Structure

Physi-Chem Properties

Molecular Weight:  985.37
Volume:  966.534
LogP:  3.169
LogD:  2.105
LogS:  -4.586
# Rotatable Bonds:  17
TPSA:  280.21
# H-Bond Aceptor:  19
# H-Bond Donor:  6
# Rings:  8
# Heavy Atoms:  19

MedChem Properties

QED Drug-Likeness Score:  0.112
Synthetic Accessibility Score:  6.619
Fsp3:  0.5
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:  -5.616
MDCK Permeability:  8.956374222179875e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.62
20% Bioavailability (F20%):  0.784
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.095
Plasma Protein Binding (PPB):  88.8526382446289%
Volume Distribution (VD):  0.916
Pgp-substrate:  7.212552547454834%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.016
CYP2C19-inhibitor:  0.029
CYP2C19-substrate:  0.063
CYP2C9-inhibitor:  0.14
CYP2C9-substrate:  0.017
CYP2D6-inhibitor:  0.014
CYP2D6-substrate:  0.053
CYP3A4-inhibitor:  0.539
CYP3A4-substrate:  0.584

ADMET: Excretion

Clearance (CL):  1.196
Half-life (T1/2):  0.039

ADMET: Toxicity

hERG Blockers:  0.367
Human Hepatotoxicity (H-HT):  0.898
Drug-inuced Liver Injury (DILI):  0.948
AMES Toxicity:  0.013
Rat Oral Acute Toxicity:  0.273
Maximum Recommended Daily Dose:  0.127
Skin Sensitization:  0.069
Carcinogencity:  0.02
Eye Corrosion:  0.003
Eye Irritation:  0.004
Respiratory Toxicity:  0.921

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

  Natural Product: NPC116862

Natural Product ID:  NPC116862
Common Name*:   ZVEGOBHUZTXSFK-TZIKQHFSSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  ZVEGOBHUZTXSFK-TZIKQHFSSA-N
Standard InCHI:  InChI=1S/C52H59NO18/c1-26-33(68-47(63)39(58)37(29-16-10-7-11-17-29)53-45(61)30-18-12-8-13-19-30)23-52(64)44(70-46(62)31-20-14-9-15-21-31)42-50(6,43(60)41(67-27(2)54)36(26)49(52,4)5)34(22-35-51(42,25-66-35)71-28(3)55)69-48-40(59)38(57)32(56)24-65-48/h7-21,32-35,37-42,44,48,56-59,64H,22-25H2,1-6H3,(H,53,61)/t32-,33+,34+,35-,37+,38+,39-,40-,41-,42+,44+,48+,50-,51+,52-/m1/s1
SMILES:  CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)C[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](OC(=O)[C@@H]([C@H](c1ccccc1)N=C(c1ccccc1)O)O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3398369
PubChem CID:   11094265
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0000676] Taxanes and derivatives

*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
NPO5067 Taxus baccata Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[23265441]
NPO23720.1 Taxus mairei Species Taxaceae Eukaryota barks n.a. n.a. PMID[25682561]
NPO5067 Taxus baccata Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[7561894]
NPO5067 Taxus baccata Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[7908950]
NPO5067 Taxus baccata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5067 Taxus baccata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5067 Taxus baccata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]

☑ 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
NPT83 Cell Line MCF7 Homo sapiens IC50 = 160.0 nM PMID[482323]
NPT660 Cell Line SW480 Homo sapiens IC50 = 5600.0 nM PMID[482323]
NPT81 Cell Line A549 Homo sapiens IC50 = 390.0 nM PMID[482323]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 1200.0 nM PMID[482323]
NPT179 Cell Line A2780 Homo sapiens IC50 = 850.0 nM PMID[482323]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 25000.0 nM PMID[482323]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 5900.0 nM PMID[482323]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 920.0 nM PMID[482323]
NPT27 Others Unspecified IC50 > 25000.0 nM PMID[482323]

☑ 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 NPC116862 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
0.9945 High Similarity NPC289383
0.9834 High Similarity NPC472391
0.9779 High Similarity NPC472392
0.967 High Similarity NPC472375
0.9613 High Similarity NPC471606
0.9613 High Similarity NPC208553
0.9613 High Similarity NPC181964
0.956 High Similarity NPC473558
0.956 High Similarity NPC473490
0.9558 High Similarity NPC321072
0.9558 High Similarity NPC191193
0.9558 High Similarity NPC215892
0.9558 High Similarity NPC242662
0.9392 High Similarity NPC33372
0.9392 High Similarity NPC67246
0.9337 High Similarity NPC473300
0.9337 High Similarity NPC475336
0.9337 High Similarity NPC453583
0.9282 High Similarity NPC471623
0.9231 High Similarity NPC206211
0.9231 High Similarity NPC473400
0.9231 High Similarity NPC471754
0.9231 High Similarity NPC471629
0.9231 High Similarity NPC324251
0.9231 High Similarity NPC275170
0.9231 High Similarity NPC306001
0.9231 High Similarity NPC317882
0.9227 High Similarity NPC327699
0.8586 High Similarity NPC36607
0.8398 Intermediate Similarity NPC471493
0.7968 Intermediate Similarity NPC102465
0.7956 Intermediate Similarity NPC114357
0.7956 Intermediate Similarity NPC259144
0.7956 Intermediate Similarity NPC155329
0.7946 Intermediate Similarity NPC295408
0.7946 Intermediate Similarity NPC150893
0.7946 Intermediate Similarity NPC329960
0.7926 Intermediate Similarity NPC477469
0.7926 Intermediate Similarity NPC477471
0.7926 Intermediate Similarity NPC477466
0.7926 Intermediate Similarity NPC477473
0.7901 Intermediate Similarity NPC219419
0.7901 Intermediate Similarity NPC248265
0.7901 Intermediate Similarity NPC11588
0.7901 Intermediate Similarity NPC229545
0.7901 Intermediate Similarity NPC134685
0.7869 Intermediate Similarity NPC472393
0.7857 Intermediate Similarity NPC26033
0.7857 Intermediate Similarity NPC228204
0.7831 Intermediate Similarity NPC120667
0.7831 Intermediate Similarity NPC278272
0.7826 Intermediate Similarity NPC471102
0.7826 Intermediate Similarity NPC469399
0.7814 Intermediate Similarity NPC217091
0.7814 Intermediate Similarity NPC106895
0.7805 Intermediate Similarity NPC315889
0.7802 Intermediate Similarity NPC472022
0.7802 Intermediate Similarity NPC473414
0.7802 Intermediate Similarity NPC242262
0.7802 Intermediate Similarity NPC1173
0.7802 Intermediate Similarity NPC158333
0.7802 Intermediate Similarity NPC249471
0.7802 Intermediate Similarity NPC472030
0.7802 Intermediate Similarity NPC237549
0.7802 Intermediate Similarity NPC257213
0.7802 Intermediate Similarity NPC304876
0.7802 Intermediate Similarity NPC472005
0.7802 Intermediate Similarity NPC265395
0.7802 Intermediate Similarity NPC256142
0.7801 Intermediate Similarity NPC469421
0.779 Intermediate Similarity NPC197037
0.7778 Intermediate Similarity NPC469420
0.7772 Intermediate Similarity NPC475649
0.7772 Intermediate Similarity NPC469417
0.776 Intermediate Similarity NPC114410
0.776 Intermediate Similarity NPC282239
0.776 Intermediate Similarity NPC21410
0.776 Intermediate Similarity NPC472549
0.776 Intermediate Similarity NPC112523
0.776 Intermediate Similarity NPC473670
0.7745 Intermediate Similarity NPC314941
0.7742 Intermediate Similarity NPC476077
0.7735 Intermediate Similarity NPC91730
0.7735 Intermediate Similarity NPC7095
0.772 Intermediate Similarity NPC475345
0.7705 Intermediate Similarity NPC77719
0.768 Intermediate Similarity NPC60509
0.768 Intermediate Similarity NPC250046
0.768 Intermediate Similarity NPC81698
0.7676 Intermediate Similarity NPC469771
0.7676 Intermediate Similarity NPC477735
0.7673 Intermediate Similarity NPC42286
0.765 Intermediate Similarity NPC472548
0.765 Intermediate Similarity NPC477905
0.7637 Intermediate Similarity NPC112216
0.7637 Intermediate Similarity NPC165260
0.7637 Intermediate Similarity NPC161239
0.7637 Intermediate Similarity NPC198455
0.7634 Intermediate Similarity NPC477736
0.7624 Intermediate Similarity NPC217918
0.7619 Intermediate Similarity NPC471134
0.7617 Intermediate Similarity NPC476113
0.7609 Intermediate Similarity NPC133430
0.7609 Intermediate Similarity NPC469477
0.7596 Intermediate Similarity NPC101043
0.7596 Intermediate Similarity NPC51602
0.7596 Intermediate Similarity NPC329657
0.7596 Intermediate Similarity NPC306799
0.7596 Intermediate Similarity NPC471103
0.7596 Intermediate Similarity NPC470153
0.7579 Intermediate Similarity NPC477491
0.7568 Intermediate Similarity NPC473632
0.7568 Intermediate Similarity NPC5115
0.7568 Intermediate Similarity NPC473611
0.7568 Intermediate Similarity NPC132599
0.7568 Intermediate Similarity NPC469730
0.7566 Intermediate Similarity NPC66193
0.7552 Intermediate Similarity NPC477488
0.7549 Intermediate Similarity NPC313274
0.7541 Intermediate Similarity NPC470245
0.7541 Intermediate Similarity NPC473214
0.7541 Intermediate Similarity NPC254558
0.7514 Intermediate Similarity NPC127857
0.7514 Intermediate Similarity NPC69425
0.75 Intermediate Similarity NPC477623
0.7487 Intermediate Similarity NPC475567
0.7487 Intermediate Similarity NPC473557
0.7487 Intermediate Similarity NPC61891
0.7487 Intermediate Similarity NPC473468
0.7486 Intermediate Similarity NPC473215
0.7486 Intermediate Similarity NPC476975
0.7473 Intermediate Similarity NPC34066
0.7461 Intermediate Similarity NPC469419
0.7459 Intermediate Similarity NPC38696
0.7448 Intermediate Similarity NPC475198
0.7448 Intermediate Similarity NPC475531
0.7448 Intermediate Similarity NPC475175
0.7447 Intermediate Similarity NPC477467
0.7446 Intermediate Similarity NPC469448
0.7409 Intermediate Similarity NPC40138
0.7398 Intermediate Similarity NPC477617
0.7394 Intermediate Similarity NPC477470
0.7394 Intermediate Similarity NPC477474
0.7394 Intermediate Similarity NPC477472
0.7391 Intermediate Similarity NPC92293
0.7391 Intermediate Similarity NPC471101
0.7391 Intermediate Similarity NPC301556
0.7391 Intermediate Similarity NPC266265
0.7391 Intermediate Similarity NPC270590
0.738 Intermediate Similarity NPC469422
0.7379 Intermediate Similarity NPC314738
0.7379 Intermediate Similarity NPC109403
0.7379 Intermediate Similarity NPC261012
0.7377 Intermediate Similarity NPC477737
0.7377 Intermediate Similarity NPC474935
0.7371 Intermediate Similarity NPC315253
0.7354 Intermediate Similarity NPC476784
0.7348 Intermediate Similarity NPC182869
0.7348 Intermediate Similarity NPC34012
0.7342 Intermediate Similarity NPC150698
0.7342 Intermediate Similarity NPC96801
0.7337 Intermediate Similarity NPC281717
0.733 Intermediate Similarity NPC43304
0.733 Intermediate Similarity NPC477190
0.733 Intermediate Similarity NPC275477
0.733 Intermediate Similarity NPC165234
0.733 Intermediate Similarity NPC475536
0.733 Intermediate Similarity NPC477188
0.7325 Intermediate Similarity NPC475648
0.7322 Intermediate Similarity NPC471100
0.7322 Intermediate Similarity NPC200471
0.7322 Intermediate Similarity NPC472556
0.7322 Intermediate Similarity NPC473088
0.7322 Intermediate Similarity NPC174982
0.7322 Intermediate Similarity NPC471104
0.7322 Intermediate Similarity NPC277053
0.7322 Intermediate Similarity NPC158663
0.7322 Intermediate Similarity NPC470157
0.7322 Intermediate Similarity NPC470159
0.7322 Intermediate Similarity NPC70403
0.7322 Intermediate Similarity NPC476973
0.7322 Intermediate Similarity NPC472575
0.7322 Intermediate Similarity NPC469349
0.7322 Intermediate Similarity NPC177940
0.7322 Intermediate Similarity NPC171525
0.7322 Intermediate Similarity NPC29704
0.7322 Intermediate Similarity NPC472571
0.7322 Intermediate Similarity NPC301946
0.7322 Intermediate Similarity NPC96903
0.7322 Intermediate Similarity NPC471107
0.7322 Intermediate Similarity NPC472568
0.7322 Intermediate Similarity NPC472572
0.7322 Intermediate Similarity NPC184817
0.7306 Intermediate Similarity NPC252156
0.7306 Intermediate Similarity NPC30171
0.7292 Intermediate Similarity NPC473797
0.7292 Intermediate Similarity NPC322420
0.7292 Intermediate Similarity NPC473641
0.7292 Intermediate Similarity NPC478073
0.7292 Intermediate Similarity NPC475300

  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 NPC116862 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
0.9779 High Similarity NPD8486 Clinical (unspecified phase)
0.9613 High Similarity NPD8485 Approved
0.9282 High Similarity NPD8435 Approved
0.9282 High Similarity NPD8361 Approved
0.9282 High Similarity NPD8360 Approved
0.8962 High Similarity NPD8424 Clinical (unspecified phase)
0.8895 High Similarity NPD8368 Discontinued
0.8852 High Similarity NPD8407 Phase 2
0.8729 High Similarity NPD8470 Clinical (unspecified phase)
0.8177 Intermediate Similarity NPD8462 Phase 1
0.8107 Intermediate Similarity NPD8404 Phase 2
0.7816 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7816 Intermediate Similarity NPD7874 Approved
0.7745 Intermediate Similarity NPD8320 Phase 1
0.7745 Intermediate Similarity NPD8319 Approved
0.77 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD7801 Approved
0.7624 Intermediate Similarity NPD7700 Phase 2
0.7624 Intermediate Similarity NPD7699 Phase 2
0.7596 Intermediate Similarity NPD8151 Discontinued
0.7562 Intermediate Similarity NPD6534 Approved
0.7562 Intermediate Similarity NPD6535 Approved
0.7437 Intermediate Similarity NPD8150 Discontinued
0.7404 Intermediate Similarity NPD7871 Phase 2
0.7404 Intermediate Similarity NPD7870 Phase 2
0.7391 Intermediate Similarity NPD6823 Phase 2
0.7381 Intermediate Similarity NPD7701 Phase 2
0.7379 Intermediate Similarity NPD6782 Approved
0.7379 Intermediate Similarity NPD6776 Approved
0.7379 Intermediate Similarity NPD6779 Approved
0.7379 Intermediate Similarity NPD6778 Approved
0.7379 Intermediate Similarity NPD6781 Approved
0.7379 Intermediate Similarity NPD6777 Approved
0.7379 Intermediate Similarity NPD6780 Approved
0.7356 Intermediate Similarity NPD7435 Discontinued
0.7356 Intermediate Similarity NPD7698 Approved
0.7356 Intermediate Similarity NPD7696 Phase 3
0.7356 Intermediate Similarity NPD7697 Approved
0.7333 Intermediate Similarity NPD7799 Discontinued
0.7264 Intermediate Similarity NPD8434 Phase 2
0.7206 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD8468 Phase 2
0.7123 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD8389 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD8059 Phase 3
0.7054 Intermediate Similarity NPD8058 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD7783 Phase 2
0.7037 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6212 Phase 3
0.6923 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6213 Phase 3
0.6863 Remote Similarity NPD8313 Approved
0.6863 Remote Similarity NPD8312 Approved
0.6847 Remote Similarity NPD5030 Phase 2
0.6814 Remote Similarity NPD5026 Approved
0.6814 Remote Similarity NPD4955 Approved
0.6814 Remote Similarity NPD36 Approved
0.6814 Remote Similarity NPD5034 Approved
0.6814 Remote Similarity NPD5028 Approved
0.6814 Remote Similarity NPD4954 Approved
0.6809 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6798 Remote Similarity NPD3823 Discontinued
0.6796 Remote Similarity NPD5036 Approved
0.6772 Remote Similarity NPD7236 Approved
0.6771 Remote Similarity NPD7239 Suspended
0.6763 Remote Similarity NPD5038 Approved
0.6763 Remote Similarity NPD5037 Approved
0.6715 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6713 Remote Similarity NPD7497 Discontinued
0.6696 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6619 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6618 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6608 Remote Similarity NPD8366 Approved
0.6596 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6595 Remote Similarity NPD8067 Phase 3
0.657 Remote Similarity NPD7808 Phase 3
0.6565 Remote Similarity NPD8491 Approved
0.6562 Remote Similarity NPD7930 Approved
0.6545 Remote Similarity NPD7584 Approved
0.6545 Remote Similarity NPD7583 Approved
0.6541 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5035 Approved
0.6535 Remote Similarity NPD7907 Approved
0.6528 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7251 Discontinued
0.6522 Remote Similarity NPD5031 Approved
0.6522 Remote Similarity NPD5027 Approved
0.6522 Remote Similarity NPD5029 Approved
0.6516 Remote Similarity NPD7585 Approved
0.6512 Remote Similarity NPD7282 Approved
0.65 Remote Similarity NPD7999 Approved
0.649 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6488 Remote Similarity NPD3751 Discontinued
0.6479 Remote Similarity NPD3819 Phase 2
0.6479 Remote Similarity NPD5968 Phase 3
0.6473 Remote Similarity NPD6797 Phase 2
0.6462 Remote Similarity NPD6836 Approved
0.6452 Remote Similarity NPD7811 Phase 3
0.6452 Remote Similarity NPD7810 Phase 3
0.6396 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6396 Remote Similarity NPD7458 Discontinued
0.6394 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6376 Remote Similarity NPD8285 Discontinued
0.6376 Remote Similarity NPD4665 Approved
0.6373 Remote Similarity NPD3787 Discontinued
0.6368 Remote Similarity NPD7058 Phase 2
0.6368 Remote Similarity NPD7057 Phase 3
0.635 Remote Similarity NPD8455 Phase 2
0.635 Remote Similarity NPD7460 Discontinued
0.635 Remote Similarity NPD7972 Discontinued
0.6347 Remote Similarity NPD4914 Approved
0.6346 Remote Similarity NPD7074 Phase 3
0.6346 Remote Similarity NPD7472 Approved
0.6337 Remote Similarity NPD7075 Discontinued
0.6337 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6327 Remote Similarity NPD8367 Approved
0.6326 Remote Similarity NPD8146 Phase 2
0.6323 Remote Similarity NPD6973 Clinical (unspecified phase)
0.6321 Remote Similarity NPD2575 Approved
0.6311 Remote Similarity NPD7997 Clinical (unspecified phase)
0.6304 Remote Similarity NPD4111 Phase 1
0.6301 Remote Similarity NPD7565 Approved
0.63 Remote Similarity NPD7029 Discontinued
0.6298 Remote Similarity NPD7054 Approved
0.629 Remote Similarity NPD8492 Approved
0.629 Remote Similarity NPD5952 Clinical (unspecified phase)
0.629 Remote Similarity NPD5006 Approved
0.629 Remote Similarity NPD5005 Approved
0.6289 Remote Similarity NPD6190 Approved
0.6286 Remote Similarity NPD7685 Pre-registration
0.6275 Remote Similarity NPD6746 Phase 2
0.6269 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6256 Remote Similarity NPD4420 Approved
0.6256 Remote Similarity NPD7827 Phase 1
0.6256 Remote Similarity NPD5032 Approved
0.6255 Remote Similarity NPD8469 Approved
0.625 Remote Similarity NPD7228 Approved
0.6244 Remote Similarity NPD2493 Approved
0.6244 Remote Similarity NPD3450 Approved
0.6244 Remote Similarity NPD2494 Approved
0.6244 Remote Similarity NPD3452 Approved
0.624 Remote Similarity NPD8461 Discontinued
0.6233 Remote Similarity NPD4583 Approved
0.6233 Remote Similarity NPD4582 Approved
0.6232 Remote Similarity NPD6166 Phase 2
0.6232 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6232 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6227 Remote Similarity NPD5544 Approved
0.6223 Remote Similarity NPD7713 Phase 3
0.6223 Remote Similarity NPD7714 Approved
0.6223 Remote Similarity NPD7715 Approved
0.622 Remote Similarity NPD5844 Phase 1
0.6216 Remote Similarity NPD4386 Approved
0.6216 Remote Similarity NPD4387 Approved
0.621 Remote Similarity NPD2974 Approved
0.621 Remote Similarity NPD2973 Approved
0.621 Remote Similarity NPD2975 Approved
0.6209 Remote Similarity NPD6559 Discontinued
0.6202 Remote Similarity NPD7473 Discontinued
0.6199 Remote Similarity NPD4580 Approved
0.6188 Remote Similarity NPD4002 Approved
0.6188 Remote Similarity NPD4004 Approved
0.6184 Remote Similarity NPD5242 Approved
0.6173 Remote Similarity NPD3300 Phase 2
0.6172 Remote Similarity NPD7177 Discontinued
0.6172 Remote Similarity NPD3818 Discontinued
0.6164 Remote Similarity NPD7667 Clinical (unspecified phase)
0.616 Remote Similarity NPD7654 Discontinued
0.6158 Remote Similarity NPD5402 Approved
0.6154 Remote Similarity NPD8166 Discontinued
0.6154 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6154 Remote Similarity NPD8328 Phase 3
0.6147 Remote Similarity NPD4466 Phase 1
0.6143 Remote Similarity NPD3057 Approved
0.6139 Remote Similarity NPD6801 Discontinued
0.6132 Remote Similarity NPD7240 Approved
0.6129 Remote Similarity NPD3808 Clinical (unspecified phase)
0.6127 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6126 Remote Similarity NPD3528 Clinical (unspecified phase)
0.6119 Remote Similarity NPD8417 Discontinued
0.6119 Remote Similarity NPD4380 Phase 2
0.6119 Remote Similarity NPD6599 Discontinued
0.6116 Remote Similarity NPD7048 Phase 3
0.6114 Remote Similarity NPD5441 Clinical (unspecified phase)
0.6108 Remote Similarity NPD7819 Suspended
0.6103 Remote Similarity NPD7962 Phase 2
0.6089 Remote Similarity NPD6386 Approved
0.6089 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6089 Remote Similarity NPD6385 Approved
0.6085 Remote Similarity NPD6997 Phase 2
0.6081 Remote Similarity NPD6874 Approved
0.6078 Remote Similarity NPD8326 Phase 3
0.6078 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6078 Remote Similarity NPD8327 Clinical (unspecified phase)
0.6078 Remote Similarity NPD8325 Phase 3
0.6077 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6077 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6075 Remote Similarity NPD3534 Clinical (unspecified phase)
0.6075 Remote Similarity NPD7546 Discontinued
0.6071 Remote Similarity NPD4628 Phase 3

  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