Structure

Physi-Chem Properties

Molecular Weight:  548.28
Volume:  580.265
LogP:  5.061
LogD:  4.146
LogS:  -5.26
# Rotatable Bonds:  9
TPSA:  95.97
# H-Bond Aceptor:  7
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.196
Synthetic Accessibility Score:  5.164
Fsp3:  0.515
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.928
MDCK Permeability:  2.528133882151451e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.003
Human Intestinal Absorption (HIA):  0.059
20% Bioavailability (F20%):  0.939
30% Bioavailability (F30%):  0.981

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.987
Plasma Protein Binding (PPB):  87.79496002197266%
Volume Distribution (VD):  1.395
Pgp-substrate:  15.558626174926758%

ADMET: Metabolism

CYP1A2-inhibitor:  0.208
CYP1A2-substrate:  0.068
CYP2C19-inhibitor:  0.647
CYP2C19-substrate:  0.082
CYP2C9-inhibitor:  0.908
CYP2C9-substrate:  0.2
CYP2D6-inhibitor:  0.669
CYP2D6-substrate:  0.085
CYP3A4-inhibitor:  0.933
CYP3A4-substrate:  0.558

ADMET: Excretion

Clearance (CL):  3.234
Half-life (T1/2):  0.106

ADMET: Toxicity

hERG Blockers:  0.44
Human Hepatotoxicity (H-HT):  0.956
Drug-inuced Liver Injury (DILI):  0.793
AMES Toxicity:  0.036
Rat Oral Acute Toxicity:  0.164
Maximum Recommended Daily Dose:  0.942
Skin Sensitization:  0.897
Carcinogencity:  0.186
Eye Corrosion:  0.004
Eye Irritation:  0.014
Respiratory Toxicity:  0.828

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

  Natural Product: NPC8990

Natural Product ID:  NPC8990
Common Name*:   NMTNFTPLDSEWKL-FZKGCNOOSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  NMTNFTPLDSEWKL-FZKGCNOOSA-N
Standard InCHI:  InChI=1S/C33H40O7/c1-20-16-27-26(32(27,5)6)14-12-25(19-38-22(3)34)17-28-30(21(2)18-33(28,31(20)37)40-23(4)35)39-29(36)15-13-24-10-8-7-9-11-24/h7-11,13,15-17,21,26-28,30H,12,14,18-19H2,1-6H3/b15-13+,20-16+,25-17+/t21-,26-,27+,28-,30-,33+/m0/s1
SMILES:  CC(=O)O[C@]12C[C@@H]([C@@H]([C@@H]1/C=C(CC[C@H]1[C@@H](/C=C(/C2=O)C)C1(C)C)/COC(=O)C)OC(=O)/C=C/c1ccccc1)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL538198
PubChem CID:   44241674
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids

*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
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[12542364]
NPO10036 Bruguiera cylindrica Species Rhizophoraceae Eukaryota Fruits n.a. n.a. PMID[15165157]
NPO2462 Machilus robusta Species Lauraceae Eukaryota bark n.a. n.a. PMID[21627109]
NPO2462 Machilus robusta Species Lauraceae Eukaryota n.a. bark n.a. PMID[21627109]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[30817151]
NPO9866 Symphytum tuberosum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4235 Thymus magnus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9866 Symphytum tuberosum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4235 Thymus magnus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9866 Symphytum tuberosum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10479 Ophiocoma echinata Species Ophiocomidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3940 Erioderma chilense Species Pannariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4235 Thymus magnus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10959 Kalanchoe marmorata Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1000 Thymus transcaucasicus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10833 Heteromma simplicifolium n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5571 Jacobaea arnautorum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4494 Ecbolium linneanum Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8283 Pseudophegopteris subaurita Species Thelypteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10733 Plantago uniflora Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2462 Machilus robusta Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10036 Bruguiera cylindrica Species Rhizophoraceae 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
NPT2 Others Unspecified Activity = 54.0 % PMID[561873]
NPT2 Others Unspecified IC50 = 104.75 ug.mL-1 PMID[561873]
NPT2 Others Unspecified Ratio IC50 = 10.33 n.a. PMID[561873]
NPT35 Others n.a. LogP = 5.8 n.a. PMID[561873]

☑ 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 NPC8990 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
0.9915 High Similarity NPC477369
0.9508 High Similarity NPC475671
0.9508 High Similarity NPC475452
0.9504 High Similarity NPC477370
0.95 High Similarity NPC477366
0.95 High Similarity NPC477363
0.9496 High Similarity NPC477362
0.9426 High Similarity NPC37968
0.9421 High Similarity NPC477357
0.9421 High Similarity NPC477365
0.935 High Similarity NPC42234
0.92 High Similarity NPC477360
0.9134 High Similarity NPC270364
0.9062 High Similarity NPC477358
0.9055 High Similarity NPC477368
0.8984 High Similarity NPC232888
0.8984 High Similarity NPC477367
0.8976 High Similarity NPC477364
0.8923 High Similarity NPC276652
0.8906 High Similarity NPC477359
0.8889 High Similarity NPC122504
0.8889 High Similarity NPC3450
0.8837 High Similarity NPC265459
0.8837 High Similarity NPC475262
0.8837 High Similarity NPC290833
0.8788 High Similarity NPC473654
0.8769 High Similarity NPC194769
0.8769 High Similarity NPC285221
0.876 High Similarity NPC472250
0.874 High Similarity NPC272946
0.8702 High Similarity NPC86772
0.8657 High Similarity NPC477094
0.8657 High Similarity NPC477096
0.8636 High Similarity NPC272523
0.8636 High Similarity NPC325805
0.8571 High Similarity NPC475660
0.8571 High Similarity NPC251294
0.855 High Similarity NPC472247
0.8519 High Similarity NPC82467
0.8507 High Similarity NPC473497
0.8467 Intermediate Similarity NPC477095
0.8409 Intermediate Similarity NPC79699
0.8394 Intermediate Similarity NPC471162
0.8382 Intermediate Similarity NPC45307
0.8382 Intermediate Similarity NPC153214
0.837 Intermediate Similarity NPC475413
0.837 Intermediate Similarity NPC474303
0.8286 Intermediate Similarity NPC477099
0.8286 Intermediate Similarity NPC125033
0.8286 Intermediate Similarity NPC477097
0.8286 Intermediate Similarity NPC477101
0.8201 Intermediate Similarity NPC170668
0.8168 Intermediate Similarity NPC475508
0.8156 Intermediate Similarity NPC232583
0.8156 Intermediate Similarity NPC25484
0.8143 Intermediate Similarity NPC205389
0.8112 Intermediate Similarity NPC477100
0.8112 Intermediate Similarity NPC477098
0.8102 Intermediate Similarity NPC187566
0.806 Intermediate Similarity NPC471911
0.806 Intermediate Similarity NPC4242
0.806 Intermediate Similarity NPC153617
0.8045 Intermediate Similarity NPC233860
0.7985 Intermediate Similarity NPC472248
0.7926 Intermediate Similarity NPC28836
0.7926 Intermediate Similarity NPC134937
0.7926 Intermediate Similarity NPC324898
0.7926 Intermediate Similarity NPC298547
0.791 Intermediate Similarity NPC239358
0.791 Intermediate Similarity NPC233692
0.7883 Intermediate Similarity NPC184109
0.7868 Intermediate Similarity NPC279637
0.7868 Intermediate Similarity NPC200154
0.7868 Intermediate Similarity NPC149401
0.7863 Intermediate Similarity NPC476599
0.7842 Intermediate Similarity NPC242355
0.7812 Intermediate Similarity NPC473243
0.781 Intermediate Similarity NPC202729
0.7794 Intermediate Similarity NPC311492
0.777 Intermediate Similarity NPC473440
0.7754 Intermediate Similarity NPC27721
0.7754 Intermediate Similarity NPC327511
0.7754 Intermediate Similarity NPC205305
0.773 Intermediate Similarity NPC191387
0.773 Intermediate Similarity NPC131966
0.7717 Intermediate Similarity NPC94425
0.7704 Intermediate Similarity NPC470278
0.7698 Intermediate Similarity NPC53361
0.7698 Intermediate Similarity NPC121268
0.7698 Intermediate Similarity NPC473301
0.7681 Intermediate Similarity NPC52523
0.7681 Intermediate Similarity NPC217673
0.7669 Intermediate Similarity NPC473423
0.7669 Intermediate Similarity NPC472706
0.766 Intermediate Similarity NPC183540
0.766 Intermediate Similarity NPC475135
0.766 Intermediate Similarity NPC63737
0.7635 Intermediate Similarity NPC70344
0.7612 Intermediate Similarity NPC472707
0.7597 Intermediate Similarity NPC472708
0.7578 Intermediate Similarity NPC152812
0.7576 Intermediate Similarity NPC472704
0.7574 Intermediate Similarity NPC472418
0.7561 Intermediate Similarity NPC469636
0.7552 Intermediate Similarity NPC80895
0.7552 Intermediate Similarity NPC471912
0.754 Intermediate Similarity NPC307651
0.7537 Intermediate Similarity NPC48992
0.7536 Intermediate Similarity NPC329913
0.7535 Intermediate Similarity NPC140021
0.75 Intermediate Similarity NPC301946
0.75 Intermediate Similarity NPC55744
0.75 Intermediate Similarity NPC277053
0.75 Intermediate Similarity NPC134131
0.75 Intermediate Similarity NPC25043
0.75 Intermediate Similarity NPC472703
0.7481 Intermediate Similarity NPC50872
0.7481 Intermediate Similarity NPC195224
0.7465 Intermediate Similarity NPC471862
0.7464 Intermediate Similarity NPC472656
0.7463 Intermediate Similarity NPC470818
0.7448 Intermediate Similarity NPC475552
0.7444 Intermediate Similarity NPC140118
0.7444 Intermediate Similarity NPC473881
0.7444 Intermediate Similarity NPC469742
0.7444 Intermediate Similarity NPC12881
0.7432 Intermediate Similarity NPC138641
0.7432 Intermediate Similarity NPC22571
0.7432 Intermediate Similarity NPC469647
0.7432 Intermediate Similarity NPC469648
0.7432 Intermediate Similarity NPC283875
0.7422 Intermediate Similarity NPC9274
0.7419 Intermediate Similarity NPC40178
0.7414 Intermediate Similarity NPC202824
0.7414 Intermediate Similarity NPC477361
0.7413 Intermediate Similarity NPC471856
0.741 Intermediate Similarity NPC322503
0.741 Intermediate Similarity NPC203486
0.741 Intermediate Similarity NPC126516
0.741 Intermediate Similarity NPC470143
0.7405 Intermediate Similarity NPC475804
0.7405 Intermediate Similarity NPC475827
0.7405 Intermediate Similarity NPC474222
0.7405 Intermediate Similarity NPC474223
0.7398 Intermediate Similarity NPC470192
0.7391 Intermediate Similarity NPC469499
0.7388 Intermediate Similarity NPC472693
0.7388 Intermediate Similarity NPC472694
0.7386 Intermediate Similarity NPC475536
0.7386 Intermediate Similarity NPC165234
0.7381 Intermediate Similarity NPC82899
0.7381 Intermediate Similarity NPC270699
0.7379 Intermediate Similarity NPC471107
0.7379 Intermediate Similarity NPC471100
0.7373 Intermediate Similarity NPC477354
0.7368 Intermediate Similarity NPC474159
0.7368 Intermediate Similarity NPC474254
0.7365 Intermediate Similarity NPC472398
0.7361 Intermediate Similarity NPC95449
0.7355 Intermediate Similarity NPC118405
0.7347 Intermediate Similarity NPC473403
0.7339 Intermediate Similarity NPC47536
0.7339 Intermediate Similarity NPC20485
0.7338 Intermediate Similarity NPC473641
0.7338 Intermediate Similarity NPC473797
0.7338 Intermediate Similarity NPC475464
0.7338 Intermediate Similarity NPC15850
0.7338 Intermediate Similarity NPC475300
0.7338 Intermediate Similarity NPC475437
0.7338 Intermediate Similarity NPC475505
0.7333 Intermediate Similarity NPC473082
0.7333 Intermediate Similarity NPC469456
0.7328 Intermediate Similarity NPC204784
0.7324 Intermediate Similarity NPC170718
0.7323 Intermediate Similarity NPC161611
0.7317 Intermediate Similarity NPC321670
0.7315 Intermediate Similarity NPC233581
0.7315 Intermediate Similarity NPC145649
0.7302 Intermediate Similarity NPC1082
0.7302 Intermediate Similarity NPC305912
0.7302 Intermediate Similarity NPC477247
0.7299 Intermediate Similarity NPC225103
0.7297 Intermediate Similarity NPC254558
0.7292 Intermediate Similarity NPC51181
0.7285 Intermediate Similarity NPC11410
0.7266 Intermediate Similarity NPC238370
0.7266 Intermediate Similarity NPC209851
0.7266 Intermediate Similarity NPC475493
0.7259 Intermediate Similarity NPC284022
0.7258 Intermediate Similarity NPC329705
0.7258 Intermediate Similarity NPC474111
0.725 Intermediate Similarity NPC145052
0.7248 Intermediate Similarity NPC51602
0.7246 Intermediate Similarity NPC471832
0.7246 Intermediate Similarity NPC49272
0.7246 Intermediate Similarity NPC475138
0.7246 Intermediate Similarity NPC147561
0.7246 Intermediate Similarity NPC473443
0.7246 Intermediate Similarity NPC472388
0.7246 Intermediate Similarity NPC82712

  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 NPC8990 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
0.7872 Intermediate Similarity NPD7236 Approved
0.7787 Intermediate Similarity NPD2067 Discontinued
0.7603 Intermediate Similarity NPD7239 Suspended
0.76 Intermediate Similarity NPD6858 Approved
0.76 Intermediate Similarity NPD7094 Approved
0.7591 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7541 Intermediate Similarity NPD6685 Approved
0.7481 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD5738 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD7961 Discontinued
0.7302 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7295 Intermediate Similarity NPD6647 Phase 2
0.7295 Intermediate Similarity NPD5765 Approved
0.7143 Intermediate Similarity NPD7058 Phase 2
0.7143 Intermediate Similarity NPD2182 Approved
0.7143 Intermediate Similarity NPD7057 Phase 3
0.7109 Intermediate Similarity NPD6912 Phase 3
0.7077 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD6085 Phase 2
0.7029 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD5740 Clinical (unspecified phase)
0.6957 Remote Similarity NPD7799 Discontinued
0.6929 Remote Similarity NPD7055 Discontinued
0.6861 Remote Similarity NPD6637 Approved
0.6825 Remote Similarity NPD164 Approved
0.6825 Remote Similarity NPD5909 Discontinued
0.6818 Remote Similarity NPD2629 Approved
0.6807 Remote Similarity NPD3673 Approved
0.6807 Remote Similarity NPD3672 Approved
0.6781 Remote Similarity NPD7305 Phase 1
0.6777 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7798 Approved
0.6767 Remote Similarity NPD4198 Discontinued
0.6765 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6692 Remote Similarity NPD4766 Approved
0.6667 Remote Similarity NPD6287 Discontinued
0.664 Remote Similarity NPD2066 Phase 3
0.6618 Remote Similarity NPD7741 Discontinued
0.6617 Remote Similarity NPD6010 Discontinued
0.6596 Remote Similarity NPD6362 Approved
0.6591 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6585 Remote Similarity NPD1693 Approved
0.6577 Remote Similarity NPD6002 Phase 3
0.6577 Remote Similarity NPD6005 Phase 3
0.6577 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6577 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6577 Remote Similarity NPD6004 Phase 3
0.6575 Remote Similarity NPD6355 Discontinued
0.6552 Remote Similarity NPD6663 Approved
0.6538 Remote Similarity NPD6881 Approved
0.6538 Remote Similarity NPD6899 Approved
0.6532 Remote Similarity NPD1989 Approved
0.6531 Remote Similarity NPD6653 Approved
0.6528 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6516 Remote Similarity NPD7606 Phase 3
0.6515 Remote Similarity NPD6649 Approved
0.6515 Remote Similarity NPD6650 Approved
0.6515 Remote Similarity NPD8130 Phase 1
0.6512 Remote Similarity NPD5048 Discontinued
0.651 Remote Similarity NPD7137 Phase 2
0.6508 Remote Similarity NPD1238 Approved
0.6503 Remote Similarity NPD7084 Phase 3
0.6503 Remote Similarity NPD5736 Approved
0.6496 Remote Similarity NPD7009 Phase 2
0.6493 Remote Similarity NPD2650 Approved
0.6493 Remote Similarity NPD2652 Approved
0.6489 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6484 Remote Similarity NPD1929 Approved
0.6484 Remote Similarity NPD1930 Approved
0.6484 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6466 Remote Similarity NPD8297 Approved
0.6462 Remote Similarity NPD5697 Approved
0.6449 Remote Similarity NPD5585 Approved
0.6439 Remote Similarity NPD6883 Approved
0.6439 Remote Similarity NPD4234 Approved
0.6439 Remote Similarity NPD7102 Approved
0.6439 Remote Similarity NPD4233 Approved
0.6439 Remote Similarity NPD7290 Approved
0.6438 Remote Similarity NPD8032 Phase 2
0.6434 Remote Similarity NPD5647 Approved
0.6429 Remote Similarity NPD5926 Approved
0.6423 Remote Similarity NPD1088 Approved
0.6423 Remote Similarity NPD7610 Discontinued
0.6423 Remote Similarity NPD6065 Approved
0.6417 Remote Similarity NPD1282 Approved
0.6417 Remote Similarity NPD1087 Approved
0.6408 Remote Similarity NPD5667 Approved
0.6397 Remote Similarity NPD3317 Approved
0.6391 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6391 Remote Similarity NPD6869 Approved
0.6391 Remote Similarity NPD6617 Approved
0.6391 Remote Similarity NPD6847 Approved
0.6385 Remote Similarity NPD7128 Approved
0.6385 Remote Similarity NPD6675 Approved
0.6385 Remote Similarity NPD6402 Approved
0.6385 Remote Similarity NPD5739 Approved
0.6364 Remote Similarity NPD6372 Approved
0.6364 Remote Similarity NPD6014 Approved
0.6364 Remote Similarity NPD6012 Approved
0.6364 Remote Similarity NPD6373 Approved
0.6364 Remote Similarity NPD6013 Approved
0.6358 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6346 Remote Similarity NPD6273 Approved
0.6343 Remote Similarity NPD6882 Approved
0.6341 Remote Similarity NPD5694 Approved
0.6341 Remote Similarity NPD6050 Approved
0.6341 Remote Similarity NPD5693 Phase 1
0.634 Remote Similarity NPD8166 Discontinued
0.6323 Remote Similarity NPD7478 Approved
0.6312 Remote Similarity NPD4807 Approved
0.6312 Remote Similarity NPD4806 Approved
0.6311 Remote Similarity NPD5347 Phase 2
0.6311 Remote Similarity NPD5346 Phase 2
0.6308 Remote Similarity NPD1237 Approved
0.6301 Remote Similarity NPD7008 Discontinued
0.6301 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6299 Remote Similarity NPD3887 Approved
0.6299 Remote Similarity NPD6190 Approved
0.6299 Remote Similarity NPD9495 Approved
0.6294 Remote Similarity NPD6764 Approved
0.6294 Remote Similarity NPD6765 Approved
0.6294 Remote Similarity NPD7685 Pre-registration
0.6294 Remote Similarity NPD8368 Discontinued
0.6294 Remote Similarity NPD1876 Approved
0.6288 Remote Similarity NPD6011 Approved
0.6288 Remote Similarity NPD7320 Approved
0.6288 Remote Similarity NPD6406 Approved
0.6286 Remote Similarity NPD5305 Approved
0.6286 Remote Similarity NPD5306 Approved
0.6279 Remote Similarity NPD1932 Approved
0.6279 Remote Similarity NPD8407 Phase 2
0.6276 Remote Similarity NPD3662 Phase 3
0.6276 Remote Similarity NPD3663 Approved
0.6276 Remote Similarity NPD3661 Approved
0.6276 Remote Similarity NPD3664 Approved
0.6268 Remote Similarity NPD3972 Approved
0.626 Remote Similarity NPD1090 Approved
0.626 Remote Similarity NPD1089 Approved
0.626 Remote Similarity NPD5692 Phase 3
0.626 Remote Similarity NPD1086 Approved
0.626 Remote Similarity NPD5785 Approved
0.6257 Remote Similarity NPD7962 Phase 2
0.625 Remote Similarity NPD3267 Approved
0.625 Remote Similarity NPD3266 Approved
0.625 Remote Similarity NPD5763 Approved
0.625 Remote Similarity NPD5762 Approved
0.6241 Remote Similarity NPD2329 Discontinued
0.6234 Remote Similarity NPD4628 Phase 3
0.6232 Remote Similarity NPD4230 Clinical (unspecified phase)
0.6224 Remote Similarity NPD4359 Approved
0.6222 Remote Similarity NPD969 Suspended
0.622 Remote Similarity NPD6083 Phase 2
0.622 Remote Similarity NPD6084 Phase 2
0.6216 Remote Similarity NPD7713 Phase 3
0.6212 Remote Similarity NPD5701 Approved
0.6207 Remote Similarity NPD227 Approved
0.6207 Remote Similarity NPD225 Approved
0.6204 Remote Similarity NPD5951 Approved
0.6194 Remote Similarity NPD1317 Discontinued
0.6194 Remote Similarity NPD6371 Approved
0.619 Remote Similarity NPD5695 Phase 3
0.6188 Remote Similarity NPD6599 Discontinued
0.6187 Remote Similarity NPD2347 Approved
0.6179 Remote Similarity NPD6904 Approved
0.6179 Remote Similarity NPD6080 Approved
0.6179 Remote Similarity NPD6673 Approved
0.6179 Remote Similarity NPD800 Approved
0.6173 Remote Similarity NPD5761 Phase 2
0.6173 Remote Similarity NPD5760 Phase 2
0.6172 Remote Similarity NPD5696 Approved
0.6159 Remote Similarity NPD2569 Approved
0.6159 Remote Similarity NPD2567 Approved
0.6149 Remote Similarity NPD6785 Approved
0.6149 Remote Similarity NPD3268 Approved
0.6149 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6149 Remote Similarity NPD6784 Approved
0.6148 Remote Similarity NPD4793 Discontinued
0.6145 Remote Similarity NPD8127 Discontinued
0.6144 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6143 Remote Similarity NPD9545 Approved
0.6136 Remote Similarity NPD6008 Approved
0.6134 Remote Similarity NPD5209 Approved
0.6127 Remote Similarity NPD4106 Approved
0.6127 Remote Similarity NPD4135 Approved
0.6127 Remote Similarity NPD4136 Approved
0.6122 Remote Similarity NPD6832 Phase 2
0.6121 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6116 Remote Similarity NPD5734 Clinical (unspecified phase)
0.6114 Remote Similarity NPD8434 Phase 2
0.6111 Remote Similarity NPD1202 Approved
0.6107 Remote Similarity NPD6233 Phase 2
0.6107 Remote Similarity NPD7714 Approved
0.6107 Remote Similarity NPD7715 Approved
0.6107 Remote Similarity NPD4870 Approved
0.6099 Remote Similarity NPD3024 Approved
0.6099 Remote Similarity NPD3025 Approved
0.6098 Remote Similarity NPD5737 Approved
0.6098 Remote Similarity NPD6672 Approved
0.6096 Remote Similarity NPD2788 Approved
0.6094 Remote Similarity NPD5959 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