Structure

Physi-Chem Properties

Molecular Weight:  332.2
Volume:  347.502
LogP:  1.592
LogD:  1.99
LogS:  -2.817
# Rotatable Bonds:  0
TPSA:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.667
Synthetic Accessibility Score:  5.993
Fsp3:  0.8
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  2
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.01
MDCK Permeability:  2.6308287488063797e-05
Pgp-inhibitor:  0.004
Pgp-substrate:  0.996
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.203
30% Bioavailability (F30%):  0.013

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.635
Plasma Protein Binding (PPB):  51.098480224609375%
Volume Distribution (VD):  0.542
Pgp-substrate:  49.8330192565918%

ADMET: Metabolism

CYP1A2-inhibitor:  0.017
CYP1A2-substrate:  0.764
CYP2C19-inhibitor:  0.035
CYP2C19-substrate:  0.79
CYP2C9-inhibitor:  0.037
CYP2C9-substrate:  0.132
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.105
CYP3A4-inhibitor:  0.746
CYP3A4-substrate:  0.205

ADMET: Excretion

Clearance (CL):  10.687
Half-life (T1/2):  0.309

ADMET: Toxicity

hERG Blockers:  0.026
Human Hepatotoxicity (H-HT):  0.093
Drug-inuced Liver Injury (DILI):  0.047
AMES Toxicity:  0.112
Rat Oral Acute Toxicity:  0.729
Maximum Recommended Daily Dose:  0.909
Skin Sensitization:  0.585
Carcinogencity:  0.842
Eye Corrosion:  0.092
Eye Irritation:  0.04
Respiratory Toxicity:  0.987

Download Data

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

  Natural Product: NPC153604

Natural Product ID:  NPC153604
Common Name*:   Inflexarabdonin I
IUPAC Name:   n.a.
Synonyms:   Inflexarabdonin I
Standard InCHIKey:  ONIKMXSBGJJNBQ-ATEWWHSOSA-N
Standard InCHI:  InChI=1S/C20H28O4/c1-10-11-7-12(21)16-19(4)6-5-14(23)18(2,3)15(19)13(22)9-20(16,8-11)17(10)24/h11-13,15-16,21-22H,1,5-9H2,2-4H3/t11-,12+,13+,15-,16+,19-,20+/m1/s1
SMILES:  C=C1[C@@H]2C[C@@H]([C@H]3[C@]4(C)CCC(=O)C(C)(C)[C@H]4[C@H](C[C@]3(C2)C1=O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL224372
PubChem CID:   44421635
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0003782] Kaurane diterpenoids

*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
NPO26913 Isodon excisus Species Lamiaceae Eukaryota n.a. whole plant n.a. PMID[10896056]
NPO26913 Isodon excisus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[11374970]
NPO26913 Isodon excisus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[17338565]
NPO26913 Isodon excisus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[21273070]
NPO26913 Isodon excisus Species Lamiaceae Eukaryota n.a. aerial part n.a. PMID[22066578]
NPO20759 Isodon inflexa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20759 Isodon inflexa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26913 Isodon excisus Species Lamiaceae 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 1150.0 nM PMID[455632]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 1240.0 nM PMID[455632]

☑ 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 NPC153604 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
0.9643 High Similarity NPC80401
0.963 High Similarity NPC146683
0.9529 High Similarity NPC476168
0.9518 High Similarity NPC174619
0.9518 High Similarity NPC259009
0.9506 High Similarity NPC118800
0.9419 High Similarity NPC144739
0.9419 High Similarity NPC181594
0.931 High Similarity NPC153775
0.931 High Similarity NPC111524
0.931 High Similarity NPC215271
0.931 High Similarity NPC101233
0.931 High Similarity NPC191094
0.931 High Similarity NPC104371
0.931 High Similarity NPC129004
0.931 High Similarity NPC29247
0.931 High Similarity NPC261333
0.931 High Similarity NPC289539
0.931 High Similarity NPC91772
0.931 High Similarity NPC302008
0.931 High Similarity NPC292374
0.9302 High Similarity NPC198242
0.9302 High Similarity NPC211403
0.9302 High Similarity NPC299185
0.9277 High Similarity NPC471034
0.9277 High Similarity NPC190704
0.9205 High Similarity NPC138245
0.9205 High Similarity NPC98639
0.9205 High Similarity NPC84018
0.9205 High Similarity NPC231060
0.9186 High Similarity NPC100313
0.9186 High Similarity NPC261994
0.9186 High Similarity NPC470378
0.9186 High Similarity NPC180849
0.9186 High Similarity NPC149761
0.9101 High Similarity NPC135548
0.9101 High Similarity NPC140242
0.9101 High Similarity NPC264979
0.9101 High Similarity NPC29410
0.9101 High Similarity NPC200054
0.9091 High Similarity NPC470386
0.9091 High Similarity NPC470385
0.9036 High Similarity NPC291320
0.9036 High Similarity NPC471036
0.9 High Similarity NPC10864
0.8989 High Similarity NPC470232
0.8977 High Similarity NPC59170
0.8977 High Similarity NPC294263
0.8977 High Similarity NPC244356
0.8977 High Similarity NPC59350
0.8977 High Similarity NPC224060
0.8901 High Similarity NPC162459
0.8901 High Similarity NPC471038
0.8901 High Similarity NPC38471
0.8901 High Similarity NPC28864
0.8901 High Similarity NPC98837
0.8901 High Similarity NPC89099
0.8901 High Similarity NPC20479
0.8901 High Similarity NPC38296
0.8889 High Similarity NPC470387
0.8889 High Similarity NPC329910
0.8876 High Similarity NPC475118
0.8876 High Similarity NPC280804
0.8876 High Similarity NPC64006
0.8864 High Similarity NPC250753
0.8864 High Similarity NPC278106
0.8837 High Similarity NPC165895
0.8837 High Similarity NPC472497
0.8837 High Similarity NPC472495
0.8824 High Similarity NPC76518
0.8824 High Similarity NPC102292
0.8804 High Similarity NPC127408
0.8804 High Similarity NPC293866
0.8804 High Similarity NPC55503
0.8804 High Similarity NPC470388
0.8804 High Similarity NPC291785
0.8804 High Similarity NPC156324
0.8778 High Similarity NPC470229
0.8778 High Similarity NPC29112
0.8765 High Similarity NPC106078
0.8764 High Similarity NPC82138
0.875 High Similarity NPC46758
0.8736 High Similarity NPC472739
0.8721 High Similarity NPC34190
0.871 High Similarity NPC52899
0.871 High Similarity NPC252614
0.871 High Similarity NPC46848
0.871 High Similarity NPC471790
0.871 High Similarity NPC289148
0.871 High Similarity NPC163963
0.8706 High Similarity NPC475745
0.8706 High Similarity NPC474482
0.8681 High Similarity NPC13949
0.8681 High Similarity NPC104568
0.8675 High Similarity NPC164999
0.8667 High Similarity NPC47853
0.8621 High Similarity NPC4643
0.8621 High Similarity NPC57469
0.8617 High Similarity NPC275990
0.8617 High Similarity NPC475803
0.8617 High Similarity NPC272472
0.8617 High Similarity NPC246736
0.8617 High Similarity NPC88203
0.8617 High Similarity NPC76866
0.8617 High Similarity NPC304832
0.8617 High Similarity NPC214946
0.8617 High Similarity NPC309388
0.8617 High Similarity NPC148628
0.8617 High Similarity NPC286519
0.8602 High Similarity NPC287676
0.8588 High Similarity NPC472498
0.8588 High Similarity NPC472743
0.8588 High Similarity NPC475726
0.8571 High Similarity NPC41070
0.8556 High Similarity NPC472496
0.8526 High Similarity NPC209298
0.8526 High Similarity NPC87927
0.8526 High Similarity NPC139347
0.8526 High Similarity NPC216114
0.8526 High Similarity NPC122811
0.8526 High Similarity NPC277074
0.8523 High Similarity NPC328539
0.8523 High Similarity NPC474719
0.8523 High Similarity NPC193360
0.8511 High Similarity NPC71706
0.8511 High Similarity NPC14634
0.8506 High Similarity NPC98236
0.8506 High Similarity NPC269396
0.8506 High Similarity NPC472738
0.8506 High Similarity NPC471042
0.8495 Intermediate Similarity NPC109059
0.8495 Intermediate Similarity NPC288
0.8495 Intermediate Similarity NPC114274
0.8495 Intermediate Similarity NPC474793
0.8495 Intermediate Similarity NPC78427
0.8495 Intermediate Similarity NPC16911
0.8478 Intermediate Similarity NPC5532
0.8478 Intermediate Similarity NPC469545
0.8478 Intermediate Similarity NPC61369
0.8471 Intermediate Similarity NPC110780
0.8462 Intermediate Similarity NPC471207
0.8444 Intermediate Similarity NPC470230
0.8444 Intermediate Similarity NPC168027
0.8444 Intermediate Similarity NPC185936
0.8438 Intermediate Similarity NPC98603
0.8438 Intermediate Similarity NPC84928
0.8438 Intermediate Similarity NPC301787
0.8438 Intermediate Similarity NPC13149
0.8404 Intermediate Similarity NPC267921
0.8391 Intermediate Similarity NPC292553
0.8387 Intermediate Similarity NPC170978
0.8387 Intermediate Similarity NPC190554
0.837 Intermediate Similarity NPC263135
0.837 Intermediate Similarity NPC210214
0.837 Intermediate Similarity NPC288906
0.8351 Intermediate Similarity NPC200957
0.8351 Intermediate Similarity NPC4115
0.8351 Intermediate Similarity NPC138908
0.8351 Intermediate Similarity NPC12823
0.8351 Intermediate Similarity NPC222833
0.8333 Intermediate Similarity NPC126993
0.8333 Intermediate Similarity NPC96217
0.8316 Intermediate Similarity NPC253886
0.8316 Intermediate Similarity NPC121218
0.8316 Intermediate Similarity NPC295276
0.8316 Intermediate Similarity NPC236585
0.8316 Intermediate Similarity NPC148279
0.8316 Intermediate Similarity NPC60947
0.8315 Intermediate Similarity NPC143767
0.8315 Intermediate Similarity NPC474677
0.8315 Intermediate Similarity NPC131470
0.8298 Intermediate Similarity NPC26270
0.8295 Intermediate Similarity NPC2783
0.8293 Intermediate Similarity NPC159789
0.828 Intermediate Similarity NPC219353
0.828 Intermediate Similarity NPC192428
0.828 Intermediate Similarity NPC234564
0.8276 Intermediate Similarity NPC74595
0.8276 Intermediate Similarity NPC474233
0.8276 Intermediate Similarity NPC264665
0.8265 Intermediate Similarity NPC201908
0.8265 Intermediate Similarity NPC166993
0.8265 Intermediate Similarity NPC176949
0.8265 Intermediate Similarity NPC186054
0.8261 Intermediate Similarity NPC196485
0.8261 Intermediate Similarity NPC245972
0.8261 Intermediate Similarity NPC209662
0.8261 Intermediate Similarity NPC111015
0.8261 Intermediate Similarity NPC103527
0.8247 Intermediate Similarity NPC474558
0.8247 Intermediate Similarity NPC202793
0.8242 Intermediate Similarity NPC272746
0.8229 Intermediate Similarity NPC170615
0.8222 Intermediate Similarity NPC186688
0.8222 Intermediate Similarity NPC471043
0.8222 Intermediate Similarity NPC119416
0.8222 Intermediate Similarity NPC86319
0.8222 Intermediate Similarity NPC275740
0.8211 Intermediate Similarity NPC15390
0.8202 Intermediate Similarity NPC269360

  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 NPC153604 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
0.8444 Intermediate Similarity NPD6079 Approved
0.8427 Intermediate Similarity NPD5328 Approved
0.8295 Intermediate Similarity NPD3618 Phase 1
0.8293 Intermediate Similarity NPD3703 Phase 2
0.828 Intermediate Similarity NPD4697 Phase 3
0.828 Intermediate Similarity NPD5221 Approved
0.828 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.828 Intermediate Similarity NPD5222 Approved
0.8191 Intermediate Similarity NPD5173 Approved
0.8182 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8161 Intermediate Similarity NPD4788 Approved
0.8021 Intermediate Similarity NPD4696 Approved
0.8021 Intermediate Similarity NPD5285 Approved
0.8021 Intermediate Similarity NPD5286 Approved
0.8 Intermediate Similarity NPD4755 Approved
0.7938 Intermediate Similarity NPD5223 Approved
0.7865 Intermediate Similarity NPD4786 Approved
0.7857 Intermediate Similarity NPD5224 Approved
0.7857 Intermediate Similarity NPD5226 Approved
0.7857 Intermediate Similarity NPD5225 Approved
0.7857 Intermediate Similarity NPD4633 Approved
0.7857 Intermediate Similarity NPD5211 Phase 2
0.7849 Intermediate Similarity NPD8034 Phase 2
0.7849 Intermediate Similarity NPD8035 Phase 2
0.7841 Intermediate Similarity NPD3667 Approved
0.7835 Intermediate Similarity NPD4700 Approved
0.7791 Intermediate Similarity NPD6118 Approved
0.7791 Intermediate Similarity NPD6115 Approved
0.7791 Intermediate Similarity NPD6697 Approved
0.7791 Intermediate Similarity NPD6114 Approved
0.7778 Intermediate Similarity NPD5174 Approved
0.7778 Intermediate Similarity NPD5175 Approved
0.7766 Intermediate Similarity NPD4202 Approved
0.7711 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.77 Intermediate Similarity NPD5141 Approved
0.7683 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7683 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.767 Intermediate Similarity NPD4634 Approved
0.7667 Intermediate Similarity NPD3133 Approved
0.7667 Intermediate Similarity NPD3665 Phase 1
0.7667 Intermediate Similarity NPD3666 Approved
0.766 Intermediate Similarity NPD7515 Phase 2
0.76 Intermediate Similarity NPD4754 Approved
0.7558 Intermediate Similarity NPD6117 Approved
0.7549 Intermediate Similarity NPD5697 Approved
0.75 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7476 Intermediate Similarity NPD6011 Approved
0.7476 Intermediate Similarity NPD5168 Approved
0.7476 Intermediate Similarity NPD6899 Approved
0.7476 Intermediate Similarity NPD4729 Approved
0.7476 Intermediate Similarity NPD6881 Approved
0.7476 Intermediate Similarity NPD5128 Approved
0.7476 Intermediate Similarity NPD4730 Approved
0.7471 Intermediate Similarity NPD6116 Phase 1
0.7453 Intermediate Similarity NPD4632 Approved
0.7451 Intermediate Similarity NPD6675 Approved
0.7451 Intermediate Similarity NPD4767 Approved
0.7451 Intermediate Similarity NPD6402 Approved
0.7451 Intermediate Similarity NPD4768 Approved
0.7451 Intermediate Similarity NPD5739 Approved
0.7451 Intermediate Similarity NPD7128 Approved
0.7447 Intermediate Similarity NPD4753 Phase 2
0.7429 Intermediate Similarity NPD6650 Approved
0.7429 Intermediate Similarity NPD6649 Approved
0.7423 Intermediate Similarity NPD5210 Approved
0.7423 Intermediate Similarity NPD4629 Approved
0.7416 Intermediate Similarity NPD7525 Registered
0.7404 Intermediate Similarity NPD6012 Approved
0.7404 Intermediate Similarity NPD6372 Approved
0.7404 Intermediate Similarity NPD6013 Approved
0.7404 Intermediate Similarity NPD6373 Approved
0.7404 Intermediate Similarity NPD6014 Approved
0.7396 Intermediate Similarity NPD6399 Phase 3
0.7379 Intermediate Similarity NPD5701 Approved
0.7374 Intermediate Similarity NPD7638 Approved
0.7333 Intermediate Similarity NPD5135 Approved
0.7333 Intermediate Similarity NPD5251 Approved
0.7333 Intermediate Similarity NPD7290 Approved
0.7333 Intermediate Similarity NPD5249 Phase 3
0.7333 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD5250 Approved
0.7333 Intermediate Similarity NPD5169 Approved
0.7333 Intermediate Similarity NPD7102 Approved
0.7333 Intermediate Similarity NPD6883 Approved
0.7333 Intermediate Similarity NPD5247 Approved
0.7333 Intermediate Similarity NPD5248 Approved
0.7326 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD7748 Approved
0.7312 Intermediate Similarity NPD5279 Phase 3
0.7308 Intermediate Similarity NPD7320 Approved
0.73 Intermediate Similarity NPD7640 Approved
0.73 Intermediate Similarity NPD7639 Approved
0.7283 Intermediate Similarity NPD3668 Phase 3
0.7282 Intermediate Similarity NPD6008 Approved
0.7273 Intermediate Similarity NPD7902 Approved
0.7264 Intermediate Similarity NPD5127 Approved
0.7264 Intermediate Similarity NPD5215 Approved
0.7264 Intermediate Similarity NPD5217 Approved
0.7264 Intermediate Similarity NPD6869 Approved
0.7264 Intermediate Similarity NPD5216 Approved
0.7264 Intermediate Similarity NPD6847 Approved
0.7264 Intermediate Similarity NPD8130 Phase 1
0.7264 Intermediate Similarity NPD6617 Approved
0.7262 Intermediate Similarity NPD3698 Phase 2
0.7253 Intermediate Similarity NPD4223 Phase 3
0.7253 Intermediate Similarity NPD4221 Approved
0.7248 Intermediate Similarity NPD6009 Approved
0.7196 Intermediate Similarity NPD8297 Approved
0.7196 Intermediate Similarity NPD6882 Approved
0.7195 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD4245 Approved
0.7176 Intermediate Similarity NPD4244 Approved
0.7176 Intermediate Similarity NPD4789 Approved
0.7143 Intermediate Similarity NPD5360 Phase 3
0.7143 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD4197 Approved
0.7064 Intermediate Similarity NPD5167 Approved
0.7054 Intermediate Similarity NPD6319 Approved
0.7054 Intermediate Similarity NPD6054 Approved
0.7033 Intermediate Similarity NPD4695 Discontinued
0.7021 Intermediate Similarity NPD5329 Approved
0.7 Intermediate Similarity NPD3671 Phase 1
0.7 Intermediate Similarity NPD6274 Approved
0.7 Intermediate Similarity NPD3617 Approved
0.7 Intermediate Similarity NPD6868 Approved
0.6991 Remote Similarity NPD6016 Approved
0.6991 Remote Similarity NPD5983 Phase 2
0.6991 Remote Similarity NPD6015 Approved
0.697 Remote Similarity NPD7901 Clinical (unspecified phase)
0.697 Remote Similarity NPD7900 Approved
0.6947 Remote Similarity NPD4693 Phase 3
0.6947 Remote Similarity NPD5690 Phase 2
0.6947 Remote Similarity NPD4138 Approved
0.6947 Remote Similarity NPD4689 Approved
0.6947 Remote Similarity NPD4690 Approved
0.6947 Remote Similarity NPD5205 Approved
0.6947 Remote Similarity NPD4688 Approved
0.6937 Remote Similarity NPD6317 Approved
0.6931 Remote Similarity NPD6084 Phase 2
0.6931 Remote Similarity NPD6083 Phase 2
0.693 Remote Similarity NPD6370 Approved
0.693 Remote Similarity NPD5988 Approved
0.6905 Remote Similarity NPD4224 Phase 2
0.6903 Remote Similarity NPD6059 Approved
0.6897 Remote Similarity NPD4758 Discontinued
0.6875 Remote Similarity NPD3573 Approved
0.6875 Remote Similarity NPD6314 Approved
0.6875 Remote Similarity NPD6335 Approved
0.6875 Remote Similarity NPD6313 Approved
0.687 Remote Similarity NPD7604 Phase 2
0.6863 Remote Similarity NPD5696 Approved
0.6854 Remote Similarity NPD7339 Approved
0.6854 Remote Similarity NPD6942 Approved
0.6842 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6827 Remote Similarity NPD7632 Discontinued
0.6822 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6814 Remote Similarity NPD7101 Approved
0.6814 Remote Similarity NPD7100 Approved
0.681 Remote Similarity NPD7492 Approved
0.6804 Remote Similarity NPD6672 Approved
0.6804 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6804 Remote Similarity NPD5737 Approved
0.6786 Remote Similarity NPD7115 Discovery
0.678 Remote Similarity NPD7736 Approved
0.6778 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6771 Remote Similarity NPD6409 Approved
0.6771 Remote Similarity NPD6684 Approved
0.6771 Remote Similarity NPD5330 Approved
0.6771 Remote Similarity NPD7521 Approved
0.6771 Remote Similarity NPD7146 Approved
0.6771 Remote Similarity NPD5280 Approved
0.6771 Remote Similarity NPD4694 Approved
0.6771 Remote Similarity NPD7334 Approved
0.6768 Remote Similarity NPD5284 Approved
0.6768 Remote Similarity NPD5281 Approved
0.6752 Remote Similarity NPD6336 Discontinued
0.6752 Remote Similarity NPD6616 Approved
0.6739 Remote Similarity NPD7645 Phase 2
0.6739 Remote Similarity NPD4195 Approved
0.6733 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6733 Remote Similarity NPD5695 Phase 3
0.6729 Remote Similarity NPD6412 Phase 2
0.6705 Remote Similarity NPD6081 Approved
0.6695 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8133 Approved
0.6633 Remote Similarity NPD6903 Approved
0.663 Remote Similarity NPD5364 Discontinued
0.661 Remote Similarity NPD7507 Approved
0.6598 Remote Similarity NPD4623 Approved
0.6598 Remote Similarity NPD4519 Discontinued
0.6596 Remote Similarity NPD4139 Approved
0.6596 Remote Similarity NPD4692 Approved
0.6591 Remote Similarity NPD4691 Approved
0.6591 Remote Similarity NPD4747 Approved
0.6581 Remote Similarity NPD8328 Phase 3
0.6555 Remote Similarity NPD8293 Discontinued
0.6552 Remote Similarity NPD6909 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