Structure

Physi-Chem Properties

Molecular Weight:  926.45
Volume:  886.269
LogP:  1.957
LogD:  1.933
LogS:  -4.087
# Rotatable Bonds:  8
TPSA:  282.21
# H-Bond Aceptor:  19
# H-Bond Donor:  9
# Rings:  9
# Heavy Atoms:  19

MedChem Properties

QED Drug-Likeness Score:  0.113
Synthetic Accessibility Score:  7.092
Fsp3:  0.891
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:  -6.299
MDCK Permeability:  0.00020566207240335643
Pgp-inhibitor:  0.14
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.958
20% Bioavailability (F20%):  0.001
30% Bioavailability (F30%):  0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.122
Plasma Protein Binding (PPB):  38.45890808105469%
Volume Distribution (VD):  0.321
Pgp-substrate:  36.092002868652344%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.28
CYP2C19-inhibitor:  0.003
CYP2C19-substrate:  0.081
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.001
CYP2D6-inhibitor:  0.019
CYP2D6-substrate:  0.054
CYP3A4-inhibitor:  0.039
CYP3A4-substrate:  0.03

ADMET: Excretion

Clearance (CL):  0.363
Half-life (T1/2):  0.736

ADMET: Toxicity

hERG Blockers:  0.734
Human Hepatotoxicity (H-HT):  0.289
Drug-inuced Liver Injury (DILI):  0.655
AMES Toxicity:  0.118
Rat Oral Acute Toxicity:  0.254
Maximum Recommended Daily Dose:  0.695
Skin Sensitization:  0.443
Carcinogencity:  0.45
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.988

Download Data

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

  Natural Product: NPC195560

Natural Product ID:  NPC195560
Common Name*:   Namonin D
IUPAC Name:   n.a.
Synonyms:   Namonin D
Standard InCHIKey:  BGDNIBDSZSTUIB-COAKQQMCSA-N
Standard InCHI:  InChI=1S/C46H70O19/c1-17-15-58-46(40(56)37(17)63-41-35(54)33(52)31(50)19(3)59-41)18(2)30-28(65-46)14-26-24-9-8-22-12-23(48)13-29(45(22,7)25(24)10-11-44(26,30)6)62-43-39(32(51)27(49)16-57-43)64-42-36(55)34(53)38(20(4)60-42)61-21(5)47/h8,18-20,23-43,48-56H,1,9-16H2,2-7H3/t18-,19+,20-,23+,24+,25-,26-,27-,28-,29+,30-,31-,32-,33-,34-,35+,36+,37-,38-,39+,40-,41-,42-,43-,44-,45-,46-/m0/s1
SMILES:  C=C1CO[C@]2([C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5CC=C6C[C@H](C[C@H]([C@]6(C)[C@H]5CC[C@]34C)O[C@H]3[C@@H]([C@H]([C@H](CO3)O)O)O[C@H]3[C@@H]([C@@H]([C@H]([C@H](C)O3)OC(=O)C)O)O)O)O2)[C@H]([C@H]1O[C@H]1[C@@H]([C@H]([C@H]([C@@H](C)O1)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL504150
PubChem CID:   11147371
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal glycosides
          • [CHEMONTID:0002364] Steroidal saponins

*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
NPO8452 Dracaena angustifolia Species Asparagaceae Eukaryota roots and rhizomes n.a. n.a. PMID[11575942]
NPO8452 Dracaena angustifolia Species Asparagaceae Eukaryota stems Xishuangbanna, Yunnan, China 2005-JUL PMID[20718450]
NPO8452 Dracaena angustifolia Species Asparagaceae 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
NPT453 Cell Line HT-1080 Homo sapiens IC50 = 21600.0 nM PMID[487040]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 97400.0 nM PMID[487040]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 42400.0 nM PMID[487040]

☑ 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 NPC195560 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
1.0 High Similarity NPC229962
0.9909 High Similarity NPC207243
0.9909 High Similarity NPC198325
0.9909 High Similarity NPC233391
0.9909 High Similarity NPC50689
0.9818 High Similarity NPC473633
0.9818 High Similarity NPC476085
0.9732 High Similarity NPC43842
0.9727 High Similarity NPC160888
0.9727 High Similarity NPC475403
0.9725 High Similarity NPC63609
0.9646 High Similarity NPC257207
0.9646 High Similarity NPC202261
0.9646 High Similarity NPC295133
0.9646 High Similarity NPC106589
0.9636 High Similarity NPC477807
0.9633 High Similarity NPC11548
0.9545 High Similarity NPC477029
0.9545 High Similarity NPC477030
0.9455 High Similarity NPC477808
0.945 High Similarity NPC42171
0.945 High Similarity NPC112274
0.9375 High Similarity NPC475357
0.9369 High Similarity NPC477031
0.9364 High Similarity NPC51154
0.9358 High Similarity NPC294129
0.9358 High Similarity NPC475247
0.9358 High Similarity NPC13190
0.9196 High Similarity NPC148965
0.9182 High Similarity NPC470748
0.9174 High Similarity NPC73243
0.9174 High Similarity NPC477026
0.9174 High Similarity NPC232054
0.9174 High Similarity NPC22779
0.9174 High Similarity NPC224098
0.9174 High Similarity NPC218571
0.9174 High Similarity NPC70204
0.9174 High Similarity NPC194207
0.9174 High Similarity NPC84956
0.9174 High Similarity NPC102016
0.9174 High Similarity NPC300557
0.9174 High Similarity NPC309278
0.9174 High Similarity NPC477809
0.9174 High Similarity NPC475333
0.9174 High Similarity NPC171073
0.9174 High Similarity NPC306131
0.9174 High Similarity NPC477027
0.9174 High Similarity NPC95051
0.9174 High Similarity NPC46190
0.9174 High Similarity NPC470433
0.9174 High Similarity NPC475670
0.9174 High Similarity NPC6806
0.9174 High Similarity NPC150372
0.9174 High Similarity NPC244086
0.9174 High Similarity NPC208383
0.9174 High Similarity NPC248746
0.9174 High Similarity NPC249265
0.9174 High Similarity NPC475550
0.9138 High Similarity NPC208193
0.9138 High Similarity NPC308262
0.9138 High Similarity NPC117445
0.9091 High Similarity NPC477811
0.9091 High Similarity NPC222202
0.9091 High Similarity NPC23808
0.9091 High Similarity NPC224314
0.9091 High Similarity NPC269297
0.9091 High Similarity NPC87998
0.9083 High Similarity NPC476541
0.9083 High Similarity NPC476538
0.9083 High Similarity NPC98696
0.9083 High Similarity NPC476539
0.9083 High Similarity NPC476540
0.9083 High Similarity NPC295980
0.9052 High Similarity NPC74259
0.9052 High Similarity NPC474423
0.9043 High Similarity NPC473566
0.9043 High Similarity NPC475358
0.9027 High Similarity NPC146652
0.9018 High Similarity NPC469347
0.9018 High Similarity NPC144068
0.9018 High Similarity NPC469348
0.9009 High Similarity NPC477028
0.9009 High Similarity NPC124677
0.9009 High Similarity NPC114188
0.9009 High Similarity NPC13193
0.9009 High Similarity NPC477032
0.9009 High Similarity NPC476547
0.8991 High Similarity NPC470432
0.8991 High Similarity NPC283829
0.8991 High Similarity NPC305423
0.8991 High Similarity NPC14704
0.8991 High Similarity NPC94272
0.8991 High Similarity NPC230507
0.8991 High Similarity NPC113044
0.8991 High Similarity NPC161676
0.8966 High Similarity NPC475419
0.8966 High Similarity NPC120390
0.8966 High Similarity NPC173555
0.8966 High Similarity NPC314535
0.8966 High Similarity NPC474908
0.8966 High Similarity NPC475590
0.8947 High Similarity NPC20979
0.8938 High Similarity NPC477810
0.8929 High Similarity NPC31896
0.8929 High Similarity NPC210569
0.8929 High Similarity NPC263359
0.8929 High Similarity NPC244431
0.8929 High Similarity NPC32361
0.8919 High Similarity NPC141433
0.8919 High Similarity NPC247037
0.8899 High Similarity NPC181845
0.8899 High Similarity NPC473476
0.8899 High Similarity NPC473923
0.8889 High Similarity NPC264336
0.8889 High Similarity NPC193893
0.8879 High Similarity NPC72260
0.8879 High Similarity NPC475629
0.8879 High Similarity NPC475556
0.8879 High Similarity NPC107607
0.887 High Similarity NPC10366
0.887 High Similarity NPC218093
0.886 High Similarity NPC207637
0.885 High Similarity NPC79900
0.8839 High Similarity NPC197231
0.8829 High Similarity NPC157530
0.8829 High Similarity NPC40440
0.8829 High Similarity NPC42482
0.8829 High Similarity NPC14630
0.8829 High Similarity NPC250089
0.8818 High Similarity NPC226642
0.8814 High Similarity NPC256983
0.8803 High Similarity NPC475219
0.8803 High Similarity NPC231518
0.8793 High Similarity NPC291820
0.8793 High Similarity NPC236973
0.8793 High Similarity NPC469756
0.8793 High Similarity NPC32177
0.8793 High Similarity NPC292467
0.8793 High Similarity NPC30483
0.8793 High Similarity NPC81222
0.8793 High Similarity NPC470897
0.8793 High Similarity NPC55532
0.8783 High Similarity NPC100048
0.8783 High Similarity NPC203862
0.8783 High Similarity NPC476690
0.8772 High Similarity NPC167183
0.8772 High Similarity NPC32707
0.8761 High Similarity NPC254255
0.8761 High Similarity NPC308140
0.8761 High Similarity NPC19888
0.8739 High Similarity NPC51172
0.8739 High Similarity NPC125324
0.8739 High Similarity NPC49032
0.8727 High Similarity NPC309448
0.8727 High Similarity NPC242748
0.8718 High Similarity NPC475136
0.8718 High Similarity NPC135369
0.8718 High Similarity NPC474466
0.8696 High Similarity NPC212660
0.8684 High Similarity NPC307642
0.8684 High Similarity NPC476693
0.8684 High Similarity NPC476546
0.8673 High Similarity NPC65167
0.8661 High Similarity NPC151134
0.8661 High Similarity NPC302057
0.8649 High Similarity NPC234160
0.8649 High Similarity NPC473469
0.8649 High Similarity NPC190395
0.8644 High Similarity NPC476543
0.8644 High Similarity NPC249553
0.8644 High Similarity NPC40749
0.8644 High Similarity NPC475182
0.8644 High Similarity NPC182900
0.8644 High Similarity NPC476544
0.8644 High Similarity NPC476545
0.8636 High Similarity NPC93352
0.8632 High Similarity NPC329905
0.8632 High Similarity NPC44899
0.8632 High Similarity NPC304260
0.8632 High Similarity NPC29639
0.8632 High Similarity NPC5883
0.8621 High Similarity NPC87250
0.8621 High Similarity NPC84987
0.8621 High Similarity NPC309034
0.8621 High Similarity NPC471354
0.8621 High Similarity NPC244402
0.8621 High Similarity NPC34390
0.8621 High Similarity NPC196429
0.8621 High Similarity NPC77319
0.8621 High Similarity NPC142066
0.8621 High Similarity NPC474418
0.8621 High Similarity NPC158344
0.8621 High Similarity NPC471351
0.8621 High Similarity NPC27507
0.8621 High Similarity NPC50305
0.8621 High Similarity NPC93883
0.8621 High Similarity NPC157376
0.8621 High Similarity NPC99728
0.8621 High Similarity NPC471353
0.8621 High Similarity NPC471355

  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 NPC195560 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
0.8966 High Similarity NPD8335 Approved
0.8966 High Similarity NPD8380 Approved
0.8966 High Similarity NPD8379 Approved
0.8966 High Similarity NPD8378 Approved
0.8966 High Similarity NPD8296 Approved
0.8879 High Similarity NPD8377 Approved
0.8879 High Similarity NPD8294 Approved
0.8803 High Similarity NPD8033 Approved
0.8547 High Similarity NPD7327 Approved
0.8547 High Similarity NPD7328 Approved
0.8475 Intermediate Similarity NPD7516 Approved
0.8205 Intermediate Similarity NPD8133 Approved
0.8182 Intermediate Similarity NPD7503 Approved
0.792 Intermediate Similarity NPD7507 Approved
0.7874 Intermediate Similarity NPD7319 Approved
0.7692 Intermediate Similarity NPD6412 Phase 2
0.7634 Intermediate Similarity NPD8450 Suspended
0.7568 Intermediate Similarity NPD8171 Discontinued
0.7557 Intermediate Similarity NPD8449 Approved
0.7479 Intermediate Similarity NPD6686 Approved
0.746 Intermediate Similarity NPD8516 Approved
0.746 Intermediate Similarity NPD8515 Approved
0.746 Intermediate Similarity NPD8517 Approved
0.7417 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7385 Intermediate Similarity NPD7736 Approved
0.7344 Intermediate Similarity NPD8328 Phase 3
0.7323 Intermediate Similarity NPD8513 Phase 3
0.7308 Intermediate Similarity NPD8293 Discontinued
0.728 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7227 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD6370 Approved
0.7094 Intermediate Similarity NPD7638 Approved
0.7034 Intermediate Similarity NPD7640 Approved
0.7034 Intermediate Similarity NPD7639 Approved
0.7023 Intermediate Similarity NPD7492 Approved
0.6993 Remote Similarity NPD7625 Phase 1
0.6977 Remote Similarity NPD6059 Approved
0.6977 Remote Similarity NPD6054 Approved
0.697 Remote Similarity NPD6616 Approved
0.6917 Remote Similarity NPD7078 Approved
0.6825 Remote Similarity NPD8297 Approved
0.6825 Remote Similarity NPD6882 Approved
0.6818 Remote Similarity NPD6067 Discontinued
0.6794 Remote Similarity NPD6016 Approved
0.6794 Remote Similarity NPD6015 Approved
0.6744 Remote Similarity NPD7115 Discovery
0.6744 Remote Similarity NPD6009 Approved
0.6742 Remote Similarity NPD5988 Approved
0.6718 Remote Similarity NPD6319 Approved
0.6696 Remote Similarity NPD6051 Approved
0.6667 Remote Similarity NPD7524 Approved
0.6667 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD4225 Approved
0.6641 Remote Similarity NPD4632 Approved
0.664 Remote Similarity NPD7320 Approved
0.6613 Remote Similarity NPD6008 Approved
0.6613 Remote Similarity NPD6675 Approved
0.6613 Remote Similarity NPD6402 Approved
0.6613 Remote Similarity NPD5739 Approved
0.6613 Remote Similarity NPD7128 Approved
0.6587 Remote Similarity NPD6372 Approved
0.6587 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6587 Remote Similarity NPD6373 Approved
0.6562 Remote Similarity NPD6053 Discontinued
0.6549 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6508 Remote Similarity NPD6899 Approved
0.6508 Remote Similarity NPD6881 Approved
0.6504 Remote Similarity NPD7632 Discontinued
0.6496 Remote Similarity NPD6033 Approved
0.6486 Remote Similarity NPD6928 Phase 2
0.6484 Remote Similarity NPD8130 Phase 1
0.6484 Remote Similarity NPD6649 Approved
0.6484 Remote Similarity NPD6650 Approved
0.646 Remote Similarity NPD6695 Phase 3
0.6446 Remote Similarity NPD6084 Phase 2
0.6446 Remote Similarity NPD6083 Phase 2
0.6441 Remote Similarity NPD7637 Suspended
0.6429 Remote Similarity NPD5701 Approved
0.6429 Remote Similarity NPD5697 Approved
0.6423 Remote Similarity NPD5344 Discontinued
0.6423 Remote Similarity NPD8074 Phase 3
0.6422 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6406 Remote Similarity NPD7102 Approved
0.6406 Remote Similarity NPD6883 Approved
0.6406 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6406 Remote Similarity NPD7290 Approved
0.6393 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6379 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6379 Remote Similarity NPD7750 Discontinued
0.6378 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6357 Remote Similarity NPD6847 Approved
0.6357 Remote Similarity NPD6869 Approved
0.6357 Remote Similarity NPD6617 Approved
0.6339 Remote Similarity NPD7525 Registered
0.6333 Remote Similarity NPD7748 Approved
0.633 Remote Similarity NPD7339 Approved
0.633 Remote Similarity NPD6942 Approved
0.6328 Remote Similarity NPD6012 Approved
0.6328 Remote Similarity NPD6013 Approved
0.6328 Remote Similarity NPD6014 Approved
0.6324 Remote Similarity NPD7604 Phase 2
0.6311 Remote Similarity NPD7902 Approved
0.6303 Remote Similarity NPD8034 Phase 2
0.6303 Remote Similarity NPD8035 Phase 2
0.6299 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6296 Remote Similarity NPD5983 Phase 2
0.629 Remote Similarity NPD4159 Approved
0.6261 Remote Similarity NPD4786 Approved
0.6261 Remote Similarity NPD6400 Clinical (unspecified phase)
0.625 Remote Similarity NPD6011 Approved
0.625 Remote Similarity NPD6929 Approved
0.625 Remote Similarity NPD7645 Phase 2
0.6232 Remote Similarity NPD6336 Discontinued
0.6231 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6218 Remote Similarity NPD6698 Approved
0.6218 Remote Similarity NPD46 Approved
0.6218 Remote Similarity NPD7838 Discovery
0.6195 Remote Similarity NPD6931 Approved
0.6195 Remote Similarity NPD6930 Phase 2
0.6186 Remote Similarity NPD6903 Approved
0.6186 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6179 Remote Similarity NPD4755 Approved
0.6172 Remote Similarity NPD5954 Clinical (unspecified phase)
0.617 Remote Similarity NPD5956 Approved
0.6167 Remote Similarity NPD7515 Phase 2
0.6154 Remote Similarity NPD7521 Approved
0.6154 Remote Similarity NPD7334 Approved
0.6154 Remote Similarity NPD6409 Approved
0.6154 Remote Similarity NPD7146 Approved
0.6154 Remote Similarity NPD5330 Approved
0.6154 Remote Similarity NPD6684 Approved
0.6154 Remote Similarity NPD4634 Approved
0.6148 Remote Similarity NPD5695 Phase 3
0.6148 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6143 Remote Similarity NPD8336 Approved
0.6143 Remote Similarity NPD8337 Approved
0.6129 Remote Similarity NPD5696 Approved
0.6121 Remote Similarity NPD7799 Discontinued
0.6116 Remote Similarity NPD4202 Approved
0.6111 Remote Similarity NPD5211 Phase 2
0.6102 Remote Similarity NPD4251 Approved
0.6102 Remote Similarity NPD4250 Approved
0.6087 Remote Similarity NPD3667 Approved
0.608 Remote Similarity NPD4700 Approved
0.608 Remote Similarity NPD5286 Approved
0.608 Remote Similarity NPD5285 Approved
0.608 Remote Similarity NPD4696 Approved
0.608 Remote Similarity NPD6648 Approved
0.6071 Remote Similarity NPD5776 Phase 2
0.6071 Remote Similarity NPD6925 Approved
0.6068 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6068 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6066 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6066 Remote Similarity NPD7900 Approved
0.6045 Remote Similarity NPD6274 Approved
0.6033 Remote Similarity NPD7087 Discontinued
0.6033 Remote Similarity NPD5693 Phase 1
0.6031 Remote Similarity NPD6371 Approved
0.6029 Remote Similarity NPD7101 Approved
0.6029 Remote Similarity NPD7100 Approved
0.6018 Remote Similarity NPD7145 Approved
0.6017 Remote Similarity NPD4249 Approved
0.6016 Remote Similarity NPD5141 Approved
0.6 Remote Similarity NPD4753 Phase 2
0.6 Remote Similarity NPD5328 Approved
0.5984 Remote Similarity NPD5224 Approved
0.5984 Remote Similarity NPD4633 Approved
0.5984 Remote Similarity NPD5225 Approved
0.5984 Remote Similarity NPD5226 Approved
0.5983 Remote Similarity NPD3133 Approved
0.5983 Remote Similarity NPD3665 Phase 1
0.5983 Remote Similarity NPD3666 Approved
0.5982 Remote Similarity NPD6933 Approved
0.5972 Remote Similarity NPD8338 Approved
0.5969 Remote Similarity NPD4767 Approved
0.5969 Remote Similarity NPD4768 Approved
0.5956 Remote Similarity NPD6335 Approved
0.5946 Remote Similarity NPD4784 Approved
0.5946 Remote Similarity NPD4785 Approved
0.5942 Remote Similarity NPD6921 Approved
0.5942 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5942 Remote Similarity NPD6908 Approved
0.5942 Remote Similarity NPD6909 Approved
0.5938 Remote Similarity NPD5174 Approved
0.5938 Remote Similarity NPD5175 Approved
0.5932 Remote Similarity NPD6893 Approved
0.5929 Remote Similarity NPD6932 Approved
0.5917 Remote Similarity NPD5737 Approved
0.5917 Remote Similarity NPD6672 Approved
0.5913 Remote Similarity NPD7514 Phase 3
0.5909 Remote Similarity NPD4243 Approved
0.5906 Remote Similarity NPD5223 Approved
0.5903 Remote Similarity NPD7260 Phase 2
0.5902 Remote Similarity NPD6079 Approved
0.5887 Remote Similarity NPD7991 Discontinued
0.5882 Remote Similarity NPD3618 Phase 1
0.5882 Remote Similarity NPD6317 Approved
0.5882 Remote Similarity NPD6098 Approved
0.5878 Remote Similarity NPD4730 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