Structure

Physi-Chem Properties

Molecular Weight:  582.23
Volume:  598.625
LogP:  5.364
LogD:  3.783
LogS:  -4.913
# Rotatable Bonds:  8
TPSA:  125.68
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  6
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.185
Synthetic Accessibility Score:  4.149
Fsp3:  0.286
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:  -4.985
MDCK Permeability:  7.970375008881092e-06
Pgp-inhibitor:  0.096
Pgp-substrate:  0.281
Human Intestinal Absorption (HIA):  0.009
20% Bioavailability (F20%):  0.286
30% Bioavailability (F30%):  0.995

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.037
Plasma Protein Binding (PPB):  99.39334869384766%
Volume Distribution (VD):  0.299
Pgp-substrate:  0.9349768757820129%

ADMET: Metabolism

CYP1A2-inhibitor:  0.085
CYP1A2-substrate:  0.156
CYP2C19-inhibitor:  0.964
CYP2C19-substrate:  0.122
CYP2C9-inhibitor:  0.968
CYP2C9-substrate:  0.99
CYP2D6-inhibitor:  0.504
CYP2D6-substrate:  0.9
CYP3A4-inhibitor:  0.716
CYP3A4-substrate:  0.747

ADMET: Excretion

Clearance (CL):  11.263
Half-life (T1/2):  0.297

ADMET: Toxicity

hERG Blockers:  0.241
Human Hepatotoxicity (H-HT):  0.379
Drug-inuced Liver Injury (DILI):  0.823
AMES Toxicity:  0.318
Rat Oral Acute Toxicity:  0.978
Maximum Recommended Daily Dose:  0.99
Skin Sensitization:  0.911
Carcinogencity:  0.31
Eye Corrosion:  0.003
Eye Irritation:  0.542
Respiratory Toxicity:  0.677

Download Data

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

  Natural Product: NPC51198

Natural Product ID:  NPC51198
Common Name*:   Aplysiatoxin
IUPAC Name:   n.a.
Synonyms:   Aplysiatoxin
Standard InCHIKey:  RHJPBGWFGOAEID-BEDNPZBZSA-N
Standard InCHI:  InChI=1S/C32H47BrO10/c1-17(8-11-24(39-7)22-12-21(35)9-10-23(22)33)29-19(3)26-15-32(42-29)30(5,6)14-18(2)31(38,43-32)16-28(37)40-25(20(4)34)13-27(36)41-26/h9-10,12,17-20,24-26,29,34-35,38H,8,11,13-16H2,1-7H3/t17-,18+,19-,20+,24-,25+,26-,29+,31-,32-/m0/s1
SMILES:  C[C@@H](CC[C@@H](c1cc(ccc1Br)O)OC)[C@@H]1[C@@H](C)[C@@H]2C[C@]3(C(C)(C)C[C@@H](C)[C@@](CC(=O)O[C@H](CC(=O)O2)[C@@H](C)O)(O)O3)O1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1256416
PubChem CID:   21672114
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
NPO6701 Cinnamomum camphora Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[25612070]
NPO6701 Cinnamomum camphora Species Lauraceae Eukaryota n.a. stem n.a. Database[Article]
NPO6701 Cinnamomum camphora Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6701 Cinnamomum camphora Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6701 Cinnamomum camphora Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6701 Cinnamomum camphora Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16525 Luvunga eleutherandra Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15408 Ophryosporus heptanthus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13880 Iris clarkei Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14059 Dickeya zeae Species Pectobacteriaceae Bacteria 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
NPT80 Cell Line Raji Homo sapiens Activity = 40.0 % PMID[478323]
NPT80 Cell Line Raji Homo sapiens Activity = 50.0 % PMID[478323]
NPT3124 Individual Protein Protein kinase C eta Homo sapiens Ki = 0.36 nM PMID[478323]
NPT182 Individual Protein Protein kinase C alpha Homo sapiens Ki = 0.4 nM PMID[478323]
NPT2 Others Unspecified Activity = 19.4 % PMID[478323]
NPT2 Others Unspecified Activity = 17.8 % PMID[478323]
NPT2 Others Unspecified Activity = 20.1 % PMID[478323]
NPT2 Others Unspecified Activity = 18.4 % PMID[478323]
NPT887 Individual Protein Protein kinase C theta Homo sapiens Ki = 0.16 nM PMID[478323]
NPT761 Individual Protein Protein kinase C epsilon Homo sapiens Ki = 1.3 nM PMID[478323]
NPT881 Individual Protein Protein kinase C delta Homo sapiens Ki = 0.41 nM PMID[478323]
NPT881 Individual Protein Protein kinase C delta Homo sapiens Ki = 12.0 nM PMID[478323]
NPT880 Individual Protein Protein kinase C gamma Homo sapiens Ki = 0.63 nM PMID[478323]
NPT760 Individual Protein Protein kinase C beta Homo sapiens Ki = 0.45 nM PMID[478323]
NPT35 Others n.a. LogP = 5.4 n.a. PMID[478324]

☑ 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 NPC51198 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
0.9097 High Similarity NPC324262
0.9097 High Similarity NPC62800
0.7808 Intermediate Similarity NPC138798
0.7764 Intermediate Similarity NPC12006
0.7748 Intermediate Similarity NPC476407
0.7736 Intermediate Similarity NPC212808
0.773 Intermediate Similarity NPC87403
0.7682 Intermediate Similarity NPC469705
0.7682 Intermediate Similarity NPC470122
0.7682 Intermediate Similarity NPC17968
0.7679 Intermediate Similarity NPC471873
0.7669 Intermediate Similarity NPC106818
0.764 Intermediate Similarity NPC28776
0.764 Intermediate Similarity NPC473138
0.7622 Intermediate Similarity NPC115466
0.7622 Intermediate Similarity NPC299706
0.7622 Intermediate Similarity NPC245615
0.7622 Intermediate Similarity NPC61604
0.7619 Intermediate Similarity NPC471869
0.7616 Intermediate Similarity NPC469549
0.761 Intermediate Similarity NPC202391
0.761 Intermediate Similarity NPC296659
0.7597 Intermediate Similarity NPC169398
0.7595 Intermediate Similarity NPC296643
0.759 Intermediate Similarity NPC478055
0.7582 Intermediate Similarity NPC471066
0.7582 Intermediate Similarity NPC471095
0.7576 Intermediate Similarity NPC472128
0.7576 Intermediate Similarity NPC160882
0.7576 Intermediate Similarity NPC472127
0.7564 Intermediate Similarity NPC101686
0.7564 Intermediate Similarity NPC65262
0.7564 Intermediate Similarity NPC469364
0.755 Intermediate Similarity NPC158673
0.7548 Intermediate Similarity NPC158325
0.7548 Intermediate Similarity NPC180171
0.7548 Intermediate Similarity NPC123988
0.7548 Intermediate Similarity NPC103398
0.7546 Intermediate Similarity NPC158635
0.7546 Intermediate Similarity NPC35097
0.7546 Intermediate Similarity NPC229882
0.7532 Intermediate Similarity NPC164172
0.7531 Intermediate Similarity NPC23677
0.7531 Intermediate Similarity NPC120728
0.753 Intermediate Similarity NPC131532
0.753 Intermediate Similarity NPC38699
0.7516 Intermediate Similarity NPC220942
0.7516 Intermediate Similarity NPC143246
0.7516 Intermediate Similarity NPC320734
0.7516 Intermediate Similarity NPC281798
0.7516 Intermediate Similarity NPC475539
0.7516 Intermediate Similarity NPC119773
0.7516 Intermediate Similarity NPC473147
0.7516 Intermediate Similarity NPC474268
0.7515 Intermediate Similarity NPC477627
0.7515 Intermediate Similarity NPC471874
0.75 Intermediate Similarity NPC194938
0.75 Intermediate Similarity NPC183824
0.75 Intermediate Similarity NPC471345
0.75 Intermediate Similarity NPC475407
0.75 Intermediate Similarity NPC469654
0.75 Intermediate Similarity NPC314795
0.7485 Intermediate Similarity NPC10945
0.7485 Intermediate Similarity NPC478242
0.7485 Intermediate Similarity NPC163635
0.7485 Intermediate Similarity NPC96599
0.7484 Intermediate Similarity NPC164599
0.7484 Intermediate Similarity NPC106406
0.7471 Intermediate Similarity NPC471850
0.7471 Intermediate Similarity NPC13989
0.7467 Intermediate Similarity NPC123704
0.7457 Intermediate Similarity NPC471870
0.7455 Intermediate Similarity NPC11892
0.7453 Intermediate Similarity NPC475528
0.7452 Intermediate Similarity NPC100558
0.7452 Intermediate Similarity NPC308976
0.7452 Intermediate Similarity NPC469696
0.7452 Intermediate Similarity NPC302583
0.7452 Intermediate Similarity NPC84789
0.7452 Intermediate Similarity NPC310252
0.7442 Intermediate Similarity NPC469419
0.744 Intermediate Similarity NPC40920
0.744 Intermediate Similarity NPC223335
0.7439 Intermediate Similarity NPC240592
0.7439 Intermediate Similarity NPC117346
0.7438 Intermediate Similarity NPC204644
0.7438 Intermediate Similarity NPC285550
0.7436 Intermediate Similarity NPC470990
0.7427 Intermediate Similarity NPC471861
0.7425 Intermediate Similarity NPC186316
0.7425 Intermediate Similarity NPC475484
0.7423 Intermediate Similarity NPC116229
0.7421 Intermediate Similarity NPC3218
0.7421 Intermediate Similarity NPC47471
0.7421 Intermediate Similarity NPC476377
0.7421 Intermediate Similarity NPC134405
0.7421 Intermediate Similarity NPC476385
0.7412 Intermediate Similarity NPC471858
0.7405 Intermediate Similarity NPC472350
0.7405 Intermediate Similarity NPC81515
0.7405 Intermediate Similarity NPC476383
0.7405 Intermediate Similarity NPC89105
0.7405 Intermediate Similarity NPC68092
0.7405 Intermediate Similarity NPC64141
0.7405 Intermediate Similarity NPC126739
0.7405 Intermediate Similarity NPC197316
0.7405 Intermediate Similarity NPC197666
0.7403 Intermediate Similarity NPC246869
0.7403 Intermediate Similarity NPC138777
0.7403 Intermediate Similarity NPC46137
0.7403 Intermediate Similarity NPC225384
0.7403 Intermediate Similarity NPC235294
0.74 Intermediate Similarity NPC57607
0.7396 Intermediate Similarity NPC469384
0.7396 Intermediate Similarity NPC53139
0.7394 Intermediate Similarity NPC37642
0.7394 Intermediate Similarity NPC473966
0.7394 Intermediate Similarity NPC77310
0.7391 Intermediate Similarity NPC63304
0.7389 Intermediate Similarity NPC470572
0.7389 Intermediate Similarity NPC472132
0.7383 Intermediate Similarity NPC469927
0.7381 Intermediate Similarity NPC148323
0.7381 Intermediate Similarity NPC283480
0.7375 Intermediate Similarity NPC265648
0.7375 Intermediate Similarity NPC222433
0.7375 Intermediate Similarity NPC148080
0.7375 Intermediate Similarity NPC469623
0.7372 Intermediate Similarity NPC34456
0.7368 Intermediate Similarity NPC106677
0.7368 Intermediate Similarity NPC326278
0.7368 Intermediate Similarity NPC103533
0.7365 Intermediate Similarity NPC136757
0.7362 Intermediate Similarity NPC474422
0.7362 Intermediate Similarity NPC470330
0.7358 Intermediate Similarity NPC475530
0.7358 Intermediate Similarity NPC473799
0.7356 Intermediate Similarity NPC476017
0.7355 Intermediate Similarity NPC473285
0.7355 Intermediate Similarity NPC254275
0.7353 Intermediate Similarity NPC130489
0.7353 Intermediate Similarity NPC208676
0.7353 Intermediate Similarity NPC44507
0.7349 Intermediate Similarity NPC475093
0.7349 Intermediate Similarity NPC56184
0.7346 Intermediate Similarity NPC103910
0.7346 Intermediate Similarity NPC223185
0.7342 Intermediate Similarity NPC260425
0.7342 Intermediate Similarity NPC78363
0.7342 Intermediate Similarity NPC476376
0.7337 Intermediate Similarity NPC208651
0.7337 Intermediate Similarity NPC257309
0.7337 Intermediate Similarity NPC206641
0.7337 Intermediate Similarity NPC29552
0.7337 Intermediate Similarity NPC475663
0.7337 Intermediate Similarity NPC286919
0.7337 Intermediate Similarity NPC471878
0.7333 Intermediate Similarity NPC116292
0.7333 Intermediate Similarity NPC267469
0.7333 Intermediate Similarity NPC69367
0.7333 Intermediate Similarity NPC87630
0.7333 Intermediate Similarity NPC162569
0.7333 Intermediate Similarity NPC236981
0.7333 Intermediate Similarity NPC179128
0.7333 Intermediate Similarity NPC35160
0.733 Intermediate Similarity NPC471871
0.7329 Intermediate Similarity NPC478250
0.7329 Intermediate Similarity NPC112
0.7329 Intermediate Similarity NPC476380
0.7329 Intermediate Similarity NPC175214
0.7329 Intermediate Similarity NPC476378
0.7329 Intermediate Similarity NPC242756
0.7329 Intermediate Similarity NPC293154
0.7329 Intermediate Similarity NPC96795
0.7329 Intermediate Similarity NPC269141
0.7329 Intermediate Similarity NPC76406
0.7329 Intermediate Similarity NPC476384
0.7329 Intermediate Similarity NPC476375
0.7329 Intermediate Similarity NPC264632
0.7329 Intermediate Similarity NPC119537
0.7329 Intermediate Similarity NPC247032
0.7329 Intermediate Similarity NPC205864
0.7329 Intermediate Similarity NPC298257
0.7329 Intermediate Similarity NPC476397
0.7329 Intermediate Similarity NPC476381
0.7326 Intermediate Similarity NPC327694
0.7326 Intermediate Similarity NPC25889
0.7325 Intermediate Similarity NPC263829
0.7321 Intermediate Similarity NPC82190
0.7321 Intermediate Similarity NPC172920
0.7321 Intermediate Similarity NPC192219
0.7321 Intermediate Similarity NPC174599
0.7321 Intermediate Similarity NPC156624
0.7317 Intermediate Similarity NPC1580
0.7317 Intermediate Similarity NPC471076
0.7317 Intermediate Similarity NPC192568
0.7317 Intermediate Similarity NPC83975
0.7317 Intermediate Similarity NPC127046
0.7314 Intermediate Similarity NPC475058
0.7312 Intermediate Similarity NPC100675

  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 NPC51198 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
0.7405 Intermediate Similarity NPD7266 Discontinued
0.7151 Intermediate Similarity NPD8313 Approved
0.7151 Intermediate Similarity NPD8312 Approved
0.7102 Intermediate Similarity NPD7228 Approved
0.7091 Intermediate Similarity NPD8389 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD8455 Phase 2
0.7025 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD6190 Approved
0.7 Intermediate Similarity NPD37 Approved
0.6994 Remote Similarity NPD6234 Discontinued
0.6977 Remote Similarity NPD4965 Approved
0.6977 Remote Similarity NPD4966 Approved
0.6977 Remote Similarity NPD4967 Phase 2
0.6927 Remote Similarity NPD7074 Phase 3
0.6886 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6872 Remote Similarity NPD7054 Approved
0.6872 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6851 Remote Similarity NPD7685 Pre-registration
0.6848 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6848 Remote Similarity NPD8166 Discontinued
0.6848 Remote Similarity NPD4628 Phase 3
0.6839 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6833 Remote Similarity NPD7472 Approved
0.6832 Remote Similarity NPD6653 Approved
0.6813 Remote Similarity NPD7808 Phase 3
0.6793 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6791 Remote Similarity NPD7879 Clinical (unspecified phase)
0.679 Remote Similarity NPD4978 Clinical (unspecified phase)
0.679 Remote Similarity NPD7097 Phase 1
0.6779 Remote Similarity NPD2629 Approved
0.6758 Remote Similarity NPD7240 Approved
0.6758 Remote Similarity NPD6559 Discontinued
0.6758 Remote Similarity NPD7251 Discontinued
0.6757 Remote Similarity NPD8150 Discontinued
0.6752 Remote Similarity NPD5647 Approved
0.675 Remote Similarity NPD6663 Approved
0.6748 Remote Similarity NPD7033 Discontinued
0.6747 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6743 Remote Similarity NPD7075 Discontinued
0.6726 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6724 Remote Similarity NPD5402 Approved
0.6722 Remote Similarity NPD3818 Discontinued
0.6721 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6709 Remote Similarity NPD5736 Approved
0.6703 Remote Similarity NPD6797 Phase 2
0.6686 Remote Similarity NPD4380 Phase 2
0.6686 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6355 Discontinued
0.6667 Remote Similarity NPD230 Phase 1
0.6646 Remote Similarity NPD6233 Phase 2
0.6645 Remote Similarity NPD1091 Approved
0.6629 Remote Similarity NPD8127 Discontinued
0.6629 Remote Similarity NPD7199 Phase 2
0.6625 Remote Similarity NPD7095 Approved
0.6611 Remote Similarity NPD6166 Phase 2
0.6611 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6611 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6609 Remote Similarity NPD1934 Approved
0.6606 Remote Similarity NPD6100 Approved
0.6606 Remote Similarity NPD6099 Approved
0.6603 Remote Similarity NPD1608 Approved
0.6596 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6592 Remote Similarity NPD3787 Discontinued
0.6584 Remote Similarity NPD6798 Discontinued
0.6582 Remote Similarity NPD8319 Approved
0.6582 Remote Similarity NPD8320 Phase 1
0.6578 Remote Similarity NPD8434 Phase 2
0.6571 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6571 Remote Similarity NPD7819 Suspended
0.6571 Remote Similarity NPD7096 Clinical (unspecified phase)
0.657 Remote Similarity NPD1653 Approved
0.6566 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6566 Remote Similarity NPD6002 Phase 3
0.6566 Remote Similarity NPD6004 Phase 3
0.6566 Remote Similarity NPD6005 Phase 3
0.6566 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6548 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6548 Remote Similarity NPD4110 Phase 3
0.6522 Remote Similarity NPD3027 Phase 3
0.6522 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6516 Remote Similarity NPD5125 Phase 3
0.6516 Remote Similarity NPD5126 Approved
0.6516 Remote Similarity NPD1778 Approved
0.6512 Remote Similarity NPD5403 Approved
0.6506 Remote Similarity NPD2935 Discontinued
0.6494 Remote Similarity NPD9545 Approved
0.6484 Remote Similarity NPD7473 Discontinued
0.6481 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6481 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6481 Remote Similarity NPD3764 Approved
0.6467 Remote Similarity NPD5762 Approved
0.6467 Remote Similarity NPD5763 Approved
0.6464 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6457 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5585 Approved
0.6448 Remote Similarity NPD3751 Discontinued
0.6447 Remote Similarity NPD7680 Approved
0.6443 Remote Similarity NPD7699 Phase 2
0.6443 Remote Similarity NPD7700 Phase 2
0.6442 Remote Similarity NPD4870 Approved
0.6441 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6441 Remote Similarity NPD4288 Approved
0.6441 Remote Similarity NPD3817 Phase 2
0.6437 Remote Similarity NPD7458 Discontinued
0.6429 Remote Similarity NPD970 Clinical (unspecified phase)
0.642 Remote Similarity NPD5952 Clinical (unspecified phase)
0.642 Remote Similarity NPD6801 Discontinued
0.641 Remote Similarity NPD7237 Clinical (unspecified phase)
0.641 Remote Similarity NPD17 Approved
0.6409 Remote Similarity NPD6232 Discontinued
0.6407 Remote Similarity NPD2438 Suspended
0.6405 Remote Similarity NPD7157 Approved
0.6402 Remote Similarity NPD1613 Approved
0.6402 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6402 Remote Similarity NPD4060 Phase 1
0.6398 Remote Similarity NPD8368 Discontinued
0.6395 Remote Similarity NPD5401 Approved
0.6384 Remote Similarity NPD2801 Approved
0.6375 Remote Similarity NPD3094 Phase 2
0.6375 Remote Similarity NPD2797 Approved
0.6364 Remote Similarity NPD9493 Approved
0.6364 Remote Similarity NPD447 Suspended
0.6364 Remote Similarity NPD7435 Discontinued
0.6359 Remote Similarity NPD7799 Discontinued
0.6343 Remote Similarity NPD3226 Approved
0.6341 Remote Similarity NPD4062 Phase 3
0.6341 Remote Similarity NPD8032 Phase 2
0.6331 Remote Similarity NPD4534 Discontinued
0.6324 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6322 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6319 Remote Similarity NPD7315 Approved
0.6316 Remote Similarity NPD7843 Approved
0.6313 Remote Similarity NPD7768 Phase 2
0.6312 Remote Similarity NPD8651 Approved
0.631 Remote Similarity NPD9570 Approved
0.631 Remote Similarity NPD6032 Approved
0.6307 Remote Similarity NPD6599 Discontinued
0.6306 Remote Similarity NPD2932 Approved
0.6306 Remote Similarity NPD3019 Approved
0.6305 Remote Similarity NPD7783 Phase 2
0.6305 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6303 Remote Similarity NPD4140 Approved
0.6301 Remote Similarity NPD2534 Approved
0.6301 Remote Similarity NPD2533 Approved
0.6301 Remote Similarity NPD2532 Approved
0.6299 Remote Similarity NPD4198 Discontinued
0.6296 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6296 Remote Similarity NPD2861 Phase 2
0.6296 Remote Similarity NPD8407 Phase 2
0.6294 Remote Similarity NPD6674 Discontinued
0.6289 Remote Similarity NPD6535 Approved
0.6289 Remote Similarity NPD6534 Approved
0.6287 Remote Similarity NPD8151 Discontinued
0.6284 Remote Similarity NPD5048 Discontinued
0.6282 Remote Similarity NPD7741 Discontinued
0.6281 Remote Similarity NPD7696 Phase 3
0.6281 Remote Similarity NPD7697 Approved
0.6281 Remote Similarity NPD7698 Approved
0.628 Remote Similarity NPD7985 Registered
0.628 Remote Similarity NPD3268 Approved
0.628 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6279 Remote Similarity NPD5058 Phase 3
0.6273 Remote Similarity NPD6362 Approved
0.6272 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6272 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6272 Remote Similarity NPD2346 Discontinued
0.6271 Remote Similarity NPD7411 Suspended
0.6271 Remote Similarity NPD6677 Suspended
0.6266 Remote Similarity NPD3496 Discontinued
0.6265 Remote Similarity NPD1933 Approved
0.6264 Remote Similarity NPD6273 Approved
0.6258 Remote Similarity NPD6832 Phase 2
0.6257 Remote Similarity NPD3400 Discontinued
0.6256 Remote Similarity NPD7874 Approved
0.6256 Remote Similarity NPD7875 Clinical (unspecified phase)
0.625 Remote Similarity NPD4359 Approved
0.625 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6243 Remote Similarity NPD6799 Approved
0.6242 Remote Similarity NPD1357 Approved
0.6238 Remote Similarity NPD7701 Phase 2
0.6237 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6237 Remote Similarity NPD6213 Phase 3
0.6237 Remote Similarity NPD6212 Phase 3
0.6237 Remote Similarity NPD5844 Phase 1
0.6235 Remote Similarity NPD1549 Phase 2
0.6235 Remote Similarity NPD2798 Approved
0.6235 Remote Similarity NPD6085 Phase 2
0.6235 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6235 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6231 Remote Similarity NPD6823 Phase 2
0.6226 Remote Similarity NPD3092 Approved
0.6222 Remote Similarity NPD3882 Suspended
0.6213 Remote Similarity NPD1551 Phase 2
0.6212 Remote Similarity NPD6776 Approved
0.6212 Remote Similarity NPD6779 Approved
0.6212 Remote Similarity NPD6782 Approved
0.6212 Remote Similarity NPD6777 Approved
0.6212 Remote Similarity NPD6781 Approved
0.6212 Remote Similarity NPD6778 Approved
0.6212 Remote Similarity NPD6780 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