Structure

Physi-Chem Properties

Molecular Weight:  823.47
Volume:  818.539
LogP:  2.319
LogD:  2.167
LogS:  -2.766
# Rotatable Bonds:  8
TPSA:  244.93
# H-Bond Aceptor:  15
# H-Bond Donor:  9
# Rings:  7
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.131
Synthetic Accessibility Score:  6.052
Fsp3:  0.907
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:  -5.594
MDCK Permeability:  1.0516358088352717e-05
Pgp-inhibitor:  0.92
Pgp-substrate:  0.113
Human Intestinal Absorption (HIA):  0.781
20% Bioavailability (F20%):  0.916
30% Bioavailability (F30%):  0.992

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.108
Plasma Protein Binding (PPB):  51.691436767578125%
Volume Distribution (VD):  0.417
Pgp-substrate:  25.82761573791504%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.055
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.118
CYP2C9-inhibitor:  0.002
CYP2C9-substrate:  0.028
CYP2D6-inhibitor:  0.023
CYP2D6-substrate:  0.063
CYP3A4-inhibitor:  0.074
CYP3A4-substrate:  0.044

ADMET: Excretion

Clearance (CL):  0.85
Half-life (T1/2):  0.603

ADMET: Toxicity

hERG Blockers:  0.147
Human Hepatotoxicity (H-HT):  0.149
Drug-inuced Liver Injury (DILI):  0.03
AMES Toxicity:  0.157
Rat Oral Acute Toxicity:  0.756
Maximum Recommended Daily Dose:  0.995
Skin Sensitization:  0.134
Carcinogencity:  0.039
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.963

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

  Natural Product: NPC145899

Natural Product ID:  NPC145899
Common Name*:   (3S,4Ar,5R,6Ar,6As,6Br,8Ar,10S,12Ar,14Bs)-10-[(2R,3R,4R,5S,6R)-3-Acetamido-4,5-Dihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-Trihydroxyoxan-2-Yl]Oxymethyl]Oxan-2-Yl]Oxy-3,5-Dihydroxy-2,2,6A,6B,9,9,12A-Heptamethyl-1,3,4,5,6,6A,7,8,8A,10,11,12,13,14B-Tetradecahydropicene-4A-Carboxylic Acid
IUPAC Name:   (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,5-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms:  
Standard InCHIKey:  QKFYNNDXDDJFOQ-OZVWKUOPSA-N
Standard InCHI:  InChI=1S/C43H69NO14/c1-20(45)44-30-33(51)32(50)24(19-56-36-34(52)31(49)23(46)18-55-36)57-35(30)58-29-12-13-40(6)25(39(29,4)5)11-14-41(7)26(40)10-9-21-22-15-38(2,3)27(47)17-43(22,37(53)54)28(48)16-42(21,41)8/h9,22-36,46-52H,10-19H2,1-8H3,(H,44,45)(H,53,54)/t22-,23-,24+,25-,26+,27-,28+,29-,30+,31-,32+,33+,34+,35-,36-,40-,41+,42+,43+/m0/s1
SMILES:  CC(=N[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO[C@@H]1OC[C@@H]([C@@H]([C@H]1O)O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)C[C@H]([C@@]1([C@H]2CC(C)(C)[C@H](C1)O)C(=O)O)O)C)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL503926
PubChem CID:   10509669
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001580] Triterpene glycosides
            • [CHEMONTID:0002358] Triterpene saponins

*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
NPO3615 Acacia concinna Species Fabaceae Eukaryota fruits myanmar n.a. PMID[11141109]
NPO3615 Acacia concinna Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT453 Cell Line HT-1080 Homo sapiens ED50 > 100.0 ug ml-1 PMID[454125]

☑ 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 NPC145899 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
0.9919 High Similarity NPC75318
0.9841 High Similarity NPC200788
0.9841 High Similarity NPC243680
0.9839 High Similarity NPC76999
0.9758 High Similarity NPC119794
0.9758 High Similarity NPC73829
0.9688 High Similarity NPC210729
0.9688 High Similarity NPC172365
0.9688 High Similarity NPC82931
0.9677 High Similarity NPC475472
0.9603 High Similarity NPC280941
0.9603 High Similarity NPC235772
0.9466 High Similarity NPC475892
0.9389 High Similarity NPC475394
0.9389 High Similarity NPC475152
0.9389 High Similarity NPC475584
0.8921 High Similarity NPC265699
0.8857 High Similarity NPC475599
0.8857 High Similarity NPC113620
0.8857 High Similarity NPC100612
0.8857 High Similarity NPC174336
0.8857 High Similarity NPC187497
0.8786 High Similarity NPC475527
0.8779 High Similarity NPC477072
0.8593 High Similarity NPC180770
0.8593 High Similarity NPC302276
0.8478 Intermediate Similarity NPC141669
0.8467 Intermediate Similarity NPC162910
0.8456 Intermediate Similarity NPC265908
0.8346 Intermediate Similarity NPC139585
0.8345 Intermediate Similarity NPC298469
0.8345 Intermediate Similarity NPC193579
0.8306 Intermediate Similarity NPC1046
0.8306 Intermediate Similarity NPC80843
0.8286 Intermediate Similarity NPC214821
0.8286 Intermediate Similarity NPC298067
0.8254 Intermediate Similarity NPC291903
0.8254 Intermediate Similarity NPC37134
0.824 Intermediate Similarity NPC475208
0.824 Intermediate Similarity NPC238935
0.8226 Intermediate Similarity NPC31839
0.8189 Intermediate Similarity NPC475119
0.8189 Intermediate Similarity NPC473824
0.8189 Intermediate Similarity NPC300419
0.8182 Intermediate Similarity NPC36463
0.8182 Intermediate Similarity NPC298005
0.8175 Intermediate Similarity NPC475486
0.8175 Intermediate Similarity NPC164389
0.8169 Intermediate Similarity NPC244380
0.8169 Intermediate Similarity NPC61717
0.816 Intermediate Similarity NPC48249
0.816 Intermediate Similarity NPC128925
0.816 Intermediate Similarity NPC256798
0.8145 Intermediate Similarity NPC270667
0.8145 Intermediate Similarity NPC174679
0.8145 Intermediate Similarity NPC474589
0.8145 Intermediate Similarity NPC279554
0.8145 Intermediate Similarity NPC90856
0.8145 Intermediate Similarity NPC164194
0.8145 Intermediate Similarity NPC56713
0.8145 Intermediate Similarity NPC136877
0.8145 Intermediate Similarity NPC59804
0.8145 Intermediate Similarity NPC127056
0.8145 Intermediate Similarity NPC242611
0.8145 Intermediate Similarity NPC475296
0.8145 Intermediate Similarity NPC29069
0.8125 Intermediate Similarity NPC232237
0.8125 Intermediate Similarity NPC105800
0.811 Intermediate Similarity NPC26626
0.811 Intermediate Similarity NPC476992
0.811 Intermediate Similarity NPC305267
0.811 Intermediate Similarity NPC51465
0.811 Intermediate Similarity NPC75287
0.811 Intermediate Similarity NPC288205
0.8095 Intermediate Similarity NPC189884
0.8095 Intermediate Similarity NPC47063
0.8095 Intermediate Similarity NPC204458
0.8095 Intermediate Similarity NPC138334
0.8085 Intermediate Similarity NPC284625
0.8085 Intermediate Similarity NPC69176
0.808 Intermediate Similarity NPC179434
0.808 Intermediate Similarity NPC108748
0.808 Intermediate Similarity NPC235841
0.808 Intermediate Similarity NPC473481
0.808 Intermediate Similarity NPC211798
0.808 Intermediate Similarity NPC297208
0.808 Intermediate Similarity NPC191763
0.808 Intermediate Similarity NPC164419
0.808 Intermediate Similarity NPC30397
0.8065 Intermediate Similarity NPC204407
0.8065 Intermediate Similarity NPC237503
0.8065 Intermediate Similarity NPC57362
0.8065 Intermediate Similarity NPC306746
0.8065 Intermediate Similarity NPC167383
0.8062 Intermediate Similarity NPC469945
0.8062 Intermediate Similarity NPC11551
0.8062 Intermediate Similarity NPC208381
0.8062 Intermediate Similarity NPC475171
0.8062 Intermediate Similarity NPC473884
0.8062 Intermediate Similarity NPC214484
0.8062 Intermediate Similarity NPC114441
0.8062 Intermediate Similarity NPC472949
0.8062 Intermediate Similarity NPC157868
0.8062 Intermediate Similarity NPC207738
0.8062 Intermediate Similarity NPC39211
0.8062 Intermediate Similarity NPC35405
0.8062 Intermediate Similarity NPC309780
0.8062 Intermediate Similarity NPC6377
0.8062 Intermediate Similarity NPC180550
0.8047 Intermediate Similarity NPC8524
0.8047 Intermediate Similarity NPC309223
0.8047 Intermediate Similarity NPC470876
0.8047 Intermediate Similarity NPC102505
0.8047 Intermediate Similarity NPC286457
0.8047 Intermediate Similarity NPC475514
0.8047 Intermediate Similarity NPC191827
0.8047 Intermediate Similarity NPC475209
0.8047 Intermediate Similarity NPC33012
0.8047 Intermediate Similarity NPC220160
0.8047 Intermediate Similarity NPC104137
0.8047 Intermediate Similarity NPC69811
0.8047 Intermediate Similarity NPC473452
0.8047 Intermediate Similarity NPC323359
0.8047 Intermediate Similarity NPC123522
0.8047 Intermediate Similarity NPC85154
0.8016 Intermediate Similarity NPC475516
0.8016 Intermediate Similarity NPC116794
0.8016 Intermediate Similarity NPC109079
0.8016 Intermediate Similarity NPC324875
0.8016 Intermediate Similarity NPC292677
0.8016 Intermediate Similarity NPC101744
0.8016 Intermediate Similarity NPC79718
0.8016 Intermediate Similarity NPC10320
0.8016 Intermediate Similarity NPC104400
0.8016 Intermediate Similarity NPC139044
0.8016 Intermediate Similarity NPC469946
0.8016 Intermediate Similarity NPC475504
0.8016 Intermediate Similarity NPC471383
0.8016 Intermediate Similarity NPC46388
0.8016 Intermediate Similarity NPC100383
0.8016 Intermediate Similarity NPC37739
0.8016 Intermediate Similarity NPC139894
0.8016 Intermediate Similarity NPC473373
0.8016 Intermediate Similarity NPC102439
0.8016 Intermediate Similarity NPC473383
0.8016 Intermediate Similarity NPC257468
0.8016 Intermediate Similarity NPC276093
0.8016 Intermediate Similarity NPC104071
0.8 Intermediate Similarity NPC476884
0.8 Intermediate Similarity NPC269095
0.8 Intermediate Similarity NPC476887
0.8 Intermediate Similarity NPC199457
0.8 Intermediate Similarity NPC473645
0.8 Intermediate Similarity NPC7870
0.8 Intermediate Similarity NPC476883
0.8 Intermediate Similarity NPC476885
0.8 Intermediate Similarity NPC476882
0.8 Intermediate Similarity NPC476881
0.8 Intermediate Similarity NPC110139
0.8 Intermediate Similarity NPC476886
0.8 Intermediate Similarity NPC102914
0.8 Intermediate Similarity NPC78046
0.8 Intermediate Similarity NPC274507
0.8 Intermediate Similarity NPC476880
0.8 Intermediate Similarity NPC75747
0.8 Intermediate Similarity NPC108709
0.8 Intermediate Similarity NPC68419
0.7984 Intermediate Similarity NPC28198
0.7984 Intermediate Similarity NPC473459
0.7984 Intermediate Similarity NPC286347
0.7984 Intermediate Similarity NPC237191
0.7984 Intermediate Similarity NPC476123
0.7984 Intermediate Similarity NPC284807
0.7984 Intermediate Similarity NPC177246
0.7969 Intermediate Similarity NPC160415
0.7969 Intermediate Similarity NPC58448
0.7969 Intermediate Similarity NPC161674
0.7969 Intermediate Similarity NPC471384
0.7953 Intermediate Similarity NPC219180
0.7953 Intermediate Similarity NPC150400
0.7953 Intermediate Similarity NPC241909
0.7953 Intermediate Similarity NPC134835
0.7953 Intermediate Similarity NPC473343
0.7953 Intermediate Similarity NPC114287
0.7953 Intermediate Similarity NPC295823
0.7953 Intermediate Similarity NPC475467
0.7953 Intermediate Similarity NPC124296
0.7953 Intermediate Similarity NPC163183
0.7953 Intermediate Similarity NPC192600
0.7953 Intermediate Similarity NPC73318
0.7953 Intermediate Similarity NPC151543
0.7953 Intermediate Similarity NPC323341
0.7953 Intermediate Similarity NPC46665
0.7953 Intermediate Similarity NPC475287
0.7953 Intermediate Similarity NPC258885
0.7953 Intermediate Similarity NPC114304
0.7953 Intermediate Similarity NPC269315
0.7953 Intermediate Similarity NPC174720
0.7953 Intermediate Similarity NPC96641
0.7953 Intermediate Similarity NPC155410

  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 NPC145899 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
0.782 Intermediate Similarity NPD8328 Phase 3
0.7769 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7015 Intermediate Similarity NPD8133 Approved
0.7 Intermediate Similarity NPD8341 Approved
0.7 Intermediate Similarity NPD8342 Approved
0.7 Intermediate Similarity NPD8299 Approved
0.7 Intermediate Similarity NPD8340 Approved
0.6993 Remote Similarity NPD8390 Approved
0.6993 Remote Similarity NPD8391 Approved
0.6993 Remote Similarity NPD8392 Approved
0.6972 Remote Similarity NPD8336 Approved
0.6972 Remote Similarity NPD8337 Approved
0.695 Remote Similarity NPD8451 Approved
0.6901 Remote Similarity NPD8448 Approved
0.6901 Remote Similarity NPD8074 Phase 3
0.6892 Remote Similarity NPD6334 Approved
0.6892 Remote Similarity NPD6333 Approved
0.6875 Remote Similarity NPD6914 Discontinued
0.6863 Remote Similarity NPD7625 Phase 1
0.6861 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6818 Remote Similarity NPD6412 Phase 2
0.6806 Remote Similarity NPD7319 Approved
0.6786 Remote Similarity NPD8517 Approved
0.6786 Remote Similarity NPD8513 Phase 3
0.6786 Remote Similarity NPD8515 Approved
0.6786 Remote Similarity NPD8516 Approved
0.6781 Remote Similarity NPD8449 Approved
0.6781 Remote Similarity NPD8338 Approved
0.6767 Remote Similarity NPD6686 Approved
0.6767 Remote Similarity NPD8174 Phase 2
0.6757 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6736 Remote Similarity NPD7736 Approved
0.6735 Remote Similarity NPD8450 Suspended
0.6719 Remote Similarity NPD7902 Approved
0.6714 Remote Similarity NPD8294 Approved
0.6714 Remote Similarity NPD8377 Approved
0.6713 Remote Similarity NPD7507 Approved
0.6692 Remote Similarity NPD8307 Discontinued
0.6689 Remote Similarity NPD8415 Approved
0.6667 Remote Similarity NPD6421 Discontinued
0.6667 Remote Similarity NPD8296 Approved
0.6667 Remote Similarity NPD8380 Approved
0.6667 Remote Similarity NPD8335 Approved
0.6667 Remote Similarity NPD8379 Approved
0.6667 Remote Similarity NPD6921 Approved
0.6667 Remote Similarity NPD8033 Approved
0.6667 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8378 Approved
0.662 Remote Similarity NPD8080 Discontinued
0.6614 Remote Similarity NPD7748 Approved
0.6591 Remote Similarity NPD8276 Approved
0.6591 Remote Similarity NPD8275 Approved
0.6573 Remote Similarity NPD7830 Approved
0.6573 Remote Similarity NPD7829 Approved
0.6571 Remote Similarity NPD7641 Discontinued
0.6567 Remote Similarity NPD8140 Approved
0.6552 Remote Similarity NPD8293 Discontinued
0.6547 Remote Similarity NPD6940 Discontinued
0.6544 Remote Similarity NPD8087 Discontinued
0.6515 Remote Similarity NPD8085 Approved
0.6515 Remote Similarity NPD8139 Approved
0.6515 Remote Similarity NPD8138 Approved
0.6515 Remote Similarity NPD8084 Approved
0.6515 Remote Similarity NPD8086 Approved
0.6515 Remote Similarity NPD8082 Approved
0.6515 Remote Similarity NPD8083 Approved
0.6493 Remote Similarity NPD8393 Approved
0.6489 Remote Similarity NPD8418 Phase 2
0.6484 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6484 Remote Similarity NPD7900 Approved
0.6471 Remote Similarity NPD8306 Approved
0.6471 Remote Similarity NPD8305 Approved
0.6457 Remote Similarity NPD7515 Phase 2
0.6454 Remote Similarity NPD7327 Approved
0.6454 Remote Similarity NPD7328 Approved
0.6434 Remote Similarity NPD8444 Approved
0.6418 Remote Similarity NPD8081 Approved
0.6408 Remote Similarity NPD7516 Approved
0.6395 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6391 Remote Similarity NPD7141 Clinical (unspecified phase)
0.6391 Remote Similarity NPD7139 Approved
0.6391 Remote Similarity NPD7140 Approved
0.6389 Remote Similarity NPD6370 Approved
0.6364 Remote Similarity NPD8345 Approved
0.6364 Remote Similarity NPD8346 Approved
0.6364 Remote Similarity NPD8347 Approved
0.635 Remote Similarity NPD6941 Approved
0.6345 Remote Similarity NPD7642 Approved
0.6319 Remote Similarity NPD7503 Approved
0.6301 Remote Similarity NPD7492 Approved
0.6279 Remote Similarity NPD1446 Phase 3
0.6279 Remote Similarity NPD1447 Phase 3
0.6277 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6259 Remote Similarity NPD6616 Approved
0.625 Remote Similarity NPD6054 Approved
0.625 Remote Similarity NPD6059 Approved
0.625 Remote Similarity NPD6319 Approved
0.6218 Remote Similarity NPD8384 Approved
0.6216 Remote Similarity NPD7078 Approved
0.6214 Remote Similarity NPD6430 Approved
0.6214 Remote Similarity NPD6429 Approved
0.6207 Remote Similarity NPD6908 Approved
0.6207 Remote Similarity NPD6909 Approved
0.6202 Remote Similarity NPD8035 Phase 2
0.6202 Remote Similarity NPD8034 Phase 2
0.6183 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6176 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6165 Remote Similarity NPD2255 Approved
0.6154 Remote Similarity NPD7115 Discovery
0.6143 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6133 Remote Similarity NPD8360 Approved
0.6133 Remote Similarity NPD8435 Approved
0.6133 Remote Similarity NPD8361 Approved
0.6131 Remote Similarity NPD5357 Phase 1
0.6124 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6102 Remote Similarity NPD8368 Discontinued
0.6099 Remote Similarity NPD8297 Approved
0.6099 Remote Similarity NPD6882 Approved
0.6096 Remote Similarity NPD8268 Approved
0.6096 Remote Similarity NPD8266 Approved
0.6096 Remote Similarity NPD8267 Approved
0.6096 Remote Similarity NPD6015 Approved
0.6096 Remote Similarity NPD6016 Approved
0.6096 Remote Similarity NPD8269 Approved
0.6089 Remote Similarity NPD8407 Phase 2
0.6074 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6054 Remote Similarity NPD5988 Approved
0.6045 Remote Similarity NPD7638 Approved
0.6042 Remote Similarity NPD6009 Approved
0.6031 Remote Similarity NPD6399 Phase 3
0.6031 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6022 Remote Similarity NPD8485 Approved
0.6022 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6015 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6014 Remote Similarity NPD7604 Phase 2
0.6014 Remote Similarity NPD7122 Discontinued
0.6014 Remote Similarity NPD6067 Discontinued
0.6 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6 Remote Similarity NPD7640 Approved
0.6 Remote Similarity NPD7639 Approved
0.6 Remote Similarity NPD6373 Approved
0.6 Remote Similarity NPD6372 Approved
0.5988 Remote Similarity NPD8417 Discontinued
0.5985 Remote Similarity NPD1407 Approved
0.5969 Remote Similarity NPD618 Clinical (unspecified phase)
0.5957 Remote Similarity NPD7237 Clinical (unspecified phase)
0.5957 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5954 Remote Similarity NPD6411 Approved
0.5944 Remote Similarity NPD8298 Phase 2
0.5944 Remote Similarity NPD4632 Approved
0.5933 Remote Similarity NPD8273 Phase 1
0.5926 Remote Similarity NPD4225 Approved
0.5915 Remote Similarity NPD6649 Approved
0.5915 Remote Similarity NPD6650 Approved
0.5912 Remote Similarity NPD8300 Approved
0.5912 Remote Similarity NPD8301 Approved
0.5899 Remote Similarity NPD7128 Approved
0.5899 Remote Similarity NPD6675 Approved
0.5899 Remote Similarity NPD6402 Approved
0.5899 Remote Similarity NPD5739 Approved
0.5896 Remote Similarity NPD6428 Approved
0.589 Remote Similarity NPD7274 Clinical (unspecified phase)
0.5887 Remote Similarity NPD7645 Phase 2
0.5885 Remote Similarity NPD8320 Phase 1
0.5885 Remote Similarity NPD8319 Approved
0.5859 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5855 Remote Similarity NPD6033 Approved
0.5845 Remote Similarity NPD6420 Discontinued
0.5844 Remote Similarity NPD7260 Phase 2
0.5839 Remote Similarity NPD6436 Phase 3
0.5833 Remote Similarity NPD8414 Discontinued
0.5816 Remote Similarity NPD7320 Approved
0.5816 Remote Similarity NPD6899 Approved
0.5816 Remote Similarity NPD6881 Approved
0.5804 Remote Similarity NPD8130 Phase 1
0.5804 Remote Similarity NPD1719 Phase 1
0.5802 Remote Similarity NPD6101 Approved
0.5802 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5789 Remote Similarity NPD8171 Discontinued
0.5778 Remote Similarity NPD7839 Suspended
0.5745 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5745 Remote Similarity NPD5697 Approved
0.5745 Remote Similarity NPD5701 Approved
0.5736 Remote Similarity NPD7874 Approved
0.5736 Remote Similarity NPD7875 Clinical (unspecified phase)
0.5734 Remote Similarity NPD4634 Approved
0.5734 Remote Similarity NPD6883 Approved
0.5734 Remote Similarity NPD7290 Approved
0.5734 Remote Similarity NPD7102 Approved
0.5725 Remote Similarity NPD4264 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7983 Approved
0.5714 Remote Similarity NPD7500 Approved
0.5707 Remote Similarity NPD7801 Approved
0.5705 Remote Similarity NPD6845 Suspended
0.5694 Remote Similarity NPD6617 Approved
0.5694 Remote Similarity NPD6869 Approved
0.5694 Remote Similarity NPD6847 Approved
0.5692 Remote Similarity NPD3618 Phase 1
0.5685 Remote Similarity NPD8151 Discontinued

  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