Structure

Physi-Chem Properties

Molecular Weight:  462.19
Volume:  452.728
LogP:  0.921
LogD:  0.461
LogS:  -3.678
# Rotatable Bonds:  6
TPSA:  133.27
# H-Bond Aceptor:  9
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.215
Synthetic Accessibility Score:  6.625
Fsp3:  0.708
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  3
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.379
MDCK Permeability:  6.0543268773471937e-05
Pgp-inhibitor:  0.162
Pgp-substrate:  0.068
Human Intestinal Absorption (HIA):  0.012
20% Bioavailability (F20%):  0.94
30% Bioavailability (F30%):  0.988

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.768
Plasma Protein Binding (PPB):  51.20751190185547%
Volume Distribution (VD):  1.266
Pgp-substrate:  53.1870002746582%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.117
CYP2C19-inhibitor:  0.016
CYP2C19-substrate:  0.218
CYP2C9-inhibitor:  0.005
CYP2C9-substrate:  0.033
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.055
CYP3A4-inhibitor:  0.688
CYP3A4-substrate:  0.252

ADMET: Excretion

Clearance (CL):  2.385
Half-life (T1/2):  0.322

ADMET: Toxicity

hERG Blockers:  0.021
Human Hepatotoxicity (H-HT):  0.038
Drug-inuced Liver Injury (DILI):  0.25
AMES Toxicity:  0.531
Rat Oral Acute Toxicity:  0.234
Maximum Recommended Daily Dose:  0.831
Skin Sensitization:  0.712
Carcinogencity:  0.701
Eye Corrosion:  0.007
Eye Irritation:  0.039
Respiratory Toxicity:  0.961

Download Data

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

  Natural Product: NPC96217

Natural Product ID:  NPC96217
Common Name*:   Loxothyrin A
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  DESXTEYYECQGPC-METYIPFGSA-N
Standard InCHI:  InChI=1S/C24H30O9/c1-12-15-7-16(28)19-23(8-15,20(12)29)21(30)32-11-24(19)17(9-25)22(4,10-31-13(2)26)6-5-18(24)33-14(3)27/h9,15-19,28H,1,5-8,10-11H2,2-4H3/t15-,16-,17-,18+,19-,22+,23+,24+/m1/s1
SMILES:  O=C[C@@H]1[C@](C)(COC(=O)C)CC[C@@H]([C@@]21COC(=O)[C@]13[C@H]2[C@H](O)C[C@H](C1)C(=C)C3=O)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL486708
PubChem CID:   6712389
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0001538] Diterpene lactones

*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
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. DOI[10.1039/C39730000707]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[18491868]
NPO25814 Isodon loxothyrsa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25814 Isodon loxothyrsa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26266 Isodon japonicus Species Lamiaceae 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 24200.0 nM PMID[523414]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 8590.14 nM PMID[523415]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 10209.39 nM PMID[523415]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 11350.11 nM PMID[523415]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 6966.27 nM PMID[523415]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 9036.49 nM PMID[523415]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 28379.19 nM PMID[523415]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 9289.66 nM PMID[523415]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 7277.8 nM PMID[523415]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 23659.2 nM PMID[523415]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 36982.82 nM PMID[523415]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 13835.66 nM PMID[523415]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 17823.79 nM PMID[523415]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 11694.99 nM PMID[523415]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 9375.62 nM PMID[523415]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 36391.5 nM PMID[523415]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 3971.92 nM PMID[523415]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 7277.8 nM PMID[523415]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 50003.45 nM PMID[523415]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 9571.94 nM PMID[523415]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 19498.45 nM PMID[523415]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 8531.0 nM PMID[523415]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 17179.08 nM PMID[523415]

☑ 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 NPC96217 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
0.9789 High Similarity NPC148279
0.9583 High Similarity NPC236585
0.9579 High Similarity NPC26270
0.9474 High Similarity NPC96839
0.9375 High Similarity NPC474793
0.9286 High Similarity NPC275990
0.9278 High Similarity NPC267921
0.9208 High Similarity NPC232133
0.9192 High Similarity NPC139347
0.9184 High Similarity NPC46848
0.9175 High Similarity NPC471038
0.9118 High Similarity NPC469983
0.9109 High Similarity NPC96333
0.9109 High Similarity NPC88833
0.9062 High Similarity NPC470232
0.901 High Similarity NPC138908
0.901 High Similarity NPC200957
0.9 High Similarity NPC87927
0.9 High Similarity NPC122811
0.899 High Similarity NPC52899
0.899 High Similarity NPC14634
0.899 High Similarity NPC289148
0.899 High Similarity NPC163963
0.898 High Similarity NPC28864
0.898 High Similarity NPC38471
0.898 High Similarity NPC38296
0.898 High Similarity NPC162459
0.898 High Similarity NPC89099
0.898 High Similarity NPC20479
0.898 High Similarity NPC98837
0.8969 High Similarity NPC200054
0.8969 High Similarity NPC329910
0.8969 High Similarity NPC29410
0.8958 High Similarity NPC470385
0.8958 High Similarity NPC470386
0.8958 High Similarity NPC475118
0.8922 High Similarity NPC176949
0.8922 High Similarity NPC166993
0.8922 High Similarity NPC201908
0.8922 High Similarity NPC61071
0.8911 High Similarity NPC101842
0.8911 High Similarity NPC202793
0.8911 High Similarity NPC474558
0.89 High Similarity NPC304832
0.89 High Similarity NPC76866
0.89 High Similarity NPC246736
0.89 High Similarity NPC88203
0.89 High Similarity NPC214946
0.89 High Similarity NPC148628
0.89 High Similarity NPC286519
0.8889 High Similarity NPC293866
0.8889 High Similarity NPC287676
0.8889 High Similarity NPC470388
0.8878 High Similarity NPC10864
0.8866 High Similarity NPC98639
0.8866 High Similarity NPC470229
0.8846 High Similarity NPC49730
0.8846 High Similarity NPC474786
0.8846 High Similarity NPC85391
0.8846 High Similarity NPC137104
0.8846 High Similarity NPC320383
0.8846 High Similarity NPC98069
0.8835 High Similarity NPC469984
0.8835 High Similarity NPC473410
0.8835 High Similarity NPC63841
0.8835 High Similarity NPC273155
0.8835 High Similarity NPC471094
0.8824 High Similarity NPC164600
0.8824 High Similarity NPC103172
0.8812 High Similarity NPC277074
0.8812 High Similarity NPC216114
0.8812 High Similarity NPC209298
0.88 High Similarity NPC252614
0.8788 High Similarity NPC78427
0.8788 High Similarity NPC16911
0.8776 High Similarity NPC13949
0.8776 High Similarity NPC470387
0.8763 High Similarity NPC47853
0.8762 High Similarity NPC213320
0.875 High Similarity NPC198242
0.875 High Similarity NPC274827
0.875 High Similarity NPC211403
0.875 High Similarity NPC131903
0.875 High Similarity NPC250753
0.8738 High Similarity NPC471474
0.8738 High Similarity NPC186054
0.8738 High Similarity NPC471246
0.8725 High Similarity NPC98603
0.8725 High Similarity NPC301787
0.8725 High Similarity NPC84928
0.8713 High Similarity NPC475803
0.8713 High Similarity NPC309388
0.87 High Similarity NPC293890
0.8679 High Similarity NPC473397
0.8679 High Similarity NPC474927
0.8667 High Similarity NPC471093
0.866 High Similarity NPC294263
0.8654 High Similarity NPC112895
0.8654 High Similarity NPC231278
0.8654 High Similarity NPC218123
0.8641 High Similarity NPC56656
0.8641 High Similarity NPC222833
0.8641 High Similarity NPC307660
0.8641 High Similarity NPC295366
0.8641 High Similarity NPC130511
0.8632 High Similarity NPC56413
0.8627 High Similarity NPC159442
0.8614 High Similarity NPC471790
0.8614 High Similarity NPC39683
0.8598 High Similarity NPC471252
0.8598 High Similarity NPC132668
0.8586 High Similarity NPC135548
0.8586 High Similarity NPC264979
0.8586 High Similarity NPC219353
0.8585 High Similarity NPC29505
0.8585 High Similarity NPC329953
0.8571 High Similarity NPC102741
0.8558 High Similarity NPC284732
0.8558 High Similarity NPC469746
0.8558 High Similarity NPC78966
0.8557 High Similarity NPC470230
0.8544 High Similarity NPC96268
0.8544 High Similarity NPC13149
0.8505 High Similarity NPC473352
0.8491 Intermediate Similarity NPC100908
0.8485 Intermediate Similarity NPC138245
0.8485 Intermediate Similarity NPC84018
0.8485 Intermediate Similarity NPC210214
0.8485 Intermediate Similarity NPC29112
0.8485 Intermediate Similarity NPC231060
0.8476 Intermediate Similarity NPC189663
0.8476 Intermediate Similarity NPC37628
0.8476 Intermediate Similarity NPC469733
0.8476 Intermediate Similarity NPC89860
0.8476 Intermediate Similarity NPC469729
0.8476 Intermediate Similarity NPC55973
0.8469 Intermediate Similarity NPC59350
0.8469 Intermediate Similarity NPC181594
0.8469 Intermediate Similarity NPC144739
0.8462 Intermediate Similarity NPC12823
0.8462 Intermediate Similarity NPC37600
0.8462 Intermediate Similarity NPC4115
0.8454 Intermediate Similarity NPC80401
0.844 Intermediate Similarity NPC88945
0.8431 Intermediate Similarity NPC121218
0.8431 Intermediate Similarity NPC253886
0.8416 Intermediate Similarity NPC476806
0.8416 Intermediate Similarity NPC288
0.8416 Intermediate Similarity NPC109059
0.8416 Intermediate Similarity NPC476807
0.8416 Intermediate Similarity NPC469986
0.8411 Intermediate Similarity NPC470281
0.8396 Intermediate Similarity NPC252679
0.8396 Intermediate Similarity NPC469744
0.8396 Intermediate Similarity NPC118721
0.8396 Intermediate Similarity NPC474243
0.8384 Intermediate Similarity NPC289539
0.8384 Intermediate Similarity NPC215271
0.8384 Intermediate Similarity NPC153775
0.8384 Intermediate Similarity NPC302008
0.8384 Intermediate Similarity NPC261333
0.8384 Intermediate Similarity NPC169751
0.8384 Intermediate Similarity NPC91772
0.8384 Intermediate Similarity NPC191094
0.8384 Intermediate Similarity NPC129004
0.8384 Intermediate Similarity NPC111524
0.8384 Intermediate Similarity NPC292374
0.8384 Intermediate Similarity NPC104371
0.8384 Intermediate Similarity NPC101233
0.8384 Intermediate Similarity NPC29247
0.8384 Intermediate Similarity NPC272635
0.8381 Intermediate Similarity NPC67745
0.8381 Intermediate Similarity NPC471461
0.8367 Intermediate Similarity NPC299185
0.8367 Intermediate Similarity NPC476168
0.8365 Intermediate Similarity NPC47281
0.8365 Intermediate Similarity NPC244247
0.8364 Intermediate Similarity NPC473304
0.8351 Intermediate Similarity NPC471043
0.835 Intermediate Similarity NPC170615
0.835 Intermediate Similarity NPC272472
0.8349 Intermediate Similarity NPC243354
0.8333 Intermediate Similarity NPC259009
0.8333 Intermediate Similarity NPC94906
0.8333 Intermediate Similarity NPC153604
0.8333 Intermediate Similarity NPC476964
0.8318 Intermediate Similarity NPC471476
0.8318 Intermediate Similarity NPC255655
0.8318 Intermediate Similarity NPC473324
0.8318 Intermediate Similarity NPC124053
0.8317 Intermediate Similarity NPC190080
0.8317 Intermediate Similarity NPC111187
0.8317 Intermediate Similarity NPC253586
0.8302 Intermediate Similarity NPC211224
0.8286 Intermediate Similarity NPC28791
0.8286 Intermediate Similarity NPC50535
0.8286 Intermediate Similarity NPC285927
0.8283 Intermediate Similarity NPC59170
0.8273 Intermediate Similarity NPC229752
0.8269 Intermediate Similarity NPC469985

  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 NPC96217 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
0.7826 Intermediate Similarity NPD6319 Approved
0.7748 Intermediate Similarity NPD6649 Approved
0.7748 Intermediate Similarity NPD6650 Approved
0.7727 Intermediate Similarity NPD6373 Approved
0.7727 Intermediate Similarity NPD6372 Approved
0.7706 Intermediate Similarity NPD5697 Approved
0.7647 Intermediate Similarity NPD8035 Phase 2
0.7647 Intermediate Similarity NPD8034 Phase 2
0.7636 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD6881 Approved
0.7636 Intermediate Similarity NPD6899 Approved
0.7615 Intermediate Similarity NPD6675 Approved
0.7615 Intermediate Similarity NPD6402 Approved
0.7615 Intermediate Similarity NPD7128 Approved
0.7615 Intermediate Similarity NPD5739 Approved
0.7568 Intermediate Similarity NPD6012 Approved
0.7568 Intermediate Similarity NPD6014 Approved
0.7568 Intermediate Similarity NPD6013 Approved
0.7545 Intermediate Similarity NPD5701 Approved
0.7524 Intermediate Similarity NPD4697 Phase 3
0.7522 Intermediate Similarity NPD8297 Approved
0.7522 Intermediate Similarity NPD6882 Approved
0.75 Intermediate Similarity NPD7102 Approved
0.75 Intermediate Similarity NPD7290 Approved
0.75 Intermediate Similarity NPD6883 Approved
0.7477 Intermediate Similarity NPD6011 Approved
0.7477 Intermediate Similarity NPD7320 Approved
0.7459 Intermediate Similarity NPD7319 Approved
0.7456 Intermediate Similarity NPD4632 Approved
0.7455 Intermediate Similarity NPD6008 Approved
0.7434 Intermediate Similarity NPD6869 Approved
0.7434 Intermediate Similarity NPD6617 Approved
0.7434 Intermediate Similarity NPD8130 Phase 1
0.7434 Intermediate Similarity NPD6847 Approved
0.7417 Intermediate Similarity NPD7492 Approved
0.7404 Intermediate Similarity NPD6399 Phase 3
0.74 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7373 Intermediate Similarity NPD6054 Approved
0.7355 Intermediate Similarity NPD7507 Approved
0.7355 Intermediate Similarity NPD6616 Approved
0.7345 Intermediate Similarity NPD4634 Approved
0.7333 Intermediate Similarity NPD8328 Phase 3
0.7315 Intermediate Similarity NPD5285 Approved
0.7315 Intermediate Similarity NPD4696 Approved
0.7315 Intermediate Similarity NPD5286 Approved
0.7311 Intermediate Similarity NPD6016 Approved
0.7311 Intermediate Similarity NPD6015 Approved
0.7308 Intermediate Similarity NPD6079 Approved
0.7295 Intermediate Similarity NPD7078 Approved
0.729 Intermediate Similarity NPD4755 Approved
0.7282 Intermediate Similarity NPD5328 Approved
0.7265 Intermediate Similarity NPD6009 Approved
0.725 Intermediate Similarity NPD6370 Approved
0.725 Intermediate Similarity NPD5988 Approved
0.7236 Intermediate Similarity NPD7736 Approved
0.7227 Intermediate Similarity NPD6059 Approved
0.7222 Intermediate Similarity NPD7638 Approved
0.7196 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD5221 Approved
0.7196 Intermediate Similarity NPD5222 Approved
0.7182 Intermediate Similarity NPD5211 Phase 2
0.7182 Intermediate Similarity NPD5225 Approved
0.7182 Intermediate Similarity NPD5226 Approved
0.7182 Intermediate Similarity NPD4633 Approved
0.7182 Intermediate Similarity NPD5224 Approved
0.7179 Intermediate Similarity NPD6274 Approved
0.7167 Intermediate Similarity NPD5983 Phase 2
0.7157 Intermediate Similarity NPD3618 Phase 1
0.7156 Intermediate Similarity NPD4700 Approved
0.7156 Intermediate Similarity NPD7640 Approved
0.7156 Intermediate Similarity NPD7639 Approved
0.7155 Intermediate Similarity NPD8133 Approved
0.7154 Intermediate Similarity NPD8293 Discontinued
0.713 Intermediate Similarity NPD5173 Approved
0.713 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD7902 Approved
0.7119 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD7115 Discovery
0.7117 Intermediate Similarity NPD5174 Approved
0.7117 Intermediate Similarity NPD5175 Approved
0.7105 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD5223 Approved
0.7054 Intermediate Similarity NPD5141 Approved
0.7049 Intermediate Similarity NPD7604 Phase 2
0.7041 Intermediate Similarity NPD6697 Approved
0.7041 Intermediate Similarity NPD6114 Approved
0.7041 Intermediate Similarity NPD6115 Approved
0.7041 Intermediate Similarity NPD6118 Approved
0.7025 Intermediate Similarity NPD6921 Approved
0.7018 Intermediate Similarity NPD4729 Approved
0.7018 Intermediate Similarity NPD6686 Approved
0.7018 Intermediate Similarity NPD4730 Approved
0.7009 Intermediate Similarity NPD7748 Approved
0.7 Intermediate Similarity NPD7100 Approved
0.7 Intermediate Similarity NPD7101 Approved
0.6991 Remote Similarity NPD4768 Approved
0.6991 Remote Similarity NPD4767 Approved
0.6981 Remote Similarity NPD7515 Phase 2
0.6981 Remote Similarity NPD6411 Approved
0.6975 Remote Similarity NPD6317 Approved
0.6972 Remote Similarity NPD6084 Phase 2
0.6972 Remote Similarity NPD6083 Phase 2
0.6939 Remote Similarity NPD6116 Phase 1
0.6935 Remote Similarity NPD6336 Discontinued
0.693 Remote Similarity NPD6412 Phase 2
0.6923 Remote Similarity NPD3573 Approved
0.6917 Remote Similarity NPD6314 Approved
0.6917 Remote Similarity NPD6335 Approved
0.6917 Remote Similarity NPD6313 Approved
0.6916 Remote Similarity NPD4202 Approved
0.6909 Remote Similarity NPD5696 Approved
0.6909 Remote Similarity NPD4225 Approved
0.6907 Remote Similarity NPD3703 Phase 2
0.6897 Remote Similarity NPD5251 Approved
0.6897 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6897 Remote Similarity NPD5249 Phase 3
0.6897 Remote Similarity NPD5248 Approved
0.6897 Remote Similarity NPD5250 Approved
0.6897 Remote Similarity NPD5247 Approved
0.6891 Remote Similarity NPD6868 Approved
0.6885 Remote Similarity NPD6291 Clinical (unspecified phase)
0.687 Remote Similarity NPD5128 Approved
0.6863 Remote Similarity NPD4788 Approved
0.6852 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6852 Remote Similarity NPD7900 Approved
0.6837 Remote Similarity NPD6117 Approved
0.6827 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6814 Remote Similarity NPD4754 Approved
0.681 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6796 Remote Similarity NPD4786 Approved
0.6792 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6792 Remote Similarity NPD6101 Approved
0.6789 Remote Similarity NPD5695 Phase 3
0.6765 Remote Similarity NPD3667 Approved
0.6748 Remote Similarity NPD6909 Approved
0.6748 Remote Similarity NPD6908 Approved
0.6726 Remote Similarity NPD7632 Discontinued
0.6698 Remote Similarity NPD6672 Approved
0.6698 Remote Similarity NPD5737 Approved
0.6695 Remote Similarity NPD5217 Approved
0.6695 Remote Similarity NPD5216 Approved
0.6695 Remote Similarity NPD5215 Approved
0.6693 Remote Similarity NPD6033 Approved
0.6667 Remote Similarity NPD7146 Approved
0.6667 Remote Similarity NPD5330 Approved
0.6667 Remote Similarity NPD7521 Approved
0.6667 Remote Similarity NPD7334 Approved
0.6667 Remote Similarity NPD6409 Approved
0.6667 Remote Similarity NPD6684 Approved
0.6638 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6636 Remote Similarity NPD4629 Approved
0.6636 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5210 Approved
0.6636 Remote Similarity NPD4753 Phase 2
0.6636 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6635 Remote Similarity NPD3666 Approved
0.6635 Remote Similarity NPD3665 Phase 1
0.6635 Remote Similarity NPD3133 Approved
0.6633 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6617 Remote Similarity NPD6334 Approved
0.6617 Remote Similarity NPD6333 Approved
0.661 Remote Similarity NPD5135 Approved
0.661 Remote Similarity NPD5134 Clinical (unspecified phase)
0.661 Remote Similarity NPD5169 Approved
0.6609 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5778 Approved
0.6606 Remote Similarity NPD5779 Approved
0.6581 Remote Similarity NPD5168 Approved
0.6566 Remote Similarity NPD3702 Approved
0.6555 Remote Similarity NPD5127 Approved
0.6545 Remote Similarity NPD5282 Discontinued
0.6542 Remote Similarity NPD6903 Approved
0.6542 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6514 Remote Similarity NPD5281 Approved
0.6514 Remote Similarity NPD5284 Approved
0.6514 Remote Similarity NPD7637 Suspended
0.6504 Remote Similarity NPD7327 Approved
0.6504 Remote Similarity NPD7328 Approved
0.65 Remote Similarity NPD6053 Discontinued
0.6491 Remote Similarity NPD1700 Approved
0.6452 Remote Similarity NPD7516 Approved
0.6429 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6408 Remote Similarity NPD7525 Registered
0.64 Remote Similarity NPD8294 Approved
0.64 Remote Similarity NPD8377 Approved
0.6396 Remote Similarity NPD6001 Approved
0.6393 Remote Similarity NPD5167 Approved
0.6392 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6392 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6355 Remote Similarity NPD5279 Phase 3
0.6349 Remote Similarity NPD8033 Approved
0.6349 Remote Similarity NPD8517 Approved
0.6349 Remote Similarity NPD7503 Approved
0.6349 Remote Similarity NPD8515 Approved
0.6349 Remote Similarity NPD8516 Approved
0.6349 Remote Similarity NPD8513 Phase 3
0.6349 Remote Similarity NPD8296 Approved
0.6349 Remote Similarity NPD8380 Approved
0.6349 Remote Similarity NPD8379 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