Structure

Physi-Chem Properties

Molecular Weight:  603.41
Volume:  635.753
LogP:  4.823
LogD:  4.652
LogS:  -4.116
# Rotatable Bonds:  11
TPSA:  125.32
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.289
Synthetic Accessibility Score:  5.032
Fsp3:  0.886
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:  -5.131
MDCK Permeability:  1.2207735380798113e-05
Pgp-inhibitor:  0.986
Pgp-substrate:  0.371
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.299
30% Bioavailability (F30%):  0.921

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.037
Plasma Protein Binding (PPB):  90.48332977294922%
Volume Distribution (VD):  1.032
Pgp-substrate:  1.7528735399246216%

ADMET: Metabolism

CYP1A2-inhibitor:  0.015
CYP1A2-substrate:  0.338
CYP2C19-inhibitor:  0.06
CYP2C19-substrate:  0.692
CYP2C9-inhibitor:  0.205
CYP2C9-substrate:  0.032
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.076
CYP3A4-inhibitor:  0.653
CYP3A4-substrate:  0.378

ADMET: Excretion

Clearance (CL):  1.896
Half-life (T1/2):  0.612

ADMET: Toxicity

hERG Blockers:  0.309
Human Hepatotoxicity (H-HT):  0.363
Drug-inuced Liver Injury (DILI):  0.174
AMES Toxicity:  0.139
Rat Oral Acute Toxicity:  0.092
Maximum Recommended Daily Dose:  0.041
Skin Sensitization:  0.468
Carcinogencity:  0.141
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.961

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

  Natural Product: NPC139585

Natural Product ID:  NPC139585
Common Name*:   19-O-Beta-D-N-Acetyl-2-Aminoglucopyranosyl-19-Hydroxy-Cholest-4-En-3-One
IUPAC Name:   N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(8S,9S,10S,13R,14S,17R)-13-methyl-17-[(2R)-6-methylheptan-2-yl]-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-10-yl]methoxy]oxan-3-yl]acetamide
Synonyms:  
Standard InCHIKey:  OMPQSPGHKZSGNM-PFIOMJMKSA-N
Standard InCHI:  InChI=1S/C35H57NO7/c1-20(2)7-6-8-21(3)26-11-12-27-25-10-9-23-17-24(39)13-16-35(23,28(25)14-15-34(26,27)5)19-42-33-30(36-22(4)38)32(41)31(40)29(18-37)43-33/h17,20-21,25-33,37,40-41H,6-16,18-19H2,1-5H3,(H,36,38)/t21-,25+,26-,27+,28+,29-,30-,31-,32-,33-,34-,35-/m1/s1
SMILES:  OC[C@H]1O[C@@H](OC[C@]23CCC(=O)C=C2CC[C@@H]2[C@@H]3CC[C@]3([C@H]2CC[C@@H]3[C@@H](CCCC(C)C)C)C)[C@@H]([C@H]([C@@H]1O)O)N=C(O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1288405
PubChem CID:   50915248
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0003566] Cholestane steroids
          • [CHEMONTID:0001469] Cholesterols and derivatives

*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
NPO33255 peyssonnelia sp. Species Peyssonneliaceae Eukaryota n.a. n.a. n.a. PMID[21036050]

☑ 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
NPT1900 Cell Line DU-4475 Homo sapiens IC50 = 2440.0 nM PMID[448813]
NPT784 Cell Line MDA-MB-468 Homo sapiens IC50 = 710.0 nM PMID[448813]
NPT306 Cell Line PC-3 Homo sapiens IC50 = 2400.0 nM PMID[448813]
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 2230.0 nM PMID[448813]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 1010.0 nM PMID[448813]
NPT90 Cell Line DU-145 Homo sapiens IC50 = 1350.0 nM PMID[448813]
NPT457 Cell Line BT-549 Homo sapiens IC50 = 1240.0 nM PMID[448813]
NPT81 Cell Line A549 Homo sapiens IC50 = 970.0 nM PMID[448813]
NPT404 Cell Line CCRF-CEM Homo sapiens IC50 = 1450.0 nM PMID[448813]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 1480.0 nM PMID[448813]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 1350.0 nM PMID[448813]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus Activity = 3.1 ug ml-1 PMID[448813]
NPT1531 Organism Enterococcus faecium Enterococcus faecium Activity = 12.5 ug ml-1 PMID[448813]
NPT20 Organism Candida albicans Candida albicans MIC = 25.0 ug.mL-1 PMID[448813]
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv IC50 > 40000.0 nM PMID[448813]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 > 40000.0 nM PMID[448813]

☑ 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 NPC139585 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
0.9 High Similarity NPC302276
0.9 High Similarity NPC180770
0.8872 High Similarity NPC141669
0.8864 High Similarity NPC162910
0.8862 High Similarity NPC469943
0.8731 High Similarity NPC298469
0.8686 High Similarity NPC36463
0.8686 High Similarity NPC298005
0.8615 High Similarity NPC477072
0.8605 High Similarity NPC475472
0.8593 High Similarity NPC193579
0.8538 High Similarity NPC119794
0.8538 High Similarity NPC73829
0.8529 High Similarity NPC214821
0.8529 High Similarity NPC298067
0.8473 Intermediate Similarity NPC76999
0.8409 Intermediate Similarity NPC75318
0.8409 Intermediate Similarity NPC280941
0.8409 Intermediate Similarity NPC235772
0.8406 Intermediate Similarity NPC244380
0.8406 Intermediate Similarity NPC61717
0.8346 Intermediate Similarity NPC145899
0.8333 Intermediate Similarity NPC246205
0.8321 Intermediate Similarity NPC284625
0.8321 Intermediate Similarity NPC69176
0.8296 Intermediate Similarity NPC265908
0.8248 Intermediate Similarity NPC803
0.8235 Intermediate Similarity NPC82931
0.8235 Intermediate Similarity NPC172365
0.8235 Intermediate Similarity NPC210729
0.8222 Intermediate Similarity NPC243680
0.8222 Intermediate Similarity NPC200788
0.8116 Intermediate Similarity NPC475394
0.8116 Intermediate Similarity NPC475584
0.8116 Intermediate Similarity NPC475152
0.8058 Intermediate Similarity NPC475892
0.797 Intermediate Similarity NPC201359
0.7862 Intermediate Similarity NPC265699
0.7862 Intermediate Similarity NPC475527
0.7857 Intermediate Similarity NPC74727
0.7823 Intermediate Similarity NPC475317
0.7823 Intermediate Similarity NPC154856
0.7823 Intermediate Similarity NPC52241
0.7808 Intermediate Similarity NPC100612
0.7808 Intermediate Similarity NPC174336
0.7808 Intermediate Similarity NPC187497
0.7808 Intermediate Similarity NPC475599
0.7808 Intermediate Similarity NPC113620
0.7805 Intermediate Similarity NPC295389
0.7787 Intermediate Similarity NPC210178
0.7778 Intermediate Similarity NPC260665
0.7778 Intermediate Similarity NPC477944
0.7717 Intermediate Similarity NPC165439
0.7698 Intermediate Similarity NPC210420
0.7698 Intermediate Similarity NPC130427
0.7698 Intermediate Similarity NPC474265
0.7642 Intermediate Similarity NPC95243
0.7642 Intermediate Similarity NPC63023
0.7642 Intermediate Similarity NPC162033
0.7615 Intermediate Similarity NPC197003
0.7615 Intermediate Similarity NPC190939
0.76 Intermediate Similarity NPC118225
0.7578 Intermediate Similarity NPC474557
0.7578 Intermediate Similarity NPC473882
0.7561 Intermediate Similarity NPC100955
0.7561 Intermediate Similarity NPC121566
0.7561 Intermediate Similarity NPC223741
0.7519 Intermediate Similarity NPC279638
0.75 Intermediate Similarity NPC62696
0.75 Intermediate Similarity NPC202051
0.75 Intermediate Similarity NPC293038
0.7481 Intermediate Similarity NPC161738
0.748 Intermediate Similarity NPC269466
0.748 Intermediate Similarity NPC263827
0.748 Intermediate Similarity NPC285410
0.748 Intermediate Similarity NPC250481
0.7463 Intermediate Similarity NPC296686
0.7463 Intermediate Similarity NPC318135
0.7444 Intermediate Similarity NPC28532
0.7442 Intermediate Similarity NPC102088
0.7442 Intermediate Similarity NPC477580
0.7424 Intermediate Similarity NPC129393
0.7424 Intermediate Similarity NPC308459
0.7407 Intermediate Similarity NPC47113
0.7407 Intermediate Similarity NPC174367
0.7405 Intermediate Similarity NPC239293
0.7405 Intermediate Similarity NPC86020
0.7405 Intermediate Similarity NPC475632
0.7402 Intermediate Similarity NPC27551
0.7402 Intermediate Similarity NPC129340
0.7402 Intermediate Similarity NPC114961
0.7381 Intermediate Similarity NPC473288
0.7368 Intermediate Similarity NPC476675
0.7368 Intermediate Similarity NPC182900
0.7368 Intermediate Similarity NPC475182
0.7368 Intermediate Similarity NPC249553
0.7368 Intermediate Similarity NPC42675
0.7364 Intermediate Similarity NPC178981
0.7364 Intermediate Similarity NPC200944
0.7364 Intermediate Similarity NPC251309
0.7364 Intermediate Similarity NPC73455
0.7355 Intermediate Similarity NPC243728
0.7355 Intermediate Similarity NPC473890
0.7348 Intermediate Similarity NPC319570
0.7333 Intermediate Similarity NPC473505
0.7333 Intermediate Similarity NPC108141
0.7333 Intermediate Similarity NPC475194
0.7328 Intermediate Similarity NPC477252
0.7323 Intermediate Similarity NPC265655
0.7313 Intermediate Similarity NPC475431
0.7313 Intermediate Similarity NPC15918
0.7313 Intermediate Similarity NPC169816
0.7313 Intermediate Similarity NPC305771
0.7313 Intermediate Similarity NPC94072
0.7308 Intermediate Similarity NPC471398
0.7308 Intermediate Similarity NPC475163
0.7299 Intermediate Similarity NPC69273
0.7299 Intermediate Similarity NPC293623
0.7299 Intermediate Similarity NPC168899
0.7295 Intermediate Similarity NPC158088
0.7295 Intermediate Similarity NPC56071
0.7295 Intermediate Similarity NPC70733
0.7293 Intermediate Similarity NPC475187
0.7293 Intermediate Similarity NPC472257
0.7293 Intermediate Similarity NPC471406
0.7287 Intermediate Similarity NPC477253
0.7287 Intermediate Similarity NPC471967
0.7287 Intermediate Similarity NPC233003
0.7279 Intermediate Similarity NPC48886
0.7279 Intermediate Similarity NPC265275
0.7279 Intermediate Similarity NPC94881
0.7279 Intermediate Similarity NPC93368
0.7273 Intermediate Similarity NPC45475
0.7266 Intermediate Similarity NPC101450
0.7259 Intermediate Similarity NPC238005
0.7259 Intermediate Similarity NPC141196
0.7259 Intermediate Similarity NPC1980
0.7258 Intermediate Similarity NPC154452
0.7258 Intermediate Similarity NPC94919
0.7252 Intermediate Similarity NPC244127
0.7252 Intermediate Similarity NPC31797
0.7244 Intermediate Similarity NPC272576
0.7244 Intermediate Similarity NPC195708
0.7239 Intermediate Similarity NPC476544
0.7239 Intermediate Similarity NPC476543
0.7239 Intermediate Similarity NPC476545
0.7236 Intermediate Similarity NPC469942
0.7236 Intermediate Similarity NPC167974
0.7236 Intermediate Similarity NPC282669
0.7231 Intermediate Similarity NPC255017
0.7226 Intermediate Similarity NPC152091
0.7209 Intermediate Similarity NPC292196
0.7209 Intermediate Similarity NPC471243
0.7206 Intermediate Similarity NPC30188
0.7206 Intermediate Similarity NPC190846
0.7206 Intermediate Similarity NPC248202
0.7206 Intermediate Similarity NPC177820
0.7206 Intermediate Similarity NPC277191
0.7197 Intermediate Similarity NPC309433
0.7194 Intermediate Similarity NPC173347
0.7194 Intermediate Similarity NPC241008
0.7188 Intermediate Similarity NPC477069
0.7188 Intermediate Similarity NPC477070
0.7188 Intermediate Similarity NPC474725
0.7188 Intermediate Similarity NPC8431
0.7185 Intermediate Similarity NPC156789
0.7185 Intermediate Similarity NPC216866
0.7183 Intermediate Similarity NPC297058
0.7177 Intermediate Similarity NPC267510
0.7177 Intermediate Similarity NPC470434
0.7177 Intermediate Similarity NPC21064
0.7177 Intermediate Similarity NPC121072
0.7176 Intermediate Similarity NPC116024
0.7174 Intermediate Similarity NPC245094
0.7174 Intermediate Similarity NPC311534
0.7171 Intermediate Similarity NPC473208
0.7164 Intermediate Similarity NPC470312
0.7153 Intermediate Similarity NPC198714
0.7143 Intermediate Similarity NPC291564
0.7143 Intermediate Similarity NPC471121
0.7143 Intermediate Similarity NPC15249
0.7143 Intermediate Similarity NPC119329
0.7143 Intermediate Similarity NPC471118
0.7143 Intermediate Similarity NPC25455
0.7143 Intermediate Similarity NPC473828
0.7143 Intermediate Similarity NPC473617
0.7143 Intermediate Similarity NPC471855
0.7132 Intermediate Similarity NPC274507
0.7132 Intermediate Similarity NPC476542
0.7132 Intermediate Similarity NPC470065
0.7132 Intermediate Similarity NPC160084
0.7131 Intermediate Similarity NPC207617
0.7122 Intermediate Similarity NPC476966
0.7122 Intermediate Similarity NPC471407
0.7121 Intermediate Similarity NPC207637
0.7121 Intermediate Similarity NPC302471
0.712 Intermediate Similarity NPC272015
0.7111 Intermediate Similarity NPC476672
0.7109 Intermediate Similarity NPC295980
0.7101 Intermediate Similarity NPC204556

  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 NPC139585 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
0.7869 Intermediate Similarity NPD6412 Phase 2
0.7445 Intermediate Similarity NPD6914 Discontinued
0.7426 Intermediate Similarity NPD8336 Approved
0.7426 Intermediate Similarity NPD8337 Approved
0.7244 Intermediate Similarity NPD8174 Phase 2
0.7203 Intermediate Similarity NPD6334 Approved
0.7203 Intermediate Similarity NPD6333 Approved
0.7092 Intermediate Similarity NPD8449 Approved
0.7042 Intermediate Similarity NPD8450 Suspended
0.6977 Remote Similarity NPD6686 Approved
0.6972 Remote Similarity NPD8338 Approved
0.6934 Remote Similarity NPD6370 Approved
0.6929 Remote Similarity NPD7736 Approved
0.6906 Remote Similarity NPD7507 Approved
0.6889 Remote Similarity NPD7641 Discontinued
0.6884 Remote Similarity NPD8328 Phase 3
0.6857 Remote Similarity NPD8293 Discontinued
0.6812 Remote Similarity NPD8080 Discontinued
0.6794 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6788 Remote Similarity NPD6054 Approved
0.6788 Remote Similarity NPD6059 Approved
0.6761 Remote Similarity NPD7319 Approved
0.6739 Remote Similarity NPD6909 Approved
0.6739 Remote Similarity NPD6908 Approved
0.6711 Remote Similarity NPD7625 Phase 1
0.6691 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6619 Remote Similarity NPD6016 Approved
0.6619 Remote Similarity NPD8033 Approved
0.6619 Remote Similarity NPD6015 Approved
0.6619 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6618 Remote Similarity NPD6940 Discontinued
0.6617 Remote Similarity NPD6421 Discontinued
0.6597 Remote Similarity NPD8390 Approved
0.6597 Remote Similarity NPD8392 Approved
0.6597 Remote Similarity NPD8391 Approved
0.6596 Remote Similarity NPD8341 Approved
0.6596 Remote Similarity NPD7492 Approved
0.6596 Remote Similarity NPD8299 Approved
0.6596 Remote Similarity NPD8340 Approved
0.6596 Remote Similarity NPD8342 Approved
0.6593 Remote Similarity NPD8133 Approved
0.6571 Remote Similarity NPD5988 Approved
0.6569 Remote Similarity NPD6009 Approved
0.6569 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6549 Remote Similarity NPD6616 Approved
0.6549 Remote Similarity NPD8451 Approved
0.6547 Remote Similarity NPD8294 Approved
0.6547 Remote Similarity NPD8377 Approved
0.6525 Remote Similarity NPD6067 Discontinued
0.6525 Remote Similarity NPD7122 Discontinued
0.6525 Remote Similarity NPD7604 Phase 2
0.6525 Remote Similarity NPD7830 Approved
0.6525 Remote Similarity NPD7829 Approved
0.6522 Remote Similarity NPD7327 Approved
0.6522 Remote Similarity NPD7328 Approved
0.6519 Remote Similarity NPD8297 Approved
0.6519 Remote Similarity NPD6882 Approved
0.6503 Remote Similarity NPD7078 Approved
0.6503 Remote Similarity NPD8448 Approved
0.65 Remote Similarity NPD8380 Approved
0.65 Remote Similarity NPD8379 Approved
0.65 Remote Similarity NPD7503 Approved
0.65 Remote Similarity NPD8378 Approved
0.65 Remote Similarity NPD8296 Approved
0.65 Remote Similarity NPD8335 Approved
0.648 Remote Similarity NPD6399 Phase 3
0.6475 Remote Similarity NPD7516 Approved
0.6471 Remote Similarity NPD4632 Approved
0.6439 Remote Similarity NPD6402 Approved
0.6439 Remote Similarity NPD5739 Approved
0.6439 Remote Similarity NPD7128 Approved
0.6439 Remote Similarity NPD6675 Approved
0.6434 Remote Similarity NPD8418 Phase 2
0.6429 Remote Similarity NPD6319 Approved
0.6408 Remote Similarity NPD7642 Approved
0.6406 Remote Similarity NPD6083 Phase 2
0.6406 Remote Similarity NPD6084 Phase 2
0.6383 Remote Similarity NPD8444 Approved
0.6371 Remote Similarity NPD5328 Approved
0.6364 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4786 Approved
0.6345 Remote Similarity NPD6033 Approved
0.6343 Remote Similarity NPD6881 Approved
0.6343 Remote Similarity NPD6899 Approved
0.6343 Remote Similarity NPD7320 Approved
0.6331 Remote Similarity NPD7115 Discovery
0.6327 Remote Similarity NPD7260 Phase 2
0.6324 Remote Similarity NPD8130 Phase 1
0.6296 Remote Similarity NPD6372 Approved
0.6296 Remote Similarity NPD6373 Approved
0.6279 Remote Similarity NPD4755 Approved
0.6276 Remote Similarity NPD8074 Phase 3
0.627 Remote Similarity NPD6079 Approved
0.6269 Remote Similarity NPD5697 Approved
0.6269 Remote Similarity NPD5701 Approved
0.6269 Remote Similarity NPD8307 Discontinued
0.6267 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6257 Remote Similarity NPD8470 Clinical (unspecified phase)
0.625 Remote Similarity NPD7102 Approved
0.625 Remote Similarity NPD7290 Approved
0.625 Remote Similarity NPD6883 Approved
0.625 Remote Similarity NPD6420 Discontinued
0.625 Remote Similarity NPD4634 Approved
0.624 Remote Similarity NPD4753 Phase 2
0.623 Remote Similarity NPD3665 Phase 1
0.623 Remote Similarity NPD3666 Approved
0.623 Remote Similarity NPD3133 Approved
0.6204 Remote Similarity NPD6649 Approved
0.6204 Remote Similarity NPD6847 Approved
0.6204 Remote Similarity NPD6650 Approved
0.6204 Remote Similarity NPD6869 Approved
0.6204 Remote Similarity NPD6617 Approved
0.62 Remote Similarity NPD8415 Approved
0.6198 Remote Similarity NPD3667 Approved
0.6194 Remote Similarity NPD6008 Approved
0.6194 Remote Similarity NPD7333 Discontinued
0.619 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6183 Remote Similarity NPD5286 Approved
0.6183 Remote Similarity NPD4700 Approved
0.6183 Remote Similarity NPD6404 Discontinued
0.6183 Remote Similarity NPD4696 Approved
0.6183 Remote Similarity NPD5285 Approved
0.6176 Remote Similarity NPD6013 Approved
0.6176 Remote Similarity NPD6012 Approved
0.6176 Remote Similarity NPD6014 Approved
0.6174 Remote Similarity NPD6845 Suspended
0.6172 Remote Similarity NPD7748 Approved
0.6165 Remote Similarity NPD1407 Approved
0.6165 Remote Similarity NPD8275 Approved
0.6165 Remote Similarity NPD8276 Approved
0.616 Remote Similarity NPD6672 Approved
0.616 Remote Similarity NPD5737 Approved
0.616 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6154 Remote Similarity NPD8266 Approved
0.6154 Remote Similarity NPD8267 Approved
0.6154 Remote Similarity NPD7902 Approved
0.6154 Remote Similarity NPD5983 Phase 2
0.6154 Remote Similarity NPD8268 Approved
0.6154 Remote Similarity NPD8269 Approved
0.6149 Remote Similarity NPD5956 Approved
0.6148 Remote Similarity NPD8140 Approved
0.6131 Remote Similarity NPD8087 Discontinued
0.6129 Remote Similarity NPD3618 Phase 1
0.6129 Remote Similarity NPD5330 Approved
0.6129 Remote Similarity NPD6409 Approved
0.6129 Remote Similarity NPD7334 Approved
0.6129 Remote Similarity NPD7146 Approved
0.6129 Remote Similarity NPD6684 Approved
0.6129 Remote Similarity NPD7521 Approved
0.6124 Remote Similarity NPD5695 Phase 3
0.6107 Remote Similarity NPD7638 Approved
0.6107 Remote Similarity NPD5696 Approved
0.6103 Remote Similarity NPD6011 Approved
0.6096 Remote Similarity NPD6336 Discontinued
0.6094 Remote Similarity NPD4202 Approved
0.609 Remote Similarity NPD8139 Approved
0.609 Remote Similarity NPD8138 Approved
0.609 Remote Similarity NPD8083 Approved
0.609 Remote Similarity NPD8084 Approved
0.609 Remote Similarity NPD8086 Approved
0.609 Remote Similarity NPD5224 Approved
0.609 Remote Similarity NPD5225 Approved
0.609 Remote Similarity NPD5226 Approved
0.609 Remote Similarity NPD8085 Approved
0.609 Remote Similarity NPD8082 Approved
0.609 Remote Similarity NPD4633 Approved
0.609 Remote Similarity NPD5211 Phase 2
0.6087 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6084 Remote Similarity NPD7148 Clinical (unspecified phase)
0.6084 Remote Similarity NPD7147 Phase 3
0.6077 Remote Similarity NPD5221 Approved
0.6077 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6077 Remote Similarity NPD5222 Approved
0.6077 Remote Similarity NPD4697 Phase 3
0.6074 Remote Similarity NPD8393 Approved
0.6074 Remote Similarity NPD5357 Phase 1
0.6074 Remote Similarity NPD6640 Phase 3
0.6061 Remote Similarity NPD7639 Approved
0.6061 Remote Similarity NPD7640 Approved
0.6058 Remote Similarity NPD8306 Approved
0.6058 Remote Similarity NPD8305 Approved
0.6045 Remote Similarity NPD5174 Approved
0.6045 Remote Similarity NPD5175 Approved
0.6043 Remote Similarity NPD6053 Discontinued
0.6042 Remote Similarity NPD8516 Approved
0.6042 Remote Similarity NPD8517 Approved
0.6042 Remote Similarity NPD6921 Approved
0.6042 Remote Similarity NPD8513 Phase 3
0.6042 Remote Similarity NPD8515 Approved
0.6037 Remote Similarity NPD8417 Discontinued
0.6032 Remote Similarity NPD6903 Approved
0.6031 Remote Similarity NPD5173 Approved
0.6016 Remote Similarity NPD7515 Phase 2
0.6015 Remote Similarity NPD5223 Approved
0.6 Remote Similarity NPD5279 Phase 3
0.6 Remote Similarity NPD5210 Approved
0.6 Remote Similarity NPD8081 Approved
0.6 Remote Similarity NPD4629 Approved
0.6 Remote Similarity NPD5141 Approved
0.5986 Remote Similarity NPD7500 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