	NPC45190
0.7553	Intermediate Similarity	NPC209174
0.7552	Intermediate Similarity	NPC41679
0.7542	Intermediate Similarity	NPC295228
0.7532	Intermediate Similarity	NPC476041
0.7532	Intermediate Similarity	NPC304926
0.753	Intermediate Similarity	NPC191489
0.7511	Intermediate Similarity	NPC86078
0.751	Intermediate Similarity	NPC260909
0.75	Intermediate Similarity	NPC131017
0.75	Intermediate Similarity	NPC162730
0.7489	Intermediate Similarity	NPC170114
0.748	Intermediate Similarity	NPC315634
0.748	Intermediate Similarity	NPC100734
0.748	Intermediate Similarity	NPC88923
0.7477	Intermediate Similarity	NPC314333
0.7468	Intermediate Similarity	NPC473185
0.7467	Intermediate Similarity	NPC223427
0.7467	Intermediate Similarity	NPC162484
0.7456	Intermediate Similarity	NPC201697
0.7446	Intermediate Similarity	NPC470549
0.7445	Intermediate Similarity	NPC4687
0.7445	Intermediate Similarity	NPC193777
0.7442	Intermediate Similarity	NPC176127
0.7436	Intermediate Similarity	NPC132642
0.7425	Intermediate Similarity	NPC46561
0.7425	Intermediate Similarity	NPC303658
0.7424	Intermediate Similarity	NPC199667
0.7422	Intermediate Similarity	NPC474116
0.7404	Intermediate Similarity	NPC60621
0.7404	Intermediate Similarity	NPC477532
0.7403	Intermediate Similarity	NPC469592
0.7403	Intermediate Similarity	NPC471080
0.7401	Intermediate Similarity	NPC472111
0.7397	Intermediate Similarity	NPC473187
0.7389	Intermediate Similarity	NPC476098
0.7382	Intermediate Similarity	NPC169402
0.738	Intermediate Similarity	NPC473181
0.7373	Intermediate Similarity	NPC144452
0.7371	Intermediate Similarity	NPC116238
0.7366	Intermediate Similarity	NPC184680
0.7359	Intermediate Similarity	NPC264176
0.7357	Intermediate Similarity	NPC285558
0.7352	Intermediate Similarity	NPC111602
0.7352	Intermediate Similarity	NPC196251
0.7352	Intermediate Similarity	NPC102338
0.7352	Intermediate Similarity	NPC63199
0.7348	Intermediate Similarity	NPC126066
0.7344	Intermediate Similarity	NPC469554
0.7344	Intermediate Similarity	NPC101543
0.7342	Intermediate Similarity	NPC276517
0.7341	Intermediate Similarity	NPC53534
0.7336	Intermediate Similarity	NPC470784
0.7336	Intermediate Similarity	NPC470785
0.7333	Intermediate Similarity	NPC176538
0.7328	Intermediate Similarity	NPC39500
0.7322	Intermediate Similarity	NPC6215
0.7319	Intermediate Similarity	NPC473179
0.7316	Intermediate Similarity	NPC87413
0.7303	Intermediate Similarity	NPC474688
0.7301	Intermediate Similarity	NPC267423
0.7295	Intermediate Similarity	NPC15801
0.7292	Intermediate Similarity	NPC471762
0.7285	Intermediate Similarity	NPC92111
0.7284	Intermediate Similarity	NPC475778
0.7284	Intermediate Similarity	NPC48353
0.728	Intermediate Similarity	NPC202503
0.7277	Intermediate Similarity	NPC469594
0.7276	Intermediate Similarity	NPC81175
0.7273	Intermediate Similarity	NPC167860
0.7273	Intermediate Similarity	NPC123976
0.7269	Intermediate Similarity	NPC322482
0.7265	Intermediate Similarity	NPC74969
0.7265	Intermediate Similarity	NPC101350
0.7257	Intermediate Similarity	NPC294909
0.7257	Intermediate Similarity	NPC254240
0.7257	Intermediate Similarity	NPC312870
0.7257	Intermediate Similarity	NPC128265
0.7257	Intermediate Similarity	NPC199851
0.7255	Intermediate Similarity	NPC89549
0.7252	Intermediate Similarity	NPC55493
0.7251	Intermediate Similarity	NPC133609
0.7247	Intermediate Similarity	NPC473312
0.7244	Intermediate Similarity	NPC72211
0.7241	Intermediate Similarity	NPC9894
0.724	Intermediate Similarity	NPC469497
0.724	Intermediate Similarity	NPC106833
0.724	Intermediate Similarity	NPC76748
0.7237	Intermediate Similarity	NPC152620
0.7233	Intermediate Similarity	NPC303374
0.7227	Intermediate Similarity	NPC162748
0.7224	Intermediate Similarity	NPC473183
0.7224	Intermediate Similarity	NPC6786
0.7224	Intermediate Similarity	NPC235685
0.7222	Intermediate Similarity	NPC189079
0.722	Intermediate Similarity	NPC307963
0.722	Intermediate Similarity	NPC274640
0.7217	Intermediate Similarity	NPC53344
0.7217	Intermediate Similarity	NPC249583
0.7217	Intermediate Similarity	NPC321428
0.7215	Intermediate Similarity	NPC174760
0.721	Intermediate Similarity	NPC308137
0.721	Intermediate Similarity	NPC310211
0.7203	Intermediate Similarity	NPC184408
0.72	Intermediate Similarity	NPC243834
0.72	Intermediate Similarity	NPC70956
0.7198	Intermediate Similarity	NPC234999
0.7195	Intermediate Similarity	NPC296527
0.7195	Intermediate Similarity	NPC131486
0.7195	Intermediate Similarity	NPC128751
0.7185	Intermediate Similarity	NPC198503
0.7181	Intermediate Similarity	NPC195461
0.7181	Intermediate Similarity	NPC249150
0.7181	Intermediate Similarity	NPC49196
0.7181	Intermediate Similarity	NPC81654
0.7181	Intermediate Similarity	NPC313985
0.7181	Intermediate Similarity	NPC79129
0.7178	Intermediate Similarity	NPC257851
0.7173	Intermediate Similarity	NPC193267
0.7173	Intermediate Similarity	NPC213530
0.7168	Intermediate Similarity	NPC52557
0.7166	Intermediate Similarity	NPC477861
0.7162	Intermediate Similarity	NPC472112
0.7156	Intermediate Similarity	NPC245916
0.7156	Intermediate Similarity	NPC70259
0.7149	Intermediate Similarity	NPC194740
0.7149	Intermediate Similarity	NPC21425
0.7149	Intermediate Similarity	NPC476044
0.7149	Intermediate Similarity	NPC66777
0.7143	Intermediate Similarity	NPC323969
0.7143	Intermediate Similarity	NPC225279
0.7143	Intermediate Similarity	NPC473184
0.7143	Intermediate Similarity	NPC150239
0.7137	Intermediate Similarity	NPC24370
0.7137	Intermediate Similarity	NPC319232
0.7137	Intermediate Similarity	NPC241024
0.713	Intermediate Similarity	NPC475070
0.7124	Intermediate Similarity	NPC475422
0.7117	Intermediate Similarity	NPC246700
0.7114	Intermediate Similarity	NPC477549
0.7112	Intermediate Similarity	NPC39679

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 NPC478082 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	297
0.1-0.2	603
0.2-0.3	906
0.3-0.4	1627
0.4-0.5	2839
0.5-0.6	2082
0.6-0.7	717
0.7-0.8	77
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9816	High Similarity	NPD8358	Approved
0.8263	Intermediate Similarity	NPD4118	Clinical (unspecified phase)
0.7815	Intermediate Similarity	NPD8017	Clinical (unspecified phase)
0.7815	Intermediate Similarity	NPD8016	Phase 3
0.7809	Intermediate Similarity	NPD8364	Approved
0.7809	Intermediate Similarity	NPD8363	Approved
0.7787	Intermediate Similarity	NPD4885	Approved
0.7747	Intermediate Similarity	NPD8365	Clinical (unspecified phase)
0.7631	Intermediate Similarity	NPD7955	Approved
0.7631	Intermediate Similarity	NPD7956	Approved
0.7626	Intermediate Similarity	NPD8465	Approved
0.7626	Intermediate Similarity	NPD8466	Approved
0.7626	Intermediate Similarity	NPD8467	Approved
0.7577	Intermediate Similarity	NPD8426	Approved
0.7577	Intermediate Similarity	NPD8425	Approved
0.7566	Intermediate Similarity	NPD5658	Approved
0.7558	Intermediate Similarity	NPD8429	Approved
0.7558	Intermediate Similarity	NPD8427	Approved
0.7558	Intermediate Similarity	NPD8428	Approved
0.7532	Intermediate Similarity	NPD7823	Clinical (unspecified phase)
0.753	Intermediate Similarity	NPD7708	Approved
0.751	Intermediate Similarity	NPD8460	Approved
0.751	Intermediate Similarity	NPD8459	Approved
0.748	Intermediate Similarity	NPD7803	Approved
0.7477	Intermediate Similarity	NPD4499	Approved
0.7469	Intermediate Similarity	NPD5483	Clinical (unspecified phase)
0.7439	Intermediate Similarity	NPD5488	Discontinued
0.7436	Intermediate Similarity	NPD6242	Discontinued
0.7373	Intermediate Similarity	NPD7221	Approved
0.7373	Intermediate Similarity	NPD6160	Clinical (unspecified phase)
0.7373	Intermediate Similarity	NPD7219	Approved
0.7368	Intermediate Similarity	NPD8100	Phase 3
0.735	Intermediate Similarity	NPD5632	Approved
0.7344	Intermediate Similarity	NPD7797	Approved
0.7344	Intermediate Similarity	NPD7796	Approved
0.7342	Intermediate Similarity	NPD4418	Discontinued
0.7325	Intermediate Similarity	NPD8403	Phase 1
0.7325	Intermediate Similarity	NPD5530	Phase 1
0.7322	Intermediate Similarity	NPD7268	Clinical (unspecified phase)
0.73	Intermediate Similarity	NPD6824	Clinical (unspecified phase)
0.728	Intermediate Similarity	NPD8101	Phase 3
0.7265	Intermediate Similarity	NPD3324	Clinical (unspecified phase)
0.7261	Intermediate Similarity	NPD2916	Discontinued
0.7261	Intermediate Similarity	NPD5479	Discontinued
0.7257	Intermediate Similarity	NPD4501	Approved
0.7257	Intermediate Similarity	NPD4500	Approved
0.7244	Intermediate Similarity	NPD4987	Clinical (unspecified phase)
0.7241	Intermediate Similarity	NPD6567	Clinical (unspecified phase)
0.7236	Intermediate Similarity	NPD2921	Clinical (unspecified phase)
0.722	Intermediate Similarity	NPD1038	Approved
0.722	Intermediate Similarity	NPD1304	Clinical (unspecified phase)
0.7217	Intermediate Similarity	NPD7452	Approved
0.7217	Intermediate Similarity	NPD7453	Approved
0.7217	Intermediate Similarity	NPD7222	Phase 2
0.7211	Intermediate Similarity	NPD5482	Discontinued
0.7206	Intermediate Similarity	NPD7417	Discontinued
0.7206	Intermediate Similarity	NPD8489	Phase 1
0.7188	Intermediate Similarity	NPD6531	Approved
0.7188	Intermediate Similarity	NPD6530	Approved
0.7181	Intermediate Similarity	NPD4601	Approved
0.7181	Intermediate Similarity	NPD4600	Approved
0.7176	Intermediate Similarity	NPD8091	Phase 3
0.7174	Intermediate Similarity	NPD3003	Approved
0.7173	Intermediate Similarity	NPD7194	Discontinued
0.7167	Intermediate Similarity	NPD7470	Discontinued
0.7149	Intermediate Similarity	NPD7710	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD5429	Discontinued
0.713	Intermediate Similarity	NPD4795	Phase 2
0.7126	Intermediate Similarity	NPD8463	Approved
0.7119	Intermediate Similarity	NPD3393	Approved
0.7119	Intermediate Similarity	NPD3394	Approved
0.7119	Intermediate Similarity	NPD6969	Phase 2
0.7119	Intermediate Similarity	NPD6968	Phase 2
0.7119	Intermediate Similarity	NPD3389	Approved
0.7117	Intermediate Similarity	NPD8524	Approved
0.7115	Intermediate Similarity	NPD6503	Clinical (unspecified phase)
0.7114	Intermediate Similarity	NPD3006	Discontinued
0.7111	Intermediate Similarity	NPD6861	Clinical (unspecified phase)
0.7105	Intermediate Similarity	NPD484	Approved
0.7103	Intermediate Similarity	NPD4558	Phase 2
0.7103	Intermediate Similarity	NPD8102	Discontinued
0.7102	Intermediate Similarity	NPD5040	Clinical (unspecified phase)
0.7102	Intermediate Similarity	NPD6741	Clinical (unspecified phase)
0.7094	Intermediate Similarity	NPD5416	Discontinued
0.7078	Intermediate Similarity	NPD5559	Phase 2
0.7076	Intermediate Similarity	NPD7538	Clinical (unspecified phase)
0.7076	Intermediate Similarity	NPD5293	Phase 2
0.7071	Intermediate Similarity	NPD5930	Phase 3
0.7059	Intermediate Similarity	NPD3354	Phase 2
0.7049	Intermediate Similarity	NPD4952	Phase 3
0.7049	Intermediate Similarity	NPD7589	Clinical (unspecified phase)
0.7048	Intermediate Similarity	NPD5003	Discontinued
0.704	Intermediate Similarity	NPD7392	Phase 2
0.7039	Intermediate Similarity	NPD2510	Approved
0.7039	Intermediate Similarity	NPD2509	Approved
0.7037	Intermediate Similarity	NPD7994	Phase 2
0.7029	Intermediate Similarity	NPD3402	Phase 1
0.7029	Intermediate Similarity	NPD3763	Approved
0.702	Intermediate Similarity	NPD7688	Phase 1
0.7018	Intermediate Similarity	NPD7889	Clinical (unspecified phase)
0.7004	Intermediate Similarity	NPD5902	Approved
0.7004	Intermediate Similarity	NPD3257	Approved
0.7004	Intermediate Similarity	NPD5903	Approved
0.7004	Intermediate Similarity	NPD5417	Clinical (unspecified phase)
0.6996	Remote Similarity	NPD6276	Discontinued
0.6996	Remote Similarity	NPD6838	Clinical (unspecified phase)
0.6996	Remote Similarity	NPD7868	Clinical (unspecified phase)
0.6992	Remote Similarity	NPD7069	Discontinued
0.6988	Remote Similarity	NPD7729	Clinical (unspecified phase)
0.6987	Remote Similarity	NPD7395	Discontinued
0.6983	Remote Similarity	NPD4036	Approved
0.6983	Remote Similarity	NPD4122	Approved
0.6983	Remote Similarity	NPD4039	Approved
0.6983	Remote Similarity	NPD4033	Approved
0.6983	Remote Similarity	NPD4035	Approved
0.6983	Remote Similarity	NPD4037	Approved
0.6983	Remote Similarity	NPD4034	Approved
0.6983	Remote Similarity	NPD7548	Discontinued
0.6983	Remote Similarity	NPD32	Approved
0.6983	Remote Similarity	NPD31	Approved
0.6983	Remote Similarity	NPD4038	Approved
0.6983	Remote Similarity	NPD3946	Clinical (unspecified phase)
0.6982	Remote Similarity	NPD6344	Clinical (unspecified phase)
0.698	Remote Similarity	NPD8052	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD5612	Discontinued
0.697	Remote Similarity	NPD5669	Clinical (unspecified phase)
0.6964	Remote Similarity	NPD7558	Phase 2
0.6964	Remote Similarity	NPD4373	Phase 2
0.696	Remote Similarity	NPD7025	Clinical (unspecified phase)
0.6958	Remote Similarity	NPD3258	Approved
0.6957	Remote Similarity	NPD1740	Approved
0.6957	Remote Similarity	NPD1739	Approved
0.6957	Remote Similarity	NPD4396	Clinical (unspecified phase)
0.6949	Remote Similarity	NPD8525	Approved
0.6942	Remote Similarity	NPD7690	Clinical (unspecified phase)
0.693	Remote Similarity	NPD5512	Phase 3
0.6926	Remote Similarity	NPD7426	Phase 1
0.6926	Remote Similarity	NPD7603	Discontinued
0.6926	Remote Similarity	NPD4926	Clinical (unspecified phase)
0.692	Remote Similarity	NPD4442	Phase 2
0.692	Remote Similarity	NPD3816	Phase 1
0.692	Remote Similarity	NPD3815	Phase 1
0.692	Remote Similarity	NPD6773	Clinical (unspecified phase)
0.6917	Remote Similarity	NPD4429	Discontinued
0.6917	Remote Similarity	NPD8405	Clinical (unspecified phase)
0.6917	Remote Similarity	NPD6985	Discontinued
0.6917	Remote Similarity	NPD6230	Discontinued
0.6913	Remote Similarity	NPD6661	Clinical (unspecified phase)
0.6913	Remote Similarity	NPD1768	Approved
0.6913	Remote Similarity	NPD8396	Approved
0.6913	Remote Similarity	NPD8395	Approved
0.6908	Remote Similarity	NPD5891	Approved
0.6903	Remote Similarity	NPD5912	Clinical (unspecified phase)
0.6903	Remote Similarity	NPD5913	Phase 3
0.6901	Remote Similarity	NPD5506	Approved
0.6901	Remote Similarity	NPD5507	Approved
0.6894	Remote Similarity	NPD2189	Approved
0.6894	Remote Similarity	NPD2187	Approved
0.6892	Remote Similarity	NPD5522	Clinical (unspecified phase)
0.6891	Remote Similarity	NPD7571	Clinical (unspecified phase)
0.6888	Remote Similarity	NPD6770	Approved
0.6882	Remote Similarity	NPD5450	Discontinued
0.688	Remote Similarity	NPD4862	Clinical (unspecified phase)
0.6878	Remote Similarity	NPD8013	Clinical (unspecified phase)
0.6877	Remote Similarity	NPD7592	Phase 2
0.6875	Remote Similarity	NPD6243	Phase 3
0.6875	Remote Similarity	NPD6244	Phase 3
0.6875	Remote Similarity	NPD3440	Clinical (unspecified phase)
0.6872	Remote Similarity	NPD6995	Phase 1
0.6865	Remote Similarity	NPD6790	Phase 1
0.686	Remote Similarity	NPD7678	Clinical (unspecified phase)
0.686	Remote Similarity	NPD5070	Clinical (unspecified phase)
0.6856	Remote Similarity	NPD7673	Phase 3
0.6846	Remote Similarity	NPD8109	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD5575	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD5801	Clinical (unspecified phase)
0.684	Remote Similarity	NPD3825	Phase 3
0.6838	Remote Similarity	NPD6517	Phase 3
0.6838	Remote Similarity	NPD6716	Phase 1
0.683	Remote Similarity	NPD7924	Phase 2
0.683	Remote Similarity	NPD7925	Phase 2
0.6828	Remote Similarity	NPD6630	Clinical (unspecified phase)
0.6827	Remote Similarity	NPD7790	Approved
0.6827	Remote Similarity	NPD7951	Approved
0.6827	Remote Similarity	NPD7950	Approved
0.6827	Remote Similarity	NPD7791	Approved
0.6827	Remote Similarity	NPD7789	Approved
0.6827	Remote Similarity	NPD7952	Approved
0.6827	Remote Similarity	NPD7953	Approved
0.6826	Remote Similarity	NPD6769	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD6376	Discontinued
0.6816	Remote Similarity	NPD6976	Clinical (unspecified phase)
0.6807	Remote Similarity	NPD4502	Phase 2
0.68	Remote Similarity	NPD6963	Approved
0.68	Remote Similarity	NPD6964	Approved
0.6797	Remote Similarity	NPD7946	Pre-registration
0.6794	Remote Similarity	NPD6228	Discontinued
0.6792	Remote Similarity	NPD4897	Phase 2
0.6789	Remote Similarity	NPD7051	Phase 3
0.6789	Remote Similarity	NPD7050	Clinical (unspecified phase)

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