Structure

Physi-Chem Properties

Molecular Weight:  470.3
Volume:  488.923
LogP:  4.45
LogD:  4.073
LogS:  -5.309
# Rotatable Bonds:  0
TPSA:  79.29
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  7
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.314
Synthetic Accessibility Score:  6.887
Fsp3:  0.897
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.36
MDCK Permeability:  1.3330237379705068e-05
Pgp-inhibitor:  0.054
Pgp-substrate:  0.993
Human Intestinal Absorption (HIA):  0.007
20% Bioavailability (F20%):  0.007
30% Bioavailability (F30%):  0.851

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.309
Plasma Protein Binding (PPB):  87.24262237548828%
Volume Distribution (VD):  1.363
Pgp-substrate:  9.124245643615723%

ADMET: Metabolism

CYP1A2-inhibitor:  0.013
CYP1A2-substrate:  0.784
CYP2C19-inhibitor:  0.026
CYP2C19-substrate:  0.804
CYP2C9-inhibitor:  0.089
CYP2C9-substrate:  0.035
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.109
CYP3A4-inhibitor:  0.927
CYP3A4-substrate:  0.397

ADMET: Excretion

Clearance (CL):  7.768
Half-life (T1/2):  0.065

ADMET: Toxicity

hERG Blockers:  0.87
Human Hepatotoxicity (H-HT):  0.665
Drug-inuced Liver Injury (DILI):  0.097
AMES Toxicity:  0.007
Rat Oral Acute Toxicity:  0.91
Maximum Recommended Daily Dose:  0.208
Skin Sensitization:  0.114
Carcinogencity:  0.124
Eye Corrosion:  0.083
Eye Irritation:  0.017
Respiratory Toxicity:  0.985

Download Data

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

  Natural Product: NPC154906

Natural Product ID:  NPC154906
Common Name*:   Ulmoidol
IUPAC Name:   n.a.
Synonyms:   Ulmoidol
Standard InCHIKey:  CGDNMHCUSPXQHB-ASWZSIAWSA-N
Standard InCHI:  InChI=1S/C29H42O5/c1-14-7-10-28-12-11-27(6)26(5)9-8-17-16(3)19(31)18(30)13-25(17,4)22(26)20-23(33-20)29(27,34-24(28)32)21(28)15(14)2/h14-15,17-23,30-31H,3,7-13H2,1-2,4-6H3/t14-,15+,17+,18-,19-,20+,21-,22-,23+,25+,26-,27+,28+,29-/m1/s1
SMILES:  C[C@@H]1CC[C@@]23[C@@H]([C@H]1C)[C@@]1(OC3=O)[C@H]3O[C@H]3[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)C[C@@H](O)[C@@H](C1=C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL495472
PubChem CID:   15819326
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
NPO33035 ilex kudincha Species Aquifoliaceae Eukaryota n.a. n.a. n.a. PMID[10425145]
NPO33035 ilex kudincha Species Aquifoliaceae Eukaryota n.a. n.a. n.a. PMID[10479318]

☑ 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
NPT3065 Individual Protein Acyl coenzyme A:cholesterol acyltransferase 1 Rattus norvegicus IC50 = 468000.0 nM PMID[502073]
NPT20950 CELL-LINE Erythrocyte n.a. Activity = 0.794 mg/ml PMID[502074]
NPT20950 CELL-LINE Erythrocyte n.a. Activity = 0.429 mg/ml PMID[502074]

☑ 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 NPC154906 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
0.8932 High Similarity NPC225238
0.8812 High Similarity NPC470425
0.88 High Similarity NPC82633
0.8713 High Similarity NPC235109
0.8713 High Similarity NPC163685
0.8713 High Similarity NPC256227
0.84 Intermediate Similarity NPC185529
0.84 Intermediate Similarity NPC472146
0.8393 Intermediate Similarity NPC474734
0.8364 Intermediate Similarity NPC157476
0.8349 Intermediate Similarity NPC310546
0.8318 Intermediate Similarity NPC301787
0.8286 Intermediate Similarity NPC477655
0.8286 Intermediate Similarity NPC477656
0.8257 Intermediate Similarity NPC273155
0.8241 Intermediate Similarity NPC222833
0.8241 Intermediate Similarity NPC477877
0.8235 Intermediate Similarity NPC147272
0.823 Intermediate Similarity NPC179626
0.8224 Intermediate Similarity NPC61442
0.8208 Intermediate Similarity NPC256247
0.8208 Intermediate Similarity NPC121218
0.8208 Intermediate Similarity NPC253886
0.8208 Intermediate Similarity NPC475958
0.8198 Intermediate Similarity NPC469655
0.8198 Intermediate Similarity NPC469656
0.8198 Intermediate Similarity NPC474846
0.819 Intermediate Similarity NPC475876
0.819 Intermediate Similarity NPC472144
0.8182 Intermediate Similarity NPC204652
0.8182 Intermediate Similarity NPC143706
0.8182 Intermediate Similarity NPC16657
0.8182 Intermediate Similarity NPC472534
0.8165 Intermediate Similarity NPC301666
0.8165 Intermediate Similarity NPC230541
0.8165 Intermediate Similarity NPC166993
0.8158 Intermediate Similarity NPC470775
0.8158 Intermediate Similarity NPC176513
0.8158 Intermediate Similarity NPC473590
0.8155 Intermediate Similarity NPC469982
0.8148 Intermediate Similarity NPC328737
0.8148 Intermediate Similarity NPC283850
0.8142 Intermediate Similarity NPC117712
0.8125 Intermediate Similarity NPC472002
0.8119 Intermediate Similarity NPC194642
0.8113 Intermediate Similarity NPC180733
0.8113 Intermediate Similarity NPC37047
0.8113 Intermediate Similarity NPC41971
0.8103 Intermediate Similarity NPC154491
0.8103 Intermediate Similarity NPC268530
0.8095 Intermediate Similarity NPC472145
0.8091 Intermediate Similarity NPC218123
0.8091 Intermediate Similarity NPC153587
0.8091 Intermediate Similarity NPC112895
0.8091 Intermediate Similarity NPC231278
0.8091 Intermediate Similarity NPC37628
0.8087 Intermediate Similarity NPC470776
0.8073 Intermediate Similarity NPC37600
0.8073 Intermediate Similarity NPC470587
0.8073 Intermediate Similarity NPC138908
0.8073 Intermediate Similarity NPC200957
0.807 Intermediate Similarity NPC40632
0.807 Intermediate Similarity NPC328374
0.807 Intermediate Similarity NPC474046
0.807 Intermediate Similarity NPC96312
0.807 Intermediate Similarity NPC470628
0.807 Intermediate Similarity NPC259306
0.807 Intermediate Similarity NPC251236
0.8056 Intermediate Similarity NPC209298
0.8056 Intermediate Similarity NPC277074
0.8056 Intermediate Similarity NPC99510
0.8056 Intermediate Similarity NPC72842
0.8053 Intermediate Similarity NPC49451
0.8037 Intermediate Similarity NPC98225
0.8037 Intermediate Similarity NPC295276
0.8037 Intermediate Similarity NPC233012
0.8037 Intermediate Similarity NPC54909
0.8037 Intermediate Similarity NPC252614
0.8037 Intermediate Similarity NPC75941
0.8036 Intermediate Similarity NPC94650
0.8036 Intermediate Similarity NPC56025
0.8034 Intermediate Similarity NPC4021
0.8034 Intermediate Similarity NPC159456
0.8019 Intermediate Similarity NPC38296
0.8019 Intermediate Similarity NPC28864
0.8019 Intermediate Similarity NPC20479
0.8019 Intermediate Similarity NPC162459
0.8019 Intermediate Similarity NPC38471
0.8019 Intermediate Similarity NPC98837
0.8018 Intermediate Similarity NPC141350
0.8017 Intermediate Similarity NPC42673
0.8017 Intermediate Similarity NPC230513
0.8 Intermediate Similarity NPC187545
0.8 Intermediate Similarity NPC9457
0.8 Intermediate Similarity NPC78966
0.8 Intermediate Similarity NPC13713
0.8 Intermediate Similarity NPC469684
0.8 Intermediate Similarity NPC58662
0.8 Intermediate Similarity NPC471783
0.8 Intermediate Similarity NPC284732
0.8 Intermediate Similarity NPC59530
0.7983 Intermediate Similarity NPC81736
0.7983 Intermediate Similarity NPC172154
0.7982 Intermediate Similarity NPC475633
0.7982 Intermediate Similarity NPC470919
0.7982 Intermediate Similarity NPC47281
0.7982 Intermediate Similarity NPC471293
0.7982 Intermediate Similarity NPC473798
0.7982 Intermediate Similarity NPC469877
0.7982 Intermediate Similarity NPC475036
0.7981 Intermediate Similarity NPC66581
0.7981 Intermediate Similarity NPC277399
0.7965 Intermediate Similarity NPC476964
0.7965 Intermediate Similarity NPC302146
0.7963 Intermediate Similarity NPC469316
0.7963 Intermediate Similarity NPC170615
0.7963 Intermediate Similarity NPC304832
0.7963 Intermediate Similarity NPC88203
0.7963 Intermediate Similarity NPC76866
0.7963 Intermediate Similarity NPC148628
0.7963 Intermediate Similarity NPC246736
0.7963 Intermediate Similarity NPC214946
0.7963 Intermediate Similarity NPC286519
0.7963 Intermediate Similarity NPC124544
0.7961 Intermediate Similarity NPC198054
0.7949 Intermediate Similarity NPC251226
0.7946 Intermediate Similarity NPC100908
0.7946 Intermediate Similarity NPC471093
0.7944 Intermediate Similarity NPC94906
0.7944 Intermediate Similarity NPC293866
0.7931 Intermediate Similarity NPC18233
0.7931 Intermediate Similarity NPC276758
0.7928 Intermediate Similarity NPC63841
0.7925 Intermediate Similarity NPC9613
0.7925 Intermediate Similarity NPC247139
0.7925 Intermediate Similarity NPC473963
0.7925 Intermediate Similarity NPC189880
0.7925 Intermediate Similarity NPC255589
0.7925 Intermediate Similarity NPC43686
0.7925 Intermediate Similarity NPC476878
0.7925 Intermediate Similarity NPC136781
0.7925 Intermediate Similarity NPC476879
0.7925 Intermediate Similarity NPC259788
0.7925 Intermediate Similarity NPC111348
0.7925 Intermediate Similarity NPC474921
0.7917 Intermediate Similarity NPC293112
0.7909 Intermediate Similarity NPC102352
0.7909 Intermediate Similarity NPC472655
0.7909 Intermediate Similarity NPC50535
0.7905 Intermediate Similarity NPC157686
0.7905 Intermediate Similarity NPC259042
0.7899 Intermediate Similarity NPC67251
0.7899 Intermediate Similarity NPC11895
0.7895 Intermediate Similarity NPC269315
0.7895 Intermediate Similarity NPC51978
0.7895 Intermediate Similarity NPC271138
0.7895 Intermediate Similarity NPC477126
0.7895 Intermediate Similarity NPC471252
0.789 Intermediate Similarity NPC122811
0.7885 Intermediate Similarity NPC291373
0.7885 Intermediate Similarity NPC224060
0.7885 Intermediate Similarity NPC244356
0.7881 Intermediate Similarity NPC477046
0.7881 Intermediate Similarity NPC102822
0.7876 Intermediate Similarity NPC29505
0.787 Intermediate Similarity NPC96784
0.787 Intermediate Similarity NPC52899
0.787 Intermediate Similarity NPC235920
0.787 Intermediate Similarity NPC476132
0.787 Intermediate Similarity NPC46848
0.787 Intermediate Similarity NPC163963
0.787 Intermediate Similarity NPC289148
0.7864 Intermediate Similarity NPC153853
0.7864 Intermediate Similarity NPC50443
0.7864 Intermediate Similarity NPC18536
0.7863 Intermediate Similarity NPC122971
0.7857 Intermediate Similarity NPC91583
0.7857 Intermediate Similarity NPC240125
0.785 Intermediate Similarity NPC477875
0.785 Intermediate Similarity NPC58942
0.785 Intermediate Similarity NPC472028
0.785 Intermediate Similarity NPC476806
0.785 Intermediate Similarity NPC260149
0.785 Intermediate Similarity NPC89099
0.785 Intermediate Similarity NPC476807
0.785 Intermediate Similarity NPC477876
0.7845 Intermediate Similarity NPC470854
0.7845 Intermediate Similarity NPC98249
0.7845 Intermediate Similarity NPC473968
0.7845 Intermediate Similarity NPC97908
0.7845 Intermediate Similarity NPC122033
0.7845 Intermediate Similarity NPC287343
0.7845 Intermediate Similarity NPC53396
0.7845 Intermediate Similarity NPC474654
0.7843 Intermediate Similarity NPC476435
0.7843 Intermediate Similarity NPC476379
0.7838 Intermediate Similarity NPC67321
0.7838 Intermediate Similarity NPC186054
0.7838 Intermediate Similarity NPC180744
0.7838 Intermediate Similarity NPC3316

  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 NPC154906 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
0.7768 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD8035 Phase 2
0.7453 Intermediate Similarity NPD8034 Phase 2
0.7436 Intermediate Similarity NPD8133 Approved
0.7395 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7395 Intermediate Similarity NPD7115 Discovery
0.7379 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7328 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD8328 Phase 3
0.7156 Intermediate Similarity NPD7748 Approved
0.7143 Intermediate Similarity NPD7639 Approved
0.7143 Intermediate Similarity NPD7640 Approved
0.713 Intermediate Similarity NPD7515 Phase 2
0.713 Intermediate Similarity NPD6008 Approved
0.7117 Intermediate Similarity NPD7902 Approved
0.7069 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD7507 Approved
0.7054 Intermediate Similarity NPD4225 Approved
0.7054 Intermediate Similarity NPD7638 Approved
0.7031 Intermediate Similarity NPD7319 Approved
0.7016 Intermediate Similarity NPD6921 Approved
0.688 Remote Similarity NPD8517 Approved
0.688 Remote Similarity NPD8516 Approved
0.688 Remote Similarity NPD8515 Approved
0.688 Remote Similarity NPD8513 Phase 3
0.686 Remote Similarity NPD4632 Approved
0.6847 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6847 Remote Similarity NPD7900 Approved
0.6838 Remote Similarity NPD6675 Approved
0.6838 Remote Similarity NPD7128 Approved
0.6838 Remote Similarity NPD5739 Approved
0.6838 Remote Similarity NPD6402 Approved
0.6822 Remote Similarity NPD7736 Approved
0.6807 Remote Similarity NPD6372 Approved
0.6807 Remote Similarity NPD6373 Approved
0.68 Remote Similarity NPD6319 Approved
0.6783 Remote Similarity NPD5344 Discontinued
0.6777 Remote Similarity NPD8297 Approved
0.6757 Remote Similarity NPD6399 Phase 3
0.6724 Remote Similarity NPD7632 Discontinued
0.6723 Remote Similarity NPD6881 Approved
0.6723 Remote Similarity NPD6899 Approved
0.6723 Remote Similarity NPD6686 Approved
0.6723 Remote Similarity NPD7320 Approved
0.672 Remote Similarity NPD7516 Approved
0.6719 Remote Similarity NPD7492 Approved
0.6699 Remote Similarity NPD6114 Approved
0.6699 Remote Similarity NPD6697 Approved
0.6699 Remote Similarity NPD6115 Approved
0.6699 Remote Similarity NPD6118 Approved
0.6694 Remote Similarity NPD6649 Approved
0.6694 Remote Similarity NPD6650 Approved
0.6667 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD6054 Approved
0.6641 Remote Similarity NPD7604 Phase 2
0.664 Remote Similarity NPD7328 Approved
0.664 Remote Similarity NPD7327 Approved
0.6639 Remote Similarity NPD5701 Approved
0.6639 Remote Similarity NPD6412 Phase 2
0.6639 Remote Similarity NPD5697 Approved
0.6638 Remote Similarity NPD1700 Approved
0.6615 Remote Similarity NPD7078 Approved
0.6615 Remote Similarity NPD8293 Discontinued
0.6614 Remote Similarity NPD8033 Approved
0.6614 Remote Similarity NPD8335 Approved
0.6614 Remote Similarity NPD8378 Approved
0.6614 Remote Similarity NPD8380 Approved
0.6614 Remote Similarity NPD8379 Approved
0.6614 Remote Similarity NPD8296 Approved
0.6612 Remote Similarity NPD6883 Approved
0.6612 Remote Similarity NPD7290 Approved
0.6612 Remote Similarity NPD7102 Approved
0.661 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6607 Remote Similarity NPD5778 Approved
0.6607 Remote Similarity NPD5779 Approved
0.6606 Remote Similarity NPD7524 Approved
0.6562 Remote Similarity NPD6370 Approved
0.656 Remote Similarity NPD6009 Approved
0.6557 Remote Similarity NPD8130 Phase 1
0.6557 Remote Similarity NPD6617 Approved
0.6557 Remote Similarity NPD6847 Approved
0.6557 Remote Similarity NPD6869 Approved
0.6557 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6535 Remote Similarity NPD8377 Approved
0.6535 Remote Similarity NPD8294 Approved
0.6529 Remote Similarity NPD6014 Approved
0.6529 Remote Similarity NPD6012 Approved
0.6529 Remote Similarity NPD6013 Approved
0.6518 Remote Similarity NPD6411 Approved
0.6505 Remote Similarity NPD6117 Approved
0.6504 Remote Similarity NPD6882 Approved
0.6486 Remote Similarity NPD5328 Approved
0.6484 Remote Similarity NPD6015 Approved
0.6484 Remote Similarity NPD5983 Phase 2
0.6484 Remote Similarity NPD6016 Approved
0.6476 Remote Similarity NPD7645 Phase 2
0.6446 Remote Similarity NPD6011 Approved
0.6442 Remote Similarity NPD6116 Phase 1
0.6441 Remote Similarity NPD5211 Phase 2
0.6434 Remote Similarity NPD5988 Approved
0.6429 Remote Similarity NPD6698 Approved
0.6429 Remote Similarity NPD46 Approved
0.6423 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6412 Remote Similarity NPD6336 Discontinued
0.641 Remote Similarity NPD6648 Approved
0.6408 Remote Similarity NPD3703 Phase 2
0.6379 Remote Similarity NPD6083 Phase 2
0.6379 Remote Similarity NPD6084 Phase 2
0.6379 Remote Similarity NPD4755 Approved
0.6372 Remote Similarity NPD7983 Approved
0.6372 Remote Similarity NPD7637 Suspended
0.6372 Remote Similarity NPD6079 Approved
0.6364 Remote Similarity NPD8074 Phase 3
0.6364 Remote Similarity NPD3618 Phase 1
0.6348 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6341 Remote Similarity NPD4634 Approved
0.6341 Remote Similarity NPD6371 Approved
0.6339 Remote Similarity NPD6101 Approved
0.6339 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6333 Remote Similarity NPD5141 Approved
0.633 Remote Similarity NPD4786 Approved
0.6311 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6306 Remote Similarity NPD3573 Approved
0.6296 Remote Similarity NPD3667 Approved
0.6293 Remote Similarity NPD4697 Phase 3
0.6273 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6271 Remote Similarity NPD5285 Approved
0.6271 Remote Similarity NPD5286 Approved
0.6271 Remote Similarity NPD4700 Approved
0.6271 Remote Similarity NPD4696 Approved
0.625 Remote Similarity NPD7513 Clinical (unspecified phase)
0.624 Remote Similarity NPD6053 Discontinued
0.6239 Remote Similarity NPD4788 Approved
0.6239 Remote Similarity NPD6695 Phase 3
0.6231 Remote Similarity NPD7503 Approved
0.622 Remote Similarity NPD6274 Approved
0.6202 Remote Similarity NPD7101 Approved
0.6202 Remote Similarity NPD7100 Approved
0.6194 Remote Similarity NPD6033 Approved
0.6186 Remote Similarity NPD5696 Approved
0.6182 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6167 Remote Similarity NPD5226 Approved
0.6167 Remote Similarity NPD5225 Approved
0.6167 Remote Similarity NPD4633 Approved
0.6167 Remote Similarity NPD5224 Approved
0.6154 Remote Similarity NPD5222 Approved
0.6154 Remote Similarity NPD5221 Approved
0.6154 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6124 Remote Similarity NPD6335 Approved
0.6116 Remote Similarity NPD5174 Approved
0.6116 Remote Similarity NPD5175 Approved
0.6111 Remote Similarity NPD7525 Registered
0.6107 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6107 Remote Similarity NPD6909 Approved
0.6107 Remote Similarity NPD6908 Approved
0.6102 Remote Similarity NPD5173 Approved
0.6094 Remote Similarity NPD6868 Approved
0.6083 Remote Similarity NPD4159 Approved
0.6083 Remote Similarity NPD5223 Approved
0.6071 Remote Similarity NPD7521 Approved
0.6071 Remote Similarity NPD6684 Approved
0.6071 Remote Similarity NPD5330 Approved
0.6071 Remote Similarity NPD6409 Approved
0.6071 Remote Similarity NPD7146 Approved
0.6071 Remote Similarity NPD7334 Approved
0.6068 Remote Similarity NPD5695 Phase 3
0.6053 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6047 Remote Similarity NPD6317 Approved
0.6034 Remote Similarity NPD4202 Approved
0.6018 Remote Similarity NPD7750 Discontinued
0.6016 Remote Similarity NPD4768 Approved
0.6016 Remote Similarity NPD4767 Approved
0.6015 Remote Similarity NPD6067 Discontinued
0.6 Remote Similarity NPD6314 Approved
0.6 Remote Similarity NPD6313 Approved
0.5984 Remote Similarity NPD4754 Approved
0.5983 Remote Similarity NPD6001 Approved
0.5968 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5965 Remote Similarity NPD5737 Approved
0.5965 Remote Similarity NPD6903 Approved
0.5965 Remote Similarity NPD6672 Approved
0.5963 Remote Similarity NPD6930 Phase 2
0.5963 Remote Similarity NPD6931 Approved
0.5962 Remote Similarity NPD4809 Clinical (unspecified phase)
0.5962 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5943 Remote Similarity NPD3702 Approved
0.5932 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5922 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5922 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5922 Remote Similarity NPD3700 Clinical (unspecified phase)
0.592 Remote Similarity NPD4729 Approved
0.592 Remote Similarity NPD5128 Approved
0.592 Remote Similarity NPD4730 Approved
0.5913 Remote Similarity NPD4753 Phase 2
0.5897 Remote Similarity NPD8171 Discontinued
0.5893 Remote Similarity NPD3668 Phase 3
0.5893 Remote Similarity NPD3133 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