Structure

Physi-Chem Properties

Molecular Weight:  720.44
Volume:  731.92
LogP:  3.876
LogD:  3.638
LogS:  -4.39
# Rotatable Bonds:  11
TPSA:  164.51
# H-Bond Aceptor:  11
# H-Bond Donor:  4
# Rings:  7
# Heavy Atoms:  11

MedChem Properties

QED Drug-Likeness Score:  0.153
Synthetic Accessibility Score:  5.856
Fsp3:  0.95
Lipinski Rule-of-5:  Rejected
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:  -5.331
MDCK Permeability:  5.231681279838085e-05
Pgp-inhibitor:  0.992
Pgp-substrate:  0.303
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.011
30% Bioavailability (F30%):  0.839

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.003
Plasma Protein Binding (PPB):  84.11548614501953%
Volume Distribution (VD):  0.895
Pgp-substrate:  7.874395847320557%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.101
CYP2C19-inhibitor:  0.006
CYP2C19-substrate:  0.559
CYP2C9-inhibitor:  0.035
CYP2C9-substrate:  0.022
CYP2D6-inhibitor:  0.011
CYP2D6-substrate:  0.081
CYP3A4-inhibitor:  0.329
CYP3A4-substrate:  0.309

ADMET: Excretion

Clearance (CL):  1.52
Half-life (T1/2):  0.475

ADMET: Toxicity

hERG Blockers:  0.652
Human Hepatotoxicity (H-HT):  0.239
Drug-inuced Liver Injury (DILI):  0.169
AMES Toxicity:  0.237
Rat Oral Acute Toxicity:  0.061
Maximum Recommended Daily Dose:  0.123
Skin Sensitization:  0.646
Carcinogencity:  0.04
Eye Corrosion:  0.003
Eye Irritation:  0.016
Respiratory Toxicity:  0.961

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

  Natural Product: NPC252056

Natural Product ID:  NPC252056
Common Name*:   Cumingianoside E
IUPAC Name:   n.a.
Synonyms:   Cumingianoside E
Standard InCHIKey:  BWLUFHQYKRKBLP-VAEWVCEVSA-N
Standard InCHI:  InChI=1S/C40H64O11/c1-20(16-24(43)33-36(6,7)51-33)23-10-15-40-19-39(23,40)14-11-26-37(8)13-12-28(48-22(3)42)35(4,5)27(37)17-29(38(26,40)9)50-34-32(46)31(45)30(44)25(49-34)18-47-21(2)41/h20,23-34,43-46H,10-19H2,1-9H3/t20-,23-,24+,25+,26+,27-,28+,29+,30+,31-,32+,33-,34-,37+,38-,39+,40+/m0/s1
SMILES:  C[C@@H](C[C@H]([C@H]1C(C)(C)O1)O)[C@@H]1CC[C@@]23C[C@]13CC[C@@H]1[C@@]3(C)CC[C@H](C(C)(C)[C@@H]3C[C@H]([C@@]21C)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](COC(=O)C)O1)O)O)O)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL500285
PubChem CID:   10078587
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO12079 Dysoxylum cumingianum Species Meliaceae Eukaryota n.a. leaf n.a. DOI[10.1021/jo00051a050]
NPO12079 Dysoxylum cumingianum Species Meliaceae 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
NPT407 Cell Line COLO 205 Homo sapiens TGI = 1800.0 nM PMID[481009]
NPT391 Cell Line HCC 2998 Homo sapiens TGI = 2700.0 nM PMID[481009]
NPT393 Cell Line HCT-116 Homo sapiens TGI = 3500.0 nM PMID[481009]
NPT148 Cell Line HCT-15 Homo sapiens TGI = 6000.0 nM PMID[481009]
NPT139 Cell Line HT-29 Homo sapiens TGI = 1700.0 nM PMID[481009]
NPT386 Cell Line KM12 Homo sapiens TGI = 3800.0 nM PMID[481009]
NPT323 Cell Line SW-620 Homo sapiens TGI = 10000.0 nM PMID[481009]
NPT4720 Cell Line Leukemia cells Homo sapiens TGI = 1800.0 nM PMID[481009]
NPT3877 Cell Line NSCLC Homo sapiens TGI = 14500.0 nM PMID[481009]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. TGI = 4200.0 nM PMID[481009]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. TGI = 7900.0 nM PMID[481009]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. TGI = 15400.0 nM PMID[481009]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. TGI = 5900.0 nM PMID[481009]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. TGI = 10000.0 nM PMID[481009]

☑ 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 NPC252056 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
0.9775 High Similarity NPC151214
0.9775 High Similarity NPC191915
0.9462 High Similarity NPC470030
0.9368 High Similarity NPC139181
0.9368 High Similarity NPC476837
0.9368 High Similarity NPC97260
0.9239 High Similarity NPC94582
0.9239 High Similarity NPC57964
0.9158 High Similarity NPC476512
0.9158 High Similarity NPC472081
0.9158 High Similarity NPC108227
0.9158 High Similarity NPC476839
0.9158 High Similarity NPC476838
0.914 High Similarity NPC237071
0.914 High Similarity NPC203434
0.914 High Similarity NPC238796
0.9101 High Similarity NPC140446
0.9101 High Similarity NPC43912
0.9062 High Similarity NPC114700
0.9062 High Similarity NPC310138
0.9062 High Similarity NPC470029
0.9062 High Similarity NPC134967
0.8936 High Similarity NPC296936
0.8936 High Similarity NPC156377
0.8925 High Similarity NPC30687
0.8925 High Similarity NPC175
0.8901 High Similarity NPC131466
0.8901 High Similarity NPC82955
0.8876 High Similarity NPC290612
0.8842 High Similarity NPC470591
0.883 High Similarity NPC473067
0.883 High Similarity NPC473065
0.883 High Similarity NPC473064
0.8817 High Similarity NPC473726
0.8804 High Similarity NPC279329
0.8791 High Similarity NPC281004
0.8763 High Similarity NPC475574
0.8737 High Similarity NPC476510
0.8737 High Similarity NPC142264
0.8713 High Similarity NPC227879
0.8713 High Similarity NPC208333
0.871 High Similarity NPC36372
0.871 High Similarity NPC229801
0.871 High Similarity NPC293609
0.871 High Similarity NPC210759
0.871 High Similarity NPC307167
0.8696 High Similarity NPC473472
0.8696 High Similarity NPC102725
0.866 High Similarity NPC41843
0.8646 High Similarity NPC470028
0.8646 High Similarity NPC472273
0.8646 High Similarity NPC210157
0.8646 High Similarity NPC233649
0.8646 High Similarity NPC475207
0.8617 High Similarity NPC167644
0.8617 High Similarity NPC311246
0.8617 High Similarity NPC277774
0.8602 High Similarity NPC223143
0.8602 High Similarity NPC65550
0.8602 High Similarity NPC473542
0.86 High Similarity NPC165405
0.8586 High Similarity NPC34562
0.8571 High Similarity NPC471410
0.8571 High Similarity NPC471411
0.8526 High Similarity NPC309866
0.8526 High Similarity NPC305418
0.8526 High Similarity NPC113500
0.8526 High Similarity NPC3538
0.8526 High Similarity NPC252253
0.8526 High Similarity NPC45959
0.8526 High Similarity NPC473503
0.8526 High Similarity NPC477224
0.8511 High Similarity NPC473637
0.8511 High Similarity NPC473066
0.8511 High Similarity NPC476668
0.8511 High Similarity NPC473830
0.8511 High Similarity NPC204881
0.8511 High Similarity NPC5632
0.8511 High Similarity NPC59006
0.8511 High Similarity NPC149966
0.8438 Intermediate Similarity NPC92196
0.8438 Intermediate Similarity NPC469710
0.8438 Intermediate Similarity NPC477494
0.8438 Intermediate Similarity NPC215570
0.8431 Intermediate Similarity NPC472079
0.8421 Intermediate Similarity NPC137004
0.8421 Intermediate Similarity NPC88962
0.8421 Intermediate Similarity NPC144790
0.8421 Intermediate Similarity NPC149400
0.8421 Intermediate Similarity NPC172838
0.8421 Intermediate Similarity NPC476669
0.8416 Intermediate Similarity NPC473199
0.8387 Intermediate Similarity NPC470872
0.8384 Intermediate Similarity NPC477172
0.837 Intermediate Similarity NPC215968
0.837 Intermediate Similarity NPC477283
0.837 Intermediate Similarity NPC155531
0.8367 Intermediate Similarity NPC292775
0.8367 Intermediate Similarity NPC471374
0.8367 Intermediate Similarity NPC209798
0.8367 Intermediate Similarity NPC471375
0.8367 Intermediate Similarity NPC157739
0.8352 Intermediate Similarity NPC474156
0.8351 Intermediate Similarity NPC472989
0.8351 Intermediate Similarity NPC139271
0.8351 Intermediate Similarity NPC304011
0.8351 Intermediate Similarity NPC473287
0.8333 Intermediate Similarity NPC253268
0.8333 Intermediate Similarity NPC475325
0.8333 Intermediate Similarity NPC131693
0.8333 Intermediate Similarity NPC312678
0.8333 Intermediate Similarity NPC475436
0.8333 Intermediate Similarity NPC174024
0.8333 Intermediate Similarity NPC473774
0.8333 Intermediate Similarity NPC179859
0.8333 Intermediate Similarity NPC473851
0.8333 Intermediate Similarity NPC24960
0.8333 Intermediate Similarity NPC203974
0.8333 Intermediate Similarity NPC291547
0.8317 Intermediate Similarity NPC469827
0.8298 Intermediate Similarity NPC20822
0.8298 Intermediate Similarity NPC228059
0.8286 Intermediate Similarity NPC477489
0.8283 Intermediate Similarity NPC51579
0.8283 Intermediate Similarity NPC317019
0.8283 Intermediate Similarity NPC471427
0.8283 Intermediate Similarity NPC471426
0.8283 Intermediate Similarity NPC471428
0.8265 Intermediate Similarity NPC278939
0.8265 Intermediate Similarity NPC477223
0.8265 Intermediate Similarity NPC473555
0.8265 Intermediate Similarity NPC471770
0.8265 Intermediate Similarity NPC477222
0.8261 Intermediate Similarity NPC235402
0.8252 Intermediate Similarity NPC469826
0.8252 Intermediate Similarity NPC38217
0.8252 Intermediate Similarity NPC472988
0.8247 Intermediate Similarity NPC474399
0.8247 Intermediate Similarity NPC21897
0.8242 Intermediate Similarity NPC111582
0.8242 Intermediate Similarity NPC474253
0.8242 Intermediate Similarity NPC475820
0.8242 Intermediate Similarity NPC474346
0.8242 Intermediate Similarity NPC213737
0.8242 Intermediate Similarity NPC477285
0.8242 Intermediate Similarity NPC474284
0.8229 Intermediate Similarity NPC177834
0.8229 Intermediate Similarity NPC325828
0.8229 Intermediate Similarity NPC475307
0.8229 Intermediate Similarity NPC477451
0.8229 Intermediate Similarity NPC141769
0.8229 Intermediate Similarity NPC256104
0.8229 Intermediate Similarity NPC249204
0.8229 Intermediate Similarity NPC122083
0.8229 Intermediate Similarity NPC234352
0.8229 Intermediate Similarity NPC182740
0.8229 Intermediate Similarity NPC297348
0.8229 Intermediate Similarity NPC211845
0.8229 Intermediate Similarity NPC48339
0.8229 Intermediate Similarity NPC250393
0.8229 Intermediate Similarity NPC477547
0.8224 Intermediate Similarity NPC212660
0.8222 Intermediate Similarity NPC73515
0.82 Intermediate Similarity NPC31346
0.82 Intermediate Similarity NPC478106
0.8182 Intermediate Similarity NPC473638
0.8173 Intermediate Similarity NPC228190
0.8173 Intermediate Similarity NPC43976
0.8173 Intermediate Similarity NPC51925
0.8173 Intermediate Similarity NPC154085
0.8173 Intermediate Similarity NPC125361
0.8173 Intermediate Similarity NPC236753
0.8173 Intermediate Similarity NPC296761
0.8163 Intermediate Similarity NPC121453
0.8155 Intermediate Similarity NPC234160
0.8152 Intermediate Similarity NPC18953
0.8144 Intermediate Similarity NPC471464
0.8144 Intermediate Similarity NPC264101
0.8144 Intermediate Similarity NPC217205
0.8144 Intermediate Similarity NPC222731
0.8144 Intermediate Similarity NPC294686
0.8144 Intermediate Similarity NPC291203
0.8132 Intermediate Similarity NPC477286
0.8132 Intermediate Similarity NPC208912
0.8132 Intermediate Similarity NPC154043
0.8132 Intermediate Similarity NPC2096
0.8132 Intermediate Similarity NPC60018
0.8132 Intermediate Similarity NPC286719
0.8132 Intermediate Similarity NPC202688
0.8111 Intermediate Similarity NPC472943
0.8111 Intermediate Similarity NPC472951
0.81 Intermediate Similarity NPC20028
0.809 Intermediate Similarity NPC177343
0.8085 Intermediate Similarity NPC472396
0.8081 Intermediate Similarity NPC476112
0.8081 Intermediate Similarity NPC307534
0.8081 Intermediate Similarity NPC274200
0.8077 Intermediate Similarity NPC88744
0.8065 Intermediate Similarity NPC266651
0.8061 Intermediate Similarity NPC6295

  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 NPC252056 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
0.8229 Intermediate Similarity NPD8171 Discontinued
0.7788 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD8133 Approved
0.7527 Intermediate Similarity NPD6928 Phase 2
0.7456 Intermediate Similarity NPD8377 Approved
0.7456 Intermediate Similarity NPD8294 Approved
0.7434 Intermediate Similarity NPD7327 Approved
0.7434 Intermediate Similarity NPD7328 Approved
0.7391 Intermediate Similarity NPD8335 Approved
0.7391 Intermediate Similarity NPD8296 Approved
0.7391 Intermediate Similarity NPD8380 Approved
0.7391 Intermediate Similarity NPD8379 Approved
0.7391 Intermediate Similarity NPD8378 Approved
0.7391 Intermediate Similarity NPD8033 Approved
0.7368 Intermediate Similarity NPD7516 Approved
0.7191 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD6697 Approved
0.7128 Intermediate Similarity NPD6115 Approved
0.7128 Intermediate Similarity NPD6118 Approved
0.7128 Intermediate Similarity NPD6114 Approved
0.7113 Intermediate Similarity NPD3670 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD3669 Approved
0.7105 Intermediate Similarity NPD6940 Discontinued
0.7021 Intermediate Similarity NPD6116 Phase 1
0.7 Intermediate Similarity NPD7507 Approved
0.6949 Remote Similarity NPD7503 Approved
0.6915 Remote Similarity NPD6117 Approved
0.6897 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6882 Remote Similarity NPD1810 Approved
0.6882 Remote Similarity NPD1811 Approved
0.6829 Remote Similarity NPD7319 Approved
0.6739 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6702 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6698 Remote Similarity NPD7991 Discontinued
0.6696 Remote Similarity NPD6412 Phase 2
0.6613 Remote Similarity NPD7736 Approved
0.6571 Remote Similarity NPD8034 Phase 2
0.6571 Remote Similarity NPD8035 Phase 2
0.6559 Remote Similarity NPD2686 Approved
0.6559 Remote Similarity NPD2687 Approved
0.6559 Remote Similarity NPD2254 Approved
0.6557 Remote Similarity NPD8328 Phase 3
0.6491 Remote Similarity NPD6686 Approved
0.6491 Remote Similarity NPD8174 Phase 2
0.6435 Remote Similarity NPD4061 Clinical (unspecified phase)
0.64 Remote Similarity NPD1780 Approved
0.64 Remote Similarity NPD1779 Approved
0.64 Remote Similarity NPD8293 Discontinued
0.6316 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6316 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6311 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6289 Remote Similarity NPD3703 Phase 2
0.6289 Remote Similarity NPD3702 Approved
0.6264 Remote Similarity NPD371 Approved
0.625 Remote Similarity NPD1700 Approved
0.6239 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6216 Remote Similarity NPD7638 Approved
0.6211 Remote Similarity NPD4787 Phase 1
0.621 Remote Similarity NPD6370 Approved
0.6207 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6161 Remote Similarity NPD7639 Approved
0.6161 Remote Similarity NPD7640 Approved
0.6139 Remote Similarity NPD7525 Registered
0.6134 Remote Similarity NPD6882 Approved
0.6134 Remote Similarity NPD8297 Approved
0.6111 Remote Similarity NPD7492 Approved
0.6105 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6105 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6066 Remote Similarity NPD6009 Approved
0.6066 Remote Similarity NPD7115 Discovery
0.6063 Remote Similarity NPD6616 Approved
0.6053 Remote Similarity NPD7632 Discontinued
0.6048 Remote Similarity NPD6054 Approved
0.6048 Remote Similarity NPD6059 Approved
0.6048 Remote Similarity NPD6319 Approved
0.6018 Remote Similarity NPD8418 Phase 2
0.6016 Remote Similarity NPD7078 Approved
0.6 Remote Similarity NPD5360 Phase 3
0.6 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5983 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5979 Remote Similarity NPD5777 Approved
0.5979 Remote Similarity NPD6081 Approved
0.595 Remote Similarity NPD4632 Approved
0.5948 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5948 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5929 Remote Similarity NPD7625 Phase 1
0.5906 Remote Similarity NPD7604 Phase 2
0.5897 Remote Similarity NPD5739 Approved
0.5897 Remote Similarity NPD7128 Approved
0.5897 Remote Similarity NPD6675 Approved
0.5897 Remote Similarity NPD6402 Approved
0.5882 Remote Similarity NPD6373 Approved
0.5882 Remote Similarity NPD6372 Approved
0.5876 Remote Similarity NPD4789 Approved
0.5876 Remote Similarity NPD4245 Approved
0.5876 Remote Similarity NPD4244 Approved
0.5873 Remote Similarity NPD8517 Approved
0.5873 Remote Similarity NPD6016 Approved
0.5873 Remote Similarity NPD8513 Phase 3
0.5873 Remote Similarity NPD8516 Approved
0.5873 Remote Similarity NPD6015 Approved
0.5873 Remote Similarity NPD8515 Approved
0.5827 Remote Similarity NPD5988 Approved
0.5826 Remote Similarity NPD5344 Discontinued
0.5798 Remote Similarity NPD7320 Approved
0.5798 Remote Similarity NPD6899 Approved
0.5798 Remote Similarity NPD6881 Approved
0.5789 Remote Similarity NPD8449 Approved
0.5789 Remote Similarity NPD4224 Phase 2
0.5785 Remote Similarity NPD6649 Approved
0.5785 Remote Similarity NPD6650 Approved
0.5785 Remote Similarity NPD8130 Phase 1
0.5781 Remote Similarity NPD6067 Discontinued
0.5776 Remote Similarity NPD8082 Approved
0.5776 Remote Similarity NPD8086 Approved
0.5776 Remote Similarity NPD8139 Approved
0.5776 Remote Similarity NPD8138 Approved
0.5776 Remote Similarity NPD8083 Approved
0.5776 Remote Similarity NPD8085 Approved
0.5776 Remote Similarity NPD8084 Approved
0.5773 Remote Similarity NPD3698 Phase 2
0.5766 Remote Similarity NPD6399 Phase 3
0.5763 Remote Similarity NPD6008 Approved
0.5748 Remote Similarity NPD6921 Approved
0.5746 Remote Similarity NPD8450 Suspended
0.5741 Remote Similarity NPD7524 Approved
0.5726 Remote Similarity NPD8275 Approved
0.5726 Remote Similarity NPD8276 Approved
0.5714 Remote Similarity NPD7748 Approved
0.5714 Remote Similarity NPD5697 Approved
0.5714 Remote Similarity NPD5701 Approved
0.5702 Remote Similarity NPD7902 Approved
0.5702 Remote Similarity NPD6883 Approved
0.5702 Remote Similarity NPD7290 Approved
0.5702 Remote Similarity NPD7102 Approved
0.5684 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5678 Remote Similarity NPD8081 Approved
0.5657 Remote Similarity NPD4758 Discontinued
0.5656 Remote Similarity NPD6869 Approved
0.5656 Remote Similarity NPD6847 Approved
0.5656 Remote Similarity NPD6617 Approved
0.5648 Remote Similarity NPD8308 Discontinued
0.5631 Remote Similarity NPD5364 Discontinued
0.5631 Remote Similarity NPD3671 Phase 1
0.563 Remote Similarity NPD8393 Approved
0.5625 Remote Similarity NPD5983 Phase 2
0.562 Remote Similarity NPD6012 Approved
0.562 Remote Similarity NPD6014 Approved
0.562 Remote Similarity NPD6013 Approved
0.5607 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5606 Remote Similarity NPD6033 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