Structure

Physi-Chem Properties

Molecular Weight:  546.36
Volume:  572.868
LogP:  4.308
LogD:  3.908
LogS:  -4.161
# Rotatable Bonds:  5
TPSA:  113.29
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.351
Synthetic Accessibility Score:  5.178
Fsp3:  0.875
Lipinski Rule-of-5:  Accepted
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:  -5.235
MDCK Permeability:  6.061783278710209e-05
Pgp-inhibitor:  0.526
Pgp-substrate:  0.003
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.088
30% Bioavailability (F30%):  0.595

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.014
Plasma Protein Binding (PPB):  88.47074127197266%
Volume Distribution (VD):  0.816
Pgp-substrate:  3.903170585632324%

ADMET: Metabolism

CYP1A2-inhibitor:  0.012
CYP1A2-substrate:  0.102
CYP2C19-inhibitor:  0.014
CYP2C19-substrate:  0.732
CYP2C9-inhibitor:  0.132
CYP2C9-substrate:  0.122
CYP2D6-inhibitor:  0.009
CYP2D6-substrate:  0.082
CYP3A4-inhibitor:  0.589
CYP3A4-substrate:  0.424

ADMET: Excretion

Clearance (CL):  2.317
Half-life (T1/2):  0.486

ADMET: Toxicity

hERG Blockers:  0.255
Human Hepatotoxicity (H-HT):  0.785
Drug-inuced Liver Injury (DILI):  0.12
AMES Toxicity:  0.004
Rat Oral Acute Toxicity:  0.051
Maximum Recommended Daily Dose:  0.891
Skin Sensitization:  0.053
Carcinogencity:  0.012
Eye Corrosion:  0.003
Eye Irritation:  0.016
Respiratory Toxicity:  0.941

Download Data

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

  Natural Product: NPC477875

Natural Product ID:  NPC477875
Common Name*:   [(3R,4aR,6aR,6bS,8aR,9R,10R,11S,12aR,14aR,14bR)-9-acetyloxy-10,11-dihydroxy-11-(hydroxymethyl)-4,4,6a,6b,14b-pentamethyl-2,3,4a,5,6,7,8,8a,9,10,12,12a,14,14a-tetradecahydro-1H-picen-3-yl] acetate
IUPAC Name:   [(3R,4aR,6aR,6bS,8aR,9R,10R,11S,12aR,14aR,14bR)-9-acetyloxy-10,11-dihydroxy-11-(hydroxymethyl)-4,4,6a,6b,14b-pentamethyl-2,3,4a,5,6,7,8,8a,9,10,12,12a,14,14a-tetradecahydro-1H-picen-3-yl] acetate
Synonyms:  
Standard InCHIKey:  RRFGTFQWPKGMAG-WALMEVMFSA-N
Standard InCHI:  InChI=1S/C32H50O7/c1-18(34)38-25-12-13-29(5)23(28(25,3)4)11-15-31(7)24(29)9-8-22-21-16-32(37,17-33)27(36)26(39-19(2)35)20(21)10-14-30(22,31)6/h8,20-21,23-27,33,36-37H,9-17H2,1-7H3/t20-,21-,23+,24-,25-,26-,27-,29+,30-,31-,32+/m1/s1
SMILES:  CC(=O)O[C@@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@H]5[C@H]4C[C@@]([C@@H]([C@@H]5OC(=O)C)O)(CO)O)C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   44577084
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
NPO8737 Saussurea muliensis Species Asteraceae Eukaryota flowers and roots Muli Autonomous County of Sichuan, China 2005-AUG PMID[18419156]
NPO8737 Saussurea muliensis Species Asteraceae 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
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 50 ug/ml PMID[18419156]
NPT19 Organism Escherichia coli Escherichia coli MIC > 50 ug/ml PMID[18419156]
NPT314 Organism Bacillus cereus Bacillus cereus MIC > 50 ug/ml PMID[18419156]
NPT20 Organism Candida albicans Candida albicans MIC > 50 ug/ml PMID[18419156]

☑ 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 NPC477875 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 NPC477876
0.9574 High Similarity NPC235920
0.9574 High Similarity NPC96784
0.9468 High Similarity NPC474571
0.9468 High Similarity NPC254567
0.9381 High Similarity NPC477877
0.9368 High Similarity NPC476132
0.9263 High Similarity NPC476195
0.914 High Similarity NPC215700
0.8958 High Similarity NPC247233
0.89 High Similarity NPC473586
0.8889 High Similarity NPC173583
0.8854 High Similarity NPC476879
0.8854 High Similarity NPC476878
0.8812 High Similarity NPC475263
0.88 High Similarity NPC88349
0.8791 High Similarity NPC137306
0.8791 High Similarity NPC84121
0.8776 High Similarity NPC155974
0.8776 High Similarity NPC54909
0.8776 High Similarity NPC233012
0.8776 High Similarity NPC256247
0.8763 High Similarity NPC102426
0.8763 High Similarity NPC300179
0.8763 High Similarity NPC470068
0.875 High Similarity NPC25848
0.875 High Similarity NPC230151
0.875 High Similarity NPC19376
0.875 High Similarity NPC307282
0.875 High Similarity NPC305464
0.8725 High Similarity NPC310546
0.8687 High Similarity NPC283343
0.8687 High Similarity NPC258547
0.8681 High Similarity NPC191965
0.8673 High Similarity NPC208358
0.8673 High Similarity NPC473790
0.8673 High Similarity NPC474190
0.8646 High Similarity NPC474727
0.8641 High Similarity NPC108709
0.8641 High Similarity NPC476886
0.8641 High Similarity NPC110139
0.8641 High Similarity NPC7870
0.8641 High Similarity NPC476884
0.8641 High Similarity NPC476887
0.8641 High Similarity NPC476880
0.8641 High Similarity NPC476882
0.8641 High Similarity NPC476885
0.8641 High Similarity NPC102914
0.8641 High Similarity NPC476881
0.8641 High Similarity NPC75747
0.8641 High Similarity NPC476883
0.8641 High Similarity NPC68419
0.8641 High Similarity NPC199457
0.8587 High Similarity NPC237344
0.8586 High Similarity NPC473160
0.8586 High Similarity NPC289670
0.8586 High Similarity NPC470054
0.8571 High Similarity NPC269315
0.8571 High Similarity NPC470067
0.8571 High Similarity NPC271138
0.8571 High Similarity NPC470066
0.8558 High Similarity NPC179434
0.8557 High Similarity NPC471903
0.8544 High Similarity NPC237503
0.8544 High Similarity NPC306746
0.8544 High Similarity NPC43976
0.8544 High Similarity NPC296761
0.8544 High Similarity NPC167383
0.8544 High Similarity NPC154085
0.8544 High Similarity NPC127853
0.8544 High Similarity NPC125361
0.8544 High Similarity NPC57362
0.8544 High Similarity NPC204407
0.8544 High Similarity NPC51925
0.8542 High Similarity NPC88116
0.8542 High Similarity NPC32407
0.8542 High Similarity NPC263548
0.8542 High Similarity NPC282395
0.8542 High Similarity NPC231063
0.8542 High Similarity NPC145667
0.8542 High Similarity NPC299996
0.8542 High Similarity NPC296164
0.8542 High Similarity NPC20235
0.8529 High Similarity NPC283849
0.8526 High Similarity NPC219516
0.8511 High Similarity NPC187785
0.8511 High Similarity NPC259875
0.85 High Similarity NPC273668
0.85 High Similarity NPC470053
0.8476 Intermediate Similarity NPC139894
0.8476 Intermediate Similarity NPC37739
0.8476 Intermediate Similarity NPC473383
0.8476 Intermediate Similarity NPC48249
0.8476 Intermediate Similarity NPC116794
0.8476 Intermediate Similarity NPC46388
0.8469 Intermediate Similarity NPC247139
0.8469 Intermediate Similarity NPC43686
0.8469 Intermediate Similarity NPC255589
0.8469 Intermediate Similarity NPC259788
0.8469 Intermediate Similarity NPC475032
0.8469 Intermediate Similarity NPC475033
0.8469 Intermediate Similarity NPC9613
0.8462 Intermediate Similarity NPC274507
0.8462 Intermediate Similarity NPC474589
0.8462 Intermediate Similarity NPC270667
0.8462 Intermediate Similarity NPC159168
0.8462 Intermediate Similarity NPC220984
0.8462 Intermediate Similarity NPC127056
0.8462 Intermediate Similarity NPC164194
0.8462 Intermediate Similarity NPC174679
0.8462 Intermediate Similarity NPC136877
0.8462 Intermediate Similarity NPC56713
0.8462 Intermediate Similarity NPC29069
0.8462 Intermediate Similarity NPC279554
0.8462 Intermediate Similarity NPC59804
0.8462 Intermediate Similarity NPC475296
0.8462 Intermediate Similarity NPC90856
0.8462 Intermediate Similarity NPC253402
0.8447 Intermediate Similarity NPC472988
0.8447 Intermediate Similarity NPC28198
0.8447 Intermediate Similarity NPC284807
0.8447 Intermediate Similarity NPC476123
0.8447 Intermediate Similarity NPC177246
0.8447 Intermediate Similarity NPC38217
0.8438 Intermediate Similarity NPC307335
0.8438 Intermediate Similarity NPC275809
0.8438 Intermediate Similarity NPC74855
0.8438 Intermediate Similarity NPC86368
0.8438 Intermediate Similarity NPC136313
0.8431 Intermediate Similarity NPC473199
0.8416 Intermediate Similarity NPC474575
0.8416 Intermediate Similarity NPC473523
0.8416 Intermediate Similarity NPC474124
0.84 Intermediate Similarity NPC263756
0.84 Intermediate Similarity NPC475617
0.84 Intermediate Similarity NPC117714
0.8396 Intermediate Similarity NPC189884
0.8396 Intermediate Similarity NPC138334
0.8396 Intermediate Similarity NPC163183
0.8396 Intermediate Similarity NPC475208
0.8396 Intermediate Similarity NPC150400
0.8396 Intermediate Similarity NPC47063
0.8396 Intermediate Similarity NPC473343
0.8396 Intermediate Similarity NPC134835
0.8396 Intermediate Similarity NPC238935
0.8396 Intermediate Similarity NPC73318
0.8396 Intermediate Similarity NPC204458
0.8396 Intermediate Similarity NPC96641
0.8384 Intermediate Similarity NPC58942
0.8384 Intermediate Similarity NPC477928
0.8384 Intermediate Similarity NPC260149
0.8381 Intermediate Similarity NPC211798
0.8381 Intermediate Similarity NPC473481
0.8381 Intermediate Similarity NPC65167
0.8381 Intermediate Similarity NPC297208
0.8381 Intermediate Similarity NPC164419
0.8381 Intermediate Similarity NPC108748
0.8381 Intermediate Similarity NPC31839
0.8381 Intermediate Similarity NPC30397
0.8381 Intermediate Similarity NPC235841
0.8381 Intermediate Similarity NPC191763
0.837 Intermediate Similarity NPC238992
0.8367 Intermediate Similarity NPC73004
0.8367 Intermediate Similarity NPC204961
0.8367 Intermediate Similarity NPC207922
0.8367 Intermediate Similarity NPC253115
0.8367 Intermediate Similarity NPC173744
0.8367 Intermediate Similarity NPC158371
0.8367 Intermediate Similarity NPC259733
0.8367 Intermediate Similarity NPC304899
0.8367 Intermediate Similarity NPC327179
0.8367 Intermediate Similarity NPC201657
0.8365 Intermediate Similarity NPC137917
0.8352 Intermediate Similarity NPC47763
0.8352 Intermediate Similarity NPC286786
0.8351 Intermediate Similarity NPC178949
0.8351 Intermediate Similarity NPC96736
0.8351 Intermediate Similarity NPC211238
0.8351 Intermediate Similarity NPC159365
0.835 Intermediate Similarity NPC473538
0.835 Intermediate Similarity NPC234160
0.8333 Intermediate Similarity NPC31430
0.8333 Intermediate Similarity NPC25299
0.8333 Intermediate Similarity NPC473543
0.8333 Intermediate Similarity NPC148603
0.8333 Intermediate Similarity NPC71074
0.8333 Intermediate Similarity NPC300351
0.8333 Intermediate Similarity NPC84319
0.8333 Intermediate Similarity NPC472149
0.8333 Intermediate Similarity NPC235884
0.8333 Intermediate Similarity NPC306541
0.8333 Intermediate Similarity NPC85593
0.8333 Intermediate Similarity NPC475036
0.8333 Intermediate Similarity NPC475708
0.8333 Intermediate Similarity NPC52021
0.8318 Intermediate Similarity NPC475633
0.8317 Intermediate Similarity NPC30289
0.8317 Intermediate Similarity NPC476471
0.8317 Intermediate Similarity NPC213674
0.8317 Intermediate Similarity NPC76497

  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 NPC477875 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
0.8022 Intermediate Similarity NPD7645 Phase 2
0.798 Intermediate Similarity NPD7748 Approved
0.7921 Intermediate Similarity NPD7902 Approved
0.785 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD7515 Phase 2
0.7719 Intermediate Similarity NPD8296 Approved
0.7719 Intermediate Similarity NPD8380 Approved
0.7719 Intermediate Similarity NPD8379 Approved
0.7719 Intermediate Similarity NPD8335 Approved
0.7719 Intermediate Similarity NPD8378 Approved
0.7699 Intermediate Similarity NPD7516 Approved
0.7632 Intermediate Similarity NPD8377 Approved
0.7632 Intermediate Similarity NPD8294 Approved
0.7624 Intermediate Similarity NPD7900 Approved
0.7624 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7611 Intermediate Similarity NPD7328 Approved
0.7611 Intermediate Similarity NPD7327 Approved
0.7586 Intermediate Similarity NPD8328 Phase 3
0.7565 Intermediate Similarity NPD8033 Approved
0.7523 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7522 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7638 Approved
0.7429 Intermediate Similarity NPD7639 Approved
0.7429 Intermediate Similarity NPD7640 Approved
0.7368 Intermediate Similarity NPD7525 Registered
0.7358 Intermediate Similarity NPD5344 Discontinued
0.7273 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7265 Intermediate Similarity NPD7503 Approved
0.7257 Intermediate Similarity NPD8133 Approved
0.7255 Intermediate Similarity NPD8035 Phase 2
0.7255 Intermediate Similarity NPD8034 Phase 2
0.72 Intermediate Similarity NPD7524 Approved
0.7182 Intermediate Similarity NPD6412 Phase 2
0.7168 Intermediate Similarity NPD8297 Approved
0.7143 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD4632 Approved
0.7091 Intermediate Similarity NPD7128 Approved
0.7091 Intermediate Similarity NPD5739 Approved
0.7091 Intermediate Similarity NPD6402 Approved
0.7091 Intermediate Similarity NPD6675 Approved
0.7049 Intermediate Similarity NPD7736 Approved
0.7034 Intermediate Similarity NPD6319 Approved
0.7025 Intermediate Similarity NPD7507 Approved
0.7019 Intermediate Similarity NPD6399 Phase 3
0.7009 Intermediate Similarity NPD4225 Approved
0.7 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.6992 Remote Similarity NPD7319 Approved
0.6964 Remote Similarity NPD7320 Approved
0.6964 Remote Similarity NPD6881 Approved
0.6964 Remote Similarity NPD6686 Approved
0.6964 Remote Similarity NPD6899 Approved
0.6944 Remote Similarity NPD6648 Approved
0.693 Remote Similarity NPD8130 Phase 1
0.6923 Remote Similarity NPD7115 Discovery
0.6903 Remote Similarity NPD6372 Approved
0.6903 Remote Similarity NPD6373 Approved
0.69 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5701 Approved
0.6875 Remote Similarity NPD5697 Approved
0.6875 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6883 Approved
0.6842 Remote Similarity NPD7290 Approved
0.6842 Remote Similarity NPD7102 Approved
0.6829 Remote Similarity NPD8293 Discontinued
0.6818 Remote Similarity NPD7632 Discontinued
0.6803 Remote Similarity NPD7492 Approved
0.68 Remote Similarity NPD6695 Phase 3
0.6783 Remote Similarity NPD6650 Approved
0.6783 Remote Similarity NPD6869 Approved
0.6783 Remote Similarity NPD6847 Approved
0.6783 Remote Similarity NPD6649 Approved
0.6783 Remote Similarity NPD6617 Approved
0.678 Remote Similarity NPD6009 Approved
0.6759 Remote Similarity NPD6083 Phase 2
0.6759 Remote Similarity NPD6084 Phase 2
0.6754 Remote Similarity NPD6014 Approved
0.6754 Remote Similarity NPD6013 Approved
0.6754 Remote Similarity NPD6012 Approved
0.675 Remote Similarity NPD6054 Approved
0.675 Remote Similarity NPD6059 Approved
0.6748 Remote Similarity NPD6616 Approved
0.6724 Remote Similarity NPD6882 Approved
0.6721 Remote Similarity NPD7604 Phase 2
0.6699 Remote Similarity NPD7750 Discontinued
0.6694 Remote Similarity NPD7078 Approved
0.6694 Remote Similarity NPD5983 Phase 2
0.6667 Remote Similarity NPD6011 Approved
0.6667 Remote Similarity NPD3168 Discontinued
0.6667 Remote Similarity NPD6942 Approved
0.6667 Remote Similarity NPD7339 Approved
0.6639 Remote Similarity NPD6370 Approved
0.6638 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6637 Remote Similarity NPD6008 Approved
0.6635 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6613 Remote Similarity NPD6336 Discontinued
0.6606 Remote Similarity NPD4755 Approved
0.6604 Remote Similarity NPD6411 Approved
0.6604 Remote Similarity NPD7637 Suspended
0.6602 Remote Similarity NPD3618 Phase 1
0.6598 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6571 Remote Similarity NPD5328 Approved
0.6571 Remote Similarity NPD6051 Approved
0.6569 Remote Similarity NPD4786 Approved
0.6557 Remote Similarity NPD6921 Approved
0.6557 Remote Similarity NPD8516 Approved
0.6557 Remote Similarity NPD6016 Approved
0.6557 Remote Similarity NPD8515 Approved
0.6557 Remote Similarity NPD8513 Phase 3
0.6557 Remote Similarity NPD8517 Approved
0.6557 Remote Similarity NPD6015 Approved
0.6552 Remote Similarity NPD4634 Approved
0.6542 Remote Similarity NPD4202 Approved
0.6538 Remote Similarity NPD3573 Approved
0.6535 Remote Similarity NPD3667 Approved
0.6509 Remote Similarity NPD7838 Discovery
0.6504 Remote Similarity NPD5988 Approved
0.65 Remote Similarity NPD6930 Phase 2
0.65 Remote Similarity NPD6931 Approved
0.6486 Remote Similarity NPD4696 Approved
0.6486 Remote Similarity NPD5285 Approved
0.6486 Remote Similarity NPD4700 Approved
0.6486 Remote Similarity NPD5286 Approved
0.6449 Remote Similarity NPD6079 Approved
0.6442 Remote Similarity NPD7334 Approved
0.6442 Remote Similarity NPD6409 Approved
0.6442 Remote Similarity NPD6684 Approved
0.6442 Remote Similarity NPD7146 Approved
0.6442 Remote Similarity NPD7521 Approved
0.6442 Remote Similarity NPD5330 Approved
0.6429 Remote Similarity NPD4159 Approved
0.6429 Remote Similarity NPD6933 Approved
0.6422 Remote Similarity NPD5695 Phase 3
0.6417 Remote Similarity NPD6274 Approved
0.6415 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6415 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6415 Remote Similarity NPD6101 Approved
0.64 Remote Similarity NPD6929 Approved
0.6396 Remote Similarity NPD5696 Approved
0.6393 Remote Similarity NPD7100 Approved
0.6393 Remote Similarity NPD7101 Approved
0.6389 Remote Similarity NPD5779 Approved
0.6389 Remote Similarity NPD8171 Discontinued
0.6389 Remote Similarity NPD5778 Approved
0.6381 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6372 Remote Similarity NPD5224 Approved
0.6372 Remote Similarity NPD4633 Approved
0.6372 Remote Similarity NPD5211 Phase 2
0.6372 Remote Similarity NPD3653 Clinical (unspecified phase)
0.6372 Remote Similarity NPD5225 Approved
0.6372 Remote Similarity NPD5226 Approved
0.6364 Remote Similarity NPD6932 Approved
0.6356 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6355 Remote Similarity NPD6698 Approved
0.6355 Remote Similarity NPD46 Approved
0.6321 Remote Similarity NPD6903 Approved
0.6321 Remote Similarity NPD6672 Approved
0.6321 Remote Similarity NPD5737 Approved
0.632 Remote Similarity NPD6067 Discontinued
0.6316 Remote Similarity NPD5174 Approved
0.6316 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5175 Approved
0.6311 Remote Similarity NPD6335 Approved
0.6304 Remote Similarity NPD371 Approved
0.63 Remote Similarity NPD6697 Approved
0.63 Remote Similarity NPD6115 Approved
0.63 Remote Similarity NPD6118 Approved
0.63 Remote Similarity NPD6114 Approved
0.6296 Remote Similarity NPD7983 Approved
0.6296 Remote Similarity NPD7087 Discontinued
0.629 Remote Similarity NPD6909 Approved
0.629 Remote Similarity NPD6908 Approved
0.6283 Remote Similarity NPD5223 Approved
0.6273 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6262 Remote Similarity NPD4753 Phase 2
0.6261 Remote Similarity NPD5141 Approved
0.625 Remote Similarity NPD6033 Approved
0.625 Remote Similarity NPD7532 Clinical (unspecified phase)
0.625 Remote Similarity NPD3666 Approved
0.625 Remote Similarity NPD3133 Approved
0.625 Remote Similarity NPD3665 Phase 1
0.6238 Remote Similarity NPD6683 Phase 2
0.623 Remote Similarity NPD6317 Approved
0.6224 Remote Similarity NPD6926 Approved
0.6224 Remote Similarity NPD6924 Approved
0.6216 Remote Similarity NPD4697 Phase 3
0.6216 Remote Similarity NPD5221 Approved
0.6216 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6216 Remote Similarity NPD5222 Approved
0.6207 Remote Similarity NPD5357 Phase 1
0.6207 Remote Similarity NPD4767 Approved
0.6207 Remote Similarity NPD4768 Approved
0.62 Remote Similarity NPD6925 Approved
0.62 Remote Similarity NPD5776 Phase 2
0.62 Remote Similarity NPD6116 Phase 1
0.619 Remote Similarity NPD6893 Approved
0.6187 Remote Similarity NPD7625 Phase 1
0.6186 Remote Similarity NPD4243 Approved
0.6179 Remote Similarity NPD6313 Approved
0.6179 Remote Similarity NPD6314 Approved
0.6176 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