Structure

Physi-Chem Properties

Molecular Weight:  492.24
Volume:  489.956
LogP:  2.33
LogD:  1.626
LogS:  -3.901
# Rotatable Bonds:  6
TPSA:  128.73
# H-Bond Aceptor:  9
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.359
Synthetic Accessibility Score:  6.177
Fsp3:  0.769
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.302
MDCK Permeability:  7.685110904276371e-05
Pgp-inhibitor:  0.998
Pgp-substrate:  0.981
Human Intestinal Absorption (HIA):  0.021
20% Bioavailability (F20%):  0.495
30% Bioavailability (F30%):  0.967

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.446
Plasma Protein Binding (PPB):  72.90457153320312%
Volume Distribution (VD):  1.187
Pgp-substrate:  26.814640045166016%

ADMET: Metabolism

CYP1A2-inhibitor:  0.012
CYP1A2-substrate:  0.044
CYP2C19-inhibitor:  0.014
CYP2C19-substrate:  0.144
CYP2C9-inhibitor:  0.035
CYP2C9-substrate:  0.025
CYP2D6-inhibitor:  0.026
CYP2D6-substrate:  0.063
CYP3A4-inhibitor:  0.351
CYP3A4-substrate:  0.37

ADMET: Excretion

Clearance (CL):  2.939
Half-life (T1/2):  0.852

ADMET: Toxicity

hERG Blockers:  0.004
Human Hepatotoxicity (H-HT):  0.872
Drug-inuced Liver Injury (DILI):  0.845
AMES Toxicity:  0.038
Rat Oral Acute Toxicity:  0.746
Maximum Recommended Daily Dose:  0.648
Skin Sensitization:  0.482
Carcinogencity:  0.045
Eye Corrosion:  0.007
Eye Irritation:  0.018
Respiratory Toxicity:  0.964

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

  Natural Product: NPC472439

Natural Product ID:  NPC472439
Common Name*:   WOZSNJQYEVOUIT-ZZNHCZCLSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  WOZSNJQYEVOUIT-ZZNHCZCLSA-N
Standard InCHI:  InChI=1S/C26H36O9/c1-12-17(30)10-16-20(33-13(2)27)22-25(7,9-8-18(31)26(22)11-32-26)23(35-15(4)29)21(34-14(3)28)19(12)24(16,5)6/h16,18,20-23,31H,8-11H2,1-7H3/t16-,18-,20+,21+,22-,23-,25+,26-/m0/s1
SMILES:  CC(=O)O[C@@H]1C2=C(C)C(=O)C[C@H](C2(C)C)[C@H]([C@H]2[C@@]([C@H]1OC(=O)C)(C)CC[C@@H]([C@@]12OC1)O)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL340817
PubChem CID:   15378575
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0000676] Taxanes 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
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. Japan n.a. PMID[14987066]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[15844936]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[15974623]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. Japan n.a. PMID[15974623]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24820 Taxus cuspidata Species Taxaceae 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
NPT2 Others Unspecified Control = 180.0 % PMID[464217]
NPT2 Others Unspecified Control = 364.0 % PMID[464217]
NPT2 Others Unspecified Activity = 28.0 % PMID[464218]

☑ 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 NPC472439 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 NPC469916
0.9126 High Similarity NPC143609
0.9038 High Similarity NPC151393
0.9029 High Similarity NPC111952
0.902 High Similarity NPC99266
0.902 High Similarity NPC8196
0.8942 High Similarity NPC112780
0.8922 High Similarity NPC137430
0.8911 High Similarity NPC79303
0.8868 High Similarity NPC469917
0.8868 High Similarity NPC472417
0.8824 High Similarity NPC97435
0.8725 High Similarity NPC271295
0.8704 High Similarity NPC317687
0.8654 High Similarity NPC159533
0.8614 High Similarity NPC129569
0.8611 High Similarity NPC317107
0.8598 High Similarity NPC299590
0.8571 High Similarity NPC65523
0.8558 High Similarity NPC295791
0.8544 High Similarity NPC188968
0.8496 Intermediate Similarity NPC251226
0.8455 Intermediate Similarity NPC471204
0.8447 Intermediate Similarity NPC222303
0.844 Intermediate Similarity NPC469655
0.844 Intermediate Similarity NPC469656
0.844 Intermediate Similarity NPC474846
0.8421 Intermediate Similarity NPC159456
0.8421 Intermediate Similarity NPC4021
0.8416 Intermediate Similarity NPC182826
0.8416 Intermediate Similarity NPC105375
0.8411 Intermediate Similarity NPC187435
0.8411 Intermediate Similarity NPC67321
0.8381 Intermediate Similarity NPC165250
0.8381 Intermediate Similarity NPC472552
0.8364 Intermediate Similarity NPC42658
0.8348 Intermediate Similarity NPC23786
0.8348 Intermediate Similarity NPC470265
0.8333 Intermediate Similarity NPC154491
0.8333 Intermediate Similarity NPC268530
0.8333 Intermediate Similarity NPC94942
0.8333 Intermediate Similarity NPC322903
0.8288 Intermediate Similarity NPC477126
0.8286 Intermediate Similarity NPC472554
0.8261 Intermediate Similarity NPC67569
0.8257 Intermediate Similarity NPC475586
0.8252 Intermediate Similarity NPC221801
0.8252 Intermediate Similarity NPC284194
0.8252 Intermediate Similarity NPC211810
0.8252 Intermediate Similarity NPC471765
0.8246 Intermediate Similarity NPC42673
0.8235 Intermediate Similarity NPC472360
0.8235 Intermediate Similarity NPC472416
0.823 Intermediate Similarity NPC13713
0.823 Intermediate Similarity NPC98249
0.823 Intermediate Similarity NPC469684
0.823 Intermediate Similarity NPC58662
0.823 Intermediate Similarity NPC53396
0.8224 Intermediate Similarity NPC146731
0.8224 Intermediate Similarity NPC296950
0.8208 Intermediate Similarity NPC476081
0.8205 Intermediate Similarity NPC469790
0.8198 Intermediate Similarity NPC269530
0.8198 Intermediate Similarity NPC472002
0.8182 Intermediate Similarity NPC472215
0.8182 Intermediate Similarity NPC253906
0.8182 Intermediate Similarity NPC472214
0.8182 Intermediate Similarity NPC471779
0.8165 Intermediate Similarity NPC306265
0.8165 Intermediate Similarity NPC94377
0.8165 Intermediate Similarity NPC476479
0.8158 Intermediate Similarity NPC124676
0.8158 Intermediate Similarity NPC284707
0.8158 Intermediate Similarity NPC146280
0.8155 Intermediate Similarity NPC37603
0.8155 Intermediate Similarity NPC471786
0.8148 Intermediate Similarity NPC472389
0.8142 Intermediate Similarity NPC471127
0.8142 Intermediate Similarity NPC234858
0.8142 Intermediate Similarity NPC154363
0.8137 Intermediate Similarity NPC99653
0.8136 Intermediate Similarity NPC203702
0.8136 Intermediate Similarity NPC120994
0.8136 Intermediate Similarity NPC293112
0.8136 Intermediate Similarity NPC473635
0.8131 Intermediate Similarity NPC61442
0.8125 Intermediate Similarity NPC25909
0.812 Intermediate Similarity NPC469789
0.812 Intermediate Similarity NPC11895
0.8103 Intermediate Similarity NPC310511
0.8091 Intermediate Similarity NPC273433
0.8091 Intermediate Similarity NPC87335
0.8091 Intermediate Similarity NPC469370
0.8087 Intermediate Similarity NPC77689
0.8087 Intermediate Similarity NPC475775
0.8087 Intermediate Similarity NPC475041
0.8087 Intermediate Similarity NPC476529
0.8087 Intermediate Similarity NPC473636
0.8077 Intermediate Similarity NPC91439
0.8073 Intermediate Similarity NPC471783
0.8073 Intermediate Similarity NPC9457
0.8073 Intermediate Similarity NPC473173
0.8073 Intermediate Similarity NPC473586
0.8073 Intermediate Similarity NPC469318
0.8073 Intermediate Similarity NPC180744
0.807 Intermediate Similarity NPC134430
0.807 Intermediate Similarity NPC55296
0.807 Intermediate Similarity NPC473590
0.807 Intermediate Similarity NPC473968
0.807 Intermediate Similarity NPC10721
0.8053 Intermediate Similarity NPC284915
0.8053 Intermediate Similarity NPC472400
0.8051 Intermediate Similarity NPC172154
0.8051 Intermediate Similarity NPC81736
0.8039 Intermediate Similarity NPC124374
0.8037 Intermediate Similarity NPC469316
0.8036 Intermediate Similarity NPC476801
0.8036 Intermediate Similarity NPC473877
0.8034 Intermediate Similarity NPC162009
0.8034 Intermediate Similarity NPC170538
0.8034 Intermediate Similarity NPC269642
0.8034 Intermediate Similarity NPC257017
0.802 Intermediate Similarity NPC261320
0.8018 Intermediate Similarity NPC5103
0.8018 Intermediate Similarity NPC235014
0.8017 Intermediate Similarity NPC475885
0.8017 Intermediate Similarity NPC48692
0.8017 Intermediate Similarity NPC107338
0.8017 Intermediate Similarity NPC109607
0.8017 Intermediate Similarity NPC157252
0.8017 Intermediate Similarity NPC145182
0.8017 Intermediate Similarity NPC471126
0.8017 Intermediate Similarity NPC471128
0.8 Intermediate Similarity NPC186525
0.8 Intermediate Similarity NPC175351
0.8 Intermediate Similarity NPC325054
0.8 Intermediate Similarity NPC50774
0.8 Intermediate Similarity NPC251310
0.8 Intermediate Similarity NPC151681
0.8 Intermediate Similarity NPC291564
0.8 Intermediate Similarity NPC475263
0.8 Intermediate Similarity NPC293850
0.8 Intermediate Similarity NPC709
0.8 Intermediate Similarity NPC121402
0.8 Intermediate Similarity NPC473244
0.8 Intermediate Similarity NPC240509
0.8 Intermediate Similarity NPC224356
0.8 Intermediate Similarity NPC132753
0.7982 Intermediate Similarity NPC470587
0.7982 Intermediate Similarity NPC40632
0.7982 Intermediate Similarity NPC102352
0.7982 Intermediate Similarity NPC251236
0.7982 Intermediate Similarity NPC470980
0.7982 Intermediate Similarity NPC181357
0.7982 Intermediate Similarity NPC96312
0.7982 Intermediate Similarity NPC328374
0.7981 Intermediate Similarity NPC477437
0.7981 Intermediate Similarity NPC477438
0.7966 Intermediate Similarity NPC105926
0.7966 Intermediate Similarity NPC91693
0.7966 Intermediate Similarity NPC67251
0.7966 Intermediate Similarity NPC18945
0.7966 Intermediate Similarity NPC265557
0.7965 Intermediate Similarity NPC75167
0.7965 Intermediate Similarity NPC49451
0.7965 Intermediate Similarity NPC472757
0.7965 Intermediate Similarity NPC475966
0.7965 Intermediate Similarity NPC962
0.7965 Intermediate Similarity NPC469463
0.7965 Intermediate Similarity NPC159333
0.7965 Intermediate Similarity NPC317210
0.7965 Intermediate Similarity NPC311592
0.7965 Intermediate Similarity NPC250109
0.7965 Intermediate Similarity NPC469454
0.7965 Intermediate Similarity NPC469496
0.7963 Intermediate Similarity NPC474165
0.7963 Intermediate Similarity NPC471208
0.7963 Intermediate Similarity NPC69171
0.7963 Intermediate Similarity NPC478057
0.7963 Intermediate Similarity NPC23584
0.7963 Intermediate Similarity NPC474822
0.7963 Intermediate Similarity NPC120321
0.7961 Intermediate Similarity NPC110022
0.7961 Intermediate Similarity NPC477436
0.7961 Intermediate Similarity NPC477435
0.7949 Intermediate Similarity NPC52839
0.7946 Intermediate Similarity NPC188738
0.7941 Intermediate Similarity NPC48732
0.7941 Intermediate Similarity NPC220216
0.7931 Intermediate Similarity NPC472667
0.7931 Intermediate Similarity NPC473839
0.7931 Intermediate Similarity NPC470186
0.7931 Intermediate Similarity NPC156745
0.7931 Intermediate Similarity NPC236918
0.7931 Intermediate Similarity NPC211093
0.7931 Intermediate Similarity NPC230513
0.7928 Intermediate Similarity NPC42662
0.7928 Intermediate Similarity NPC472216
0.7928 Intermediate Similarity NPC5475
0.7928 Intermediate Similarity NPC284828

  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 NPC472439 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
0.8598 High Similarity NPD4061 Clinical (unspecified phase)
0.8519 High Similarity NPD5955 Clinical (unspecified phase)
0.8241 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7913 Intermediate Similarity NPD7115 Discovery
0.7768 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7767 Intermediate Similarity NPD46 Approved
0.7767 Intermediate Similarity NPD6698 Approved
0.7615 Intermediate Similarity NPD5344 Discontinued
0.7522 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7522 Intermediate Similarity NPD6686 Approved
0.7431 Intermediate Similarity NPD7638 Approved
0.7431 Intermediate Similarity NPD4225 Approved
0.7364 Intermediate Similarity NPD7640 Approved
0.7364 Intermediate Similarity NPD7639 Approved
0.7258 Intermediate Similarity NPD7507 Approved
0.7241 Intermediate Similarity NPD6371 Approved
0.7232 Intermediate Similarity NPD7632 Discontinued
0.7207 Intermediate Similarity NPD6648 Approved
0.7193 Intermediate Similarity NPD6008 Approved
0.7182 Intermediate Similarity NPD7902 Approved
0.7167 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7155 Intermediate Similarity NPD6373 Approved
0.7155 Intermediate Similarity NPD6372 Approved
0.7131 Intermediate Similarity NPD6319 Approved
0.7119 Intermediate Similarity NPD8297 Approved
0.7103 Intermediate Similarity NPD7838 Discovery
0.7097 Intermediate Similarity NPD8328 Phase 3
0.7087 Intermediate Similarity NPD7319 Approved
0.7064 Intermediate Similarity NPD7748 Approved
0.7059 Intermediate Similarity NPD4632 Approved
0.7049 Intermediate Similarity NPD7516 Approved
0.7043 Intermediate Similarity NPD6675 Approved
0.7043 Intermediate Similarity NPD7128 Approved
0.7043 Intermediate Similarity NPD5739 Approved
0.7043 Intermediate Similarity NPD6402 Approved
0.7037 Intermediate Similarity NPD7515 Phase 2
0.7034 Intermediate Similarity NPD6649 Approved
0.7034 Intermediate Similarity NPD6650 Approved
0.6983 Remote Similarity NPD6412 Phase 2
0.6972 Remote Similarity NPD6399 Phase 3
0.6967 Remote Similarity NPD7328 Approved
0.6967 Remote Similarity NPD7327 Approved
0.6952 Remote Similarity NPD1694 Approved
0.6935 Remote Similarity NPD6921 Approved
0.6935 Remote Similarity NPD8033 Approved
0.6923 Remote Similarity NPD7320 Approved
0.6923 Remote Similarity NPD6899 Approved
0.6923 Remote Similarity NPD6881 Approved
0.6917 Remote Similarity NPD8133 Approved
0.6909 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6909 Remote Similarity NPD7900 Approved
0.6855 Remote Similarity NPD8377 Approved
0.6855 Remote Similarity NPD8294 Approved
0.6838 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6838 Remote Similarity NPD5701 Approved
0.6838 Remote Similarity NPD5697 Approved
0.6833 Remote Similarity NPD6882 Approved
0.6833 Remote Similarity NPD6053 Discontinued
0.6825 Remote Similarity NPD7604 Phase 2
0.6807 Remote Similarity NPD7290 Approved
0.6807 Remote Similarity NPD6883 Approved
0.6807 Remote Similarity NPD7102 Approved
0.68 Remote Similarity NPD7503 Approved
0.68 Remote Similarity NPD8380 Approved
0.68 Remote Similarity NPD8515 Approved
0.68 Remote Similarity NPD8379 Approved
0.68 Remote Similarity NPD8517 Approved
0.68 Remote Similarity NPD8513 Phase 3
0.68 Remote Similarity NPD8378 Approved
0.68 Remote Similarity NPD8296 Approved
0.68 Remote Similarity NPD8516 Approved
0.68 Remote Similarity NPD8335 Approved
0.6772 Remote Similarity NPD7492 Approved
0.675 Remote Similarity NPD6847 Approved
0.675 Remote Similarity NPD6869 Approved
0.675 Remote Similarity NPD8130 Phase 1
0.675 Remote Similarity NPD6617 Approved
0.6748 Remote Similarity NPD6009 Approved
0.6729 Remote Similarity NPD3618 Phase 1
0.6726 Remote Similarity NPD6084 Phase 2
0.6726 Remote Similarity NPD6083 Phase 2
0.6723 Remote Similarity NPD6014 Approved
0.6723 Remote Similarity NPD6012 Approved
0.6723 Remote Similarity NPD6013 Approved
0.672 Remote Similarity NPD6059 Approved
0.672 Remote Similarity NPD6054 Approved
0.6719 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD8293 Discontinued
0.6667 Remote Similarity NPD5778 Approved
0.6667 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD5779 Approved
0.6667 Remote Similarity NPD5983 Phase 2
0.6667 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6639 Remote Similarity NPD6011 Approved
0.6615 Remote Similarity NPD7736 Approved
0.6614 Remote Similarity NPD6370 Approved
0.6612 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6612 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6591 Remote Similarity NPD7260 Phase 2
0.6589 Remote Similarity NPD6336 Discontinued
0.6579 Remote Similarity NPD4755 Approved
0.6577 Remote Similarity NPD7983 Approved
0.6552 Remote Similarity NPD4159 Approved
0.6549 Remote Similarity NPD5695 Phase 3
0.6549 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6545 Remote Similarity NPD5328 Approved
0.6541 Remote Similarity NPD6845 Suspended
0.6538 Remote Similarity NPD8074 Phase 3
0.6535 Remote Similarity NPD6015 Approved
0.6535 Remote Similarity NPD6016 Approved
0.6529 Remote Similarity NPD4634 Approved
0.6522 Remote Similarity NPD5696 Approved
0.6518 Remote Similarity NPD4202 Approved
0.6509 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6496 Remote Similarity NPD5211 Phase 2
0.6484 Remote Similarity NPD5988 Approved
0.6466 Remote Similarity NPD5285 Approved
0.6466 Remote Similarity NPD4700 Approved
0.6466 Remote Similarity NPD5286 Approved
0.6466 Remote Similarity NPD4696 Approved
0.6429 Remote Similarity NPD8035 Phase 2
0.6429 Remote Similarity NPD6079 Approved
0.6429 Remote Similarity NPD8034 Phase 2
0.6429 Remote Similarity NPD6411 Approved
0.6422 Remote Similarity NPD6684 Approved
0.6422 Remote Similarity NPD7521 Approved
0.6422 Remote Similarity NPD7334 Approved
0.6422 Remote Similarity NPD6409 Approved
0.6422 Remote Similarity NPD7146 Approved
0.6422 Remote Similarity NPD5330 Approved
0.6404 Remote Similarity NPD1698 Clinical (unspecified phase)
0.64 Remote Similarity NPD6274 Approved
0.6389 Remote Similarity NPD4786 Approved
0.6387 Remote Similarity NPD5141 Approved
0.6378 Remote Similarity NPD7100 Approved
0.6378 Remote Similarity NPD7101 Approved
0.6364 Remote Similarity NPD3573 Approved
0.6356 Remote Similarity NPD4633 Approved
0.6356 Remote Similarity NPD5224 Approved
0.6356 Remote Similarity NPD5226 Approved
0.6356 Remote Similarity NPD5225 Approved
0.6355 Remote Similarity NPD3667 Approved
0.6348 Remote Similarity NPD4697 Phase 3
0.6339 Remote Similarity NPD5785 Approved
0.6333 Remote Similarity NPD4768 Approved
0.6333 Remote Similarity NPD4767 Approved
0.633 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5282 Discontinued
0.6308 Remote Similarity NPD7642 Approved
0.6308 Remote Similarity NPD6067 Discontinued
0.6306 Remote Similarity NPD6903 Approved
0.6306 Remote Similarity NPD6672 Approved
0.6306 Remote Similarity NPD5737 Approved
0.6306 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6303 Remote Similarity NPD5174 Approved
0.6303 Remote Similarity NPD5175 Approved
0.6299 Remote Similarity NPD6335 Approved
0.6283 Remote Similarity NPD5693 Phase 1
0.6283 Remote Similarity NPD5281 Approved
0.6283 Remote Similarity NPD5284 Approved
0.6279 Remote Similarity NPD6908 Approved
0.6279 Remote Similarity NPD6909 Approved
0.6273 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6271 Remote Similarity NPD5223 Approved
0.625 Remote Similarity NPD1695 Approved
0.625 Remote Similarity NPD5764 Clinical (unspecified phase)
0.625 Remote Similarity NPD7285 Clinical (unspecified phase)
0.625 Remote Similarity NPD6101 Approved
0.625 Remote Similarity NPD4753 Phase 2
0.6241 Remote Similarity NPD6033 Approved
0.6239 Remote Similarity NPD3665 Phase 1
0.6239 Remote Similarity NPD3666 Approved
0.6239 Remote Similarity NPD3133 Approved
0.623 Remote Similarity NPD4729 Approved
0.623 Remote Similarity NPD4730 Approved
0.622 Remote Similarity NPD6317 Approved
0.6216 Remote Similarity NPD7524 Approved
0.6207 Remote Similarity NPD5221 Approved
0.6207 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6207 Remote Similarity NPD5222 Approved
0.6182 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6174 Remote Similarity NPD6001 Approved
0.6172 Remote Similarity NPD6313 Approved
0.6172 Remote Similarity NPD6314 Approved
0.6167 Remote Similarity NPD4754 Approved
0.6154 Remote Similarity NPD5173 Approved
0.6154 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6147 Remote Similarity NPD6110 Phase 1
0.6142 Remote Similarity NPD6868 Approved
0.614 Remote Similarity NPD7637 Suspended
0.6134 Remote Similarity NPD1700 Approved
0.6132 Remote Similarity NPD6697 Approved
0.6132 Remote Similarity NPD6118 Approved
0.6132 Remote Similarity NPD6115 Approved
0.6132 Remote Similarity NPD6114 Approved
0.6129 Remote Similarity NPD5247 Approved
0.6129 Remote Similarity NPD5251 Approved
0.6129 Remote Similarity NPD5249 Phase 3
0.6129 Remote Similarity NPD5250 Approved
0.6129 Remote Similarity NPD5248 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