NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	705.43
Volume:	733.023
LogP:	2.142
LogD:	2.299
LogS:	-3.735
# Rotatable Bonds:	26
TPSA:	223.26
# H-Bond Aceptor:	14
# H-Bond Donor:	8
# Rings:	1
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.092
Synthetic Accessibility Score:	4.341
Fsp3:	0.667
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
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:	-6.754
MDCK Permeability:	2.542199035815429e-05
Pgp-inhibitor:	0.002
Pgp-substrate:	0.988
Human Intestinal Absorption (HIA):	0.638
20% Bioavailability (F20%):	0.905
30% Bioavailability (F30%):	0.054

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.03
Plasma Protein Binding (PPB):	69.62276458740234%
Volume Distribution (VD):	0.361
Pgp-substrate:	8.164240837097168%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.011
CYP2C19-inhibitor:	0.032
CYP2C19-substrate:	0.054
CYP2C9-inhibitor:	0.051
CYP2C9-substrate:	0.09
CYP2D6-inhibitor:	0.005
CYP2D6-substrate:	0.044
CYP3A4-inhibitor:	0.125
CYP3A4-substrate:	0.159

ADMET: Excretion

Clearance (CL):	4.115
Half-life (T1/2):	0.91

ADMET: Toxicity

hERG Blockers:	0.002
Human Hepatotoxicity (H-HT):	0.889
Drug-inuced Liver Injury (DILI):	0.32
AMES Toxicity:	0.01
Rat Oral Acute Toxicity:	0.121
Maximum Recommended Daily Dose:	0.029
Skin Sensitization:	0.033
Carcinogencity:	0.009
Eye Corrosion:	0.003
Eye Irritation:	0.005
Respiratory Toxicity:	0.092

Download Data

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

Natural Product: NPC478016

Natural Product ID:	NPC478016
*Common Name:**	isobutyryl-Val-Val-Sta-Ala-Unk
IUPAC Name:	(3S,4S)-3-hydroxy-4-[[(2S)-2-[[(3S,4S)-3-hydroxy-6-methyl-4-[[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(2-methylpropanoylamino)butanoyl]amino]butanoyl]amino]heptanoyl]amino]propanoyl]amino]-5-phenylpentanoic acid
Synonyms:
Standard InCHIKey:	HUBWHHUWFHZSGI-DUHCJERPSA-N
Standard InCHI:	InChI=1S/C36H59N5O9/c1-19(2)15-25(39-35(49)31(20(3)4)41-36(50)32(21(5)6)40-33(47)22(7)8)27(42)17-29(44)37-23(9)34(48)38-26(28(43)18-30(45)46)16-24-13-11-10-12-14-24/h10-14,19-23,25-28,31-32,42-43H,15-18H2,1-9H3,(H,37,44)(H,38,48)(H,39,49)(H,40,47)(H,41,50)(H,45,46)/t23-,25-,26-,27-,28-,31-,32-/m0/s1
SMILES:	C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@H](CC(=O)O)O)NC(=O)C[C@@H]([C@H](CC(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)C(C)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	118707672
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0001813] Peptidomimetics [CHEMONTID:0002010] Hybrid peptides

*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
NPO33573	Streptomyces sp. ACT232	Species	Streptomycetaceae	Bacteria	Deep-sea sediments	Hatsu-shima, Sagami-Bay, Japan, at a depth of 1174 m	2001-DEC	PMID[24960234]

☑ 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

Activity Type	# Activity
Individual Protein	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT5077	Individual Protein	Cathepsin B	Bos taurus	IC50	=	26000	nM	PMID[24960234]

☑ 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 NPC478016 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	94
0.1-0.2	485
0.2-0.3	2068
0.3-0.4	9892
0.4-0.5	23715
0.5-0.6	5294
0.6-0.7	857
0.7-0.8	242
0.8-0.85	21
0.85-0.9	24
0.9-0.95	2
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC478014
1.0	High Similarity	NPC478015
0.9138	High Similarity	NPC310467
0.9052	High Similarity	NPC169328
0.8824	High Similarity	NPC45777
0.8824	High Similarity	NPC477061
0.877	High Similarity	NPC47667
0.8512	High Similarity	NPC190663
0.8512	High Similarity	NPC80150
0.85	High Similarity	NPC237420
0.8462	Intermediate Similarity	NPC474584
0.8403	Intermediate Similarity	NPC188010
0.8374	Intermediate Similarity	NPC160493
0.8246	Intermediate Similarity	NPC88267
0.8246	Intermediate Similarity	NPC194390
0.8246	Intermediate Similarity	NPC224610
0.8246	Intermediate Similarity	NPC113326
0.8197	Intermediate Similarity	NPC314992
0.816	Intermediate Similarity	NPC35996
0.8053	Intermediate Similarity	NPC12730
0.8047	Intermediate Similarity	NPC319766
0.8036	Intermediate Similarity	NPC475439
0.8036	Intermediate Similarity	NPC473501
0.8033	Intermediate Similarity	NPC2265
0.8	Intermediate Similarity	NPC273814
0.7985	Intermediate Similarity	NPC476259
0.7985	Intermediate Similarity	NPC307357
0.7985	Intermediate Similarity	NPC268841
0.7985	Intermediate Similarity	NPC46098
0.7949	Intermediate Similarity	NPC327481
0.7946	Intermediate Similarity	NPC25565
0.7941	Intermediate Similarity	NPC476978
0.7868	Intermediate Similarity	NPC91953
0.7852	Intermediate Similarity	NPC163392
0.7852	Intermediate Similarity	NPC239762
0.7845	Intermediate Similarity	NPC164859
0.7833	Intermediate Similarity	NPC319579
0.7805	Intermediate Similarity	NPC197470
0.7801	Intermediate Similarity	NPC162104
0.7794	Intermediate Similarity	NPC197921
0.7786	Intermediate Similarity	NPC2501
0.7769	Intermediate Similarity	NPC329011
0.7754	Intermediate Similarity	NPC5620
0.7737	Intermediate Similarity	NPC176226
0.7737	Intermediate Similarity	NPC139326
0.7737	Intermediate Similarity	NPC161069
0.771	Intermediate Similarity	NPC116057
0.7692	Intermediate Similarity	NPC471317
0.7664	Intermediate Similarity	NPC269398
0.7664	Intermediate Similarity	NPC263493
0.7643	Intermediate Similarity	NPC135121
0.7622	Intermediate Similarity	NPC122590
0.7612	Intermediate Similarity	NPC287401
0.7609	Intermediate Similarity	NPC469360
0.7609	Intermediate Similarity	NPC197682
0.7597	Intermediate Similarity	NPC6975
0.7597	Intermediate Similarity	NPC46427
0.7576	Intermediate Similarity	NPC472413
0.7574	Intermediate Similarity	NPC68865
0.7557	Intermediate Similarity	NPC477937
0.7554	Intermediate Similarity	NPC52748
0.7544	Intermediate Similarity	NPC58674
0.754	Intermediate Similarity	NPC254088
0.7538	Intermediate Similarity	NPC476241
0.7538	Intermediate Similarity	NPC476260
0.7537	Intermediate Similarity	NPC246913
0.7536	Intermediate Similarity	NPC469426
0.7536	Intermediate Similarity	NPC469427
0.7536	Intermediate Similarity	NPC168113
0.7535	Intermediate Similarity	NPC129666
0.7519	Intermediate Similarity	NPC84281
0.7519	Intermediate Similarity	NPC317474
0.7519	Intermediate Similarity	NPC291027
0.7519	Intermediate Similarity	NPC213126
0.7519	Intermediate Similarity	NPC169485
0.7519	Intermediate Similarity	NPC252878
0.7518	Intermediate Similarity	NPC225648
0.7518	Intermediate Similarity	NPC329761
0.7518	Intermediate Similarity	NPC145113
0.7518	Intermediate Similarity	NPC138775
0.75	Intermediate Similarity	NPC477217
0.75	Intermediate Similarity	NPC35850
0.75	Intermediate Similarity	NPC201244
0.75	Intermediate Similarity	NPC276949
0.7481	Intermediate Similarity	NPC476179
0.7481	Intermediate Similarity	NPC476125
0.7481	Intermediate Similarity	NPC4974
0.7481	Intermediate Similarity	NPC101719
0.748	Intermediate Similarity	NPC470546
0.7463	Intermediate Similarity	NPC183722
0.7463	Intermediate Similarity	NPC130309
0.7462	Intermediate Similarity	NPC472415
0.7445	Intermediate Similarity	NPC127741
0.7445	Intermediate Similarity	NPC6570
0.7445	Intermediate Similarity	NPC471264
0.7445	Intermediate Similarity	NPC471265
0.7445	Intermediate Similarity	NPC208725
0.7444	Intermediate Similarity	NPC296712
0.7442	Intermediate Similarity	NPC202521
0.744	Intermediate Similarity	NPC33742
0.7426	Intermediate Similarity	NPC248283
0.7415	Intermediate Similarity	NPC197743
0.7415	Intermediate Similarity	NPC297145
0.7405	Intermediate Similarity	NPC222466
0.7402	Intermediate Similarity	NPC470545
0.7391	Intermediate Similarity	NPC178662
0.7391	Intermediate Similarity	NPC98424
0.7391	Intermediate Similarity	NPC303045
0.7391	Intermediate Similarity	NPC476133
0.7391	Intermediate Similarity	NPC161972
0.7391	Intermediate Similarity	NPC92784
0.7391	Intermediate Similarity	NPC470884
0.7388	Intermediate Similarity	NPC69496
0.7385	Intermediate Similarity	NPC474862
0.7379	Intermediate Similarity	NPC473341
0.7376	Intermediate Similarity	NPC209509
0.7372	Intermediate Similarity	NPC314835
0.7364	Intermediate Similarity	NPC200964
0.7364	Intermediate Similarity	NPC476183
0.7364	Intermediate Similarity	NPC476990
0.7348	Intermediate Similarity	NPC472414
0.7343	Intermediate Similarity	NPC471821
0.7343	Intermediate Similarity	NPC471820
0.7343	Intermediate Similarity	NPC105717
0.7338	Intermediate Similarity	NPC322526
0.7338	Intermediate Similarity	NPC471201
0.7333	Intermediate Similarity	NPC19136
0.7324	Intermediate Similarity	NPC314358
0.7323	Intermediate Similarity	NPC470544
0.7308	Intermediate Similarity	NPC476184
0.7308	Intermediate Similarity	NPC476281
0.7266	Intermediate Similarity	NPC473052
0.7266	Intermediate Similarity	NPC132636
0.7266	Intermediate Similarity	NPC473055
0.7265	Intermediate Similarity	NPC10781
0.7265	Intermediate Similarity	NPC122493
0.7265	Intermediate Similarity	NPC477767
0.7265	Intermediate Similarity	NPC293628
0.7254	Intermediate Similarity	NPC316008
0.7254	Intermediate Similarity	NPC313867
0.725	Intermediate Similarity	NPC202613
0.7239	Intermediate Similarity	NPC199738
0.7239	Intermediate Similarity	NPC210950
0.7226	Intermediate Similarity	NPC233910
0.7226	Intermediate Similarity	NPC328070
0.7226	Intermediate Similarity	NPC245836
0.7226	Intermediate Similarity	NPC244866
0.7213	Intermediate Similarity	NPC191215
0.7213	Intermediate Similarity	NPC274089
0.7206	Intermediate Similarity	NPC255447
0.7203	Intermediate Similarity	NPC322598
0.7197	Intermediate Similarity	NPC476278
0.7185	Intermediate Similarity	NPC111428
0.7185	Intermediate Similarity	NPC71271
0.7185	Intermediate Similarity	NPC473322
0.7183	Intermediate Similarity	NPC314388
0.7183	Intermediate Similarity	NPC315283
0.7174	Intermediate Similarity	NPC477680
0.7168	Intermediate Similarity	NPC325441
0.7154	Intermediate Similarity	NPC319950
0.7153	Intermediate Similarity	NPC326966
0.7153	Intermediate Similarity	NPC246079
0.7143	Intermediate Similarity	NPC286551
0.7133	Intermediate Similarity	NPC315266
0.7132	Intermediate Similarity	NPC478147
0.7131	Intermediate Similarity	NPC67043
0.713	Intermediate Similarity	NPC226438
0.713	Intermediate Similarity	NPC245259
0.7123	Intermediate Similarity	NPC7817
0.7123	Intermediate Similarity	NPC475168
0.7119	Intermediate Similarity	NPC324569
0.7119	Intermediate Similarity	NPC311242
0.7111	Intermediate Similarity	NPC152850
0.7111	Intermediate Similarity	NPC239990
0.7111	Intermediate Similarity	NPC71933
0.7111	Intermediate Similarity	NPC89923
0.7111	Intermediate Similarity	NPC105114
0.7105	Intermediate Similarity	NPC471053
0.7105	Intermediate Similarity	NPC471051
0.7105	Intermediate Similarity	NPC471052
0.7103	Intermediate Similarity	NPC240848
0.7083	Intermediate Similarity	NPC262077
0.7075	Intermediate Similarity	NPC300443
0.7071	Intermediate Similarity	NPC43755
0.7069	Intermediate Similarity	NPC323164
0.7054	Intermediate Similarity	NPC239357
0.705	Intermediate Similarity	NPC90693
0.705	Intermediate Similarity	NPC64897
0.7043	Intermediate Similarity	NPC159178
0.7043	Intermediate Similarity	NPC141139
0.7043	Intermediate Similarity	NPC121872
0.7043	Intermediate Similarity	NPC471307
0.7043	Intermediate Similarity	NPC316108
0.7043	Intermediate Similarity	NPC209764
0.7043	Intermediate Similarity	NPC78041
0.7043	Intermediate Similarity	NPC258627
0.7043	Intermediate Similarity	NPC74936
0.7042	Intermediate Similarity	NPC239770
0.7037	Intermediate Similarity	NPC136453
0.7031	Intermediate Similarity	NPC471318

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 NPC478016 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	87
0.1-0.2	330
0.2-0.3	754
0.3-0.4	2420
0.4-0.5	3409
0.5-0.6	1633
0.6-0.7	453
0.7-0.8	58
0.8-0.85	6
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8197	Intermediate Similarity	NPD2217	Approved
0.8197	Intermediate Similarity	NPD2218	Phase 2
0.8136	Intermediate Similarity	NPD3644	Approved
0.8136	Intermediate Similarity	NPD3643	Approved
0.8136	Intermediate Similarity	NPD3642	Approved
0.813	Intermediate Similarity	NPD5981	Approved
0.8106	Intermediate Similarity	NPD8173	Phase 2
0.8106	Intermediate Similarity	NPD8172	Phase 2
0.7863	Intermediate Similarity	NPD4738	Phase 2
0.782	Intermediate Similarity	NPD8416	Discontinued
0.7805	Intermediate Similarity	NPD1348	Approved
0.7778	Intermediate Similarity	NPD7749	Clinical (unspecified phase)
0.7609	Intermediate Similarity	NPD7978	Discontinued
0.7576	Intermediate Similarity	NPD7828	Discontinued
0.7563	Intermediate Similarity	NPD1040	Phase 2
0.7556	Intermediate Similarity	NPD8265	Approved
0.7521	Intermediate Similarity	NPD4760	Clinical (unspecified phase)
0.7519	Intermediate Similarity	NPD4215	Approved
0.7519	Intermediate Similarity	NPD2610	Approved
0.7519	Intermediate Similarity	NPD4217	Approved
0.7519	Intermediate Similarity	NPD2611	Approved
0.7519	Intermediate Similarity	NPD3132	Approved
0.7519	Intermediate Similarity	NPD2612	Approved
0.7519	Intermediate Similarity	NPD2609	Approved
0.7519	Intermediate Similarity	NPD2608	Approved
0.7519	Intermediate Similarity	NPD3131	Approved
0.7519	Intermediate Similarity	NPD4218	Approved
0.7519	Intermediate Similarity	NPD4216	Approved
0.75	Intermediate Similarity	NPD8643	Discontinued
0.75	Intermediate Similarity	NPD467	Phase 1
0.7463	Intermediate Similarity	NPD3136	Phase 2
0.7462	Intermediate Similarity	NPD5108	Clinical (unspecified phase)
0.7422	Intermediate Similarity	NPD4504	Clinical (unspecified phase)
0.7402	Intermediate Similarity	NPD7522	Discontinued
0.7391	Intermediate Similarity	NPD6852	Discontinued
0.7391	Intermediate Similarity	NPD4814	Discontinued
0.7388	Intermediate Similarity	NPD2613	Approved
0.7372	Intermediate Similarity	NPD7113	Clinical (unspecified phase)
0.736	Intermediate Similarity	NPD2650	Approved
0.736	Intermediate Similarity	NPD2652	Approved
0.7353	Intermediate Similarity	NPD5729	Clinical (unspecified phase)
0.735	Intermediate Similarity	NPD253	Approved
0.7328	Intermediate Similarity	NPD2584	Suspended
0.7308	Intermediate Similarity	NPD2956	Clinical (unspecified phase)
0.7293	Intermediate Similarity	NPD6302	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD8323	Discontinued
0.7265	Intermediate Similarity	NPD9566	Approved
0.7252	Intermediate Similarity	NPD3603	Phase 3
0.7231	Intermediate Similarity	NPD7342	Discontinued
0.7226	Intermediate Similarity	NPD2570	Approved
0.7226	Intermediate Similarity	NPD2572	Clinical (unspecified phase)
0.7226	Intermediate Similarity	NPD3089	Approved
0.7226	Intermediate Similarity	NPD3090	Approved
0.7226	Intermediate Similarity	NPD3087	Approved
0.7226	Intermediate Similarity	NPD3088	Approved
0.7226	Intermediate Similarity	NPD3616	Approved
0.7226	Intermediate Similarity	NPD4745	Approved
0.7226	Intermediate Similarity	NPD4746	Phase 3
0.7226	Intermediate Similarity	NPD2573	Approved
0.7226	Intermediate Similarity	NPD3615	Approved
0.7226	Intermediate Similarity	NPD2566	Approved
0.7226	Intermediate Similarity	NPD2574	Discontinued
0.7226	Intermediate Similarity	NPD2571	Approved
0.7226	Intermediate Similarity	NPD3614	Approved
0.7218	Intermediate Similarity	NPD6325	Discontinued
0.7217	Intermediate Similarity	NPD6690	Approved
0.7155	Intermediate Similarity	NPD1066	Discontinued
0.7154	Intermediate Similarity	NPD4209	Clinical (unspecified phase)
0.7132	Intermediate Similarity	NPD4125	Approved
0.7122	Intermediate Similarity	NPD4686	Approved
0.7122	Intermediate Similarity	NPD4684	Phase 3
0.7122	Intermediate Similarity	NPD4685	Phase 3
0.7111	Intermediate Similarity	NPD3608	Clinical (unspecified phase)
0.7092	Intermediate Similarity	NPD6864	Phase 2
0.7092	Intermediate Similarity	NPD6865	Phase 2
0.709	Intermediate Similarity	NPD5367	Discontinued
0.7083	Intermediate Similarity	NPD3400	Discontinued
0.7077	Intermediate Similarity	NPD4479	Discontinued
0.7077	Intermediate Similarity	NPD6093	Discontinued
0.7069	Intermediate Similarity	NPD1812	Approved
0.7069	Intermediate Similarity	NPD1814	Approved
0.7059	Intermediate Similarity	NPD3626	Phase 3
0.7054	Intermediate Similarity	NPD3123	Discovery
0.7016	Intermediate Similarity	NPD6406	Approved
0.7009	Intermediate Similarity	NPD1080	Approved
0.7	Intermediate Similarity	NPD1067	Discontinued
0.6992	Remote Similarity	NPD999	Phase 2
0.6978	Remote Similarity	NPD8118	Discontinued
0.6977	Remote Similarity	NPD7508	Discontinued
0.6957	Remote Similarity	NPD5346	Phase 2
0.6957	Remote Similarity	NPD6919	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD5347	Phase 2
0.6953	Remote Similarity	NPD1681	Approved
0.6953	Remote Similarity	NPD1682	Approved
0.6953	Remote Similarity	NPD1680	Approved
0.6947	Remote Similarity	NPD2617	Discontinued
0.6944	Remote Similarity	NPD7596	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD4574	Approved
0.6923	Remote Similarity	NPD4576	Approved
0.6899	Remote Similarity	NPD1711	Phase 2
0.6887	Remote Similarity	NPD8417	Discontinued
0.6875	Remote Similarity	NPD2607	Approved
0.6875	Remote Similarity	NPD8076	Discontinued
0.687	Remote Similarity	NPD1758	Phase 1
0.6866	Remote Similarity	NPD5618	Discontinued
0.6864	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6863	Remote Similarity	NPD7972	Discontinued
0.6857	Remote Similarity	NPD7715	Approved
0.6857	Remote Similarity	NPD7714	Approved
0.6855	Remote Similarity	NPD5048	Discontinued
0.6855	Remote Similarity	NPD1018	Approved
0.6853	Remote Similarity	NPD3648	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD3098	Discontinued
0.6829	Remote Similarity	NPD5765	Approved
0.6824	Remote Similarity	NPD6682	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD3598	Phase 3
0.6818	Remote Similarity	NPD1759	Phase 1
0.6815	Remote Similarity	NPD6624	Discontinued
0.6809	Remote Similarity	NPD5323	Approved
0.68	Remote Similarity	NPD5705	Approved
0.68	Remote Similarity	NPD6685	Approved
0.68	Remote Similarity	NPD5704	Approved
0.68	Remote Similarity	NPD5706	Approved
0.6788	Remote Similarity	NPD2585	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD7908	Discontinued
0.6783	Remote Similarity	NPD6901	Phase 3
0.6783	Remote Similarity	NPD4793	Discontinued
0.6779	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD1756	Approved
0.6772	Remote Similarity	NPD1752	Approved
0.6763	Remote Similarity	NPD6359	Clinical (unspecified phase)
0.6761	Remote Similarity	NPD8302	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD4152	Approved
0.6748	Remote Similarity	NPD4719	Phase 2
0.6746	Remote Similarity	NPD6038	Clinical (unspecified phase)
0.6744	Remote Similarity	NPD181	Approved
0.6739	Remote Similarity	NPD5339	Clinical (unspecified phase)
0.6733	Remote Similarity	NPD6390	Discontinued
0.6733	Remote Similarity	NPD7613	Discontinued
0.6723	Remote Similarity	NPD3719	Approved
0.6723	Remote Similarity	NPD3718	Approved
0.6719	Remote Similarity	NPD188	Approved
0.6719	Remote Similarity	NPD189	Phase 3
0.6715	Remote Similarity	NPD3125	Approved
0.6712	Remote Similarity	NPD2436	Approved
0.6712	Remote Similarity	NPD2437	Approved
0.6694	Remote Similarity	NPD6647	Phase 2
0.6694	Remote Similarity	NPD5738	Clinical (unspecified phase)
0.6692	Remote Similarity	NPD1370	Approved
0.6692	Remote Similarity	NPD1371	Approved
0.6692	Remote Similarity	NPD1373	Approved
0.6692	Remote Similarity	NPD1374	Approved
0.6689	Remote Similarity	NPD7523	Phase 3
0.6667	Remote Similarity	NPD2626	Approved
0.6667	Remote Similarity	NPD6564	Approved
0.6667	Remote Similarity	NPD4214	Discontinued
0.6667	Remote Similarity	NPD5292	Approved
0.6667	Remote Similarity	NPD6563	Approved
0.6667	Remote Similarity	NPD800	Approved
0.6667	Remote Similarity	NPD2625	Approved
0.6667	Remote Similarity	NPD6565	Approved
0.6667	Remote Similarity	NPD5162	Approved
0.6667	Remote Similarity	NPD6860	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2160	Approved
0.6667	Remote Similarity	NPD2628	Approved
0.6667	Remote Similarity	NPD2627	Approved
0.6667	Remote Similarity	NPD5299	Approved
0.6667	Remote Similarity	NPD2159	Approved
0.6667	Remote Similarity	NPD6912	Phase 3
0.6667	Remote Similarity	NPD5291	Approved
0.6642	Remote Similarity	NPD4677	Discontinued
0.6641	Remote Similarity	NPD747	Discontinued
0.6623	Remote Similarity	NPD6913	Approved
0.6622	Remote Similarity	NPD2575	Approved
0.6621	Remote Similarity	NPD6867	Clinical (unspecified phase)
0.6621	Remote Similarity	NPD6866	Clinical (unspecified phase)
0.6618	Remote Similarity	NPD4807	Approved
0.6618	Remote Similarity	NPD4806	Approved
0.6617	Remote Similarity	NPD6360	Discontinued
0.6617	Remote Similarity	NPD6065	Approved
0.6613	Remote Similarity	NPD854	Approved
0.6613	Remote Similarity	NPD855	Approved
0.661	Remote Similarity	NPD1089	Approved
0.661	Remote Similarity	NPD3672	Approved
0.661	Remote Similarity	NPD1086	Approved
0.661	Remote Similarity	NPD3673	Approved
0.661	Remote Similarity	NPD1090	Approved
0.66	Remote Similarity	NPD7892	Clinical (unspecified phase)
0.66	Remote Similarity	NPD6088	Approved
0.6599	Remote Similarity	NPD6119	Clinical (unspecified phase)
0.6597	Remote Similarity	NPD3528	Clinical (unspecified phase)
0.6587	Remote Similarity	NPD5717	Approved
0.6585	Remote Similarity	NPD7798	Approved
0.6581	Remote Similarity	NPD8019	Approved
0.6581	Remote Similarity	NPD7495	Discontinued
0.6577	Remote Similarity	NPD7274	Clinical (unspecified phase)
0.6575	Remote Similarity	NPD7450	Phase 2
0.6571	Remote Similarity	NPD4177	Approved
0.6571	Remote Similarity	NPD4175	Approved
0.6569	Remote Similarity	NPD3071	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