Structure

Physi-Chem Properties

Molecular Weight:  696.42
Volume:  747.406
LogP:  5.784
LogD:  4.362
LogS:  -5.423
# Rotatable Bonds:  13
TPSA:  128.59
# H-Bond Aceptor:  9
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.098
Synthetic Accessibility Score:  7.162
Fsp3:  0.634
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:  -4.758
MDCK Permeability:  1.9512321159709245e-05
Pgp-inhibitor:  0.917
Pgp-substrate:  0.008
Human Intestinal Absorption (HIA):  0.149
20% Bioavailability (F20%):  0.34
30% Bioavailability (F30%):  0.976

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.125
Plasma Protein Binding (PPB):  95.81627655029297%
Volume Distribution (VD):  1.344
Pgp-substrate:  1.913177251815796%

ADMET: Metabolism

CYP1A2-inhibitor:  0.026
CYP1A2-substrate:  0.069
CYP2C19-inhibitor:  0.326
CYP2C19-substrate:  0.199
CYP2C9-inhibitor:  0.673
CYP2C9-substrate:  0.06
CYP2D6-inhibitor:  0.021
CYP2D6-substrate:  0.074
CYP3A4-inhibitor:  0.932
CYP3A4-substrate:  0.405

ADMET: Excretion

Clearance (CL):  4.935
Half-life (T1/2):  0.48

ADMET: Toxicity

hERG Blockers:  0.489
Human Hepatotoxicity (H-HT):  0.98
Drug-inuced Liver Injury (DILI):  0.489
AMES Toxicity:  0.96
Rat Oral Acute Toxicity:  0.355
Maximum Recommended Daily Dose:  0.996
Skin Sensitization:  0.957
Carcinogencity:  0.659
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.757

Download Data

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

  Natural Product: NPC120299

Natural Product ID:  NPC120299
Common Name*:   Lasonolide A
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  XYYABYHBQHRGAT-ZUFIHRSYSA-N
Standard InCHI:  InChI=1S/C41H60O9/c1-28(2)21-22-30(4)26-47-40(46)34(43)18-13-14-19-37-41(6,27-42)38-25-33(49-37)17-10-7-9-15-29(3)23-36-31(5)35(44)24-32(48-36)16-11-8-12-20-39(45)50-38/h8-15,17,20,23,28,31-38,42-44H,4,7,16,18-19,21-22,24-27H2,1-3,5-6H3/b11-8+,14-13-,15-9+,17-10+,20-12+,29-23-/t31-,32+,33-,34-,35+,36-,37+,38-,41+/m1/s1
SMILES:  OC[C@@]1(C)[C@H](C/C=CC[C@H](C(=O)OCC(=C)CCC(C)C)O)O[C@H]2C[C@H]1OC(=O)/C=C/C=C/C[C@H]1C[C@@H]([C@H]([C@@H](/C=C(C=CC/C=C/2)/C)O1)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL56091
PubChem CID:   11342965
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
NPO32865 forcepia sp. Species Coelosphaeridae Eukaryota n.a. n.a. n.a. PMID[15332854]

☑ 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
NPT81 Cell Line A549 Homo sapiens GI50 = 15.0 nM PMID[451273]
NPT393 Cell Line HCT-116 Homo sapiens GI50 = 3.0 nM PMID[451273]
NPT6565 Cell Line NCI-H46 Homo sapiens GI50 < 3.0 nM PMID[451273]
NPT81 Cell Line A549 Homo sapiens GI50 = 20.0 nM PMID[451274]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 < 3.0 nM PMID[451274]
NPT393 Cell Line HCT-116 Homo sapiens GI50 < 3.0 nM PMID[451274]
NPT81 Cell Line A549 Homo sapiens IC50 = 8.6 nM PMID[451275]
NPT461 Cell Line PANC-1 Homo sapiens IC50 = 89.0 nM PMID[451275]
NPT378 Cell Line NCI/ADR-RES Homo sapiens IC50 = 490.0 nM PMID[451275]

☑ 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 NPC120299 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
0.989 High Similarity NPC475653
0.9889 High Similarity NPC255410
0.9778 High Similarity NPC300710
0.9574 High Similarity NPC473596
0.9 High Similarity NPC199382
0.875 High Similarity NPC475332
0.8646 High Similarity NPC173329
0.8646 High Similarity NPC288350
0.8526 High Similarity NPC159092
0.8421 Intermediate Similarity NPC206679
0.8421 Intermediate Similarity NPC114172
0.8421 Intermediate Similarity NPC476084
0.8421 Intermediate Similarity NPC476075
0.8421 Intermediate Similarity NPC471324
0.835 Intermediate Similarity NPC193765
0.8333 Intermediate Similarity NPC8538
0.8333 Intermediate Similarity NPC184208
0.8333 Intermediate Similarity NPC109406
0.8316 Intermediate Similarity NPC177668
0.8302 Intermediate Similarity NPC101400
0.8302 Intermediate Similarity NPC101965
0.8283 Intermediate Similarity NPC65700
0.8283 Intermediate Similarity NPC161855
0.8269 Intermediate Similarity NPC133625
0.8211 Intermediate Similarity NPC133450
0.8208 Intermediate Similarity NPC98038
0.8208 Intermediate Similarity NPC313921
0.8191 Intermediate Similarity NPC316138
0.8191 Intermediate Similarity NPC313658
0.8173 Intermediate Similarity NPC473807
0.8155 Intermediate Similarity NPC476740
0.8155 Intermediate Similarity NPC476738
0.8144 Intermediate Similarity NPC238090
0.8144 Intermediate Similarity NPC472195
0.8144 Intermediate Similarity NPC472196
0.8137 Intermediate Similarity NPC309398
0.8132 Intermediate Similarity NPC315731
0.8125 Intermediate Similarity NPC3952
0.8119 Intermediate Similarity NPC2313
0.8119 Intermediate Similarity NPC475655
0.8119 Intermediate Similarity NPC471637
0.8119 Intermediate Similarity NPC475157
0.8119 Intermediate Similarity NPC154132
0.8119 Intermediate Similarity NPC57586
0.81 Intermediate Similarity NPC203627
0.8085 Intermediate Similarity NPC61527
0.8081 Intermediate Similarity NPC473291
0.8061 Intermediate Similarity NPC159698
0.8061 Intermediate Similarity NPC256368
0.8061 Intermediate Similarity NPC469491
0.8058 Intermediate Similarity NPC472748
0.802 Intermediate Similarity NPC475053
0.7981 Intermediate Similarity NPC469960
0.7981 Intermediate Similarity NPC29389
0.7981 Intermediate Similarity NPC93026
0.7981 Intermediate Similarity NPC265502
0.7981 Intermediate Similarity NPC315070
0.7981 Intermediate Similarity NPC472751
0.7981 Intermediate Similarity NPC472749
0.798 Intermediate Similarity NPC272050
0.7979 Intermediate Similarity NPC471494
0.7963 Intermediate Similarity NPC469463
0.7963 Intermediate Similarity NPC469454
0.7963 Intermediate Similarity NPC469496
0.7961 Intermediate Similarity NPC474581
0.7961 Intermediate Similarity NPC472747
0.7961 Intermediate Similarity NPC472750
0.7961 Intermediate Similarity NPC197736
0.7961 Intermediate Similarity NPC473816
0.7961 Intermediate Similarity NPC475367
0.7959 Intermediate Similarity NPC478036
0.7959 Intermediate Similarity NPC478037
0.7941 Intermediate Similarity NPC197447
0.7941 Intermediate Similarity NPC169365
0.7921 Intermediate Similarity NPC308567
0.7921 Intermediate Similarity NPC261377
0.7921 Intermediate Similarity NPC255592
0.7921 Intermediate Similarity NPC83895
0.7921 Intermediate Similarity NPC187761
0.7912 Intermediate Similarity NPC139712
0.7905 Intermediate Similarity NPC469959
0.7905 Intermediate Similarity NPC469957
0.7905 Intermediate Similarity NPC108682
0.7905 Intermediate Similarity NPC472263
0.7895 Intermediate Similarity NPC311163
0.7895 Intermediate Similarity NPC186332
0.7895 Intermediate Similarity NPC47220
0.789 Intermediate Similarity NPC305044
0.789 Intermediate Similarity NPC265290
0.7889 Intermediate Similarity NPC477203
0.7879 Intermediate Similarity NPC294293
0.7872 Intermediate Similarity NPC186155
0.7872 Intermediate Similarity NPC78673
0.7872 Intermediate Similarity NPC160517
0.7864 Intermediate Similarity NPC472754
0.7864 Intermediate Similarity NPC201191
0.7849 Intermediate Similarity NPC477385
0.7849 Intermediate Similarity NPC477390
0.7822 Intermediate Similarity NPC40812
0.781 Intermediate Similarity NPC82251
0.7789 Intermediate Similarity NPC11804
0.7788 Intermediate Similarity NPC23584
0.7788 Intermediate Similarity NPC472755
0.7788 Intermediate Similarity NPC4620
0.7778 Intermediate Similarity NPC304180
0.7778 Intermediate Similarity NPC179798
0.7778 Intermediate Similarity NPC476049
0.7778 Intermediate Similarity NPC477202
0.7778 Intermediate Similarity NPC469880
0.7767 Intermediate Similarity NPC472753
0.7767 Intermediate Similarity NPC198992
0.7766 Intermediate Similarity NPC44261
0.7755 Intermediate Similarity NPC313670
0.7723 Intermediate Similarity NPC472995
0.7714 Intermediate Similarity NPC220964
0.7714 Intermediate Similarity NPC472756
0.7714 Intermediate Similarity NPC475676
0.7708 Intermediate Similarity NPC164393
0.7706 Intermediate Similarity NPC241477
0.7706 Intermediate Similarity NPC328074
0.7706 Intermediate Similarity NPC321272
0.7706 Intermediate Similarity NPC317460
0.7706 Intermediate Similarity NPC470025
0.77 Intermediate Similarity NPC71589
0.7692 Intermediate Similarity NPC11956
0.7685 Intermediate Similarity NPC181298
0.7685 Intermediate Similarity NPC316708
0.7685 Intermediate Similarity NPC5103
0.7679 Intermediate Similarity NPC13710
0.7679 Intermediate Similarity NPC475130
0.7679 Intermediate Similarity NPC474286
0.7664 Intermediate Similarity NPC55972
0.7664 Intermediate Similarity NPC327286
0.7664 Intermediate Similarity NPC177524
0.7664 Intermediate Similarity NPC392
0.7664 Intermediate Similarity NPC169888
0.7664 Intermediate Similarity NPC219900
0.7664 Intermediate Similarity NPC475263
0.7647 Intermediate Similarity NPC205143
0.7642 Intermediate Similarity NPC477125
0.7642 Intermediate Similarity NPC239961
0.7636 Intermediate Similarity NPC470027
0.7636 Intermediate Similarity NPC56448
0.7634 Intermediate Similarity NPC470147
0.7634 Intermediate Similarity NPC133226
0.7632 Intermediate Similarity NPC470829
0.7632 Intermediate Similarity NPC473228
0.7629 Intermediate Similarity NPC118077
0.7629 Intermediate Similarity NPC475186
0.7624 Intermediate Similarity NPC36954
0.7615 Intermediate Similarity NPC470026
0.7615 Intermediate Similarity NPC126897
0.7615 Intermediate Similarity NPC17791
0.7615 Intermediate Similarity NPC71680
0.7615 Intermediate Similarity NPC297945
0.7604 Intermediate Similarity NPC242233
0.76 Intermediate Similarity NPC162615
0.76 Intermediate Similarity NPC205034
0.76 Intermediate Similarity NPC152778
0.76 Intermediate Similarity NPC476300
0.76 Intermediate Similarity NPC320552
0.7593 Intermediate Similarity NPC475274
0.7593 Intermediate Similarity NPC15218
0.7593 Intermediate Similarity NPC40728
0.7593 Intermediate Similarity NPC316974
0.7589 Intermediate Similarity NPC23046
0.7579 Intermediate Similarity NPC161045
0.7576 Intermediate Similarity NPC474761
0.7576 Intermediate Similarity NPC473448
0.7576 Intermediate Similarity NPC476004
0.7573 Intermediate Similarity NPC475068
0.757 Intermediate Similarity NPC194620
0.757 Intermediate Similarity NPC473586
0.757 Intermediate Similarity NPC72813
0.757 Intermediate Similarity NPC474421
0.757 Intermediate Similarity NPC324327
0.757 Intermediate Similarity NPC326994
0.757 Intermediate Similarity NPC109376
0.7556 Intermediate Similarity NPC107654
0.7553 Intermediate Similarity NPC112868
0.7553 Intermediate Similarity NPC474894
0.7549 Intermediate Similarity NPC57664
0.7549 Intermediate Similarity NPC143446
0.7549 Intermediate Similarity NPC472997
0.7549 Intermediate Similarity NPC472996
0.7549 Intermediate Similarity NPC16967
0.7549 Intermediate Similarity NPC473153
0.7545 Intermediate Similarity NPC317687
0.7527 Intermediate Similarity NPC470149
0.7527 Intermediate Similarity NPC470148
0.7527 Intermediate Similarity NPC180725
0.7526 Intermediate Similarity NPC47937
0.7526 Intermediate Similarity NPC477387
0.7526 Intermediate Similarity NPC208473
0.7526 Intermediate Similarity NPC477389
0.7525 Intermediate Similarity NPC472198
0.7524 Intermediate Similarity NPC214714
0.7524 Intermediate Similarity NPC476235
0.7524 Intermediate Similarity NPC200672
0.7524 Intermediate Similarity NPC472552

  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 NPC120299 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
0.871 High Similarity NPD7838 Discovery
0.8469 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD6698 Approved
0.8125 Intermediate Similarity NPD46 Approved
0.7677 Intermediate Similarity NPD7983 Approved
0.7664 Intermediate Similarity NPD6686 Approved
0.7615 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD4225 Approved
0.7264 Intermediate Similarity NPD5344 Discontinued
0.717 Intermediate Similarity NPD6648 Approved
0.7157 Intermediate Similarity NPD7637 Suspended
0.7087 Intermediate Similarity NPD5778 Approved
0.7087 Intermediate Similarity NPD5779 Approved
0.7075 Intermediate Similarity NPD7638 Approved
0.7059 Intermediate Similarity NPD7829 Approved
0.7059 Intermediate Similarity NPD7830 Approved
0.7054 Intermediate Similarity NPD6371 Approved
0.7048 Intermediate Similarity NPD7839 Suspended
0.7034 Intermediate Similarity NPD7503 Approved
0.7009 Intermediate Similarity NPD7639 Approved
0.7009 Intermediate Similarity NPD7640 Approved
0.699 Remote Similarity NPD6411 Approved
0.6891 Remote Similarity NPD8516 Approved
0.6891 Remote Similarity NPD8513 Phase 3
0.6891 Remote Similarity NPD8033 Approved
0.6891 Remote Similarity NPD8515 Approved
0.6891 Remote Similarity NPD8517 Approved
0.6807 Remote Similarity NPD8294 Approved
0.6807 Remote Similarity NPD8377 Approved
0.68 Remote Similarity NPD7260 Phase 2
0.68 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6796 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6796 Remote Similarity NPD6101 Approved
0.6765 Remote Similarity NPD7524 Approved
0.675 Remote Similarity NPD8378 Approved
0.675 Remote Similarity NPD8296 Approved
0.675 Remote Similarity NPD8379 Approved
0.675 Remote Similarity NPD8380 Approved
0.675 Remote Similarity NPD8335 Approved
0.6737 Remote Similarity NPD8039 Approved
0.6735 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5785 Approved
0.6698 Remote Similarity NPD5282 Discontinued
0.6695 Remote Similarity NPD7115 Discovery
0.6667 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8451 Approved
0.6639 Remote Similarity NPD7327 Approved
0.6639 Remote Similarity NPD8328 Phase 3
0.6639 Remote Similarity NPD7328 Approved
0.6638 Remote Similarity NPD8297 Approved
0.6636 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6613 Remote Similarity NPD8074 Phase 3
0.6613 Remote Similarity NPD8448 Approved
0.66 Remote Similarity NPD4752 Clinical (unspecified phase)
0.66 Remote Similarity NPD5209 Approved
0.6583 Remote Similarity NPD7516 Approved
0.6579 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6535 Remote Similarity NPD6110 Phase 1
0.6535 Remote Similarity NPD7154 Phase 3
0.6535 Remote Similarity NPD6695 Phase 3
0.6532 Remote Similarity NPD8273 Phase 1
0.6532 Remote Similarity NPD7507 Approved
0.6529 Remote Similarity NPD6319 Approved
0.6522 Remote Similarity NPD4061 Clinical (unspecified phase)
0.65 Remote Similarity NPD7641 Discontinued
0.6491 Remote Similarity NPD6412 Phase 2
0.6475 Remote Similarity NPD8444 Approved
0.6471 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6457 Remote Similarity NPD8392 Approved
0.6457 Remote Similarity NPD8391 Approved
0.6457 Remote Similarity NPD8390 Approved
0.6452 Remote Similarity NPD8342 Approved
0.6452 Remote Similarity NPD8299 Approved
0.6452 Remote Similarity NPD8341 Approved
0.6452 Remote Similarity NPD8340 Approved
0.6442 Remote Similarity NPD4251 Approved
0.6442 Remote Similarity NPD4250 Approved
0.6442 Remote Similarity NPD7750 Discontinued
0.6441 Remote Similarity NPD4632 Approved
0.6441 Remote Similarity NPD8133 Approved
0.6429 Remote Similarity NPD7632 Discontinued
0.6417 Remote Similarity NPD7505 Discontinued
0.6417 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6408 Remote Similarity NPD1694 Approved
0.6408 Remote Similarity NPD1733 Clinical (unspecified phase)
0.64 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6378 Remote Similarity NPD7319 Approved
0.6364 Remote Similarity NPD6083 Phase 2
0.6364 Remote Similarity NPD6084 Phase 2
0.6357 Remote Similarity NPD6845 Suspended
0.6356 Remote Similarity NPD6053 Discontinued
0.6346 Remote Similarity NPD4249 Approved
0.6325 Remote Similarity NPD5955 Clinical (unspecified phase)
0.63 Remote Similarity NPD6929 Approved
0.6293 Remote Similarity NPD6899 Approved
0.6293 Remote Similarity NPD6881 Approved
0.6273 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6271 Remote Similarity NPD6649 Approved
0.6271 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6271 Remote Similarity NPD6650 Approved
0.6271 Remote Similarity NPD8130 Phase 1
0.6263 Remote Similarity NPD4756 Discovery
0.625 Remote Similarity NPD6082 Clinical (unspecified phase)
0.625 Remote Similarity NPD5363 Approved
0.624 Remote Similarity NPD7642 Approved
0.6239 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6239 Remote Similarity NPD7748 Approved
0.6238 Remote Similarity NPD6931 Approved
0.6238 Remote Similarity NPD7332 Phase 2
0.6238 Remote Similarity NPD6930 Phase 2
0.6238 Remote Similarity NPD4821 Approved
0.6238 Remote Similarity NPD4819 Approved
0.6238 Remote Similarity NPD7514 Phase 3
0.6238 Remote Similarity NPD4822 Approved
0.6238 Remote Similarity NPD4820 Approved
0.6224 Remote Similarity NPD8264 Approved
0.6218 Remote Similarity NPD6882 Approved
0.6214 Remote Similarity NPD5362 Discontinued
0.6207 Remote Similarity NPD5697 Approved
0.62 Remote Similarity NPD5784 Clinical (unspecified phase)
0.62 Remote Similarity NPD4268 Approved
0.62 Remote Similarity NPD4271 Approved
0.62 Remote Similarity NPD7145 Approved
0.6198 Remote Similarity NPD2629 Approved
0.6196 Remote Similarity NPD5325 Clinical (unspecified phase)
0.619 Remote Similarity NPD7492 Approved
0.619 Remote Similarity NPD5279 Phase 3
0.6186 Remote Similarity NPD7290 Approved
0.6186 Remote Similarity NPD6883 Approved
0.6186 Remote Similarity NPD7102 Approved
0.6182 Remote Similarity NPD5695 Phase 3
0.6176 Remote Similarity NPD6902 Approved
0.6172 Remote Similarity NPD7736 Approved
0.6168 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6162 Remote Similarity NPD6933 Approved
0.616 Remote Similarity NPD8080 Discontinued
0.6148 Remote Similarity NPD6009 Approved
0.6148 Remote Similarity NPD7500 Approved
0.6142 Remote Similarity NPD6616 Approved
0.6136 Remote Similarity NPD8415 Approved
0.6134 Remote Similarity NPD6617 Approved
0.6134 Remote Similarity NPD6847 Approved
0.6134 Remote Similarity NPD6869 Approved
0.6129 Remote Similarity NPD6054 Approved
0.6129 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6129 Remote Similarity NPD7299 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6402 Approved
0.6121 Remote Similarity NPD5739 Approved
0.6121 Remote Similarity NPD7128 Approved
0.6121 Remote Similarity NPD6640 Phase 3
0.6121 Remote Similarity NPD6675 Approved
0.6111 Remote Similarity NPD7604 Phase 2
0.6102 Remote Similarity NPD6372 Approved
0.6102 Remote Similarity NPD6012 Approved
0.6102 Remote Similarity NPD6013 Approved
0.6102 Remote Similarity NPD6014 Approved
0.6102 Remote Similarity NPD6373 Approved
0.61 Remote Similarity NPD5776 Phase 2
0.61 Remote Similarity NPD6925 Approved
0.61 Remote Similarity NPD6932 Approved
0.6094 Remote Similarity NPD7078 Approved
0.609 Remote Similarity NPD8387 Clinical (unspecified phase)
0.608 Remote Similarity NPD5983 Phase 2
0.608 Remote Similarity NPD6921 Approved
0.6078 Remote Similarity NPD4695 Discontinued
0.6075 Remote Similarity NPD6672 Approved
0.6075 Remote Similarity NPD5737 Approved
0.6071 Remote Similarity NPD7902 Approved
0.6068 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6058 Remote Similarity NPD5332 Approved
0.6058 Remote Similarity NPD5331 Approved
0.6055 Remote Similarity NPD7515 Phase 2
0.6055 Remote Similarity NPD7087 Discontinued
0.605 Remote Similarity NPD6421 Discontinued
0.6032 Remote Similarity NPD6370 Approved
0.6022 Remote Similarity NPD3197 Phase 1
0.6019 Remote Similarity NPD1695 Approved
0.6019 Remote Similarity NPD4790 Discontinued
0.6018 Remote Similarity NPD5696 Approved
0.6017 Remote Similarity NPD7320 Approved
0.6017 Remote Similarity NPD6011 Approved
0.6016 Remote Similarity NPD6336 Discontinued
0.6016 Remote Similarity NPD4198 Discontinued
0.6 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6 Remote Similarity NPD6399 Phase 3
0.5969 Remote Similarity NPD8293 Discontinued
0.5962 Remote Similarity NPD4269 Approved
0.5962 Remote Similarity NPD4270 Approved
0.5962 Remote Similarity NPD6435 Approved
0.596 Remote Similarity NPD6924 Approved
0.596 Remote Similarity NPD6926 Approved
0.5952 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5952 Remote Similarity NPD6016 Approved
0.5952 Remote Similarity NPD6015 Approved
0.5948 Remote Similarity NPD6647 Phase 2
0.5943 Remote Similarity NPD6893 Approved
0.5943 Remote Similarity NPD1696 Phase 3
0.5932 Remote Similarity NPD5701 Approved
0.5917 Remote Similarity NPD4634 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