Structure

Physi-Chem Properties

Molecular Weight:  109.05
Volume:  115.654
LogP:  0.967
LogD:  1.082
LogS:  -1.044
# Rotatable Bonds:  1
TPSA:  22.0
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.49
Synthetic Accessibility Score:  2.613
Fsp3:  0.167
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.524
MDCK Permeability:  2.3463422621716745e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.003
Human Intestinal Absorption (HIA):  0.053
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  0.01

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.897
Plasma Protein Binding (PPB):  23.512788772583008%
Volume Distribution (VD):  1.724
Pgp-substrate:  76.74546813964844%

ADMET: Metabolism

CYP1A2-inhibitor:  0.897
CYP1A2-substrate:  0.757
CYP2C19-inhibitor:  0.099
CYP2C19-substrate:  0.53
CYP2C9-inhibitor:  0.015
CYP2C9-substrate:  0.262
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.501
CYP3A4-inhibitor:  0.008
CYP3A4-substrate:  0.246

ADMET: Excretion

Clearance (CL):  9.187
Half-life (T1/2):  0.839

ADMET: Toxicity

hERG Blockers:  0.007
Human Hepatotoxicity (H-HT):  0.102
Drug-inuced Liver Injury (DILI):  0.039
AMES Toxicity:  0.05
Rat Oral Acute Toxicity:  0.075
Maximum Recommended Daily Dose:  0.115
Skin Sensitization:  0.105
Carcinogencity:  0.224
Eye Corrosion:  0.438
Eye Irritation:  0.893
Respiratory Toxicity:  0.783

Download Data

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

  Natural Product: NPC71220

Natural Product ID:  NPC71220
Common Name*:   Rac-Manzamenone L
IUPAC Name:   trimethyl (3aR,4S,7S,7aS)-1,6-dihexadecyl-7a-hydroxy-3-oxo-4,7-dihydro-3aH-indene-2,4,7-tricarboxylate
Synonyms:   Rac-Manzamenone L
Standard InCHIKey:  LVUKETPGBQCBII-RVHYQTMKSA-N
Standard InCHI:  InChI=1S/C47H80O8/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-37-36-38(44(49)53-3)42-43(48)40(45(50)54-4)39(47(42,52)41(37)46(51)55-5)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h36,38,41-42,52H,6-35H2,1-5H3/t38-,41+,42-,47+/m0/s1
SMILES:  CCCCCCCCCCCCCCCCC1=C[C@@H]([C@H]2C(=O)C(=C(CCCCCCCCCCCCCCCC)[C@]2([C@H]1C(=O)OC)O)C(=O)OC)C(=O)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2314098
PubChem CID:   71518710
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000513] Eicosanoids
          • [CHEMONTID:0001021] Clavulones 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
NPO32577 plakortis sp. Species Plakinidae Eukaryota n.a. Caribbean n.a. PMID[11720540]
NPO32577 plakortis sp. Species Plakinidae Eukaryota n.a. n.a. n.a. PMID[14738400]
NPO32577 plakortis sp. Species Plakinidae Eukaryota n.a. rock wall at 96 m depth, near Blue Hole, Orote Peninsula, Guam n.a. PMID[19618913]
NPO32577 plakortis sp. Species Plakinidae Eukaryota n.a. n.a. n.a. PMID[20235550]
NPO32577 plakortis sp. Species Plakinidae Eukaryota n.a. Okinawan n.a. PMID[23186727]
NPO32577 plakortis sp. Species Plakinidae Eukaryota n.a. n.a. n.a. PMID[7760075]
NPO32577 plakortis sp. Species Plakinidae Eukaryota n.a. n.a. n.a. PMID[9722495]

☑ 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
NPT85 Organism Filobasidiella neoformans Cryptococcus neoformans IC50 > 32.0 ug.mL-1 PMID[501539]
NPT20 Organism Candida albicans Candida albicans IC50 > 32.0 ug.mL-1 PMID[501539]
NPT330 Organism Trichophyton mentagrophytes Trichophyton mentagrophytes IC50 > 32.0 ug.mL-1 PMID[501539]
NPT21 Organism Aspergillus niger Aspergillus niger IC50 > 32.0 ug.mL-1 PMID[501539]
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC > 32.0 ug.mL-1 PMID[501539]
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC > 32.0 ug.mL-1 PMID[501539]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 32.0 ug.mL-1 PMID[501539]
NPT19 Organism Escherichia coli Escherichia coli MIC > 32.0 ug.mL-1 PMID[501539]

☑ 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 NPC71220 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 NPC137286
0.807 Intermediate Similarity NPC472934
0.7982 Intermediate Similarity NPC472935
0.7982 Intermediate Similarity NPC190867
0.7963 Intermediate Similarity NPC475321
0.7931 Intermediate Similarity NPC472933
0.7913 Intermediate Similarity NPC239273
0.785 Intermediate Similarity NPC280963
0.7826 Intermediate Similarity NPC54739
0.7826 Intermediate Similarity NPC148458
0.7797 Intermediate Similarity NPC472000
0.7797 Intermediate Similarity NPC471999
0.7759 Intermediate Similarity NPC472927
0.7731 Intermediate Similarity NPC269642
0.7727 Intermediate Similarity NPC470104
0.7714 Intermediate Similarity NPC53685
0.7692 Intermediate Similarity NPC470420
0.7685 Intermediate Similarity NPC241221
0.7679 Intermediate Similarity NPC469508
0.7664 Intermediate Similarity NPC477268
0.7664 Intermediate Similarity NPC472690
0.7664 Intermediate Similarity NPC477267
0.7664 Intermediate Similarity NPC472689
0.7658 Intermediate Similarity NPC103088
0.7658 Intermediate Similarity NPC470979
0.7658 Intermediate Similarity NPC470975
0.7652 Intermediate Similarity NPC312017
0.7652 Intermediate Similarity NPC474937
0.7652 Intermediate Similarity NPC9848
0.7652 Intermediate Similarity NPC159333
0.7652 Intermediate Similarity NPC52634
0.7652 Intermediate Similarity NPC472929
0.7647 Intermediate Similarity NPC46570
0.7647 Intermediate Similarity NPC472001
0.7647 Intermediate Similarity NPC310511
0.7632 Intermediate Similarity NPC472928
0.7615 Intermediate Similarity NPC475099
0.7611 Intermediate Similarity NPC273433
0.7603 Intermediate Similarity NPC473709
0.7603 Intermediate Similarity NPC473919
0.7586 Intermediate Similarity NPC474872
0.7583 Intermediate Similarity NPC107493
0.7568 Intermediate Similarity NPC100487
0.7565 Intermediate Similarity NPC170212
0.7565 Intermediate Similarity NPC17138
0.7565 Intermediate Similarity NPC475391
0.7565 Intermediate Similarity NPC265499
0.7565 Intermediate Similarity NPC221511
0.7565 Intermediate Similarity NPC269530
0.7565 Intermediate Similarity NPC475524
0.7565 Intermediate Similarity NPC100267
0.7565 Intermediate Similarity NPC471933
0.7565 Intermediate Similarity NPC151216
0.7565 Intermediate Similarity NPC89227
0.7565 Intermediate Similarity NPC215643
0.7565 Intermediate Similarity NPC101825
0.7545 Intermediate Similarity NPC66110
0.7545 Intermediate Similarity NPC475320
0.7544 Intermediate Similarity NPC206595
0.7541 Intermediate Similarity NPC473635
0.7525 Intermediate Similarity NPC470918
0.7522 Intermediate Similarity NPC151393
0.7522 Intermediate Similarity NPC322903
0.7521 Intermediate Similarity NPC472399
0.7521 Intermediate Similarity NPC469789
0.7521 Intermediate Similarity NPC176840
0.7521 Intermediate Similarity NPC473802
0.75 Intermediate Similarity NPC223450
0.75 Intermediate Similarity NPC71889
0.75 Intermediate Similarity NPC25909
0.75 Intermediate Similarity NPC962
0.75 Intermediate Similarity NPC471204
0.75 Intermediate Similarity NPC472926
0.748 Intermediate Similarity NPC471940
0.7479 Intermediate Similarity NPC475041
0.7479 Intermediate Similarity NPC180640
0.7479 Intermediate Similarity NPC5292
0.7478 Intermediate Similarity NPC474871
0.7478 Intermediate Similarity NPC260786
0.7478 Intermediate Similarity NPC174471
0.7478 Intermediate Similarity NPC287311
0.7478 Intermediate Similarity NPC96739
0.7478 Intermediate Similarity NPC115303
0.7477 Intermediate Similarity NPC236390
0.746 Intermediate Similarity NPC469674
0.746 Intermediate Similarity NPC469673
0.7458 Intermediate Similarity NPC10721
0.7455 Intermediate Similarity NPC101067
0.7455 Intermediate Similarity NPC116139
0.7455 Intermediate Similarity NPC477871
0.7455 Intermediate Similarity NPC62670
0.7455 Intermediate Similarity NPC477870
0.7455 Intermediate Similarity NPC206079
0.7455 Intermediate Similarity NPC146822
0.7455 Intermediate Similarity NPC476213
0.7455 Intermediate Similarity NPC476246
0.7455 Intermediate Similarity NPC476134
0.7455 Intermediate Similarity NPC323441
0.7453 Intermediate Similarity NPC472871
0.7451 Intermediate Similarity NPC476628
0.744 Intermediate Similarity NPC279478
0.744 Intermediate Similarity NPC241935
0.7438 Intermediate Similarity NPC470419
0.7438 Intermediate Similarity NPC19464
0.7438 Intermediate Similarity NPC470265
0.7438 Intermediate Similarity NPC23786
0.7436 Intermediate Similarity NPC238667
0.7436 Intermediate Similarity NPC471380
0.7434 Intermediate Similarity NPC26617
0.7434 Intermediate Similarity NPC112780
0.7431 Intermediate Similarity NPC23364
0.7431 Intermediate Similarity NPC471932
0.7417 Intermediate Similarity NPC19336
0.7417 Intermediate Similarity NPC109973
0.7417 Intermediate Similarity NPC476962
0.7417 Intermediate Similarity NPC185876
0.7414 Intermediate Similarity NPC317687
0.7414 Intermediate Similarity NPC66108
0.7414 Intermediate Similarity NPC221144
0.7411 Intermediate Similarity NPC472868
0.7411 Intermediate Similarity NPC28656
0.7411 Intermediate Similarity NPC146731
0.7411 Intermediate Similarity NPC118911
0.7407 Intermediate Similarity NPC118159
0.7404 Intermediate Similarity NPC474854
0.7402 Intermediate Similarity NPC476823
0.7398 Intermediate Similarity NPC471939
0.7398 Intermediate Similarity NPC293112
0.7395 Intermediate Similarity NPC472760
0.7395 Intermediate Similarity NPC288679
0.7395 Intermediate Similarity NPC153440
0.7391 Intermediate Similarity NPC477103
0.7391 Intermediate Similarity NPC129689
0.7387 Intermediate Similarity NPC195290
0.7387 Intermediate Similarity NPC183571
0.7387 Intermediate Similarity NPC476126
0.7387 Intermediate Similarity NPC234892
0.7387 Intermediate Similarity NPC204450
0.7387 Intermediate Similarity NPC476235
0.7383 Intermediate Similarity NPC477131
0.7381 Intermediate Similarity NPC34963
0.7381 Intermediate Similarity NPC472769
0.7377 Intermediate Similarity NPC67251
0.7377 Intermediate Similarity NPC204812
0.7377 Intermediate Similarity NPC472768
0.7373 Intermediate Similarity NPC49492
0.7373 Intermediate Similarity NPC190286
0.7373 Intermediate Similarity NPC471127
0.7373 Intermediate Similarity NPC266728
0.7373 Intermediate Similarity NPC234858
0.7373 Intermediate Similarity NPC154363
0.7368 Intermediate Similarity NPC295244
0.7368 Intermediate Similarity NPC476479
0.7368 Intermediate Similarity NPC476802
0.7368 Intermediate Similarity NPC89171
0.7364 Intermediate Similarity NPC476933
0.7364 Intermediate Similarity NPC54705
0.7364 Intermediate Similarity NPC476274
0.7364 Intermediate Similarity NPC51370
0.7364 Intermediate Similarity NPC218383
0.736 Intermediate Similarity NPC472770
0.736 Intermediate Similarity NPC231529
0.7358 Intermediate Similarity NPC300312
0.7358 Intermediate Similarity NPC261607
0.7358 Intermediate Similarity NPC111114
0.7355 Intermediate Similarity NPC470418
0.7355 Intermediate Similarity NPC472401
0.7355 Intermediate Similarity NPC52839
0.7355 Intermediate Similarity NPC67569
0.735 Intermediate Similarity NPC250109
0.7345 Intermediate Similarity NPC196528
0.7345 Intermediate Similarity NPC1679
0.7345 Intermediate Similarity NPC51452
0.7345 Intermediate Similarity NPC243998
0.7339 Intermediate Similarity NPC298841
0.7339 Intermediate Similarity NPC42399
0.7339 Intermediate Similarity NPC40812
0.7339 Intermediate Similarity NPC124246
0.7339 Intermediate Similarity NPC287423
0.7333 Intermediate Similarity NPC476960
0.7333 Intermediate Similarity NPC270850
0.7333 Intermediate Similarity NPC472667
0.7333 Intermediate Similarity NPC477092
0.7333 Intermediate Similarity NPC305260
0.7328 Intermediate Similarity NPC317107
0.7328 Intermediate Similarity NPC475937
0.7328 Intermediate Similarity NPC324683
0.7328 Intermediate Similarity NPC158523
0.7323 Intermediate Similarity NPC58029
0.7321 Intermediate Similarity NPC8196
0.7321 Intermediate Similarity NPC55872
0.7321 Intermediate Similarity NPC475873
0.7321 Intermediate Similarity NPC474165
0.7321 Intermediate Similarity NPC474775
0.7321 Intermediate Similarity NPC69171
0.7317 Intermediate Similarity NPC8369
0.7317 Intermediate Similarity NPC318135
0.7317 Intermediate Similarity NPC476729
0.7317 Intermediate Similarity NPC32868
0.7317 Intermediate Similarity NPC241456

  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 NPC71220 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
0.7434 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD6053 Discontinued
0.7241 Intermediate Similarity NPD6371 Approved
0.7155 Intermediate Similarity NPD6373 Approved
0.7155 Intermediate Similarity NPD6372 Approved
0.713 Intermediate Similarity NPD5779 Approved
0.713 Intermediate Similarity NPD5778 Approved
0.7048 Intermediate Similarity NPD5786 Approved
0.7034 Intermediate Similarity NPD6649 Approved
0.7034 Intermediate Similarity NPD6650 Approved
0.7025 Intermediate Similarity NPD7115 Discovery
0.6964 Remote Similarity NPD5696 Approved
0.6944 Remote Similarity NPD5785 Approved
0.6897 Remote Similarity NPD6008 Approved
0.6897 Remote Similarity NPD6402 Approved
0.6897 Remote Similarity NPD5739 Approved
0.6897 Remote Similarity NPD6675 Approved
0.6897 Remote Similarity NPD7128 Approved
0.6881 Remote Similarity NPD7983 Approved
0.6855 Remote Similarity NPD6319 Approved
0.6847 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6833 Remote Similarity NPD8297 Approved
0.6822 Remote Similarity NPD7319 Approved
0.6818 Remote Similarity NPD6399 Phase 3
0.68 Remote Similarity NPD8515 Approved
0.68 Remote Similarity NPD8513 Phase 3
0.68 Remote Similarity NPD8517 Approved
0.68 Remote Similarity NPD8516 Approved
0.6792 Remote Similarity NPD5363 Approved
0.6789 Remote Similarity NPD6698 Approved
0.6789 Remote Similarity NPD46 Approved
0.678 Remote Similarity NPD6899 Approved
0.678 Remote Similarity NPD6881 Approved
0.678 Remote Similarity NPD7320 Approved
0.6754 Remote Similarity NPD7639 Approved
0.6754 Remote Similarity NPD7640 Approved
0.675 Remote Similarity NPD8130 Phase 1
0.6727 Remote Similarity NPD5281 Approved
0.6727 Remote Similarity NPD5284 Approved
0.6726 Remote Similarity NPD6084 Phase 2
0.6726 Remote Similarity NPD6083 Phase 2
0.6719 Remote Similarity NPD7507 Approved
0.6696 Remote Similarity NPD5695 Phase 3
0.6695 Remote Similarity NPD5697 Approved
0.6695 Remote Similarity NPD5701 Approved
0.6694 Remote Similarity NPD6882 Approved
0.6667 Remote Similarity NPD6883 Approved
0.6667 Remote Similarity NPD8293 Discontinued
0.6667 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7290 Approved
0.6667 Remote Similarity NPD4270 Approved
0.6667 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD4269 Approved
0.6641 Remote Similarity NPD7492 Approved
0.6639 Remote Similarity NPD4632 Approved
0.6638 Remote Similarity NPD5211 Phase 2
0.6615 Remote Similarity NPD7736 Approved
0.6612 Remote Similarity NPD6847 Approved
0.6612 Remote Similarity NPD6617 Approved
0.6612 Remote Similarity NPD6869 Approved
0.6607 Remote Similarity NPD5282 Discontinued
0.6604 Remote Similarity NPD5362 Discontinued
0.6591 Remote Similarity NPD7260 Phase 2
0.6589 Remote Similarity NPD6616 Approved
0.6587 Remote Similarity NPD6054 Approved
0.6587 Remote Similarity NPD6059 Approved
0.6583 Remote Similarity NPD6013 Approved
0.6583 Remote Similarity NPD6014 Approved
0.6583 Remote Similarity NPD6012 Approved
0.6579 Remote Similarity NPD4755 Approved
0.6579 Remote Similarity NPD7902 Approved
0.6577 Remote Similarity NPD5693 Phase 1
0.6574 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6571 Remote Similarity NPD5369 Approved
0.6549 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6549 Remote Similarity NPD4629 Approved
0.6549 Remote Similarity NPD5210 Approved
0.6545 Remote Similarity NPD1695 Approved
0.6545 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6545 Remote Similarity NPD6101 Approved
0.6538 Remote Similarity NPD7078 Approved
0.6538 Remote Similarity NPD8074 Phase 3
0.6529 Remote Similarity NPD4634 Approved
0.6525 Remote Similarity NPD5141 Approved
0.6522 Remote Similarity NPD4225 Approved
0.6522 Remote Similarity NPD8029 Clinical (unspecified phase)
0.65 Remote Similarity NPD6011 Approved
0.65 Remote Similarity NPD6686 Approved
0.6491 Remote Similarity NPD7839 Suspended
0.6484 Remote Similarity NPD6370 Approved
0.648 Remote Similarity NPD6009 Approved
0.6476 Remote Similarity NPD4252 Approved
0.6475 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6466 Remote Similarity NPD5285 Approved
0.6466 Remote Similarity NPD4700 Approved
0.6466 Remote Similarity NPD5286 Approved
0.6466 Remote Similarity NPD4696 Approved
0.6434 Remote Similarity NPD8328 Phase 3
0.6429 Remote Similarity NPD6411 Approved
0.6417 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6406 Remote Similarity NPD6015 Approved
0.6406 Remote Similarity NPD6016 Approved
0.6396 Remote Similarity NPD6673 Approved
0.6396 Remote Similarity NPD6904 Approved
0.6396 Remote Similarity NPD5328 Approved
0.6396 Remote Similarity NPD4753 Phase 2
0.6396 Remote Similarity NPD6080 Approved
0.6364 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6357 Remote Similarity NPD5988 Approved
0.6356 Remote Similarity NPD5224 Approved
0.6356 Remote Similarity NPD5226 Approved
0.6356 Remote Similarity NPD5225 Approved
0.6356 Remote Similarity NPD4633 Approved
0.6355 Remote Similarity NPD6435 Approved
0.6355 Remote Similarity NPD4223 Phase 3
0.6355 Remote Similarity NPD4221 Approved
0.6348 Remote Similarity NPD4697 Phase 3
0.6341 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6339 Remote Similarity NPD7838 Discovery
0.6333 Remote Similarity NPD4768 Approved
0.6333 Remote Similarity NPD4767 Approved
0.633 Remote Similarity NPD5329 Approved
0.6321 Remote Similarity NPD4820 Approved
0.6321 Remote Similarity NPD4819 Approved
0.6321 Remote Similarity NPD4821 Approved
0.6321 Remote Similarity NPD5368 Approved
0.6321 Remote Similarity NPD4822 Approved
0.6316 Remote Similarity NPD7748 Approved
0.6316 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7900 Approved
0.6311 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6308 Remote Similarity NPD7604 Phase 2
0.6306 Remote Similarity NPD6672 Approved
0.6306 Remote Similarity NPD5737 Approved
0.6303 Remote Similarity NPD5174 Approved
0.6303 Remote Similarity NPD5175 Approved
0.6296 Remote Similarity NPD7154 Phase 3
0.6296 Remote Similarity NPD6845 Suspended
0.6283 Remote Similarity NPD6079 Approved
0.6283 Remote Similarity NPD6050 Approved
0.6283 Remote Similarity NPD7637 Suspended
0.6281 Remote Similarity NPD6412 Phase 2
0.6279 Remote Similarity NPD8033 Approved
0.6279 Remote Similarity NPD5983 Phase 2
0.6273 Remote Similarity NPD7521 Approved
0.6273 Remote Similarity NPD7146 Approved
0.6273 Remote Similarity NPD6409 Approved
0.6273 Remote Similarity NPD5330 Approved
0.6273 Remote Similarity NPD6684 Approved
0.6273 Remote Similarity NPD4519 Discontinued
0.6273 Remote Similarity NPD7334 Approved
0.6273 Remote Similarity NPD4623 Approved
0.6271 Remote Similarity NPD5344 Discontinued
0.6271 Remote Similarity NPD5223 Approved
0.627 Remote Similarity NPD6274 Approved
0.625 Remote Similarity NPD7100 Approved
0.625 Remote Similarity NPD7101 Approved
0.6241 Remote Similarity NPD8336 Approved
0.6241 Remote Similarity NPD8337 Approved
0.6239 Remote Similarity NPD4197 Approved
0.623 Remote Similarity NPD4730 Approved
0.623 Remote Similarity NPD4729 Approved
0.6228 Remote Similarity NPD4202 Approved
0.6218 Remote Similarity NPD7632 Discontinued
0.6216 Remote Similarity NPD4251 Approved
0.6216 Remote Similarity NPD4250 Approved
0.6212 Remote Similarity NPD6336 Discontinued
0.6204 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6202 Remote Similarity NPD8377 Approved
0.6202 Remote Similarity NPD8294 Approved
0.6195 Remote Similarity NPD5692 Phase 3
0.6195 Remote Similarity NPD5207 Approved
0.6186 Remote Similarity NPD6648 Approved
0.6182 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6182 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6182 Remote Similarity NPD1694 Approved
0.6174 Remote Similarity NPD6001 Approved
0.6172 Remote Similarity NPD7328 Approved
0.6172 Remote Similarity NPD6335 Approved
0.6172 Remote Similarity NPD7327 Approved
0.6168 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6167 Remote Similarity NPD4754 Approved
0.6162 Remote Similarity NPD7331 Phase 2
0.6161 Remote Similarity NPD6903 Approved
0.6161 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6161 Remote Similarity NPD5208 Approved
0.6154 Remote Similarity NPD8335 Approved
0.6154 Remote Similarity NPD8380 Approved
0.6154 Remote Similarity NPD8379 Approved
0.6154 Remote Similarity NPD8444 Approved
0.6154 Remote Similarity NPD8378 Approved
0.6154 Remote Similarity NPD7503 Approved
0.6154 Remote Similarity NPD6909 Approved
0.6154 Remote Similarity NPD8296 Approved
0.6154 Remote Similarity NPD6908 Approved
0.614 Remote Similarity NPD8035 Phase 2
0.614 Remote Similarity NPD5694 Approved
0.614 Remote Similarity NPD8034 Phase 2

  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