Structure

Physi-Chem Properties

Molecular Weight:  152.06
Volume:  174.62
LogP:  3.921
LogD:  3.541
LogS:  -4.633
# Rotatable Bonds:  0
TPSA:  0.0
# H-Bond Aceptor:  0
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  0

MedChem Properties

QED Drug-Likeness Score:  0.463
Synthetic Accessibility Score:  2.139
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.805
MDCK Permeability:  2.0115847291890532e-05
Pgp-inhibitor:  0.529
Pgp-substrate:  0.042
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.012
30% Bioavailability (F30%):  0.01

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.635
Plasma Protein Binding (PPB):  97.00505828857422%
Volume Distribution (VD):  0.99
Pgp-substrate:  2.2394754886627197%

ADMET: Metabolism

CYP1A2-inhibitor:  0.991
CYP1A2-substrate:  0.892
CYP2C19-inhibitor:  0.748
CYP2C19-substrate:  0.412
CYP2C9-inhibitor:  0.492
CYP2C9-substrate:  0.907
CYP2D6-inhibitor:  0.659
CYP2D6-substrate:  0.942
CYP3A4-inhibitor:  0.239
CYP3A4-substrate:  0.189

ADMET: Excretion

Clearance (CL):  9.074
Half-life (T1/2):  0.409

ADMET: Toxicity

hERG Blockers:  0.1
Human Hepatotoxicity (H-HT):  0.686
Drug-inuced Liver Injury (DILI):  0.441
AMES Toxicity:  0.952
Rat Oral Acute Toxicity:  0.149
Maximum Recommended Daily Dose:  0.206
Skin Sensitization:  0.955
Carcinogencity:  0.861
Eye Corrosion:  0.145
Eye Irritation:  0.992
Respiratory Toxicity:  0.969

Download Data

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

  Natural Product: NPC251490

Natural Product ID:  NPC251490
Common Name*:   Acenaphthylene
IUPAC Name:   acenaphthylene
Synonyms:  
Standard InCHIKey:  HXGDTGSAIMULJN-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H8/c1-3-9-4-2-6-11-8-7-10(5-1)12(9)11/h1-8H
SMILES:  c1cc2cccc3C=Cc(c1)c23
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2132328
PubChem CID:   9161
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0004812] Acenaphthylenes

*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
NPO21707 Trichosanthes kirilowii Species Cucurbitaceae Eukaryota n.a. seed n.a. DOI[10.1016/S0031-9422(00)97029-8]
NPO21707 Trichosanthes kirilowii Species Cucurbitaceae Eukaryota seeds n.a. n.a. PMID[18603435]
NPO21707 Trichosanthes kirilowii Species Cucurbitaceae Eukaryota Seeds n.a. n.a. PMID[20469887]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. whole plant n.a. PMID[21428416]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[22870812]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23435948]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[25737008]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21707 Trichosanthes kirilowii Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21707 Trichosanthes kirilowii Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21707 Trichosanthes kirilowii Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21707 Trichosanthes kirilowii Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 68589.6 nM PMID[476514]
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency n.a. 61644.8 nM PubChem BioAssay data set
NPT610 Others Molecular identity unknown Potency n.a. 70794.6 nM PMID[476514]
NPT2 Others Unspecified Potency n.a. 191.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 61644.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 60075.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 61130.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 34376.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 2683.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68589.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 18997.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 67405.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 31622.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 30363.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 60582.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 75630.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 30109 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 12087.9 nM PubChem BioAssay data set

☑ 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 NPC251490 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
0.9545 High Similarity NPC246822
0.9545 High Similarity NPC213570
0.9545 High Similarity NPC139416
0.9412 High Similarity NPC1901
0.9265 High Similarity NPC226999
0.9265 High Similarity NPC87099
0.9265 High Similarity NPC1008
0.9265 High Similarity NPC135433
0.9265 High Similarity NPC280135
0.9265 High Similarity NPC39799
0.9265 High Similarity NPC158028
0.9265 High Similarity NPC193578
0.9231 High Similarity NPC291066
0.9118 High Similarity NPC263385
0.9118 High Similarity NPC72670
0.9077 High Similarity NPC113670
0.9 High Similarity NPC258492
0.9 High Similarity NPC96835
0.8923 High Similarity NPC66517
0.8923 High Similarity NPC71009
0.8873 High Similarity NPC307195
0.8769 High Similarity NPC246588
0.8767 High Similarity NPC255345
0.8696 High Similarity NPC473206
0.8676 High Similarity NPC6107
0.8676 High Similarity NPC267443
0.8592 High Similarity NPC54269
0.8529 High Similarity NPC289915
0.8529 High Similarity NPC113837
0.8514 High Similarity NPC245896
0.8514 High Similarity NPC66270
0.8507 High Similarity NPC21211
0.8485 Intermediate Similarity NPC310758
0.8485 Intermediate Similarity NPC150196
0.8485 Intermediate Similarity NPC238023
0.8462 Intermediate Similarity NPC114327
0.8462 Intermediate Similarity NPC36357
0.84 Intermediate Similarity NPC159661
0.8382 Intermediate Similarity NPC155172
0.8382 Intermediate Similarity NPC32312
0.8358 Intermediate Similarity NPC22786
0.8333 Intermediate Similarity NPC147062
0.8289 Intermediate Similarity NPC50063
0.8289 Intermediate Similarity NPC315216
0.8235 Intermediate Similarity NPC45756
0.8209 Intermediate Similarity NPC135924
0.8182 Intermediate Similarity NPC64270
0.8154 Intermediate Similarity NPC198841
0.8133 Intermediate Similarity NPC3190
0.8133 Intermediate Similarity NPC249018
0.8116 Intermediate Similarity NPC264470
0.8088 Intermediate Similarity NPC29680
0.8088 Intermediate Similarity NPC200745
0.803 Intermediate Similarity NPC300345
0.803 Intermediate Similarity NPC120441
0.803 Intermediate Similarity NPC212114
0.803 Intermediate Similarity NPC65873
0.8 Intermediate Similarity NPC149436
0.7971 Intermediate Similarity NPC88566
0.7941 Intermediate Similarity NPC54368
0.7941 Intermediate Similarity NPC210849
0.7941 Intermediate Similarity NPC248705
0.7879 Intermediate Similarity NPC269586
0.7857 Intermediate Similarity NPC198023
0.7778 Intermediate Similarity NPC22760
0.7763 Intermediate Similarity NPC110264
0.7746 Intermediate Similarity NPC36440
0.7746 Intermediate Similarity NPC178527
0.7727 Intermediate Similarity NPC277704
0.7671 Intermediate Similarity NPC297358
0.7647 Intermediate Similarity NPC8235
0.7536 Intermediate Similarity NPC169110
0.7432 Intermediate Similarity NPC5324
0.7432 Intermediate Similarity NPC200936
0.7412 Intermediate Similarity NPC199567
0.7412 Intermediate Similarity NPC325709
0.7412 Intermediate Similarity NPC418308
0.7326 Intermediate Similarity NPC277277
0.7284 Intermediate Similarity NPC242628
0.7241 Intermediate Similarity NPC103346
0.7229 Intermediate Similarity NPC133162
0.7222 Intermediate Similarity NPC50266
0.7215 Intermediate Similarity NPC9796
0.7209 Intermediate Similarity NPC113307
0.7183 Intermediate Similarity NPC45255
0.7176 Intermediate Similarity NPC60408
0.7159 Intermediate Similarity NPC128645
0.7143 Intermediate Similarity NPC212463
0.7093 Intermediate Similarity NPC267262
0.7059 Intermediate Similarity NPC148231
0.7042 Intermediate Similarity NPC147578
0.7037 Intermediate Similarity NPC272260
0.7024 Intermediate Similarity NPC267704
0.7011 Intermediate Similarity NPC298115
0.7 Intermediate Similarity NPC472880
0.7 Intermediate Similarity NPC172925
0.6951 Remote Similarity NPC164449
0.6951 Remote Similarity NPC95868
0.6951 Remote Similarity NPC184030
0.6944 Remote Similarity NPC200624
0.6932 Remote Similarity NPC26224
0.6932 Remote Similarity NPC19256
0.6889 Remote Similarity NPC289883
0.6883 Remote Similarity NPC229235
0.6867 Remote Similarity NPC12936
0.6867 Remote Similarity NPC273033
0.686 Remote Similarity NPC160339
0.686 Remote Similarity NPC307
0.6854 Remote Similarity NPC125226
0.6854 Remote Similarity NPC220596
0.6842 Remote Similarity NPC311343
0.6842 Remote Similarity NPC78954
0.6842 Remote Similarity NPC239931
0.6842 Remote Similarity NPC82770
0.6829 Remote Similarity NPC139901
0.6829 Remote Similarity NPC151405
0.6824 Remote Similarity NPC95429
0.6809 Remote Similarity NPC472879
0.6795 Remote Similarity NPC208302
0.6795 Remote Similarity NPC74458
0.679 Remote Similarity NPC298023
0.679 Remote Similarity NPC179726
0.6786 Remote Similarity NPC73637
0.6786 Remote Similarity NPC121478
0.6778 Remote Similarity NPC314690
0.6774 Remote Similarity NPC49994
0.6753 Remote Similarity NPC98880
0.6753 Remote Similarity NPC169222
0.6753 Remote Similarity NPC235059
0.6753 Remote Similarity NPC16190
0.675 Remote Similarity NPC276699
0.675 Remote Similarity NPC189371
0.6747 Remote Similarity NPC71664
0.6747 Remote Similarity NPC477703
0.6742 Remote Similarity NPC173413
0.6739 Remote Similarity NPC21959
0.6711 Remote Similarity NPC52330
0.6709 Remote Similarity NPC285679
0.6709 Remote Similarity NPC244738
0.6709 Remote Similarity NPC271437
0.6707 Remote Similarity NPC103488
0.6707 Remote Similarity NPC224544
0.6706 Remote Similarity NPC104070
0.6706 Remote Similarity NPC119677
0.6706 Remote Similarity NPC273758
0.6705 Remote Similarity NPC157778
0.6705 Remote Similarity NPC153308
0.6667 Remote Similarity NPC95289
0.6667 Remote Similarity NPC164526
0.6667 Remote Similarity NPC133461
0.6667 Remote Similarity NPC470926
0.6629 Remote Similarity NPC176858
0.6625 Remote Similarity NPC208075
0.6625 Remote Similarity NPC108218
0.6625 Remote Similarity NPC113000
0.6625 Remote Similarity NPC122327
0.6625 Remote Similarity NPC112609
0.6615 Remote Similarity NPC11150
0.6593 Remote Similarity NPC108800
0.6593 Remote Similarity NPC153885
0.6593 Remote Similarity NPC323420
0.6593 Remote Similarity NPC59677
0.6593 Remote Similarity NPC155232
0.6591 Remote Similarity NPC43945
0.6588 Remote Similarity NPC283012
0.6588 Remote Similarity NPC475199
0.6585 Remote Similarity NPC290638
0.6582 Remote Similarity NPC155429
0.6582 Remote Similarity NPC326200
0.6562 Remote Similarity NPC239854
0.6559 Remote Similarity NPC185208
0.6559 Remote Similarity NPC219573
0.6556 Remote Similarity NPC191444
0.6552 Remote Similarity NPC475710
0.6552 Remote Similarity NPC99482
0.6548 Remote Similarity NPC328178
0.6548 Remote Similarity NPC285716
0.6548 Remote Similarity NPC17408
0.6548 Remote Similarity NPC157055
0.6522 Remote Similarity NPC238219
0.6512 Remote Similarity NPC39600
0.6512 Remote Similarity NPC172984
0.6512 Remote Similarity NPC215008
0.6489 Remote Similarity NPC324602
0.6489 Remote Similarity NPC239185
0.6489 Remote Similarity NPC226041
0.6484 Remote Similarity NPC284475
0.6484 Remote Similarity NPC475059
0.6484 Remote Similarity NPC475023
0.6477 Remote Similarity NPC258046
0.6471 Remote Similarity NPC231986
0.6471 Remote Similarity NPC133050
0.6471 Remote Similarity NPC165212
0.6463 Remote Similarity NPC139658
0.6456 Remote Similarity NPC219246
0.6452 Remote Similarity NPC329430
0.6452 Remote Similarity NPC260233
0.6437 Remote Similarity NPC169016
0.6429 Remote Similarity NPC238696
0.6421 Remote Similarity NPC134882

  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 NPC251490 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
0.9077 High Similarity NPD675 Discontinued
0.7671 Intermediate Similarity NPD1673 Approved
0.7671 Intermediate Similarity NPD9497 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD3981 Approved
0.7595 Intermediate Similarity NPD3979 Approved
0.7595 Intermediate Similarity NPD3903 Approved
0.7595 Intermediate Similarity NPD3904 Approved
0.7439 Intermediate Similarity NPD4544 Approved
0.7361 Intermediate Similarity NPD173 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD4635 Approved
0.725 Intermediate Similarity NPD1475 Approved
0.7229 Intermediate Similarity NPD3427 Approved
0.7229 Intermediate Similarity NPD3429 Approved
0.716 Intermediate Similarity NPD914 Suspended
0.716 Intermediate Similarity NPD1617 Discontinued
0.7159 Intermediate Similarity NPD4407 Approved
0.7159 Intermediate Similarity NPD4408 Approved
0.7159 Intermediate Similarity NPD4405 Approved
0.7126 Intermediate Similarity NPD3344 Approved
0.7126 Intermediate Similarity NPD3346 Approved
0.7108 Intermediate Similarity NPD423 Phase 3
0.7079 Intermediate Similarity NPD4545 Approved
0.7079 Intermediate Similarity NPD4542 Approved
0.7073 Intermediate Similarity NPD3035 Approved
0.7059 Intermediate Similarity NPD4409 Approved
0.7059 Intermediate Similarity NPD4406 Approved
0.7059 Intermediate Similarity NPD3099 Discontinued
0.7013 Intermediate Similarity NPD294 Approved
0.7013 Intermediate Similarity NPD292 Approved
0.7 Intermediate Similarity NPD4147 Approved
0.7 Intermediate Similarity NPD688 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4144 Approved
0.6988 Remote Similarity NPD4169 Approved
0.6988 Remote Similarity NPD4701 Clinical (unspecified phase)
0.6988 Remote Similarity NPD4170 Approved
0.6977 Remote Similarity NPD3426 Approved
0.6977 Remote Similarity NPD3428 Approved
0.6951 Remote Similarity NPD1507 Clinical (unspecified phase)
0.6923 Remote Similarity NPD3093 Approved
0.6905 Remote Similarity NPD1185 Approved
0.6905 Remote Similarity NPD2001 Discontinued
0.6905 Remote Similarity NPD3971 Phase 1
0.6897 Remote Similarity NPD3345 Approved
0.6867 Remote Similarity NPD4027 Approved
0.6867 Remote Similarity NPD942 Approved
0.6867 Remote Similarity NPD4026 Approved
0.6848 Remote Similarity NPD5597 Approved
0.6848 Remote Similarity NPD2487 Clinical (unspecified phase)
0.6848 Remote Similarity NPD5598 Approved
0.6824 Remote Similarity NPD5178 Approved
0.6778 Remote Similarity NPD1508 Approved
0.6774 Remote Similarity NPD5832 Phase 3
0.6747 Remote Similarity NPD260 Discontinued
0.6744 Remote Similarity NPD5916 Discontinued
0.6709 Remote Similarity NPD9728 Phase 1
0.6707 Remote Similarity NPD79 Approved
0.6707 Remote Similarity NPD9563 Approved
0.6707 Remote Similarity NPD9564 Approved
0.6706 Remote Similarity NPD5288 Clinical (unspecified phase)
0.6703 Remote Similarity NPD2878 Approved
0.6703 Remote Similarity NPD3980 Approved
0.6703 Remote Similarity NPD3982 Approved
0.6667 Remote Similarity NPD4636 Approved
0.6667 Remote Similarity NPD4543 Discontinued
0.663 Remote Similarity NPD6048 Clinical (unspecified phase)
0.663 Remote Similarity NPD6049 Phase 2
0.6625 Remote Similarity NPD9588 Approved
0.6625 Remote Similarity NPD9592 Approved
0.6625 Remote Similarity NPD9591 Approved
0.6625 Remote Similarity NPD9594 Approved
0.6625 Remote Similarity NPD505 Clinical (unspecified phase)
0.6625 Remote Similarity NPD9593 Approved
0.6625 Remote Similarity NPD80 Approved
0.6625 Remote Similarity NPD9589 Approved
0.6625 Remote Similarity NPD9590 Approved
0.6591 Remote Similarity NPD4146 Approved
0.6591 Remote Similarity NPD2002 Discontinued
0.6591 Remote Similarity NPD4145 Approved
0.6591 Remote Similarity NPD650 Approved
0.6562 Remote Similarity NPD4321 Approved
0.6559 Remote Similarity NPD6472 Discontinued
0.6559 Remote Similarity NPD2895 Discontinued
0.6559 Remote Similarity NPD1843 Approved
0.6556 Remote Similarity NPD2811 Clinical (unspecified phase)
0.6552 Remote Similarity NPD5734 Clinical (unspecified phase)
0.6552 Remote Similarity NPD9505 Clinical (unspecified phase)
0.6531 Remote Similarity NPD1269 Approved
0.6531 Remote Similarity NPD1268 Approved
0.6517 Remote Similarity NPD5675 Discontinued
0.6512 Remote Similarity NPD4000 Phase 3
0.6495 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6489 Remote Similarity NPD713 Clinical (unspecified phase)
0.6489 Remote Similarity NPD3495 Discontinued
0.6484 Remote Similarity NPD7609 Phase 3
0.6484 Remote Similarity NPD1239 Approved
0.6458 Remote Similarity NPD6354 Discontinued
0.6444 Remote Similarity NPD5656 Clinical (unspecified phase)
0.6437 Remote Similarity NPD2538 Approved
0.6437 Remote Similarity NPD2539 Approved
0.6429 Remote Similarity NPD4936 Approved
0.6429 Remote Similarity NPD4937 Approved
0.6429 Remote Similarity NPD589 Approved
0.6429 Remote Similarity NPD590 Approved
0.6413 Remote Similarity NPD7631 Approved
0.6383 Remote Similarity NPD2005 Discontinued
0.6383 Remote Similarity NPD3457 Approved
0.6383 Remote Similarity NPD3456 Approved
0.6383 Remote Similarity NPD3458 Approved
0.6374 Remote Similarity NPD5915 Approved
0.6354 Remote Similarity NPD1946 Clinical (unspecified phase)
0.6344 Remote Similarity NPD1563 Approved
0.6341 Remote Similarity NPD9716 Approved
0.631 Remote Similarity NPD296 Approved
0.631 Remote Similarity NPD225 Approved
0.631 Remote Similarity NPD9397 Approved
0.631 Remote Similarity NPD295 Approved
0.631 Remote Similarity NPD293 Approved
0.631 Remote Similarity NPD9393 Approved
0.631 Remote Similarity NPD227 Approved
0.6304 Remote Similarity NPD517 Discontinued
0.63 Remote Similarity NPD7170 Discontinued
0.6292 Remote Similarity NPD1697 Approved
0.6292 Remote Similarity NPD5252 Clinical (unspecified phase)
0.6264 Remote Similarity NPD1628 Approved
0.6264 Remote Similarity NPD1629 Approved
0.6238 Remote Similarity NPD2342 Discontinued
0.6235 Remote Similarity NPD1052 Approved
0.6235 Remote Similarity NPD1051 Approved
0.6235 Remote Similarity NPD1053 Approved
0.6222 Remote Similarity NPD781 Approved
0.6222 Remote Similarity NPD782 Approved
0.6222 Remote Similarity NPD780 Approved
0.6222 Remote Similarity NPD783 Approved
0.6211 Remote Similarity NPD1989 Approved
0.6211 Remote Similarity NPD5963 Phase 2
0.6211 Remote Similarity NPD5964 Phase 2
0.6211 Remote Similarity NPD3832 Clinical (unspecified phase)
0.6196 Remote Similarity NPD4728 Approved
0.619 Remote Similarity NPD603 Approved
0.618 Remote Similarity NPD2205 Approved
0.618 Remote Similarity NPD2208 Approved
0.6163 Remote Similarity NPD5372 Approved
0.6163 Remote Similarity NPD5371 Approved
0.6146 Remote Similarity NPD1565 Approved
0.6146 Remote Similarity NPD1564 Approved
0.6146 Remote Similarity NPD1566 Phase 3
0.6136 Remote Similarity NPD262 Approved
0.6136 Remote Similarity NPD263 Approved
0.6129 Remote Similarity NPD3000 Approved
0.6129 Remote Similarity NPD2998 Approved
0.6129 Remote Similarity NPD2997 Approved
0.6122 Remote Similarity NPD5630 Phase 1
0.6122 Remote Similarity NPD1916 Discontinued
0.6105 Remote Similarity NPD3772 Phase 3
0.6105 Remote Similarity NPD4094 Approved
0.6105 Remote Similarity NPD5554 Approved
0.61 Remote Similarity NPD1028 Approved
0.61 Remote Similarity NPD1026 Approved
0.6092 Remote Similarity NPD472 Approved
0.6092 Remote Similarity NPD226 Approved
0.6087 Remote Similarity NPD771 Phase 3
0.6064 Remote Similarity NPD9361 Approved
0.6061 Remote Similarity NPD2841 Approved
0.6061 Remote Similarity NPD538 Clinical (unspecified phase)
0.6058 Remote Similarity NPD2384 Clinical (unspecified phase)
0.6047 Remote Similarity NPD508 Approved
0.6047 Remote Similarity NPD507 Approved
0.6047 Remote Similarity NPD9490 Approved
0.6044 Remote Similarity NPD1087 Approved
0.6042 Remote Similarity NPD1738 Approved
0.6042 Remote Similarity NPD2507 Clinical (unspecified phase)
0.602 Remote Similarity NPD4737 Phase 2
0.6019 Remote Similarity NPD8010 Approved
0.6019 Remote Similarity NPD8009 Approved
0.6 Remote Similarity NPD6548 Approved
0.6 Remote Similarity NPD1929 Approved
0.6 Remote Similarity NPD6549 Approved
0.6 Remote Similarity NPD736 Approved
0.6 Remote Similarity NPD9294 Approved
0.6 Remote Similarity NPD735 Approved
0.6 Remote Similarity NPD845 Approved
0.6 Remote Similarity NPD8 Approved
0.6 Remote Similarity NPD243 Approved
0.6 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6 Remote Similarity NPD1930 Approved
0.5979 Remote Similarity NPD4655 Approved
0.5979 Remote Similarity NPD1875 Phase 1
0.5979 Remote Similarity NPD4657 Approved
0.5978 Remote Similarity NPD531 Approved
0.5978 Remote Similarity NPD1101 Approved
0.596 Remote Similarity NPD1616 Discontinued
0.5955 Remote Similarity NPD830 Approved
0.5955 Remote Similarity NPD9491 Approved
0.5955 Remote Similarity NPD1800 Clinical (unspecified phase)
0.5955 Remote Similarity NPD831 Approved
0.5943 Remote Similarity NPD7635 Approved
0.5941 Remote Similarity NPD3048 Approved
0.5941 Remote Similarity NPD3047 Approved
0.5941 Remote Similarity NPD3046 Approved
0.5941 Remote Similarity NPD179 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