Structure

Physi-Chem Properties

Molecular Weight:  274.08
Volume:  270.459
LogP:  1.292
LogD:  1.041
LogS:  -2.68
# Rotatable Bonds:  3
TPSA:  61.83
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.765
Synthetic Accessibility Score:  3.737
Fsp3:  0.333
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:  -4.939
MDCK Permeability:  4.7881439968477935e-05
Pgp-inhibitor:  0.021
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.047
20% Bioavailability (F20%):  0.054
30% Bioavailability (F30%):  0.963

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.984
Plasma Protein Binding (PPB):  62.030921936035156%
Volume Distribution (VD):  1.889
Pgp-substrate:  31.132474899291992%

ADMET: Metabolism

CYP1A2-inhibitor:  0.357
CYP1A2-substrate:  0.049
CYP2C19-inhibitor:  0.32
CYP2C19-substrate:  0.103
CYP2C9-inhibitor:  0.36
CYP2C9-substrate:  0.052
CYP2D6-inhibitor:  0.474
CYP2D6-substrate:  0.16
CYP3A4-inhibitor:  0.266
CYP3A4-substrate:  0.232

ADMET: Excretion

Clearance (CL):  1.603
Half-life (T1/2):  0.674

ADMET: Toxicity

hERG Blockers:  0.202
Human Hepatotoxicity (H-HT):  0.955
Drug-inuced Liver Injury (DILI):  0.894
AMES Toxicity:  0.499
Rat Oral Acute Toxicity:  0.315
Maximum Recommended Daily Dose:  0.869
Skin Sensitization:  0.291
Carcinogencity:  0.045
Eye Corrosion:  0.016
Eye Irritation:  0.043
Respiratory Toxicity:  0.488

Download Data

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

  Natural Product: NPC234305

Natural Product ID:  NPC234305
Common Name*:   (+)-3-O-Acetylaltholactone
IUPAC Name:   [(2R,3R,3aR,7aS)-5-oxo-2-phenyl-2,3,3a,7a-tetrahydrofuro[3,2-b]pyran-3-yl] acetate
Synonyms:  
Standard InCHIKey:  PQTDQVRTMJEDLP-ZGKBOVNRSA-N
Standard InCHI:  InChI=1S/C15H14O5/c1-9(16)18-15-13(10-5-3-2-4-6-10)19-11-7-8-12(17)20-14(11)15/h2-8,11,13-15H,1H3/t11-,13+,14+,15+/m0/s1
SMILES:  CC(=O)O[C@H]1[C@@H]2OC(=O)C=C[C@@H]2O[C@@H]1c1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2397520
PubChem CID:   10355968
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0001818] Furopyrans

*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
NPO8674 Goniothalamus arvensis Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]

☑ 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 36100.0 nM PMID[483654]
NPT2 Others Unspecified IC50 = 34300.0 nM PMID[483654]

☑ 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 NPC234305 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
0.949 High Similarity NPC85977
0.94 High Similarity NPC277788
0.9278 High Similarity NPC98911
0.9278 High Similarity NPC472318
0.9109 High Similarity NPC472316
0.9109 High Similarity NPC472315
0.9109 High Similarity NPC474376
0.9109 High Similarity NPC475203
0.8922 High Similarity NPC136962
0.8922 High Similarity NPC37115
0.8911 High Similarity NPC280616
0.8911 High Similarity NPC171831
0.8911 High Similarity NPC242913
0.8679 High Similarity NPC185840
0.8632 High Similarity NPC304760
0.8598 High Similarity NPC265002
0.8571 High Similarity NPC23453
0.8542 High Similarity NPC173443
0.8505 High Similarity NPC234376
0.8367 Intermediate Similarity NPC119631
0.8364 Intermediate Similarity NPC149691
0.8364 Intermediate Similarity NPC473507
0.8316 Intermediate Similarity NPC58616
0.8269 Intermediate Similarity NPC82426
0.8269 Intermediate Similarity NPC91820
0.8257 Intermediate Similarity NPC474176
0.8224 Intermediate Similarity NPC265407
0.8224 Intermediate Similarity NPC474364
0.8224 Intermediate Similarity NPC83628
0.8182 Intermediate Similarity NPC308744
0.8182 Intermediate Similarity NPC307651
0.8144 Intermediate Similarity NPC169050
0.8144 Intermediate Similarity NPC96625
0.8144 Intermediate Similarity NPC286608
0.8144 Intermediate Similarity NPC89377
0.8105 Intermediate Similarity NPC324835
0.8105 Intermediate Similarity NPC308619
0.8105 Intermediate Similarity NPC127491
0.8081 Intermediate Similarity NPC213156
0.8081 Intermediate Similarity NPC240108
0.8073 Intermediate Similarity NPC474157
0.8056 Intermediate Similarity NPC469636
0.798 Intermediate Similarity NPC220893
0.7965 Intermediate Similarity NPC190298
0.7963 Intermediate Similarity NPC475465
0.7963 Intermediate Similarity NPC472314
0.7961 Intermediate Similarity NPC249912
0.7961 Intermediate Similarity NPC276775
0.7961 Intermediate Similarity NPC325499
0.7961 Intermediate Similarity NPC92754
0.7944 Intermediate Similarity NPC472919
0.7944 Intermediate Similarity NPC269457
0.7941 Intermediate Similarity NPC5472
0.7928 Intermediate Similarity NPC128368
0.7925 Intermediate Similarity NPC301943
0.7925 Intermediate Similarity NPC474365
0.7905 Intermediate Similarity NPC42211
0.7905 Intermediate Similarity NPC70624
0.7899 Intermediate Similarity NPC85830
0.7895 Intermediate Similarity NPC89950
0.7885 Intermediate Similarity NPC78701
0.7885 Intermediate Similarity NPC35448
0.7885 Intermediate Similarity NPC225060
0.787 Intermediate Similarity NPC477251
0.7838 Intermediate Similarity NPC158282
0.7838 Intermediate Similarity NPC474314
0.783 Intermediate Similarity NPC60373
0.783 Intermediate Similarity NPC154905
0.7822 Intermediate Similarity NPC472319
0.7818 Intermediate Similarity NPC174099
0.781 Intermediate Similarity NPC203925
0.781 Intermediate Similarity NPC146351
0.781 Intermediate Similarity NPC118343
0.7778 Intermediate Similarity NPC209632
0.7778 Intermediate Similarity NPC50872
0.7768 Intermediate Similarity NPC272524
0.7767 Intermediate Similarity NPC130398
0.7757 Intermediate Similarity NPC89886
0.775 Intermediate Similarity NPC476033
0.7748 Intermediate Similarity NPC210089
0.7723 Intermediate Similarity NPC185501
0.7719 Intermediate Similarity NPC216387
0.7719 Intermediate Similarity NPC476476
0.7712 Intermediate Similarity NPC193484
0.7706 Intermediate Similarity NPC30594
0.7706 Intermediate Similarity NPC119271
0.7706 Intermediate Similarity NPC37622
0.7699 Intermediate Similarity NPC474363
0.7699 Intermediate Similarity NPC172525
0.7685 Intermediate Similarity NPC114594
0.7685 Intermediate Similarity NPC109637
0.7684 Intermediate Similarity NPC167577
0.7684 Intermediate Similarity NPC170484
0.7684 Intermediate Similarity NPC78517
0.7664 Intermediate Similarity NPC188895
0.7658 Intermediate Similarity NPC273837
0.7642 Intermediate Similarity NPC325497
0.7636 Intermediate Similarity NPC56493
0.7632 Intermediate Similarity NPC210092
0.7632 Intermediate Similarity NPC474685
0.7629 Intermediate Similarity NPC99240
0.7629 Intermediate Similarity NPC106313
0.7627 Intermediate Similarity NPC229600
0.7619 Intermediate Similarity NPC270654
0.7611 Intermediate Similarity NPC161611
0.7604 Intermediate Similarity NPC121800
0.7603 Intermediate Similarity NPC79608
0.76 Intermediate Similarity NPC14248
0.7593 Intermediate Similarity NPC179686
0.7593 Intermediate Similarity NPC60679
0.7586 Intermediate Similarity NPC469574
0.7583 Intermediate Similarity NPC471466
0.7581 Intermediate Similarity NPC291419
0.7581 Intermediate Similarity NPC60825
0.7579 Intermediate Similarity NPC176228
0.7576 Intermediate Similarity NPC475710
0.7573 Intermediate Similarity NPC77273
0.7568 Intermediate Similarity NPC99846
0.7568 Intermediate Similarity NPC17417
0.7568 Intermediate Similarity NPC269023
0.7568 Intermediate Similarity NPC10251
0.7568 Intermediate Similarity NPC40178
0.7568 Intermediate Similarity NPC281604
0.7547 Intermediate Similarity NPC154517
0.7544 Intermediate Similarity NPC87069
0.7542 Intermediate Similarity NPC473243
0.7541 Intermediate Similarity NPC234109
0.7541 Intermediate Similarity NPC188327
0.754 Intermediate Similarity NPC222036
0.754 Intermediate Similarity NPC7526
0.7526 Intermediate Similarity NPC303245
0.7526 Intermediate Similarity NPC165212
0.7526 Intermediate Similarity NPC71795
0.7523 Intermediate Similarity NPC148060
0.7523 Intermediate Similarity NPC269644
0.7523 Intermediate Similarity NPC31786
0.7522 Intermediate Similarity NPC477250
0.7522 Intermediate Similarity NPC82899
0.7522 Intermediate Similarity NPC270699
0.7521 Intermediate Similarity NPC246166
0.75 Intermediate Similarity NPC214067
0.75 Intermediate Similarity NPC475692
0.75 Intermediate Similarity NPC474283
0.75 Intermediate Similarity NPC475508
0.75 Intermediate Similarity NPC93084
0.75 Intermediate Similarity NPC149545
0.75 Intermediate Similarity NPC325301
0.75 Intermediate Similarity NPC251854
0.75 Intermediate Similarity NPC196246
0.75 Intermediate Similarity NPC45613
0.748 Intermediate Similarity NPC98179
0.748 Intermediate Similarity NPC55149
0.748 Intermediate Similarity NPC472707
0.748 Intermediate Similarity NPC253574
0.748 Intermediate Similarity NPC307412
0.7479 Intermediate Similarity NPC37641
0.7479 Intermediate Similarity NPC311175
0.7477 Intermediate Similarity NPC80115
0.7477 Intermediate Similarity NPC20485
0.7477 Intermediate Similarity NPC47536
0.7474 Intermediate Similarity NPC3672
0.7474 Intermediate Similarity NPC287790
0.7459 Intermediate Similarity NPC476599
0.7455 Intermediate Similarity NPC128730
0.7455 Intermediate Similarity NPC127676
0.7449 Intermediate Similarity NPC103387
0.7449 Intermediate Similarity NPC323103
0.7438 Intermediate Similarity NPC475691
0.7436 Intermediate Similarity NPC65791
0.7436 Intermediate Similarity NPC84129
0.7434 Intermediate Similarity NPC43584
0.7434 Intermediate Similarity NPC260818
0.7434 Intermediate Similarity NPC183700
0.7434 Intermediate Similarity NPC305912
0.7434 Intermediate Similarity NPC323007
0.7434 Intermediate Similarity NPC1082
0.7434 Intermediate Similarity NPC476003
0.7434 Intermediate Similarity NPC167504
0.7431 Intermediate Similarity NPC304638
0.7431 Intermediate Similarity NPC160382
0.7422 Intermediate Similarity NPC33986
0.7417 Intermediate Similarity NPC70973
0.7414 Intermediate Similarity NPC471616
0.7414 Intermediate Similarity NPC210531
0.7411 Intermediate Similarity NPC182549
0.7411 Intermediate Similarity NPC114741
0.7411 Intermediate Similarity NPC206341
0.7402 Intermediate Similarity NPC474608
0.7402 Intermediate Similarity NPC134937
0.7402 Intermediate Similarity NPC324898
0.7402 Intermediate Similarity NPC298547
0.74 Intermediate Similarity NPC53299
0.7391 Intermediate Similarity NPC477411
0.7387 Intermediate Similarity NPC176971
0.7387 Intermediate Similarity NPC329705
0.7387 Intermediate Similarity NPC51174
0.7387 Intermediate Similarity NPC474111
0.7387 Intermediate Similarity NPC326447
0.7383 Intermediate Similarity NPC135951
0.7377 Intermediate Similarity NPC125053

  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 NPC234305 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
0.8144 Intermediate Similarity NPD1282 Approved
0.8073 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD969 Suspended
0.7818 Intermediate Similarity NPD2067 Discontinued
0.781 Intermediate Similarity NPD1238 Approved
0.7798 Intermediate Similarity NPD1358 Approved
0.7652 Intermediate Similarity NPD694 Clinical (unspecified phase)
0.7632 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD2182 Approved
0.7565 Intermediate Similarity NPD4198 Discontinued
0.7523 Intermediate Similarity NPD164 Approved
0.7387 Intermediate Similarity NPD3134 Approved
0.736 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD9697 Approved
0.7273 Intermediate Similarity NPD6647 Phase 2
0.725 Intermediate Similarity NPD5125 Phase 3
0.725 Intermediate Similarity NPD5126 Approved
0.7222 Intermediate Similarity NPD5926 Approved
0.7179 Intermediate Similarity NPD2629 Approved
0.717 Intermediate Similarity NPD1202 Approved
0.7156 Intermediate Similarity NPD7798 Approved
0.7131 Intermediate Similarity NPD6287 Discontinued
0.7091 Intermediate Similarity NPD2549 Approved
0.7091 Intermediate Similarity NPD2552 Approved
0.7091 Intermediate Similarity NPD2558 Approved
0.7091 Intermediate Similarity NPD2553 Approved
0.7091 Intermediate Similarity NPD2555 Approved
0.7091 Intermediate Similarity NPD2550 Approved
0.7069 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD9495 Approved
0.7054 Intermediate Similarity NPD5909 Discontinued
0.7043 Intermediate Similarity NPD5237 Approved
0.7043 Intermediate Similarity NPD5236 Approved
0.7043 Intermediate Similarity NPD5240 Approved
0.7043 Intermediate Similarity NPD5239 Approved
0.7043 Intermediate Similarity NPD5235 Approved
0.7027 Intermediate Similarity NPD4188 Approved
0.7027 Intermediate Similarity NPD4189 Approved
0.7025 Intermediate Similarity NPD5691 Approved
0.7009 Intermediate Similarity NPD5535 Approved
0.699 Remote Similarity NPD9257 Approved
0.699 Remote Similarity NPD9259 Approved
0.6983 Remote Similarity NPD2201 Approved
0.6952 Remote Similarity NPD689 Discontinued
0.6949 Remote Similarity NPD1241 Discontinued
0.6911 Remote Similarity NPD3496 Discontinued
0.6903 Remote Similarity NPD1237 Approved
0.6903 Remote Similarity NPD3046 Approved
0.6903 Remote Similarity NPD3047 Approved
0.6903 Remote Similarity NPD3048 Approved
0.6894 Remote Similarity NPD2567 Approved
0.6894 Remote Similarity NPD2569 Approved
0.6881 Remote Similarity NPD1989 Approved
0.687 Remote Similarity NPD290 Approved
0.685 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6825 Remote Similarity NPD5667 Approved
0.6822 Remote Similarity NPD5454 Clinical (unspecified phase)
0.681 Remote Similarity NPD6831 Clinical (unspecified phase)
0.681 Remote Similarity NPD2684 Approved
0.6803 Remote Similarity NPD9545 Approved
0.6803 Remote Similarity NPD7741 Discontinued
0.68 Remote Similarity NPD1877 Discontinued
0.6794 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6783 Remote Similarity NPD3524 Approved
0.6783 Remote Similarity NPD2551 Approved
0.6783 Remote Similarity NPD2559 Approved
0.6783 Remote Similarity NPD3526 Approved
0.6783 Remote Similarity NPD6685 Approved
0.678 Remote Similarity NPD4571 Approved
0.678 Remote Similarity NPD4573 Approved
0.678 Remote Similarity NPD4572 Approved
0.6777 Remote Similarity NPD9493 Approved
0.6772 Remote Similarity NPD3266 Approved
0.6772 Remote Similarity NPD3267 Approved
0.6744 Remote Similarity NPD6832 Phase 2
0.6742 Remote Similarity NPD6355 Discontinued
0.6735 Remote Similarity NPD9716 Approved
0.6729 Remote Similarity NPD3672 Approved
0.6729 Remote Similarity NPD3673 Approved
0.6729 Remote Similarity NPD9258 Approved
0.6729 Remote Similarity NPD9256 Approved
0.6723 Remote Similarity NPD7843 Approved
0.6721 Remote Similarity NPD5536 Phase 2
0.6721 Remote Similarity NPD2347 Approved
0.672 Remote Similarity NPD422 Phase 1
0.67 Remote Similarity NPD225 Approved
0.67 Remote Similarity NPD227 Approved
0.6697 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6696 Remote Similarity NPD5048 Discontinued
0.6696 Remote Similarity NPD2066 Phase 3
0.6694 Remote Similarity NPD7157 Approved
0.6694 Remote Similarity NPD4626 Approved
0.6694 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6693 Remote Similarity NPD2198 Approved
0.6693 Remote Similarity NPD2199 Approved
0.6692 Remote Similarity NPD7008 Discontinued
0.6667 Remote Similarity NPD1930 Approved
0.6667 Remote Similarity NPD1929 Approved
0.6667 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6637 Approved
0.6667 Remote Similarity NPD9250 Approved
0.6667 Remote Similarity NPD4307 Phase 2
0.6667 Remote Similarity NPD5283 Phase 1
0.6641 Remote Similarity NPD2797 Approved
0.6641 Remote Similarity NPD6798 Discontinued
0.6641 Remote Similarity NPD3764 Approved
0.6638 Remote Similarity NPD5704 Approved
0.6638 Remote Similarity NPD812 Approved
0.6638 Remote Similarity NPD5706 Approved
0.6638 Remote Similarity NPD810 Approved
0.6638 Remote Similarity NPD811 Approved
0.6638 Remote Similarity NPD5705 Approved
0.6634 Remote Similarity NPD9490 Approved
0.6618 Remote Similarity NPD7266 Discontinued
0.6613 Remote Similarity NPD5585 Approved
0.661 Remote Similarity NPD9713 Approved
0.6604 Remote Similarity NPD1087 Approved
0.66 Remote Similarity NPD9294 Approved
0.6594 Remote Similarity NPD4628 Phase 3
0.6591 Remote Similarity NPD6233 Phase 2
0.6589 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6589 Remote Similarity NPD1019 Discontinued
0.6589 Remote Similarity NPD6085 Phase 2
0.6587 Remote Similarity NPD4480 Approved
0.6587 Remote Similarity NPD1611 Approved
0.6587 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6583 Remote Similarity NPD6858 Approved
0.6583 Remote Similarity NPD7094 Approved
0.6567 Remote Similarity NPD6653 Approved
0.656 Remote Similarity NPD5306 Approved
0.656 Remote Similarity NPD17 Approved
0.656 Remote Similarity NPD5305 Approved
0.6544 Remote Similarity NPD2438 Suspended
0.6542 Remote Similarity NPD531 Approved
0.6541 Remote Similarity NPD4060 Phase 1
0.6538 Remote Similarity NPD3971 Phase 1
0.6538 Remote Similarity NPD5204 Approved
0.6538 Remote Similarity NPD9491 Approved
0.6535 Remote Similarity NPD9717 Approved
0.6532 Remote Similarity NPD1894 Discontinued
0.6529 Remote Similarity NPD6010 Discontinued
0.6522 Remote Similarity NPD5765 Approved
0.6522 Remote Similarity NPD1652 Phase 2
0.6515 Remote Similarity NPD3268 Approved
0.6515 Remote Similarity NPD2313 Discontinued
0.6512 Remote Similarity NPD2628 Approved
0.6512 Remote Similarity NPD2627 Approved
0.6512 Remote Similarity NPD2159 Approved
0.6512 Remote Similarity NPD2626 Approved
0.6512 Remote Similarity NPD2625 Approved
0.6512 Remote Similarity NPD2160 Approved
0.6508 Remote Similarity NPD3847 Discontinued
0.6508 Remote Similarity NPD4135 Approved
0.6508 Remote Similarity NPD4106 Approved
0.6508 Remote Similarity NPD4136 Approved
0.6505 Remote Similarity NPD226 Approved
0.6504 Remote Similarity NPD5292 Approved
0.6504 Remote Similarity NPD5291 Approved
0.65 Remote Similarity NPD7236 Approved
0.6496 Remote Similarity NPD5763 Approved
0.6496 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6496 Remote Similarity NPD5762 Approved
0.6493 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6493 Remote Similarity NPD5124 Phase 1
0.6493 Remote Similarity NPD4340 Discontinued
0.6493 Remote Similarity NPD1933 Approved
0.6493 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6489 Remote Similarity NPD1008 Clinical (unspecified phase)
0.6486 Remote Similarity NPD1693 Approved
0.6486 Remote Similarity NPD9260 Approved
0.6484 Remote Similarity NPD7876 Discontinued
0.6481 Remote Similarity NPD800 Approved
0.6479 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6475 Remote Similarity NPD5951 Approved
0.6471 Remote Similarity NPD4308 Phase 3
0.6471 Remote Similarity NPD7033 Discontinued
0.6471 Remote Similarity NPD4233 Approved
0.6471 Remote Similarity NPD551 Approved
0.6471 Remote Similarity NPD550 Approved
0.6471 Remote Similarity NPD4234 Approved
0.6466 Remote Similarity NPD4062 Phase 3
0.6457 Remote Similarity NPD5338 Clinical (unspecified phase)
0.6457 Remote Similarity NPD1281 Approved
0.6457 Remote Similarity NPD4807 Approved
0.6457 Remote Similarity NPD4806 Approved
0.6457 Remote Similarity NPD3705 Approved
0.6449 Remote Similarity NPD2424 Discontinued
0.6446 Remote Similarity NPD2496 Approved
0.6446 Remote Similarity NPD2497 Approved
0.6444 Remote Similarity NPD3528 Clinical (unspecified phase)
0.6439 Remote Similarity NPD7095 Approved
0.6434 Remote Similarity NPD3225 Approved
0.6434 Remote Similarity NPD1876 Approved
0.6429 Remote Similarity NPD1778 Approved
0.6429 Remote Similarity NPD3887 Approved
0.6423 Remote Similarity NPD6032 Approved
0.6422 Remote Similarity NPD1086 Approved
0.6422 Remote Similarity NPD1089 Approved
0.6422 Remote Similarity NPD1090 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