Structure

Physi-Chem Properties

Molecular Weight:  1044.48
Volume:  982.057
LogP:  1.01
LogD:  0.634
LogS:  -3.755
# Rotatable Bonds:  11
TPSA:  341.13
# H-Bond Aceptor:  23
# H-Bond Donor:  11
# Rings:  10
# Heavy Atoms:  23

MedChem Properties

QED Drug-Likeness Score:  0.079
Synthetic Accessibility Score:  7.538
Fsp3:  0.9
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:  -6.385
MDCK Permeability:  0.00016880508337635547
Pgp-inhibitor:  0.008
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.986
20% Bioavailability (F20%):  0.006
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.155
Plasma Protein Binding (PPB):  32.794891357421875%
Volume Distribution (VD):  0.151
Pgp-substrate:  40.545684814453125%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.129
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.057
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.0
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.041
CYP3A4-inhibitor:  0.041
CYP3A4-substrate:  0.022

ADMET: Excretion

Clearance (CL):  0.12
Half-life (T1/2):  0.824

ADMET: Toxicity

hERG Blockers:  0.377
Human Hepatotoxicity (H-HT):  0.232
Drug-inuced Liver Injury (DILI):  0.732
AMES Toxicity:  0.096
Rat Oral Acute Toxicity:  0.241
Maximum Recommended Daily Dose:  0.752
Skin Sensitization:  0.455
Carcinogencity:  0.374
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.987

Download Data

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

  Natural Product: NPC295133

Natural Product ID:  NPC295133
Common Name*:   GABVROJQHMIKLI-VNHQRXCKSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  GABVROJQHMIKLI-VNHQRXCKSA-N
Standard InCHI:  InChI=1S/C50H76O23/c1-19-14-66-50(41(60)33(19)56)20(2)32-30(73-50)13-27-25-8-7-23-11-24(53)12-31(48(23,6)26(25)9-10-47(27,32)5)69-45-40(38(29(55)16-64-45)70-43-35(58)34(57)28(54)15-63-43)72-44-36(59)39(37(21(3)67-44)68-22(4)52)71-46-42(61)49(62,17-51)18-65-46/h7,20-21,24-46,51,53-62H,1,8-18H2,2-6H3/t20-,21-,24+,25+,26-,27-,28+,29-,30-,31+,32-,33-,34-,35+,36+,37-,38-,39-,40+,41-,42-,43-,44-,45-,46-,47-,48-,49+,50-/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[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O)O[C@H]3[C@@H]([C@@H]([C@H]([C@H](C)O3)OC(=O)C)O[C@H]3[C@@H]([C@@](CO)(CO3)O)O)O)O)O2)[C@H]([C@H]1O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL498912
PubChem CID:   10942114
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
NPO6205 Helleborus orientalis Species Ranunculaceae Eukaryota rhizomes n.a. n.a. PMID[12608856]

☑ 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
NPT924 Cell Line HSC-2 Homo sapiens IC50 = 86.0 ug.mL-1 PMID[470222]

☑ 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 NPC295133 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 NPC257207
0.9912 High Similarity NPC43842
0.9825 High Similarity NPC202261
0.9825 High Similarity NPC106589
0.9735 High Similarity NPC50689
0.9646 High Similarity NPC473633
0.9646 High Similarity NPC195560
0.9646 High Similarity NPC229962
0.9646 High Similarity NPC476085
0.9561 High Similarity NPC207243
0.9561 High Similarity NPC198325
0.9561 High Similarity NPC233391
0.9558 High Similarity NPC160888
0.9558 High Similarity NPC475403
0.9381 High Similarity NPC63609
0.9298 High Similarity NPC477807
0.9292 High Similarity NPC11548
0.9211 High Similarity NPC477029
0.9211 High Similarity NPC477031
0.9211 High Similarity NPC477030
0.9204 High Similarity NPC51154
0.9123 High Similarity NPC477808
0.9115 High Similarity NPC112274
0.9115 High Similarity NPC42171
0.9052 High Similarity NPC10366
0.9052 High Similarity NPC475357
0.9043 High Similarity NPC146652
0.9027 High Similarity NPC13190
0.9027 High Similarity NPC475247
0.9027 High Similarity NPC294129
0.8992 High Similarity NPC208193
0.8992 High Similarity NPC117445
0.8992 High Similarity NPC308262
0.8966 High Similarity NPC476690
0.8966 High Similarity NPC100048
0.8947 High Similarity NPC254255
0.8938 High Similarity NPC247037
0.8908 High Similarity NPC74259
0.8908 High Similarity NPC474423
0.8898 High Similarity NPC475358
0.8898 High Similarity NPC473566
0.8879 High Similarity NPC148965
0.887 High Similarity NPC469348
0.887 High Similarity NPC476693
0.887 High Similarity NPC469347
0.886 High Similarity NPC477032
0.886 High Similarity NPC124677
0.886 High Similarity NPC470748
0.886 High Similarity NPC477028
0.885 High Similarity NPC300557
0.885 High Similarity NPC95051
0.885 High Similarity NPC470433
0.885 High Similarity NPC306131
0.885 High Similarity NPC232054
0.885 High Similarity NPC224098
0.885 High Similarity NPC477809
0.885 High Similarity NPC22779
0.885 High Similarity NPC208383
0.885 High Similarity NPC46190
0.885 High Similarity NPC309278
0.885 High Similarity NPC477027
0.885 High Similarity NPC73243
0.885 High Similarity NPC477026
0.885 High Similarity NPC475333
0.885 High Similarity NPC84956
0.885 High Similarity NPC218571
0.885 High Similarity NPC70204
0.885 High Similarity NPC248746
0.885 High Similarity NPC249265
0.885 High Similarity NPC475550
0.885 High Similarity NPC244086
0.885 High Similarity NPC150372
0.885 High Similarity NPC6806
0.885 High Similarity NPC475670
0.885 High Similarity NPC102016
0.885 High Similarity NPC171073
0.885 High Similarity NPC194207
0.8824 High Similarity NPC120390
0.8824 High Similarity NPC475590
0.8824 High Similarity NPC314535
0.8824 High Similarity NPC475419
0.8824 High Similarity NPC474908
0.8824 High Similarity NPC173555
0.8803 High Similarity NPC20979
0.8793 High Similarity NPC477810
0.8772 High Similarity NPC141433
0.8772 High Similarity NPC222202
0.8772 High Similarity NPC269297
0.8772 High Similarity NPC23808
0.8772 High Similarity NPC477811
0.8772 High Similarity NPC87998
0.8772 High Similarity NPC224314
0.8761 High Similarity NPC476539
0.8761 High Similarity NPC295980
0.8761 High Similarity NPC98696
0.8761 High Similarity NPC476541
0.8761 High Similarity NPC476538
0.8761 High Similarity NPC476540
0.875 High Similarity NPC193893
0.875 High Similarity NPC264336
0.8739 High Similarity NPC475556
0.8739 High Similarity NPC107607
0.8739 High Similarity NPC72260
0.8739 High Similarity NPC475629
0.8729 High Similarity NPC218093
0.8707 High Similarity NPC144068
0.8696 High Similarity NPC13193
0.8696 High Similarity NPC114188
0.8696 High Similarity NPC197231
0.8696 High Similarity NPC476547
0.8684 High Similarity NPC40440
0.8684 High Similarity NPC42482
0.8673 High Similarity NPC161676
0.8673 High Similarity NPC305423
0.8673 High Similarity NPC113044
0.8673 High Similarity NPC470432
0.8673 High Similarity NPC226642
0.8673 High Similarity NPC94272
0.8673 High Similarity NPC14704
0.8673 High Similarity NPC283829
0.8673 High Similarity NPC230507
0.8667 High Similarity NPC40749
0.8667 High Similarity NPC231518
0.8667 High Similarity NPC475219
0.8655 High Similarity NPC55532
0.8655 High Similarity NPC469756
0.8655 High Similarity NPC291820
0.8655 High Similarity NPC292467
0.8655 High Similarity NPC236973
0.8655 High Similarity NPC30483
0.8655 High Similarity NPC81222
0.8655 High Similarity NPC470897
0.8655 High Similarity NPC32177
0.8644 High Similarity NPC203862
0.8632 High Similarity NPC167183
0.8632 High Similarity NPC32707
0.8621 High Similarity NPC263359
0.8621 High Similarity NPC244431
0.8621 High Similarity NPC32361
0.8621 High Similarity NPC31896
0.8621 High Similarity NPC210569
0.8621 High Similarity NPC19888
0.8584 High Similarity NPC473476
0.8584 High Similarity NPC309448
0.8584 High Similarity NPC181845
0.8584 High Similarity NPC473923
0.8583 High Similarity NPC135369
0.8583 High Similarity NPC474466
0.8583 High Similarity NPC475136
0.8571 High Similarity NPC476692
0.8571 High Similarity NPC476691
0.8559 High Similarity NPC212660
0.8559 High Similarity NPC207637
0.8547 High Similarity NPC79900
0.8547 High Similarity NPC307642
0.8534 High Similarity NPC65167
0.8525 High Similarity NPC256983
0.8522 High Similarity NPC14630
0.8522 High Similarity NPC302057
0.8522 High Similarity NPC157530
0.8522 High Similarity NPC250089
0.8516 High Similarity NPC477236
0.8509 High Similarity NPC190395
0.85 High Similarity NPC329905
0.85 High Similarity NPC44899
0.85 High Similarity NPC5883
0.85 High Similarity NPC304260
0.85 High Similarity NPC29639
0.8487 Intermediate Similarity NPC471355
0.8487 Intermediate Similarity NPC471353
0.8487 Intermediate Similarity NPC77319
0.8487 Intermediate Similarity NPC474418
0.8487 Intermediate Similarity NPC27507
0.8487 Intermediate Similarity NPC93883
0.8487 Intermediate Similarity NPC34390
0.8487 Intermediate Similarity NPC157376
0.8487 Intermediate Similarity NPC99728
0.8487 Intermediate Similarity NPC50305
0.8487 Intermediate Similarity NPC84987
0.8487 Intermediate Similarity NPC473852
0.8487 Intermediate Similarity NPC142066
0.8487 Intermediate Similarity NPC309034
0.8487 Intermediate Similarity NPC243196
0.8487 Intermediate Similarity NPC158344
0.8487 Intermediate Similarity NPC471354
0.8487 Intermediate Similarity NPC471351
0.8487 Intermediate Similarity NPC244402
0.8487 Intermediate Similarity NPC196429
0.8487 Intermediate Similarity NPC87250
0.8462 Intermediate Similarity NPC473567
0.8462 Intermediate Similarity NPC216595
0.8462 Intermediate Similarity NPC308140
0.8448 Intermediate Similarity NPC170974
0.8448 Intermediate Similarity NPC103627
0.8448 Intermediate Similarity NPC65155
0.8448 Intermediate Similarity NPC191439
0.8435 Intermediate Similarity NPC220427
0.8435 Intermediate Similarity NPC51172
0.8435 Intermediate Similarity NPC38217
0.8435 Intermediate Similarity NPC472988

  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 NPC295133 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
0.8824 High Similarity NPD8379 Approved
0.8824 High Similarity NPD8296 Approved
0.8824 High Similarity NPD8335 Approved
0.8824 High Similarity NPD8378 Approved
0.8824 High Similarity NPD8380 Approved
0.8739 High Similarity NPD8294 Approved
0.8739 High Similarity NPD8377 Approved
0.8667 High Similarity NPD8033 Approved
0.8417 Intermediate Similarity NPD7327 Approved
0.8417 Intermediate Similarity NPD7328 Approved
0.8347 Intermediate Similarity NPD7516 Approved
0.8083 Intermediate Similarity NPD8133 Approved
0.8065 Intermediate Similarity NPD7503 Approved
0.7812 Intermediate Similarity NPD7507 Approved
0.7769 Intermediate Similarity NPD7319 Approved
0.75 Intermediate Similarity NPD8515 Approved
0.75 Intermediate Similarity NPD8516 Approved
0.75 Intermediate Similarity NPD8517 Approved
0.7438 Intermediate Similarity NPD6412 Phase 2
0.7407 Intermediate Similarity NPD8450 Suspended
0.7364 Intermediate Similarity NPD8513 Phase 3
0.7333 Intermediate Similarity NPD8449 Approved
0.7304 Intermediate Similarity NPD8171 Discontinued
0.7293 Intermediate Similarity NPD7736 Approved
0.7236 Intermediate Similarity NPD6686 Approved
0.7218 Intermediate Similarity NPD8293 Discontinued
0.72 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7121 Intermediate Similarity NPD8328 Phase 3
0.7054 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD6370 Approved
0.7034 Intermediate Similarity NPD7625 Phase 1
0.6992 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6963 Remote Similarity NPD7078 Approved
0.6942 Remote Similarity NPD7640 Approved
0.6942 Remote Similarity NPD7639 Approved
0.694 Remote Similarity NPD7492 Approved
0.6894 Remote Similarity NPD6054 Approved
0.6894 Remote Similarity NPD6059 Approved
0.6889 Remote Similarity NPD6616 Approved
0.686 Remote Similarity NPD7638 Approved
0.6794 Remote Similarity NPD7115 Discovery
0.6744 Remote Similarity NPD6882 Approved
0.6744 Remote Similarity NPD8297 Approved
0.6724 Remote Similarity NPD7524 Approved
0.6716 Remote Similarity NPD6016 Approved
0.6716 Remote Similarity NPD6015 Approved
0.6667 Remote Similarity NPD6009 Approved
0.6667 Remote Similarity NPD5988 Approved
0.6642 Remote Similarity NPD6319 Approved
0.6618 Remote Similarity NPD6067 Discontinued
0.661 Remote Similarity NPD6051 Approved
0.6609 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6585 Remote Similarity NPD4225 Approved
0.6565 Remote Similarity NPD4632 Approved
0.6562 Remote Similarity NPD7320 Approved
0.6535 Remote Similarity NPD6402 Approved
0.6535 Remote Similarity NPD6008 Approved
0.6535 Remote Similarity NPD7128 Approved
0.6535 Remote Similarity NPD5739 Approved
0.6535 Remote Similarity NPD6675 Approved
0.6522 Remote Similarity NPD6695 Phase 3
0.6512 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6512 Remote Similarity NPD6372 Approved
0.6512 Remote Similarity NPD6373 Approved
0.6489 Remote Similarity NPD6053 Discontinued
0.648 Remote Similarity NPD5344 Discontinued
0.6475 Remote Similarity NPD8074 Phase 3
0.6452 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6446 Remote Similarity NPD6399 Phase 3
0.6441 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6441 Remote Similarity NPD7750 Discontinued
0.6434 Remote Similarity NPD6881 Approved
0.6434 Remote Similarity NPD6899 Approved
0.6429 Remote Similarity NPD7632 Discontinued
0.6429 Remote Similarity NPD6033 Approved
0.6412 Remote Similarity NPD8130 Phase 1
0.6412 Remote Similarity NPD6649 Approved
0.6412 Remote Similarity NPD6650 Approved
0.6371 Remote Similarity NPD6083 Phase 2
0.6371 Remote Similarity NPD6084 Phase 2
0.6364 Remote Similarity NPD7637 Suspended
0.6357 Remote Similarity NPD5697 Approved
0.6357 Remote Similarity NPD5701 Approved
0.6336 Remote Similarity NPD7290 Approved
0.6336 Remote Similarity NPD6883 Approved
0.6336 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6336 Remote Similarity NPD7102 Approved
0.6308 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6288 Remote Similarity NPD6847 Approved
0.6288 Remote Similarity NPD6869 Approved
0.6288 Remote Similarity NPD6617 Approved
0.6261 Remote Similarity NPD6930 Phase 2
0.6261 Remote Similarity NPD7525 Registered
0.6261 Remote Similarity NPD6931 Approved
0.6261 Remote Similarity NPD6928 Phase 2
0.626 Remote Similarity NPD6012 Approved
0.626 Remote Similarity NPD6014 Approved
0.626 Remote Similarity NPD6013 Approved
0.6259 Remote Similarity NPD7604 Phase 2
0.6232 Remote Similarity NPD5983 Phase 2
0.6231 Remote Similarity NPD7899 Clinical (unspecified phase)
0.622 Remote Similarity NPD4159 Approved
0.6195 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6183 Remote Similarity NPD6011 Approved
0.6174 Remote Similarity NPD6929 Approved
0.6172 Remote Similarity NPD5211 Phase 2
0.617 Remote Similarity NPD6336 Discontinued
0.6165 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6142 Remote Similarity NPD6648 Approved
0.6129 Remote Similarity NPD7748 Approved
0.6111 Remote Similarity NPD5956 Approved
0.6111 Remote Similarity NPD7902 Approved
0.6111 Remote Similarity NPD4755 Approved
0.6107 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6106 Remote Similarity NPD7339 Approved
0.6106 Remote Similarity NPD6942 Approved
0.6098 Remote Similarity NPD7087 Discontinued
0.6098 Remote Similarity NPD8035 Phase 2
0.6098 Remote Similarity NPD8034 Phase 2
0.609 Remote Similarity NPD4634 Approved
0.609 Remote Similarity NPD6371 Approved
0.608 Remote Similarity NPD5695 Phase 3
0.608 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6077 Remote Similarity NPD5141 Approved
0.6071 Remote Similarity NPD7799 Discontinued
0.6063 Remote Similarity NPD5696 Approved
0.605 Remote Similarity NPD4786 Approved
0.6048 Remote Similarity NPD4202 Approved
0.6034 Remote Similarity NPD7645 Phase 2
0.6033 Remote Similarity NPD4250 Approved
0.6033 Remote Similarity NPD4251 Approved
0.6016 Remote Similarity NPD7838 Discovery
0.6016 Remote Similarity NPD5285 Approved
0.6016 Remote Similarity NPD4700 Approved
0.6016 Remote Similarity NPD46 Approved
0.6016 Remote Similarity NPD4696 Approved
0.6016 Remote Similarity NPD5286 Approved
0.6016 Remote Similarity NPD6698 Approved
0.6 Remote Similarity NPD6925 Approved
0.6 Remote Similarity NPD5776 Phase 2
0.6 Remote Similarity NPD6893 Approved
0.5985 Remote Similarity NPD6274 Approved
0.5984 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5984 Remote Similarity NPD6903 Approved
0.5983 Remote Similarity NPD7514 Phase 3
0.5972 Remote Similarity NPD8336 Approved
0.5972 Remote Similarity NPD8337 Approved
0.5971 Remote Similarity NPD7100 Approved
0.5971 Remote Similarity NPD7101 Approved
0.5968 Remote Similarity NPD5693 Phase 1
0.5968 Remote Similarity NPD7515 Phase 2
0.595 Remote Similarity NPD6684 Approved
0.595 Remote Similarity NPD7334 Approved
0.595 Remote Similarity NPD5330 Approved
0.595 Remote Similarity NPD6409 Approved
0.595 Remote Similarity NPD7146 Approved
0.595 Remote Similarity NPD7521 Approved
0.595 Remote Similarity NPD4249 Approved
0.5948 Remote Similarity NPD7145 Approved
0.5935 Remote Similarity NPD4753 Phase 2
0.5923 Remote Similarity NPD5226 Approved
0.5923 Remote Similarity NPD5224 Approved
0.5923 Remote Similarity NPD5225 Approved
0.5923 Remote Similarity NPD4633 Approved
0.5913 Remote Similarity NPD6933 Approved
0.5909 Remote Similarity NPD4767 Approved
0.5909 Remote Similarity NPD4768 Approved
0.5899 Remote Similarity NPD6335 Approved
0.5887 Remote Similarity NPD6921 Approved
0.5887 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5887 Remote Similarity NPD6909 Approved
0.5887 Remote Similarity NPD6908 Approved
0.5882 Remote Similarity NPD3667 Approved
0.5878 Remote Similarity NPD5175 Approved
0.5878 Remote Similarity NPD5174 Approved
0.5877 Remote Similarity NPD4784 Approved
0.5877 Remote Similarity NPD4785 Approved
0.5873 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5873 Remote Similarity NPD7900 Approved
0.5868 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5868 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5862 Remote Similarity NPD6932 Approved
0.5847 Remote Similarity NPD7332 Phase 2
0.5846 Remote Similarity NPD5223 Approved
0.5841 Remote Similarity NPD4243 Approved
0.5827 Remote Similarity NPD6317 Approved
0.5821 Remote Similarity NPD4730 Approved
0.5821 Remote Similarity NPD4729 Approved
0.582 Remote Similarity NPD6098 Approved
0.5811 Remote Similarity NPD8338 Approved
0.5806 Remote Similarity NPD6673 Approved
0.5806 Remote Similarity NPD5328 Approved
0.5806 Remote Similarity NPD6904 Approved
0.5806 Remote Similarity NPD6080 Approved
0.5798 Remote Similarity NPD6898 Phase 1
0.5798 Remote Similarity NPD6902 Approved
0.5793 Remote Similarity NPD8448 Approved
0.5789 Remote Similarity NPD7228 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