Structure

Physi-Chem Properties

Molecular Weight:  440.33
Volume:  485.819
LogP:  6.12
LogD:  5.378
LogS:  -5.939
# Rotatable Bonds:  3
TPSA:  35.53
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.477
Synthetic Accessibility Score:  6.005
Fsp3:  0.828
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
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:  -4.941
MDCK Permeability:  1.434893965779338e-05
Pgp-inhibitor:  0.967
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.998
30% Bioavailability (F30%):  0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.041
Plasma Protein Binding (PPB):  97.73583221435547%
Volume Distribution (VD):  2.203
Pgp-substrate:  2.8274552822113037%

ADMET: Metabolism

CYP1A2-inhibitor:  0.151
CYP1A2-substrate:  0.562
CYP2C19-inhibitor:  0.879
CYP2C19-substrate:  0.918
CYP2C9-inhibitor:  0.959
CYP2C9-substrate:  0.054
CYP2D6-inhibitor:  0.91
CYP2D6-substrate:  0.04
CYP3A4-inhibitor:  0.954
CYP3A4-substrate:  0.871

ADMET: Excretion

Clearance (CL):  5.128
Half-life (T1/2):  0.06

ADMET: Toxicity

hERG Blockers:  0.647
Human Hepatotoxicity (H-HT):  0.379
Drug-inuced Liver Injury (DILI):  0.895
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.188
Maximum Recommended Daily Dose:  0.122
Skin Sensitization:  0.316
Carcinogencity:  0.036
Eye Corrosion:  0.007
Eye Irritation:  0.013
Respiratory Toxicity:  0.976

Download Data

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

  Natural Product: NPC478258

Natural Product ID:  NPC478258
Common Name*:   Frutescone L
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  PEQMAUVEZRHXPG-KIGGASBDSA-N
Standard InCHI:  InChI=1S/C28H42O3/c1-14(2)18-10-9-16(5)28-12-11-27(23(28)21(18)28)13-19(15(3)4)20-22(29)17(6)24(30)26(7,8)25(20)31-27/h14-16,18-19,21,23,30H,9-13H2,1-8H3/t16-,18+,19+,21-,23+,27-,28-/m1/s1
SMILES:  [H][C@]12[C@H](C(C)C)CC[C@@H](C)[C@]13CC[C@@]1(C[C@@H](C(C)C)C4=C(O1)C(C)(C)C(O)=C(C)C4=O)[C@]23[H]
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]

*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
NPO11277 Baeckea frutescens Species Myrtaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(98)00534-2]
NPO11277 Baeckea frutescens Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[12932146]
NPO11277 Baeckea frutescens Species Myrtaceae Eukaryota aerial parts Nanning, Guangxi Province, China 2014-OCT PMID[28753309]
NPO11277 Baeckea frutescens Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11277 Baeckea frutescens Species Myrtaceae 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

☑ 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 NPC478258 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 NPC478257
0.8851 High Similarity NPC470346
0.8736 High Similarity NPC478245
0.837 Intermediate Similarity NPC478244
0.837 Intermediate Similarity NPC478243
0.8222 Intermediate Similarity NPC470345
0.7931 Intermediate Similarity NPC469996
0.7849 Intermediate Similarity NPC478260
0.7849 Intermediate Similarity NPC478259
0.7849 Intermediate Similarity NPC478261
0.7755 Intermediate Similarity NPC151488
0.7727 Intermediate Similarity NPC23778
0.7692 Intermediate Similarity NPC472492
0.7684 Intermediate Similarity NPC223093
0.7667 Intermediate Similarity NPC478262
0.766 Intermediate Similarity NPC143767
0.766 Intermediate Similarity NPC131470
0.7653 Intermediate Similarity NPC95565
0.7634 Intermediate Similarity NPC195640
0.7634 Intermediate Similarity NPC472494
0.7634 Intermediate Similarity NPC472491
0.7624 Intermediate Similarity NPC308351
0.7624 Intermediate Similarity NPC271266
0.7609 Intermediate Similarity NPC109512
0.76 Intermediate Similarity NPC112167
0.76 Intermediate Similarity NPC83709
0.7582 Intermediate Similarity NPC327969
0.7582 Intermediate Similarity NPC193347
0.7582 Intermediate Similarity NPC321289
0.7579 Intermediate Similarity NPC305039
0.7579 Intermediate Similarity NPC86319
0.7579 Intermediate Similarity NPC275740
0.7579 Intermediate Similarity NPC473039
0.7576 Intermediate Similarity NPC216904
0.7576 Intermediate Similarity NPC23680
0.7576 Intermediate Similarity NPC18509
0.7573 Intermediate Similarity NPC60681
0.7553 Intermediate Similarity NPC472493
0.7551 Intermediate Similarity NPC317586
0.7551 Intermediate Similarity NPC200702
0.7551 Intermediate Similarity NPC472932
0.7551 Intermediate Similarity NPC470016
0.7547 Intermediate Similarity NPC43775
0.7527 Intermediate Similarity NPC323765
0.7527 Intermediate Similarity NPC469948
0.7527 Intermediate Similarity NPC202868
0.7526 Intermediate Similarity NPC25750
0.7526 Intermediate Similarity NPC79117
0.75 Intermediate Similarity NPC275439
0.75 Intermediate Similarity NPC271784
0.75 Intermediate Similarity NPC112753
0.75 Intermediate Similarity NPC183283
0.75 Intermediate Similarity NPC176845
0.7477 Intermediate Similarity NPC476163
0.7476 Intermediate Similarity NPC235889
0.7476 Intermediate Similarity NPC137657
0.7475 Intermediate Similarity NPC125622
0.7474 Intermediate Similarity NPC471722
0.7474 Intermediate Similarity NPC328539
0.7451 Intermediate Similarity NPC473424
0.7451 Intermediate Similarity NPC22388
0.7451 Intermediate Similarity NPC185530
0.7449 Intermediate Similarity NPC294266
0.7449 Intermediate Similarity NPC318332
0.7449 Intermediate Similarity NPC166906
0.7447 Intermediate Similarity NPC474732
0.7447 Intermediate Similarity NPC31564
0.7447 Intermediate Similarity NPC474778
0.7447 Intermediate Similarity NPC145879
0.7447 Intermediate Similarity NPC474733
0.7447 Intermediate Similarity NPC72133
0.7429 Intermediate Similarity NPC177064
0.7426 Intermediate Similarity NPC144956
0.7426 Intermediate Similarity NPC474720
0.7423 Intermediate Similarity NPC63748
0.7423 Intermediate Similarity NPC218301
0.7423 Intermediate Similarity NPC190442
0.7423 Intermediate Similarity NPC248913
0.7419 Intermediate Similarity NPC320801
0.7419 Intermediate Similarity NPC472480
0.7419 Intermediate Similarity NPC144258
0.7404 Intermediate Similarity NPC181265
0.7404 Intermediate Similarity NPC470267
0.74 Intermediate Similarity NPC18319
0.74 Intermediate Similarity NPC292133
0.7396 Intermediate Similarity NPC31985
0.7396 Intermediate Similarity NPC310010
0.7396 Intermediate Similarity NPC76879
0.7396 Intermediate Similarity NPC186688
0.7396 Intermediate Similarity NPC1015
0.7396 Intermediate Similarity NPC477943
0.7396 Intermediate Similarity NPC326627
0.7391 Intermediate Similarity NPC100297
0.7379 Intermediate Similarity NPC111323
0.7379 Intermediate Similarity NPC311612
0.7379 Intermediate Similarity NPC26478
0.7379 Intermediate Similarity NPC36321
0.7374 Intermediate Similarity NPC469599
0.7374 Intermediate Similarity NPC241156
0.7374 Intermediate Similarity NPC473170
0.7374 Intermediate Similarity NPC259286
0.7368 Intermediate Similarity NPC472481
0.7368 Intermediate Similarity NPC472482
0.7368 Intermediate Similarity NPC58063
0.7368 Intermediate Similarity NPC472484
0.7368 Intermediate Similarity NPC475740
0.7353 Intermediate Similarity NPC469327
0.7353 Intermediate Similarity NPC124211
0.7347 Intermediate Similarity NPC472226
0.7347 Intermediate Similarity NPC477436
0.7347 Intermediate Similarity NPC229976
0.7347 Intermediate Similarity NPC478129
0.7347 Intermediate Similarity NPC69454
0.7347 Intermediate Similarity NPC469315
0.7347 Intermediate Similarity NPC477435
0.7347 Intermediate Similarity NPC472225
0.7347 Intermediate Similarity NPC12722
0.734 Intermediate Similarity NPC478127
0.734 Intermediate Similarity NPC197823
0.7333 Intermediate Similarity NPC44063
0.7333 Intermediate Similarity NPC220974
0.7333 Intermediate Similarity NPC476808
0.732 Intermediate Similarity NPC474209
0.732 Intermediate Similarity NPC475823
0.732 Intermediate Similarity NPC20388
0.732 Intermediate Similarity NPC44240
0.7315 Intermediate Similarity NPC71348
0.7312 Intermediate Similarity NPC476082
0.7312 Intermediate Similarity NPC469561
0.7312 Intermediate Similarity NPC8091
0.7312 Intermediate Similarity NPC278648
0.7308 Intermediate Similarity NPC75531
0.7308 Intermediate Similarity NPC28656
0.7308 Intermediate Similarity NPC149124
0.73 Intermediate Similarity NPC249954
0.73 Intermediate Similarity NPC96859
0.73 Intermediate Similarity NPC328162
0.73 Intermediate Similarity NPC49371
0.73 Intermediate Similarity NPC42042
0.73 Intermediate Similarity NPC305483
0.7292 Intermediate Similarity NPC53911
0.7292 Intermediate Similarity NPC328313
0.7292 Intermediate Similarity NPC185059
0.7292 Intermediate Similarity NPC80335
0.7292 Intermediate Similarity NPC475001
0.7292 Intermediate Similarity NPC472483
0.7292 Intermediate Similarity NPC28227
0.729 Intermediate Similarity NPC76084
0.7283 Intermediate Similarity NPC150506
0.7283 Intermediate Similarity NPC474085
0.7282 Intermediate Similarity NPC87351
0.7282 Intermediate Similarity NPC56498
0.7282 Intermediate Similarity NPC53222
0.7282 Intermediate Similarity NPC477915
0.7273 Intermediate Similarity NPC255021
0.7273 Intermediate Similarity NPC212812
0.7273 Intermediate Similarity NPC111015
0.7273 Intermediate Similarity NPC184870
0.7273 Intermediate Similarity NPC477439
0.7264 Intermediate Similarity NPC470269
0.7264 Intermediate Similarity NPC65941
0.7263 Intermediate Similarity NPC472488
0.7263 Intermediate Similarity NPC475022
0.7263 Intermediate Similarity NPC222613
0.7263 Intermediate Similarity NPC264127
0.7263 Intermediate Similarity NPC118648
0.7255 Intermediate Similarity NPC88198
0.7255 Intermediate Similarity NPC316964
0.7255 Intermediate Similarity NPC205899
0.7248 Intermediate Similarity NPC317210
0.7245 Intermediate Similarity NPC262870
0.7245 Intermediate Similarity NPC185936
0.7245 Intermediate Similarity NPC475806
0.7245 Intermediate Similarity NPC168027
0.7245 Intermediate Similarity NPC150383
0.7238 Intermediate Similarity NPC149047
0.7234 Intermediate Similarity NPC329043
0.7234 Intermediate Similarity NPC221758
0.7234 Intermediate Similarity NPC321187
0.7234 Intermediate Similarity NPC59453
0.7234 Intermediate Similarity NPC85774
0.7234 Intermediate Similarity NPC161423
0.7234 Intermediate Similarity NPC58841
0.7234 Intermediate Similarity NPC214043
0.7234 Intermediate Similarity NPC227064
0.7234 Intermediate Similarity NPC82902
0.7234 Intermediate Similarity NPC473246
0.7228 Intermediate Similarity NPC472690
0.7228 Intermediate Similarity NPC43747
0.7228 Intermediate Similarity NPC472689
0.7228 Intermediate Similarity NPC477267
0.7228 Intermediate Similarity NPC226986
0.7228 Intermediate Similarity NPC190554
0.7228 Intermediate Similarity NPC477268
0.7222 Intermediate Similarity NPC470960
0.7216 Intermediate Similarity NPC122116
0.7216 Intermediate Similarity NPC472489
0.7216 Intermediate Similarity NPC474679
0.7216 Intermediate Similarity NPC309603
0.7216 Intermediate Similarity NPC26959

  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 NPC478258 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
0.7917 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD7334 Approved
0.7634 Intermediate Similarity NPD6684 Approved
0.7634 Intermediate Similarity NPD5330 Approved
0.7634 Intermediate Similarity NPD7521 Approved
0.7634 Intermediate Similarity NPD7146 Approved
0.7634 Intermediate Similarity NPD6409 Approved
0.7629 Intermediate Similarity NPD6001 Approved
0.7582 Intermediate Similarity NPD4223 Phase 3
0.7582 Intermediate Similarity NPD4221 Approved
0.7579 Intermediate Similarity NPD6673 Approved
0.7579 Intermediate Similarity NPD6080 Approved
0.7579 Intermediate Similarity NPD5328 Approved
0.7579 Intermediate Similarity NPD6904 Approved
0.7576 Intermediate Similarity NPD4755 Approved
0.7573 Intermediate Similarity NPD5739 Approved
0.7573 Intermediate Similarity NPD6008 Approved
0.7573 Intermediate Similarity NPD7128 Approved
0.7573 Intermediate Similarity NPD6675 Approved
0.7573 Intermediate Similarity NPD6402 Approved
0.7527 Intermediate Similarity NPD5329 Approved
0.7474 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD6903 Approved
0.7474 Intermediate Similarity NPD5208 Approved
0.7447 Intermediate Similarity NPD6098 Approved
0.7429 Intermediate Similarity NPD7320 Approved
0.7429 Intermediate Similarity NPD6899 Approved
0.7429 Intermediate Similarity NPD6881 Approved
0.7426 Intermediate Similarity NPD4700 Approved
0.7426 Intermediate Similarity NPD4696 Approved
0.7426 Intermediate Similarity NPD5285 Approved
0.7426 Intermediate Similarity NPD5286 Approved
0.7423 Intermediate Similarity NPD6050 Approved
0.7423 Intermediate Similarity NPD6079 Approved
0.7419 Intermediate Similarity NPD4197 Approved
0.74 Intermediate Similarity NPD6083 Phase 2
0.74 Intermediate Similarity NPD6084 Phase 2
0.7396 Intermediate Similarity NPD4753 Phase 2
0.7374 Intermediate Similarity NPD5695 Phase 3
0.7358 Intermediate Similarity NPD6372 Approved
0.7358 Intermediate Similarity NPD6373 Approved
0.7347 Intermediate Similarity NPD4202 Approved
0.7333 Intermediate Similarity NPD3617 Approved
0.7333 Intermediate Similarity NPD5697 Approved
0.7333 Intermediate Similarity NPD5701 Approved
0.732 Intermediate Similarity NPD5207 Approved
0.732 Intermediate Similarity NPD5692 Phase 3
0.7292 Intermediate Similarity NPD6672 Approved
0.7292 Intermediate Similarity NPD5737 Approved
0.729 Intermediate Similarity NPD7290 Approved
0.729 Intermediate Similarity NPD7102 Approved
0.729 Intermediate Similarity NPD6883 Approved
0.7283 Intermediate Similarity NPD4139 Approved
0.7283 Intermediate Similarity NPD4692 Approved
0.7282 Intermediate Similarity NPD5224 Approved
0.7282 Intermediate Similarity NPD5225 Approved
0.7282 Intermediate Similarity NPD5211 Phase 2
0.7282 Intermediate Similarity NPD4633 Approved
0.7282 Intermediate Similarity NPD5226 Approved
0.7263 Intermediate Similarity NPD5280 Approved
0.7263 Intermediate Similarity NPD4138 Approved
0.7263 Intermediate Similarity NPD4688 Approved
0.7263 Intermediate Similarity NPD4693 Phase 3
0.7263 Intermediate Similarity NPD4690 Approved
0.7263 Intermediate Similarity NPD5690 Phase 2
0.7263 Intermediate Similarity NPD5205 Approved
0.7263 Intermediate Similarity NPD4694 Approved
0.7263 Intermediate Similarity NPD4689 Approved
0.7245 Intermediate Similarity NPD5693 Phase 1
0.7245 Intermediate Similarity NPD5694 Approved
0.7234 Intermediate Similarity NPD3666 Approved
0.7234 Intermediate Similarity NPD3665 Phase 1
0.7234 Intermediate Similarity NPD3133 Approved
0.7234 Intermediate Similarity NPD4786 Approved
0.7228 Intermediate Similarity NPD5959 Approved
0.7222 Intermediate Similarity NPD8130 Phase 1
0.7222 Intermediate Similarity NPD6649 Approved
0.7222 Intermediate Similarity NPD6869 Approved
0.7222 Intermediate Similarity NPD6847 Approved
0.7222 Intermediate Similarity NPD6617 Approved
0.7222 Intermediate Similarity NPD6650 Approved
0.7212 Intermediate Similarity NPD5174 Approved
0.7212 Intermediate Similarity NPD5175 Approved
0.7196 Intermediate Similarity NPD6012 Approved
0.7196 Intermediate Similarity NPD6013 Approved
0.7196 Intermediate Similarity NPD6014 Approved
0.7188 Intermediate Similarity NPD3573 Approved
0.7184 Intermediate Similarity NPD5223 Approved
0.7172 Intermediate Similarity NPD5133 Approved
0.7157 Intermediate Similarity NPD5696 Approved
0.7156 Intermediate Similarity NPD8297 Approved
0.7156 Intermediate Similarity NPD6882 Approved
0.7143 Intermediate Similarity NPD5141 Approved
0.7128 Intermediate Similarity NPD4788 Approved
0.7103 Intermediate Similarity NPD6011 Approved
0.7083 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD3618 Phase 1
0.7075 Intermediate Similarity NPD4768 Approved
0.7075 Intermediate Similarity NPD4767 Approved
0.7064 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD4754 Approved
0.703 Intermediate Similarity NPD5210 Approved
0.703 Intermediate Similarity NPD4629 Approved
0.703 Intermediate Similarity NPD5654 Approved
0.7021 Intermediate Similarity NPD3667 Approved
0.7 Intermediate Similarity NPD6399 Phase 3
0.6961 Remote Similarity NPD4697 Phase 3
0.6961 Remote Similarity NPD5222 Approved
0.6961 Remote Similarity NPD5221 Approved
0.6961 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6944 Remote Similarity NPD5128 Approved
0.6944 Remote Similarity NPD4730 Approved
0.6944 Remote Similarity NPD4729 Approved
0.6932 Remote Similarity NPD4747 Approved
0.69 Remote Similarity NPD5281 Approved
0.69 Remote Similarity NPD5284 Approved
0.6893 Remote Similarity NPD5173 Approved
0.6889 Remote Similarity NPD5733 Approved
0.6882 Remote Similarity NPD4195 Approved
0.6875 Remote Similarity NPD3668 Phase 3
0.6847 Remote Similarity NPD6053 Discontinued
0.6818 Remote Similarity NPD5251 Approved
0.6818 Remote Similarity NPD5249 Phase 3
0.6818 Remote Similarity NPD5248 Approved
0.6818 Remote Similarity NPD4634 Approved
0.6818 Remote Similarity NPD5250 Approved
0.6818 Remote Similarity NPD5247 Approved
0.6818 Remote Similarity NPD4137 Phase 3
0.6814 Remote Similarity NPD6274 Approved
0.68 Remote Similarity NPD4096 Approved
0.6783 Remote Similarity NPD7101 Approved
0.6783 Remote Similarity NPD7100 Approved
0.6768 Remote Similarity NPD4518 Approved
0.6757 Remote Similarity NPD5217 Approved
0.6757 Remote Similarity NPD5215 Approved
0.6757 Remote Similarity NPD5216 Approved
0.6754 Remote Similarity NPD7115 Discovery
0.6742 Remote Similarity NPD4691 Approved
0.6735 Remote Similarity NPD5279 Phase 3
0.6729 Remote Similarity NPD6052 Approved
0.6724 Remote Similarity NPD6054 Approved
0.6724 Remote Similarity NPD6059 Approved
0.6703 Remote Similarity NPD4687 Approved
0.6696 Remote Similarity NPD6335 Approved
0.6695 Remote Similarity NPD7604 Phase 2
0.6667 Remote Similarity NPD5169 Approved
0.6667 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5135 Approved
0.6667 Remote Similarity NPD6908 Approved
0.6667 Remote Similarity NPD5276 Approved
0.6667 Remote Similarity NPD6909 Approved
0.6637 Remote Similarity NPD4632 Approved
0.6632 Remote Similarity NPD4748 Discontinued
0.6632 Remote Similarity NPD4695 Discontinued
0.661 Remote Similarity NPD6370 Approved
0.6609 Remote Similarity NPD6317 Approved
0.6607 Remote Similarity NPD5127 Approved
0.6602 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6602 Remote Similarity NPD7900 Approved
0.6602 Remote Similarity NPD7748 Approved
0.6581 Remote Similarity NPD6319 Approved
0.6552 Remote Similarity NPD6313 Approved
0.6552 Remote Similarity NPD6314 Approved
0.6552 Remote Similarity NPD7341 Phase 2
0.6545 Remote Similarity NPD6614 Approved
0.6545 Remote Similarity NPD6412 Phase 2
0.6525 Remote Similarity NPD6015 Approved
0.6525 Remote Similarity NPD6016 Approved
0.6522 Remote Similarity NPD4785 Approved
0.6522 Remote Similarity NPD4784 Approved
0.6522 Remote Similarity NPD4058 Approved
0.6517 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6517 Remote Similarity NPD5360 Phase 3
0.65 Remote Similarity NPD7492 Approved
0.6484 Remote Similarity NPD5777 Approved
0.6484 Remote Similarity NPD4243 Approved
0.6471 Remote Similarity NPD5988 Approved
0.6466 Remote Similarity NPD6009 Approved
0.6452 Remote Similarity NPD3702 Approved
0.6446 Remote Similarity NPD6616 Approved
0.6435 Remote Similarity NPD5167 Approved
0.6415 Remote Similarity NPD7902 Approved
0.6408 Remote Similarity NPD7515 Phase 2
0.64 Remote Similarity NPD4519 Discontinued
0.64 Remote Similarity NPD4623 Approved
0.6393 Remote Similarity NPD7078 Approved
0.6393 Remote Similarity NPD8293 Discontinued
0.6387 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6387 Remote Similarity NPD5983 Phase 2
0.6383 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6379 Remote Similarity NPD6868 Approved
0.6373 Remote Similarity NPD6051 Approved
0.6373 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6355 Remote Similarity NPD7638 Approved
0.6341 Remote Similarity NPD7736 Approved
0.6339 Remote Similarity NPD5168 Approved
0.6333 Remote Similarity NPD3621 Clinical (unspecified phase)
0.633 Remote Similarity NPD5091 Approved
0.6311 Remote Similarity NPD6336 Discontinued
0.6304 Remote Similarity NPD4808 Clinical (unspecified phase)

  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