NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	785.46
Volume:	808.544
LogP:	7.212
LogD:	4.595
LogS:	-2.999
# Rotatable Bonds:	29
TPSA:	211.84
# H-Bond Aceptor:	15
# H-Bond Donor:	5
# Rings:	3
# Heavy Atoms:	15

MedChem Properties

QED Drug-Likeness Score:	0.031
Synthetic Accessibility Score:	4.604
Fsp3:	0.659
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.378
MDCK Permeability:	5.98E-05
Pgp-inhibitor:	0.879
Pgp-substrate:	0.997
Human Intestinal Absorption (HIA):	0.924
20% Bioavailability (F20%):	1
30% Bioavailability (F30%):	1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002
Plasma Protein Binding (PPB):	98.21%
Volume Distribution (VD):	0.674
Pgp-substrate:	0.76%

ADMET: Metabolism

CYP1A2-inhibitor:	0.061
CYP1A2-substrate:	0.129
CYP2C19-inhibitor:	0.376
CYP2C19-substrate:	0.043
CYP2C9-inhibitor:	0.758
CYP2C9-substrate:	0.981
CYP2D6-inhibitor:	0.206
CYP2D6-substrate:	0.084
CYP3A4-inhibitor:	0.936
CYP3A4-substrate:	0.044

ADMET: Excretion

Clearance (CL):	5.112
Half-life (T1/2):	0.037

ADMET: Toxicity

hERG Blockers:	0.093
Human Hepatotoxicity (H-HT):	0.921
Drug-inuced Liver Injury (DILI):	0.802
AMES Toxicity:	0.008
Rat Oral Acute Toxicity:	0.927
Maximum Recommended Daily Dose:	0.412
Skin Sensitization:	0.08
Carcinogencity:	0.098
Eye Corrosion:	0.003
Eye Irritation:	0.006
Respiratory Toxicity:	0.015

Download Data

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

Natural Product: NPC477588

Natural Product ID:	NPC477588
*Common Name:**	nocardimicin D
IUPAC Name:	[1-[(1-hydroxy-2-oxoazepan-3-yl)amino]-2-methyl-1-oxohexadecan-3-yl] 6-[acetyl(hydroxy)amino]-2-[[2-(2-hydroxyphenyl)-1,3-oxazole-4-carbonyl]amino]hexanoate
Synonyms:	Nocardimicin D
Standard InCHIKey:	CILDOHPTQUQJJM-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C41H63N5O10/c1-4-5-6-7-8-9-10-11-12-13-14-25-36(29(2)37(49)42-32-22-17-20-27-46(54)40(32)51)56-41(52)33(23-18-19-26-45(53)30(3)47)43-38(50)34-28-55-39(44-34)31-21-15-16-24-35(31)48/h15-16,21,24,28-29,32-33,36,48,53-54H,4-14,17-20,22-23,25-27H2,1-3H3,(H,42,49)(H,43,50)
SMILES:	CCCCCCCCCCCCCC(C(C)C(=O)NC1CCCCN(C1=O)O)OC(=O)C(CCCCN(C(=O)C)O)NC(=O)C2=COC(=N2)C3=CC=CC=C3O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	135494454
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0001813] Peptidomimetics [CHEMONTID:0001961] 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
NPO33569	0cardia sp. TP-A0674	Species	0cardiaceae	Bacteria	n.a.	isolated from a soil sample collected at Keta, Ishikawa, Japan	n.a.	PMID[16038549]

☑ 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
Ki	1

Activity Type	# Activity
Individual Protein	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT264	Individual Protein	Muscarinic acetylcholine receptor M3	Homo sapiens	IC50	=	1100	nM	PMID[16038549]
NPT264	Individual Protein	Muscarinic acetylcholine receptor M3	Homo sapiens	Ki	=	230	nM	PMID[16038549]

☑ 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 NPC477588 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	345
0.1-0.2	2180
0.2-0.3	10175
0.3-0.4	7455
0.4-0.5	13601
0.5-0.6	8161
0.6-0.7	733
0.7-0.8	41
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	6

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC477586
1.0	High Similarity	NPC477585
1.0	High Similarity	NPC477590
0.9718	High Similarity	NPC477587
0.9718	High Similarity	NPC477589
0.7783	Intermediate Similarity	NPC314633
0.7782	Intermediate Similarity	NPC316224
0.7686	Intermediate Similarity	NPC313804
0.7686	Intermediate Similarity	NPC315804
0.7479	Intermediate Similarity	NPC205372
0.7389	Intermediate Similarity	NPC472287
0.7389	Intermediate Similarity	NPC472286
0.7378	Intermediate Similarity	NPC317572
0.7362	Intermediate Similarity	NPC478141
0.7339	Intermediate Similarity	NPC131885
0.7336	Intermediate Similarity	NPC269367
0.7328	Intermediate Similarity	NPC161801
0.7311	Intermediate Similarity	NPC186351
0.73	Intermediate Similarity	NPC97746
0.7281	Intermediate Similarity	NPC316403
0.7227	Intermediate Similarity	NPC476830
0.721	Intermediate Similarity	NPC16066
0.7203	Intermediate Similarity	NPC128115
0.7191	Intermediate Similarity	NPC314270
0.7191	Intermediate Similarity	NPC49195
0.719	Intermediate Similarity	NPC102593
0.719	Intermediate Similarity	NPC196718
0.7185	Intermediate Similarity	NPC476827
0.7185	Intermediate Similarity	NPC476826
0.7185	Intermediate Similarity	NPC476831
0.7171	Intermediate Similarity	NPC315893
0.7171	Intermediate Similarity	NPC313587
0.7171	Intermediate Similarity	NPC316110
0.7167	Intermediate Similarity	NPC325683
0.7167	Intermediate Similarity	NPC476832
0.7167	Intermediate Similarity	NPC140296
0.7156	Intermediate Similarity	NPC472284
0.7155	Intermediate Similarity	NPC477219
0.7137	Intermediate Similarity	NPC194740
0.7125	Intermediate Similarity	NPC37924
0.7095	Intermediate Similarity	NPC476828
0.7089	Intermediate Similarity	NPC298436
0.7082	Intermediate Similarity	NPC146418
0.708	Intermediate Similarity	NPC58209
0.7078	Intermediate Similarity	NPC320394
0.7068	Intermediate Similarity	NPC160100
0.7054	Intermediate Similarity	NPC230403
0.7054	Intermediate Similarity	NPC209981
0.7049	Intermediate Similarity	NPC477218
0.7049	Intermediate Similarity	NPC322800
0.7049	Intermediate Similarity	NPC168135
0.7046	Intermediate Similarity	NPC309919
0.7041	Intermediate Similarity	NPC196449
0.7041	Intermediate Similarity	NPC314222
0.702	Intermediate Similarity	NPC472435
0.7008	Intermediate Similarity	NPC299035
0.7008	Intermediate Similarity	NPC177432
0.7008	Intermediate Similarity	NPC14288
0.7004	Intermediate Similarity	NPC472436
0.7	Intermediate Similarity	NPC315411
0.7	Intermediate Similarity	NPC75179
0.6987	Remote Similarity	NPC54066
0.6983	Remote Similarity	NPC24370
0.6983	Remote Similarity	NPC319232
0.6973	Remote Similarity	NPC470042
0.6969	Remote Similarity	NPC181081
0.6967	Remote Similarity	NPC322135
0.696	Remote Similarity	NPC166712
0.6955	Remote Similarity	NPC304307
0.6955	Remote Similarity	NPC118559
0.6955	Remote Similarity	NPC34580
0.6955	Remote Similarity	NPC124920
0.6951	Remote Similarity	NPC284888
0.6932	Remote Similarity	NPC188400
0.6929	Remote Similarity	NPC165964
0.6926	Remote Similarity	NPC100547
0.6923	Remote Similarity	NPC34770
0.692	Remote Similarity	NPC477979
0.692	Remote Similarity	NPC50562
0.6917	Remote Similarity	NPC174760
0.6917	Remote Similarity	NPC150239
0.6911	Remote Similarity	NPC477516
0.691	Remote Similarity	NPC321428
0.6908	Remote Similarity	NPC474183
0.69	Remote Similarity	NPC220408
0.6898	Remote Similarity	NPC95240
0.6898	Remote Similarity	NPC223409
0.6892	Remote Similarity	NPC241025
0.6891	Remote Similarity	NPC152768
0.6891	Remote Similarity	NPC148183
0.6891	Remote Similarity	NPC67658
0.6885	Remote Similarity	NPC282346
0.6885	Remote Similarity	NPC261251
0.6883	Remote Similarity	NPC323198
0.6883	Remote Similarity	NPC323752
0.6878	Remote Similarity	NPC151781
0.6878	Remote Similarity	NPC74562
0.6878	Remote Similarity	NPC316181
0.6877	Remote Similarity	NPC72715
0.687	Remote Similarity	NPC476829
0.6867	Remote Similarity	NPC184680
0.6863	Remote Similarity	NPC203373
0.6844	Remote Similarity	NPC214142
0.6842	Remote Similarity	NPC321592
0.6842	Remote Similarity	NPC54803
0.684	Remote Similarity	NPC470784
0.684	Remote Similarity	NPC470785
0.6838	Remote Similarity	NPC53344
0.6833	Remote Similarity	NPC247803
0.6833	Remote Similarity	NPC303658
0.6833	Remote Similarity	NPC174576
0.683	Remote Similarity	NPC101312
0.6825	Remote Similarity	NPC315061
0.6815	Remote Similarity	NPC220852
0.6805	Remote Similarity	NPC168209
0.6804	Remote Similarity	NPC286195
0.6803	Remote Similarity	NPC172355
0.6802	Remote Similarity	NPC217176
0.6798	Remote Similarity	NPC208364
0.6792	Remote Similarity	NPC169402
0.6787	Remote Similarity	NPC182222
0.6787	Remote Similarity	NPC33064
0.6787	Remote Similarity	NPC245055
0.6778	Remote Similarity	NPC66191
0.6778	Remote Similarity	NPC316297
0.6778	Remote Similarity	NPC314817
0.677	Remote Similarity	NPC67401
0.677	Remote Similarity	NPC144381
0.6765	Remote Similarity	NPC474428
0.6765	Remote Similarity	NPC38237
0.6765	Remote Similarity	NPC264176
0.675	Remote Similarity	NPC3207
0.6749	Remote Similarity	NPC198503
0.6748	Remote Similarity	NPC244536
0.6743	Remote Similarity	NPC129897
0.6741	Remote Similarity	NPC315542
0.6733	Remote Similarity	NPC285343
0.673	Remote Similarity	NPC471978
0.6722	Remote Similarity	NPC312645
0.6721	Remote Similarity	NPC243633
0.6721	Remote Similarity	NPC175150
0.6708	Remote Similarity	NPC469439
0.6708	Remote Similarity	NPC116238
0.6708	Remote Similarity	NPC323969
0.6706	Remote Similarity	NPC472434
0.6706	Remote Similarity	NPC148896
0.6706	Remote Similarity	NPC180668
0.6706	Remote Similarity	NPC471013
0.6706	Remote Similarity	NPC82472
0.6705	Remote Similarity	NPC258048
0.6697	Remote Similarity	NPC283152
0.6694	Remote Similarity	NPC184408
0.6693	Remote Similarity	NPC173250
0.6693	Remote Similarity	NPC272549
0.668	Remote Similarity	NPC141053
0.668	Remote Similarity	NPC168922
0.668	Remote Similarity	NPC475816
0.668	Remote Similarity	NPC329631
0.6679	Remote Similarity	NPC100734
0.6679	Remote Similarity	NPC88923
0.6679	Remote Similarity	NPC315634
0.6667	Remote Similarity	NPC287208
0.6667	Remote Similarity	NPC260434
0.6667	Remote Similarity	NPC291609
0.6667	Remote Similarity	NPC179287
0.6667	Remote Similarity	NPC120513
0.6667	Remote Similarity	NPC6786
0.6667	Remote Similarity	NPC473449
0.6654	Remote Similarity	NPC191489
0.6654	Remote Similarity	NPC1608
0.6654	Remote Similarity	NPC119134
0.6654	Remote Similarity	NPC471979
0.6654	Remote Similarity	NPC473833
0.6654	Remote Similarity	NPC148889
0.6654	Remote Similarity	NPC314882
0.6639	Remote Similarity	NPC475350
0.6639	Remote Similarity	NPC472099
0.6639	Remote Similarity	NPC145178
0.6639	Remote Similarity	NPC14877
0.6637	Remote Similarity	NPC194040
0.6631	Remote Similarity	NPC207620
0.6628	Remote Similarity	NPC85879
0.6628	Remote Similarity	NPC53255
0.6628	Remote Similarity	NPC475301
0.6628	Remote Similarity	NPC326930
0.6627	Remote Similarity	NPC473187
0.6627	Remote Similarity	NPC124300
0.6625	Remote Similarity	NPC310211
0.6625	Remote Similarity	NPC308137
0.6625	Remote Similarity	NPC472098
0.6616	Remote Similarity	NPC284685
0.6615	Remote Similarity	NPC310618
0.6614	Remote Similarity	NPC473105
0.6612	Remote Similarity	NPC74969
0.6608	Remote Similarity	NPC169716
0.6604	Remote Similarity	NPC230683
0.6603	Remote Similarity	NPC13603
0.6602	Remote Similarity	NPC10904
0.6599	Remote Similarity	NPC21638
0.6598	Remote Similarity	NPC288987

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 NPC477588 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	201
0.1-0.2	574
0.2-0.3	974
0.3-0.4	1709
0.4-0.5	3004
0.5-0.6	2371
0.6-0.7	299
0.7-0.8	18
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
0.808	Intermediate Similarity	NPD6974	Phase 3
0.7939	Intermediate Similarity	NPD7547	Clinical (unspecified phase)
0.783	Intermediate Similarity	NPD7853	Phase 2
0.7807	Intermediate Similarity	NPD7180	Phase 3
0.7743	Intermediate Similarity	NPD4667	Clinical (unspecified phase)
0.7617	Intermediate Similarity	NPD4898	Clinical (unspecified phase)
0.7607	Intermediate Similarity	NPD7268	Clinical (unspecified phase)
0.7576	Intermediate Similarity	NPD8479	Phase 2
0.7568	Intermediate Similarity	NPD2779	Approved
0.7564	Intermediate Similarity	NPD3263	Phase 3
0.7555	Intermediate Similarity	NPD2433	Clinical (unspecified phase)
0.7553	Intermediate Similarity	NPD7031	Phase 1
0.7544	Intermediate Similarity	NPD3945	Discontinued
0.7529	Intermediate Similarity	NPD5922	Phase 3
0.7436	Intermediate Similarity	NPD8356	Approved
0.7435	Intermediate Similarity	NPD1638	Discovery
0.7432	Intermediate Similarity	NPD2778	Approved
0.7424	Intermediate Similarity	NPD5866	Approved
0.7373	Intermediate Similarity	NPD6247	Clinical (unspecified phase)
0.7364	Intermediate Similarity	NPD7284	Clinical (unspecified phase)
0.7362	Intermediate Similarity	NPD6824	Clinical (unspecified phase)
0.7344	Intermediate Similarity	NPD2951	Discontinued
0.7342	Intermediate Similarity	NPD5640	Discontinued
0.7336	Intermediate Similarity	NPD7417	Discontinued
0.7325	Intermediate Similarity	NPD4394	Clinical (unspecified phase)
0.7311	Intermediate Similarity	NPD8430	Approved
0.7261	Intermediate Similarity	NPD3392	Approved
0.7261	Intermediate Similarity	NPD1166	Clinical (unspecified phase)
0.7251	Intermediate Similarity	NPD6252	Clinical (unspecified phase)
0.7251	Intermediate Similarity	NPD5532	Phase 2
0.7229	Intermediate Similarity	NPD7703	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD5443	Clinical (unspecified phase)
0.722	Intermediate Similarity	NPD1867	Approved
0.722	Intermediate Similarity	NPD6347	Phase 2
0.7191	Intermediate Similarity	NPD5632	Approved
0.7183	Intermediate Similarity	NPD8463	Approved
0.7178	Intermediate Similarity	NPD7589	Clinical (unspecified phase)
0.7166	Intermediate Similarity	NPD7022	Phase 2
0.7166	Intermediate Similarity	NPD4322	Discontinued
0.7161	Intermediate Similarity	NPD2884	Phase 1
0.7143	Intermediate Similarity	NPD4368	Phase 2
0.7131	Intermediate Similarity	NPD5850	Phase 3
0.7118	Intermediate Similarity	NPD3946	Clinical (unspecified phase)
0.7112	Intermediate Similarity	NPD2081	Clinical (unspecified phase)
0.7111	Intermediate Similarity	NPD7490	Discontinued
0.7085	Intermediate Similarity	NPD2921	Clinical (unspecified phase)
0.7082	Intermediate Similarity	NPD6567	Clinical (unspecified phase)
0.7078	Intermediate Similarity	NPD1505	Phase 2
0.7075	Intermediate Similarity	NPD5857	Phase 3
0.707	Intermediate Similarity	NPD3801	Clinical (unspecified phase)
0.7049	Intermediate Similarity	NPD7796	Approved
0.7049	Intermediate Similarity	NPD7797	Approved
0.7028	Intermediate Similarity	NPD6716	Phase 1
0.7012	Intermediate Similarity	NPD5817	Discontinued
0.7	Intermediate Similarity	NPD5513	Phase 2
0.7	Intermediate Similarity	NPD6495	Clinical (unspecified phase)
0.6996	Remote Similarity	NPD6525	Clinical (unspecified phase)
0.6992	Remote Similarity	NPD5293	Phase 2
0.6992	Remote Similarity	NPD7538	Clinical (unspecified phase)
0.6991	Remote Similarity	NPD5512	Phase 3
0.6975	Remote Similarity	NPD7395	Discontinued
0.6967	Remote Similarity	NPD5479	Discontinued
0.696	Remote Similarity	NPD8117	Approved
0.696	Remote Similarity	NPD8116	Phase 3
0.6955	Remote Similarity	NPD7994	Phase 2
0.6951	Remote Similarity	NPD4373	Phase 2
0.6936	Remote Similarity	NPD5416	Discontinued
0.6933	Remote Similarity	NPD3326	Clinical (unspecified phase)
0.693	Remote Similarity	NPD772	Phase 3
0.6926	Remote Similarity	NPD8255	Phase 2
0.692	Remote Similarity	NPD5417	Clinical (unspecified phase)
0.6913	Remote Similarity	NPD7566	Clinical (unspecified phase)
0.6907	Remote Similarity	NPD7605	Discovery
0.6907	Remote Similarity	NPD7069	Discontinued
0.69	Remote Similarity	NPD6874	Approved
0.6898	Remote Similarity	NPD1659	Phase 1
0.6898	Remote Similarity	NPD4952	Phase 3
0.689	Remote Similarity	NPD8324	Phase 2
0.688	Remote Similarity	NPD7467	Discontinued
0.6875	Remote Similarity	NPD2792	Approved
0.687	Remote Similarity	NPD1467	Approved
0.687	Remote Similarity	NPD1466	Phase 3
0.6863	Remote Similarity	NPD5482	Discontinued
0.6862	Remote Similarity	NPD4989	Phase 2
0.6849	Remote Similarity	NPD4897	Phase 2
0.684	Remote Similarity	NPD6825	Phase 1
0.6833	Remote Similarity	NPD6568	Discontinued
0.6833	Remote Similarity	NPD6198	Phase 1
0.683	Remote Similarity	NPD6393	Clinical (unspecified phase)
0.6829	Remote Similarity	NPD5924	Discontinued
0.6818	Remote Similarity	NPD5506	Approved
0.6818	Remote Similarity	NPD5507	Approved
0.6818	Remote Similarity	NPD4923	Phase 1
0.6805	Remote Similarity	NPD7203	Clinical (unspecified phase)
0.6803	Remote Similarity	NPD3925	Approved
0.68	Remote Similarity	NPD4334	Discontinued
0.6797	Remote Similarity	NPD6475	Phase 2
0.6789	Remote Similarity	NPD7710	Clinical (unspecified phase)
0.6776	Remote Similarity	NPD7426	Phase 1
0.6772	Remote Similarity	NPD5483	Clinical (unspecified phase)
0.6769	Remote Similarity	NPD6550	Discontinued
0.6767	Remote Similarity	NPD6321	Discontinued
0.6758	Remote Similarity	NPD4369	Phase 2
0.6758	Remote Similarity	NPD4887	Discontinued
0.6757	Remote Similarity	NPD8247	Approved
0.6757	Remote Similarity	NPD8246	Approved
0.6753	Remote Similarity	NPD6857	Phase 3
0.6752	Remote Similarity	NPD4465	Phase 2
0.6752	Remote Similarity	NPD4467	Phase 2
0.6751	Remote Similarity	NPD4900	Clinical (unspecified phase)
0.6751	Remote Similarity	NPD5726	Clinical (unspecified phase)
0.6748	Remote Similarity	NPD3259	Approved
0.6748	Remote Similarity	NPD4086	Phase 1
0.6747	Remote Similarity	NPD4460	Clinical (unspecified phase)
0.6746	Remote Similarity	NPD7885	Phase 2
0.6746	Remote Similarity	NPD7886	Phase 2
0.6745	Remote Similarity	NPD5488	Discontinued
0.6742	Remote Similarity	NPD7689	Approved
0.6723	Remote Similarity	NPD3507	Phase 2
0.6719	Remote Similarity	NPD6790	Phase 1
0.6718	Remote Similarity	NPD8370	Discontinued
0.6716	Remote Similarity	NPD7053	Clinical (unspecified phase)
0.6711	Remote Similarity	NPD4372	Phase 1
0.6695	Remote Similarity	NPD7453	Approved
0.6695	Remote Similarity	NPD5429	Discontinued
0.6695	Remote Similarity	NPD7452	Approved
0.668	Remote Similarity	NPD7556	Discontinued
0.668	Remote Similarity	NPD6741	Clinical (unspecified phase)
0.668	Remote Similarity	NPD7025	Clinical (unspecified phase)
0.668	Remote Similarity	NPD8359	Phase 2
0.6679	Remote Similarity	NPD7803	Approved
0.6667	Remote Similarity	NPD4560	Suspended
0.6667	Remote Similarity	NPD3351	Approved
0.6654	Remote Similarity	NPD7708	Approved
0.6654	Remote Similarity	NPD3328	Phase 2
0.6653	Remote Similarity	NPD6160	Clinical (unspecified phase)
0.6653	Remote Similarity	NPD6209	Approved
0.6653	Remote Similarity	NPD7823	Clinical (unspecified phase)
0.6653	Remote Similarity	NPD5014	Discontinued
0.6653	Remote Similarity	NPD4130	Phase 3
0.6653	Remote Similarity	NPD4901	Clinical (unspecified phase)
0.6653	Remote Similarity	NPD7807	Clinical (unspecified phase)
0.6652	Remote Similarity	NPD4396	Clinical (unspecified phase)
0.6641	Remote Similarity	NPD7967	Discontinued
0.664	Remote Similarity	NPD8289	Discontinued
0.6638	Remote Similarity	NPD4315	Phase 2
0.6637	Remote Similarity	NPD5256	Discontinued
0.663	Remote Similarity	NPD1955	Discontinued
0.6628	Remote Similarity	NPD8102	Discontinued
0.6628	Remote Similarity	NPD1936	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD3250	Phase 1
0.6624	Remote Similarity	NPD4392	Phase 2
0.6624	Remote Similarity	NPD3350	Approved
0.6624	Remote Similarity	NPD7043	Discontinued
0.6617	Remote Similarity	NPD5450	Discontinued
0.6616	Remote Similarity	NPD7955	Approved
0.6616	Remote Similarity	NPD7956	Approved
0.6614	Remote Similarity	NPD8016	Phase 3
0.6614	Remote Similarity	NPD8017	Clinical (unspecified phase)
0.661	Remote Similarity	NPD6138	Clinical (unspecified phase)
0.6609	Remote Similarity	NPD1768	Approved
0.6607	Remote Similarity	NPD4203	Approved
0.6607	Remote Similarity	NPD4204	Approved
0.66	Remote Similarity	NPD6962	Phase 2
0.6598	Remote Similarity	NPD3258	Approved
0.6597	Remote Similarity	NPD6376	Discontinued
0.6589	Remote Similarity	NPD7996	Phase 2
0.6582	Remote Similarity	NPD3003	Approved
0.6574	Remote Similarity	NPD7318	Phase 3
0.6573	Remote Similarity	NPD7603	Discontinued
0.657	Remote Similarity	NPD6169	Phase 1
0.6561	Remote Similarity	NPD3006	Discontinued
0.6559	Remote Similarity	NPD3912	Discontinued
0.6557	Remote Similarity	NPD8405	Clinical (unspecified phase)
0.6553	Remote Similarity	NPD7727	Phase 2
0.6549	Remote Similarity	NPD5083	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD4724	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD6298	Discontinued
0.6542	Remote Similarity	NPD648	Clinical (unspecified phase)
0.6535	Remote Similarity	NPD4958	Clinical (unspecified phase)
0.6535	Remote Similarity	NPD4316	Phase 3
0.6531	Remote Similarity	NPD2785	Clinical (unspecified phase)
0.6527	Remote Similarity	NPD7963	Phase 3
0.6518	Remote Similarity	NPD2285	Clinical (unspecified phase)
0.6516	Remote Similarity	NPD1976	Approved
0.6515	Remote Similarity	NPD3779	Clinical (unspecified phase)
0.6515	Remote Similarity	NPD8461	Discontinued
0.6511	Remote Similarity	NPD4491	Clinical (unspecified phase)
0.6511	Remote Similarity	NPD4496	Clinical (unspecified phase)
0.6506	Remote Similarity	NPD7393	Clinical (unspecified phase)
0.6504	Remote Similarity	NPD3437	Discontinued
0.65	Remote Similarity	NPD5593	Approved
0.65	Remote Similarity	NPD5594	Approved
0.6498	Remote Similarity	NPD1483	Discontinued
0.6496	Remote Similarity	NPD4987	Clinical (unspecified phase)
0.6494	Remote Similarity	NPD5022	Discontinued
0.6491	Remote Similarity	NPD3153	Approved
0.6491	Remote Similarity	NPD3154	Approved
0.649	Remote Similarity	NPD2011	Clinical (unspecified phase)
0.649	Remote Similarity	NPD7878	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