Structure

Physi-Chem Properties

Molecular Weight:  350.17
Volume:  353.706
LogP:  2.369
LogD:  2.396
LogS:  -3.959
# Rotatable Bonds:  5
TPSA:  89.9
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.473
Synthetic Accessibility Score:  4.545
Fsp3:  0.737
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.784
MDCK Permeability:  4.382882980280556e-05
Pgp-inhibitor:  0.972
Pgp-substrate:  0.003
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.024
30% Bioavailability (F30%):  0.754

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.976
Plasma Protein Binding (PPB):  40.41032409667969%
Volume Distribution (VD):  1.09
Pgp-substrate:  71.17054748535156%

ADMET: Metabolism

CYP1A2-inhibitor:  0.035
CYP1A2-substrate:  0.274
CYP2C19-inhibitor:  0.105
CYP2C19-substrate:  0.556
CYP2C9-inhibitor:  0.037
CYP2C9-substrate:  0.029
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.083
CYP3A4-inhibitor:  0.573
CYP3A4-substrate:  0.392

ADMET: Excretion

Clearance (CL):  6.656
Half-life (T1/2):  0.081

ADMET: Toxicity

hERG Blockers:  0.007
Human Hepatotoxicity (H-HT):  0.071
Drug-inuced Liver Injury (DILI):  0.89
AMES Toxicity:  0.992
Rat Oral Acute Toxicity:  0.924
Maximum Recommended Daily Dose:  0.08
Skin Sensitization:  0.785
Carcinogencity:  0.954
Eye Corrosion:  0.886
Eye Irritation:  0.07
Respiratory Toxicity:  0.96

Download Data

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

  Natural Product: NPC5103

Natural Product ID:  NPC5103
Common Name*:   (E)-6-(4'-Hydroxy-2'-Butenoyl)-Strobilactone A
IUPAC Name:   [(5R,5aS,9aS,9bS)-9b-hydroxy-6,6,9a-trimethyl-1-oxo-3,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-5-yl] (E)-4-hydroxybut-2-enoate
Synonyms:  
Standard InCHIKey:  TYGNEFQVDBQZSZ-DBPGAUQVSA-N
Standard InCHI:  InChI=1S/C19H26O6/c1-17(2)7-5-8-18(3)15(17)13(25-14(21)6-4-9-20)10-12-11-24-16(22)19(12,18)23/h4,6,10,13,15,20,23H,5,7-9,11H2,1-3H3/b6-4+/t13-,15+,18+,19+/m1/s1
SMILES:  CC1(C)CCC[C@@]2(C)[C@H]1[C@@H](C=C1COC(=O)[C@]21O)OC(=O)/C=C/CO
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1915267
PubChem CID:   54764236
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
NPO20001 Aspergillus insuetus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[19719247]
NPO20001 Aspergillus insuetus Species Aspergillaceae Eukaryota Mediterranean sponge Psammocinia sp. coast of Israel n.a. PMID[21676619]
NPO20001 Aspergillus insuetus Species Aspergillaceae 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
NPT112 Cell Line MOLT-4 Homo sapiens Inhibition = 55.0 % PMID[567757]

☑ 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 NPC5103 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
0.9712 High Similarity NPC469496
0.9712 High Similarity NPC469463
0.9712 High Similarity NPC469454
0.9709 High Similarity NPC304180
0.9709 High Similarity NPC179798
0.9524 High Similarity NPC56448
0.9505 High Similarity NPC258532
0.9259 High Similarity NPC23046
0.9126 High Similarity NPC296950
0.9126 High Similarity NPC146731
0.9038 High Similarity NPC477125
0.8889 High Similarity NPC269530
0.8879 High Similarity NPC235014
0.8824 High Similarity NPC23364
0.875 High Similarity NPC295791
0.8739 High Similarity NPC469684
0.8649 High Similarity NPC179626
0.8636 High Similarity NPC25909
0.8611 High Similarity NPC141350
0.8609 High Similarity NPC67251
0.8598 High Similarity NPC187435
0.8598 High Similarity NPC3316
0.8598 High Similarity NPC67321
0.8598 High Similarity NPC144854
0.8584 High Similarity NPC476529
0.8584 High Similarity NPC475775
0.8571 High Similarity NPC473968
0.8571 High Similarity NPC473590
0.8559 High Similarity NPC474181
0.8545 High Similarity NPC126691
0.8545 High Similarity NPC236217
0.8545 High Similarity NPC472002
0.8534 High Similarity NPC24651
0.8534 High Similarity NPC470922
0.8519 High Similarity NPC476479
0.8519 High Similarity NPC154608
0.8519 High Similarity NPC275539
0.8519 High Similarity NPC192813
0.8519 High Similarity NPC189075
0.8519 High Similarity NPC277017
0.8515 High Similarity NPC475912
0.8509 High Similarity NPC109607
0.8509 High Similarity NPC107338
0.8505 High Similarity NPC469607
0.8496 Intermediate Similarity NPC284707
0.8491 Intermediate Similarity NPC475945
0.8491 Intermediate Similarity NPC475871
0.8491 Intermediate Similarity NPC159533
0.8482 Intermediate Similarity NPC474734
0.8482 Intermediate Similarity NPC176840
0.8482 Intermediate Similarity NPC270478
0.8468 Intermediate Similarity NPC51978
0.8468 Intermediate Similarity NPC49451
0.8462 Intermediate Similarity NPC222303
0.8462 Intermediate Similarity NPC216478
0.8455 Intermediate Similarity NPC317107
0.8455 Intermediate Similarity NPC474846
0.8455 Intermediate Similarity NPC469656
0.8455 Intermediate Similarity NPC469655
0.8455 Intermediate Similarity NPC188738
0.8448 Intermediate Similarity NPC469789
0.844 Intermediate Similarity NPC469370
0.8435 Intermediate Similarity NPC46570
0.8426 Intermediate Similarity NPC230541
0.8426 Intermediate Similarity NPC110496
0.8421 Intermediate Similarity NPC268958
0.8411 Intermediate Similarity NPC475676
0.8411 Intermediate Similarity NPC220964
0.8407 Intermediate Similarity NPC98249
0.8407 Intermediate Similarity NPC470775
0.8407 Intermediate Similarity NPC53396
0.8407 Intermediate Similarity NPC176513
0.8396 Intermediate Similarity NPC235369
0.8396 Intermediate Similarity NPC474747
0.8381 Intermediate Similarity NPC47024
0.8378 Intermediate Similarity NPC317687
0.8378 Intermediate Similarity NPC474516
0.8378 Intermediate Similarity NPC302146
0.8378 Intermediate Similarity NPC476801
0.8376 Intermediate Similarity NPC8369
0.8376 Intermediate Similarity NPC476729
0.8365 Intermediate Similarity NPC70145
0.8365 Intermediate Similarity NPC91695
0.8364 Intermediate Similarity NPC210005
0.8364 Intermediate Similarity NPC253906
0.8364 Intermediate Similarity NPC478211
0.8364 Intermediate Similarity NPC37116
0.8362 Intermediate Similarity NPC107493
0.8362 Intermediate Similarity NPC312833
0.835 Intermediate Similarity NPC14961
0.835 Intermediate Similarity NPC270013
0.835 Intermediate Similarity NPC36954
0.8349 Intermediate Similarity NPC306265
0.8348 Intermediate Similarity NPC79579
0.8348 Intermediate Similarity NPC48692
0.8348 Intermediate Similarity NPC474585
0.8333 Intermediate Similarity NPC1679
0.8333 Intermediate Similarity NPC251310
0.8333 Intermediate Similarity NPC470776
0.8333 Intermediate Similarity NPC472751
0.8333 Intermediate Similarity NPC472749
0.8333 Intermediate Similarity NPC102352
0.8333 Intermediate Similarity NPC153440
0.8319 Intermediate Similarity NPC470628
0.8319 Intermediate Similarity NPC259306
0.8319 Intermediate Similarity NPC148458
0.8319 Intermediate Similarity NPC251236
0.8319 Intermediate Similarity NPC207217
0.8319 Intermediate Similarity NPC40632
0.8319 Intermediate Similarity NPC190286
0.8319 Intermediate Similarity NPC478216
0.8319 Intermediate Similarity NPC474046
0.8319 Intermediate Similarity NPC96312
0.8319 Intermediate Similarity NPC328374
0.8318 Intermediate Similarity NPC472755
0.8318 Intermediate Similarity NPC472750
0.8318 Intermediate Similarity NPC4620
0.8318 Intermediate Similarity NPC99266
0.8318 Intermediate Similarity NPC472747
0.8318 Intermediate Similarity NPC474775
0.8305 Intermediate Similarity NPC293112
0.8304 Intermediate Similarity NPC474271
0.8304 Intermediate Similarity NPC471204
0.8304 Intermediate Similarity NPC477126
0.8302 Intermediate Similarity NPC471412
0.8302 Intermediate Similarity NPC308824
0.8302 Intermediate Similarity NPC472753
0.8302 Intermediate Similarity NPC474742
0.8291 Intermediate Similarity NPC265557
0.8291 Intermediate Similarity NPC105926
0.8291 Intermediate Similarity NPC91693
0.8291 Intermediate Similarity NPC18945
0.8288 Intermediate Similarity NPC100329
0.8288 Intermediate Similarity NPC201992
0.8288 Intermediate Similarity NPC475668
0.8288 Intermediate Similarity NPC247031
0.8288 Intermediate Similarity NPC97939
0.8288 Intermediate Similarity NPC475480
0.8288 Intermediate Similarity NPC473921
0.8288 Intermediate Similarity NPC132790
0.8276 Intermediate Similarity NPC67569
0.8273 Intermediate Similarity NPC474243
0.8273 Intermediate Similarity NPC143706
0.8273 Intermediate Similarity NPC42662
0.8273 Intermediate Similarity NPC472534
0.8269 Intermediate Similarity NPC284518
0.8261 Intermediate Similarity NPC5292
0.8261 Intermediate Similarity NPC473636
0.8261 Intermediate Similarity NPC475041
0.8261 Intermediate Similarity NPC77689
0.8257 Intermediate Similarity NPC143609
0.8257 Intermediate Similarity NPC112780
0.8252 Intermediate Similarity NPC81386
0.8252 Intermediate Similarity NPC250075
0.8252 Intermediate Similarity NPC474035
0.8246 Intermediate Similarity NPC156252
0.8246 Intermediate Similarity NPC122033
0.8246 Intermediate Similarity NPC58662
0.8246 Intermediate Similarity NPC287343
0.8246 Intermediate Similarity NPC284068
0.8246 Intermediate Similarity NPC477116
0.8246 Intermediate Similarity NPC27999
0.8246 Intermediate Similarity NPC13713
0.8246 Intermediate Similarity NPC470854
0.8246 Intermediate Similarity NPC474654
0.8246 Intermediate Similarity NPC134430
0.8246 Intermediate Similarity NPC97908
0.8241 Intermediate Similarity NPC474741
0.8241 Intermediate Similarity NPC203659
0.8241 Intermediate Similarity NPC118911
0.8241 Intermediate Similarity NPC472748
0.8235 Intermediate Similarity NPC30515
0.8235 Intermediate Similarity NPC303697
0.8235 Intermediate Similarity NPC184463
0.823 Intermediate Similarity NPC473798
0.823 Intermediate Similarity NPC469877
0.823 Intermediate Similarity NPC470919
0.823 Intermediate Similarity NPC178289
0.823 Intermediate Similarity NPC117712
0.8224 Intermediate Similarity NPC273005
0.8224 Intermediate Similarity NPC164551
0.8224 Intermediate Similarity NPC31058
0.8224 Intermediate Similarity NPC472754
0.8224 Intermediate Similarity NPC149371
0.8224 Intermediate Similarity NPC476081
0.8224 Intermediate Similarity NPC137430
0.8224 Intermediate Similarity NPC469606
0.8224 Intermediate Similarity NPC162973
0.822 Intermediate Similarity NPC81736
0.822 Intermediate Similarity NPC172154
0.8214 Intermediate Similarity NPC194951
0.8214 Intermediate Similarity NPC90952
0.8214 Intermediate Similarity NPC11252
0.8214 Intermediate Similarity NPC12046
0.8214 Intermediate Similarity NPC277769
0.8214 Intermediate Similarity NPC289312
0.8208 Intermediate Similarity NPC471413
0.8208 Intermediate Similarity NPC174314
0.8205 Intermediate Similarity NPC23786
0.8205 Intermediate Similarity NPC470265

  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 NPC5103 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
0.8113 Intermediate Similarity NPD4225 Approved
0.7982 Intermediate Similarity NPD4632 Approved
0.7931 Intermediate Similarity NPD7115 Discovery
0.7881 Intermediate Similarity NPD6319 Approved
0.7857 Intermediate Similarity NPD6686 Approved
0.7788 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7768 Intermediate Similarity NPD5697 Approved
0.7739 Intermediate Similarity NPD8297 Approved
0.7699 Intermediate Similarity NPD6881 Approved
0.7699 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7699 Intermediate Similarity NPD6899 Approved
0.7652 Intermediate Similarity NPD6650 Approved
0.7652 Intermediate Similarity NPD6649 Approved
0.7632 Intermediate Similarity NPD6012 Approved
0.7632 Intermediate Similarity NPD6014 Approved
0.7632 Intermediate Similarity NPD6013 Approved
0.7627 Intermediate Similarity NPD6009 Approved
0.7623 Intermediate Similarity NPD7492 Approved
0.7611 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7583 Intermediate Similarity NPD6054 Approved
0.7568 Intermediate Similarity NPD5211 Phase 2
0.7565 Intermediate Similarity NPD7102 Approved
0.7565 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7565 Intermediate Similarity NPD6371 Approved
0.7565 Intermediate Similarity NPD7290 Approved
0.7565 Intermediate Similarity NPD6883 Approved
0.7561 Intermediate Similarity NPD6616 Approved
0.7545 Intermediate Similarity NPD7640 Approved
0.7545 Intermediate Similarity NPD7639 Approved
0.7544 Intermediate Similarity NPD6011 Approved
0.7522 Intermediate Similarity NPD6402 Approved
0.7522 Intermediate Similarity NPD5739 Approved
0.7522 Intermediate Similarity NPD7128 Approved
0.7522 Intermediate Similarity NPD6675 Approved
0.7521 Intermediate Similarity NPD6016 Approved
0.7521 Intermediate Similarity NPD6015 Approved
0.7521 Intermediate Similarity NPD5983 Phase 2
0.75 Intermediate Similarity NPD8130 Phase 1
0.75 Intermediate Similarity NPD6847 Approved
0.75 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6869 Approved
0.75 Intermediate Similarity NPD6617 Approved
0.75 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7078 Approved
0.7478 Intermediate Similarity NPD6373 Approved
0.7478 Intermediate Similarity NPD6372 Approved
0.7477 Intermediate Similarity NPD5344 Discontinued
0.7476 Intermediate Similarity NPD1694 Approved
0.7459 Intermediate Similarity NPD6370 Approved
0.7459 Intermediate Similarity NPD5988 Approved
0.7456 Intermediate Similarity NPD5701 Approved
0.7455 Intermediate Similarity NPD7638 Approved
0.7453 Intermediate Similarity NPD46 Approved
0.7453 Intermediate Similarity NPD6698 Approved
0.744 Intermediate Similarity NPD7736 Approved
0.7436 Intermediate Similarity NPD6882 Approved
0.7436 Intermediate Similarity NPD6053 Discontinued
0.7434 Intermediate Similarity NPD5141 Approved
0.7419 Intermediate Similarity NPD7507 Approved
0.7414 Intermediate Similarity NPD4634 Approved
0.7402 Intermediate Similarity NPD7260 Phase 2
0.7398 Intermediate Similarity NPD7604 Phase 2
0.7391 Intermediate Similarity NPD7320 Approved
0.7387 Intermediate Similarity NPD5286 Approved
0.7387 Intermediate Similarity NPD5285 Approved
0.7387 Intermediate Similarity NPD4696 Approved
0.7377 Intermediate Similarity NPD8513 Phase 3
0.7377 Intermediate Similarity NPD8516 Approved
0.7377 Intermediate Similarity NPD8517 Approved
0.7377 Intermediate Similarity NPD8515 Approved
0.7368 Intermediate Similarity NPD6008 Approved
0.7315 Intermediate Similarity NPD5779 Approved
0.7315 Intermediate Similarity NPD5778 Approved
0.7304 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7295 Intermediate Similarity NPD6059 Approved
0.728 Intermediate Similarity NPD6336 Discontinued
0.7258 Intermediate Similarity NPD8328 Phase 3
0.7257 Intermediate Similarity NPD5224 Approved
0.7257 Intermediate Similarity NPD5225 Approved
0.7257 Intermediate Similarity NPD4633 Approved
0.7257 Intermediate Similarity NPD5226 Approved
0.7248 Intermediate Similarity NPD5282 Discontinued
0.7244 Intermediate Similarity NPD7319 Approved
0.7222 Intermediate Similarity NPD7983 Approved
0.7222 Intermediate Similarity NPD8293 Discontinued
0.7207 Intermediate Similarity NPD6084 Phase 2
0.7207 Intermediate Similarity NPD6083 Phase 2
0.7207 Intermediate Similarity NPD4755 Approved
0.7193 Intermediate Similarity NPD5175 Approved
0.7193 Intermediate Similarity NPD5174 Approved
0.7184 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD5695 Phase 3
0.7168 Intermediate Similarity NPD5223 Approved
0.7155 Intermediate Similarity NPD6412 Phase 2
0.7143 Intermediate Similarity NPD5696 Approved
0.7143 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD7838 Discovery
0.7117 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD5222 Approved
0.7117 Intermediate Similarity NPD5221 Approved
0.7107 Intermediate Similarity NPD6274 Approved
0.7097 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD7503 Approved
0.7087 Intermediate Similarity NPD8074 Phase 3
0.708 Intermediate Similarity NPD6648 Approved
0.708 Intermediate Similarity NPD4700 Approved
0.7077 Intermediate Similarity NPD6845 Suspended
0.7073 Intermediate Similarity NPD7101 Approved
0.7073 Intermediate Similarity NPD7100 Approved
0.7059 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD5173 Approved
0.7049 Intermediate Similarity NPD6317 Approved
0.7049 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5210 Approved
0.7027 Intermediate Similarity NPD4629 Approved
0.7 Intermediate Similarity NPD6399 Phase 3
0.6992 Remote Similarity NPD6314 Approved
0.6992 Remote Similarity NPD6335 Approved
0.6992 Remote Similarity NPD6313 Approved
0.6972 Remote Similarity NPD5785 Approved
0.6964 Remote Similarity NPD4697 Phase 3
0.696 Remote Similarity NPD6921 Approved
0.6957 Remote Similarity NPD7632 Discontinued
0.6949 Remote Similarity NPD4730 Approved
0.6949 Remote Similarity NPD4729 Approved
0.6909 Remote Similarity NPD6079 Approved
0.6909 Remote Similarity NPD5693 Phase 1
0.6909 Remote Similarity NPD6411 Approved
0.6903 Remote Similarity NPD7902 Approved
0.6881 Remote Similarity NPD4753 Phase 2
0.6866 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6855 Remote Similarity NPD7327 Approved
0.6855 Remote Similarity NPD7328 Approved
0.6852 Remote Similarity NPD3573 Approved
0.6833 Remote Similarity NPD5250 Approved
0.6833 Remote Similarity NPD5249 Phase 3
0.6833 Remote Similarity NPD5251 Approved
0.6833 Remote Similarity NPD5247 Approved
0.6833 Remote Similarity NPD5248 Approved
0.6829 Remote Similarity NPD6868 Approved
0.6825 Remote Similarity NPD8033 Approved
0.6807 Remote Similarity NPD5128 Approved
0.68 Remote Similarity NPD7516 Approved
0.6789 Remote Similarity NPD6672 Approved
0.6789 Remote Similarity NPD5737 Approved
0.6786 Remote Similarity NPD7748 Approved
0.678 Remote Similarity NPD4768 Approved
0.678 Remote Similarity NPD4767 Approved
0.6777 Remote Similarity NPD5215 Approved
0.6777 Remote Similarity NPD5217 Approved
0.6777 Remote Similarity NPD5216 Approved
0.6769 Remote Similarity NPD6033 Approved
0.6759 Remote Similarity NPD3618 Phase 1
0.6757 Remote Similarity NPD5281 Approved
0.6757 Remote Similarity NPD5284 Approved
0.6757 Remote Similarity NPD7515 Phase 2
0.6757 Remote Similarity NPD7637 Suspended
0.6752 Remote Similarity NPD4754 Approved
0.675 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6746 Remote Similarity NPD8377 Approved
0.6746 Remote Similarity NPD8294 Approved
0.6727 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6101 Approved
0.6727 Remote Similarity NPD5328 Approved
0.6727 Remote Similarity NPD1695 Approved
0.6694 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6694 Remote Similarity NPD5135 Approved
0.6694 Remote Similarity NPD5169 Approved
0.6693 Remote Similarity NPD6909 Approved
0.6693 Remote Similarity NPD8335 Approved
0.6693 Remote Similarity NPD6908 Approved
0.6693 Remote Similarity NPD8380 Approved
0.6693 Remote Similarity NPD8296 Approved
0.6693 Remote Similarity NPD8379 Approved
0.6693 Remote Similarity NPD8378 Approved
0.6667 Remote Similarity NPD4695 Discontinued
0.6667 Remote Similarity NPD5956 Approved
0.6667 Remote Similarity NPD8133 Approved
0.6639 Remote Similarity NPD5127 Approved
0.6637 Remote Similarity NPD7900 Approved
0.6637 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6636 Remote Similarity NPD6110 Phase 1
0.6607 Remote Similarity NPD5694 Approved
0.6606 Remote Similarity NPD7334 Approved
0.6606 Remote Similarity NPD4249 Approved
0.6606 Remote Similarity NPD6684 Approved
0.6606 Remote Similarity NPD6409 Approved
0.6606 Remote Similarity NPD5690 Phase 2
0.6606 Remote Similarity NPD7521 Approved
0.6606 Remote Similarity NPD5330 Approved
0.6606 Remote Similarity NPD4623 Approved
0.6606 Remote Similarity NPD7146 Approved
0.6606 Remote Similarity NPD5279 Phase 3
0.6606 Remote Similarity NPD4519 Discontinued
0.6579 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6577 Remote Similarity NPD6904 Approved
0.6577 Remote Similarity NPD6673 Approved
0.6577 Remote Similarity NPD6080 Approved
0.6574 Remote Similarity NPD3666 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