Structure

Physi-Chem Properties

Molecular Weight:  486.33
Volume:  520.695
LogP:  4.527
LogD:  3.594
LogS:  -4.622
# Rotatable Bonds:  2
TPSA:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.497
Synthetic Accessibility Score:  5.567
Fsp3:  0.833
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.923
MDCK Permeability:  1.2392480130074546e-05
Pgp-inhibitor:  0.983
Pgp-substrate:  0.054
Human Intestinal Absorption (HIA):  0.007
20% Bioavailability (F20%):  0.936
30% Bioavailability (F30%):  0.05

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.629
Plasma Protein Binding (PPB):  67.44093322753906%
Volume Distribution (VD):  1.537
Pgp-substrate:  20.94966697692871%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.184
CYP2C19-inhibitor:  0.033
CYP2C19-substrate:  0.822
CYP2C9-inhibitor:  0.087
CYP2C9-substrate:  0.083
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.136
CYP3A4-inhibitor:  0.863
CYP3A4-substrate:  0.544

ADMET: Excretion

Clearance (CL):  10.325
Half-life (T1/2):  0.18

ADMET: Toxicity

hERG Blockers:  0.131
Human Hepatotoxicity (H-HT):  0.282
Drug-inuced Liver Injury (DILI):  0.037
AMES Toxicity:  0.012
Rat Oral Acute Toxicity:  0.973
Maximum Recommended Daily Dose:  0.977
Skin Sensitization:  0.185
Carcinogencity:  0.701
Eye Corrosion:  0.004
Eye Irritation:  0.019
Respiratory Toxicity:  0.973

Download Data

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

  Natural Product: NPC75531

Natural Product ID:  NPC75531
Common Name*:   Elaeocarpucin A
IUPAC Name:   n.a.
Synonyms:   Elaeocarpucin A
Standard InCHIKey:  JRJRXOXXSPJQTA-ZFMNZAKFSA-N
Standard InCHI:  InChI=1S/C30H46O5/c1-16(2)24(33)19-14-29(7,34)25-20(35-19)13-27(5)21-11-9-17-18(10-12-22(31)26(17,3)4)30(21,8)23(32)15-28(25,27)6/h9,18-22,24-25,31,33-34H,1,10-15H2,2-8H3/t18-,19-,20-,21+,22+,24+,25+,27+,28-,29+,30+/m1/s1
SMILES:  CC(=C)[C@@H]([C@@H]1O[C@@H]2C[C@@]3([C@]([C@H]2[C@@](C1)(C)O)(C)CC(=O)[C@@]1([C@H]3CC=C2[C@H]1CC[C@@H](C2(C)C)O)C)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2023376
PubChem CID:   57379694
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001194] Oxosteroids
          • [CHEMONTID:0003059] 11-oxosteroids

*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
NPO32449 eleaocarpus chinensis Species n.a. n.a. n.a. n.a. n.a. PMID[22239601]

☑ 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
NPT139 Cell Line HT-29 Homo sapiens IC50 > 10000.0 nM PMID[455608]

☑ 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 NPC75531 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
1.0 High Similarity NPC149124
0.9596 High Similarity NPC144459
0.9293 High Similarity NPC26478
0.9192 High Similarity NPC185530
0.9184 High Similarity NPC83709
0.8922 High Similarity NPC60681
0.8824 High Similarity NPC137657
0.8812 High Similarity NPC473928
0.8774 High Similarity NPC207251
0.875 High Similarity NPC177064
0.8713 High Similarity NPC476897
0.8692 High Similarity NPC317210
0.8673 High Similarity NPC174051
0.8673 High Similarity NPC67831
0.8654 High Similarity NPC475060
0.8654 High Similarity NPC83744
0.8654 High Similarity NPC220229
0.8646 High Similarity NPC32830
0.8636 High Similarity NPC61520
0.8627 High Similarity NPC477915
0.8627 High Similarity NPC473424
0.8611 High Similarity NPC326542
0.86 High Similarity NPC190554
0.8571 High Similarity NPC217201
0.8571 High Similarity NPC329417
0.8558 High Similarity NPC49958
0.8558 High Similarity NPC97202
0.8558 High Similarity NPC302607
0.8558 High Similarity NPC202167
0.8558 High Similarity NPC214264
0.8558 High Similarity NPC150531
0.8558 High Similarity NPC149047
0.8558 High Similarity NPC171137
0.8558 High Similarity NPC152695
0.8558 High Similarity NPC296945
0.8558 High Similarity NPC260268
0.8558 High Similarity NPC476027
0.8558 High Similarity NPC48733
0.8558 High Similarity NPC50692
0.8558 High Similarity NPC85829
0.8558 High Similarity NPC319077
0.8545 High Similarity NPC329736
0.8544 High Similarity NPC191892
0.8542 High Similarity NPC470417
0.8529 High Similarity NPC474327
0.8519 High Similarity NPC194100
0.8519 High Similarity NPC250109
0.8491 Intermediate Similarity NPC11710
0.8491 Intermediate Similarity NPC41405
0.8491 Intermediate Similarity NPC214644
0.8476 Intermediate Similarity NPC477916
0.8469 Intermediate Similarity NPC262870
0.8468 Intermediate Similarity NPC475041
0.8462 Intermediate Similarity NPC209502
0.8462 Intermediate Similarity NPC204833
0.8438 Intermediate Similarity NPC90652
0.8431 Intermediate Similarity NPC473176
0.8431 Intermediate Similarity NPC15390
0.8431 Intermediate Similarity NPC110149
0.8416 Intermediate Similarity NPC18509
0.8411 Intermediate Similarity NPC52241
0.8411 Intermediate Similarity NPC76084
0.8411 Intermediate Similarity NPC154856
0.8411 Intermediate Similarity NPC475317
0.8407 Intermediate Similarity NPC28532
0.84 Intermediate Similarity NPC473170
0.84 Intermediate Similarity NPC472932
0.84 Intermediate Similarity NPC469599
0.8396 Intermediate Similarity NPC65941
0.8381 Intermediate Similarity NPC278628
0.8381 Intermediate Similarity NPC231530
0.8367 Intermediate Similarity NPC171441
0.8364 Intermediate Similarity NPC270929
0.835 Intermediate Similarity NPC473174
0.8349 Intermediate Similarity NPC108721
0.8349 Intermediate Similarity NPC962
0.8349 Intermediate Similarity NPC178981
0.8349 Intermediate Similarity NPC73300
0.8333 Intermediate Similarity NPC469994
0.8333 Intermediate Similarity NPC471784
0.8333 Intermediate Similarity NPC303777
0.8317 Intermediate Similarity NPC471463
0.8302 Intermediate Similarity NPC165873
0.8302 Intermediate Similarity NPC185
0.8302 Intermediate Similarity NPC59530
0.8288 Intermediate Similarity NPC471854
0.8286 Intermediate Similarity NPC471293
0.8269 Intermediate Similarity NPC136289
0.8269 Intermediate Similarity NPC87351
0.8265 Intermediate Similarity NPC31985
0.8265 Intermediate Similarity NPC1015
0.8265 Intermediate Similarity NPC2983
0.8265 Intermediate Similarity NPC76879
0.8265 Intermediate Similarity NPC474245
0.8257 Intermediate Similarity NPC130427
0.8257 Intermediate Similarity NPC280782
0.8257 Intermediate Similarity NPC474265
0.8257 Intermediate Similarity NPC210420
0.8252 Intermediate Similarity NPC218383
0.8252 Intermediate Similarity NPC154072
0.8252 Intermediate Similarity NPC144956
0.8252 Intermediate Similarity NPC167974
0.8247 Intermediate Similarity NPC317590
0.8246 Intermediate Similarity NPC269642
0.8235 Intermediate Similarity NPC107243
0.823 Intermediate Similarity NPC474370
0.823 Intermediate Similarity NPC472257
0.8224 Intermediate Similarity NPC472218
0.8224 Intermediate Similarity NPC472217
0.8224 Intermediate Similarity NPC94529
0.8224 Intermediate Similarity NPC472219
0.8208 Intermediate Similarity NPC210178
0.82 Intermediate Similarity NPC472930
0.82 Intermediate Similarity NPC472942
0.82 Intermediate Similarity NPC472496
0.8198 Intermediate Similarity NPC266728
0.8198 Intermediate Similarity NPC49492
0.819 Intermediate Similarity NPC236390
0.819 Intermediate Similarity NPC239716
0.819 Intermediate Similarity NPC311612
0.819 Intermediate Similarity NPC117185
0.8182 Intermediate Similarity NPC260665
0.8182 Intermediate Similarity NPC48010
0.8182 Intermediate Similarity NPC255017
0.8182 Intermediate Similarity NPC320026
0.8174 Intermediate Similarity NPC473979
0.8173 Intermediate Similarity NPC81530
0.8165 Intermediate Similarity NPC471243
0.8163 Intermediate Similarity NPC328313
0.8163 Intermediate Similarity NPC53911
0.8158 Intermediate Similarity NPC46570
0.8155 Intermediate Similarity NPC477854
0.8148 Intermediate Similarity NPC246205
0.8148 Intermediate Similarity NPC173905
0.8148 Intermediate Similarity NPC5475
0.8148 Intermediate Similarity NPC143706
0.8148 Intermediate Similarity NPC284828
0.8148 Intermediate Similarity NPC472534
0.8148 Intermediate Similarity NPC472216
0.8142 Intermediate Similarity NPC264954
0.8142 Intermediate Similarity NPC161738
0.8137 Intermediate Similarity NPC49371
0.8137 Intermediate Similarity NPC249954
0.8131 Intermediate Similarity NPC44063
0.8125 Intermediate Similarity NPC82902
0.8125 Intermediate Similarity NPC221758
0.8125 Intermediate Similarity NPC470959
0.8125 Intermediate Similarity NPC476965
0.8125 Intermediate Similarity NPC218970
0.8125 Intermediate Similarity NPC470171
0.8125 Intermediate Similarity NPC59453
0.812 Intermediate Similarity NPC473265
0.812 Intermediate Similarity NPC470882
0.812 Intermediate Similarity NPC473253
0.8119 Intermediate Similarity NPC240617
0.8119 Intermediate Similarity NPC292793
0.8119 Intermediate Similarity NPC472976
0.8119 Intermediate Similarity NPC472977
0.8119 Intermediate Similarity NPC111015
0.8108 Intermediate Similarity NPC473898
0.8108 Intermediate Similarity NPC473882
0.8108 Intermediate Similarity NPC243354
0.8108 Intermediate Similarity NPC477580
0.8108 Intermediate Similarity NPC474557
0.8103 Intermediate Similarity NPC475194
0.81 Intermediate Similarity NPC155304
0.81 Intermediate Similarity NPC473166
0.81 Intermediate Similarity NPC154101
0.8095 Intermediate Similarity NPC195290
0.8095 Intermediate Similarity NPC22388
0.8095 Intermediate Similarity NPC204450
0.8091 Intermediate Similarity NPC191620
0.8091 Intermediate Similarity NPC126691
0.8087 Intermediate Similarity NPC88326
0.8087 Intermediate Similarity NPC153700
0.8087 Intermediate Similarity NPC222688
0.8087 Intermediate Similarity NPC107493
0.8081 Intermediate Similarity NPC476733
0.8081 Intermediate Similarity NPC477943
0.8081 Intermediate Similarity NPC229871
0.8081 Intermediate Similarity NPC215029
0.8081 Intermediate Similarity NPC469319
0.8077 Intermediate Similarity NPC477521
0.8073 Intermediate Similarity NPC197428
0.8073 Intermediate Similarity NPC37116
0.807 Intermediate Similarity NPC471406
0.807 Intermediate Similarity NPC79579
0.8061 Intermediate Similarity NPC475740
0.8058 Intermediate Similarity NPC57416
0.8058 Intermediate Similarity NPC18319
0.8058 Intermediate Similarity NPC475894
0.8058 Intermediate Similarity NPC474785
0.8058 Intermediate Similarity NPC474938
0.8058 Intermediate Similarity NPC126815
0.8056 Intermediate Similarity NPC295389
0.8053 Intermediate Similarity NPC257457
0.8053 Intermediate Similarity NPC153440
0.8053 Intermediate Similarity NPC311554
0.8053 Intermediate Similarity NPC86020
0.8053 Intermediate Similarity NPC50774

  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 NPC75531 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
0.8447 Intermediate Similarity NPD5211 Phase 2
0.8416 Intermediate Similarity NPD4755 Approved
0.8381 Intermediate Similarity NPD6675 Approved
0.8381 Intermediate Similarity NPD7128 Approved
0.8381 Intermediate Similarity NPD5739 Approved
0.8381 Intermediate Similarity NPD6402 Approved
0.8286 Intermediate Similarity NPD5141 Approved
0.8257 Intermediate Similarity NPD8297 Approved
0.8252 Intermediate Similarity NPD4700 Approved
0.8252 Intermediate Similarity NPD4696 Approved
0.8252 Intermediate Similarity NPD5286 Approved
0.8252 Intermediate Similarity NPD5285 Approved
0.8224 Intermediate Similarity NPD6899 Approved
0.8224 Intermediate Similarity NPD6881 Approved
0.8224 Intermediate Similarity NPD7320 Approved
0.8148 Intermediate Similarity NPD6372 Approved
0.8148 Intermediate Similarity NPD6373 Approved
0.8131 Intermediate Similarity NPD5697 Approved
0.8131 Intermediate Similarity NPD6412 Phase 2
0.8131 Intermediate Similarity NPD5701 Approved
0.8125 Intermediate Similarity NPD4786 Approved
0.8095 Intermediate Similarity NPD5226 Approved
0.8095 Intermediate Similarity NPD5225 Approved
0.8095 Intermediate Similarity NPD5224 Approved
0.8095 Intermediate Similarity NPD4633 Approved
0.8081 Intermediate Similarity NPD5328 Approved
0.8073 Intermediate Similarity NPD7290 Approved
0.8073 Intermediate Similarity NPD7102 Approved
0.8073 Intermediate Similarity NPD6883 Approved
0.802 Intermediate Similarity NPD6399 Phase 3
0.802 Intermediate Similarity NPD4202 Approved
0.8019 Intermediate Similarity NPD5174 Approved
0.8019 Intermediate Similarity NPD5175 Approved
0.8 Intermediate Similarity NPD5223 Approved
0.8 Intermediate Similarity NPD6869 Approved
0.8 Intermediate Similarity NPD8130 Phase 1
0.8 Intermediate Similarity NPD6649 Approved
0.8 Intermediate Similarity NPD6617 Approved
0.8 Intermediate Similarity NPD6650 Approved
0.8 Intermediate Similarity NPD6847 Approved
0.7982 Intermediate Similarity NPD6013 Approved
0.7982 Intermediate Similarity NPD6014 Approved
0.7982 Intermediate Similarity NPD6012 Approved
0.7965 Intermediate Similarity NPD7115 Discovery
0.7928 Intermediate Similarity NPD6882 Approved
0.7921 Intermediate Similarity NPD6079 Approved
0.7917 Intermediate Similarity NPD3667 Approved
0.7909 Intermediate Similarity NPD4634 Approved
0.79 Intermediate Similarity NPD4753 Phase 2
0.789 Intermediate Similarity NPD6011 Approved
0.7885 Intermediate Similarity NPD6084 Phase 2
0.7885 Intermediate Similarity NPD6083 Phase 2
0.787 Intermediate Similarity NPD4767 Approved
0.787 Intermediate Similarity NPD4768 Approved
0.7857 Intermediate Similarity NPD4632 Approved
0.785 Intermediate Similarity NPD4754 Approved
0.7838 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7759 Intermediate Similarity NPD6059 Approved
0.7759 Intermediate Similarity NPD6319 Approved
0.7759 Intermediate Similarity NPD6054 Approved
0.7755 Intermediate Similarity NPD3665 Phase 1
0.7755 Intermediate Similarity NPD3666 Approved
0.7755 Intermediate Similarity NPD3133 Approved
0.7731 Intermediate Similarity NPD7507 Approved
0.7727 Intermediate Similarity NPD4729 Approved
0.7727 Intermediate Similarity NPD5128 Approved
0.7727 Intermediate Similarity NPD4730 Approved
0.7627 Intermediate Similarity NPD6370 Approved
0.7619 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD5221 Approved
0.7619 Intermediate Similarity NPD5222 Approved
0.7619 Intermediate Similarity NPD4697 Phase 3
0.76 Intermediate Similarity NPD3618 Phase 1
0.7589 Intermediate Similarity NPD5249 Phase 3
0.7589 Intermediate Similarity NPD5247 Approved
0.7589 Intermediate Similarity NPD5248 Approved
0.7589 Intermediate Similarity NPD5251 Approved
0.7589 Intermediate Similarity NPD5250 Approved
0.7565 Intermediate Similarity NPD6274 Approved
0.7551 Intermediate Similarity NPD4223 Phase 3
0.7551 Intermediate Similarity NPD4221 Approved
0.7547 Intermediate Similarity NPD5173 Approved
0.7545 Intermediate Similarity NPD6008 Approved
0.7542 Intermediate Similarity NPD6016 Approved
0.7542 Intermediate Similarity NPD6015 Approved
0.7541 Intermediate Similarity NPD7319 Approved
0.7524 Intermediate Similarity NPD5695 Phase 3
0.7524 Intermediate Similarity NPD5210 Approved
0.7524 Intermediate Similarity NPD4629 Approved
0.7522 Intermediate Similarity NPD5216 Approved
0.7522 Intermediate Similarity NPD5217 Approved
0.7522 Intermediate Similarity NPD5215 Approved
0.7521 Intermediate Similarity NPD7101 Approved
0.7521 Intermediate Similarity NPD7100 Approved
0.75 Intermediate Similarity NPD7492 Approved
0.75 Intermediate Similarity NPD6009 Approved
0.75 Intermediate Similarity NPD5329 Approved
0.7479 Intermediate Similarity NPD5988 Approved
0.7477 Intermediate Similarity NPD5696 Approved
0.7459 Intermediate Similarity NPD7736 Approved
0.7451 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD6616 Approved
0.7436 Intermediate Similarity NPD6335 Approved
0.7434 Intermediate Similarity NPD5135 Approved
0.7434 Intermediate Similarity NPD5169 Approved
0.7434 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD6409 Approved
0.7426 Intermediate Similarity NPD6684 Approved
0.7426 Intermediate Similarity NPD5330 Approved
0.7426 Intermediate Similarity NPD7334 Approved
0.7426 Intermediate Similarity NPD7146 Approved
0.7426 Intermediate Similarity NPD7521 Approved
0.7417 Intermediate Similarity NPD7604 Phase 2
0.74 Intermediate Similarity NPD4197 Approved
0.74 Intermediate Similarity NPD3668 Phase 3
0.7395 Intermediate Similarity NPD6909 Approved
0.7395 Intermediate Similarity NPD6908 Approved
0.7395 Intermediate Similarity NPD5983 Phase 2
0.7377 Intermediate Similarity NPD7078 Approved
0.7377 Intermediate Similarity NPD8293 Discontinued
0.7368 Intermediate Similarity NPD5127 Approved
0.7353 Intermediate Similarity NPD7524 Approved
0.735 Intermediate Similarity NPD6317 Approved
0.7347 Intermediate Similarity NPD7525 Registered
0.73 Intermediate Similarity NPD4788 Approved
0.7295 Intermediate Similarity NPD6336 Discontinued
0.7292 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD6314 Approved
0.7288 Intermediate Similarity NPD6313 Approved
0.7282 Intermediate Similarity NPD6903 Approved
0.7264 Intermediate Similarity NPD7748 Approved
0.7255 Intermediate Similarity NPD4688 Approved
0.7255 Intermediate Similarity NPD4689 Approved
0.7255 Intermediate Similarity NPD4138 Approved
0.7255 Intermediate Similarity NPD5205 Approved
0.7255 Intermediate Similarity NPD4693 Phase 3
0.7255 Intermediate Similarity NPD6098 Approved
0.7255 Intermediate Similarity NPD4690 Approved
0.7248 Intermediate Similarity NPD7640 Approved
0.7248 Intermediate Similarity NPD7639 Approved
0.7238 Intermediate Similarity NPD7515 Phase 2
0.7238 Intermediate Similarity NPD8035 Phase 2
0.7238 Intermediate Similarity NPD8034 Phase 2
0.7228 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD7902 Approved
0.7212 Intermediate Similarity NPD6080 Approved
0.7212 Intermediate Similarity NPD6673 Approved
0.7212 Intermediate Similarity NPD6904 Approved
0.7196 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD6942 Approved
0.7188 Intermediate Similarity NPD7339 Approved
0.7184 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD5167 Approved
0.7177 Intermediate Similarity NPD6033 Approved
0.7157 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD7638 Approved
0.7155 Intermediate Similarity NPD6053 Discontinued
0.7143 Intermediate Similarity NPD7328 Approved
0.7143 Intermediate Similarity NPD7327 Approved
0.7129 Intermediate Similarity NPD6695 Phase 3
0.7115 Intermediate Similarity NPD5737 Approved
0.7115 Intermediate Similarity NPD6672 Approved
0.7107 Intermediate Similarity NPD8033 Approved
0.7107 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD8133 Approved
0.7087 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD5690 Phase 2
0.7087 Intermediate Similarity NPD5280 Approved
0.7087 Intermediate Similarity NPD5279 Phase 3
0.7087 Intermediate Similarity NPD4694 Approved
0.7083 Intermediate Similarity NPD7516 Approved
0.7075 Intermediate Similarity NPD6411 Approved
0.7075 Intermediate Similarity NPD5284 Approved
0.7075 Intermediate Similarity NPD5281 Approved
0.7075 Intermediate Similarity NPD5693 Phase 1
0.7043 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD6435 Approved
0.7025 Intermediate Similarity NPD8294 Approved
0.7025 Intermediate Similarity NPD8377 Approved
0.7019 Intermediate Similarity NPD3573 Approved
0.7 Intermediate Similarity NPD4225 Approved
0.6992 Remote Similarity NPD8328 Phase 3
0.6975 Remote Similarity NPD6868 Approved
0.6967 Remote Similarity NPD8380 Approved
0.6967 Remote Similarity NPD8379 Approved
0.6967 Remote Similarity NPD8296 Approved
0.6967 Remote Similarity NPD7503 Approved
0.6967 Remote Similarity NPD8335 Approved
0.6967 Remote Similarity NPD8378 Approved
0.6957 Remote Similarity NPD5168 Approved
0.6957 Remote Similarity NPD6686 Approved
0.6952 Remote Similarity NPD5208 Approved
0.6944 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6944 Remote Similarity NPD7900 Approved
0.6939 Remote Similarity NPD6933 Approved
0.6931 Remote Similarity NPD4692 Approved
0.6931 Remote Similarity NPD4139 Approved
0.6917 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6916 Remote Similarity NPD6050 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