Structure

Physi-Chem Properties

Molecular Weight:  790.41
Volume:  802.734
LogP:  5.173
LogD:  2.912
LogS:  -5.622
# Rotatable Bonds:  9
TPSA:  193.58
# H-Bond Aceptor:  14
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.15
Synthetic Accessibility Score:  7.697
Fsp3:  0.714
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:  -5.123
MDCK Permeability:  0.0001953161263372749
Pgp-inhibitor:  0.998
Pgp-substrate:  0.998
Human Intestinal Absorption (HIA):  0.024
20% Bioavailability (F20%):  0.164
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.013
Plasma Protein Binding (PPB):  80.21946716308594%
Volume Distribution (VD):  1.769
Pgp-substrate:  6.676238059997559%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.045
CYP2C19-inhibitor:  0.185
CYP2C19-substrate:  0.33
CYP2C9-inhibitor:  0.79
CYP2C9-substrate:  0.042
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.043
CYP3A4-inhibitor:  0.934
CYP3A4-substrate:  0.917

ADMET: Excretion

Clearance (CL):  2.306
Half-life (T1/2):  0.144

ADMET: Toxicity

hERG Blockers:  0.657
Human Hepatotoxicity (H-HT):  0.966
Drug-inuced Liver Injury (DILI):  0.921
AMES Toxicity:  0.419
Rat Oral Acute Toxicity:  0.242
Maximum Recommended Daily Dose:  1.0
Skin Sensitization:  0.875
Carcinogencity:  0.114
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.917

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC473807

Natural Product ID:  NPC473807
Common Name*:   Bryostatin 17
IUPAC Name:   n.a.
Synonyms:   Bryostatin 17; Delta 19,20-Bryostatin 10
Standard InCHIKey:  QMDQQCXRPALIRV-WFWQRCFSSA-N
Standard InCHI:  InChI=1S/C42H62O14/c1-24(43)32-21-29-14-26(18-36(46)51-10)16-33(53-29)40(5,6)12-11-28-13-25(17-35(45)50-9)15-31(52-28)23-42(49)41(7,8)34(55-38(48)39(2,3)4)22-30(56-42)19-27(44)20-37(47)54-32/h11-12,16-18,24,27-32,34,43-44,49H,13-15,19-23H2,1-10H3/b12-11+,25-17+,26-18-/t24-,27-,28+,29+,30-,31+,32-,34+,42+/m1/s1
SMILES:  C[C@H]([C@H]1C[C@@H]2C/C(=C/C(=O)OC)/C=C(C(C)(C)/C=C/[C@H]3C/C(=CC(=O)OC)/C[C@@H](C[C@]4(C(C)(C)[C@H](C[C@@H](C[C@H](CC(=O)O1)O)O4)OC(=O)C(C)(C)C)O)O3)O2)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL452391
PubChem CID:   10533306
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000147] Macrolides and analogues

*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
NPO11979 Bugula neritina Species Bugulidae Eukaryota n.a. n.a. n.a. DOI[10.1021/ja00388a092]
NPO11979 Bugula neritina Species Bugulidae Eukaryota n.a. South China Sea n.a. PMID[25932671]
NPO11979 Bugula neritina Species Bugulidae Eukaryota n.a. Gulf of Aomori, Japan n.a. PMID[8691208]
NPO11979 Bugula neritina Species Bugulidae Eukaryota n.a. n.a. n.a. PMID[8882431]
NPO11979 Bugula neritina Species Bugulidae 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

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT182 Individual Protein Protein kinase C alpha Homo sapiens Ki = 188.0 nM PMID[508087]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 = 0.16 ug.mL-1 PMID[508087]
NPT399 Cell Line SF-295 Homo sapiens GI50 = 0.16 ug.mL-1 PMID[508087]
NPT376 Cell Line A498 Homo sapiens GI50 = 0.16 ug.mL-1 PMID[508087]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 = 0.16 ug.mL-1 PMID[508087]
NPT575 Cell Line KM-20L2 Homo sapiens GI50 = 0.16 ug.mL-1 PMID[508087]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 = 0.16 ug.mL-1 PMID[508087]
NPT168 Cell Line P388 Mus musculus ED50 = 1.9 10'-2 ug/ml PMID[508087]
NPT2 Others Unspecified ED50 = 0.3 ug ml-1 PMID[508086]
NPT2 Others Unspecified Inhibition = 100.0 % PMID[508086]

☑ 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 NPC473807 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
0.9412 High Similarity NPC193765
0.94 High Similarity NPC309398
0.9216 High Similarity NPC476738
0.9216 High Similarity NPC476740
0.9208 High Similarity NPC474581
0.9208 High Similarity NPC475367
0.9208 High Similarity NPC473816
0.8381 Intermediate Similarity NPC473596
0.8257 Intermediate Similarity NPC315836
0.8257 Intermediate Similarity NPC313668
0.8252 Intermediate Similarity NPC255410
0.8224 Intermediate Similarity NPC469869
0.8173 Intermediate Similarity NPC120299
0.8158 Intermediate Similarity NPC13710
0.8155 Intermediate Similarity NPC300710
0.8131 Intermediate Similarity NPC197736
0.8119 Intermediate Similarity NPC313670
0.8103 Intermediate Similarity NPC470829
0.8103 Intermediate Similarity NPC473228
0.8095 Intermediate Similarity NPC187761
0.8095 Intermediate Similarity NPC255592
0.8095 Intermediate Similarity NPC308567
0.8095 Intermediate Similarity NPC261377
0.8095 Intermediate Similarity NPC475653
0.8095 Intermediate Similarity NPC83895
0.8077 Intermediate Similarity NPC143446
0.8058 Intermediate Similarity NPC294293
0.8056 Intermediate Similarity NPC472748
0.8 Intermediate Similarity NPC40812
0.8 Intermediate Similarity NPC475332
0.7982 Intermediate Similarity NPC472749
0.7982 Intermediate Similarity NPC472751
0.7963 Intermediate Similarity NPC472747
0.7963 Intermediate Similarity NPC472750
0.7961 Intermediate Similarity NPC478037
0.7961 Intermediate Similarity NPC478036
0.7949 Intermediate Similarity NPC170880
0.7925 Intermediate Similarity NPC161855
0.7905 Intermediate Similarity NPC288350
0.7905 Intermediate Similarity NPC173329
0.7885 Intermediate Similarity NPC71589
0.787 Intermediate Similarity NPC472754
0.787 Intermediate Similarity NPC313569
0.7857 Intermediate Similarity NPC83005
0.7822 Intermediate Similarity NPC86005
0.7822 Intermediate Similarity NPC477959
0.7822 Intermediate Similarity NPC199382
0.781 Intermediate Similarity NPC170204
0.7807 Intermediate Similarity NPC478212
0.7797 Intermediate Similarity NPC469812
0.7797 Intermediate Similarity NPC476204
0.7797 Intermediate Similarity NPC183353
0.7797 Intermediate Similarity NPC170084
0.7788 Intermediate Similarity NPC320552
0.7788 Intermediate Similarity NPC320089
0.7788 Intermediate Similarity NPC159092
0.7778 Intermediate Similarity NPC2313
0.7778 Intermediate Similarity NPC154132
0.7778 Intermediate Similarity NPC472753
0.7778 Intermediate Similarity NPC57586
0.7778 Intermediate Similarity NPC475157
0.7778 Intermediate Similarity NPC471637
0.7778 Intermediate Similarity NPC475655
0.7759 Intermediate Similarity NPC478204
0.775 Intermediate Similarity NPC318135
0.7736 Intermediate Similarity NPC195645
0.7736 Intermediate Similarity NPC165332
0.7736 Intermediate Similarity NPC180722
0.7736 Intermediate Similarity NPC473291
0.7712 Intermediate Similarity NPC48692
0.7706 Intermediate Similarity NPC222062
0.7706 Intermediate Similarity NPC201191
0.7705 Intermediate Similarity NPC245094
0.7699 Intermediate Similarity NPC478211
0.7699 Intermediate Similarity NPC478209
0.7692 Intermediate Similarity NPC473617
0.7692 Intermediate Similarity NPC476075
0.7692 Intermediate Similarity NPC470379
0.7692 Intermediate Similarity NPC478205
0.7692 Intermediate Similarity NPC114172
0.7692 Intermediate Similarity NPC206679
0.7692 Intermediate Similarity NPC284707
0.7692 Intermediate Similarity NPC478206
0.7692 Intermediate Similarity NPC473828
0.7692 Intermediate Similarity NPC476084
0.7692 Intermediate Similarity NPC470373
0.7692 Intermediate Similarity NPC108581
0.7692 Intermediate Similarity NPC471324
0.7692 Intermediate Similarity NPC472199
0.7685 Intermediate Similarity NPC469871
0.7685 Intermediate Similarity NPC469870
0.7679 Intermediate Similarity NPC177524
0.7679 Intermediate Similarity NPC392
0.7679 Intermediate Similarity NPC219900
0.7667 Intermediate Similarity NPC315783
0.7664 Intermediate Similarity NPC266842
0.7652 Intermediate Similarity NPC311592
0.7652 Intermediate Similarity NPC75167
0.7642 Intermediate Similarity NPC469543
0.7636 Intermediate Similarity NPC284929
0.7636 Intermediate Similarity NPC118761
0.7636 Intermediate Similarity NPC197541
0.7636 Intermediate Similarity NPC472755
0.7636 Intermediate Similarity NPC267869
0.7636 Intermediate Similarity NPC234304
0.7632 Intermediate Similarity NPC247031
0.7632 Intermediate Similarity NPC100329
0.7632 Intermediate Similarity NPC126897
0.7632 Intermediate Similarity NPC97939
0.7632 Intermediate Similarity NPC132790
0.7632 Intermediate Similarity NPC297945
0.7627 Intermediate Similarity NPC67917
0.7627 Intermediate Similarity NPC314268
0.7627 Intermediate Similarity NPC77689
0.7627 Intermediate Similarity NPC211093
0.7627 Intermediate Similarity NPC313802
0.7627 Intermediate Similarity NPC477515
0.7627 Intermediate Similarity NPC473636
0.7627 Intermediate Similarity NPC473839
0.7619 Intermediate Similarity NPC472196
0.7619 Intermediate Similarity NPC61201
0.7619 Intermediate Similarity NPC238090
0.7619 Intermediate Similarity NPC158350
0.7619 Intermediate Similarity NPC472195
0.7619 Intermediate Similarity NPC109406
0.7611 Intermediate Similarity NPC133625
0.7611 Intermediate Similarity NPC478210
0.7607 Intermediate Similarity NPC474483
0.7607 Intermediate Similarity NPC53396
0.7607 Intermediate Similarity NPC475642
0.7607 Intermediate Similarity NPC98249
0.7607 Intermediate Similarity NPC473968
0.7596 Intermediate Similarity NPC473311
0.7596 Intermediate Similarity NPC327253
0.7593 Intermediate Similarity NPC40182
0.7593 Intermediate Similarity NPC203627
0.7593 Intermediate Similarity NPC198422
0.7589 Intermediate Similarity NPC474285
0.7589 Intermediate Similarity NPC254538
0.7586 Intermediate Similarity NPC181145
0.7578 Intermediate Similarity NPC75616
0.7568 Intermediate Similarity NPC472756
0.7568 Intermediate Similarity NPC203659
0.7565 Intermediate Similarity NPC66108
0.7563 Intermediate Similarity NPC476150
0.7563 Intermediate Similarity NPC476127
0.7559 Intermediate Similarity NPC289700
0.7559 Intermediate Similarity NPC62172
0.7559 Intermediate Similarity NPC127656
0.7549 Intermediate Similarity NPC186332
0.7549 Intermediate Similarity NPC47220
0.7549 Intermediate Similarity NPC164393
0.7547 Intermediate Similarity NPC5418
0.7547 Intermediate Similarity NPC159698
0.7547 Intermediate Similarity NPC472198
0.7547 Intermediate Similarity NPC256368
0.7545 Intermediate Similarity NPC13171
0.7545 Intermediate Similarity NPC195510
0.7545 Intermediate Similarity NPC235369
0.7542 Intermediate Similarity NPC475309
0.7524 Intermediate Similarity NPC472125
0.7524 Intermediate Similarity NPC472124
0.7524 Intermediate Similarity NPC472197
0.7524 Intermediate Similarity NPC472126
0.7523 Intermediate Similarity NPC475053
0.7521 Intermediate Similarity NPC44170
0.752 Intermediate Similarity NPC155529
0.75 Intermediate Similarity NPC469463
0.75 Intermediate Similarity NPC475966
0.75 Intermediate Similarity NPC278506
0.75 Intermediate Similarity NPC471490
0.75 Intermediate Similarity NPC469852
0.75 Intermediate Similarity NPC469454
0.75 Intermediate Similarity NPC471204
0.75 Intermediate Similarity NPC82251
0.75 Intermediate Similarity NPC2666
0.75 Intermediate Similarity NPC469496
0.75 Intermediate Similarity NPC478208
0.75 Intermediate Similarity NPC315070
0.7479 Intermediate Similarity NPC476529
0.7479 Intermediate Similarity NPC475775
0.7478 Intermediate Similarity NPC324683
0.7477 Intermediate Similarity NPC471492
0.7477 Intermediate Similarity NPC36954
0.7477 Intermediate Similarity NPC272050
0.7477 Intermediate Similarity NPC110989
0.7477 Intermediate Similarity NPC101051
0.7477 Intermediate Similarity NPC4620
0.7476 Intermediate Similarity NPC316138
0.7476 Intermediate Similarity NPC313658
0.7459 Intermediate Similarity NPC470922
0.7458 Intermediate Similarity NPC475809
0.7458 Intermediate Similarity NPC134430
0.7456 Intermediate Similarity NPC38154
0.7455 Intermediate Similarity NPC469657
0.7455 Intermediate Similarity NPC244456
0.7453 Intermediate Similarity NPC476300
0.7451 Intermediate Similarity NPC471494
0.7451 Intermediate Similarity NPC92633
0.744 Intermediate Similarity NPC213634

  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 NPC473807 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
0.8218 Intermediate Similarity NPD7983 Approved
0.7949 Intermediate Similarity NPD8513 Phase 3
0.7941 Intermediate Similarity NPD6698 Approved
0.7941 Intermediate Similarity NPD46 Approved
0.7925 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7797 Intermediate Similarity NPD8517 Approved
0.7797 Intermediate Similarity NPD8516 Approved
0.7797 Intermediate Similarity NPD8515 Approved
0.7736 Intermediate Similarity NPD7839 Suspended
0.7679 Intermediate Similarity NPD6686 Approved
0.7667 Intermediate Similarity NPD7829 Approved
0.7667 Intermediate Similarity NPD7830 Approved
0.7632 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7596 Intermediate Similarity NPD7838 Discovery
0.748 Intermediate Similarity NPD8074 Phase 3
0.7358 Intermediate Similarity NPD6411 Approved
0.729 Intermediate Similarity NPD5778 Approved
0.729 Intermediate Similarity NPD5779 Approved
0.7258 Intermediate Similarity NPD8451 Approved
0.7213 Intermediate Similarity NPD8444 Approved
0.72 Intermediate Similarity NPD8448 Approved
0.717 Intermediate Similarity NPD6101 Approved
0.717 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD8391 Approved
0.7165 Intermediate Similarity NPD8390 Approved
0.7165 Intermediate Similarity NPD8392 Approved
0.7097 Intermediate Similarity NPD8328 Phase 3
0.7087 Intermediate Similarity NPD7319 Approved
0.7073 Intermediate Similarity NPD7503 Approved
0.704 Intermediate Similarity NPD8342 Approved
0.704 Intermediate Similarity NPD8341 Approved
0.704 Intermediate Similarity NPD8340 Approved
0.704 Intermediate Similarity NPD8299 Approved
0.6984 Remote Similarity NPD7507 Approved
0.6983 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6975 Remote Similarity NPD6053 Discontinued
0.6949 Remote Similarity NPD6371 Approved
0.6885 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6847 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6842 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6829 Remote Similarity NPD7641 Discontinued
0.6825 Remote Similarity NPD7642 Approved
0.678 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6757 Remote Similarity NPD5282 Discontinued
0.6748 Remote Similarity NPD7115 Discovery
0.6748 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6746 Remote Similarity NPD8080 Discontinued
0.6727 Remote Similarity NPD7637 Suspended
0.6718 Remote Similarity NPD7260 Phase 2
0.6698 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6695 Remote Similarity NPD6412 Phase 2
0.6667 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD8033 Approved
0.6639 Remote Similarity NPD8133 Approved
0.6636 Remote Similarity NPD5785 Approved
0.6634 Remote Similarity NPD8039 Approved
0.6604 Remote Similarity NPD7154 Phase 3
0.6589 Remote Similarity NPD8273 Phase 1
0.6587 Remote Similarity NPD6319 Approved
0.6587 Remote Similarity NPD8377 Approved
0.6587 Remote Similarity NPD8294 Approved
0.6567 Remote Similarity NPD8415 Approved
0.6535 Remote Similarity NPD8296 Approved
0.6535 Remote Similarity NPD8378 Approved
0.6535 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6535 Remote Similarity NPD8380 Approved
0.6535 Remote Similarity NPD8379 Approved
0.6535 Remote Similarity NPD8335 Approved
0.6522 Remote Similarity NPD7638 Approved
0.6519 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6512 Remote Similarity NPD7492 Approved
0.6489 Remote Similarity NPD7736 Approved
0.648 Remote Similarity NPD7500 Approved
0.6466 Remote Similarity NPD7639 Approved
0.6466 Remote Similarity NPD7640 Approved
0.6462 Remote Similarity NPD6616 Approved
0.6457 Remote Similarity NPD6054 Approved
0.6446 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6446 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7327 Approved
0.6429 Remote Similarity NPD7328 Approved
0.6423 Remote Similarity NPD8297 Approved
0.6412 Remote Similarity NPD7078 Approved
0.6412 Remote Similarity NPD8293 Discontinued
0.641 Remote Similarity NPD5344 Discontinued
0.6378 Remote Similarity NPD7516 Approved
0.6364 Remote Similarity NPD4250 Approved
0.6364 Remote Similarity NPD4251 Approved
0.6357 Remote Similarity NPD6370 Approved
0.6345 Remote Similarity NPD8389 Clinical (unspecified phase)
0.633 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6328 Remote Similarity NPD6059 Approved
0.6325 Remote Similarity NPD6648 Approved
0.6296 Remote Similarity NPD6845 Suspended
0.629 Remote Similarity NPD6882 Approved
0.6279 Remote Similarity NPD8266 Approved
0.6279 Remote Similarity NPD8267 Approved
0.6279 Remote Similarity NPD6016 Approved
0.6279 Remote Similarity NPD6015 Approved
0.6279 Remote Similarity NPD6921 Approved
0.6279 Remote Similarity NPD8269 Approved
0.6279 Remote Similarity NPD8268 Approved
0.6273 Remote Similarity NPD5786 Approved
0.6273 Remote Similarity NPD4249 Approved
0.626 Remote Similarity NPD5955 Clinical (unspecified phase)
0.624 Remote Similarity NPD4632 Approved
0.6231 Remote Similarity NPD5988 Approved
0.622 Remote Similarity NPD6009 Approved
0.621 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6435 Approved
0.6204 Remote Similarity NPD5209 Approved
0.6182 Remote Similarity NPD5363 Approved
0.6168 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6147 Remote Similarity NPD6110 Phase 1
0.61 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6098 Remote Similarity NPD6899 Approved
0.6098 Remote Similarity NPD6881 Approved
0.608 Remote Similarity NPD6650 Approved
0.608 Remote Similarity NPD8130 Phase 1
0.608 Remote Similarity NPD6649 Approved
0.6077 Remote Similarity NPD7299 Clinical (unspecified phase)
0.6066 Remote Similarity NPD7128 Approved
0.6066 Remote Similarity NPD5739 Approved
0.6066 Remote Similarity NPD5048 Discontinued
0.6066 Remote Similarity NPD6675 Approved
0.6066 Remote Similarity NPD6402 Approved
0.6063 Remote Similarity NPD6010 Discontinued
0.6056 Remote Similarity NPD8384 Approved
0.6055 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6055 Remote Similarity NPD4269 Approved
0.6055 Remote Similarity NPD4270 Approved
0.6048 Remote Similarity NPD6372 Approved
0.6048 Remote Similarity NPD6373 Approved
0.6038 Remote Similarity NPD4756 Discovery
0.6034 Remote Similarity NPD7748 Approved
0.6019 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5368 Approved
0.6017 Remote Similarity NPD7902 Approved
0.6016 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6016 Remote Similarity NPD5697 Approved
0.6 Remote Similarity NPD4634 Approved
0.6 Remote Similarity NPD7102 Approved
0.6 Remote Similarity NPD6421 Discontinued
0.6 Remote Similarity NPD7290 Approved
0.6 Remote Similarity NPD5362 Discontinued
0.6 Remote Similarity NPD6883 Approved
0.5981 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5968 Remote Similarity NPD7320 Approved
0.5963 Remote Similarity NPD5369 Approved
0.5952 Remote Similarity NPD6847 Approved
0.5952 Remote Similarity NPD6869 Approved
0.5952 Remote Similarity NPD6617 Approved
0.595 Remote Similarity NPD7632 Discontinued
0.5948 Remote Similarity NPD6399 Phase 3
0.594 Remote Similarity NPD7604 Phase 2
0.5929 Remote Similarity NPD7524 Approved
0.592 Remote Similarity NPD6014 Approved
0.592 Remote Similarity NPD6012 Approved
0.592 Remote Similarity NPD6013 Approved
0.5909 Remote Similarity NPD5983 Phase 2
0.5893 Remote Similarity NPD1694 Approved
0.5887 Remote Similarity NPD5701 Approved
0.5882 Remote Similarity NPD8336 Approved
0.5882 Remote Similarity NPD6083 Phase 2
0.5882 Remote Similarity NPD6084 Phase 2
0.5882 Remote Similarity NPD6033 Approved
0.5882 Remote Similarity NPD8337 Approved
0.5873 Remote Similarity NPD2067 Discontinued
0.5872 Remote Similarity NPD4252 Approved
0.5872 Remote Similarity NPD4821 Approved
0.5872 Remote Similarity NPD4820 Approved
0.5872 Remote Similarity NPD4819 Approved
0.5872 Remote Similarity NPD4822 Approved
0.5864 Remote Similarity NPD7804 Clinical (unspecified phase)
0.5862 Remote Similarity NPD7515 Phase 2
0.5852 Remote Similarity NPD6336 Discontinued
0.585 Remote Similarity NPD4628 Phase 3
0.5846 Remote Similarity NPD7505 Discontinued
0.5841 Remote Similarity NPD6422 Discontinued
0.584 Remote Similarity NPD6011 Approved
0.5833 Remote Similarity NPD4268 Approved
0.5833 Remote Similarity NPD4271 Approved
0.5826 Remote Similarity NPD7285 Clinical (unspecified phase)
0.582 Remote Similarity NPD8139 Approved
0.582 Remote Similarity NPD8083 Approved
0.582 Remote Similarity NPD8082 Approved
0.582 Remote Similarity NPD8086 Approved
0.582 Remote Similarity NPD8084 Approved
0.582 Remote Similarity NPD8085 Approved
0.582 Remote Similarity NPD8138 Approved
0.5806 Remote Similarity NPD6008 Approved
0.5804 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5797 Remote Similarity NPD6914 Discontinued
0.5796 Remote Similarity NPD4381 Clinical (unspecified phase)
0.5772 Remote Similarity NPD8275 Approved
0.5772 Remote Similarity NPD8276 Approved
0.5763 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5763 Remote Similarity NPD7900 Approved
0.5753 Remote Similarity NPD7266 Discontinued
0.5752 Remote Similarity NPD6082 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