Structure

Physi-Chem Properties

Molecular Weight:  306.15
Volume:  304.404
LogP:  2.023
LogD:  1.043
LogS:  -3.731
# Rotatable Bonds:  2
TPSA:  65.13
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.421
Synthetic Accessibility Score:  5.515
Fsp3:  0.765
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  2
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.818
MDCK Permeability:  4.184315912425518e-05
Pgp-inhibitor:  0.688
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.016
20% Bioavailability (F20%):  0.169
30% Bioavailability (F30%):  0.894

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.711
Plasma Protein Binding (PPB):  50.854393005371094%
Volume Distribution (VD):  1.292
Pgp-substrate:  65.50189208984375%

ADMET: Metabolism

CYP1A2-inhibitor:  0.13
CYP1A2-substrate:  0.088
CYP2C19-inhibitor:  0.069
CYP2C19-substrate:  0.446
CYP2C9-inhibitor:  0.13
CYP2C9-substrate:  0.035
CYP2D6-inhibitor:  0.012
CYP2D6-substrate:  0.181
CYP3A4-inhibitor:  0.219
CYP3A4-substrate:  0.264

ADMET: Excretion

Clearance (CL):  6.722
Half-life (T1/2):  0.644

ADMET: Toxicity

hERG Blockers:  0.499
Human Hepatotoxicity (H-HT):  0.964
Drug-inuced Liver Injury (DILI):  0.92
AMES Toxicity:  0.043
Rat Oral Acute Toxicity:  0.732
Maximum Recommended Daily Dose:  0.964
Skin Sensitization:  0.926
Carcinogencity:  0.539
Eye Corrosion:  0.718
Eye Irritation:  0.804
Respiratory Toxicity:  0.971

Download Data

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

  Natural Product: NPC472872

Natural Product ID:  NPC472872
Common Name*:   VZQONDVAHRYHCF-WLULCEGHSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  VZQONDVAHRYHCF-WLULCEGHSA-N
Standard InCHI:  InChI=1S/C17H22O5/c1-8-5-12-11(9(2)15(19)20-12)6-13-16(4,21-10(3)18)7-14-17(8,13)22-14/h8,11-14H,2,5-7H2,1,3-4H3/t8-,11+,12+,13-,14-,16+,17+/m0/s1
SMILES:  CC1CC2C(CC3C14C(O4)CC3(C)OC(=O)C)C(=C)C(=O)O2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3593381
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0001543] Sesquiterpene lactones
            • [CHEMONTID:0001770] Guaianolides and derivatives

*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
NPO33441 leucophyta brownii Species Asteraceae Eukaryota Resinous Exudates n.a. n.a. PMID[26218649]

☑ 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
NPT83 Cell Line MCF7 Homo sapiens IC50 = 6900.0 nM PMID[533199]
NPT139 Cell Line HT-29 Homo sapiens IC50 = 14100.0 nM PMID[533199]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 6500.0 nM PMID[533199]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 700.0 nM PMID[533199]

☑ 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 NPC472872 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9535 High Similarity NPC155215
0.9425 High Similarity NPC258216
0.9294 High Similarity NPC270270
0.9294 High Similarity NPC24728
0.9213 High Similarity NPC476053
0.9195 High Similarity NPC216284
0.9186 High Similarity NPC79549
0.9186 High Similarity NPC471149
0.9157 High Similarity NPC246076
0.908 High Similarity NPC283409
0.908 High Similarity NPC215556
0.9022 High Similarity NPC186861
0.9 High Similarity NPC472873
0.8989 High Similarity NPC472874
0.8966 High Similarity NPC224652
0.8953 High Similarity NPC304558
0.8913 High Similarity NPC45125
0.8876 High Similarity NPC35959
0.8876 High Similarity NPC171360
0.8876 High Similarity NPC293001
0.8876 High Similarity NPC29821
0.8876 High Similarity NPC63193
0.8876 High Similarity NPC133888
0.8876 High Similarity NPC57304
0.8864 High Similarity NPC4986
0.8837 High Similarity NPC284534
0.8837 High Similarity NPC300082
0.8837 High Similarity NPC204105
0.8817 High Similarity NPC471381
0.8791 High Similarity NPC163228
0.8764 High Similarity NPC297474
0.8764 High Similarity NPC54065
0.8764 High Similarity NPC35809
0.875 High Similarity NPC207114
0.875 High Similarity NPC217983
0.8736 High Similarity NPC64153
0.871 High Similarity NPC221615
0.8696 High Similarity NPC213078
0.8681 High Similarity NPC127019
0.8667 High Similarity NPC286341
0.8667 High Similarity NPC191339
0.8667 High Similarity NPC184063
0.8652 High Similarity NPC155935
0.8621 High Similarity NPC235792
0.8605 High Similarity NPC245665
0.8602 High Similarity NPC471150
0.8602 High Similarity NPC161493
0.8587 High Similarity NPC67584
0.8587 High Similarity NPC213698
0.8557 High Similarity NPC54737
0.8556 High Similarity NPC19087
0.8539 High Similarity NPC178875
0.8523 High Similarity NPC187661
0.8495 Intermediate Similarity NPC18019
0.8495 Intermediate Similarity NPC24956
0.8478 Intermediate Similarity NPC198853
0.8462 Intermediate Similarity NPC133698
0.8444 Intermediate Similarity NPC38392
0.8427 Intermediate Similarity NPC118601
0.8404 Intermediate Similarity NPC181151
0.8391 Intermediate Similarity NPC111409
0.8387 Intermediate Similarity NPC52044
0.8387 Intermediate Similarity NPC170120
0.837 Intermediate Similarity NPC473234
0.837 Intermediate Similarity NPC308656
0.837 Intermediate Similarity NPC473263
0.837 Intermediate Similarity NPC473273
0.837 Intermediate Similarity NPC60386
0.8367 Intermediate Similarity NPC44004
0.8315 Intermediate Similarity NPC470242
0.8315 Intermediate Similarity NPC56593
0.83 Intermediate Similarity NPC139838
0.83 Intermediate Similarity NPC59489
0.8298 Intermediate Similarity NPC91771
0.8298 Intermediate Similarity NPC142529
0.8295 Intermediate Similarity NPC224386
0.8295 Intermediate Similarity NPC194859
0.828 Intermediate Similarity NPC262133
0.828 Intermediate Similarity NPC470013
0.828 Intermediate Similarity NPC477131
0.828 Intermediate Similarity NPC470010
0.828 Intermediate Similarity NPC323008
0.8261 Intermediate Similarity NPC131209
0.8261 Intermediate Similarity NPC475925
0.8256 Intermediate Similarity NPC156658
0.8256 Intermediate Similarity NPC258965
0.8211 Intermediate Similarity NPC311904
0.8211 Intermediate Similarity NPC474313
0.8193 Intermediate Similarity NPC320537
0.8193 Intermediate Similarity NPC143979
0.8191 Intermediate Similarity NPC167893
0.8191 Intermediate Similarity NPC224689
0.8182 Intermediate Similarity NPC128246
0.8182 Intermediate Similarity NPC54468
0.8172 Intermediate Similarity NPC153590
0.8152 Intermediate Similarity NPC37607
0.8152 Intermediate Similarity NPC301969
0.8132 Intermediate Similarity NPC91248
0.8119 Intermediate Similarity NPC115352
0.8111 Intermediate Similarity NPC236692
0.8111 Intermediate Similarity NPC238593
0.8111 Intermediate Similarity NPC67493
0.8111 Intermediate Similarity NPC309757
0.8111 Intermediate Similarity NPC50637
0.809 Intermediate Similarity NPC470238
0.809 Intermediate Similarity NPC138647
0.8022 Intermediate Similarity NPC5130
0.8022 Intermediate Similarity NPC201658
0.8021 Intermediate Similarity NPC170143
0.8021 Intermediate Similarity NPC108475
0.8021 Intermediate Similarity NPC213947
0.8 Intermediate Similarity NPC223450
0.8 Intermediate Similarity NPC243998
0.7981 Intermediate Similarity NPC273242
0.7979 Intermediate Similarity NPC200237
0.7978 Intermediate Similarity NPC128429
0.7978 Intermediate Similarity NPC474472
0.7978 Intermediate Similarity NPC257358
0.7978 Intermediate Similarity NPC272814
0.7959 Intermediate Similarity NPC171759
0.7959 Intermediate Similarity NPC150923
0.7957 Intermediate Similarity NPC62815
0.7955 Intermediate Similarity NPC141810
0.7955 Intermediate Similarity NPC126248
0.7955 Intermediate Similarity NPC47635
0.7931 Intermediate Similarity NPC617
0.7912 Intermediate Similarity NPC162071
0.7907 Intermediate Similarity NPC208223
0.7905 Intermediate Similarity NPC121816
0.7895 Intermediate Similarity NPC473331
0.7889 Intermediate Similarity NPC156485
0.7849 Intermediate Similarity NPC166919
0.7849 Intermediate Similarity NPC151770
0.7843 Intermediate Similarity NPC68248
0.7841 Intermediate Similarity NPC276356
0.7841 Intermediate Similarity NPC73052
0.7841 Intermediate Similarity NPC6823
0.7841 Intermediate Similarity NPC290508
0.7841 Intermediate Similarity NPC293418
0.783 Intermediate Similarity NPC170692
0.783 Intermediate Similarity NPC255450
0.7826 Intermediate Similarity NPC475703
0.7826 Intermediate Similarity NPC231889
0.7826 Intermediate Similarity NPC190753
0.7812 Intermediate Similarity NPC304886
0.78 Intermediate Similarity NPC124881
0.7789 Intermediate Similarity NPC135776
0.7789 Intermediate Similarity NPC475788
0.7778 Intermediate Similarity NPC471767
0.7766 Intermediate Similarity NPC312042
0.7766 Intermediate Similarity NPC475748
0.7755 Intermediate Similarity NPC249171
0.7755 Intermediate Similarity NPC49833
0.7727 Intermediate Similarity NPC182550
0.7717 Intermediate Similarity NPC107787
0.7711 Intermediate Similarity NPC5714
0.7708 Intermediate Similarity NPC476267
0.7708 Intermediate Similarity NPC140543
0.7708 Intermediate Similarity NPC473316
0.7708 Intermediate Similarity NPC473330
0.77 Intermediate Similarity NPC250594
0.77 Intermediate Similarity NPC86077
0.7692 Intermediate Similarity NPC115786
0.7684 Intermediate Similarity NPC221282
0.7677 Intermediate Similarity NPC70865
0.766 Intermediate Similarity NPC168679
0.766 Intermediate Similarity NPC12872
0.7653 Intermediate Similarity NPC304445
0.7653 Intermediate Similarity NPC236580
0.764 Intermediate Similarity NPC474981
0.764 Intermediate Similarity NPC69271
0.764 Intermediate Similarity NPC74673
0.7634 Intermediate Similarity NPC186148
0.7629 Intermediate Similarity NPC475900
0.7624 Intermediate Similarity NPC473148
0.7609 Intermediate Similarity NPC149725
0.7609 Intermediate Similarity NPC78089
0.7609 Intermediate Similarity NPC47958
0.7609 Intermediate Similarity NPC304509
0.7604 Intermediate Similarity NPC475838
0.7604 Intermediate Similarity NPC212486
0.7604 Intermediate Similarity NPC125674
0.7604 Intermediate Similarity NPC228451
0.7579 Intermediate Similarity NPC206614
0.7579 Intermediate Similarity NPC474323
0.7579 Intermediate Similarity NPC469718
0.7579 Intermediate Similarity NPC329857
0.7573 Intermediate Similarity NPC26617
0.7556 Intermediate Similarity NPC25684
0.7556 Intermediate Similarity NPC281949
0.7556 Intermediate Similarity NPC301477
0.7553 Intermediate Similarity NPC177629
0.7553 Intermediate Similarity NPC58219
0.7551 Intermediate Similarity NPC476009
0.7551 Intermediate Similarity NPC126156
0.7527 Intermediate Similarity NPC474045
0.7527 Intermediate Similarity NPC261253
0.7527 Intermediate Similarity NPC469676
0.7526 Intermediate Similarity NPC474247
0.7526 Intermediate Similarity NPC281775

  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 NPC472872 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8864 High Similarity NPD1695 Approved
0.7573 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD6371 Approved
0.7143 Intermediate Similarity NPD6008 Approved
0.7064 Intermediate Similarity NPD6053 Discontinued
0.6979 Remote Similarity NPD4249 Approved
0.6931 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6907 Remote Similarity NPD4250 Approved
0.6907 Remote Similarity NPD4251 Approved
0.6701 Remote Similarity NPD6082 Clinical (unspecified phase)
0.67 Remote Similarity NPD6698 Approved
0.67 Remote Similarity NPD46 Approved
0.6667 Remote Similarity NPD5362 Discontinued
0.6562 Remote Similarity NPD6435 Approved
0.6535 Remote Similarity NPD5785 Approved
0.6526 Remote Similarity NPD4822 Approved
0.6526 Remote Similarity NPD4819 Approved
0.6526 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6526 Remote Similarity NPD4821 Approved
0.6526 Remote Similarity NPD4820 Approved
0.6458 Remote Similarity NPD5369 Approved
0.6442 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6373 Remote Similarity NPD7838 Discovery
0.6364 Remote Similarity NPD5363 Approved
0.6354 Remote Similarity NPD5368 Approved
0.6346 Remote Similarity NPD5282 Discontinued
0.6327 Remote Similarity NPD7154 Phase 3
0.6316 Remote Similarity NPD4271 Approved
0.6316 Remote Similarity NPD4268 Approved
0.6311 Remote Similarity NPD5693 Phase 1
0.6224 Remote Similarity NPD4269 Approved
0.6224 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6224 Remote Similarity NPD4270 Approved
0.6214 Remote Similarity NPD5207 Approved
0.62 Remote Similarity NPD1694 Approved
0.619 Remote Similarity NPD6001 Approved
0.6176 Remote Similarity NPD6903 Approved
0.6162 Remote Similarity NPD5331 Approved
0.6162 Remote Similarity NPD5332 Approved
0.6161 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6139 Remote Similarity NPD6684 Approved
0.6139 Remote Similarity NPD7521 Approved
0.6139 Remote Similarity NPD6409 Approved
0.6139 Remote Similarity NPD7334 Approved
0.6139 Remote Similarity NPD7146 Approved
0.6139 Remote Similarity NPD5786 Approved
0.6139 Remote Similarity NPD5330 Approved
0.6132 Remote Similarity NPD5695 Phase 3
0.6122 Remote Similarity NPD4790 Discontinued
0.6111 Remote Similarity NPD7638 Approved
0.6111 Remote Similarity NPD5696 Approved
0.6102 Remote Similarity NPD7115 Discovery
0.6095 Remote Similarity NPD6399 Phase 3
0.6067 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6061 Remote Similarity NPD5209 Approved
0.6055 Remote Similarity NPD7639 Approved
0.6055 Remote Similarity NPD6648 Approved
0.6055 Remote Similarity NPD7640 Approved
0.602 Remote Similarity NPD4252 Approved
0.6019 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6083 Phase 2
0.6019 Remote Similarity NPD6084 Phase 2
0.6018 Remote Similarity NPD5697 Approved
0.6 Remote Similarity NPD1700 Approved
0.6 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6 Remote Similarity NPD8034 Phase 2
0.6 Remote Similarity NPD5344 Discontinued
0.6 Remote Similarity NPD8035 Phase 2
0.5983 Remote Similarity NPD8133 Approved
0.5968 Remote Similarity NPD7507 Approved
0.5965 Remote Similarity NPD6686 Approved
0.5965 Remote Similarity NPD6899 Approved
0.5965 Remote Similarity NPD6881 Approved
0.5965 Remote Similarity NPD7320 Approved
0.5962 Remote Similarity NPD6673 Approved
0.5962 Remote Similarity NPD6051 Approved
0.5962 Remote Similarity NPD6904 Approved
0.5962 Remote Similarity NPD6080 Approved
0.5948 Remote Similarity NPD6649 Approved
0.5948 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5948 Remote Similarity NPD6650 Approved
0.5929 Remote Similarity NPD5739 Approved
0.5929 Remote Similarity NPD6675 Approved
0.5929 Remote Similarity NPD7128 Approved
0.5929 Remote Similarity NPD6402 Approved
0.5913 Remote Similarity NPD6373 Approved
0.5913 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5913 Remote Similarity NPD6014 Approved
0.5913 Remote Similarity NPD6372 Approved
0.5913 Remote Similarity NPD6013 Approved
0.5913 Remote Similarity NPD6012 Approved
0.5905 Remote Similarity NPD5692 Phase 3
0.5887 Remote Similarity NPD7492 Approved
0.5877 Remote Similarity NPD5701 Approved
0.5865 Remote Similarity NPD6672 Approved
0.5865 Remote Similarity NPD5208 Approved
0.5865 Remote Similarity NPD5737 Approved
0.5862 Remote Similarity NPD6883 Approved
0.5862 Remote Similarity NPD7290 Approved
0.5862 Remote Similarity NPD7102 Approved
0.5849 Remote Similarity NPD5281 Approved
0.5849 Remote Similarity NPD7983 Approved
0.5849 Remote Similarity NPD6050 Approved
0.5849 Remote Similarity NPD5284 Approved
0.5849 Remote Similarity NPD5694 Approved
0.5847 Remote Similarity NPD4632 Approved
0.5842 Remote Similarity NPD4788 Approved
0.584 Remote Similarity NPD6616 Approved
0.5827 Remote Similarity NPD7319 Approved
0.5826 Remote Similarity NPD6011 Approved
0.5825 Remote Similarity NPD6098 Approved
0.582 Remote Similarity NPD6319 Approved
0.582 Remote Similarity NPD6054 Approved
0.5818 Remote Similarity NPD4225 Approved
0.5818 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5816 Remote Similarity NPD4802 Phase 2
0.5816 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5816 Remote Similarity NPD4238 Approved
0.5812 Remote Similarity NPD6847 Approved
0.5812 Remote Similarity NPD8130 Phase 1
0.5812 Remote Similarity NPD6869 Approved
0.5812 Remote Similarity NPD6617 Approved
0.5794 Remote Similarity NPD7078 Approved
0.5794 Remote Similarity NPD5779 Approved
0.5794 Remote Similarity NPD5778 Approved
0.5772 Remote Similarity NPD6016 Approved
0.5772 Remote Similarity NPD8033 Approved
0.5772 Remote Similarity NPD6015 Approved
0.5763 Remote Similarity NPD8297 Approved
0.5763 Remote Similarity NPD6882 Approved
0.5752 Remote Similarity NPD6052 Approved
0.5748 Remote Similarity NPD7736 Approved
0.5739 Remote Similarity NPD6412 Phase 2
0.5726 Remote Similarity NPD6370 Approved
0.5726 Remote Similarity NPD5988 Approved
0.5702 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5702 Remote Similarity NPD6009 Approved
0.5702 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5701 Remote Similarity NPD7637 Suspended
0.5691 Remote Similarity NPD6059 Approved
0.5688 Remote Similarity NPD5210 Approved
0.5688 Remote Similarity NPD4629 Approved
0.5682 Remote Similarity NPD3198 Approved
0.568 Remote Similarity NPD7604 Phase 2
0.5669 Remote Similarity NPD8293 Discontinued
0.5664 Remote Similarity NPD5211 Phase 2
0.5664 Remote Similarity NPD7632 Discontinued
0.566 Remote Similarity NPD4753 Phase 2
0.5656 Remote Similarity NPD7328 Approved
0.5656 Remote Similarity NPD7327 Approved
0.5645 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5645 Remote Similarity NPD5983 Phase 2
0.5631 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5625 Remote Similarity NPD4696 Approved
0.5625 Remote Similarity NPD5285 Approved
0.5625 Remote Similarity NPD5286 Approved
0.562 Remote Similarity NPD6274 Approved
0.561 Remote Similarity NPD7516 Approved
0.5603 Remote Similarity NPD6685 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