Structure

Physi-Chem Properties

Molecular Weight:  861.39
Volume:  869.915
LogP:  4.14
LogD:  1.723
LogS:  -3.732
# Rotatable Bonds:  18
TPSA:  212.5
# H-Bond Aceptor:  15
# H-Bond Donor:  3
# Rings:  6
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.103
Synthetic Accessibility Score:  6.279
Fsp3:  0.574
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.362
MDCK Permeability:  5.472080738400109e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.117
20% Bioavailability (F20%):  0.985
30% Bioavailability (F30%):  0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.134
Plasma Protein Binding (PPB):  93.5349349975586%
Volume Distribution (VD):  1.642
Pgp-substrate:  7.230337142944336%

ADMET: Metabolism

CYP1A2-inhibitor:  0.004
CYP1A2-substrate:  0.062
CYP2C19-inhibitor:  0.097
CYP2C19-substrate:  0.45
CYP2C9-inhibitor:  0.678
CYP2C9-substrate:  0.034
CYP2D6-inhibitor:  0.01
CYP2D6-substrate:  0.034
CYP3A4-inhibitor:  0.872
CYP3A4-substrate:  0.887

ADMET: Excretion

Clearance (CL):  5.607
Half-life (T1/2):  0.045

ADMET: Toxicity

hERG Blockers:  0.336
Human Hepatotoxicity (H-HT):  0.901
Drug-inuced Liver Injury (DILI):  0.968
AMES Toxicity:  0.008
Rat Oral Acute Toxicity:  0.778
Maximum Recommended Daily Dose:  0.946
Skin Sensitization:  0.308
Carcinogencity:  0.04
Eye Corrosion:  0.003
Eye Irritation:  0.005
Respiratory Toxicity:  0.98

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

  Natural Product: NPC36607

Natural Product ID:  NPC36607
Common Name*:   LJTMOSWWGSCCPR-AMMYIWEDSA-N
IUPAC Name:   n.a.
Synonyms:   N-Methyltaxol C
Standard InCHIKey:  LJTMOSWWGSCCPR-AMMYIWEDSA-N
Standard InCHI:  InChI=1S/C47H59NO14/c1-9-10-13-22-34(52)48(8)36(29-18-14-11-15-19-29)37(53)43(56)60-31-24-47(57)41(61-42(55)30-20-16-12-17-21-30)39-45(7,32(51)23-33-46(39,25-58-33)62-28(4)50)40(54)38(59-27(3)49)35(26(31)2)44(47,5)6/h11-12,14-21,31-33,36-39,41,51,53,57H,9-10,13,22-25H2,1-8H3/t31-,32-,33+,36-,37+,38+,39-,41-,45+,46-,47+/m0/s1
SMILES:  CCCCCC(=O)N([C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@H]3[C@@](C(=O)[C@@H](C(=C1C)C2(C)C)OC(=O)C)(C)[C@@H](O)C[C@@H]1[C@]3(CO1)OC(=O)C)O)c1ccccc1)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL290758
PubChem CID:   10260022
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
NPO18950 Cephalotaxus fortunei Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[12542368]
NPO5067 Taxus baccata Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[23265441]
NPO18950 Cephalotaxus fortunei Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[28139925]
NPO18950 Cephalotaxus fortunei Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[31184894]
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]
NPO33211 japanese yew Species n.a. n.a. n.a. n.a. n.a. PMID[9873389]
NPO18950 Cephalotaxus fortunei Species Taxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5067 Taxus baccata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23840 Taxus x media 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]
NPO18950 Cephalotaxus fortunei Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23840 Taxus x media Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18950 Cephalotaxus fortunei Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5067 Taxus baccata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23840 Taxus x media Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18950 Cephalotaxus fortunei Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23840 Taxus x media Species Taxaceae 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
NPT137 Cell Line L1210 Mus musculus IC50 = 0.48 ug.mL-1 PMID[553137]
NPT2 Others Unspecified VCR accumulation = 178.0 n.a. PMID[553137]
NPT2 Others Unspecified VCR accumulation = 423.0 n.a. PMID[553137]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 0.17 ug.mL-1 PMID[553137]
NPT2 Others Unspecified ED50 = 1.91 uM PMID[553138]
NPT2 Others Unspecified Ratio ED50 = 1.66 n.a. PMID[553138]

☑ 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 NPC36607 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
0.9213 High Similarity NPC471623
0.9162 High Similarity NPC306001
0.9162 High Similarity NPC324251
0.9162 High Similarity NPC275170
0.9162 High Similarity NPC473400
0.9162 High Similarity NPC206211
0.9162 High Similarity NPC471629
0.9111 High Similarity NPC33372
0.9111 High Similarity NPC67246
0.9056 High Similarity NPC473300
0.9056 High Similarity NPC471754
0.9056 High Similarity NPC453583
0.9056 High Similarity NPC475336
0.9056 High Similarity NPC317882
0.8913 High Similarity NPC208553
0.8913 High Similarity NPC471606
0.8913 High Similarity NPC181964
0.8865 High Similarity NPC473558
0.8859 High Similarity NPC215892
0.8859 High Similarity NPC242662
0.8859 High Similarity NPC191193
0.8859 High Similarity NPC321072
0.8763 High Similarity NPC473490
0.8723 High Similarity NPC472391
0.867 High Similarity NPC472392
0.867 High Similarity NPC472375
0.8586 High Similarity NPC116862
0.8534 High Similarity NPC289383
0.8533 High Similarity NPC327699
0.8218 Intermediate Similarity NPC219419
0.8171 Intermediate Similarity NPC259144
0.8171 Intermediate Similarity NPC114357
0.8171 Intermediate Similarity NPC155329
0.8114 Intermediate Similarity NPC229545
0.8114 Intermediate Similarity NPC248265
0.8114 Intermediate Similarity NPC134685
0.8114 Intermediate Similarity NPC11588
0.8079 Intermediate Similarity NPC472393
0.8046 Intermediate Similarity NPC91730
0.8023 Intermediate Similarity NPC106895
0.8023 Intermediate Similarity NPC217091
0.8011 Intermediate Similarity NPC471493
0.8 Intermediate Similarity NPC197037
0.7966 Intermediate Similarity NPC228204
0.7966 Intermediate Similarity NPC26033
0.7966 Intermediate Similarity NPC282239
0.7966 Intermediate Similarity NPC473670
0.7966 Intermediate Similarity NPC21410
0.7943 Intermediate Similarity NPC7095
0.7931 Intermediate Similarity NPC217918
0.791 Intermediate Similarity NPC472005
0.791 Intermediate Similarity NPC257213
0.791 Intermediate Similarity NPC472022
0.791 Intermediate Similarity NPC237549
0.791 Intermediate Similarity NPC472030
0.791 Intermediate Similarity NPC473414
0.791 Intermediate Similarity NPC256142
0.791 Intermediate Similarity NPC158333
0.791 Intermediate Similarity NPC265395
0.791 Intermediate Similarity NPC249471
0.791 Intermediate Similarity NPC242262
0.791 Intermediate Similarity NPC1173
0.791 Intermediate Similarity NPC304876
0.7901 Intermediate Similarity NPC253738
0.7898 Intermediate Similarity NPC306799
0.7898 Intermediate Similarity NPC51602
0.7898 Intermediate Similarity NPC101043
0.7898 Intermediate Similarity NPC471103
0.7886 Intermediate Similarity NPC60509
0.7886 Intermediate Similarity NPC250046
0.7886 Intermediate Similarity NPC81698
0.7874 Intermediate Similarity NPC94602
0.7869 Intermediate Similarity NPC30171
0.7865 Intermediate Similarity NPC112523
0.7865 Intermediate Similarity NPC472549
0.7865 Intermediate Similarity NPC114410
0.7841 Intermediate Similarity NPC112216
0.7841 Intermediate Similarity NPC198455
0.7841 Intermediate Similarity NPC165260
0.7841 Intermediate Similarity NPC161239
0.7833 Intermediate Similarity NPC471102
0.7816 Intermediate Similarity NPC473541
0.7816 Intermediate Similarity NPC127857
0.7809 Intermediate Similarity NPC77719
0.7778 Intermediate Similarity NPC469771
0.7759 Intermediate Similarity NPC260194
0.7753 Intermediate Similarity NPC472548
0.774 Intermediate Similarity NPC473214
0.774 Intermediate Similarity NPC470245
0.774 Intermediate Similarity NPC254558
0.7697 Intermediate Similarity NPC470153
0.7684 Intermediate Similarity NPC476975
0.7684 Intermediate Similarity NPC473215
0.767 Intermediate Similarity NPC474935
0.7667 Intermediate Similarity NPC473611
0.7667 Intermediate Similarity NPC132599
0.7667 Intermediate Similarity NPC469730
0.7667 Intermediate Similarity NPC473632
0.7657 Intermediate Similarity NPC38696
0.7654 Intermediate Similarity NPC477905
0.7644 Intermediate Similarity NPC34012
0.7644 Intermediate Similarity NPC182869
0.7614 Intermediate Similarity NPC301946
0.7614 Intermediate Similarity NPC471100
0.7614 Intermediate Similarity NPC471107
0.7614 Intermediate Similarity NPC277053
0.7586 Intermediate Similarity NPC475128
0.7574 Intermediate Similarity NPC314941
0.7557 Intermediate Similarity NPC80895
0.7557 Intermediate Similarity NPC471912
0.7554 Intermediate Similarity NPC476077
0.7549 Intermediate Similarity NPC315889
0.7541 Intermediate Similarity NPC469399
0.7514 Intermediate Similarity NPC174982
0.7514 Intermediate Similarity NPC29704
0.7514 Intermediate Similarity NPC96903
0.7514 Intermediate Similarity NPC473088
0.7514 Intermediate Similarity NPC469349
0.7514 Intermediate Similarity NPC472575
0.7514 Intermediate Similarity NPC476973
0.7514 Intermediate Similarity NPC472571
0.7514 Intermediate Similarity NPC177940
0.7514 Intermediate Similarity NPC158663
0.7514 Intermediate Similarity NPC472568
0.7514 Intermediate Similarity NPC472572
0.7514 Intermediate Similarity NPC70403
0.7514 Intermediate Similarity NPC470159
0.7514 Intermediate Similarity NPC184817
0.7514 Intermediate Similarity NPC471104
0.7514 Intermediate Similarity NPC171525
0.7514 Intermediate Similarity NPC470157
0.7514 Intermediate Similarity NPC200471
0.75 Intermediate Similarity NPC102465
0.75 Intermediate Similarity NPC42286
0.7486 Intermediate Similarity NPC469417
0.7473 Intermediate Similarity NPC66193
0.7462 Intermediate Similarity NPC108276
0.7462 Intermediate Similarity NPC163578
0.7458 Intermediate Similarity NPC57628
0.7458 Intermediate Similarity NPC163719
0.7458 Intermediate Similarity NPC475122
0.7458 Intermediate Similarity NPC472570
0.7458 Intermediate Similarity NPC188865
0.7458 Intermediate Similarity NPC25768
0.7458 Intermediate Similarity NPC11685
0.7458 Intermediate Similarity NPC125106
0.7458 Intermediate Similarity NPC70716
0.7458 Intermediate Similarity NPC95265
0.7458 Intermediate Similarity NPC241951
0.7458 Intermediate Similarity NPC470152
0.7458 Intermediate Similarity NPC470231
0.7458 Intermediate Similarity NPC472573
0.7458 Intermediate Similarity NPC472569
0.7458 Intermediate Similarity NPC476974
0.7458 Intermediate Similarity NPC95810
0.7458 Intermediate Similarity NPC475759
0.7443 Intermediate Similarity NPC472546
0.7433 Intermediate Similarity NPC471134
0.7432 Intermediate Similarity NPC11410
0.7424 Intermediate Similarity NPC281470
0.7424 Intermediate Similarity NPC184195
0.7424 Intermediate Similarity NPC172769
0.7424 Intermediate Similarity NPC166521
0.7424 Intermediate Similarity NPC124690
0.7424 Intermediate Similarity NPC205
0.7419 Intermediate Similarity NPC472574
0.7419 Intermediate Similarity NPC55744
0.7416 Intermediate Similarity NPC472556
0.7411 Intermediate Similarity NPC40539
0.7401 Intermediate Similarity NPC477894
0.7401 Intermediate Similarity NPC163087
0.7394 Intermediate Similarity NPC61891
0.7389 Intermediate Similarity NPC92293
0.7389 Intermediate Similarity NPC471101
0.7389 Intermediate Similarity NPC301556
0.7389 Intermediate Similarity NPC266265
0.7389 Intermediate Similarity NPC270590
0.7386 Intermediate Similarity NPC87448
0.7386 Intermediate Similarity NPC472576
0.7386 Intermediate Similarity NPC224491
0.7386 Intermediate Similarity NPC41481
0.7386 Intermediate Similarity NPC291599
0.7386 Intermediate Similarity NPC118080
0.7386 Intermediate Similarity NPC213567
0.7386 Intermediate Similarity NPC16912
0.7386 Intermediate Similarity NPC27377
0.7386 Intermediate Similarity NPC97947
0.738 Intermediate Similarity NPC150893
0.738 Intermediate Similarity NPC329960
0.738 Intermediate Similarity NPC295408
0.7377 Intermediate Similarity NPC251139
0.7376 Intermediate Similarity NPC313274
0.7368 Intermediate Similarity NPC477466
0.7368 Intermediate Similarity NPC477469
0.7368 Intermediate Similarity NPC477471
0.7368 Intermediate Similarity NPC477473
0.734 Intermediate Similarity NPC136573
0.734 Intermediate Similarity NPC176371
0.7339 Intermediate Similarity NPC96801
0.7339 Intermediate Similarity NPC150698

  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 NPC36607 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
0.9213 High Similarity NPD8435 Approved
0.9106 High Similarity NPD8360 Approved
0.9106 High Similarity NPD8361 Approved
0.8913 High Similarity NPD8485 Approved
0.8889 High Similarity NPD8424 Clinical (unspecified phase)
0.877 High Similarity NPD8486 Clinical (unspecified phase)
0.8611 High Similarity NPD8368 Discontinued
0.8571 High Similarity NPD8407 Phase 2
0.8242 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.81 Intermediate Similarity NPD8462 Phase 1
0.7854 Intermediate Similarity NPD8404 Phase 2
0.7574 Intermediate Similarity NPD8319 Approved
0.7574 Intermediate Similarity NPD8320 Phase 1
0.7536 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD8434 Phase 2
0.7295 Intermediate Similarity NPD7701 Phase 2
0.7238 Intermediate Similarity NPD8389 Clinical (unspecified phase)
0.715 Intermediate Similarity NPD7799 Discontinued
0.7108 Intermediate Similarity NPD7700 Phase 2
0.7108 Intermediate Similarity NPD7699 Phase 2
0.7085 Intermediate Similarity NPD8150 Discontinued
0.7081 Intermediate Similarity NPD6973 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD3808 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD7874 Approved
0.7062 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD6535 Approved
0.7044 Intermediate Similarity NPD6534 Approved
0.7039 Intermediate Similarity NPD7702 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD7236 Approved
0.7033 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD7239 Suspended
0.7019 Intermediate Similarity NPD7497 Discontinued
0.7005 Intermediate Similarity NPD5030 Phase 2
0.699 Remote Similarity NPD5441 Clinical (unspecified phase)
0.6972 Remote Similarity NPD7907 Approved
0.697 Remote Similarity NPD4955 Approved
0.697 Remote Similarity NPD5034 Approved
0.697 Remote Similarity NPD4954 Approved
0.697 Remote Similarity NPD5028 Approved
0.697 Remote Similarity NPD5026 Approved
0.697 Remote Similarity NPD36 Approved
0.6968 Remote Similarity NPD8059 Phase 3
0.6968 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6957 Remote Similarity NPD8468 Phase 2
0.695 Remote Similarity NPD5036 Approved
0.6915 Remote Similarity NPD5038 Approved
0.6915 Remote Similarity NPD3863 Clinical (unspecified phase)
0.6915 Remote Similarity NPD5037 Approved
0.6908 Remote Similarity NPD7810 Phase 3
0.6908 Remote Similarity NPD7811 Phase 3
0.6902 Remote Similarity NPD8165 Discontinued
0.6898 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6875 Remote Similarity NPD6779 Approved
0.6875 Remote Similarity NPD6781 Approved
0.6875 Remote Similarity NPD6778 Approved
0.6875 Remote Similarity NPD6782 Approved
0.6875 Remote Similarity NPD6776 Approved
0.6875 Remote Similarity NPD6780 Approved
0.6875 Remote Similarity NPD6777 Approved
0.6872 Remote Similarity NPD7048 Phase 3
0.6869 Remote Similarity NPD7801 Approved
0.6857 Remote Similarity NPD7435 Discontinued
0.6857 Remote Similarity NPD7696 Phase 3
0.6857 Remote Similarity NPD7698 Approved
0.6857 Remote Similarity NPD7697 Approved
0.6845 Remote Similarity NPD7667 Clinical (unspecified phase)
0.6831 Remote Similarity NPD2575 Approved
0.6825 Remote Similarity NPD7871 Phase 2
0.6825 Remote Similarity NPD7870 Phase 2
0.6821 Remote Similarity NPD5242 Approved
0.6804 Remote Similarity NPD4665 Approved
0.6802 Remote Similarity NPD7177 Discontinued
0.6798 Remote Similarity NPD7693 Approved
0.6786 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6746 Remote Similarity NPD8285 Discontinued
0.6731 Remote Similarity NPD2973 Approved
0.6731 Remote Similarity NPD2974 Approved
0.6731 Remote Similarity NPD2975 Approved
0.6727 Remote Similarity NPD4111 Phase 1
0.6722 Remote Similarity NPD6817 Clinical (unspecified phase)
0.6716 Remote Similarity NPD7962 Phase 2
0.6714 Remote Similarity NPD4580 Approved
0.6714 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6712 Remote Similarity NPD6997 Phase 2
0.6699 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6699 Remote Similarity NPD5968 Phase 3
0.6682 Remote Similarity NPD7583 Approved
0.6682 Remote Similarity NPD3450 Approved
0.6682 Remote Similarity NPD2493 Approved
0.6682 Remote Similarity NPD3452 Approved
0.6682 Remote Similarity NPD2494 Approved
0.6667 Remote Similarity NPD4582 Approved
0.6667 Remote Similarity NPD5029 Approved
0.6667 Remote Similarity NPD5031 Approved
0.6667 Remote Similarity NPD5027 Approved
0.6667 Remote Similarity NPD7683 Discontinued
0.6667 Remote Similarity NPD4583 Approved
0.6651 Remote Similarity NPD7585 Approved
0.6649 Remote Similarity NPD6385 Approved
0.6649 Remote Similarity NPD6386 Approved
0.6648 Remote Similarity NPD7713 Phase 3
0.663 Remote Similarity NPD3528 Clinical (unspecified phase)
0.662 Remote Similarity NPD4004 Approved
0.662 Remote Similarity NPD4002 Approved
0.6615 Remote Similarity NPD7793 Clinical (unspecified phase)
0.6613 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6607 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6605 Remote Similarity NPD7584 Approved
0.6602 Remote Similarity NPD6836 Approved
0.6601 Remote Similarity NPD5035 Approved
0.6598 Remote Similarity NPD7057 Phase 3
0.6598 Remote Similarity NPD7058 Phase 2
0.6591 Remote Similarity NPD7047 Phase 3
0.6573 Remote Similarity NPD5006 Approved
0.6573 Remote Similarity NPD5005 Approved
0.6573 Remote Similarity NPD5202 Clinical (unspecified phase)
0.6573 Remote Similarity NPD6823 Phase 2
0.6571 Remote Similarity NPD7282 Approved
0.656 Remote Similarity NPD7783 Phase 2
0.656 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6556 Remote Similarity NPD7715 Approved
0.6556 Remote Similarity NPD7714 Approved
0.6555 Remote Similarity NPD4413 Clinical (unspecified phase)
0.6552 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6544 Remote Similarity NPD8151 Discontinued
0.654 Remote Similarity NPD4420 Approved
0.6537 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6534 Remote Similarity NPD5667 Approved
0.6528 Remote Similarity NPD7011 Discontinued
0.6519 Remote Similarity NPD5119 Approved
0.6519 Remote Similarity NPD5120 Approved
0.6519 Remote Similarity NPD5121 Approved
0.6495 Remote Similarity NPD3057 Approved
0.6482 Remote Similarity NPD8051 Clinical (unspecified phase)
0.6481 Remote Similarity NPD7999 Approved
0.648 Remote Similarity NPD2613 Approved
0.648 Remote Similarity NPD5203 Approved
0.648 Remote Similarity NPD4620 Approved
0.648 Remote Similarity NPD4617 Approved
0.648 Remote Similarity NPD5201 Approved
0.6479 Remote Similarity NPD4914 Approved
0.6479 Remote Similarity NPD4107 Approved
0.6471 Remote Similarity NPD7930 Approved
0.6471 Remote Similarity NPD8658 Clinical (unspecified phase)
0.645 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6444 Remote Similarity NPD6039 Approved
0.6443 Remote Similarity NPD6844 Discontinued
0.6439 Remote Similarity NPD3534 Clinical (unspecified phase)
0.6436 Remote Similarity NPD6020 Phase 2
0.6436 Remote Similarity NPD6190 Approved
0.6432 Remote Similarity NPD7565 Approved
0.6429 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6213 Phase 3
0.6429 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6212 Phase 3
0.6425 Remote Similarity NPD5204 Approved
0.6422 Remote Similarity NPD7039 Approved
0.6422 Remote Similarity NPD7038 Approved
0.6419 Remote Similarity NPD3533 Approved
0.6419 Remote Similarity NPD2972 Approved
0.6413 Remote Similarity NPD2569 Approved
0.6413 Remote Similarity NPD2567 Approved
0.641 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6409 Remote Similarity NPD4619 Approved
0.6409 Remote Similarity NPD4621 Approved
0.6409 Remote Similarity NPD5676 Approved
0.6406 Remote Similarity NPD7607 Clinical (unspecified phase)
0.6396 Remote Similarity NPD7075 Discontinued
0.6396 Remote Similarity NPD8005 Clinical (unspecified phase)
0.6392 Remote Similarity NPD6677 Suspended
0.6389 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6386 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6384 Remote Similarity NPD5159 Phase 2
0.6384 Remote Similarity NPD5157 Phase 1
0.6384 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6381 Remote Similarity NPD8146 Phase 2
0.6378 Remote Similarity NPD5353 Approved
0.6374 Remote Similarity NPD2566 Approved
0.6374 Remote Similarity NPD3088 Approved
0.6374 Remote Similarity NPD3090 Approved
0.6374 Remote Similarity NPD3614 Approved
0.6374 Remote Similarity NPD2573 Approved
0.6374 Remote Similarity NPD3615 Approved
0.6374 Remote Similarity NPD3616 Approved
0.6374 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6374 Remote Similarity NPD3089 Approved
0.6374 Remote Similarity NPD2570 Approved
0.6374 Remote Similarity NPD4746 Phase 3
0.6374 Remote Similarity NPD2574 Discontinued
0.6374 Remote Similarity NPD3087 Approved
0.6374 Remote Similarity NPD2571 Approved
0.6374 Remote Similarity NPD4745 Approved
0.6373 Remote Similarity NPD3823 Discontinued
0.6372 Remote Similarity NPD4482 Phase 3
0.6368 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6368 Remote Similarity NPD7997 Clinical (unspecified phase)
0.6368 Remote Similarity NPD6894 Phase 1
0.6364 Remote Similarity NPD4807 Approved
0.6364 Remote Similarity NPD4806 Approved
0.6355 Remote Similarity NPD5313 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