Structure

Physi-Chem Properties

Molecular Weight:  234.16
Volume:  248.714
LogP:  3.793
LogD:  3.246
LogS:  -3.708
# Rotatable Bonds:  0
TPSA:  18.46
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.599
Synthetic Accessibility Score:  6.154
Fsp3:  0.867
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.399
MDCK Permeability:  4.512696250458248e-05
Pgp-inhibitor:  0.009
Pgp-substrate:  0.007
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.008
30% Bioavailability (F30%):  0.071

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.721
Plasma Protein Binding (PPB):  27.71259307861328%
Volume Distribution (VD):  1.624
Pgp-substrate:  47.75888442993164%

ADMET: Metabolism

CYP1A2-inhibitor:  0.067
CYP1A2-substrate:  0.909
CYP2C19-inhibitor:  0.096
CYP2C19-substrate:  0.846
CYP2C9-inhibitor:  0.026
CYP2C9-substrate:  0.048
CYP2D6-inhibitor:  0.014
CYP2D6-substrate:  0.176
CYP3A4-inhibitor:  0.781
CYP3A4-substrate:  0.413

ADMET: Excretion

Clearance (CL):  17.954
Half-life (T1/2):  0.128

ADMET: Toxicity

hERG Blockers:  0.268
Human Hepatotoxicity (H-HT):  0.237
Drug-inuced Liver Injury (DILI):  0.304
AMES Toxicity:  0.071
Rat Oral Acute Toxicity:  0.843
Maximum Recommended Daily Dose:  0.534
Skin Sensitization:  0.928
Carcinogencity:  0.883
Eye Corrosion:  0.96
Eye Irritation:  0.977
Respiratory Toxicity:  0.984

Download Data

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

  Natural Product: NPC323209

Natural Product ID:  NPC323209
Common Name*:   Flavalin A
IUPAC Name:   n.a.
Synonyms:   Flavalin A
Standard InCHIKey:  GTARSQGFXOXFHP-DJIVWJMOSA-N
Standard InCHI:  InChI=1S/C15H22O2/c1-9-5-4-7-15-8-6-11-12(14(9,15)3)10(2)13(16-11)17-15/h4,7,9-13H,5-6,8H2,1-3H3/t9-,10-,11-,12+,13+,14-,15+/m0/s1
SMILES:  C[C@@H]1[C@@H]2O[C@@H]3[C@@H]1[C@]1([C@@](O2)(C=CC[C@@H]1C)CC3)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1689100
PubChem CID:   51041098
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0001634] Naphthofurans

*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
NPO25211 Lemnalia flava Species Nephtheidae Eukaryota n.a. n.a. n.a. PMID[21204521]
NPO25211 Lemnalia flava Species Nephtheidae 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
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 16.9 % PMID[506466]
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 5.84 % PMID[506466]
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 30.8 % PMID[506466]
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 25.3 % PMID[506466]
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 35.1 % PMID[506466]
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 20.9 % PMID[506466]
NPT113 Cell Line RAW264.7 Mus musculus ED50 = 20.5 uM PMID[506466]
NPT113 Cell Line RAW264.7 Mus musculus ED50 = 26.5 uM PMID[506466]

☑ 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 NPC323209 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
0.8315 Intermediate Similarity NPC470819
0.8261 Intermediate Similarity NPC471372
0.8261 Intermediate Similarity NPC477970
0.8261 Intermediate Similarity NPC471362
0.8261 Intermediate Similarity NPC100892
0.8261 Intermediate Similarity NPC472189
0.8222 Intermediate Similarity NPC328935
0.8222 Intermediate Similarity NPC327183
0.8222 Intermediate Similarity NPC470817
0.8172 Intermediate Similarity NPC94905
0.8172 Intermediate Similarity NPC171598
0.8172 Intermediate Similarity NPC8954
0.8152 Intermediate Similarity NPC189513
0.8125 Intermediate Similarity NPC471482
0.8125 Intermediate Similarity NPC37207
0.8125 Intermediate Similarity NPC300399
0.8085 Intermediate Similarity NPC472188
0.8081 Intermediate Similarity NPC80210
0.8081 Intermediate Similarity NPC38376
0.8068 Intermediate Similarity NPC119001
0.8065 Intermediate Similarity NPC135224
0.8065 Intermediate Similarity NPC477969
0.8041 Intermediate Similarity NPC471450
0.8041 Intermediate Similarity NPC471887
0.8041 Intermediate Similarity NPC471885
0.8041 Intermediate Similarity NPC471886
0.8041 Intermediate Similarity NPC471888
0.8 Intermediate Similarity NPC221110
0.8 Intermediate Similarity NPC285253
0.8 Intermediate Similarity NPC472186
0.8 Intermediate Similarity NPC471366
0.8 Intermediate Similarity NPC318917
0.8 Intermediate Similarity NPC195116
0.8 Intermediate Similarity NPC476800
0.8 Intermediate Similarity NPC180459
0.7979 Intermediate Similarity NPC73858
0.7938 Intermediate Similarity NPC471889
0.7931 Intermediate Similarity NPC122945
0.7931 Intermediate Similarity NPC109938
0.7917 Intermediate Similarity NPC473204
0.7917 Intermediate Similarity NPC472187
0.7917 Intermediate Similarity NPC473545
0.7907 Intermediate Similarity NPC206062
0.7849 Intermediate Similarity NPC91654
0.7849 Intermediate Similarity NPC474792
0.7849 Intermediate Similarity NPC67398
0.7843 Intermediate Similarity NPC110494
0.7843 Intermediate Similarity NPC157474
0.7822 Intermediate Similarity NPC473328
0.7822 Intermediate Similarity NPC28844
0.7822 Intermediate Similarity NPC473318
0.7812 Intermediate Similarity NPC312325
0.7767 Intermediate Similarity NPC473125
0.7767 Intermediate Similarity NPC476305
0.7766 Intermediate Similarity NPC88507
0.7755 Intermediate Similarity NPC471363
0.7755 Intermediate Similarity NPC238397
0.7745 Intermediate Similarity NPC103627
0.7745 Intermediate Similarity NPC170974
0.7745 Intermediate Similarity NPC65155
0.7745 Intermediate Similarity NPC191439
0.7742 Intermediate Similarity NPC324157
0.7732 Intermediate Similarity NPC477968
0.7732 Intermediate Similarity NPC477971
0.7732 Intermediate Similarity NPC161527
0.7732 Intermediate Similarity NPC20113
0.7732 Intermediate Similarity NPC477972
0.7732 Intermediate Similarity NPC228251
0.7732 Intermediate Similarity NPC219285
0.7708 Intermediate Similarity NPC26307
0.7708 Intermediate Similarity NPC240372
0.7692 Intermediate Similarity NPC44298
0.7692 Intermediate Similarity NPC49413
0.7692 Intermediate Similarity NPC473128
0.7692 Intermediate Similarity NPC290608
0.7692 Intermediate Similarity NPC40133
0.7677 Intermediate Similarity NPC127933
0.7677 Intermediate Similarity NPC7644
0.7677 Intermediate Similarity NPC134270
0.7677 Intermediate Similarity NPC7613
0.7677 Intermediate Similarity NPC475889
0.767 Intermediate Similarity NPC65034
0.767 Intermediate Similarity NPC208189
0.7634 Intermediate Similarity NPC474249
0.7634 Intermediate Similarity NPC261990
0.7624 Intermediate Similarity NPC33053
0.7604 Intermediate Similarity NPC311166
0.7604 Intermediate Similarity NPC90583
0.76 Intermediate Similarity NPC473207
0.76 Intermediate Similarity NPC470321
0.76 Intermediate Similarity NPC264867
0.76 Intermediate Similarity NPC81567
0.76 Intermediate Similarity NPC201880
0.7596 Intermediate Similarity NPC231797
0.7586 Intermediate Similarity NPC17550
0.7582 Intermediate Similarity NPC471368
0.7582 Intermediate Similarity NPC471369
0.7579 Intermediate Similarity NPC305160
0.7576 Intermediate Similarity NPC150463
0.7556 Intermediate Similarity NPC46320
0.7553 Intermediate Similarity NPC302584
0.7551 Intermediate Similarity NPC324841
0.7527 Intermediate Similarity NPC293044
0.7527 Intermediate Similarity NPC477917
0.7526 Intermediate Similarity NPC125551
0.7526 Intermediate Similarity NPC96597
0.7526 Intermediate Similarity NPC98112
0.7526 Intermediate Similarity NPC309503
0.7526 Intermediate Similarity NPC239547
0.7526 Intermediate Similarity NPC91197
0.7526 Intermediate Similarity NPC155319
0.7525 Intermediate Similarity NPC252296
0.7525 Intermediate Similarity NPC172867
0.75 Intermediate Similarity NPC473124
0.75 Intermediate Similarity NPC473123
0.75 Intermediate Similarity NPC120009
0.7476 Intermediate Similarity NPC250089
0.7476 Intermediate Similarity NPC157530
0.7476 Intermediate Similarity NPC14630
0.7475 Intermediate Similarity NPC21568
0.7475 Intermediate Similarity NPC285231
0.7475 Intermediate Similarity NPC280991
0.7474 Intermediate Similarity NPC27531
0.7451 Intermediate Similarity NPC109376
0.7451 Intermediate Similarity NPC184512
0.7451 Intermediate Similarity NPC88013
0.7451 Intermediate Similarity NPC125423
0.7449 Intermediate Similarity NPC216260
0.7449 Intermediate Similarity NPC5358
0.7447 Intermediate Similarity NPC92885
0.7447 Intermediate Similarity NPC476226
0.7447 Intermediate Similarity NPC77796
0.7429 Intermediate Similarity NPC473567
0.7429 Intermediate Similarity NPC216595
0.7426 Intermediate Similarity NPC473127
0.7426 Intermediate Similarity NPC93352
0.7426 Intermediate Similarity NPC222161
0.7426 Intermediate Similarity NPC110656
0.7426 Intermediate Similarity NPC203354
0.7423 Intermediate Similarity NPC194132
0.7419 Intermediate Similarity NPC106332
0.7407 Intermediate Similarity NPC327815
0.7396 Intermediate Similarity NPC72817
0.7396 Intermediate Similarity NPC477927
0.7396 Intermediate Similarity NPC144202
0.7396 Intermediate Similarity NPC477722
0.7391 Intermediate Similarity NPC118266
0.7391 Intermediate Similarity NPC173917
0.7379 Intermediate Similarity NPC470024
0.7379 Intermediate Similarity NPC135015
0.7379 Intermediate Similarity NPC224660
0.7379 Intermediate Similarity NPC311223
0.7379 Intermediate Similarity NPC48548
0.7379 Intermediate Similarity NPC217921
0.7379 Intermediate Similarity NPC128795
0.7374 Intermediate Similarity NPC64348
0.7374 Intermediate Similarity NPC324598
0.7368 Intermediate Similarity NPC289361
0.7368 Intermediate Similarity NPC94127
0.7363 Intermediate Similarity NPC471367
0.7356 Intermediate Similarity NPC470750
0.7353 Intermediate Similarity NPC82251
0.7353 Intermediate Similarity NPC218158
0.7353 Intermediate Similarity NPC239961
0.734 Intermediate Similarity NPC473058
0.7333 Intermediate Similarity NPC259858
0.7308 Intermediate Similarity NPC40728
0.7308 Intermediate Similarity NPC472901
0.7308 Intermediate Similarity NPC112457
0.7308 Intermediate Similarity NPC316974
0.7303 Intermediate Similarity NPC469802
0.73 Intermediate Similarity NPC198992
0.73 Intermediate Similarity NPC176406
0.7292 Intermediate Similarity NPC7349
0.7283 Intermediate Similarity NPC472442
0.7283 Intermediate Similarity NPC300985
0.7282 Intermediate Similarity NPC281939
0.7264 Intermediate Similarity NPC475354
0.7263 Intermediate Similarity NPC159876
0.7263 Intermediate Similarity NPC295668
0.7255 Intermediate Similarity NPC75608
0.7255 Intermediate Similarity NPC194941
0.7255 Intermediate Similarity NPC473068
0.7245 Intermediate Similarity NPC165632
0.7238 Intermediate Similarity NPC119550
0.7238 Intermediate Similarity NPC316708
0.7228 Intermediate Similarity NPC470571
0.7228 Intermediate Similarity NPC121423
0.7228 Intermediate Similarity NPC214277
0.7216 Intermediate Similarity NPC140277
0.7216 Intermediate Similarity NPC105490
0.7216 Intermediate Similarity NPC178949
0.7216 Intermediate Similarity NPC96736
0.7212 Intermediate Similarity NPC235824
0.7212 Intermediate Similarity NPC472896
0.7212 Intermediate Similarity NPC472897
0.72 Intermediate Similarity NPC16601
0.7196 Intermediate Similarity NPC75167
0.7196 Intermediate Similarity NPC311592
0.7188 Intermediate Similarity NPC78594

  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 NPC323209 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
0.6937 Remote Similarity NPD7328 Approved
0.6937 Remote Similarity NPD7327 Approved
0.6875 Remote Similarity NPD7516 Approved
0.6754 Remote Similarity NPD7503 Approved
0.6729 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD8377 Approved
0.6667 Remote Similarity NPD8294 Approved
0.6609 Remote Similarity NPD8033 Approved
0.6609 Remote Similarity NPD8378 Approved
0.6609 Remote Similarity NPD8296 Approved
0.6609 Remote Similarity NPD8380 Approved
0.6609 Remote Similarity NPD8335 Approved
0.6609 Remote Similarity NPD8379 Approved
0.6602 Remote Similarity NPD7638 Approved
0.6562 Remote Similarity NPD1694 Approved
0.6538 Remote Similarity NPD7640 Approved
0.6538 Remote Similarity NPD7639 Approved
0.6465 Remote Similarity NPD6051 Approved
0.6387 Remote Similarity NPD7507 Approved
0.6383 Remote Similarity NPD7525 Registered
0.633 Remote Similarity NPD5954 Clinical (unspecified phase)
0.633 Remote Similarity NPD6412 Phase 2
0.6292 Remote Similarity NPD2686 Approved
0.6292 Remote Similarity NPD2687 Approved
0.6292 Remote Similarity NPD2254 Approved
0.6277 Remote Similarity NPD7645 Phase 2
0.6271 Remote Similarity NPD6370 Approved
0.6263 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6239 Remote Similarity NPD6008 Approved
0.6238 Remote Similarity NPD3168 Discontinued
0.623 Remote Similarity NPD7319 Approved
0.6226 Remote Similarity NPD6648 Approved
0.6216 Remote Similarity NPD4061 Clinical (unspecified phase)
0.619 Remote Similarity NPD1145 Discontinued
0.6186 Remote Similarity NPD8513 Phase 3
0.6186 Remote Similarity NPD8515 Approved
0.6186 Remote Similarity NPD8516 Approved
0.6186 Remote Similarity NPD8517 Approved
0.6168 Remote Similarity NPD5344 Discontinued
0.6161 Remote Similarity NPD5955 Clinical (unspecified phase)
0.614 Remote Similarity NPD8133 Approved
0.6132 Remote Similarity NPD4225 Approved
0.6129 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6122 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6102 Remote Similarity NPD6054 Approved
0.61 Remote Similarity NPD3573 Approved
0.6087 Remote Similarity NPD1810 Approved
0.6087 Remote Similarity NPD1811 Approved
0.6082 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6071 Remote Similarity NPD8132 Clinical (unspecified phase)
0.605 Remote Similarity NPD6016 Approved
0.605 Remote Similarity NPD6015 Approved
0.6042 Remote Similarity NPD6928 Phase 2
0.6022 Remote Similarity NPD6942 Approved
0.6022 Remote Similarity NPD7339 Approved
0.6022 Remote Similarity NPD8264 Approved
0.602 Remote Similarity NPD6695 Phase 3
0.6016 Remote Similarity NPD7736 Approved
0.6 Remote Similarity NPD5988 Approved
0.5983 Remote Similarity NPD6009 Approved
0.5982 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5966 Remote Similarity NPD6059 Approved
0.5963 Remote Similarity NPD7632 Discontinued
0.596 Remote Similarity NPD6400 Clinical (unspecified phase)
0.595 Remote Similarity NPD6067 Discontinued
0.5935 Remote Similarity NPD8293 Discontinued
0.5913 Remote Similarity NPD6882 Approved
0.5905 Remote Similarity NPD7900 Approved
0.5905 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5902 Remote Similarity NPD7492 Approved
0.5876 Remote Similarity NPD7514 Phase 3
0.5876 Remote Similarity NPD7332 Phase 2
0.5876 Remote Similarity NPD6931 Approved
0.5876 Remote Similarity NPD6930 Phase 2
0.5854 Remote Similarity NPD6616 Approved
0.5842 Remote Similarity NPD7334 Approved
0.5842 Remote Similarity NPD7146 Approved
0.5842 Remote Similarity NPD3618 Phase 1
0.5842 Remote Similarity NPD6684 Approved
0.5842 Remote Similarity NPD5330 Approved
0.5842 Remote Similarity NPD7521 Approved
0.5842 Remote Similarity NPD6409 Approved
0.5833 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5826 Remote Similarity NPD8413 Clinical (unspecified phase)
0.582 Remote Similarity NPD8328 Phase 3
0.581 Remote Similarity NPD4202 Approved
0.581 Remote Similarity NPD6399 Phase 3
0.5806 Remote Similarity NPD7078 Approved
0.5784 Remote Similarity NPD7524 Approved
0.5784 Remote Similarity NPD7750 Discontinued
0.5773 Remote Similarity NPD6929 Approved
0.5758 Remote Similarity NPD3667 Approved
0.5755 Remote Similarity NPD7748 Approved
0.5752 Remote Similarity NPD5697 Approved
0.5747 Remote Similarity NPD368 Approved
0.5745 Remote Similarity NPD4785 Approved
0.5745 Remote Similarity NPD4784 Approved
0.5745 Remote Similarity NPD6924 Approved
0.5745 Remote Similarity NPD6926 Approved
0.5741 Remote Similarity NPD7902 Approved
0.5729 Remote Similarity NPD6932 Approved
0.5728 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5728 Remote Similarity NPD6903 Approved
0.5727 Remote Similarity NPD4159 Approved
0.5726 Remote Similarity NPD4632 Approved
0.5714 Remote Similarity NPD4748 Discontinued
0.5714 Remote Similarity NPD7115 Discovery
0.5714 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6079 Approved
0.5714 Remote Similarity NPD5693 Phase 1
0.5714 Remote Similarity NPD7509 Discontinued
0.5702 Remote Similarity NPD6881 Approved
0.5702 Remote Similarity NPD6011 Approved
0.5702 Remote Similarity NPD6899 Approved
0.5701 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5699 Remote Similarity NPD4243 Approved
0.5684 Remote Similarity NPD8039 Approved
0.568 Remote Similarity NPD8074 Phase 3
0.5676 Remote Similarity NPD5211 Phase 2
0.5673 Remote Similarity NPD1695 Approved
0.5673 Remote Similarity NPD5328 Approved
0.567 Remote Similarity NPD7145 Approved
0.567 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5664 Remote Similarity NPD6402 Approved
0.5664 Remote Similarity NPD6675 Approved
0.5664 Remote Similarity NPD5739 Approved
0.5664 Remote Similarity NPD7128 Approved
0.566 Remote Similarity NPD8171 Discontinued
0.5657 Remote Similarity NPD1780 Approved
0.5657 Remote Similarity NPD1779 Approved
0.5657 Remote Similarity NPD6902 Approved
0.5652 Remote Similarity NPD6013 Approved
0.5652 Remote Similarity NPD6014 Approved
0.5652 Remote Similarity NPD6012 Approved
0.5644 Remote Similarity NPD3668 Phase 3
0.5644 Remote Similarity NPD4786 Approved
0.5636 Remote Similarity NPD4696 Approved
0.5636 Remote Similarity NPD5285 Approved
0.5636 Remote Similarity NPD5286 Approved
0.5635 Remote Similarity NPD6033 Approved
0.5625 Remote Similarity NPD6933 Approved
0.5619 Remote Similarity NPD5207 Approved
0.5618 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5614 Remote Similarity NPD5701 Approved
0.5612 Remote Similarity NPD4195 Approved
0.561 Remote Similarity NPD5125 Phase 3
0.561 Remote Similarity NPD5126 Approved
0.5607 Remote Similarity NPD6001 Approved
0.5607 Remote Similarity NPD5282 Discontinued
0.5603 Remote Similarity NPD7102 Approved
0.5603 Remote Similarity NPD7290 Approved
0.5603 Remote Similarity NPD6883 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