Structure

Physi-Chem Properties

Molecular Weight:  638.29
Volume:  632.176
LogP:  2.602
LogD:  2.172
LogS:  -4.256
# Rotatable Bonds:  13
TPSA:  178.03
# H-Bond Aceptor:  13
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  13

MedChem Properties

QED Drug-Likeness Score:  0.245
Synthetic Accessibility Score:  5.879
Fsp3:  0.75
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:  -5.246
MDCK Permeability:  0.00027523745666258037
Pgp-inhibitor:  1.0
Pgp-substrate:  0.994
Human Intestinal Absorption (HIA):  0.808
20% Bioavailability (F20%):  0.014
30% Bioavailability (F30%):  0.982

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.032
Plasma Protein Binding (PPB):  54.735198974609375%
Volume Distribution (VD):  1.832
Pgp-substrate:  16.33964729309082%

ADMET: Metabolism

CYP1A2-inhibitor:  0.013
CYP1A2-substrate:  0.007
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.064
CYP2C9-inhibitor:  0.006
CYP2C9-substrate:  0.018
CYP2D6-inhibitor:  0.441
CYP2D6-substrate:  0.035
CYP3A4-inhibitor:  0.292
CYP3A4-substrate:  0.449

ADMET: Excretion

Clearance (CL):  3.376
Half-life (T1/2):  0.797

ADMET: Toxicity

hERG Blockers:  0.015
Human Hepatotoxicity (H-HT):  0.985
Drug-inuced Liver Injury (DILI):  0.954
AMES Toxicity:  0.021
Rat Oral Acute Toxicity:  0.013
Maximum Recommended Daily Dose:  0.092
Skin Sensitization:  0.392
Carcinogencity:  0.021
Eye Corrosion:  0.006
Eye Irritation:  0.065
Respiratory Toxicity:  0.65

Download Data

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

  Natural Product: NPC182826

Natural Product ID:  NPC182826
Common Name*:   NSFKWNXCHYPDIT-PNQAOHGVSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  NSFKWNXCHYPDIT-PNQAOHGVSA-N
Standard InCHI:  InChI=1S/C32H46O13/c1-14-23(40-15(2)34)11-22-28(43-18(5)37)27-21(13-33)24(41-16(3)35)12-25(42-17(4)36)32(27,10)30(45-20(7)39)29(44-19(6)38)26(14)31(22,8)9/h21-25,27-30,33H,11-13H2,1-10H3/t21-,22+,23+,24+,25+,27+,28-,29-,30+,32-/m1/s1
SMILES:  OC[C@@H]1[C@@H](OC(=O)C)C[C@@H]([C@@]2([C@@H]1[C@H](OC(=O)C)[C@@H]1C[C@H](OC(=O)C)C(=C(C1(C)C)[C@H]([C@@H]2OC(=O)C)OC(=O)C)C)C)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL421875
PubChem CID:   5321753
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
NPT137 Cell Line L1210 Mus musculus IC50 = 10.0 ug.mL-1 PMID[498357]
NPT168 Cell Line P388 Mus musculus IC50 = 14125375.45 nM PMID[498358]
NPT2 Others Unspecified Control = 177.0 % PMID[498357]
NPT2 Others Unspecified Control = 264.0 % PMID[498357]
NPT27 Others Unspecified IC50 = 4.5 ug.mL-1 PMID[498357]

☑ 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 NPC182826 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 NPC105375
0.9775 High Similarity NPC129569
0.9556 High Similarity NPC221801
0.9556 High Similarity NPC284194
0.9556 High Similarity NPC471765
0.9556 High Similarity NPC211810
0.9333 High Similarity NPC472416
0.9333 High Similarity NPC472360
0.931 High Similarity NPC471779
0.9247 High Similarity NPC79303
0.9247 High Similarity NPC271295
0.9247 High Similarity NPC188968
0.9101 High Similarity NPC261320
0.9032 High Similarity NPC473244
0.9 High Similarity NPC220216
0.8901 High Similarity NPC124374
0.8878 High Similarity NPC472390
0.8817 High Similarity NPC471786
0.8817 High Similarity NPC37603
0.8804 High Similarity NPC99653
0.8776 High Similarity NPC111952
0.8764 High Similarity NPC102996
0.8723 High Similarity NPC475304
0.87 High Similarity NPC475586
0.8687 High Similarity NPC143609
0.8681 High Similarity NPC246028
0.8667 High Similarity NPC102640
0.866 High Similarity NPC475344
0.866 High Similarity NPC476471
0.8587 High Similarity NPC48732
0.8571 High Similarity NPC69713
0.8571 High Similarity NPC474124
0.8557 High Similarity NPC472554
0.8485 Intermediate Similarity NPC473543
0.8469 Intermediate Similarity NPC472552
0.8438 Intermediate Similarity NPC254121
0.8416 Intermediate Similarity NPC469916
0.8416 Intermediate Similarity NPC472439
0.8384 Intermediate Similarity NPC473523
0.8384 Intermediate Similarity NPC8196
0.8367 Intermediate Similarity NPC475617
0.8317 Intermediate Similarity NPC112780
0.8317 Intermediate Similarity NPC473586
0.8298 Intermediate Similarity NPC41239
0.8298 Intermediate Similarity NPC477574
0.8283 Intermediate Similarity NPC137430
0.8265 Intermediate Similarity NPC38855
0.8265 Intermediate Similarity NPC274643
0.8242 Intermediate Similarity NPC35933
0.8235 Intermediate Similarity NPC475263
0.8229 Intermediate Similarity NPC86893
0.8229 Intermediate Similarity NPC292178
0.8229 Intermediate Similarity NPC276110
0.82 Intermediate Similarity NPC99266
0.8182 Intermediate Similarity NPC235920
0.8182 Intermediate Similarity NPC96784
0.8155 Intermediate Similarity NPC40728
0.8119 Intermediate Similarity NPC473577
0.8119 Intermediate Similarity NPC475585
0.8119 Intermediate Similarity NPC474550
0.8119 Intermediate Similarity NPC470768
0.81 Intermediate Similarity NPC165578
0.81 Intermediate Similarity NPC11956
0.81 Intermediate Similarity NPC295791
0.8085 Intermediate Similarity NPC20946
0.8081 Intermediate Similarity NPC230546
0.8081 Intermediate Similarity NPC473510
0.8065 Intermediate Similarity NPC131329
0.8058 Intermediate Similarity NPC217921
0.8058 Intermediate Similarity NPC50124
0.8058 Intermediate Similarity NPC135015
0.8058 Intermediate Similarity NPC48548
0.8058 Intermediate Similarity NPC128795
0.8058 Intermediate Similarity NPC151393
0.8039 Intermediate Similarity NPC475290
0.8039 Intermediate Similarity NPC88349
0.8021 Intermediate Similarity NPC110022
0.8021 Intermediate Similarity NPC472641
0.8021 Intermediate Similarity NPC472640
0.802 Intermediate Similarity NPC7644
0.802 Intermediate Similarity NPC7613
0.802 Intermediate Similarity NPC23584
0.802 Intermediate Similarity NPC475889
0.802 Intermediate Similarity NPC159533
0.802 Intermediate Similarity NPC127933
0.8 Intermediate Similarity NPC476132
0.8 Intermediate Similarity NPC97435
0.8 Intermediate Similarity NPC25554
0.8 Intermediate Similarity NPC17791
0.8 Intermediate Similarity NPC11974
0.8 Intermediate Similarity NPC280991
0.7981 Intermediate Similarity NPC5475
0.7981 Intermediate Similarity NPC316974
0.7981 Intermediate Similarity NPC472216
0.7981 Intermediate Similarity NPC173905
0.7981 Intermediate Similarity NPC284828
0.798 Intermediate Similarity NPC247233
0.798 Intermediate Similarity NPC477876
0.798 Intermediate Similarity NPC477875
0.7961 Intermediate Similarity NPC475781
0.7961 Intermediate Similarity NPC125423
0.7961 Intermediate Similarity NPC88013
0.7961 Intermediate Similarity NPC471205
0.7961 Intermediate Similarity NPC109376
0.7959 Intermediate Similarity NPC88009
0.7959 Intermediate Similarity NPC165632
0.7941 Intermediate Similarity NPC201880
0.7941 Intermediate Similarity NPC470321
0.7941 Intermediate Similarity NPC81567
0.7941 Intermediate Similarity NPC473207
0.7941 Intermediate Similarity NPC264867
0.7938 Intermediate Similarity NPC474922
0.7938 Intermediate Similarity NPC105490
0.7935 Intermediate Similarity NPC102048
0.7925 Intermediate Similarity NPC470025
0.7925 Intermediate Similarity NPC328074
0.7925 Intermediate Similarity NPC317460
0.7925 Intermediate Similarity NPC321272
0.7921 Intermediate Similarity NPC471363
0.7921 Intermediate Similarity NPC165250
0.7921 Intermediate Similarity NPC238397
0.7917 Intermediate Similarity NPC234335
0.7905 Intermediate Similarity NPC177047
0.7905 Intermediate Similarity NPC472214
0.7905 Intermediate Similarity NPC472215
0.7905 Intermediate Similarity NPC316708
0.79 Intermediate Similarity NPC477968
0.79 Intermediate Similarity NPC219285
0.79 Intermediate Similarity NPC474571
0.79 Intermediate Similarity NPC228251
0.79 Intermediate Similarity NPC254567
0.79 Intermediate Similarity NPC475877
0.79 Intermediate Similarity NPC272223
0.79 Intermediate Similarity NPC161527
0.79 Intermediate Similarity NPC476195
0.79 Intermediate Similarity NPC20113
0.79 Intermediate Similarity NPC474190
0.79 Intermediate Similarity NPC477971
0.79 Intermediate Similarity NPC477972
0.7895 Intermediate Similarity NPC314727
0.7895 Intermediate Similarity NPC16265
0.7885 Intermediate Similarity NPC311223
0.7885 Intermediate Similarity NPC38948
0.7885 Intermediate Similarity NPC470024
0.7885 Intermediate Similarity NPC224660
0.7879 Intermediate Similarity NPC51499
0.7879 Intermediate Similarity NPC274793
0.7879 Intermediate Similarity NPC210337
0.7879 Intermediate Similarity NPC199099
0.7872 Intermediate Similarity NPC245004
0.7864 Intermediate Similarity NPC470763
0.7864 Intermediate Similarity NPC51719
0.7864 Intermediate Similarity NPC172867
0.7864 Intermediate Similarity NPC471206
0.7864 Intermediate Similarity NPC470767
0.7857 Intermediate Similarity NPC476720
0.785 Intermediate Similarity NPC470027
0.7843 Intermediate Similarity NPC475334
0.7843 Intermediate Similarity NPC475623
0.7843 Intermediate Similarity NPC134270
0.7843 Intermediate Similarity NPC281378
0.7843 Intermediate Similarity NPC473694
0.7843 Intermediate Similarity NPC474822
0.7835 Intermediate Similarity NPC53555
0.7835 Intermediate Similarity NPC7349
0.783 Intermediate Similarity NPC470026
0.7822 Intermediate Similarity NPC473160
0.7812 Intermediate Similarity NPC78973
0.7812 Intermediate Similarity NPC209816
0.7812 Intermediate Similarity NPC472642
0.781 Intermediate Similarity NPC206618
0.78 Intermediate Similarity NPC470068
0.78 Intermediate Similarity NPC216478
0.78 Intermediate Similarity NPC477928
0.78 Intermediate Similarity NPC325229
0.78 Intermediate Similarity NPC278673
0.78 Intermediate Similarity NPC470067
0.78 Intermediate Similarity NPC470066
0.78 Intermediate Similarity NPC275086
0.7788 Intermediate Similarity NPC473173
0.7788 Intermediate Similarity NPC67321
0.7788 Intermediate Similarity NPC469318
0.7788 Intermediate Similarity NPC184512
0.7788 Intermediate Similarity NPC122816
0.7788 Intermediate Similarity NPC187435
0.7778 Intermediate Similarity NPC171598
0.7778 Intermediate Similarity NPC472995
0.7778 Intermediate Similarity NPC12103
0.7778 Intermediate Similarity NPC227583
0.7778 Intermediate Similarity NPC98457
0.7778 Intermediate Similarity NPC54248
0.7778 Intermediate Similarity NPC276103
0.7778 Intermediate Similarity NPC57664
0.7767 Intermediate Similarity NPC475331
0.7767 Intermediate Similarity NPC475335
0.7767 Intermediate Similarity NPC201144
0.7767 Intermediate Similarity NPC121518
0.7767 Intermediate Similarity NPC80809
0.7767 Intermediate Similarity NPC181104
0.7767 Intermediate Similarity NPC103298

  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 NPC182826 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
0.7642 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.757 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7476 Intermediate Similarity NPD5344 Discontinued
0.7451 Intermediate Similarity NPD7638 Approved
0.7379 Intermediate Similarity NPD7639 Approved
0.7379 Intermediate Similarity NPD7640 Approved
0.7315 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD4225 Approved
0.7257 Intermediate Similarity NPD7327 Approved
0.7257 Intermediate Similarity NPD7328 Approved
0.7238 Intermediate Similarity NPD7632 Discontinued
0.7217 Intermediate Similarity NPD8033 Approved
0.7217 Intermediate Similarity NPD8378 Approved
0.7217 Intermediate Similarity NPD8296 Approved
0.7217 Intermediate Similarity NPD8380 Approved
0.7217 Intermediate Similarity NPD8335 Approved
0.7217 Intermediate Similarity NPD8379 Approved
0.7212 Intermediate Similarity NPD6648 Approved
0.7193 Intermediate Similarity NPD7516 Approved
0.713 Intermediate Similarity NPD8294 Approved
0.713 Intermediate Similarity NPD8377 Approved
0.71 Intermediate Similarity NPD7838 Discovery
0.7064 Intermediate Similarity NPD6686 Approved
0.7018 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.6931 Remote Similarity NPD46 Approved
0.6931 Remote Similarity NPD6698 Approved
0.6923 Remote Similarity NPD7503 Approved
0.6909 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6754 Remote Similarity NPD8133 Approved
0.6731 Remote Similarity NPD7748 Approved
0.6724 Remote Similarity NPD7115 Discovery
0.6699 Remote Similarity NPD7637 Suspended
0.6698 Remote Similarity NPD7902 Approved
0.6694 Remote Similarity NPD7507 Approved
0.6667 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4159 Approved
0.6667 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD7645 Phase 2
0.6667 Remote Similarity NPD7319 Approved
0.6636 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6635 Remote Similarity NPD6399 Phase 3
0.6635 Remote Similarity NPD5778 Approved
0.6635 Remote Similarity NPD5779 Approved
0.6634 Remote Similarity NPD7524 Approved
0.6566 Remote Similarity NPD6695 Phase 3
0.6538 Remote Similarity NPD7515 Phase 2
0.6538 Remote Similarity NPD7983 Approved
0.6529 Remote Similarity NPD8328 Phase 3
0.6505 Remote Similarity NPD6051 Approved
0.65 Remote Similarity NPD8515 Approved
0.65 Remote Similarity NPD8513 Phase 3
0.65 Remote Similarity NPD8516 Approved
0.65 Remote Similarity NPD8517 Approved
0.65 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7750 Discontinued
0.6429 Remote Similarity NPD6675 Approved
0.6429 Remote Similarity NPD6402 Approved
0.6429 Remote Similarity NPD5739 Approved
0.6429 Remote Similarity NPD7525 Registered
0.6429 Remote Similarity NPD7128 Approved
0.6421 Remote Similarity NPD8264 Approved
0.6417 Remote Similarity NPD6319 Approved
0.6415 Remote Similarity NPD7900 Approved
0.6415 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6373 Approved
0.6404 Remote Similarity NPD6372 Approved
0.6381 Remote Similarity NPD8035 Phase 2
0.6381 Remote Similarity NPD6411 Approved
0.6381 Remote Similarity NPD8034 Phase 2
0.6379 Remote Similarity NPD6053 Discontinued
0.6372 Remote Similarity NPD6412 Phase 2
0.6364 Remote Similarity NPD6921 Approved
0.6344 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6327 Remote Similarity NPD6929 Approved
0.6325 Remote Similarity NPD4632 Approved
0.6316 Remote Similarity NPD6899 Approved
0.6316 Remote Similarity NPD6881 Approved
0.6316 Remote Similarity NPD7320 Approved
0.6293 Remote Similarity NPD6649 Approved
0.6293 Remote Similarity NPD6650 Approved
0.6293 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6293 Remote Similarity NPD8130 Phase 1
0.6286 Remote Similarity NPD3168 Discontinued
0.6275 Remote Similarity NPD1694 Approved
0.6263 Remote Similarity NPD6930 Phase 2
0.6263 Remote Similarity NPD6931 Approved
0.625 Remote Similarity NPD7339 Approved
0.625 Remote Similarity NPD6942 Approved
0.624 Remote Similarity NPD8074 Phase 3
0.624 Remote Similarity NPD8293 Discontinued
0.6239 Remote Similarity NPD6882 Approved
0.6228 Remote Similarity NPD5701 Approved
0.6228 Remote Similarity NPD5697 Approved
0.6228 Remote Similarity NPD7899 Clinical (unspecified phase)
0.621 Remote Similarity NPD7492 Approved
0.6207 Remote Similarity NPD6883 Approved
0.6207 Remote Similarity NPD6371 Approved
0.6207 Remote Similarity NPD7290 Approved
0.6207 Remote Similarity NPD7102 Approved
0.619 Remote Similarity NPD7736 Approved
0.619 Remote Similarity NPD5764 Clinical (unspecified phase)
0.619 Remote Similarity NPD6101 Approved
0.6186 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6176 Remote Similarity NPD4786 Approved
0.6167 Remote Similarity NPD6009 Approved
0.616 Remote Similarity NPD6616 Approved
0.6154 Remote Similarity NPD6869 Approved
0.6154 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6847 Approved
0.6154 Remote Similarity NPD6617 Approved
0.6148 Remote Similarity NPD6054 Approved
0.6148 Remote Similarity NPD6059 Approved
0.614 Remote Similarity NPD6008 Approved
0.6139 Remote Similarity NPD3667 Approved
0.6139 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6129 Remote Similarity NPD7604 Phase 2
0.6122 Remote Similarity NPD6925 Approved
0.6122 Remote Similarity NPD5776 Phase 2
0.6121 Remote Similarity NPD6014 Approved
0.6121 Remote Similarity NPD6012 Approved
0.6121 Remote Similarity NPD6013 Approved
0.6117 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6111 Remote Similarity NPD7078 Approved
0.61 Remote Similarity NPD7514 Phase 3
0.61 Remote Similarity NPD4748 Discontinued
0.61 Remote Similarity NPD7332 Phase 2
0.6098 Remote Similarity NPD5983 Phase 2
0.6091 Remote Similarity NPD6083 Phase 2
0.6091 Remote Similarity NPD6084 Phase 2
0.6075 Remote Similarity NPD7087 Discontinued
0.6061 Remote Similarity NPD6118 Approved
0.6061 Remote Similarity NPD6114 Approved
0.6061 Remote Similarity NPD7145 Approved
0.6061 Remote Similarity NPD6115 Approved
0.6061 Remote Similarity NPD6697 Approved
0.6058 Remote Similarity NPD3618 Phase 1
0.6048 Remote Similarity NPD6370 Approved
0.6047 Remote Similarity NPD7260 Phase 2
0.6044 Remote Similarity NPD371 Approved
0.604 Remote Similarity NPD6902 Approved
0.6038 Remote Similarity NPD5328 Approved
0.6034 Remote Similarity NPD6011 Approved
0.6032 Remote Similarity NPD6336 Discontinued
0.6018 Remote Similarity NPD3653 Clinical (unspecified phase)
0.6017 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6 Remote Similarity NPD6640 Phase 3
0.6 Remote Similarity NPD6845 Suspended
0.6 Remote Similarity NPD4250 Approved
0.6 Remote Similarity NPD4251 Approved
0.5968 Remote Similarity NPD6016 Approved
0.5968 Remote Similarity NPD6015 Approved
0.5962 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5962 Remote Similarity NPD6893 Approved
0.596 Remote Similarity NPD6932 Approved
0.596 Remote Similarity NPD6116 Phase 1
0.5946 Remote Similarity NPD4755 Approved
0.5941 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5926 Remote Similarity NPD6079 Approved
0.5922 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5922 Remote Similarity NPD3669 Approved
0.592 Remote Similarity NPD5988 Approved
0.5918 Remote Similarity NPD8039 Approved
0.5909 Remote Similarity NPD5695 Phase 3
0.5905 Remote Similarity NPD5330 Approved
0.5905 Remote Similarity NPD7521 Approved
0.5905 Remote Similarity NPD6684 Approved
0.5905 Remote Similarity NPD7146 Approved
0.5905 Remote Similarity NPD4249 Approved
0.5905 Remote Similarity NPD6409 Approved
0.5905 Remote Similarity NPD7334 Approved
0.5882 Remote Similarity NPD6898 Phase 1
0.5877 Remote Similarity NPD5211 Phase 2
0.5873 Remote Similarity NPD6067 Discontinued
0.5872 Remote Similarity NPD8171 Discontinued
0.5872 Remote Similarity NPD4202 Approved
0.5862 Remote Similarity NPD5357 Phase 1
0.5859 Remote Similarity NPD6933 Approved
0.5859 Remote Similarity NPD6117 Approved
0.5856 Remote Similarity NPD7839 Suspended
0.5856 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5842 Remote Similarity NPD6683 Phase 2
0.5841 Remote Similarity NPD4696 Approved
0.5841 Remote Similarity NPD5286 Approved
0.5841 Remote Similarity NPD5285 Approved
0.5841 Remote Similarity NPD4700 Approved
0.582 Remote Similarity NPD6274 Approved
0.5816 Remote Similarity NPD6926 Approved
0.5816 Remote Similarity NPD6924 Approved
0.5806 Remote Similarity NPD7100 Approved
0.5806 Remote Similarity NPD7101 Approved
0.5798 Remote Similarity NPD4634 Approved
0.5794 Remote Similarity NPD6903 Approved
0.5794 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5794 Remote Similarity NPD5737 Approved
0.5794 Remote Similarity NPD6672 Approved
0.5784 Remote Similarity NPD4819 Approved
0.5784 Remote Similarity NPD4822 Approved
0.5784 Remote Similarity NPD4821 Approved
0.5784 Remote Similarity NPD7509 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