Structure

Physi-Chem Properties

Molecular Weight:  726.85
Volume:  499.019
LogP:  4.089
LogD:  2.619
LogS:  -4.839
# Rotatable Bonds:  11
TPSA:  101.41
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.311
Synthetic Accessibility Score:  4.621
Fsp3:  0.455
Lipinski Rule-of-5:  Accepted
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:  -5.524
MDCK Permeability:  2.042360938503407e-05
Pgp-inhibitor:  0.997
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.77
20% Bioavailability (F20%):  0.996
30% Bioavailability (F30%):  0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.993
Plasma Protein Binding (PPB):  96.78553771972656%
Volume Distribution (VD):  2.021
Pgp-substrate:  4.362025737762451%

ADMET: Metabolism

CYP1A2-inhibitor:  0.861
CYP1A2-substrate:  0.657
CYP2C19-inhibitor:  0.876
CYP2C19-substrate:  0.807
CYP2C9-inhibitor:  0.513
CYP2C9-substrate:  0.189
CYP2D6-inhibitor:  0.953
CYP2D6-substrate:  0.861
CYP3A4-inhibitor:  0.939
CYP3A4-substrate:  0.394

ADMET: Excretion

Clearance (CL):  1.584
Half-life (T1/2):  0.048

ADMET: Toxicity

hERG Blockers:  0.824
Human Hepatotoxicity (H-HT):  0.875
Drug-inuced Liver Injury (DILI):  0.308
AMES Toxicity:  0.161
Rat Oral Acute Toxicity:  0.875
Maximum Recommended Daily Dose:  0.907
Skin Sensitization:  0.869
Carcinogencity:  0.406
Eye Corrosion:  0.003
Eye Irritation:  0.006
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: NPC174607

Natural Product ID:  NPC174607
Common Name*:   Purealidin S
IUPAC Name:   (5S,6R)-7,9-dibromo-N-[2-[2,6-dibromo-4-[3-(methylamino)propoxy]phenyl]ethyl]-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide
Synonyms:   Purealidin S
Standard InCHIKey:  MCJBTHQUQKFFBA-RBBKRZOGSA-N
Standard InCHI:  InChI=1S/C22H25Br4N3O5/c1-27-5-3-7-33-12-8-14(23)13(15(24)9-12)4-6-28-21(31)17-11-22(34-29-17)10-16(25)19(32-2)18(26)20(22)30/h8-10,20,27,30H,3-7,11H2,1-2H3,(H,28,31)/t20-,22+/m0/s1
SMILES:  CNCCCOc1cc(Br)c(c(c1)Br)CCNC(=O)C1=NO[C@@]2(C1)C=C(Br)C(=C([C@@H]2O)Br)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL464838
PubChem CID:   10101466
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002341] Phenol ethers

*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
NPO33394 druinella sp. Species n.a. n.a. n.a. Fujian, China n.a. PMID[12502317]

☑ 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
NPT179 Cell Line A2780 Homo sapiens ID50 = 7.44 ug ml-1 PMID[511264]
NPT111 Cell Line K562 Homo sapiens ID50 = 6.02 ug ml-1 PMID[511264]

☑ 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 NPC174607 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
0.994 High Similarity NPC147847
0.9471 High Similarity NPC77435
0.9471 High Similarity NPC259071
0.9148 High Similarity NPC227953
0.9096 High Similarity NPC202866
0.8596 High Similarity NPC121571
0.8596 High Similarity NPC8093
0.8415 Intermediate Similarity NPC471338
0.8415 Intermediate Similarity NPC474678
0.8391 Intermediate Similarity NPC477255
0.837 Intermediate Similarity NPC475843
0.8177 Intermediate Similarity NPC477254
0.8148 Intermediate Similarity NPC471337
0.8053 Intermediate Similarity NPC123140
0.7857 Intermediate Similarity NPC470746
0.7857 Intermediate Similarity NPC471336
0.7766 Intermediate Similarity NPC471339
0.7614 Intermediate Similarity NPC156311
0.7586 Intermediate Similarity NPC471335
0.7345 Intermediate Similarity NPC469711
0.7288 Intermediate Similarity NPC258222
0.7247 Intermediate Similarity NPC47672
0.7232 Intermediate Similarity NPC76412
0.7222 Intermediate Similarity NPC233926
0.7209 Intermediate Similarity NPC128877
0.7191 Intermediate Similarity NPC109968
0.7184 Intermediate Similarity NPC308571
0.7179 Intermediate Similarity NPC248822
0.7143 Intermediate Similarity NPC78530
0.7056 Intermediate Similarity NPC102245
0.698 Remote Similarity NPC473450
0.697 Remote Similarity NPC64066
0.6949 Remote Similarity NPC135349
0.6927 Remote Similarity NPC71629
0.6927 Remote Similarity NPC296085
0.6904 Remote Similarity NPC246591
0.6869 Remote Similarity NPC283207
0.686 Remote Similarity NPC247018
0.686 Remote Similarity NPC307123
0.686 Remote Similarity NPC97870
0.6857 Remote Similarity NPC474673
0.6854 Remote Similarity NPC470472
0.6839 Remote Similarity NPC470471
0.6836 Remote Similarity NPC474128
0.6784 Remote Similarity NPC230539
0.678 Remote Similarity NPC470709
0.6768 Remote Similarity NPC473892
0.6768 Remote Similarity NPC475658
0.6768 Remote Similarity NPC96275
0.6768 Remote Similarity NPC471591
0.6768 Remote Similarity NPC80337
0.6761 Remote Similarity NPC470470
0.6734 Remote Similarity NPC82741
0.6734 Remote Similarity NPC473409
0.6734 Remote Similarity NPC141405
0.6733 Remote Similarity NPC80514
0.672 Remote Similarity NPC254700
0.6701 Remote Similarity NPC226001
0.6667 Remote Similarity NPC298981
0.6667 Remote Similarity NPC110454
0.6667 Remote Similarity NPC138083
0.6667 Remote Similarity NPC126128
0.6667 Remote Similarity NPC473462
0.6667 Remote Similarity NPC207819
0.6647 Remote Similarity NPC272463
0.6633 Remote Similarity NPC49172
0.6629 Remote Similarity NPC132308
0.6629 Remote Similarity NPC169766
0.6615 Remote Similarity NPC469979
0.6615 Remote Similarity NPC143450
0.6612 Remote Similarity NPC324081
0.6608 Remote Similarity NPC110131
0.6599 Remote Similarity NPC475396
0.6569 Remote Similarity NPC469721
0.6566 Remote Similarity NPC301941
0.6566 Remote Similarity NPC214188
0.6566 Remote Similarity NPC74618
0.6564 Remote Similarity NPC225130
0.6559 Remote Similarity NPC476268
0.6556 Remote Similarity NPC204546
0.655 Remote Similarity NPC276120
0.6545 Remote Similarity NPC469479
0.6532 Remote Similarity NPC477220
0.652 Remote Similarity NPC65714
0.6517 Remote Similarity NPC470249
0.6512 Remote Similarity NPC320242
0.6505 Remote Similarity NPC469731
0.65 Remote Similarity NPC315542
0.65 Remote Similarity NPC299806
0.6495 Remote Similarity NPC89831
0.6477 Remote Similarity NPC470392
0.6477 Remote Similarity NPC280022
0.6465 Remote Similarity NPC290534
0.6465 Remote Similarity NPC32064
0.6461 Remote Similarity NPC196708
0.6461 Remote Similarity NPC235633
0.6455 Remote Similarity NPC319320
0.6455 Remote Similarity NPC287757
0.6453 Remote Similarity NPC1702
0.6453 Remote Similarity NPC158672
0.6443 Remote Similarity NPC475123
0.6443 Remote Similarity NPC46009
0.6443 Remote Similarity NPC473693
0.6443 Remote Similarity NPC475204
0.6443 Remote Similarity NPC196091
0.6443 Remote Similarity NPC471568
0.6436 Remote Similarity NPC144823
0.6429 Remote Similarity NPC471165
0.6429 Remote Similarity NPC164608
0.6425 Remote Similarity NPC470248
0.6425 Remote Similarity NPC471592
0.6412 Remote Similarity NPC66855
0.6411 Remote Similarity NPC242728
0.6404 Remote Similarity NPC124626
0.6402 Remote Similarity NPC56635
0.6396 Remote Similarity NPC50016
0.6392 Remote Similarity NPC186617
0.6392 Remote Similarity NPC469505
0.6383 Remote Similarity NPC256689
0.6383 Remote Similarity NPC123011
0.6378 Remote Similarity NPC132771
0.6378 Remote Similarity NPC273755
0.6373 Remote Similarity NPC64140
0.6373 Remote Similarity NPC174122
0.6368 Remote Similarity NPC14339
0.6364 Remote Similarity NPC474087
0.6364 Remote Similarity NPC135173
0.6355 Remote Similarity NPC94862
0.6354 Remote Similarity NPC470886
0.6344 Remote Similarity NPC20755
0.6343 Remote Similarity NPC92235
0.6341 Remote Similarity NPC473378
0.6341 Remote Similarity NPC473407
0.634 Remote Similarity NPC473502
0.6337 Remote Similarity NPC206061
0.6337 Remote Similarity NPC313173
0.6333 Remote Similarity NPC106606
0.6333 Remote Similarity NPC477551
0.6332 Remote Similarity NPC97526
0.6332 Remote Similarity NPC119652
0.6328 Remote Similarity NPC475735
0.6328 Remote Similarity NPC473724
0.6324 Remote Similarity NPC313414
0.6324 Remote Similarity NPC234069
0.6324 Remote Similarity NPC9373
0.6322 Remote Similarity NPC141739
0.6322 Remote Similarity NPC136112
0.6321 Remote Similarity NPC158900
0.6321 Remote Similarity NPC472923
0.6321 Remote Similarity NPC63931
0.6316 Remote Similarity NPC477552
0.6316 Remote Similarity NPC477550
0.6308 Remote Similarity NPC79130
0.6307 Remote Similarity NPC283079
0.6303 Remote Similarity NPC156055
0.6298 Remote Similarity NPC300912
0.6298 Remote Similarity NPC213471
0.6298 Remote Similarity NPC202166
0.6298 Remote Similarity NPC473262
0.6298 Remote Similarity NPC308709
0.6298 Remote Similarity NPC473261
0.6296 Remote Similarity NPC197125
0.6294 Remote Similarity NPC306804
0.6293 Remote Similarity NPC61332
0.6293 Remote Similarity NPC240130
0.6286 Remote Similarity NPC218323
0.6277 Remote Similarity NPC56685
0.6276 Remote Similarity NPC40234
0.6275 Remote Similarity NPC4910
0.6271 Remote Similarity NPC474091
0.627 Remote Similarity NPC119569
0.6269 Remote Similarity NPC473404
0.6269 Remote Similarity NPC67080
0.6268 Remote Similarity NPC144314
0.6264 Remote Similarity NPC260270
0.6263 Remote Similarity NPC26108
0.6263 Remote Similarity NPC473354
0.6257 Remote Similarity NPC263835
0.6256 Remote Similarity NPC235194
0.625 Remote Similarity NPC475421
0.625 Remote Similarity NPC45037
0.625 Remote Similarity NPC293347
0.6244 Remote Similarity NPC191557
0.6244 Remote Similarity NPC328494
0.6244 Remote Similarity NPC102959
0.6238 Remote Similarity NPC50548
0.6237 Remote Similarity NPC471394
0.6237 Remote Similarity NPC189908
0.6237 Remote Similarity NPC293164
0.6233 Remote Similarity NPC219350
0.6233 Remote Similarity NPC194699
0.623 Remote Similarity NPC83289
0.623 Remote Similarity NPC189724
0.623 Remote Similarity NPC251439
0.623 Remote Similarity NPC212850
0.6226 Remote Similarity NPC214368
0.6221 Remote Similarity NPC14390
0.622 Remote Similarity NPC149962
0.6219 Remote Similarity NPC475120
0.6216 Remote Similarity NPC473804

  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 NPC174607 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
0.7031 Intermediate Similarity NPD5192 Clinical (unspecified phase)
0.686 Remote Similarity NPD1423 Approved
0.6818 Remote Similarity NPD2240 Approved
0.6818 Remote Similarity NPD2239 Approved
0.6798 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6737 Remote Similarity NPD7484 Phase 3
0.6737 Remote Similarity NPD7485 Phase 3
0.6721 Remote Similarity NPD7131 Phase 3
0.6629 Remote Similarity NPD3175 Clinical (unspecified phase)
0.6629 Remote Similarity NPD1725 Approved
0.6617 Remote Similarity NPD6377 Clinical (unspecified phase)
0.6615 Remote Similarity NPD7608 Discontinued
0.6612 Remote Similarity NPD3536 Discontinued
0.6611 Remote Similarity NPD2459 Approved
0.6611 Remote Similarity NPD2458 Approved
0.6611 Remote Similarity NPD2460 Phase 3
0.6611 Remote Similarity NPD4162 Approved
0.66 Remote Similarity NPD3863 Clinical (unspecified phase)
0.6593 Remote Similarity NPD3281 Clinical (unspecified phase)
0.6584 Remote Similarity NPD5525 Clinical (unspecified phase)
0.6579 Remote Similarity NPD8031 Discontinued
0.6578 Remote Similarity NPD2541 Clinical (unspecified phase)
0.6554 Remote Similarity NPD3054 Approved
0.6554 Remote Similarity NPD3052 Approved
0.6522 Remote Similarity NPD2874 Phase 2
0.6522 Remote Similarity NPD3985 Discontinued
0.6514 Remote Similarity NPD3056 Clinical (unspecified phase)
0.6512 Remote Similarity NPD1820 Approved
0.6512 Remote Similarity NPD1770 Clinical (unspecified phase)
0.6512 Remote Similarity NPD1818 Approved
0.6512 Remote Similarity NPD1819 Approved
0.6512 Remote Similarity NPD1817 Approved
0.6486 Remote Similarity NPD1975 Clinical (unspecified phase)
0.6477 Remote Similarity NPD2245 Discovery
0.6471 Remote Similarity NPD5165 Clinical (unspecified phase)
0.6462 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6457 Remote Similarity NPD5163 Phase 2
0.6457 Remote Similarity NPD3165 Approved
0.6457 Remote Similarity NPD3167 Approved
0.6457 Remote Similarity NPD3179 Approved
0.6457 Remote Similarity NPD3180 Approved
0.6457 Remote Similarity NPD3164 Approved
0.6457 Remote Similarity NPD3166 Approved
0.6452 Remote Similarity NPD5586 Clinical (unspecified phase)
0.6439 Remote Similarity NPD4466 Phase 1
0.6432 Remote Similarity NPD5348 Clinical (unspecified phase)
0.6425 Remote Similarity NPD2041 Clinical (unspecified phase)
0.6425 Remote Similarity NPD2042 Clinical (unspecified phase)
0.6417 Remote Similarity NPD3686 Approved
0.6417 Remote Similarity NPD3687 Approved
0.6406 Remote Similarity NPD1309 Phase 2
0.6406 Remote Similarity NPD1307 Phase 2
0.6402 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6402 Remote Similarity NPD6677 Suspended
0.6396 Remote Similarity NPD2822 Clinical (unspecified phase)
0.6378 Remote Similarity NPD6087 Phase 1
0.6378 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6374 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6374 Remote Similarity NPD3655 Clinical (unspecified phase)
0.6373 Remote Similarity NPD6315 Phase 2
0.6368 Remote Similarity NPD5356 Approved
0.6368 Remote Similarity NPD5355 Approved
0.6359 Remote Similarity NPD4010 Discontinued
0.6345 Remote Similarity NPD5605 Phase 2
0.6344 Remote Similarity NPD6419 Discontinued
0.634 Remote Similarity NPD2904 Discontinued
0.6339 Remote Similarity NPD3060 Approved
0.6335 Remote Similarity NPD3465 Clinical (unspecified phase)
0.6335 Remote Similarity NPD5773 Approved
0.6335 Remote Similarity NPD5772 Approved
0.6332 Remote Similarity NPD5557 Phase 1
0.6322 Remote Similarity NPD1794 Approved
0.6318 Remote Similarity NPD7132 Clinical (unspecified phase)
0.631 Remote Similarity NPD52 Approved
0.631 Remote Similarity NPD4186 Clinical (unspecified phase)
0.631 Remote Similarity NPD7526 Approved
0.631 Remote Similarity NPD7527 Clinical (unspecified phase)
0.6305 Remote Similarity NPD3154 Approved
0.6305 Remote Similarity NPD3153 Approved
0.6296 Remote Similarity NPD2651 Approved
0.6296 Remote Similarity NPD2649 Approved
0.6296 Remote Similarity NPD824 Approved
0.6292 Remote Similarity NPD3163 Approved
0.6292 Remote Similarity NPD3162 Approved
0.6289 Remote Similarity NPD6862 Phase 2
0.6286 Remote Similarity NPD7811 Phase 3
0.6286 Remote Similarity NPD7810 Phase 3
0.6284 Remote Similarity NPD7153 Discontinued
0.6283 Remote Similarity NPD4018 Clinical (unspecified phase)
0.6281 Remote Similarity NPD6042 Phase 2
0.6281 Remote Similarity NPD42 Phase 2
0.6277 Remote Similarity NPD1670 Discontinued
0.6269 Remote Similarity NPD7038 Approved
0.6269 Remote Similarity NPD1298 Discontinued
0.6269 Remote Similarity NPD7039 Approved
0.6264 Remote Similarity NPD2161 Phase 2
0.6263 Remote Similarity NPD2592 Discontinued
0.6263 Remote Similarity NPD3366 Approved
0.6257 Remote Similarity NPD3597 Clinical (unspecified phase)
0.6257 Remote Similarity NPD4662 Approved
0.6257 Remote Similarity NPD4661 Approved
0.6257 Remote Similarity NPD1771 Clinical (unspecified phase)
0.6257 Remote Similarity NPD3157 Approved
0.6257 Remote Similarity NPD3158 Phase 1
0.6256 Remote Similarity NPD6851 Approved
0.6256 Remote Similarity NPD6853 Approved
0.625 Remote Similarity NPD4413 Clinical (unspecified phase)
0.625 Remote Similarity NPD7972 Discontinued
0.6243 Remote Similarity NPD4124 Clinical (unspecified phase)
0.6237 Remote Similarity NPD5295 Discontinued
0.6231 Remote Similarity NPD3909 Discontinued
0.6231 Remote Similarity NPD6620 Discovery
0.623 Remote Similarity NPD3656 Approved
0.623 Remote Similarity NPD6072 Discontinued
0.6219 Remote Similarity NPD6297 Approved
0.6218 Remote Similarity NPD5967 Approved
0.6218 Remote Similarity NPD7318 Phase 3
0.6215 Remote Similarity NPD2614 Approved
0.6207 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6207 Remote Similarity NPD2428 Approved
0.6207 Remote Similarity NPD2429 Approved
0.6205 Remote Similarity NPD8245 Clinical (unspecified phase)
0.619 Remote Similarity NPD6662 Clinical (unspecified phase)
0.6188 Remote Similarity NPD2653 Approved
0.6183 Remote Similarity NPD2677 Approved
0.618 Remote Similarity NPD3136 Phase 2
0.6178 Remote Similarity NPD1337 Clinical (unspecified phase)
0.6173 Remote Similarity NPD4666 Phase 3
0.617 Remote Similarity NPD7019 Approved
0.617 Remote Similarity NPD7020 Approved
0.6167 Remote Similarity NPD3140 Approved
0.6167 Remote Similarity NPD3142 Approved
0.6166 Remote Similarity NPD2978 Approved
0.6166 Remote Similarity NPD2977 Approved
0.6165 Remote Similarity NPD6608 Clinical (unspecified phase)
0.6163 Remote Similarity NPD2554 Approved
0.6163 Remote Similarity NPD2556 Approved
0.6162 Remote Similarity NPD2215 Approved
0.6162 Remote Similarity NPD5062 Approved
0.6162 Remote Similarity NPD2216 Approved
0.6162 Remote Similarity NPD5137 Approved
0.6162 Remote Similarity NPD5061 Approved
0.6158 Remote Similarity NPD2250 Discontinued
0.6149 Remote Similarity NPD2231 Phase 2
0.6149 Remote Similarity NPD2235 Phase 2
0.6139 Remote Similarity NPD3823 Discontinued
0.6138 Remote Similarity NPD2186 Approved
0.6138 Remote Similarity NPD7613 Discontinued
0.6129 Remote Similarity NPD1662 Clinical (unspecified phase)
0.6126 Remote Similarity NPD3866 Clinical (unspecified phase)
0.6122 Remote Similarity NPD5709 Phase 3
0.6121 Remote Similarity NPD4971 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6863 Phase 2
0.612 Remote Similarity NPD2154 Approved
0.612 Remote Similarity NPD2156 Approved
0.612 Remote Similarity NPD2155 Approved
0.6117 Remote Similarity NPD6089 Clinical (unspecified phase)
0.6114 Remote Similarity NPD7317 Phase 3
0.6114 Remote Similarity NPD7577 Discontinued
0.6111 Remote Similarity NPD5745 Approved
0.6111 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6111 Remote Similarity NPD840 Approved
0.6111 Remote Similarity NPD839 Approved
0.6096 Remote Similarity NPD3692 Discontinued
0.6096 Remote Similarity NPD5160 Discontinued
0.6094 Remote Similarity NPD6875 Approved
0.6094 Remote Similarity NPD6876 Approved
0.6089 Remote Similarity NPD9718 Approved
0.6087 Remote Similarity NPD3156 Discontinued
0.6087 Remote Similarity NPD3490 Discontinued
0.608 Remote Similarity NPD2388 Discontinued
0.608 Remote Similarity NPD8051 Clinical (unspecified phase)
0.6078 Remote Similarity NPD3936 Clinical (unspecified phase)
0.6078 Remote Similarity NPD7190 Clinical (unspecified phase)
0.6071 Remote Similarity NPD821 Approved
0.607 Remote Similarity NPD5940 Clinical (unspecified phase)
0.6067 Remote Similarity NPD5266 Clinical (unspecified phase)
0.6066 Remote Similarity NPD743 Approved
0.6064 Remote Similarity NPD6666 Approved
0.6064 Remote Similarity NPD6667 Approved
0.6062 Remote Similarity NPD7109 Clinical (unspecified phase)
0.6062 Remote Similarity NPD7110 Phase 1
0.6061 Remote Similarity NPD3511 Discontinued
0.6053 Remote Similarity NPD6390 Discontinued
0.6047 Remote Similarity NPD7316 Discontinued
0.6042 Remote Similarity NPD6523 Clinical (unspecified phase)
0.604 Remote Similarity NPD5095 Phase 3
0.604 Remote Similarity NPD5096 Phase 3
0.604 Remote Similarity NPD3933 Discontinued
0.6039 Remote Similarity NPD3857 Clinical (unspecified phase)
0.6032 Remote Similarity NPD1774 Approved
0.6026 Remote Similarity NPD8059 Phase 3
0.6026 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6022 Remote Similarity NPD3530 Approved
0.6022 Remote Similarity NPD3531 Approved
0.6022 Remote Similarity NPD3532 Approved
0.6021 Remote Similarity NPD7523 Phase 3
0.6021 Remote Similarity NPD6031 Approved
0.6021 Remote Similarity NPD6030 Approved
0.602 Remote Similarity NPD4581 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