Structure

Physi-Chem Properties

Molecular Weight:  316.2
Volume:  344.632
LogP:  3.158
LogD:  2.422
LogS:  -4.655
# Rotatable Bonds:  1
TPSA:  46.67
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.417
Synthetic Accessibility Score:  5.15
Fsp3:  0.7
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
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:  -4.599
MDCK Permeability:  2.3584894734085537e-05
Pgp-inhibitor:  0.037
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.812
30% Bioavailability (F30%):  0.008

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.812
Plasma Protein Binding (PPB):  81.91041564941406%
Volume Distribution (VD):  1.301
Pgp-substrate:  12.094612121582031%

ADMET: Metabolism

CYP1A2-inhibitor:  0.026
CYP1A2-substrate:  0.326
CYP2C19-inhibitor:  0.183
CYP2C19-substrate:  0.801
CYP2C9-inhibitor:  0.273
CYP2C9-substrate:  0.054
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.135
CYP3A4-inhibitor:  0.778
CYP3A4-substrate:  0.545

ADMET: Excretion

Clearance (CL):  9.992
Half-life (T1/2):  0.2

ADMET: Toxicity

hERG Blockers:  0.007
Human Hepatotoxicity (H-HT):  0.235
Drug-inuced Liver Injury (DILI):  0.195
AMES Toxicity:  0.033
Rat Oral Acute Toxicity:  0.634
Maximum Recommended Daily Dose:  0.202
Skin Sensitization:  0.161
Carcinogencity:  0.896
Eye Corrosion:  0.013
Eye Irritation:  0.023
Respiratory Toxicity:  0.934

Download Data

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

  Natural Product: NPC474056

Natural Product ID:  NPC474056
Common Name*:   VRQFTDZLAVZHMF-QZEMVULPSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  VRQFTDZLAVZHMF-QZEMVULPSA-N
Standard InCHI:  InChI=1S/C20H28O3/c1-12(2)18-14-8-9-20(5)17(23-20)7-6-13(3)15(21)10-19(14,4)11-16(18)22/h8,12,17-18H,3,6-7,9-11H2,1-2,4-5H3/b14-8-/t17-,18-,19+,20+/m1/s1
SMILES:  CC([C@H]1C(=O)C[C@]2(/C/1=CC[C@]1(C)O[C@@H]1CCC(=C)C(=O)C2)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL459255
PubChem CID:   44567220
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0001760] Dolabellane and neodolabellane 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
NPO27081 Clavularia inflata Species Clavulariidae Eukaryota n.a. Formosan soft coral n.a. PMID[11520220]
NPO27081 Clavularia inflata Species Clavulariidae 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
NPT81 Cell Line A549 Homo sapiens ED50 = 8.56 ug ml-1 PMID[515544]
NPT139 Cell Line HT-29 Homo sapiens ED50 = 7.84 ug ml-1 PMID[515544]
NPT168 Cell Line P388 Mus musculus ED50 = 2.48 ug ml-1 PMID[515544]

☑ 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 NPC474056 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
0.9231 High Similarity NPC475796
0.8933 High Similarity NPC226242
0.8784 High Similarity NPC92909
0.8784 High Similarity NPC107783
0.8667 High Similarity NPC469691
0.8667 High Similarity NPC167049
0.8553 High Similarity NPC475771
0.8553 High Similarity NPC469678
0.8553 High Similarity NPC469669
0.8333 Intermediate Similarity NPC276769
0.8133 Intermediate Similarity NPC261398
0.8 Intermediate Similarity NPC207186
0.7952 Intermediate Similarity NPC108045
0.7952 Intermediate Similarity NPC475622
0.7917 Intermediate Similarity NPC475795
0.7901 Intermediate Similarity NPC469690
0.7901 Intermediate Similarity NPC469608
0.7895 Intermediate Similarity NPC477449
0.7895 Intermediate Similarity NPC477448
0.7848 Intermediate Similarity NPC216791
0.7753 Intermediate Similarity NPC477361
0.7753 Intermediate Similarity NPC202824
0.775 Intermediate Similarity NPC469646
0.7692 Intermediate Similarity NPC477354
0.7683 Intermediate Similarity NPC136033
0.7683 Intermediate Similarity NPC476177
0.7683 Intermediate Similarity NPC469620
0.7674 Intermediate Similarity NPC469676
0.7662 Intermediate Similarity NPC250928
0.7662 Intermediate Similarity NPC10758
0.7647 Intermediate Similarity NPC7927
0.7647 Intermediate Similarity NPC230527
0.7625 Intermediate Similarity NPC475861
0.7619 Intermediate Similarity NPC145963
0.759 Intermediate Similarity NPC164218
0.7564 Intermediate Similarity NPC475310
0.7558 Intermediate Similarity NPC96621
0.7529 Intermediate Similarity NPC272814
0.7528 Intermediate Similarity NPC469718
0.7528 Intermediate Similarity NPC329857
0.7527 Intermediate Similarity NPC477355
0.75 Intermediate Similarity NPC286229
0.75 Intermediate Similarity NPC30215
0.7471 Intermediate Similarity NPC474045
0.7471 Intermediate Similarity NPC261253
0.747 Intermediate Similarity NPC471740
0.747 Intermediate Similarity NPC80999
0.747 Intermediate Similarity NPC181195
0.747 Intermediate Similarity NPC617
0.747 Intermediate Similarity NPC261125
0.7467 Intermediate Similarity NPC473902
0.7467 Intermediate Similarity NPC140233
0.7467 Intermediate Similarity NPC287744
0.7447 Intermediate Similarity NPC112167
0.7444 Intermediate Similarity NPC221282
0.7442 Intermediate Similarity NPC149869
0.7442 Intermediate Similarity NPC238197
0.7436 Intermediate Similarity NPC61702
0.7436 Intermediate Similarity NPC469677
0.7436 Intermediate Similarity NPC162867
0.7432 Intermediate Similarity NPC294304
0.7432 Intermediate Similarity NPC228574
0.7419 Intermediate Similarity NPC87090
0.7419 Intermediate Similarity NPC226986
0.7412 Intermediate Similarity NPC173609
0.7407 Intermediate Similarity NPC251435
0.7407 Intermediate Similarity NPC474011
0.7381 Intermediate Similarity NPC304795
0.7381 Intermediate Similarity NPC47747
0.7368 Intermediate Similarity NPC477356
0.7363 Intermediate Similarity NPC125180
0.7356 Intermediate Similarity NPC202868
0.7356 Intermediate Similarity NPC474547
0.7356 Intermediate Similarity NPC161957
0.7349 Intermediate Similarity NPC474341
0.7333 Intermediate Similarity NPC251385
0.7333 Intermediate Similarity NPC49342
0.7326 Intermediate Similarity NPC53867
0.7326 Intermediate Similarity NPC476082
0.7326 Intermediate Similarity NPC473629
0.7326 Intermediate Similarity NPC278648
0.7317 Intermediate Similarity NPC271070
0.7317 Intermediate Similarity NPC215481
0.7317 Intermediate Similarity NPC472959
0.7308 Intermediate Similarity NPC469688
0.7297 Intermediate Similarity NPC25853
0.7294 Intermediate Similarity NPC141810
0.7273 Intermediate Similarity NPC126899
0.7273 Intermediate Similarity NPC154728
0.7273 Intermediate Similarity NPC304665
0.7253 Intermediate Similarity NPC218301
0.7215 Intermediate Similarity NPC296522
0.7215 Intermediate Similarity NPC144511
0.7204 Intermediate Similarity NPC474947
0.72 Intermediate Similarity NPC97322
0.7195 Intermediate Similarity NPC226669
0.7195 Intermediate Similarity NPC138408
0.7195 Intermediate Similarity NPC155587
0.7195 Intermediate Similarity NPC193351
0.7191 Intermediate Similarity NPC231889
0.7191 Intermediate Similarity NPC471739
0.7191 Intermediate Similarity NPC475703
0.7176 Intermediate Similarity NPC290508
0.7176 Intermediate Similarity NPC293418
0.7176 Intermediate Similarity NPC472478
0.7176 Intermediate Similarity NPC73052
0.7174 Intermediate Similarity NPC109414
0.7162 Intermediate Similarity NPC259261
0.716 Intermediate Similarity NPC472956
0.716 Intermediate Similarity NPC300940
0.716 Intermediate Similarity NPC470237
0.7159 Intermediate Similarity NPC36350
0.7159 Intermediate Similarity NPC110405
0.7159 Intermediate Similarity NPC50362
0.7159 Intermediate Similarity NPC319795
0.7159 Intermediate Similarity NPC38468
0.7143 Intermediate Similarity NPC471220
0.7143 Intermediate Similarity NPC306168
0.7143 Intermediate Similarity NPC475994
0.7143 Intermediate Similarity NPC62815
0.7143 Intermediate Similarity NPC49946
0.7143 Intermediate Similarity NPC471818
0.7143 Intermediate Similarity NPC128276
0.7143 Intermediate Similarity NPC477711
0.7128 Intermediate Similarity NPC476275
0.7128 Intermediate Similarity NPC471775
0.7126 Intermediate Similarity NPC54468
0.7126 Intermediate Similarity NPC62214
0.7126 Intermediate Similarity NPC193198
0.7126 Intermediate Similarity NPC39588
0.7126 Intermediate Similarity NPC170377
0.7125 Intermediate Similarity NPC472955
0.7123 Intermediate Similarity NPC267626
0.7123 Intermediate Similarity NPC49575
0.7123 Intermediate Similarity NPC55004
0.7113 Intermediate Similarity NPC118405
0.7111 Intermediate Similarity NPC474854
0.7111 Intermediate Similarity NPC475902
0.7111 Intermediate Similarity NPC477710
0.7111 Intermediate Similarity NPC476704
0.7108 Intermediate Similarity NPC472967
0.7108 Intermediate Similarity NPC266159
0.7105 Intermediate Similarity NPC32285
0.7097 Intermediate Similarity NPC56525
0.7093 Intermediate Similarity NPC474353
0.7093 Intermediate Similarity NPC207188
0.7093 Intermediate Similarity NPC136150
0.7093 Intermediate Similarity NPC478262
0.7093 Intermediate Similarity NPC471325
0.7089 Intermediate Similarity NPC469679
0.7079 Intermediate Similarity NPC70555
0.7079 Intermediate Similarity NPC104961
0.7079 Intermediate Similarity NPC70422
0.7079 Intermediate Similarity NPC220478
0.7071 Intermediate Similarity NPC253223
0.7065 Intermediate Similarity NPC150978
0.7065 Intermediate Similarity NPC472953
0.7065 Intermediate Similarity NPC123177
0.7065 Intermediate Similarity NPC20713
0.7065 Intermediate Similarity NPC262870
0.7065 Intermediate Similarity NPC290651
0.7065 Intermediate Similarity NPC70595
0.7065 Intermediate Similarity NPC74103
0.7059 Intermediate Similarity NPC622
0.7059 Intermediate Similarity NPC178277
0.7059 Intermediate Similarity NPC276647
0.7059 Intermediate Similarity NPC472490
0.7059 Intermediate Similarity NPC182550
0.7053 Intermediate Similarity NPC151488
0.7053 Intermediate Similarity NPC23680
0.7051 Intermediate Similarity NPC197089
0.7045 Intermediate Similarity NPC72464
0.7045 Intermediate Similarity NPC475100
0.7045 Intermediate Similarity NPC320801
0.7037 Intermediate Similarity NPC163003
0.7037 Intermediate Similarity NPC469737
0.7033 Intermediate Similarity NPC83423
0.7033 Intermediate Similarity NPC166919
0.7033 Intermediate Similarity NPC151770
0.7033 Intermediate Similarity NPC170775
0.7033 Intermediate Similarity NPC41217
0.7033 Intermediate Similarity NPC123912
0.7027 Intermediate Similarity NPC94991
0.7027 Intermediate Similarity NPC266295
0.7024 Intermediate Similarity NPC476794
0.7024 Intermediate Similarity NPC475932
0.7024 Intermediate Similarity NPC15975
0.7024 Intermediate Similarity NPC57744
0.7024 Intermediate Similarity NPC211279
0.7024 Intermediate Similarity NPC65603
0.7024 Intermediate Similarity NPC186109
0.7024 Intermediate Similarity NPC470240
0.7024 Intermediate Similarity NPC195785
0.7021 Intermediate Similarity NPC472469
0.7021 Intermediate Similarity NPC474490
0.7011 Intermediate Similarity NPC475936
0.7011 Intermediate Similarity NPC70479
0.7011 Intermediate Similarity NPC470813
0.701 Intermediate Similarity NPC237190
0.7 Intermediate Similarity NPC199557

  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 NPC474056 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
0.7159 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.69 Remote Similarity NPD6008 Approved
0.6889 Remote Similarity NPD7146 Approved
0.6889 Remote Similarity NPD6684 Approved
0.6889 Remote Similarity NPD7521 Approved
0.6889 Remote Similarity NPD5330 Approved
0.6889 Remote Similarity NPD7334 Approved
0.6889 Remote Similarity NPD6409 Approved
0.6882 Remote Similarity NPD6079 Approved
0.6854 Remote Similarity NPD4786 Approved
0.6848 Remote Similarity NPD1695 Approved
0.6848 Remote Similarity NPD5328 Approved
0.6835 Remote Similarity NPD7331 Phase 2
0.6818 Remote Similarity NPD6435 Approved
0.6818 Remote Similarity NPD3667 Approved
0.6744 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6739 Remote Similarity NPD5737 Approved
0.6739 Remote Similarity NPD6903 Approved
0.6739 Remote Similarity NPD6672 Approved
0.6739 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6705 Remote Similarity NPD5369 Approved
0.6703 Remote Similarity NPD5279 Phase 3
0.6667 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3133 Approved
0.6667 Remote Similarity NPD5210 Approved
0.6667 Remote Similarity NPD4629 Approved
0.6667 Remote Similarity NPD3668 Phase 3
0.6667 Remote Similarity NPD3665 Phase 1
0.6667 Remote Similarity NPD3666 Approved
0.6633 Remote Similarity NPD5696 Approved
0.6632 Remote Similarity NPD6399 Phase 3
0.663 Remote Similarity NPD3573 Approved
0.6629 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6629 Remote Similarity NPD5209 Approved
0.6629 Remote Similarity NPD4221 Approved
0.6629 Remote Similarity NPD4223 Phase 3
0.6598 Remote Similarity NPD5221 Approved
0.6598 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6598 Remote Similarity NPD5222 Approved
0.6596 Remote Similarity NPD5785 Approved
0.6593 Remote Similarity NPD1694 Approved
0.6591 Remote Similarity NPD5368 Approved
0.6566 Remote Similarity NPD5286 Approved
0.6566 Remote Similarity NPD4696 Approved
0.6566 Remote Similarity NPD5285 Approved
0.6562 Remote Similarity NPD5282 Discontinued
0.6559 Remote Similarity NPD5208 Approved
0.6556 Remote Similarity NPD5362 Discontinued
0.6531 Remote Similarity NPD5173 Approved
0.6531 Remote Similarity NPD4755 Approved
0.6522 Remote Similarity NPD5690 Phase 2
0.6522 Remote Similarity NPD6098 Approved
0.6522 Remote Similarity NPD5786 Approved
0.6522 Remote Similarity NPD3618 Phase 1
0.6506 Remote Similarity NPD4747 Approved
0.6506 Remote Similarity NPD4691 Approved
0.6505 Remote Similarity NPD5697 Approved
0.65 Remote Similarity NPD2685 Clinical (unspecified phase)
0.65 Remote Similarity NPD5223 Approved
0.65 Remote Similarity NPD7341 Phase 2
0.6495 Remote Similarity NPD5695 Phase 3
0.6495 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6489 Remote Similarity NPD6673 Approved
0.6489 Remote Similarity NPD6904 Approved
0.6489 Remote Similarity NPD6080 Approved
0.6489 Remote Similarity NPD4753 Phase 2
0.6484 Remote Similarity NPD4197 Approved
0.6458 Remote Similarity NPD4202 Approved
0.6442 Remote Similarity NPD6011 Approved
0.6442 Remote Similarity NPD6881 Approved
0.6442 Remote Similarity NPD6899 Approved
0.6436 Remote Similarity NPD5211 Phase 2
0.6436 Remote Similarity NPD5224 Approved
0.6436 Remote Similarity NPD5226 Approved
0.6436 Remote Similarity NPD4633 Approved
0.6436 Remote Similarity NPD5225 Approved
0.6429 Remote Similarity NPD5276 Approved
0.6429 Remote Similarity NPD4697 Phase 3
0.6421 Remote Similarity NPD5207 Approved
0.6421 Remote Similarity NPD5692 Phase 3
0.6413 Remote Similarity NPD5363 Approved
0.6413 Remote Similarity NPD5329 Approved
0.6408 Remote Similarity NPD6402 Approved
0.6408 Remote Similarity NPD7128 Approved
0.6408 Remote Similarity NPD6675 Approved
0.6408 Remote Similarity NPD5739 Approved
0.6404 Remote Similarity NPD4695 Discontinued
0.64 Remote Similarity NPD4700 Approved
0.6392 Remote Similarity NPD6001 Approved
0.6386 Remote Similarity NPD4137 Phase 3
0.6383 Remote Similarity NPD4518 Approved
0.6381 Remote Similarity NPD6012 Approved
0.6381 Remote Similarity NPD6013 Approved
0.6381 Remote Similarity NPD6014 Approved
0.6374 Remote Similarity NPD4788 Approved
0.6373 Remote Similarity NPD5175 Approved
0.6373 Remote Similarity NPD5174 Approved
0.6364 Remote Similarity NPD6084 Phase 2
0.6364 Remote Similarity NPD6083 Phase 2
0.6354 Remote Similarity NPD6050 Approved
0.6354 Remote Similarity NPD5694 Approved
0.6354 Remote Similarity NPD5693 Phase 1
0.6354 Remote Similarity NPD6411 Approved
0.6346 Remote Similarity NPD5701 Approved
0.6344 Remote Similarity NPD5205 Approved
0.6344 Remote Similarity NPD4138 Approved
0.6344 Remote Similarity NPD4690 Approved
0.6344 Remote Similarity NPD4688 Approved
0.6344 Remote Similarity NPD4689 Approved
0.6344 Remote Similarity NPD4694 Approved
0.6344 Remote Similarity NPD4693 Phase 3
0.6344 Remote Similarity NPD5280 Approved
0.6321 Remote Similarity NPD6883 Approved
0.6321 Remote Similarity NPD7290 Approved
0.6321 Remote Similarity NPD7102 Approved
0.6311 Remote Similarity NPD5141 Approved
0.6286 Remote Similarity NPD7320 Approved
0.6279 Remote Similarity NPD4058 Approved
0.6279 Remote Similarity NPD6926 Approved
0.6279 Remote Similarity NPD5733 Approved
0.6279 Remote Similarity NPD4687 Approved
0.6279 Remote Similarity NPD6924 Approved
0.6264 Remote Similarity NPD4269 Approved
0.6264 Remote Similarity NPD4270 Approved
0.6262 Remote Similarity NPD8130 Phase 1
0.6262 Remote Similarity NPD6847 Approved
0.6262 Remote Similarity NPD6649 Approved
0.6262 Remote Similarity NPD6650 Approved
0.6262 Remote Similarity NPD6869 Approved
0.6262 Remote Similarity NPD6617 Approved
0.6237 Remote Similarity NPD1696 Phase 3
0.6226 Remote Similarity NPD6372 Approved
0.6226 Remote Similarity NPD6373 Approved
0.622 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6214 Remote Similarity NPD4754 Approved
0.6207 Remote Similarity NPD8039 Approved
0.6204 Remote Similarity NPD6882 Approved
0.6204 Remote Similarity NPD8297 Approved
0.6196 Remote Similarity NPD7154 Phase 3
0.617 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6168 Remote Similarity NPD6371 Approved
0.6146 Remote Similarity NPD6101 Approved
0.6146 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6136 Remote Similarity NPD6933 Approved
0.6132 Remote Similarity NPD4729 Approved
0.6132 Remote Similarity NPD4730 Approved
0.6132 Remote Similarity NPD5128 Approved
0.6126 Remote Similarity NPD7115 Discovery
0.6111 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4195 Approved
0.6095 Remote Similarity NPD4768 Approved
0.6095 Remote Similarity NPD4767 Approved
0.6082 Remote Similarity NPD6698 Approved
0.6082 Remote Similarity NPD46 Approved
0.6082 Remote Similarity NPD4096 Approved
0.6071 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6061 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6061 Remote Similarity NPD7748 Approved
0.6061 Remote Similarity NPD7900 Approved
0.6044 Remote Similarity NPD4821 Approved
0.6044 Remote Similarity NPD4820 Approved
0.6044 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6044 Remote Similarity NPD4822 Approved
0.6044 Remote Similarity NPD4819 Approved
0.6044 Remote Similarity NPD4252 Approved
0.604 Remote Similarity NPD5959 Approved
0.6038 Remote Similarity NPD6614 Approved
0.6036 Remote Similarity NPD6274 Approved
0.6022 Remote Similarity NPD5331 Approved
0.6022 Remote Similarity NPD5332 Approved
0.6022 Remote Similarity NPD6695 Phase 3
0.602 Remote Similarity NPD5281 Approved
0.602 Remote Similarity NPD5284 Approved
0.6019 Remote Similarity NPD4634 Approved
0.6019 Remote Similarity NPD5251 Approved
0.6019 Remote Similarity NPD5250 Approved
0.6019 Remote Similarity NPD5169 Approved
0.6019 Remote Similarity NPD5135 Approved
0.6019 Remote Similarity NPD5248 Approved
0.6019 Remote Similarity NPD5249 Phase 3
0.6019 Remote Similarity NPD5247 Approved
0.6019 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6 Remote Similarity NPD4632 Approved
0.6 Remote Similarity NPD5654 Approved
0.6 Remote Similarity NPD6923 Approved
0.6 Remote Similarity NPD4519 Discontinued
0.6 Remote Similarity NPD6922 Approved
0.6 Remote Similarity NPD4623 Approved
0.6 Remote Similarity NPD6422 Discontinued
0.6 Remote Similarity NPD3617 Approved
0.5982 Remote Similarity NPD6317 Approved
0.5981 Remote Similarity NPD5168 Approved
0.5978 Remote Similarity NPD4692 Approved
0.5978 Remote Similarity NPD4790 Discontinued
0.5978 Remote Similarity NPD4139 Approved
0.5963 Remote Similarity NPD5216 Approved
0.5963 Remote Similarity NPD5127 Approved
0.5963 Remote Similarity NPD5215 Approved
0.5963 Remote Similarity NPD5217 Approved
0.5962 Remote Similarity NPD5091 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