Structure

Physi-Chem Properties

Molecular Weight:  608.5
Volume:  678.863
LogP:  10.021
LogD:  4.989
LogS:  -6.333
# Rotatable Bonds:  28
TPSA:  103.29
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.071
Synthetic Accessibility Score:  4.325
Fsp3:  0.892
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.258
MDCK Permeability:  1.2410249837557785e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.949
Human Intestinal Absorption (HIA):  0.011
20% Bioavailability (F20%):  0.999
30% Bioavailability (F30%):  0.933

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.005
Plasma Protein Binding (PPB):  98.48542022705078%
Volume Distribution (VD):  1.254
Pgp-substrate:  1.9363950490951538%

ADMET: Metabolism

CYP1A2-inhibitor:  0.044
CYP1A2-substrate:  0.184
CYP2C19-inhibitor:  0.069
CYP2C19-substrate:  0.049
CYP2C9-inhibitor:  0.046
CYP2C9-substrate:  0.981
CYP2D6-inhibitor:  0.023
CYP2D6-substrate:  0.114
CYP3A4-inhibitor:  0.132
CYP3A4-substrate:  0.012

ADMET: Excretion

Clearance (CL):  4.69
Half-life (T1/2):  0.079

ADMET: Toxicity

hERG Blockers:  0.324
Human Hepatotoxicity (H-HT):  0.16
Drug-inuced Liver Injury (DILI):  0.044
AMES Toxicity:  0.008
Rat Oral Acute Toxicity:  0.032
Maximum Recommended Daily Dose:  0.489
Skin Sensitization:  0.971
Carcinogencity:  0.022
Eye Corrosion:  0.004
Eye Irritation:  0.051
Respiratory Toxicity:  0.381

Download Data

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

  Natural Product: NPC100921

Natural Product ID:  NPC100921
Common Name*:   Tonkinecin
IUPAC Name:   (2S)-4-[(3S,15R)-3,15-dihydroxy-15-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]pentadecyl]-2-methyl-2H-furan-5-one
Synonyms:   Tonkinecin
Standard InCHIKey:  BJNHGCXQPCYJLU-CXPQHEJVSA-N
Standard InCHI:  InChI=1S/C37H68O6/c1-3-4-5-6-7-8-11-14-17-20-23-33(39)35-27-28-36(43-35)34(40)24-21-18-15-12-9-10-13-16-19-22-32(38)26-25-31-29-30(2)42-37(31)41/h29-30,32-36,38-40H,3-28H2,1-2H3/t30-,32-,33+,34+,35+,36+/m0/s1
SMILES:  CCCCCCCCCCCC[C@H]([C@H]1CC[C@H]([C@@H](CCCCCCCCCCC[C@@H](CCC2=C[C@H](C)OC2=O)O)O)O1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL443402
PubChem CID:   177289
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0001334] Fatty alcohols
          • [CHEMONTID:0002518] Annonaceous acetogenins

*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
NPO32912 uvaria tonkinesis Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[8778240]

☑ 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
NPT116 Cell Line HL-60 Homo sapiens IC50 = 520.0 nM PMID[484948]
NPT180 Cell Line HCT-8 Homo sapiens IC50 = 380.0 nM PMID[484948]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 1500.0 nM PMID[484948]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 5100.0 nM PMID[484948]

☑ 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 NPC100921 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
1.0 High Similarity NPC477018
0.9875 High Similarity NPC309211
0.9875 High Similarity NPC477010
0.9753 High Similarity NPC470401
0.9753 High Similarity NPC159750
0.9753 High Similarity NPC473649
0.9753 High Similarity NPC154097
0.9634 High Similarity NPC89001
0.9625 High Similarity NPC156804
0.962 High Similarity NPC11332
0.962 High Similarity NPC131002
0.962 High Similarity NPC65930
0.962 High Similarity NPC145914
0.962 High Similarity NPC94875
0.962 High Similarity NPC475159
0.962 High Similarity NPC473712
0.962 High Similarity NPC473780
0.962 High Similarity NPC180363
0.962 High Similarity NPC329829
0.962 High Similarity NPC473529
0.962 High Similarity NPC73310
0.9518 High Similarity NPC477016
0.9518 High Similarity NPC477011
0.9518 High Similarity NPC477017
0.9506 High Similarity NPC77871
0.9506 High Similarity NPC39279
0.9506 High Similarity NPC9678
0.9506 High Similarity NPC25764
0.9506 High Similarity NPC319036
0.9506 High Similarity NPC329838
0.9506 High Similarity NPC329615
0.9506 High Similarity NPC475268
0.9506 High Similarity NPC292809
0.9506 High Similarity NPC470400
0.9506 High Similarity NPC471567
0.9506 High Similarity NPC473671
0.9506 High Similarity NPC235809
0.9506 High Similarity NPC120398
0.9506 High Similarity NPC322529
0.9506 High Similarity NPC202055
0.9506 High Similarity NPC39167
0.9506 High Similarity NPC473156
0.95 High Similarity NPC253801
0.95 High Similarity NPC144415
0.939 High Similarity NPC231096
0.939 High Similarity NPC240695
0.939 High Similarity NPC142117
0.939 High Similarity NPC232555
0.939 High Similarity NPC473840
0.939 High Similarity NPC475581
0.939 High Similarity NPC25703
0.939 High Similarity NPC62118
0.939 High Similarity NPC293136
0.939 High Similarity NPC241360
0.939 High Similarity NPC114694
0.939 High Similarity NPC282815
0.939 High Similarity NPC219652
0.939 High Similarity NPC171174
0.939 High Similarity NPC107717
0.939 High Similarity NPC112685
0.939 High Similarity NPC132940
0.9383 High Similarity NPC163093
0.9286 High Similarity NPC280612
0.9277 High Similarity NPC476583
0.9277 High Similarity NPC258068
0.9277 High Similarity NPC473995
0.9277 High Similarity NPC477012
0.9277 High Similarity NPC20533
0.9268 High Similarity NPC66346
0.9268 High Similarity NPC473669
0.9268 High Similarity NPC110710
0.9268 High Similarity NPC82795
0.9268 High Similarity NPC286338
0.9268 High Similarity NPC132496
0.9268 High Similarity NPC103284
0.9268 High Similarity NPC1083
0.9268 High Similarity NPC107986
0.9268 High Similarity NPC223871
0.9268 High Similarity NPC283085
0.9268 High Similarity NPC473478
0.9268 High Similarity NPC473651
0.9268 High Similarity NPC231009
0.9268 High Similarity NPC477013
0.9268 High Similarity NPC477014
0.9167 High Similarity NPC191929
0.9167 High Similarity NPC274446
0.9167 High Similarity NPC151403
0.9167 High Similarity NPC20339
0.9167 High Similarity NPC171135
0.9167 High Similarity NPC473905
0.9167 High Similarity NPC21208
0.9167 High Similarity NPC169511
0.9167 High Similarity NPC233551
0.9167 High Similarity NPC234077
0.9167 High Similarity NPC81045
0.9167 High Similarity NPC40376
0.9167 High Similarity NPC39754
0.9167 High Similarity NPC320458
0.9167 High Similarity NPC100454
0.9167 High Similarity NPC261952
0.9167 High Similarity NPC280621
0.9167 High Similarity NPC133730
0.9167 High Similarity NPC172821
0.9167 High Similarity NPC242364
0.9167 High Similarity NPC287164
0.9167 High Similarity NPC61257
0.9167 High Similarity NPC48338
0.9167 High Similarity NPC320569
0.9157 High Similarity NPC134807
0.9157 High Similarity NPC473687
0.9157 High Similarity NPC308412
0.9157 High Similarity NPC210218
0.9157 High Similarity NPC103523
0.9157 High Similarity NPC477015
0.9157 High Similarity NPC219498
0.9157 High Similarity NPC279267
0.9157 High Similarity NPC134885
0.9157 High Similarity NPC204686
0.9157 High Similarity NPC134865
0.9157 High Similarity NPC69082
0.9059 High Similarity NPC318963
0.9059 High Similarity NPC91067
0.9059 High Similarity NPC473504
0.9059 High Similarity NPC20621
0.9059 High Similarity NPC40066
0.9059 High Similarity NPC93794
0.9059 High Similarity NPC42598
0.9059 High Similarity NPC81778
0.9048 High Similarity NPC178215
0.8966 High Similarity NPC11456
0.8953 High Similarity NPC239517
0.8953 High Similarity NPC473904
0.8929 High Similarity NPC47937
0.8837 High Similarity NPC14901
0.8837 High Similarity NPC139418
0.8837 High Similarity NPC130359
0.881 High Similarity NPC182383
0.875 High Similarity NPC473561
0.875 High Similarity NPC473663
0.875 High Similarity NPC473520
0.875 High Similarity NPC475173
0.875 High Similarity NPC473723
0.8636 High Similarity NPC473707
0.8523 High Similarity NPC474761
0.8523 High Similarity NPC476004
0.8427 Intermediate Similarity NPC30515
0.8409 Intermediate Similarity NPC295312
0.8372 Intermediate Similarity NPC21469
0.8333 Intermediate Similarity NPC81419
0.8333 Intermediate Similarity NPC179746
0.8315 Intermediate Similarity NPC51004
0.8315 Intermediate Similarity NPC473619
0.8276 Intermediate Similarity NPC164393
0.8222 Intermediate Similarity NPC208886
0.8222 Intermediate Similarity NPC473321
0.8222 Intermediate Similarity NPC184463
0.8222 Intermediate Similarity NPC12172
0.8202 Intermediate Similarity NPC474032
0.8202 Intermediate Similarity NPC307411
0.8182 Intermediate Similarity NPC248602
0.8161 Intermediate Similarity NPC137033
0.8152 Intermediate Similarity NPC36954
0.814 Intermediate Similarity NPC11620
0.8132 Intermediate Similarity NPC295204
0.8132 Intermediate Similarity NPC476300
0.8132 Intermediate Similarity NPC475912
0.8132 Intermediate Similarity NPC162205
0.8132 Intermediate Similarity NPC288240
0.8132 Intermediate Similarity NPC273579
0.8125 Intermediate Similarity NPC84038
0.809 Intermediate Similarity NPC202672
0.809 Intermediate Similarity NPC153805
0.809 Intermediate Similarity NPC474471
0.809 Intermediate Similarity NPC227379
0.8085 Intermediate Similarity NPC473326
0.8068 Intermediate Similarity NPC284902
0.8046 Intermediate Similarity NPC474780
0.8046 Intermediate Similarity NPC474251
0.8043 Intermediate Similarity NPC81386
0.8043 Intermediate Similarity NPC474035
0.8025 Intermediate Similarity NPC474705
0.7957 Intermediate Similarity NPC14961
0.7957 Intermediate Similarity NPC270013
0.7955 Intermediate Similarity NPC329749
0.7935 Intermediate Similarity NPC212486
0.7912 Intermediate Similarity NPC473448
0.7889 Intermediate Similarity NPC177629
0.7889 Intermediate Similarity NPC473715
0.7889 Intermediate Similarity NPC58219
0.7889 Intermediate Similarity NPC281516
0.7872 Intermediate Similarity NPC477921
0.7872 Intermediate Similarity NPC476315
0.7865 Intermediate Similarity NPC474949
0.7865 Intermediate Similarity NPC475019
0.7857 Intermediate Similarity NPC475711
0.7841 Intermediate Similarity NPC243618
0.7841 Intermediate Similarity NPC9868
0.7841 Intermediate Similarity NPC70424
0.7802 Intermediate Similarity NPC92974
0.7791 Intermediate Similarity NPC47653

  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 NPC100921 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
0.7717 Intermediate Similarity NPD46 Approved
0.7717 Intermediate Similarity NPD6698 Approved
0.7447 Intermediate Similarity NPD7983 Approved
0.7353 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD7838 Discovery
0.7174 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD6686 Approved
0.6869 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6832 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6829 Remote Similarity NPD3197 Phase 1
0.6822 Remote Similarity NPD6371 Approved
0.6786 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4251 Approved
0.6667 Remote Similarity NPD4250 Approved
0.6633 Remote Similarity NPD5785 Approved
0.6606 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6596 Remote Similarity NPD5362 Discontinued
0.6596 Remote Similarity NPD7154 Phase 3
0.6562 Remote Similarity NPD4249 Approved
0.6545 Remote Similarity NPD6053 Discontinued
0.6505 Remote Similarity NPD7638 Approved
0.6505 Remote Similarity NPD4225 Approved
0.65 Remote Similarity NPD5778 Approved
0.65 Remote Similarity NPD5779 Approved
0.6489 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6489 Remote Similarity NPD6435 Approved
0.6484 Remote Similarity NPD4756 Discovery
0.6471 Remote Similarity NPD7839 Suspended
0.6458 Remote Similarity NPD5363 Approved
0.6458 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6442 Remote Similarity NPD7640 Approved
0.6442 Remote Similarity NPD7639 Approved
0.6441 Remote Similarity NPD7507 Approved
0.6421 Remote Similarity NPD6110 Phase 1
0.6392 Remote Similarity NPD5786 Approved
0.6381 Remote Similarity NPD5344 Discontinued
0.6379 Remote Similarity NPD8516 Approved
0.6379 Remote Similarity NPD8513 Phase 3
0.6379 Remote Similarity NPD8517 Approved
0.6379 Remote Similarity NPD8515 Approved
0.6364 Remote Similarity NPD1695 Approved
0.6281 Remote Similarity NPD7319 Approved
0.6277 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6277 Remote Similarity NPD5368 Approved
0.6273 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6271 Remote Similarity NPD7829 Approved
0.6271 Remote Similarity NPD7830 Approved
0.6265 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6264 Remote Similarity NPD8039 Approved
0.6237 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6163 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6146 Remote Similarity NPD4269 Approved
0.6146 Remote Similarity NPD4270 Approved
0.6146 Remote Similarity NPD5209 Approved
0.6125 Remote Similarity NPD4266 Approved
0.6125 Remote Similarity NPD3728 Approved
0.6125 Remote Similarity NPD3730 Approved
0.6125 Remote Similarity NPD3194 Approved
0.6125 Remote Similarity NPD3195 Phase 2
0.6125 Remote Similarity NPD3196 Approved
0.6122 Remote Similarity NPD1694 Approved
0.6116 Remote Similarity NPD8074 Phase 3
0.6105 Remote Similarity NPD4252 Approved
0.6092 Remote Similarity NPD7331 Phase 2
0.6082 Remote Similarity NPD5332 Approved
0.6082 Remote Similarity NPD5331 Approved
0.6064 Remote Similarity NPD4271 Approved
0.6064 Remote Similarity NPD4268 Approved
0.6063 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6053 Remote Similarity NPD4632 Approved
0.6042 Remote Similarity NPD5369 Approved
0.6042 Remote Similarity NPD4790 Discontinued
0.604 Remote Similarity NPD6101 Approved
0.604 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6034 Remote Similarity NPD7115 Discovery
0.6024 Remote Similarity NPD6109 Phase 1
0.6 Remote Similarity NPD3172 Approved
0.6 Remote Similarity NPD7642 Approved
0.5983 Remote Similarity NPD7641 Discontinued
0.5981 Remote Similarity NPD6648 Approved
0.5966 Remote Similarity NPD8444 Approved
0.5965 Remote Similarity NPD8297 Approved
0.5962 Remote Similarity NPD5282 Discontinued
0.595 Remote Similarity NPD7492 Approved
0.5949 Remote Similarity NPD6927 Phase 3
0.5946 Remote Similarity NPD6412 Phase 2
0.5938 Remote Similarity NPD4819 Approved
0.5938 Remote Similarity NPD4821 Approved
0.5938 Remote Similarity NPD4820 Approved
0.5938 Remote Similarity NPD4822 Approved
0.5935 Remote Similarity NPD7736 Approved
0.593 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5929 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5922 Remote Similarity NPD6411 Approved
0.5909 Remote Similarity NPD3704 Approved
0.5902 Remote Similarity NPD6616 Approved
0.59 Remote Similarity NPD6422 Discontinued
0.5882 Remote Similarity NPD8294 Approved
0.5882 Remote Similarity NPD6319 Approved
0.5882 Remote Similarity NPD6054 Approved
0.5882 Remote Similarity NPD8377 Approved
0.5872 Remote Similarity NPD7632 Discontinued
0.5854 Remote Similarity NPD8293 Discontinued
0.5854 Remote Similarity NPD7078 Approved
0.5847 Remote Similarity NPD7327 Approved
0.5847 Remote Similarity NPD7328 Approved
0.5833 Remote Similarity NPD8378 Approved
0.5833 Remote Similarity NPD8379 Approved
0.5833 Remote Similarity NPD8380 Approved
0.5833 Remote Similarity NPD8033 Approved
0.5833 Remote Similarity NPD8296 Approved
0.5833 Remote Similarity NPD8335 Approved
0.581 Remote Similarity NPD7748 Approved
0.5798 Remote Similarity NPD7516 Approved
0.5794 Remote Similarity NPD7260 Phase 2
0.5785 Remote Similarity NPD6370 Approved
0.5772 Remote Similarity NPD8451 Approved
0.5769 Remote Similarity NPD7637 Suspended
0.5763 Remote Similarity NPD6009 Approved
0.5752 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5752 Remote Similarity NPD7320 Approved
0.5752 Remote Similarity NPD6899 Approved
0.5752 Remote Similarity NPD6881 Approved
0.575 Remote Similarity NPD29 Approved
0.575 Remote Similarity NPD6059 Approved
0.575 Remote Similarity NPD28 Approved
0.5748 Remote Similarity NPD6845 Suspended
0.5739 Remote Similarity NPD2204 Approved
0.5739 Remote Similarity NPD8130 Phase 1
0.5739 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5738 Remote Similarity NPD8328 Phase 3
0.5738 Remote Similarity NPD7604 Phase 2
0.573 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5728 Remote Similarity NPD5370 Suspended
0.5726 Remote Similarity NPD8448 Approved
0.5714 Remote Similarity NPD6008 Approved
0.5714 Remote Similarity NPD7128 Approved
0.5714 Remote Similarity NPD6675 Approved
0.5714 Remote Similarity NPD5739 Approved
0.5714 Remote Similarity NPD6402 Approved
0.5702 Remote Similarity NPD5983 Phase 2
0.5702 Remote Similarity NPD6015 Approved
0.5702 Remote Similarity NPD6016 Approved
0.5701 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5682 Remote Similarity NPD7909 Approved
0.5676 Remote Similarity NPD6647 Phase 2
0.5664 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5664 Remote Similarity NPD5697 Approved
0.5657 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5656 Remote Similarity NPD5988 Approved
0.5656 Remote Similarity NPD8080 Discontinued
0.5652 Remote Similarity NPD6421 Discontinued
0.5652 Remote Similarity NPD7290 Approved
0.5652 Remote Similarity NPD6883 Approved
0.5652 Remote Similarity NPD7102 Approved
0.5648 Remote Similarity NPD6083 Phase 2
0.5648 Remote Similarity NPD6084 Phase 2
0.5648 Remote Similarity NPD7902 Approved
0.5647 Remote Similarity NPD9119 Approved
0.5647 Remote Similarity NPD69 Approved
0.5645 Remote Similarity NPD6336 Discontinued
0.5645 Remote Similarity NPD8273 Phase 1
0.5641 Remote Similarity NPD8133 Approved
0.5631 Remote Similarity NPD6903 Approved
0.563 Remote Similarity NPD7500 Approved
0.563 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5619 Remote Similarity NPD6079 Approved
0.5619 Remote Similarity NPD7515 Phase 2
0.5619 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5618 Remote Similarity NPD7341 Phase 2
0.5614 Remote Similarity NPD6011 Approved
0.5603 Remote Similarity NPD6650 Approved
0.5603 Remote Similarity NPD6649 Approved
0.5603 Remote Similarity NPD6617 Approved
0.5603 Remote Similarity NPD6869 Approved
0.5603 Remote Similarity NPD6847 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