NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	853.5
Volume:	887.396
LogP:	6.933
LogD:	5.007
LogS:	-6.041
# Rotatable Bonds:	6
TPSA:	161.84
# H-Bond Aceptor:	13
# H-Bond Donor:	3
# Rings:	4
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.278
Synthetic Accessibility Score:	6.735
Fsp3:	0.674
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:	-5.114
MDCK Permeability:	2.0265684725018218e-05
Pgp-inhibitor:	0.976
Pgp-substrate:	0.984
Human Intestinal Absorption (HIA):	0.012
20% Bioavailability (F20%):	0.723
30% Bioavailability (F30%):	0.983

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.094
Plasma Protein Binding (PPB):	88.89363861083984%
Volume Distribution (VD):	0.748
Pgp-substrate:	7.436427593231201%

ADMET: Metabolism

CYP1A2-inhibitor:	0.022
CYP1A2-substrate:	0.069
CYP2C19-inhibitor:	0.862
CYP2C19-substrate:	0.756
CYP2C9-inhibitor:	0.841
CYP2C9-substrate:	0.117
CYP2D6-inhibitor:	0.011
CYP2D6-substrate:	0.258
CYP3A4-inhibitor:	0.986
CYP3A4-substrate:	0.92

ADMET: Excretion

Clearance (CL):	8.498
Half-life (T1/2):	0.026

ADMET: Toxicity

hERG Blockers:	0.04
Human Hepatotoxicity (H-HT):	0.981
Drug-inuced Liver Injury (DILI):	0.988
AMES Toxicity:	0.005
Rat Oral Acute Toxicity:	0.754
Maximum Recommended Daily Dose:	0.971
Skin Sensitization:	0.255
Carcinogencity:	0.245
Eye Corrosion:	0.003
Eye Irritation:	0.006
Respiratory Toxicity:	0.953

Download Data

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

Natural Product: NPC477526

Natural Product ID:	NPC477526
*Common Name:**	(2S,3S,5S,7S,10S,17S,20S,23S,26E,28S)-17-[(2S)-butan-2-yl]-7-tert-butyl-3-hydroxy-23-[(4-methoxyphenyl)methyl]-2,5,18,20,21,26-hexamethyl-8-oxa-30-thia-15,18,21,24,31-pentazatricyclo[26.2.1.010,15]hentriaconta-1(31),26-diene-9,16,19,22,25-pentone
IUPAC Name:	(2S,3S,5S,7S,10S,17S,20S,23S,26E,28S)-17-[(2S)-butan-2-yl]-7-tert-butyl-3-hydroxy-23-[(4-methoxyphenyl)methyl]-2,5,18,20,21,26-hexamethyl-8-oxa-30-thia-15,18,21,24,31-pentazatricyclo[26.2.1.010,15]hentriaconta-1(31),26-diene-9,16,19,22,25-pentone
Synonyms:
Standard InCHIKey:	VCMQMWKGIHWSPX-QYNQZOJXSA-N
Standard InCHI:	InChI=1S/C46H71N5O8S/c1-13-28(3)39-44(56)51-21-15-14-16-36(51)45(57)59-38(46(7,8)9)23-27(2)22-37(52)30(5)41-47-33(26-60-41)24-29(4)40(53)48-35(25-32-17-19-34(58-12)20-18-32)43(55)49(10)31(6)42(54)50(39)11/h17-20,24,27-28,30-31,33,35-39,52H,13-16,21-23,25-26H2,1-12H3,(H,48,53)/b29-24+/t27-,28-,30-,31-,33-,35-,36-,37-,38-,39-/m0/s1
SMILES:	CC[C@H](C)[C@H]1C(=O)N2CCCC[C@H]2C(=O)O[C@@H](C[C@H](C[C@@H]([C@@H](C3=N[C@H](CS3)/C=C(/C(=O)N[C@H](C(=O)N([C@H](C(=O)N1C)C)C)CC4=CC=C(C=C4)OC)\C)C)O)C)C(C)(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	73353723
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0001813] Peptidomimetics [CHEMONTID:0001961] Depsipeptides [CHEMONTID:0001994] Cyclic 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
NPO30482	Moorea producens	Species	Oscillatoriaceae	Bacteria	n.a.	Nabq Mangroves in the Gulf of Aqaba (Red Sea)	n.a.	PMID[24016099]
NPO30482	Moorea producens	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24044577]
NPO30482	Moorea producens	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25421266]

☑ 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
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT397	Cell Line	NCI-H460	Homo sapiens	IC50	=	3.4	nM	PMID[24016099]

☑ 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 NPC477526 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	200
0.1-0.2	1100
0.2-0.3	3996
0.3-0.4	12570
0.4-0.5	9637
0.5-0.6	13981
0.6-0.7	1008
0.7-0.8	190
0.8-0.85	9
0.85-0.9	1
0.9-0.95	4
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9486	High Similarity	NPC184933
0.9486	High Similarity	NPC59827
0.9326	High Similarity	NPC477527
0.9143	High Similarity	NPC329731
0.9034	High Similarity	NPC4910
0.8068	Intermediate Similarity	NPC472923
0.7989	Intermediate Similarity	NPC196091
0.7978	Intermediate Similarity	NPC473502
0.7933	Intermediate Similarity	NPC186617
0.7923	Intermediate Similarity	NPC475421
0.7903	Intermediate Similarity	NPC315542
0.7889	Intermediate Similarity	NPC473693
0.7889	Intermediate Similarity	NPC471568
0.7802	Intermediate Similarity	NPC137627
0.7802	Intermediate Similarity	NPC306804
0.7796	Intermediate Similarity	NPC470112
0.7796	Intermediate Similarity	NPC470903
0.7796	Intermediate Similarity	NPC167763
0.7778	Intermediate Similarity	NPC107938
0.7778	Intermediate Similarity	NPC294516
0.776	Intermediate Similarity	NPC155506
0.776	Intermediate Similarity	NPC159767
0.776	Intermediate Similarity	NPC476227
0.776	Intermediate Similarity	NPC279871
0.774	Intermediate Similarity	NPC287757
0.774	Intermediate Similarity	NPC319320
0.773	Intermediate Similarity	NPC269750
0.773	Intermediate Similarity	NPC194671
0.7713	Intermediate Similarity	NPC299806
0.7708	Intermediate Similarity	NPC328763
0.7696	Intermediate Similarity	NPC473407
0.7696	Intermediate Similarity	NPC473378
0.7692	Intermediate Similarity	NPC475204
0.7692	Intermediate Similarity	NPC475123
0.7692	Intermediate Similarity	NPC46009
0.7663	Intermediate Similarity	NPC473402
0.7663	Intermediate Similarity	NPC26108
0.765	Intermediate Similarity	NPC230611
0.7644	Intermediate Similarity	NPC324081
0.763	Intermediate Similarity	NPC189908
0.7609	Intermediate Similarity	NPC273755
0.7596	Intermediate Similarity	NPC40234
0.7566	Intermediate Similarity	NPC471050
0.7566	Intermediate Similarity	NPC471048
0.7566	Intermediate Similarity	NPC471049
0.7551	Intermediate Similarity	NPC477550
0.7551	Intermediate Similarity	NPC323662
0.7551	Intermediate Similarity	NPC477552
0.7527	Intermediate Similarity	NPC254700
0.7514	Intermediate Similarity	NPC81026
0.7513	Intermediate Similarity	NPC248822
0.7475	Intermediate Similarity	NPC477551
0.7474	Intermediate Similarity	NPC294951
0.7473	Intermediate Similarity	NPC471165
0.7473	Intermediate Similarity	NPC63931
0.7473	Intermediate Similarity	NPC473354
0.7457	Intermediate Similarity	NPC266741
0.7451	Intermediate Similarity	NPC326333
0.7447	Intermediate Similarity	NPC45037
0.7433	Intermediate Similarity	NPC50016
0.7416	Intermediate Similarity	NPC39431
0.7411	Intermediate Similarity	NPC144314
0.7386	Intermediate Similarity	NPC283783
0.738	Intermediate Similarity	NPC317362
0.738	Intermediate Similarity	NPC318930
0.7379	Intermediate Similarity	NPC326027
0.7374	Intermediate Similarity	NPC50548
0.7371	Intermediate Similarity	NPC163961
0.7371	Intermediate Similarity	NPC473305
0.7368	Intermediate Similarity	NPC473404
0.7368	Intermediate Similarity	NPC476321
0.736	Intermediate Similarity	NPC149962
0.733	Intermediate Similarity	NPC471526
0.733	Intermediate Similarity	NPC105717
0.7326	Intermediate Similarity	NPC248670
0.7316	Intermediate Similarity	NPC153554
0.7303	Intermediate Similarity	NPC233702
0.73	Intermediate Similarity	NPC473450
0.7293	Intermediate Similarity	NPC56635
0.7291	Intermediate Similarity	NPC246303
0.7287	Intermediate Similarity	NPC317725
0.7287	Intermediate Similarity	NPC326407
0.7287	Intermediate Similarity	NPC164608
0.7273	Intermediate Similarity	NPC16188
0.7273	Intermediate Similarity	NPC89831
0.7263	Intermediate Similarity	NPC262166
0.725	Intermediate Similarity	NPC123859
0.7241	Intermediate Similarity	NPC91953
0.7241	Intermediate Similarity	NPC469360
0.7232	Intermediate Similarity	NPC9373
0.7228	Intermediate Similarity	NPC311357
0.7225	Intermediate Similarity	NPC32064
0.722	Intermediate Similarity	NPC478005
0.7216	Intermediate Similarity	NPC276120
0.7214	Intermediate Similarity	NPC242728
0.7213	Intermediate Similarity	NPC469243
0.7196	Intermediate Similarity	NPC158277
0.7194	Intermediate Similarity	NPC29531
0.7194	Intermediate Similarity	NPC240130
0.7194	Intermediate Similarity	NPC61332
0.7194	Intermediate Similarity	NPC64140
0.7194	Intermediate Similarity	NPC174122
0.7191	Intermediate Similarity	NPC132771
0.7188	Intermediate Similarity	NPC477637
0.7184	Intermediate Similarity	NPC145178
0.7184	Intermediate Similarity	NPC14877
0.7184	Intermediate Similarity	NPC475350
0.7184	Intermediate Similarity	NPC197921
0.7182	Intermediate Similarity	NPC473580
0.7176	Intermediate Similarity	NPC246079
0.7175	Intermediate Similarity	NPC135121
0.7172	Intermediate Similarity	NPC302715
0.7172	Intermediate Similarity	NPC314083
0.7167	Intermediate Similarity	NPC286551
0.7167	Intermediate Similarity	NPC202198
0.7163	Intermediate Similarity	NPC251036
0.7151	Intermediate Similarity	NPC473491
0.7143	Intermediate Similarity	NPC102959
0.7143	Intermediate Similarity	NPC161069
0.7143	Intermediate Similarity	NPC234069
0.7135	Intermediate Similarity	NPC470392
0.712	Intermediate Similarity	NPC475544
0.7107	Intermediate Similarity	NPC60516
0.7104	Intermediate Similarity	NPC212699
0.7104	Intermediate Similarity	NPC207675
0.7104	Intermediate Similarity	NPC323336
0.7104	Intermediate Similarity	NPC326349
0.7097	Intermediate Similarity	NPC223207
0.7089	Intermediate Similarity	NPC478007
0.7077	Intermediate Similarity	NPC138083
0.7074	Intermediate Similarity	NPC315388
0.7062	Intermediate Similarity	NPC477217
0.7062	Intermediate Similarity	NPC5620
0.7062	Intermediate Similarity	NPC201244
0.7059	Intermediate Similarity	NPC471771
0.7059	Intermediate Similarity	NPC290755
0.7059	Intermediate Similarity	NPC304074
0.705	Intermediate Similarity	NPC471563
0.7029	Intermediate Similarity	NPC163392
0.7029	Intermediate Similarity	NPC239762
0.7027	Intermediate Similarity	NPC476194
0.7023	Intermediate Similarity	NPC478008
0.7021	Intermediate Similarity	NPC302597
0.7021	Intermediate Similarity	NPC209463
0.7011	Intermediate Similarity	NPC6570
0.7005	Intermediate Similarity	NPC194699
0.7005	Intermediate Similarity	NPC219350
0.7	Intermediate Similarity	NPC245974
0.7	Intermediate Similarity	NPC65714
0.7	Intermediate Similarity	NPC296712
0.6995	Remote Similarity	NPC123011
0.6995	Remote Similarity	NPC256689
0.6995	Remote Similarity	NPC244509
0.6989	Remote Similarity	NPC476989
0.6983	Remote Similarity	NPC83790
0.6983	Remote Similarity	NPC138775
0.6983	Remote Similarity	NPC128237
0.6978	Remote Similarity	NPC261934
0.6978	Remote Similarity	NPC5194
0.6978	Remote Similarity	NPC473341
0.6973	Remote Similarity	NPC244336
0.6968	Remote Similarity	NPC61004
0.6965	Remote Similarity	NPC477638
0.6965	Remote Similarity	NPC477632
0.6952	Remote Similarity	NPC277306
0.6952	Remote Similarity	NPC469442
0.6949	Remote Similarity	NPC83289
0.6949	Remote Similarity	NPC212850
0.6949	Remote Similarity	NPC189724
0.6947	Remote Similarity	NPC198254
0.6947	Remote Similarity	NPC274198
0.6935	Remote Similarity	NPC283207
0.6932	Remote Similarity	NPC322526
0.6931	Remote Similarity	NPC473371
0.6927	Remote Similarity	NPC136797
0.6919	Remote Similarity	NPC94862
0.6914	Remote Similarity	NPC127741
0.6911	Remote Similarity	NPC328494
0.691	Remote Similarity	NPC476978
0.6906	Remote Similarity	NPC129666
0.6902	Remote Similarity	NPC476268
0.6898	Remote Similarity	NPC241794
0.6897	Remote Similarity	NPC169766
0.6897	Remote Similarity	NPC471592
0.6893	Remote Similarity	NPC150712
0.6893	Remote Similarity	NPC269398
0.6893	Remote Similarity	NPC263493
0.6889	Remote Similarity	NPC329761
0.6889	Remote Similarity	NPC145113
0.6889	Remote Similarity	NPC247298
0.6889	Remote Similarity	NPC225648
0.6887	Remote Similarity	NPC25539
0.6885	Remote Similarity	NPC56685
0.6879	Remote Similarity	NPC257390
0.6875	Remote Similarity	NPC473055
0.6875	Remote Similarity	NPC313694
0.6875	Remote Similarity	NPC473052
0.6875	Remote Similarity	NPC242159
0.6866	Remote Similarity	NPC204970
0.6866	Remote Similarity	NPC477631

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 NPC477526 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	137
0.1-0.2	454
0.2-0.3	824
0.3-0.4	1940
0.4-0.5	2915
0.5-0.6	2310
0.6-0.7	539
0.7-0.8	31
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
0.8012	Intermediate Similarity	NPD6390	Discontinued
0.7759	Intermediate Similarity	NPD7131	Phase 3
0.7725	Intermediate Similarity	NPD6089	Clinical (unspecified phase)
0.7634	Intermediate Similarity	NPD5484	Approved
0.7634	Intermediate Similarity	NPD5485	Approved
0.7596	Intermediate Similarity	NPD2517	Approved
0.7541	Intermediate Similarity	NPD2516	Approved
0.75	Intermediate Similarity	NPD7608	Discontinued
0.7424	Intermediate Similarity	NPD7811	Phase 3
0.7424	Intermediate Similarity	NPD7810	Phase 3
0.7423	Intermediate Similarity	NPD6505	Approved
0.7423	Intermediate Similarity	NPD6504	Approved
0.7409	Intermediate Similarity	NPD4435	Approved
0.7358	Intermediate Similarity	NPD4434	Approved
0.7293	Intermediate Similarity	NPD2513	Approved
0.7283	Intermediate Similarity	NPD2098	Approved
0.7268	Intermediate Similarity	NPD2097	Approved
0.7258	Intermediate Similarity	NPD7485	Phase 3
0.7258	Intermediate Similarity	NPD7484	Phase 3
0.7253	Intermediate Similarity	NPD2515	Approved
0.7253	Intermediate Similarity	NPD5356	Approved
0.7253	Intermediate Similarity	NPD3007	Approved
0.7253	Intermediate Similarity	NPD5355	Approved
0.7219	Intermediate Similarity	NPD4652	Approved
0.7204	Intermediate Similarity	NPD7133	Discontinued
0.7198	Intermediate Similarity	NPD7118	Clinical (unspecified phase)
0.7182	Intermediate Similarity	NPD2052	Approved
0.7143	Intermediate Similarity	NPD2053	Approved
0.7143	Intermediate Similarity	NPD22	Approved
0.7135	Intermediate Similarity	NPD5745	Approved
0.7111	Intermediate Similarity	NPD7303	Discontinued
0.7097	Intermediate Similarity	NPD8031	Discontinued
0.7081	Intermediate Similarity	NPD5967	Approved
0.7074	Intermediate Similarity	NPD2888	Approved
0.7074	Intermediate Similarity	NPD2890	Approved
0.7074	Intermediate Similarity	NPD2017	Approved
0.7074	Intermediate Similarity	NPD2889	Approved
0.7027	Intermediate Similarity	NPD5563	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD6668	Clinical (unspecified phase)
0.7018	Intermediate Similarity	NPD5746	Approved
0.699	Remote Similarity	NPD6851	Approved
0.699	Remote Similarity	NPD6853	Approved
0.6985	Remote Similarity	NPD5994	Discontinued
0.6974	Remote Similarity	NPD7132	Clinical (unspecified phase)
0.6968	Remote Similarity	NPD8303	Discontinued
0.6936	Remote Similarity	NPD3058	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD5113	Approved
0.6935	Remote Similarity	NPD5773	Approved
0.6935	Remote Similarity	NPD5112	Approved
0.6935	Remote Similarity	NPD5114	Approved
0.6935	Remote Similarity	NPD5772	Approved
0.6932	Remote Similarity	NPD6867	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD6866	Clinical (unspecified phase)
0.691	Remote Similarity	NPD7596	Clinical (unspecified phase)
0.6907	Remote Similarity	NPD7695	Clinical (unspecified phase)
0.6907	Remote Similarity	NPD5557	Phase 1
0.6875	Remote Similarity	NPD3451	Clinical (unspecified phase)
0.6872	Remote Similarity	NPD2976	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD8255	Phase 2
0.6865	Remote Similarity	NPD2891	Approved
0.6845	Remote Similarity	NPD7972	Discontinued
0.6828	Remote Similarity	NPD2541	Clinical (unspecified phase)
0.6825	Remote Similarity	NPD6971	Discontinued
0.6816	Remote Similarity	NPD6681	Discovery
0.6809	Remote Similarity	NPD7080	Clinical (unspecified phase)
0.6804	Remote Similarity	NPD3909	Discontinued
0.6798	Remote Similarity	NPD1725	Approved
0.6796	Remote Similarity	NPD6552	Clinical (unspecified phase)
0.6792	Remote Similarity	NPD3878	Approved
0.6786	Remote Similarity	NPD6297	Approved
0.6779	Remote Similarity	NPD3802	Phase 3
0.6776	Remote Similarity	NPD4739	Approved
0.6766	Remote Similarity	NPD7861	Discontinued
0.6765	Remote Similarity	NPD7667	Clinical (unspecified phase)
0.6763	Remote Similarity	NPD4125	Approved
0.6761	Remote Similarity	NPD3879	Approved
0.6758	Remote Similarity	NPD6667	Approved
0.6758	Remote Similarity	NPD6666	Approved
0.6743	Remote Similarity	NPD3561	Clinical (unspecified phase)
0.674	Remote Similarity	NPD5298	Clinical (unspecified phase)
0.6738	Remote Similarity	NPD3796	Clinical (unspecified phase)
0.6722	Remote Similarity	NPD3655	Clinical (unspecified phase)
0.6721	Remote Similarity	NPD5614	Approved
0.6721	Remote Similarity	NPD5613	Approved
0.6721	Remote Similarity	NPD6682	Clinical (unspecified phase)
0.672	Remote Similarity	NPD7318	Phase 3
0.6716	Remote Similarity	NPD5558	Clinical (unspecified phase)
0.6716	Remote Similarity	NPD6312	Discontinued
0.6716	Remote Similarity	NPD5852	Approved
0.6716	Remote Similarity	NPD5851	Approved
0.6715	Remote Similarity	NPD6253	Approved
0.6703	Remote Similarity	NPD8323	Discontinued
0.67	Remote Similarity	NPD3479	Discontinued
0.6685	Remote Similarity	NPD6860	Clinical (unspecified phase)
0.6683	Remote Similarity	NPD6255	Approved
0.6683	Remote Similarity	NPD6254	Approved
0.6683	Remote Similarity	NPD6256	Approved
0.6683	Remote Similarity	NPD7280	Phase 3
0.6683	Remote Similarity	NPD7281	Phase 3
0.6667	Remote Similarity	NPD4646	Approved
0.6667	Remote Similarity	NPD4557	Approved
0.6667	Remote Similarity	NPD2022	Approved
0.6667	Remote Similarity	NPD4648	Approved
0.6667	Remote Similarity	NPD7565	Approved
0.6667	Remote Similarity	NPD7089	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3803	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4647	Approved
0.6667	Remote Similarity	NPD5192	Clinical (unspecified phase)
0.665	Remote Similarity	NPD6556	Clinical (unspecified phase)
0.6649	Remote Similarity	NPD5230	Approved
0.6649	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6649	Remote Similarity	NPD7749	Clinical (unspecified phase)
0.6649	Remote Similarity	NPD4186	Clinical (unspecified phase)
0.6649	Remote Similarity	NPD6677	Suspended
0.6649	Remote Similarity	NPD5229	Approved
0.6648	Remote Similarity	NPD5729	Clinical (unspecified phase)
0.6648	Remote Similarity	NPD5481	Discontinued
0.6648	Remote Similarity	NPD3693	Clinical (unspecified phase)
0.6648	Remote Similarity	NPD3846	Clinical (unspecified phase)
0.6635	Remote Similarity	NPD8161	Suspended
0.6634	Remote Similarity	NPD4157	Discontinued
0.6631	Remote Similarity	NPD8158	Clinical (unspecified phase)
0.6631	Remote Similarity	NPD3111	Phase 1
0.663	Remote Similarity	NPD2436	Approved
0.663	Remote Similarity	NPD3987	Approved
0.663	Remote Similarity	NPD2437	Approved
0.663	Remote Similarity	NPD3988	Approved
0.6629	Remote Similarity	NPD3136	Phase 2
0.6623	Remote Similarity	NPD7967	Discontinued
0.6614	Remote Similarity	NPD7945	Clinical (unspecified phase)
0.6614	Remote Similarity	NPD7317	Phase 3
0.6611	Remote Similarity	NPD2240	Approved
0.6611	Remote Similarity	NPD2239	Approved
0.6602	Remote Similarity	NPD3659	Discontinued
0.6598	Remote Similarity	NPD7315	Approved
0.6595	Remote Similarity	NPD5348	Clinical (unspecified phase)
0.6595	Remote Similarity	NPD3536	Discontinued
0.6591	Remote Similarity	NPD6796	Discontinued
0.6583	Remote Similarity	NPD8014	Clinical (unspecified phase)
0.658	Remote Similarity	NPD2041	Clinical (unspecified phase)
0.658	Remote Similarity	NPD2904	Discontinued
0.658	Remote Similarity	NPD6746	Phase 2
0.658	Remote Similarity	NPD2042	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD6818	Clinical (unspecified phase)
0.6575	Remote Similarity	NPD2087	Approved
0.6575	Remote Similarity	NPD2088	Approved
0.6575	Remote Similarity	NPD7978	Discontinued
0.6567	Remote Similarity	NPD5946	Clinical (unspecified phase)
0.6567	Remote Similarity	NPD4483	Discontinued
0.6561	Remote Similarity	NPD6072	Discontinued
0.6559	Remote Similarity	NPD1975	Clinical (unspecified phase)
0.6559	Remote Similarity	NPD7613	Discontinued
0.6558	Remote Similarity	NPD7703	Clinical (unspecified phase)
0.6556	Remote Similarity	NPD6865	Phase 2
0.6556	Remote Similarity	NPD6864	Phase 2
0.6556	Remote Similarity	NPD3480	Approved
0.6552	Remote Similarity	NPD3608	Clinical (unspecified phase)
0.655	Remote Similarity	NPD4480	Approved
0.6545	Remote Similarity	NPD7494	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD7737	Approved
0.6545	Remote Similarity	NPD7738	Approved
0.6541	Remote Similarity	NPD2014	Approved
0.6541	Remote Similarity	NPD2016	Approved
0.6541	Remote Similarity	NPD2013	Approved
0.6536	Remote Similarity	NPD3054	Approved
0.6536	Remote Similarity	NPD8172	Phase 2
0.6536	Remote Similarity	NPD3052	Approved
0.6536	Remote Similarity	NPD8173	Phase 2
0.6534	Remote Similarity	NPD2046	Approved
0.6534	Remote Similarity	NPD2045	Approved
0.6534	Remote Similarity	NPD2043	Approved
0.6534	Remote Similarity	NPD2050	Clinical (unspecified phase)
0.6534	Remote Similarity	NPD2044	Approved
0.6534	Remote Similarity	NPD2048	Approved
0.6534	Remote Similarity	NPD2047	Approved
0.6534	Remote Similarity	NPD2049	Clinical (unspecified phase)
0.6534	Remote Similarity	NPD21	Approved
0.6534	Remote Similarity	NPD2051	Approved
0.6533	Remote Similarity	NPD7959	Clinical (unspecified phase)
0.6528	Remote Similarity	NPD6862	Phase 2
0.6526	Remote Similarity	NPD7495	Discontinued
0.6526	Remote Similarity	NPD8019	Approved
0.6524	Remote Similarity	NPD2122	Discontinued
0.6524	Remote Similarity	NPD1670	Discontinued
0.652	Remote Similarity	NPD1986	Approved
0.6517	Remote Similarity	NPD5323	Approved
0.6517	Remote Similarity	NPD6346	Approved
0.6515	Remote Similarity	NPD5313	Approved
0.6515	Remote Similarity	NPD5312	Approved
0.6509	Remote Similarity	NPD5055	Clinical (unspecified phase)
0.6508	Remote Similarity	NPD6502	Phase 2
0.6508	Remote Similarity	NPD2592	Discontinued
0.6505	Remote Similarity	NPD3146	Approved
0.6505	Remote Similarity	NPD6751	Clinical (unspecified phase)
0.6505	Remote Similarity	NPD3688	Clinical (unspecified phase)
0.6503	Remote Similarity	NPD4236	Phase 3
0.6503	Remote Similarity	NPD4237	Approved
0.65	Remote Similarity	NPD5688	Approved
0.65	Remote Similarity	NPD5689	Approved
0.6495	Remote Similarity	NPD3862	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