NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	316.13
Volume:	328.267
LogP:	3.591
LogD:	2.899
LogS:	-3.408
# Rotatable Bonds:	0
TPSA:	83.83
# H-Bond Aceptor:	5
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.568
Synthetic Accessibility Score:	3.914
Fsp3:	0.333
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.705
MDCK Permeability:	2.290305019414518e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.009
30% Bioavailability (F30%):	0.907

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.418
Plasma Protein Binding (PPB):	97.08171844482422%
Volume Distribution (VD):	0.657
Pgp-substrate:	2.1582353115081787%

ADMET: Metabolism

CYP1A2-inhibitor:	0.867
CYP1A2-substrate:	0.104
CYP2C19-inhibitor:	0.307
CYP2C19-substrate:	0.057
CYP2C9-inhibitor:	0.33
CYP2C9-substrate:	0.947
CYP2D6-inhibitor:	0.88
CYP2D6-substrate:	0.463
CYP3A4-inhibitor:	0.689
CYP3A4-substrate:	0.13

ADMET: Excretion

Clearance (CL):	15.46
Half-life (T1/2):	0.894

ADMET: Toxicity

hERG Blockers:	0.024
Human Hepatotoxicity (H-HT):	0.257
Drug-inuced Liver Injury (DILI):	0.239
AMES Toxicity:	0.144
Rat Oral Acute Toxicity:	0.047
Maximum Recommended Daily Dose:	0.959
Skin Sensitization:	0.948
Carcinogencity:	0.905
Eye Corrosion:	0.072
Eye Irritation:	0.805
Respiratory Toxicity:	0.685

Download Data

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

Natural Product: NPC478200

Natural Product ID:	NPC478200
*Common Name:**	Paecilomycin P
IUPAC Name:	(4S,6E,12E)-16,18-dihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),6,12,15,17-pentaene-2,9-dione
Synonyms:
Standard InCHIKey:	BMQBGEMEGZHZFL-MNJBCZRTSA-N
Standard InCHI:	InChI=1S/C18H20O5/c1-12-6-2-4-8-14(19)9-5-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h2-4,7,10-12,20-21H,5-6,8-9H2,1H3/b4-2+,7-3+/t12-/m0/s1
SMILES:	C[C@H]1C/C=C/CC(=O)CC/C=C/C2=C(C(=CC(=C2)O)O)C(=O)O1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	139589759
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000147] Macrolides and analogues

*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
NPO33700	Paecilomyces sp. SC0924	Species	Clavicipitaceae	Eukaryota	n.a.	Dinghu Mountain Biosphere Reserve, Guangdong, China	2003-MAR	PMID[28749671]

☑ 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

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

☑ 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 NPC478200 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	312
0.1-0.2	1359
0.2-0.3	3433
0.3-0.4	7720
0.4-0.5	10905
0.5-0.6	3859
0.6-0.7	6734
0.7-0.8	6560
0.8-0.85	1443
0.85-0.9	248
0.9-0.95	106
0.95-1	18

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC33144
0.9848	High Similarity	NPC191835
0.9776	High Similarity	NPC472035
0.9776	High Similarity	NPC478201
0.9776	High Similarity	NPC478217
0.9776	High Similarity	NPC313123
0.9773	High Similarity	NPC70380
0.9701	High Similarity	NPC158472
0.9699	High Similarity	NPC212693
0.9699	High Similarity	NPC94248
0.9632	High Similarity	NPC478202
0.963	High Similarity	NPC158634
0.9624	High Similarity	NPC71256
0.9618	High Similarity	NPC153783
0.9562	High Similarity	NPC126882
0.9562	High Similarity	NPC478203
0.9562	High Similarity	NPC210966
0.9559	High Similarity	NPC474385
0.9552	High Similarity	NPC472602
0.9552	High Similarity	NPC177307
0.9552	High Similarity	NPC9121
0.9549	High Similarity	NPC235115
0.9493	High Similarity	NPC257558
0.9493	High Similarity	NPC472034
0.9489	High Similarity	NPC472006
0.9485	High Similarity	NPC244923
0.9485	High Similarity	NPC1704
0.9485	High Similarity	NPC472603
0.9485	High Similarity	NPC53649
0.9485	High Similarity	NPC67650
0.9485	High Similarity	NPC475730
0.9481	High Similarity	NPC268052
0.9481	High Similarity	NPC139634
0.9481	High Similarity	NPC105456
0.9481	High Similarity	NPC32360
0.9481	High Similarity	NPC52358
0.9478	High Similarity	NPC149372
0.9478	High Similarity	NPC474849
0.9478	High Similarity	NPC178467
0.9478	High Similarity	NPC474771
0.9478	High Similarity	NPC65837
0.9466	High Similarity	NPC219892
0.9466	High Similarity	NPC189823
0.9424	High Similarity	NPC472033
0.942	High Similarity	NPC86373
0.942	High Similarity	NPC151607
0.942	High Similarity	NPC210425
0.942	High Similarity	NPC42540
0.942	High Similarity	NPC277426
0.942	High Similarity	NPC280404
0.9412	High Similarity	NPC472601
0.9412	High Similarity	NPC472600
0.9407	High Similarity	NPC472403
0.9407	High Similarity	NPC475974
0.9357	High Similarity	NPC472036
0.9357	High Similarity	NPC210320
0.9353	High Similarity	NPC83272
0.9348	High Similarity	NPC159721
0.9348	High Similarity	NPC51106
0.9343	High Similarity	NPC472604
0.9343	High Similarity	NPC472605
0.9333	High Similarity	NPC194579
0.9333	High Similarity	NPC135837
0.9328	High Similarity	NPC27407
0.9291	High Similarity	NPC73411
0.9291	High Similarity	NPC215711
0.9286	High Similarity	NPC107625
0.927	High Similarity	NPC155205
0.9254	High Similarity	NPC175943
0.9209	High Similarity	NPC472610
0.9209	High Similarity	NPC469542
0.9209	High Similarity	NPC471731
0.9197	High Similarity	NPC474655
0.9197	High Similarity	NPC88269
0.9197	High Similarity	NPC92655
0.9185	High Similarity	NPC180905
0.9185	High Similarity	NPC142027
0.9185	High Similarity	NPC182496
0.9179	High Similarity	NPC43627
0.9173	High Similarity	NPC214702
0.9173	High Similarity	NPC470831
0.9161	High Similarity	NPC472891
0.9161	High Similarity	NPC56204
0.9155	High Similarity	NPC471642
0.9155	High Similarity	NPC471641
0.9155	High Similarity	NPC240622
0.9155	High Similarity	NPC240253
0.9149	High Similarity	NPC473023
0.9137	High Similarity	NPC469579
0.9137	High Similarity	NPC471733
0.9137	High Similarity	NPC250755
0.9118	High Similarity	NPC291454
0.9118	High Similarity	NPC158481
0.9111	High Similarity	NPC474097
0.9104	High Similarity	NPC476389
0.9098	High Similarity	NPC17840
0.9098	High Similarity	NPC247477
0.9091	High Similarity	NPC476684
0.9091	High Similarity	NPC84142
0.9078	High Similarity	NPC312789
0.9071	High Similarity	NPC354984
0.9065	High Similarity	NPC90411
0.9065	High Similarity	NPC37530
0.9058	High Similarity	NPC275356
0.9058	High Similarity	NPC247409
0.9051	High Similarity	NPC261292
0.9051	High Similarity	NPC301915
0.9034	High Similarity	NPC115249
0.9034	High Similarity	NPC184284
0.9034	High Similarity	NPC76041
0.9034	High Similarity	NPC478224
0.9028	High Similarity	NPC469670
0.9028	High Similarity	NPC469619
0.9028	High Similarity	NPC164762
0.9021	High Similarity	NPC221352
0.9008	High Similarity	NPC201728
0.9008	High Similarity	NPC262671
0.9007	High Similarity	NPC66404
0.9007	High Similarity	NPC95123
0.9	High Similarity	NPC96692
0.8993	High Similarity	NPC99441
0.8986	High Similarity	NPC221104
0.8978	High Similarity	NPC50455
0.8973	High Similarity	NPC137301
0.8966	High Similarity	NPC240768
0.8966	High Similarity	NPC70016
0.8966	High Similarity	NPC215921
0.8966	High Similarity	NPC200773
0.8966	High Similarity	NPC91809
0.8951	High Similarity	NPC471734
0.8947	High Similarity	NPC41263
0.8944	High Similarity	NPC134621
0.8939	High Similarity	NPC95309
0.8929	High Similarity	NPC470842
0.8921	High Similarity	NPC471819
0.8912	High Similarity	NPC208173
0.8912	High Similarity	NPC69043
0.8912	High Similarity	NPC170189
0.8912	High Similarity	NPC472890
0.8912	High Similarity	NPC478230
0.8912	High Similarity	NPC99381
0.8881	High Similarity	NPC225173
0.8881	High Similarity	NPC237208
0.8881	High Similarity	NPC163846
0.8881	High Similarity	NPC471735
0.8865	High Similarity	NPC49108
0.8865	High Similarity	NPC471644
0.8865	High Similarity	NPC471640
0.8865	High Similarity	NPC82913
0.8865	High Similarity	NPC105648
0.8864	High Similarity	NPC477454
0.8857	High Similarity	NPC165172
0.8849	High Similarity	NPC197666
0.8849	High Similarity	NPC126739
0.8844	High Similarity	NPC478231
0.8841	High Similarity	NPC472599
0.8828	High Similarity	NPC270160
0.8828	High Similarity	NPC4423
0.8828	High Similarity	NPC237440
0.8828	High Similarity	NPC77325
0.8819	High Similarity	NPC125801
0.8819	High Similarity	NPC14098
0.8819	High Similarity	NPC476463
0.8819	High Similarity	NPC53362
0.8819	High Similarity	NPC166583
0.8811	High Similarity	NPC473692
0.8811	High Similarity	NPC29577
0.8803	High Similarity	NPC471639
0.8803	High Similarity	NPC471643
0.8797	High Similarity	NPC473691
0.8794	High Similarity	NPC130485
0.8794	High Similarity	NPC220106
0.8792	High Similarity	NPC472889
0.8792	High Similarity	NPC478225
0.8784	High Similarity	NPC79998
0.8784	High Similarity	NPC317585
0.8784	High Similarity	NPC478221
0.8777	High Similarity	NPC472364
0.8777	High Similarity	NPC472367
0.8777	High Similarity	NPC473391
0.8777	High Similarity	NPC476333
0.8767	High Similarity	NPC295036
0.8767	High Similarity	NPC60413
0.8767	High Similarity	NPC158866
0.8759	High Similarity	NPC203817
0.8759	High Similarity	NPC180261
0.8759	High Similarity	NPC37139
0.8759	High Similarity	NPC172329
0.8759	High Similarity	NPC153417
0.8759	High Similarity	NPC2569
0.8759	High Similarity	NPC37299
0.875	High Similarity	NPC51513
0.875	High Similarity	NPC7012
0.875	High Similarity	NPC202112
0.875	High Similarity	NPC470570
0.8741	High Similarity	NPC92624
0.8741	High Similarity	NPC470932
0.8741	High Similarity	NPC184702
0.8725	High Similarity	NPC472050
0.8723	High Similarity	NPC156872

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 NPC478200 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	263
0.1-0.2	893
0.2-0.3	1706
0.3-0.4	2567
0.4-0.5	1966
0.5-0.6	1165
0.6-0.7	431
0.7-0.8	134
0.8-0.85	21
0.85-0.9	4
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9058	High Similarity	NPD970	Clinical (unspecified phase)
0.8681	High Similarity	NPD2533	Approved
0.8681	High Similarity	NPD2534	Approved
0.8681	High Similarity	NPD2532	Approved
0.8591	High Similarity	NPD7819	Suspended
0.8357	Intermediate Similarity	NPD230	Phase 1
0.8322	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.8322	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.831	Intermediate Similarity	NPD1510	Phase 2
0.8286	Intermediate Similarity	NPD1240	Approved
0.8264	Intermediate Similarity	NPD1549	Phase 2
0.8258	Intermediate Similarity	NPD9545	Approved
0.8231	Intermediate Similarity	NPD6799	Approved
0.8224	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.8182	Intermediate Similarity	NPD7075	Discontinued
0.8176	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8169	Intermediate Similarity	NPD1607	Approved
0.8158	Intermediate Similarity	NPD1934	Approved
0.8151	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.8151	Intermediate Similarity	NPD3750	Approved
0.8125	Intermediate Similarity	NPD2796	Approved
0.8106	Intermediate Similarity	NPD9493	Approved
0.8105	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8092	Intermediate Similarity	NPD7411	Suspended
0.8089	Intermediate Similarity	NPD6232	Discontinued
0.8056	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.8056	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.8052	Intermediate Similarity	NPD3817	Phase 2
0.8052	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.805	Intermediate Similarity	NPD7473	Discontinued
0.8026	Intermediate Similarity	NPD4380	Phase 2
0.8026	Intermediate Similarity	NPD6599	Discontinued
0.8025	Intermediate Similarity	NPD6959	Discontinued
0.8014	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD2935	Discontinued
0.8	Intermediate Similarity	NPD1551	Phase 2
0.8	Intermediate Similarity	NPD3882	Suspended
0.7987	Intermediate Similarity	NPD1511	Approved
0.7987	Intermediate Similarity	NPD2801	Approved
0.7949	Intermediate Similarity	NPD3749	Approved
0.7922	Intermediate Similarity	NPD6801	Discontinued
0.7902	Intermediate Similarity	NPD943	Approved
0.7885	Intermediate Similarity	NPD7768	Phase 2
0.7881	Intermediate Similarity	NPD1512	Approved
0.7875	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7867	Intermediate Similarity	NPD7390	Discontinued
0.7862	Intermediate Similarity	NPD5710	Approved
0.7862	Intermediate Similarity	NPD5711	Approved
0.7834	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7815	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7808	Intermediate Similarity	NPD3748	Approved
0.7771	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7764	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7764	Intermediate Similarity	NPD6166	Phase 2
0.7764	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7762	Intermediate Similarity	NPD3764	Approved
0.7755	Intermediate Similarity	NPD5408	Approved
0.7755	Intermediate Similarity	NPD5406	Approved
0.7755	Intermediate Similarity	NPD5404	Approved
0.7755	Intermediate Similarity	NPD5405	Approved
0.773	Intermediate Similarity	NPD5844	Phase 1
0.773	Intermediate Similarity	NPD7054	Approved
0.7718	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7718	Intermediate Similarity	NPD2800	Approved
0.7712	Intermediate Similarity	NPD5403	Approved
0.7707	Intermediate Similarity	NPD5402	Approved
0.7698	Intermediate Similarity	NPD9717	Approved
0.7683	Intermediate Similarity	NPD7472	Approved
0.7683	Intermediate Similarity	NPD7074	Phase 3
0.7671	Intermediate Similarity	NPD6651	Approved
0.7669	Intermediate Similarity	NPD3818	Discontinued
0.7667	Intermediate Similarity	NPD4628	Phase 3
0.7651	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7636	Intermediate Similarity	NPD6797	Phase 2
0.7626	Intermediate Similarity	NPD1201	Approved
0.7613	Intermediate Similarity	NPD3226	Approved
0.76	Intermediate Similarity	NPD1243	Approved
0.7597	Intermediate Similarity	NPD920	Approved
0.759	Intermediate Similarity	NPD7251	Discontinued
0.7582	Intermediate Similarity	NPD5401	Approved
0.7574	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7571	Intermediate Similarity	NPD9269	Phase 2
0.7568	Intermediate Similarity	NPD2799	Discontinued
0.7566	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.755	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7545	Intermediate Similarity	NPD7808	Phase 3
0.7536	Intermediate Similarity	NPD9268	Approved
0.7535	Intermediate Similarity	NPD1470	Approved
0.7535	Intermediate Similarity	NPD1203	Approved
0.753	Intermediate Similarity	NPD5953	Discontinued
0.7517	Intermediate Similarity	NPD6099	Approved
0.7517	Intermediate Similarity	NPD6100	Approved
0.7517	Intermediate Similarity	NPD411	Approved
0.7516	Intermediate Similarity	NPD5494	Approved
0.7515	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD9266	Approved
0.75	Intermediate Similarity	NPD74	Approved
0.75	Intermediate Similarity	NPD422	Phase 1
0.75	Intermediate Similarity	NPD6832	Phase 2
0.7485	Intermediate Similarity	NPD6559	Discontinued
0.7483	Intermediate Similarity	NPD447	Suspended
0.7483	Intermediate Similarity	NPD2654	Approved
0.7468	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7467	Intermediate Similarity	NPD2346	Discontinued
0.7453	Intermediate Similarity	NPD919	Approved
0.7424	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.7424	Intermediate Similarity	NPD9264	Approved
0.7424	Intermediate Similarity	NPD9263	Approved
0.7424	Intermediate Similarity	NPD9267	Approved
0.7421	Intermediate Similarity	NPD1465	Phase 2
0.7413	Intermediate Similarity	NPD1164	Approved
0.741	Intermediate Similarity	NPD7286	Phase 2
0.7399	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7386	Intermediate Similarity	NPD6190	Approved
0.7372	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD8150	Discontinued
0.7365	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7357	Intermediate Similarity	NPD4626	Approved
0.7355	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7351	Intermediate Similarity	NPD2344	Approved
0.7333	Intermediate Similarity	NPD7033	Discontinued
0.7324	Intermediate Similarity	NPD1608	Approved
0.7321	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7286	Intermediate Similarity	NPD5691	Approved
0.7279	Intermediate Similarity	NPD3268	Approved
0.7278	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7256	Intermediate Similarity	NPD7199	Phase 2
0.725	Intermediate Similarity	NPD37	Approved
0.7241	Intermediate Similarity	NPD2798	Approved
0.7241	Intermediate Similarity	NPD1019	Discontinued
0.7239	Intermediate Similarity	NPD6234	Discontinued
0.7235	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7234	Intermediate Similarity	NPD1778	Approved
0.7222	Intermediate Similarity	NPD4966	Approved
0.7222	Intermediate Similarity	NPD4967	Phase 2
0.7222	Intermediate Similarity	NPD4965	Approved
0.7212	Intermediate Similarity	NPD7229	Phase 3
0.7184	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7174	Intermediate Similarity	NPD9281	Approved
0.7172	Intermediate Similarity	NPD2797	Approved
0.7169	Intermediate Similarity	NPD3926	Phase 2
0.7169	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7163	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.7162	Intermediate Similarity	NPD1699	Clinical (unspecified phase)
0.7162	Intermediate Similarity	NPD2313	Discontinued
0.7161	Intermediate Similarity	NPD2309	Approved
0.716	Intermediate Similarity	NPD4288	Approved
0.7143	Intermediate Similarity	NPD3751	Discontinued
0.7143	Intermediate Similarity	NPD4908	Phase 1
0.7133	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7133	Intermediate Similarity	NPD5124	Phase 1
0.7132	Intermediate Similarity	NPD2181	Clinical (unspecified phase)
0.7121	Intermediate Similarity	NPD9261	Approved
0.7114	Intermediate Similarity	NPD520	Approved
0.7114	Intermediate Similarity	NPD6663	Approved
0.7113	Intermediate Similarity	NPD17	Approved
0.7111	Intermediate Similarity	NPD2182	Approved
0.7108	Intermediate Similarity	NPD3787	Discontinued
0.7103	Intermediate Similarity	NPD1283	Approved
0.7097	Intermediate Similarity	NPD7003	Approved
0.7097	Intermediate Similarity	NPD8166	Discontinued
0.7093	Intermediate Similarity	NPD8312	Approved
0.7093	Intermediate Similarity	NPD8313	Approved
0.7089	Intermediate Similarity	NPD6273	Approved
0.7075	Intermediate Similarity	NPD9494	Approved
0.7075	Intermediate Similarity	NPD5736	Approved
0.7067	Intermediate Similarity	NPD4060	Phase 1
0.7063	Intermediate Similarity	NPD7458	Discontinued
0.7063	Intermediate Similarity	NPD3496	Discontinued
0.7055	Intermediate Similarity	NPD5353	Approved
0.7048	Intermediate Similarity	NPD1247	Approved
0.7047	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7047	Intermediate Similarity	NPD1296	Phase 2
0.7045	Intermediate Similarity	NPD940	Approved
0.7045	Intermediate Similarity	NPD846	Approved
0.7025	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7022	Intermediate Similarity	NPD6534	Approved
0.7022	Intermediate Similarity	NPD6535	Approved
0.702	Intermediate Similarity	NPD6355	Discontinued
0.7014	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7014	Intermediate Similarity	NPD1610	Phase 2
0.7013	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.7013	Intermediate Similarity	NPD6005	Phase 3
0.7013	Intermediate Similarity	NPD6004	Phase 3
0.7013	Intermediate Similarity	NPD6002	Phase 3
0.7013	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.6995	Remote Similarity	NPD7435	Discontinued
0.6993	Remote Similarity	NPD4308	Phase 3
0.6989	Remote Similarity	NPD4287	Approved
0.6989	Remote Similarity	NPD8151	Discontinued
0.6986	Remote Similarity	NPD3225	Approved
0.698	Remote Similarity	NPD4625	Phase 3
0.698	Remote Similarity	NPD3027	Phase 3
0.6977	Remote Similarity	NPD3658	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6973	Remote Similarity	NPD6973	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD1548	Phase 1
0.6966	Remote Similarity	NPD3972	Approved
0.6964	Remote Similarity	NPD5242	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