Structure

Physi-Chem Properties

Molecular Weight:  350.21
Volume:  358.929
LogP:  -0.004
LogD:  0.343
LogS:  -3.693
# Rotatable Bonds:  2
TPSA:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.558
Synthetic Accessibility Score:  6.168
Fsp3:  0.85
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:  -5.438
MDCK Permeability:  3.328457523821271e-06
Pgp-inhibitor:  0.0
Pgp-substrate:  0.067
Human Intestinal Absorption (HIA):  0.01
20% Bioavailability (F20%):  0.073
30% Bioavailability (F30%):  0.222

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.304
Plasma Protein Binding (PPB):  40.700531005859375%
Volume Distribution (VD):  0.632
Pgp-substrate:  49.36829376220703%

ADMET: Metabolism

CYP1A2-inhibitor:  0.011
CYP1A2-substrate:  0.537
CYP2C19-inhibitor:  0.008
CYP2C19-substrate:  0.71
CYP2C9-inhibitor:  0.009
CYP2C9-substrate:  0.046
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.081
CYP3A4-inhibitor:  0.278
CYP3A4-substrate:  0.209

ADMET: Excretion

Clearance (CL):  2.964
Half-life (T1/2):  0.562

ADMET: Toxicity

hERG Blockers:  0.097
Human Hepatotoxicity (H-HT):  0.35
Drug-inuced Liver Injury (DILI):  0.042
AMES Toxicity:  0.383
Rat Oral Acute Toxicity:  0.907
Maximum Recommended Daily Dose:  0.633
Skin Sensitization:  0.48
Carcinogencity:  0.443
Eye Corrosion:  0.005
Eye Irritation:  0.033
Respiratory Toxicity:  0.979

Download Data

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

  Natural Product: NPC299185

Natural Product ID:  NPC299185
Common Name*:   Excisanin J
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  WXQUCBGDXVGUBN-IIRAHQKESA-N
Standard InCHI:  InChI=1S/C20H30O5/c1-11-12-4-5-13-19(10-22)7-3-6-18(2,9-21)14(19)8-15(23)20(13,16(11)24)17(12)25/h12-15,17,21-23,25H,1,3-10H2,2H3/t12-,13-,14+,15+,17+,18+,19+,20-/m0/s1
SMILES:  C=C1[C@@H]2CC[C@H]3[C@@]4(CCC[C@](C)(CO)[C@H]4C[C@H]([C@@]3(C1=O)[C@@H]2O)O)CO
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL521087
PubChem CID:   10405621
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
NPO17628 Rabdosia excisa Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[15043413]
NPO17628 Rabdosia excisa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17628 Rabdosia excisa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17628 Rabdosia excisa 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
NPT168 Cell Line P388 Mus musculus IC50 = 0.92 ug.mL-1 PMID[536515]

☑ 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 NPC299185 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
0.9884 High Similarity NPC181594
0.9884 High Similarity NPC144739
0.9882 High Similarity NPC261994
0.9882 High Similarity NPC470378
0.9882 High Similarity NPC149761
0.977 High Similarity NPC104371
0.977 High Similarity NPC153775
0.977 High Similarity NPC111524
0.977 High Similarity NPC101233
0.977 High Similarity NPC261333
0.977 High Similarity NPC29247
0.977 High Similarity NPC289539
0.977 High Similarity NPC91772
0.977 High Similarity NPC129004
0.977 High Similarity NPC215271
0.977 High Similarity NPC292374
0.9767 High Similarity NPC476168
0.9659 High Similarity NPC138245
0.9659 High Similarity NPC231060
0.9659 High Similarity NPC84018
0.9651 High Similarity NPC80401
0.9651 High Similarity NPC180849
0.9551 High Similarity NPC135548
0.9551 High Similarity NPC140242
0.9551 High Similarity NPC264979
0.9545 High Similarity NPC191094
0.9545 High Similarity NPC64006
0.9545 High Similarity NPC302008
0.9529 High Similarity NPC259009
0.9529 High Similarity NPC165895
0.9432 High Similarity NPC59350
0.9432 High Similarity NPC59170
0.9302 High Similarity NPC153604
0.9302 High Similarity NPC174619
0.9294 High Similarity NPC471034
0.9294 High Similarity NPC190704
0.9294 High Similarity NPC102292
0.9239 High Similarity NPC287676
0.9239 High Similarity NPC55503
0.9239 High Similarity NPC156324
0.9239 High Similarity NPC291785
0.9239 High Similarity NPC127408
0.9222 High Similarity NPC29112
0.914 High Similarity NPC471790
0.914 High Similarity NPC52899
0.914 High Similarity NPC289148
0.914 High Similarity NPC163963
0.913 High Similarity NPC16911
0.913 High Similarity NPC78427
0.9121 High Similarity NPC13949
0.9101 High Similarity NPC211403
0.9101 High Similarity NPC198242
0.9101 High Similarity NPC278106
0.9059 High Similarity NPC291320
0.9059 High Similarity NPC471036
0.9043 High Similarity NPC246736
0.9043 High Similarity NPC214946
0.9043 High Similarity NPC148628
0.9043 High Similarity NPC76866
0.9043 High Similarity NPC88203
0.9043 High Similarity NPC286519
0.9043 High Similarity NPC475803
0.9043 High Similarity NPC309388
0.9043 High Similarity NPC304832
0.9011 High Similarity NPC210214
0.9 High Similarity NPC82138
0.8953 High Similarity NPC146683
0.8947 High Similarity NPC216114
0.8947 High Similarity NPC87927
0.8941 High Similarity NPC110780
0.8901 High Similarity NPC470385
0.8901 High Similarity NPC280804
0.8901 High Similarity NPC470386
0.8854 High Similarity NPC84928
0.8854 High Similarity NPC13149
0.8854 High Similarity NPC98603
0.8842 High Similarity NPC272472
0.8837 High Similarity NPC118800
0.8804 High Similarity NPC470232
0.8804 High Similarity NPC41070
0.8778 High Similarity NPC100313
0.8763 High Similarity NPC4115
0.8763 High Similarity NPC12823
0.8737 High Similarity NPC46848
0.8737 High Similarity NPC60947
0.8723 High Similarity NPC471038
0.871 High Similarity NPC470387
0.871 High Similarity NPC329910
0.8696 High Similarity NPC47853
0.8696 High Similarity NPC475118
0.8681 High Similarity NPC250753
0.8673 High Similarity NPC471461
0.8673 High Similarity NPC67745
0.866 High Similarity NPC474558
0.866 High Similarity NPC202793
0.8652 High Similarity NPC472497
0.8646 High Similarity NPC275990
0.8632 High Similarity NPC470388
0.8617 High Similarity NPC10864
0.8617 High Similarity NPC170978
0.8602 High Similarity NPC98639
0.8602 High Similarity NPC470229
0.8587 High Similarity NPC294263
0.8586 High Similarity NPC231278
0.8586 High Similarity NPC112895
0.8586 High Similarity NPC218123
0.8586 High Similarity NPC55973
0.8586 High Similarity NPC469733
0.8586 High Similarity NPC469729
0.8571 High Similarity NPC46758
0.8557 High Similarity NPC470310
0.8557 High Similarity NPC139347
0.8542 High Similarity NPC71706
0.8542 High Similarity NPC14634
0.8526 High Similarity NPC20479
0.8526 High Similarity NPC89099
0.8526 High Similarity NPC162459
0.8526 High Similarity NPC28864
0.8526 High Similarity NPC38296
0.8526 High Similarity NPC38471
0.8526 High Similarity NPC98837
0.8526 High Similarity NPC474793
0.8511 High Similarity NPC29410
0.8511 High Similarity NPC200054
0.8511 High Similarity NPC234564
0.8485 Intermediate Similarity NPC469746
0.8444 Intermediate Similarity NPC57469
0.8444 Intermediate Similarity NPC472495
0.8438 Intermediate Similarity NPC293866
0.8427 Intermediate Similarity NPC76518
0.8416 Intermediate Similarity NPC471093
0.8416 Intermediate Similarity NPC473324
0.8404 Intermediate Similarity NPC263135
0.8404 Intermediate Similarity NPC288906
0.8404 Intermediate Similarity NPC142352
0.8404 Intermediate Similarity NPC472485
0.84 Intermediate Similarity NPC189663
0.84 Intermediate Similarity NPC273155
0.84 Intermediate Similarity NPC89860
0.84 Intermediate Similarity NPC211224
0.8387 Intermediate Similarity NPC472496
0.8387 Intermediate Similarity NPC224060
0.8387 Intermediate Similarity NPC244356
0.8384 Intermediate Similarity NPC138908
0.8384 Intermediate Similarity NPC200957
0.8384 Intermediate Similarity NPC37600
0.8367 Intermediate Similarity NPC96217
0.8367 Intermediate Similarity NPC277074
0.8367 Intermediate Similarity NPC122811
0.8367 Intermediate Similarity NPC159442
0.8367 Intermediate Similarity NPC209298
0.8353 Intermediate Similarity NPC106078
0.8352 Intermediate Similarity NPC472739
0.8351 Intermediate Similarity NPC236585
0.8351 Intermediate Similarity NPC148279
0.8333 Intermediate Similarity NPC109059
0.8333 Intermediate Similarity NPC122339
0.8333 Intermediate Similarity NPC288
0.8333 Intermediate Similarity NPC29505
0.8333 Intermediate Similarity NPC329953
0.8317 Intermediate Similarity NPC252679
0.8317 Intermediate Similarity NPC118721
0.8317 Intermediate Similarity NPC102741
0.8317 Intermediate Similarity NPC469744
0.8316 Intermediate Similarity NPC104568
0.8315 Intermediate Similarity NPC475745
0.8315 Intermediate Similarity NPC474482
0.83 Intermediate Similarity NPC176949
0.83 Intermediate Similarity NPC201908
0.83 Intermediate Similarity NPC166993
0.8295 Intermediate Similarity NPC46881
0.8283 Intermediate Similarity NPC96268
0.828 Intermediate Similarity NPC470230
0.8261 Intermediate Similarity NPC471043
0.8261 Intermediate Similarity NPC213832
0.8261 Intermediate Similarity NPC57954
0.8252 Intermediate Similarity NPC145625
0.8252 Intermediate Similarity NPC471245
0.8252 Intermediate Similarity NPC473303
0.8247 Intermediate Similarity NPC267921
0.8235 Intermediate Similarity NPC471476
0.8229 Intermediate Similarity NPC111187
0.8229 Intermediate Similarity NPC190554
0.8229 Intermediate Similarity NPC190080
0.8218 Intermediate Similarity NPC9013
0.8218 Intermediate Similarity NPC63841
0.8211 Intermediate Similarity NPC266431
0.8202 Intermediate Similarity NPC472743
0.8202 Intermediate Similarity NPC475726
0.8202 Intermediate Similarity NPC472498
0.82 Intermediate Similarity NPC307660
0.82 Intermediate Similarity NPC265127
0.82 Intermediate Similarity NPC130511
0.82 Intermediate Similarity NPC295366
0.8182 Intermediate Similarity NPC312900
0.8182 Intermediate Similarity NPC266
0.8173 Intermediate Similarity NPC471252
0.8173 Intermediate Similarity NPC471248
0.8163 Intermediate Similarity NPC295276
0.8163 Intermediate Similarity NPC252614

  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 NPC299185 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
0.8 Intermediate Similarity NPD4788 Approved
0.7935 Intermediate Similarity NPD3618 Phase 1
0.7895 Intermediate Similarity NPD6079 Approved
0.7885 Intermediate Similarity NPD4634 Approved
0.7879 Intermediate Similarity NPD5286 Approved
0.7879 Intermediate Similarity NPD5285 Approved
0.7879 Intermediate Similarity NPD4696 Approved
0.7872 Intermediate Similarity NPD5328 Approved
0.7857 Intermediate Similarity NPD4755 Approved
0.7826 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7755 Intermediate Similarity NPD5221 Approved
0.7755 Intermediate Similarity NPD5222 Approved
0.7755 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7755 Intermediate Similarity NPD4697 Phase 3
0.7742 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7723 Intermediate Similarity NPD5224 Approved
0.7723 Intermediate Similarity NPD5211 Phase 2
0.7723 Intermediate Similarity NPD4633 Approved
0.7723 Intermediate Similarity NPD5226 Approved
0.7723 Intermediate Similarity NPD5225 Approved
0.7717 Intermediate Similarity NPD4786 Approved
0.7701 Intermediate Similarity NPD3703 Phase 2
0.77 Intermediate Similarity NPD4700 Approved
0.7692 Intermediate Similarity NPD3667 Approved
0.7677 Intermediate Similarity NPD5173 Approved
0.7647 Intermediate Similarity NPD5174 Approved
0.7647 Intermediate Similarity NPD5175 Approved
0.7629 Intermediate Similarity NPD4202 Approved
0.7624 Intermediate Similarity NPD5223 Approved
0.7573 Intermediate Similarity NPD5141 Approved
0.7527 Intermediate Similarity NPD3666 Approved
0.7527 Intermediate Similarity NPD3665 Phase 1
0.7527 Intermediate Similarity NPD3133 Approved
0.7526 Intermediate Similarity NPD8034 Phase 2
0.7526 Intermediate Similarity NPD8035 Phase 2
0.75 Intermediate Similarity NPD4753 Phase 2
0.7475 Intermediate Similarity NPD4629 Approved
0.7475 Intermediate Similarity NPD5210 Approved
0.7444 Intermediate Similarity NPD6115 Approved
0.7444 Intermediate Similarity NPD6697 Approved
0.7444 Intermediate Similarity NPD6114 Approved
0.7444 Intermediate Similarity NPD6118 Approved
0.7429 Intermediate Similarity NPD5697 Approved
0.7358 Intermediate Similarity NPD5128 Approved
0.7358 Intermediate Similarity NPD4730 Approved
0.7358 Intermediate Similarity NPD6899 Approved
0.7358 Intermediate Similarity NPD4729 Approved
0.7358 Intermediate Similarity NPD6881 Approved
0.7356 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD7515 Phase 2
0.7333 Intermediate Similarity NPD7128 Approved
0.7333 Intermediate Similarity NPD4767 Approved
0.7333 Intermediate Similarity NPD4768 Approved
0.7333 Intermediate Similarity NPD5739 Approved
0.7333 Intermediate Similarity NPD6675 Approved
0.7333 Intermediate Similarity NPD6402 Approved
0.7326 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD6650 Approved
0.7315 Intermediate Similarity NPD6649 Approved
0.7308 Intermediate Similarity NPD4754 Approved
0.729 Intermediate Similarity NPD6373 Approved
0.729 Intermediate Similarity NPD6014 Approved
0.729 Intermediate Similarity NPD6372 Approved
0.729 Intermediate Similarity NPD6013 Approved
0.729 Intermediate Similarity NPD6012 Approved
0.7273 Intermediate Similarity NPD6399 Phase 3
0.7264 Intermediate Similarity NPD5701 Approved
0.7257 Intermediate Similarity NPD6054 Approved
0.7257 Intermediate Similarity NPD6319 Approved
0.7222 Intermediate Similarity NPD5250 Approved
0.7222 Intermediate Similarity NPD6883 Approved
0.7222 Intermediate Similarity NPD5248 Approved
0.7222 Intermediate Similarity NPD6117 Approved
0.7222 Intermediate Similarity NPD7102 Approved
0.7222 Intermediate Similarity NPD5247 Approved
0.7222 Intermediate Similarity NPD5249 Phase 3
0.7222 Intermediate Similarity NPD5251 Approved
0.7222 Intermediate Similarity NPD7290 Approved
0.7196 Intermediate Similarity NPD7320 Approved
0.7196 Intermediate Similarity NPD6011 Approved
0.7193 Intermediate Similarity NPD6015 Approved
0.7193 Intermediate Similarity NPD6016 Approved
0.7182 Intermediate Similarity NPD4632 Approved
0.717 Intermediate Similarity NPD6008 Approved
0.7158 Intermediate Similarity NPD3668 Phase 3
0.7156 Intermediate Similarity NPD8130 Phase 1
0.7156 Intermediate Similarity NPD5217 Approved
0.7156 Intermediate Similarity NPD6617 Approved
0.7156 Intermediate Similarity NPD5216 Approved
0.7156 Intermediate Similarity NPD6869 Approved
0.7156 Intermediate Similarity NPD5215 Approved
0.7156 Intermediate Similarity NPD6847 Approved
0.7143 Intermediate Similarity NPD6116 Phase 1
0.7143 Intermediate Similarity NPD7115 Discovery
0.713 Intermediate Similarity NPD5988 Approved
0.713 Intermediate Similarity NPD6370 Approved
0.7128 Intermediate Similarity NPD4221 Approved
0.7128 Intermediate Similarity NPD4223 Phase 3
0.7126 Intermediate Similarity NPD3698 Phase 2
0.7105 Intermediate Similarity NPD6059 Approved
0.7097 Intermediate Similarity NPD7525 Registered
0.7091 Intermediate Similarity NPD8297 Approved
0.7091 Intermediate Similarity NPD6882 Approved
0.7087 Intermediate Similarity NPD7638 Approved
0.7064 Intermediate Similarity NPD5169 Approved
0.7064 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD5135 Approved
0.7045 Intermediate Similarity NPD4245 Approved
0.7045 Intermediate Similarity NPD4244 Approved
0.7037 Intermediate Similarity NPD5168 Approved
0.703 Intermediate Similarity NPD7748 Approved
0.7019 Intermediate Similarity NPD7640 Approved
0.7019 Intermediate Similarity NPD7639 Approved
0.701 Intermediate Similarity NPD5279 Phase 3
0.7009 Intermediate Similarity NPD7492 Approved
0.7 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5127 Approved
0.6991 Remote Similarity NPD6009 Approved
0.699 Remote Similarity NPD6084 Phase 2
0.699 Remote Similarity NPD7902 Approved
0.699 Remote Similarity NPD6083 Phase 2
0.6979 Remote Similarity NPD4197 Approved
0.6975 Remote Similarity NPD7736 Approved
0.6949 Remote Similarity NPD6616 Approved
0.6923 Remote Similarity NPD4225 Approved
0.6923 Remote Similarity NPD5696 Approved
0.6915 Remote Similarity NPD4695 Discontinued
0.6907 Remote Similarity NPD5329 Approved
0.6903 Remote Similarity NPD6274 Approved
0.6891 Remote Similarity NPD7078 Approved
0.6881 Remote Similarity NPD5345 Clinical (unspecified phase)
0.686 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6854 Remote Similarity NPD4789 Approved
0.6848 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6847 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6837 Remote Similarity NPD4689 Approved
0.6837 Remote Similarity NPD4693 Phase 3
0.6837 Remote Similarity NPD4138 Approved
0.6837 Remote Similarity NPD4688 Approved
0.6837 Remote Similarity NPD5690 Phase 2
0.6837 Remote Similarity NPD4690 Approved
0.6837 Remote Similarity NPD5205 Approved
0.6818 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6818 Remote Similarity NPD5360 Phase 3
0.6814 Remote Similarity NPD5167 Approved
0.6796 Remote Similarity NPD5695 Phase 3
0.6789 Remote Similarity NPD6412 Phase 2
0.6752 Remote Similarity NPD5983 Phase 2
0.675 Remote Similarity NPD8293 Discontinued
0.6739 Remote Similarity NPD6942 Approved
0.6739 Remote Similarity NPD7339 Approved
0.6724 Remote Similarity NPD7100 Approved
0.6724 Remote Similarity NPD4522 Approved
0.6724 Remote Similarity NPD7101 Approved
0.6702 Remote Similarity NPD3671 Phase 1
0.6702 Remote Similarity NPD3617 Approved
0.67 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6699 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6699 Remote Similarity NPD7900 Approved
0.6696 Remote Similarity NPD6317 Approved
0.6667 Remote Similarity NPD5280 Approved
0.6667 Remote Similarity NPD7521 Approved
0.6667 Remote Similarity NPD5284 Approved
0.6667 Remote Similarity NPD7146 Approved
0.6667 Remote Similarity NPD4694 Approved
0.6667 Remote Similarity NPD5330 Approved
0.6667 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD7334 Approved
0.6667 Remote Similarity NPD6684 Approved
0.6667 Remote Similarity NPD5281 Approved
0.6667 Remote Similarity NPD6409 Approved
0.6639 Remote Similarity NPD7319 Approved
0.6639 Remote Similarity NPD8328 Phase 3
0.6639 Remote Similarity NPD7604 Phase 2
0.6638 Remote Similarity NPD6314 Approved
0.6638 Remote Similarity NPD6335 Approved
0.6638 Remote Similarity NPD6313 Approved
0.6635 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6632 Remote Similarity NPD4195 Approved
0.6632 Remote Similarity NPD7645 Phase 2
0.661 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6609 Remote Similarity NPD6868 Approved
0.66 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6593 Remote Similarity NPD4758 Discontinued
0.6591 Remote Similarity NPD4224 Phase 2
0.6579 Remote Similarity NPD8133 Approved
0.6574 Remote Similarity NPD7632 Discontinued
0.6557 Remote Similarity NPD6033 Approved
0.6556 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6552 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5282 Discontinued
0.6535 Remote Similarity NPD6672 Approved
0.6535 Remote Similarity NPD6903 Approved
0.6535 Remote Similarity NPD5737 Approved
0.6529 Remote Similarity NPD6336 Discontinued
0.6529 Remote Similarity NPD7507 Approved
0.6505 Remote Similarity NPD7637 Suspended
0.6495 Remote Similarity NPD4139 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