Structure

Physi-Chem Properties

Molecular Weight:  372.27
Volume:  419.736
LogP:  6.084
LogD:  4.981
LogS:  -5.186
# Rotatable Bonds:  5
TPSA:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.452
Synthetic Accessibility Score:  4.792
Fsp3:  0.667
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.684
MDCK Permeability:  1.4269740859162994e-05
Pgp-inhibitor:  0.594
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.995
30% Bioavailability (F30%):  0.902

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.388
Plasma Protein Binding (PPB):  94.395751953125%
Volume Distribution (VD):  2.397
Pgp-substrate:  5.69403600692749%

ADMET: Metabolism

CYP1A2-inhibitor:  0.082
CYP1A2-substrate:  0.702
CYP2C19-inhibitor:  0.834
CYP2C19-substrate:  0.935
CYP2C9-inhibitor:  0.828
CYP2C9-substrate:  0.293
CYP2D6-inhibitor:  0.327
CYP2D6-substrate:  0.051
CYP3A4-inhibitor:  0.852
CYP3A4-substrate:  0.849

ADMET: Excretion

Clearance (CL):  12.126
Half-life (T1/2):  0.06

ADMET: Toxicity

hERG Blockers:  0.0
Human Hepatotoxicity (H-HT):  0.902
Drug-inuced Liver Injury (DILI):  0.706
AMES Toxicity:  0.017
Rat Oral Acute Toxicity:  0.545
Maximum Recommended Daily Dose:  0.018
Skin Sensitization:  0.055
Carcinogencity:  0.938
Eye Corrosion:  0.004
Eye Irritation:  0.052
Respiratory Toxicity:  0.978

Download Data

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

  Natural Product: NPC478247

Natural Product ID:  NPC478247
Common Name*:   Frutescone Q
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  RMSJCOLIKYKGJS-UXLKHQMWSA-N
Standard InCHI:  InChI=1S/C25H38O3/c1-9-17(4)11-10-12-19-13-14-25(20(15-19)16(2)3)21(26)18(5)22(28-8)24(6,7)23(25)27/h11,13,16,20H,9-10,12,14-15H2,1-8H3/b17-11-/t20-,25-/m0/s1
SMILES:  CC/C(C)=CCCC1=CC[C@@]2(C(=O)C(C)=C(OC)C(C)(C)C2=O)[C@H](C(C)C)C1
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 NPC478247 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 NPC478246
0.8659 High Similarity NPC38885
0.8608 High Similarity NPC472684
0.8608 High Similarity NPC44963
0.8375 Intermediate Similarity NPC474085
0.8375 Intermediate Similarity NPC189237
0.8228 Intermediate Similarity NPC469996
0.814 Intermediate Similarity NPC213636
0.814 Intermediate Similarity NPC280592
0.814 Intermediate Similarity NPC253177
0.8125 Intermediate Similarity NPC28319
0.8101 Intermediate Similarity NPC472300
0.8095 Intermediate Similarity NPC477478
0.8095 Intermediate Similarity NPC470345
0.8095 Intermediate Similarity NPC477479
0.8046 Intermediate Similarity NPC296114
0.8046 Intermediate Similarity NPC471329
0.7976 Intermediate Similarity NPC133652
0.7976 Intermediate Similarity NPC263997
0.7976 Intermediate Similarity NPC132228
0.7976 Intermediate Similarity NPC8518
0.7949 Intermediate Similarity NPC306928
0.7927 Intermediate Similarity NPC478262
0.7927 Intermediate Similarity NPC116797
0.7907 Intermediate Similarity NPC143025
0.7907 Intermediate Similarity NPC478261
0.7907 Intermediate Similarity NPC478259
0.7907 Intermediate Similarity NPC478260
0.7889 Intermediate Similarity NPC21681
0.7889 Intermediate Similarity NPC472734
0.7889 Intermediate Similarity NPC472675
0.7889 Intermediate Similarity NPC472733
0.7882 Intermediate Similarity NPC470346
0.7838 Intermediate Similarity NPC251118
0.7805 Intermediate Similarity NPC2482
0.7805 Intermediate Similarity NPC108955
0.7802 Intermediate Similarity NPC472731
0.7802 Intermediate Similarity NPC472732
0.7802 Intermediate Similarity NPC27105
0.7778 Intermediate Similarity NPC275494
0.7778 Intermediate Similarity NPC74410
0.7778 Intermediate Similarity NPC471409
0.7778 Intermediate Similarity NPC189485
0.7765 Intermediate Similarity NPC241512
0.7765 Intermediate Similarity NPC6185
0.775 Intermediate Similarity NPC899
0.775 Intermediate Similarity NPC470525
0.7738 Intermediate Similarity NPC53733
0.7717 Intermediate Similarity NPC472730
0.7717 Intermediate Similarity NPC99657
0.7717 Intermediate Similarity NPC203388
0.7717 Intermediate Similarity NPC472687
0.7717 Intermediate Similarity NPC177680
0.7717 Intermediate Similarity NPC472729
0.7717 Intermediate Similarity NPC471330
0.7717 Intermediate Similarity NPC153776
0.7717 Intermediate Similarity NPC471331
0.7711 Intermediate Similarity NPC55869
0.7711 Intermediate Similarity NPC149237
0.7683 Intermediate Similarity NPC476177
0.7662 Intermediate Similarity NPC256846
0.7654 Intermediate Similarity NPC283087
0.7647 Intermediate Similarity NPC473246
0.7634 Intermediate Similarity NPC472728
0.7634 Intermediate Similarity NPC472727
0.7619 Intermediate Similarity NPC129080
0.7619 Intermediate Similarity NPC321289
0.7619 Intermediate Similarity NPC103486
0.7619 Intermediate Similarity NPC477270
0.7619 Intermediate Similarity NPC327969
0.7619 Intermediate Similarity NPC477271
0.7619 Intermediate Similarity NPC470813
0.7619 Intermediate Similarity NPC477269
0.7614 Intermediate Similarity NPC472676
0.7614 Intermediate Similarity NPC472688
0.759 Intermediate Similarity NPC267517
0.7582 Intermediate Similarity NPC777
0.7561 Intermediate Similarity NPC23778
0.7561 Intermediate Similarity NPC30321
0.7561 Intermediate Similarity NPC321514
0.7561 Intermediate Similarity NPC4827
0.7561 Intermediate Similarity NPC62336
0.7558 Intermediate Similarity NPC478245
0.7558 Intermediate Similarity NPC469948
0.7532 Intermediate Similarity NPC260474
0.7532 Intermediate Similarity NPC87141
0.7532 Intermediate Similarity NPC188292
0.7531 Intermediate Similarity NPC263582
0.7531 Intermediate Similarity NPC180886
0.7531 Intermediate Similarity NPC40353
0.7531 Intermediate Similarity NPC92080
0.7528 Intermediate Similarity NPC223093
0.75 Intermediate Similarity NPC225515
0.75 Intermediate Similarity NPC471898
0.75 Intermediate Similarity NPC477372
0.75 Intermediate Similarity NPC470524
0.75 Intermediate Similarity NPC53454
0.75 Intermediate Similarity NPC166797
0.75 Intermediate Similarity NPC474353
0.75 Intermediate Similarity NPC278459
0.75 Intermediate Similarity NPC121984
0.75 Intermediate Similarity NPC476988
0.7473 Intermediate Similarity NPC114162
0.7473 Intermediate Similarity NPC469819
0.7471 Intermediate Similarity NPC229717
0.7471 Intermediate Similarity NPC195640
0.7471 Intermediate Similarity NPC220478
0.7471 Intermediate Similarity NPC194417
0.7468 Intermediate Similarity NPC474539
0.7442 Intermediate Similarity NPC120158
0.7442 Intermediate Similarity NPC476412
0.7442 Intermediate Similarity NPC214043
0.7442 Intermediate Similarity NPC85774
0.7442 Intermediate Similarity NPC320801
0.7442 Intermediate Similarity NPC475193
0.7439 Intermediate Similarity NPC266193
0.7439 Intermediate Similarity NPC197659
0.7439 Intermediate Similarity NPC257666
0.7439 Intermediate Similarity NPC165711
0.7436 Intermediate Similarity NPC469914
0.7432 Intermediate Similarity NPC60565
0.7416 Intermediate Similarity NPC275740
0.7416 Intermediate Similarity NPC280833
0.7416 Intermediate Similarity NPC284561
0.7416 Intermediate Similarity NPC469546
0.7416 Intermediate Similarity NPC86319
0.7412 Intermediate Similarity NPC163236
0.7412 Intermediate Similarity NPC70479
0.7412 Intermediate Similarity NPC240302
0.7412 Intermediate Similarity NPC100297
0.7407 Intermediate Similarity NPC114236
0.7407 Intermediate Similarity NPC65650
0.7391 Intermediate Similarity NPC31021
0.7386 Intermediate Similarity NPC476079
0.7386 Intermediate Similarity NPC471728
0.7386 Intermediate Similarity NPC113370
0.7386 Intermediate Similarity NPC470523
0.7386 Intermediate Similarity NPC103743
0.7381 Intermediate Similarity NPC26139
0.7381 Intermediate Similarity NPC45495
0.7381 Intermediate Similarity NPC279667
0.7381 Intermediate Similarity NPC476809
0.7363 Intermediate Similarity NPC474807
0.7363 Intermediate Similarity NPC263780
0.7356 Intermediate Similarity NPC2709
0.7356 Intermediate Similarity NPC189311
0.7356 Intermediate Similarity NPC474853
0.7356 Intermediate Similarity NPC179006
0.7356 Intermediate Similarity NPC470048
0.7356 Intermediate Similarity NPC474537
0.7356 Intermediate Similarity NPC474680
0.7356 Intermediate Similarity NPC323765
0.7349 Intermediate Similarity NPC178852
0.7349 Intermediate Similarity NPC207772
0.734 Intermediate Similarity NPC147954
0.7333 Intermediate Similarity NPC113393
0.7333 Intermediate Similarity NPC288253
0.7326 Intermediate Similarity NPC193198
0.7326 Intermediate Similarity NPC470047
0.7326 Intermediate Similarity NPC64600
0.7326 Intermediate Similarity NPC271784
0.7326 Intermediate Similarity NPC49019
0.7326 Intermediate Similarity NPC477373
0.7326 Intermediate Similarity NPC470046
0.7317 Intermediate Similarity NPC26504
0.7308 Intermediate Similarity NPC155198
0.7308 Intermediate Similarity NPC310992
0.7303 Intermediate Similarity NPC471724
0.7303 Intermediate Similarity NPC131470
0.7303 Intermediate Similarity NPC472302
0.7303 Intermediate Similarity NPC471722
0.7303 Intermediate Similarity NPC307298
0.7303 Intermediate Similarity NPC72397
0.7303 Intermediate Similarity NPC318578
0.7303 Intermediate Similarity NPC474854
0.7303 Intermediate Similarity NPC143767
0.7297 Intermediate Similarity NPC127582
0.7294 Intermediate Similarity NPC282293
0.7294 Intermediate Similarity NPC473217
0.7294 Intermediate Similarity NPC475665
0.7294 Intermediate Similarity NPC3915
0.7294 Intermediate Similarity NPC14151
0.7294 Intermediate Similarity NPC201912
0.7294 Intermediate Similarity NPC99308
0.7294 Intermediate Similarity NPC38350
0.7294 Intermediate Similarity NPC474955
0.7294 Intermediate Similarity NPC327002
0.7284 Intermediate Similarity NPC167049
0.7284 Intermediate Similarity NPC469691
0.7284 Intermediate Similarity NPC301065
0.7273 Intermediate Similarity NPC118648
0.7273 Intermediate Similarity NPC470955
0.7273 Intermediate Similarity NPC31564
0.7273 Intermediate Similarity NPC474778
0.7273 Intermediate Similarity NPC474732
0.7273 Intermediate Similarity NPC222613
0.7273 Intermediate Similarity NPC474733
0.7273 Intermediate Similarity NPC327115
0.7273 Intermediate Similarity NPC475022
0.7273 Intermediate Similarity NPC72133

  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 NPC478247 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
0.7471 Intermediate Similarity NPD6684 Approved
0.7471 Intermediate Similarity NPD7521 Approved
0.7471 Intermediate Similarity NPD7334 Approved
0.7471 Intermediate Similarity NPD5330 Approved
0.7471 Intermediate Similarity NPD7146 Approved
0.7471 Intermediate Similarity NPD6409 Approved
0.7381 Intermediate Similarity NPD4695 Discontinued
0.7303 Intermediate Similarity NPD6903 Approved
0.7303 Intermediate Similarity NPD6672 Approved
0.7303 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD5737 Approved
0.7284 Intermediate Similarity NPD5733 Approved
0.7273 Intermediate Similarity NPD7331 Phase 2
0.7241 Intermediate Similarity NPD3666 Approved
0.7241 Intermediate Similarity NPD3665 Phase 1
0.7241 Intermediate Similarity NPD3133 Approved
0.7222 Intermediate Similarity NPD5328 Approved
0.7215 Intermediate Similarity NPD4137 Phase 3
0.7209 Intermediate Similarity NPD4221 Approved
0.7209 Intermediate Similarity NPD4223 Phase 3
0.7191 Intermediate Similarity NPD3573 Approved
0.7159 Intermediate Similarity NPD5329 Approved
0.7143 Intermediate Similarity NPD3617 Approved
0.7143 Intermediate Similarity NPD7341 Phase 2
0.7125 Intermediate Similarity NPD4691 Approved
0.7125 Intermediate Similarity NPD4747 Approved
0.7079 Intermediate Similarity NPD5280 Approved
0.7079 Intermediate Similarity NPD3618 Phase 1
0.7079 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD5690 Phase 2
0.7079 Intermediate Similarity NPD5279 Phase 3
0.7079 Intermediate Similarity NPD4694 Approved
0.7073 Intermediate Similarity NPD4687 Approved
0.7065 Intermediate Similarity NPD6079 Approved
0.7065 Intermediate Similarity NPD6050 Approved
0.7051 Intermediate Similarity NPD6108 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD4786 Approved
0.7045 Intermediate Similarity NPD4197 Approved
0.7037 Intermediate Similarity NPD5276 Approved
0.7033 Intermediate Similarity NPD6904 Approved
0.7033 Intermediate Similarity NPD6080 Approved
0.7033 Intermediate Similarity NPD6673 Approved
0.7033 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD3667 Approved
0.6957 Remote Similarity NPD5207 Approved
0.6957 Remote Similarity NPD5692 Phase 3
0.6947 Remote Similarity NPD7732 Phase 3
0.6923 Remote Similarity NPD5208 Approved
0.6915 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6915 Remote Similarity NPD7900 Approved
0.6915 Remote Similarity NPD7748 Approved
0.6889 Remote Similarity NPD5205 Approved
0.6889 Remote Similarity NPD4519 Discontinued
0.6889 Remote Similarity NPD4688 Approved
0.6889 Remote Similarity NPD4693 Phase 3
0.6889 Remote Similarity NPD6098 Approved
0.6889 Remote Similarity NPD4138 Approved
0.6889 Remote Similarity NPD4689 Approved
0.6889 Remote Similarity NPD4623 Approved
0.6889 Remote Similarity NPD4690 Approved
0.6882 Remote Similarity NPD7515 Phase 2
0.6882 Remote Similarity NPD5694 Approved
0.6882 Remote Similarity NPD6411 Approved
0.6867 Remote Similarity NPD4058 Approved
0.6854 Remote Similarity NPD3668 Phase 3
0.6848 Remote Similarity NPD4753 Phase 2
0.6842 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5695 Phase 3
0.6818 Remote Similarity NPD4752 Clinical (unspecified phase)
0.68 Remote Similarity NPD287 Approved
0.6778 Remote Similarity NPD1694 Approved
0.6737 Remote Similarity NPD5282 Discontinued
0.6702 Remote Similarity NPD5284 Approved
0.6702 Remote Similarity NPD5693 Phase 1
0.6702 Remote Similarity NPD5281 Approved
0.6701 Remote Similarity NPD7902 Approved
0.6701 Remote Similarity NPD6083 Phase 2
0.6701 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6101 Approved
0.6667 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6632 Remote Similarity NPD4202 Approved
0.6632 Remote Similarity NPD6399 Phase 3
0.6598 Remote Similarity NPD5221 Approved
0.6598 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6598 Remote Similarity NPD7614 Phase 1
0.6598 Remote Similarity NPD5222 Approved
0.6598 Remote Similarity NPD4697 Phase 3
0.6596 Remote Similarity NPD4096 Approved
0.6562 Remote Similarity NPD6001 Approved
0.6559 Remote Similarity NPD4518 Approved
0.6556 Remote Similarity NPD4788 Approved
0.6531 Remote Similarity NPD5173 Approved
0.6531 Remote Similarity NPD4755 Approved
0.6517 Remote Similarity NPD4139 Approved
0.6517 Remote Similarity NPD8028 Phase 2
0.6517 Remote Similarity NPD4692 Approved
0.6495 Remote Similarity NPD5654 Approved
0.6495 Remote Similarity NPD5210 Approved
0.6495 Remote Similarity NPD4629 Approved
0.6477 Remote Similarity NPD4195 Approved
0.6465 Remote Similarity NPD5696 Approved
0.6458 Remote Similarity NPD5778 Approved
0.6458 Remote Similarity NPD5779 Approved
0.6458 Remote Similarity NPD5133 Approved
0.6444 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6408 Remote Similarity NPD6402 Approved
0.6408 Remote Similarity NPD7128 Approved
0.6408 Remote Similarity NPD5739 Approved
0.6408 Remote Similarity NPD6675 Approved
0.6404 Remote Similarity NPD8259 Clinical (unspecified phase)
0.64 Remote Similarity NPD5285 Approved
0.64 Remote Similarity NPD4700 Approved
0.64 Remote Similarity NPD4696 Approved
0.64 Remote Similarity NPD5286 Approved
0.6395 Remote Similarity NPD8039 Approved
0.6374 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5959 Approved
0.6337 Remote Similarity NPD5223 Approved
0.6286 Remote Similarity NPD6881 Approved
0.6286 Remote Similarity NPD7320 Approved
0.6286 Remote Similarity NPD6899 Approved
0.6275 Remote Similarity NPD5225 Approved
0.6275 Remote Similarity NPD4633 Approved
0.6275 Remote Similarity NPD5211 Phase 2
0.6275 Remote Similarity NPD5224 Approved
0.6275 Remote Similarity NPD5226 Approved
0.625 Remote Similarity NPD2664 Clinical (unspecified phase)
0.625 Remote Similarity NPD6008 Approved
0.625 Remote Similarity NPD5785 Approved
0.6226 Remote Similarity NPD6372 Approved
0.6226 Remote Similarity NPD6373 Approved
0.622 Remote Similarity NPD3704 Approved
0.6214 Remote Similarity NPD4754 Approved
0.6214 Remote Similarity NPD6052 Approved
0.6214 Remote Similarity NPD5175 Approved
0.6214 Remote Similarity NPD5174 Approved
0.619 Remote Similarity NPD6412 Phase 2
0.619 Remote Similarity NPD5697 Approved
0.619 Remote Similarity NPD5701 Approved
0.6168 Remote Similarity NPD4634 Approved
0.6168 Remote Similarity NPD7290 Approved
0.6168 Remote Similarity NPD7102 Approved
0.6168 Remote Similarity NPD6883 Approved
0.6162 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5369 Approved
0.6154 Remote Similarity NPD5141 Approved
0.6132 Remote Similarity NPD6011 Approved
0.6111 Remote Similarity NPD8130 Phase 1
0.6111 Remote Similarity NPD6649 Approved
0.6111 Remote Similarity NPD6869 Approved
0.6111 Remote Similarity NPD6617 Approved
0.6111 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6650 Approved
0.6111 Remote Similarity NPD7645 Phase 2
0.6111 Remote Similarity NPD6847 Approved
0.6095 Remote Similarity NPD4767 Approved
0.6095 Remote Similarity NPD4768 Approved
0.6087 Remote Similarity NPD5209 Approved
0.6078 Remote Similarity NPD6404 Discontinued
0.6075 Remote Similarity NPD6013 Approved
0.6075 Remote Similarity NPD6014 Approved
0.6075 Remote Similarity NPD6012 Approved
0.6067 Remote Similarity NPD4756 Discovery
0.6064 Remote Similarity NPD5363 Approved
0.6064 Remote Similarity NPD1696 Phase 3
0.6055 Remote Similarity NPD8297 Approved
0.6055 Remote Similarity NPD6882 Approved
0.6047 Remote Similarity NPD4243 Approved
0.6038 Remote Similarity NPD6614 Approved
0.6026 Remote Similarity NPD8779 Phase 3
0.6023 Remote Similarity NPD7339 Approved
0.6023 Remote Similarity NPD6942 Approved
0.6022 Remote Similarity NPD6110 Phase 1
0.6 Remote Similarity NPD5786 Approved
0.6 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5982 Remote Similarity NPD7115 Discovery
0.5981 Remote Similarity NPD4729 Approved
0.5981 Remote Similarity NPD5168 Approved
0.5981 Remote Similarity NPD5128 Approved
0.5981 Remote Similarity NPD4730 Approved
0.598 Remote Similarity NPD7638 Approved
0.5965 Remote Similarity NPD6054 Approved
0.5965 Remote Similarity NPD6059 Approved
0.5962 Remote Similarity NPD5091 Approved
0.5955 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5922 Remote Similarity NPD7639 Approved
0.5922 Remote Similarity NPD7640 Approved
0.5914 Remote Similarity NPD4270 Approved
0.5914 Remote Similarity NPD6435 Approved
0.5914 Remote Similarity NPD4269 Approved
0.5909 Remote Similarity NPD6053 Discontinued
0.5909 Remote Similarity NPD4784 Approved
0.5909 Remote Similarity NPD4785 Approved
0.5895 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5893 Remote Similarity NPD6868 Approved
0.5872 Remote Similarity NPD5250 Approved
0.5872 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5872 Remote Similarity NPD5135 Approved
0.5872 Remote Similarity NPD5169 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