Structure

Physi-Chem Properties

Molecular Weight:  268.17
Volume:  274.851
LogP:  1.8
LogD:  1.845
LogS:  -3.032
# Rotatable Bonds:  0
TPSA:  69.92
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.58
Synthetic Accessibility Score:  6.313
Fsp3:  0.867
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -4.743
MDCK Permeability:  1.6878302631084807e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.403
Human Intestinal Absorption (HIA):  0.022
20% Bioavailability (F20%):  0.208
30% Bioavailability (F30%):  0.019

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.83
Plasma Protein Binding (PPB):  59.730628967285156%
Volume Distribution (VD):  1.335
Pgp-substrate:  44.42970657348633%

ADMET: Metabolism

CYP1A2-inhibitor:  0.016
CYP1A2-substrate:  0.808
CYP2C19-inhibitor:  0.097
CYP2C19-substrate:  0.857
CYP2C9-inhibitor:  0.058
CYP2C9-substrate:  0.052
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.132
CYP3A4-inhibitor:  0.064
CYP3A4-substrate:  0.535

ADMET: Excretion

Clearance (CL):  7.075
Half-life (T1/2):  0.539

ADMET: Toxicity

hERG Blockers:  0.025
Human Hepatotoxicity (H-HT):  0.174
Drug-inuced Liver Injury (DILI):  0.101
AMES Toxicity:  0.033
Rat Oral Acute Toxicity:  0.966
Maximum Recommended Daily Dose:  0.966
Skin Sensitization:  0.412
Carcinogencity:  0.9
Eye Corrosion:  0.005
Eye Irritation:  0.348
Respiratory Toxicity:  0.981

Download Data

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

  Natural Product: NPC299527

Natural Product ID:  NPC299527
Common Name*:   NPBCVASZFKHFAK-WTIZUCLUSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  NPBCVASZFKHFAK-WTIZUCLUSA-N
Standard InCHI:  InChI=1S/C15H24O4/c1-9-5-6-15(18)13(4,17)7-10-11(16)12(2,3)8-14(9,10)19-15/h7,9,11,16-18H,5-6,8H2,1-4H3/t9-,11-,13-,14-,15+/m1/s1
SMILES:  C[C@@H]1CC[C@]2([C@@](C)(C=C3[C@H](C(C)(C)C[C@@]13O2)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2419340
PubChem CID:   73352241
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000086] Pyrans

*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
NPO22108 Sinularia capillosa Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[11087604]
NPO22108 Sinularia capillosa Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[20155971]
NPO22108 Sinularia capillosa Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[23964704]
NPO22108 Sinularia capillosa Species Alcyoniidae 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
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 > 10.0 ug.mL-1 PMID[480960]
NPT81 Cell Line A549 Homo sapiens IC50 > 10.0 ug.mL-1 PMID[480960]
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 10.0 ug.mL-1 PMID[480960]
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10.0 ug.mL-1 PMID[480960]
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10.0 ug.mL-1 PMID[480960]

☑ 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 NPC299527 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
0.9036 High Similarity NPC15978
0.8916 High Similarity NPC186072
0.8721 High Similarity NPC116613
0.8352 Intermediate Similarity NPC197107
0.8132 Intermediate Similarity NPC475991
0.8041 Intermediate Similarity NPC471242
0.8023 Intermediate Similarity NPC470944
0.8021 Intermediate Similarity NPC182811
0.8 Intermediate Similarity NPC240838
0.7938 Intermediate Similarity NPC476895
0.7938 Intermediate Similarity NPC274458
0.7931 Intermediate Similarity NPC204270
0.7835 Intermediate Similarity NPC476057
0.7835 Intermediate Similarity NPC347923
0.7835 Intermediate Similarity NPC476893
0.7791 Intermediate Similarity NPC152017
0.7778 Intermediate Similarity NPC476896
0.7778 Intermediate Similarity NPC471340
0.7767 Intermediate Similarity NPC128133
0.7755 Intermediate Similarity NPC474957
0.7755 Intermediate Similarity NPC79449
0.7755 Intermediate Similarity NPC65700
0.7727 Intermediate Similarity NPC476701
0.7723 Intermediate Similarity NPC152966
0.7717 Intermediate Similarity NPC311163
0.7717 Intermediate Similarity NPC255143
0.7708 Intermediate Similarity NPC472467
0.77 Intermediate Similarity NPC200672
0.77 Intermediate Similarity NPC214714
0.7692 Intermediate Similarity NPC83702
0.7684 Intermediate Similarity NPC302584
0.7677 Intermediate Similarity NPC79631
0.7677 Intermediate Similarity NPC469942
0.7674 Intermediate Similarity NPC265921
0.7674 Intermediate Similarity NPC215215
0.7674 Intermediate Similarity NPC85831
0.766 Intermediate Similarity NPC49783
0.7653 Intermediate Similarity NPC26307
0.7629 Intermediate Similarity NPC30477
0.7629 Intermediate Similarity NPC473348
0.7629 Intermediate Similarity NPC476894
0.7615 Intermediate Similarity NPC219656
0.7614 Intermediate Similarity NPC477089
0.7609 Intermediate Similarity NPC119001
0.7609 Intermediate Similarity NPC470658
0.7604 Intermediate Similarity NPC474792
0.7604 Intermediate Similarity NPC91654
0.7604 Intermediate Similarity NPC67398
0.76 Intermediate Similarity NPC285231
0.76 Intermediate Similarity NPC470434
0.76 Intermediate Similarity NPC21568
0.76 Intermediate Similarity NPC26557
0.7586 Intermediate Similarity NPC126969
0.7586 Intermediate Similarity NPC170148
0.7579 Intermediate Similarity NPC472466
0.7576 Intermediate Similarity NPC309493
0.7573 Intermediate Similarity NPC472263
0.7573 Intermediate Similarity NPC469957
0.7573 Intermediate Similarity NPC33053
0.7573 Intermediate Similarity NPC472820
0.7573 Intermediate Similarity NPC108682
0.7573 Intermediate Similarity NPC469959
0.7553 Intermediate Similarity NPC248312
0.7551 Intermediate Similarity NPC98165
0.7551 Intermediate Similarity NPC288970
0.7549 Intermediate Similarity NPC474464
0.7549 Intermediate Similarity NPC93352
0.7547 Intermediate Similarity NPC473567
0.7547 Intermediate Similarity NPC216595
0.7527 Intermediate Similarity NPC171484
0.7527 Intermediate Similarity NPC149018
0.7527 Intermediate Similarity NPC477668
0.7525 Intermediate Similarity NPC475956
0.7525 Intermediate Similarity NPC252242
0.7525 Intermediate Similarity NPC475986
0.75 Intermediate Similarity NPC476703
0.75 Intermediate Similarity NPC472468
0.75 Intermediate Similarity NPC130792
0.75 Intermediate Similarity NPC259296
0.75 Intermediate Similarity NPC98276
0.7477 Intermediate Similarity NPC233500
0.7476 Intermediate Similarity NPC474015
0.7476 Intermediate Similarity NPC472898
0.7476 Intermediate Similarity NPC93026
0.7476 Intermediate Similarity NPC472818
0.7476 Intermediate Similarity NPC472900
0.7476 Intermediate Similarity NPC29389
0.7476 Intermediate Similarity NPC265502
0.7476 Intermediate Similarity NPC472899
0.7476 Intermediate Similarity NPC469960
0.7473 Intermediate Similarity NPC472465
0.7451 Intermediate Similarity NPC260809
0.7451 Intermediate Similarity NPC474783
0.7451 Intermediate Similarity NPC475701
0.7451 Intermediate Similarity NPC232515
0.7449 Intermediate Similarity NPC8774
0.7429 Intermediate Similarity NPC472901
0.7426 Intermediate Similarity NPC176406
0.7423 Intermediate Similarity NPC296620
0.7423 Intermediate Similarity NPC470187
0.7423 Intermediate Similarity NPC280390
0.7419 Intermediate Similarity NPC471494
0.7411 Intermediate Similarity NPC196130
0.7396 Intermediate Similarity NPC470817
0.7391 Intermediate Similarity NPC260852
0.7391 Intermediate Similarity NPC320548
0.7386 Intermediate Similarity NPC256720
0.7386 Intermediate Similarity NPC236228
0.7383 Intermediate Similarity NPC477050
0.7383 Intermediate Similarity NPC126691
0.7379 Intermediate Similarity NPC472819
0.7379 Intermediate Similarity NPC75608
0.7374 Intermediate Similarity NPC227583
0.7374 Intermediate Similarity NPC57664
0.7374 Intermediate Similarity NPC90583
0.7374 Intermediate Similarity NPC12103
0.7374 Intermediate Similarity NPC98457
0.7368 Intermediate Similarity NPC148534
0.7368 Intermediate Similarity NPC471952
0.7363 Intermediate Similarity NPC246621
0.7358 Intermediate Similarity NPC141433
0.7356 Intermediate Similarity NPC190859
0.7353 Intermediate Similarity NPC177701
0.7347 Intermediate Similarity NPC65402
0.7347 Intermediate Similarity NPC473258
0.7347 Intermediate Similarity NPC256368
0.7347 Intermediate Similarity NPC127718
0.7345 Intermediate Similarity NPC219804
0.734 Intermediate Similarity NPC281316
0.734 Intermediate Similarity NPC293287
0.734 Intermediate Similarity NPC152808
0.7333 Intermediate Similarity NPC233295
0.7327 Intermediate Similarity NPC38855
0.7327 Intermediate Similarity NPC471247
0.732 Intermediate Similarity NPC94127
0.7315 Intermediate Similarity NPC287075
0.7315 Intermediate Similarity NPC51154
0.7315 Intermediate Similarity NPC469347
0.7315 Intermediate Similarity NPC469348
0.7312 Intermediate Similarity NPC220167
0.7312 Intermediate Similarity NPC136699
0.7308 Intermediate Similarity NPC474569
0.73 Intermediate Similarity NPC96597
0.73 Intermediate Similarity NPC205143
0.73 Intermediate Similarity NPC239547
0.73 Intermediate Similarity NPC91197
0.73 Intermediate Similarity NPC125551
0.73 Intermediate Similarity NPC309503
0.73 Intermediate Similarity NPC155319
0.73 Intermediate Similarity NPC473890
0.73 Intermediate Similarity NPC243728
0.7297 Intermediate Similarity NPC29639
0.7297 Intermediate Similarity NPC44899
0.7297 Intermediate Similarity NPC304260
0.7297 Intermediate Similarity NPC5883
0.7292 Intermediate Similarity NPC22918
0.7292 Intermediate Similarity NPC249408
0.7292 Intermediate Similarity NPC309310
0.7292 Intermediate Similarity NPC470819
0.7292 Intermediate Similarity NPC477917
0.7292 Intermediate Similarity NPC104129
0.7292 Intermediate Similarity NPC133450
0.729 Intermediate Similarity NPC13190
0.729 Intermediate Similarity NPC472987
0.729 Intermediate Similarity NPC473021
0.729 Intermediate Similarity NPC71680
0.7283 Intermediate Similarity NPC477390
0.7283 Intermediate Similarity NPC477385
0.7282 Intermediate Similarity NPC473198
0.7273 Intermediate Similarity NPC203862
0.7273 Intermediate Similarity NPC220221
0.7263 Intermediate Similarity NPC258501
0.7263 Intermediate Similarity NPC476948
0.7255 Intermediate Similarity NPC198992
0.7255 Intermediate Similarity NPC474022
0.7255 Intermediate Similarity NPC20673
0.7255 Intermediate Similarity NPC144486
0.7255 Intermediate Similarity NPC470168
0.7255 Intermediate Similarity NPC475617
0.7253 Intermediate Similarity NPC100697
0.7248 Intermediate Similarity NPC84949
0.7248 Intermediate Similarity NPC216665
0.7248 Intermediate Similarity NPC305044
0.7248 Intermediate Similarity NPC69576
0.7248 Intermediate Similarity NPC471633
0.7248 Intermediate Similarity NPC265290
0.7248 Intermediate Similarity NPC31354
0.7245 Intermediate Similarity NPC98193
0.7238 Intermediate Similarity NPC475781
0.7238 Intermediate Similarity NPC226642
0.7238 Intermediate Similarity NPC231340
0.7228 Intermediate Similarity NPC212465
0.7228 Intermediate Similarity NPC275865
0.7228 Intermediate Similarity NPC177232
0.7228 Intermediate Similarity NPC158088
0.7228 Intermediate Similarity NPC312325
0.7222 Intermediate Similarity NPC475354
0.7222 Intermediate Similarity NPC475980
0.7222 Intermediate Similarity NPC42171
0.7222 Intermediate Similarity NPC112274

  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 NPC299527 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
0.7634 Intermediate Similarity NPD7524 Approved
0.75 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD6695 Phase 3
0.7168 Intermediate Similarity NPD8033 Approved
0.7083 Intermediate Similarity NPD7750 Discontinued
0.7065 Intermediate Similarity NPD6931 Approved
0.7065 Intermediate Similarity NPD6930 Phase 2
0.7054 Intermediate Similarity NPD7328 Approved
0.7054 Intermediate Similarity NPD7327 Approved
0.7018 Intermediate Similarity NPD7503 Approved
0.6991 Remote Similarity NPD7516 Approved
0.6957 Remote Similarity NPD6929 Approved
0.693 Remote Similarity NPD8294 Approved
0.693 Remote Similarity NPD8377 Approved
0.6907 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6882 Remote Similarity NPD7514 Phase 3
0.6881 Remote Similarity NPD6371 Approved
0.687 Remote Similarity NPD8379 Approved
0.687 Remote Similarity NPD8378 Approved
0.687 Remote Similarity NPD8296 Approved
0.687 Remote Similarity NPD8380 Approved
0.687 Remote Similarity NPD8335 Approved
0.6852 Remote Similarity NPD6686 Approved
0.6818 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6813 Remote Similarity NPD6933 Approved
0.68 Remote Similarity NPD7087 Discontinued
0.6771 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6759 Remote Similarity NPD6412 Phase 2
0.6739 Remote Similarity NPD6925 Approved
0.6739 Remote Similarity NPD5776 Phase 2
0.6731 Remote Similarity NPD4225 Approved
0.6731 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6702 Remote Similarity NPD7332 Phase 2
0.6702 Remote Similarity NPD4820 Approved
0.6702 Remote Similarity NPD4821 Approved
0.6702 Remote Similarity NPD4822 Approved
0.6702 Remote Similarity NPD4819 Approved
0.6702 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6701 Remote Similarity NPD6893 Approved
0.67 Remote Similarity NPD6698 Approved
0.67 Remote Similarity NPD46 Approved
0.6667 Remote Similarity NPD7145 Approved
0.6639 Remote Similarity NPD7507 Approved
0.6634 Remote Similarity NPD7637 Suspended
0.6633 Remote Similarity NPD4249 Approved
0.6632 Remote Similarity NPD6902 Approved
0.6607 Remote Similarity NPD6053 Discontinued
0.6604 Remote Similarity NPD5344 Discontinued
0.6593 Remote Similarity NPD6926 Approved
0.6593 Remote Similarity NPD6924 Approved
0.6566 Remote Similarity NPD4251 Approved
0.6566 Remote Similarity NPD4250 Approved
0.6559 Remote Similarity NPD6932 Approved
0.6535 Remote Similarity NPD7838 Discovery
0.6531 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6514 Remote Similarity NPD6640 Phase 3
0.6509 Remote Similarity NPD7639 Approved
0.6509 Remote Similarity NPD7640 Approved
0.6489 Remote Similarity NPD4271 Approved
0.6489 Remote Similarity NPD4268 Approved
0.6475 Remote Similarity NPD7319 Approved
0.6458 Remote Similarity NPD6898 Phase 1
0.6452 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6436 Remote Similarity NPD6051 Approved
0.6421 Remote Similarity NPD6683 Phase 2
0.6415 Remote Similarity NPD7638 Approved
0.6404 Remote Similarity NPD8133 Approved
0.6379 Remote Similarity NPD7115 Discovery
0.6354 Remote Similarity NPD7525 Registered
0.6327 Remote Similarity NPD5362 Discontinued
0.6316 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6306 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6303 Remote Similarity NPD8513 Phase 3
0.6296 Remote Similarity NPD4159 Approved
0.6279 Remote Similarity NPD368 Approved
0.6226 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6214 Remote Similarity NPD3168 Discontinued
0.6214 Remote Similarity NPD5785 Approved
0.6204 Remote Similarity NPD6648 Approved
0.6186 Remote Similarity NPD7509 Discontinued
0.617 Remote Similarity NPD7339 Approved
0.617 Remote Similarity NPD6942 Approved
0.6167 Remote Similarity NPD8516 Approved
0.6167 Remote Similarity NPD8517 Approved
0.6167 Remote Similarity NPD8515 Approved
0.6162 Remote Similarity NPD5331 Approved
0.6162 Remote Similarity NPD7154 Phase 3
0.6162 Remote Similarity NPD5332 Approved
0.6154 Remote Similarity NPD7983 Approved
0.6154 Remote Similarity NPD6923 Approved
0.6154 Remote Similarity NPD6922 Approved
0.6122 Remote Similarity NPD4790 Discontinued
0.6095 Remote Similarity NPD5778 Approved
0.6095 Remote Similarity NPD5779 Approved
0.6087 Remote Similarity NPD7144 Approved
0.6087 Remote Similarity NPD7143 Approved
0.6083 Remote Similarity NPD6054 Approved
0.6083 Remote Similarity NPD6059 Approved
0.6064 Remote Similarity NPD4785 Approved
0.6064 Remote Similarity NPD4784 Approved
0.6061 Remote Similarity NPD6435 Approved
0.6053 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6038 Remote Similarity NPD5282 Discontinued
0.6033 Remote Similarity NPD6016 Approved
0.6033 Remote Similarity NPD6015 Approved
0.6022 Remote Similarity NPD7150 Approved
0.6022 Remote Similarity NPD7152 Approved
0.6022 Remote Similarity NPD7151 Approved
0.6022 Remote Similarity NPD4243 Approved
0.602 Remote Similarity NPD4748 Discontinued
0.6019 Remote Similarity NPD6083 Phase 2
0.6019 Remote Similarity NPD6084 Phase 2
0.6 Remote Similarity NPD8264 Approved
0.5984 Remote Similarity NPD5988 Approved
0.5984 Remote Similarity NPD6370 Approved
0.5983 Remote Similarity NPD4632 Approved
0.5981 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5981 Remote Similarity NPD5695 Phase 3
0.5979 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5966 Remote Similarity NPD6009 Approved
0.5962 Remote Similarity NPD1695 Approved
0.5962 Remote Similarity NPD4753 Phase 2
0.5957 Remote Similarity NPD4732 Discontinued
0.595 Remote Similarity NPD6319 Approved
0.5946 Remote Similarity NPD5211 Phase 2
0.5946 Remote Similarity NPD7632 Discontinued
0.5943 Remote Similarity NPD6399 Phase 3
0.5929 Remote Similarity NPD6675 Approved
0.5929 Remote Similarity NPD5739 Approved
0.5929 Remote Similarity NPD7128 Approved
0.5929 Remote Similarity NPD6402 Approved
0.5926 Remote Similarity NPD7839 Suspended
0.592 Remote Similarity NPD8074 Phase 3
0.5905 Remote Similarity NPD7136 Phase 2
0.59 Remote Similarity NPD4269 Approved
0.59 Remote Similarity NPD4270 Approved
0.5897 Remote Similarity NPD8297 Approved
0.5897 Remote Similarity NPD6882 Approved
0.5887 Remote Similarity NPD7492 Approved
0.5877 Remote Similarity NPD5701 Approved
0.5877 Remote Similarity NPD5697 Approved
0.5872 Remote Similarity NPD4755 Approved
0.5862 Remote Similarity NPD4634 Approved
0.5859 Remote Similarity NPD5368 Approved
0.5854 Remote Similarity NPD5125 Phase 3
0.5854 Remote Similarity NPD5126 Approved
0.5849 Remote Similarity NPD6411 Approved
0.5841 Remote Similarity NPD5141 Approved
0.584 Remote Similarity NPD6616 Approved
0.5833 Remote Similarity NPD4190 Phase 3
0.5833 Remote Similarity NPD5275 Approved
0.5826 Remote Similarity NPD6899 Approved
0.5826 Remote Similarity NPD6881 Approved
0.5826 Remote Similarity NPD7320 Approved
0.5825 Remote Similarity NPD5786 Approved
0.582 Remote Similarity NPD7741 Discontinued
0.5818 Remote Similarity NPD5696 Approved
0.5814 Remote Similarity NPD8449 Approved
0.58 Remote Similarity NPD5369 Approved
0.5795 Remote Similarity NPD1145 Discontinued
0.5794 Remote Similarity NPD7078 Approved
0.5794 Remote Similarity NPD8293 Discontinued
0.5794 Remote Similarity NPD8171 Discontinued
0.5794 Remote Similarity NPD4202 Approved
0.5784 Remote Similarity NPD4786 Approved
0.5784 Remote Similarity NPD3133 Approved
0.5784 Remote Similarity NPD3665 Phase 1
0.5784 Remote Similarity NPD3666 Approved
0.5778 Remote Similarity NPD371 Approved
0.5776 Remote Similarity NPD6372 Approved
0.5776 Remote Similarity NPD6012 Approved
0.5776 Remote Similarity NPD6373 Approved
0.5776 Remote Similarity NPD6014 Approved
0.5776 Remote Similarity NPD6013 Approved
0.5769 Remote Similarity NPD8450 Suspended
0.5766 Remote Similarity NPD4700 Approved
0.5766 Remote Similarity NPD5286 Approved
0.5766 Remote Similarity NPD5285 Approved
0.5766 Remote Similarity NPD4696 Approved
0.5765 Remote Similarity NPD342 Phase 1
0.5758 Remote Similarity NPD4195 Approved
0.5758 Remote Similarity NPD7645 Phase 2
0.5748 Remote Similarity NPD7736 Approved
0.5743 Remote Similarity NPD3667 Approved
0.5743 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5728 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5728 Remote Similarity NPD5363 Approved
0.5726 Remote Similarity NPD7290 Approved
0.5726 Remote Similarity NPD7102 Approved
0.5726 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5726 Remote Similarity NPD6883 Approved
0.5701 Remote Similarity NPD5693 Phase 1
0.57 Remote Similarity NPD4252 Approved
0.57 Remote Similarity NPD6928 Phase 2
0.569 Remote Similarity NPD6011 Approved
0.569 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5688 Remote Similarity NPD4629 Approved
0.5688 Remote Similarity NPD5210 Approved
0.5678 Remote Similarity NPD6617 Approved
0.5678 Remote Similarity NPD6869 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