NPASS Compound

Structure

NPC470779 OpenBabel07101718332D 43 47 0 0 1 0 0 0 0 0999 V2000 -3.1527 -3.8751 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1363 2.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1623 -6.7673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7695 -4.3984 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4565 -3.4731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4822 -0.0659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1766 -3.0846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2695 -2.6042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9035 1.9748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1006 0.5500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3018 0.9290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0780 -3.5620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1217 1.9566 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.3539 -5.8095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5073 1.6141 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7150 0.8925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2892 1.6323 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5358 -1.9594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7255 1.5958 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9769 -0.1288 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2599 0.2880 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8825 0.5682 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5805 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4908 -0.6372 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4583 0.9988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2605 -1.3948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8117 -4.2068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4968 0.9108 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2786 0.9290 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7902 -0.5741 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.2791 -5.4965 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5535 0.3915 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6105 -2.2724 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5786 2.0715 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9059 -0.4306 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8340 -1.5517 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4199 1.1704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7151 -1.3464 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7063 -2.2639 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0262 1.5971 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7273 -1.0016 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6201 -5.1647 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 3 14 1 0 0 0 0 4 27 1 0 0 0 0 5 27 1 0 0 0 0 7 39 1 0 0 0 0 8 12 2 0 0 0 0 8 18 1 0 0 0 0 9 15 1 0 0 0 0 9 17 1 0 0 0 0 10 16 1 0 0 0 0 10 28 1 0 0 0 0 11 40 1 0 0 0 0 12 27 1 0 0 0 0 13 2 1 1 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 14 31 2 0 0 0 0 14 43 1 0 0 0 0 15 28 1 6 0 0 0 16 19 1 0 0 0 0 16 32 2 0 0 0 0 17 29 1 6 0 0 0 17 41 1 0 0 0 0 18 33 2 0 0 0 0 18 42 1 0 0 0 0 19 34 1 6 0 0 0 20 22 1 0 0 0 0 20 24 1 0 0 0 0 20 35 1 6 0 0 0 21 23 1 0 0 0 0 21 25 1 0 0 0 0 21 42 1 1 0 0 0 22 28 1 6 0 0 0 22 29 1 0 0 0 0 23 29 1 6 0 0 0 23 30 1 0 0 0 0 24 30 1 1 0 0 0 24 36 1 0 0 0 0 25 37 2 0 0 0 0 25 41 1 0 0 0 0 26 38 2 0 0 0 0 26 39 1 0 0 0 0 27 43 1 0 0 0 0 28 6 1 6 0 0 0 29 11 1 6 0 0 0 30 26 1 6 0 0 0 30 40 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	608.25
Volume:	583.108
LogP:	1.415
LogD:	0.096
LogS:	-2.427
# Rotatable Bonds:	8
TPSA:	192.19
# H-Bond Aceptor:	13
# H-Bond Donor:	3
# Rings:	5
# Heavy Atoms:	13

MedChem Properties

QED Drug-Likeness Score:	0.215
Synthetic Accessibility Score:	6.818
Fsp3:	0.767
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:	-5.375
MDCK Permeability:	0.0001660641428316012
Pgp-inhibitor:	0.999
Pgp-substrate:	0.997
Human Intestinal Absorption (HIA):	0.765
20% Bioavailability (F20%):	0.553
30% Bioavailability (F30%):	0.969

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.092
Plasma Protein Binding (PPB):	44.17548370361328%
Volume Distribution (VD):	0.657
Pgp-substrate:	50.084381103515625%

ADMET: Metabolism

CYP1A2-inhibitor:	0.002
CYP1A2-substrate:	0.707
CYP2C19-inhibitor:	0.008
CYP2C19-substrate:	0.671
CYP2C9-inhibitor:	0.008
CYP2C9-substrate:	0.015
CYP2D6-inhibitor:	0.011
CYP2D6-substrate:	0.083
CYP3A4-inhibitor:	0.163
CYP3A4-substrate:	0.25

ADMET: Excretion

Clearance (CL):	2.22
Half-life (T1/2):	0.741

ADMET: Toxicity

hERG Blockers:	0.143
Human Hepatotoxicity (H-HT):	0.665
Drug-inuced Liver Injury (DILI):	0.932
AMES Toxicity:	0.015
Rat Oral Acute Toxicity:	0.267
Maximum Recommended Daily Dose:	0.835
Skin Sensitization:	0.159
Carcinogencity:	0.092
Eye Corrosion:	0.003
Eye Irritation:	0.009
Respiratory Toxicity:	0.847

Download Data

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

Natural Product: NPC470779

Natural Product ID:	NPC470779
*Common Name:**	Javanicolide F
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	BQLTVAOKAIIXRW-VRHCSSKCSA-N
Standard InCHI:	InChI=1S/C30H40O13/c1-12(27(4,5)43-14(3)31)8-18(33)42-21-23-29-11-40-30(23,26(38)39-7)24(36)20(35)22(29)28(6)10-16(32)19(34)13(2)15(28)9-17(29)41-25(21)37/h8,13,15,17,19-24,34-36H,9-11H2,1-7H3/b12-8+/t13-,15-,17+,19+,20+,21+,22+,23+,24-,28-,29+,30+/m0/s1
SMILES:	CC1C2CC3C45COC(C4C(C(=O)O3)OC(=O)C=C(C)C(C)(C)OC(=O)C)(C(C(C5C2(CC(=O)C1O)C)O)O)C(=O)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2228450
PubChem CID:	46182898
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001283] Terpene lactones [CHEMONTID:0002119] Quassinoids

*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
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	seed	n.a.	DOI[10.1016/0031-9422(96)00258-0]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	fruit	n.a.	DOI[10.1016/S1383-5769(99)00023-9]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10086989]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1512598]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[15165151]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	fruit	Indonesia	n.a.	PMID[17896817]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	Vietnam	n.a.	PMID[19026551]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	seeds	n.a.	n.a.	PMID[20050684]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[22506620]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6481366]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7561896]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ 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
Others	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT786	Organism	Tobacco mosaic virus	Tobacco mosaic virus	Inhibition	=	52.1	%	PMID[482336]

☑ 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 NPC470779 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	269
0.1-0.2	1598
0.2-0.3	4571
0.3-0.4	7552
0.4-0.5	11465
0.5-0.6	8209
0.6-0.7	5488
0.7-0.8	2977
0.8-0.85	427
0.85-0.9	95
0.9-0.95	28
0.95-1	18

Similarity Score	Similarity Level	Natural Product ID
0.9649	High Similarity	NPC265557
0.9649	High Similarity	NPC91693
0.9649	High Similarity	NPC18945
0.9649	High Similarity	NPC105926
0.964	High Similarity	NPC146432
0.964	High Similarity	NPC470778
0.9565	High Similarity	NPC476729
0.9561	High Similarity	NPC312833
0.955	High Similarity	NPC89929
0.9478	High Similarity	NPC67251
0.9397	High Similarity	NPC24651
0.9375	High Similarity	NPC213084
0.9375	High Similarity	NPC190185
0.9369	High Similarity	NPC94509
0.9286	High Similarity	NPC299849
0.9211	High Similarity	NPC17772
0.9123	High Similarity	NPC473590
0.9076	High Similarity	NPC476008
0.9068	High Similarity	NPC470922
0.9043	High Similarity	NPC470776
0.9035	High Similarity	NPC40632
0.9035	High Similarity	NPC328374
0.9035	High Similarity	NPC16081
0.9035	High Similarity	NPC96312
0.9035	High Similarity	NPC173686
0.9035	High Similarity	NPC251236
0.8992	High Similarity	NPC477745
0.8966	High Similarity	NPC470777
0.8957	High Similarity	NPC287343
0.8957	High Similarity	NPC122033
0.8957	High Similarity	NPC474654
0.8957	High Similarity	NPC97908
0.8957	High Similarity	NPC470854
0.8947	High Similarity	NPC473798
0.8947	High Similarity	NPC143268
0.8947	High Similarity	NPC323821
0.8947	High Similarity	NPC268238
0.8947	High Similarity	NPC45218
0.8889	High Similarity	NPC109607
0.8889	High Similarity	NPC107338
0.8879	High Similarity	NPC251310
0.8879	High Similarity	NPC297179
0.8871	High Similarity	NPC262813
0.887	High Similarity	NPC474734
0.886	High Similarity	NPC49451
0.8803	High Similarity	NPC475775
0.8803	High Similarity	NPC476529
0.88	High Similarity	NPC141215
0.88	High Similarity	NPC190065
0.88	High Similarity	NPC251998
0.88	High Similarity	NPC471089
0.8793	High Similarity	NPC176513
0.8793	High Similarity	NPC470775
0.873	High Similarity	NPC295885
0.873	High Similarity	NPC140045
0.873	High Similarity	NPC596
0.8729	High Similarity	NPC112038
0.8718	High Similarity	NPC204552
0.8718	High Similarity	NPC188667
0.871	High Similarity	NPC168879
0.8707	High Similarity	NPC134869
0.8707	High Similarity	NPC235539
0.8707	High Similarity	NPC152199
0.8696	High Similarity	NPC7921
0.8696	High Similarity	NPC208998
0.8655	High Similarity	NPC102822
0.8655	High Similarity	NPC477046
0.8629	High Similarity	NPC102316
0.8629	High Similarity	NPC478154
0.8621	High Similarity	NPC474906
0.8621	High Similarity	NPC18547
0.8618	High Similarity	NPC476851
0.8607	High Similarity	NPC470780
0.8571	High Similarity	NPC251226
0.856	High Similarity	NPC478151
0.8548	High Similarity	NPC478065
0.8548	High Similarity	NPC264566
0.8548	High Similarity	NPC301639
0.8548	High Similarity	NPC25998
0.8548	High Similarity	NPC475167
0.8548	High Similarity	NPC478064
0.8548	High Similarity	NPC173435
0.8548	High Similarity	NPC262796
0.8548	High Similarity	NPC172374
0.8548	High Similarity	NPC476074
0.8548	High Similarity	NPC134914
0.8548	High Similarity	NPC329993
0.8548	High Similarity	NPC478155
0.8548	High Similarity	NPC475377
0.8548	High Similarity	NPC476852
0.8548	High Similarity	NPC45346
0.8547	High Similarity	NPC259306
0.8547	High Similarity	NPC470628
0.8547	High Similarity	NPC207217
0.8547	High Similarity	NPC474046
0.8537	High Similarity	NPC476859
0.8534	High Similarity	NPC477126
0.8525	High Similarity	NPC181999
0.8522	High Similarity	NPC146945
0.8522	High Similarity	NPC171888
0.85	High Similarity	NPC159456
0.85	High Similarity	NPC4021
0.8487	Intermediate Similarity	NPC211093
0.8487	Intermediate Similarity	NPC473636
0.8487	Intermediate Similarity	NPC230513
0.8487	Intermediate Similarity	NPC469488
0.8487	Intermediate Similarity	NPC77689
0.8487	Intermediate Similarity	NPC473839
0.848	Intermediate Similarity	NPC478150
0.848	Intermediate Similarity	NPC478153
0.848	Intermediate Similarity	NPC478152
0.8475	Intermediate Similarity	NPC55296
0.8475	Intermediate Similarity	NPC475809
0.8475	Intermediate Similarity	NPC134430
0.8475	Intermediate Similarity	NPC58662
0.8475	Intermediate Similarity	NPC473968
0.8468	Intermediate Similarity	NPC231529
0.8468	Intermediate Similarity	NPC476854
0.8468	Intermediate Similarity	NPC477196
0.8462	Intermediate Similarity	NPC469877
0.8462	Intermediate Similarity	NPC470919
0.8448	Intermediate Similarity	NPC269530
0.8448	Intermediate Similarity	NPC289312
0.8448	Intermediate Similarity	NPC11252
0.8448	Intermediate Similarity	NPC474516
0.8435	Intermediate Similarity	NPC100908
0.843	Intermediate Similarity	NPC269642
0.8421	Intermediate Similarity	NPC289702
0.8421	Intermediate Similarity	NPC208461
0.8421	Intermediate Similarity	NPC293850
0.8417	Intermediate Similarity	NPC472004
0.8417	Intermediate Similarity	NPC478051
0.8417	Intermediate Similarity	NPC268530
0.8417	Intermediate Similarity	NPC154491
0.84	Intermediate Similarity	NPC476855
0.84	Intermediate Similarity	NPC477197
0.8387	Intermediate Similarity	NPC477194
0.8387	Intermediate Similarity	NPC477193
0.8387	Intermediate Similarity	NPC477192
0.8387	Intermediate Similarity	NPC475636
0.8387	Intermediate Similarity	NPC477191
0.8387	Intermediate Similarity	NPC477075
0.8387	Intermediate Similarity	NPC477078
0.8387	Intermediate Similarity	NPC475281
0.8387	Intermediate Similarity	NPC329923
0.8387	Intermediate Similarity	NPC295220
0.8387	Intermediate Similarity	NPC188291
0.8376	Intermediate Similarity	NPC198539
0.8376	Intermediate Similarity	NPC51978
0.8374	Intermediate Similarity	NPC293112
0.8374	Intermediate Similarity	NPC473635
0.8374	Intermediate Similarity	NPC285091
0.8374	Intermediate Similarity	NPC87662
0.8362	Intermediate Similarity	NPC201992
0.8362	Intermediate Similarity	NPC474846
0.8362	Intermediate Similarity	NPC469655
0.8362	Intermediate Similarity	NPC469656
0.8362	Intermediate Similarity	NPC157476
0.8361	Intermediate Similarity	NPC11895
0.8359	Intermediate Similarity	NPC243014
0.8348	Intermediate Similarity	NPC42662
0.8333	Intermediate Similarity	NPC100390
0.8333	Intermediate Similarity	NPC254614
0.8333	Intermediate Similarity	NPC144854
0.8333	Intermediate Similarity	NPC42673
0.8333	Intermediate Similarity	NPC3316
0.8333	Intermediate Similarity	NPC476776
0.8333	Intermediate Similarity	NPC477195
0.832	Intermediate Similarity	NPC280029
0.832	Intermediate Similarity	NPC141600
0.832	Intermediate Similarity	NPC11577
0.832	Intermediate Similarity	NPC82380
0.832	Intermediate Similarity	NPC472267
0.832	Intermediate Similarity	NPC88311
0.832	Intermediate Similarity	NPC9470
0.832	Intermediate Similarity	NPC115656
0.832	Intermediate Similarity	NPC269484
0.832	Intermediate Similarity	NPC477076
0.832	Intermediate Similarity	NPC252289
0.832	Intermediate Similarity	NPC273878
0.832	Intermediate Similarity	NPC244296
0.832	Intermediate Similarity	NPC97918
0.832	Intermediate Similarity	NPC107536
0.832	Intermediate Similarity	NPC54614
0.832	Intermediate Similarity	NPC1314
0.832	Intermediate Similarity	NPC477079
0.832	Intermediate Similarity	NPC309096
0.832	Intermediate Similarity	NPC305793
0.832	Intermediate Similarity	NPC470913
0.832	Intermediate Similarity	NPC252657
0.832	Intermediate Similarity	NPC470912
0.832	Intermediate Similarity	NPC470518
0.832	Intermediate Similarity	NPC477077
0.8319	Intermediate Similarity	NPC53396
0.8319	Intermediate Similarity	NPC469684
0.8319	Intermediate Similarity	NPC476713
0.8319	Intermediate Similarity	NPC98249
0.8319	Intermediate Similarity	NPC476712
0.8306	Intermediate Similarity	NPC117702
0.8306	Intermediate Similarity	NPC470882

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 NPC470779 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	239
0.1-0.2	1833
0.2-0.3	3793
0.3-0.4	2066
0.4-0.5	687
0.5-0.6	308
0.6-0.7	138
0.7-0.8	82
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8421	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.8211	Intermediate Similarity	NPD8328	Phase 3
0.8175	Intermediate Similarity	NPD7319	Approved
0.7967	Intermediate Similarity	NPD6319	Approved
0.7937	Intermediate Similarity	NPD7507	Approved
0.7812	Intermediate Similarity	NPD7736	Approved
0.776	Intermediate Similarity	NPD6921	Approved
0.7731	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7731	Intermediate Similarity	NPD6373	Approved
0.7731	Intermediate Similarity	NPD6372	Approved
0.7724	Intermediate Similarity	NPD7115	Discovery
0.7724	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7717	Intermediate Similarity	NPD7492	Approved
0.7686	Intermediate Similarity	NPD8297	Approved
0.768	Intermediate Similarity	NPD6054	Approved
0.768	Intermediate Similarity	NPD6059	Approved
0.7667	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7656	Intermediate Similarity	NPD6616	Approved
0.7647	Intermediate Similarity	NPD6686	Approved
0.7627	Intermediate Similarity	NPD5739	Approved
0.7627	Intermediate Similarity	NPD7128	Approved
0.7627	Intermediate Similarity	NPD6675	Approved
0.7627	Intermediate Similarity	NPD6402	Approved
0.7603	Intermediate Similarity	NPD6650	Approved
0.7603	Intermediate Similarity	NPD6649	Approved
0.76	Intermediate Similarity	NPD7516	Approved
0.7597	Intermediate Similarity	NPD8293	Discontinued
0.7597	Intermediate Similarity	NPD7078	Approved
0.7565	Intermediate Similarity	NPD7638	Approved
0.7565	Intermediate Similarity	NPD4225	Approved
0.7559	Intermediate Similarity	NPD6370	Approved
0.752	Intermediate Similarity	NPD7328	Approved
0.752	Intermediate Similarity	NPD7327	Approved
0.75	Intermediate Similarity	NPD6881	Approved
0.75	Intermediate Similarity	NPD7320	Approved
0.75	Intermediate Similarity	NPD6899	Approved
0.75	Intermediate Similarity	NPD7640	Approved
0.75	Intermediate Similarity	NPD7639	Approved
0.748	Intermediate Similarity	NPD6015	Approved
0.748	Intermediate Similarity	NPD6016	Approved
0.748	Intermediate Similarity	NPD4632	Approved
0.7422	Intermediate Similarity	NPD5988	Approved
0.7417	Intermediate Similarity	NPD5701	Approved
0.7417	Intermediate Similarity	NPD5697	Approved
0.7417	Intermediate Similarity	NPD5954	Clinical (unspecified phase)
0.7398	Intermediate Similarity	NPD6882	Approved
0.7377	Intermediate Similarity	NPD6883	Approved
0.7377	Intermediate Similarity	NPD7290	Approved
0.7377	Intermediate Similarity	NPD7102	Approved
0.7344	Intermediate Similarity	NPD8378	Approved
0.7344	Intermediate Similarity	NPD8513	Phase 3
0.7344	Intermediate Similarity	NPD8515	Approved
0.7344	Intermediate Similarity	NPD8380	Approved
0.7344	Intermediate Similarity	NPD8517	Approved
0.7344	Intermediate Similarity	NPD8335	Approved
0.7344	Intermediate Similarity	NPD8516	Approved
0.7344	Intermediate Similarity	NPD8379	Approved
0.7344	Intermediate Similarity	NPD8296	Approved
0.7317	Intermediate Similarity	NPD6869	Approved
0.7317	Intermediate Similarity	NPD8130	Phase 1
0.7317	Intermediate Similarity	NPD6847	Approved
0.7317	Intermediate Similarity	NPD6617	Approved
0.7302	Intermediate Similarity	NPD6009	Approved
0.7295	Intermediate Similarity	NPD6012	Approved
0.7295	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7295	Intermediate Similarity	NPD6013	Approved
0.7295	Intermediate Similarity	NPD6014	Approved
0.7266	Intermediate Similarity	NPD8377	Approved
0.7266	Intermediate Similarity	NPD8294	Approved
0.7236	Intermediate Similarity	NPD4634	Approved
0.7231	Intermediate Similarity	NPD7604	Phase 2
0.7213	Intermediate Similarity	NPD6011	Approved
0.7209	Intermediate Similarity	NPD8033	Approved
0.7209	Intermediate Similarity	NPD5983	Phase 2
0.72	Intermediate Similarity	NPD8133	Approved
0.7179	Intermediate Similarity	NPD7902	Approved
0.7177	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6033	Approved
0.7131	Intermediate Similarity	NPD6412	Phase 2
0.7131	Intermediate Similarity	NPD7899	Clinical (unspecified phase)
0.7121	Intermediate Similarity	NPD6336	Discontinued
0.7069	Intermediate Similarity	NPD7748	Approved
0.7049	Intermediate Similarity	NPD6008	Approved
0.7043	Intermediate Similarity	NPD7515	Phase 2
0.704	Intermediate Similarity	NPD8413	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD6084	Phase 2
0.7034	Intermediate Similarity	NPD6083	Phase 2
0.7034	Intermediate Similarity	NPD4755	Approved
0.6985	Remote Similarity	NPD7260	Phase 2
0.6975	Remote Similarity	NPD5696	Approved
0.696	Remote Similarity	NPD6371	Approved
0.6957	Remote Similarity	NPD6698	Approved
0.6957	Remote Similarity	NPD46	Approved
0.6953	Remote Similarity	NPD6274	Approved
0.6947	Remote Similarity	NPD7503	Approved
0.6942	Remote Similarity	NPD5211	Phase 2
0.6942	Remote Similarity	NPD7632	Discontinued
0.694	Remote Similarity	NPD8074	Phase 3
0.6923	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7101	Approved
0.6923	Remote Similarity	NPD7900	Approved
0.6923	Remote Similarity	NPD7100	Approved
0.6917	Remote Similarity	NPD5286	Approved
0.6917	Remote Similarity	NPD5285	Approved
0.6917	Remote Similarity	NPD4700	Approved
0.6917	Remote Similarity	NPD4696	Approved
0.686	Remote Similarity	NPD5344	Discontinued
0.6857	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6846	Remote Similarity	NPD6335	Approved
0.6829	Remote Similarity	NPD5141	Approved
0.6818	Remote Similarity	NPD6909	Approved
0.6818	Remote Similarity	NPD6908	Approved
0.6812	Remote Similarity	NPD6845	Suspended
0.6807	Remote Similarity	NPD4697	Phase 3
0.6803	Remote Similarity	NPD4633	Approved
0.6803	Remote Similarity	NPD5226	Approved
0.6803	Remote Similarity	NPD5225	Approved
0.6803	Remote Similarity	NPD5224	Approved
0.678	Remote Similarity	NPD5282	Discontinued
0.6774	Remote Similarity	NPD4767	Approved
0.6774	Remote Similarity	NPD4768	Approved
0.6769	Remote Similarity	NPD6317	Approved
0.6748	Remote Similarity	NPD5174	Approved
0.6748	Remote Similarity	NPD5175	Approved
0.6724	Remote Similarity	NPD5328	Approved
0.6723	Remote Similarity	NPD5695	Phase 3
0.6723	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6721	Remote Similarity	NPD5223	Approved
0.6719	Remote Similarity	NPD6053	Discontinued
0.6718	Remote Similarity	NPD6314	Approved
0.6718	Remote Similarity	NPD6313	Approved
0.6696	Remote Similarity	NPD3573	Approved
0.6695	Remote Similarity	NPD6399	Phase 3
0.6692	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6692	Remote Similarity	NPD6868	Approved
0.6667	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4729	Approved
0.6667	Remote Similarity	NPD4730	Approved
0.6667	Remote Similarity	NPD5221	Approved
0.6667	Remote Similarity	NPD5222	Approved
0.6638	Remote Similarity	NPD5737	Approved
0.6638	Remote Similarity	NPD6672	Approved
0.6613	Remote Similarity	NPD4754	Approved
0.6612	Remote Similarity	NPD5173	Approved
0.661	Remote Similarity	NPD8034	Phase 2
0.661	Remote Similarity	NPD8035	Phase 2
0.661	Remote Similarity	NPD7983	Approved
0.661	Remote Similarity	NPD5693	Phase 1
0.661	Remote Similarity	NPD6079	Approved
0.661	Remote Similarity	NPD6411	Approved
0.6609	Remote Similarity	NPD3618	Phase 1
0.6585	Remote Similarity	NPD1700	Approved
0.6562	Remote Similarity	NPD5247	Approved
0.6562	Remote Similarity	NPD5249	Phase 3
0.6562	Remote Similarity	NPD5248	Approved
0.6562	Remote Similarity	NPD5250	Approved
0.6562	Remote Similarity	NPD5251	Approved
0.6555	Remote Similarity	NPD5778	Approved
0.6555	Remote Similarity	NPD5779	Approved
0.6549	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.6535	Remote Similarity	NPD5128	Approved
0.6522	Remote Similarity	NPD1694	Approved
0.6504	Remote Similarity	NPD6648	Approved
0.6496	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6479	Remote Similarity	NPD8415	Approved
0.6446	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6446	Remote Similarity	NPD4629	Approved
0.6446	Remote Similarity	NPD5210	Approved
0.6442	Remote Similarity	NPD7799	Discontinued
0.6441	Remote Similarity	NPD6673	Approved
0.6441	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6441	Remote Similarity	NPD6101	Approved
0.6441	Remote Similarity	NPD6080	Approved
0.6441	Remote Similarity	NPD4753	Phase 2
0.6441	Remote Similarity	NPD6904	Approved
0.6429	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD5956	Approved
0.6417	Remote Similarity	NPD4202	Approved
0.6404	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6385	Remote Similarity	NPD5217	Approved
0.6385	Remote Similarity	NPD5216	Approved
0.6385	Remote Similarity	NPD5215	Approved
0.6379	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6369	Remote Similarity	NPD8407	Phase 2
0.6358	Remote Similarity	NPD7236	Approved
0.635	Remote Similarity	NPD6067	Discontinued
0.6345	Remote Similarity	NPD6333	Approved
0.6345	Remote Similarity	NPD6334	Approved
0.6333	Remote Similarity	NPD7637	Suspended
0.6325	Remote Similarity	NPD6409	Approved
0.6325	Remote Similarity	NPD7521	Approved
0.6325	Remote Similarity	NPD5330	Approved
0.6325	Remote Similarity	NPD7146	Approved
0.6325	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6325	Remote Similarity	NPD6684	Approved
0.6325	Remote Similarity	NPD7334	Approved
0.6308	Remote Similarity	NPD5169	Approved
0.6308	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6308	Remote Similarity	NPD5135	Approved
0.6303	Remote Similarity	NPD7285	Clinical (unspecified phase)

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data