Structure

Physi-Chem Properties

Molecular Weight:  642.34
Volume:  651.957
LogP:  4.375
LogD:  3.154
LogS:  -3.602
# Rotatable Bonds:  14
TPSA:  144.28
# H-Bond Aceptor:  10
# H-Bond Donor:  3
# Rings:  6
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.089
Synthetic Accessibility Score:  6.802
Fsp3:  0.722
Lipinski Rule-of-5:  Accepted
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:  -4.872
MDCK Permeability:  5.121906360727735e-05
Pgp-inhibitor:  0.965
Pgp-substrate:  0.106
Human Intestinal Absorption (HIA):  0.015
20% Bioavailability (F20%):  0.862
30% Bioavailability (F30%):  0.203

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.248
Plasma Protein Binding (PPB):  89.50518035888672%
Volume Distribution (VD):  1.857
Pgp-substrate:  6.388399124145508%

ADMET: Metabolism

CYP1A2-inhibitor:  0.019
CYP1A2-substrate:  0.935
CYP2C19-inhibitor:  0.148
CYP2C19-substrate:  0.669
CYP2C9-inhibitor:  0.687
CYP2C9-substrate:  0.015
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.235
CYP3A4-inhibitor:  0.891
CYP3A4-substrate:  0.565

ADMET: Excretion

Clearance (CL):  2.893
Half-life (T1/2):  0.279

ADMET: Toxicity

hERG Blockers:  0.87
Human Hepatotoxicity (H-HT):  0.964
Drug-inuced Liver Injury (DILI):  0.726
AMES Toxicity:  0.21
Rat Oral Acute Toxicity:  0.662
Maximum Recommended Daily Dose:  0.967
Skin Sensitization:  0.738
Carcinogencity:  0.871
Eye Corrosion:  0.004
Eye Irritation:  0.015
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: NPC475154

Natural Product ID:  NPC475154
Common Name*:   ADIURPPZKNTYEV-JIVYXFBSSA-N
IUPAC Name:   n.a.
Synonyms:   12-Acetoxyhuratoxin
Standard InCHIKey:  ADIURPPZKNTYEV-JIVYXFBSSA-N
Standard InCHI:  InChI=1S/C36H50O10/c1-7-8-9-10-11-12-13-14-15-16-17-18-33-44-30-26-29-32(20-37,43-29)31(40)34(41)25(19-22(4)27(34)39)36(26,46-33)23(5)28(42-24(6)38)35(30,45-33)21(2)3/h15-19,23,25-26,28-31,37,40-41H,2,7-14,20H2,1,3-6H3/b16-15+,18-17+/t23-,25-,26+,28-,29+,30-,31-,32+,33-,34-,35-,36+/m1/s1
SMILES:  CCCCCCCCC/C=C/C=C/[C@@]12O[C@H]3[C@@](O1)(C(=C)C)[C@@H]([C@H]([C@@]1(O2)[C@H]3[C@@H]2O[C@@]2([C@H]([C@]2([C@H]1C=C(C2=O)C)O)O)CO)C)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL499462
PubChem CID:   44559853
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0003494] Rhamnofolane and daphnane diterpenoids

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO32646 synaptolepis kirkii Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[11000015]
NPO33116 synaptolepis retusa Species Thymelaeaceae Eukaryota roots n.a. n.a. PMID[3210015]
NPO32646 synaptolepis kirkii Species Thymelaeaceae Eukaryota roots n.a. n.a. PMID[3210015]

☑ 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
NPT32 Organism Mus musculus Mus musculus Activity = 0.03 nmol PMID[558933]
NPT32 Organism Mus musculus Mus musculus Activity = 33.0 /nmol PMID[558933]

☑ 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 NPC475154 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 NPC471137
1.0 High Similarity NPC475500
1.0 High Similarity NPC182266
1.0 High Similarity NPC473548
1.0 High Similarity NPC100017
1.0 High Similarity NPC471136
1.0 High Similarity NPC223356
0.9839 High Similarity NPC68282
0.9836 High Similarity NPC474508
0.9836 High Similarity NPC180902
0.9836 High Similarity NPC473485
0.9836 High Similarity NPC475139
0.9754 High Similarity NPC477189
0.9754 High Similarity NPC475606
0.9754 High Similarity NPC475314
0.9754 High Similarity NPC251564
0.9672 High Similarity NPC162495
0.9508 High Similarity NPC475273
0.9508 High Similarity NPC168849
0.9426 High Similarity NPC217901
0.9426 High Similarity NPC471939
0.935 High Similarity NPC471940
0.928 High Similarity NPC473838
0.928 High Similarity NPC475389
0.9262 High Similarity NPC473802
0.9187 High Similarity NPC473919
0.9187 High Similarity NPC473709
0.912 High Similarity NPC476091
0.912 High Similarity NPC476078
0.8968 High Similarity NPC236999
0.8672 High Similarity NPC270109
0.8583 High Similarity NPC145238
0.8571 High Similarity NPC257017
0.8571 High Similarity NPC162009
0.856 High Similarity NPC142882
0.8516 High Similarity NPC222307
0.8504 High Similarity NPC472399
0.8425 Intermediate Similarity NPC19464
0.8413 Intermediate Similarity NPC317635
0.8413 Intermediate Similarity NPC329008
0.8346 Intermediate Similarity NPC52839
0.8346 Intermediate Similarity NPC472401
0.8333 Intermediate Similarity NPC470186
0.8308 Intermediate Similarity NPC298841
0.8299 Intermediate Similarity NPC49297
0.8268 Intermediate Similarity NPC185876
0.8268 Intermediate Similarity NPC471126
0.8268 Intermediate Similarity NPC475885
0.8268 Intermediate Similarity NPC472759
0.8268 Intermediate Similarity NPC157252
0.8268 Intermediate Similarity NPC145182
0.8268 Intermediate Similarity NPC471128
0.8268 Intermediate Similarity NPC329080
0.8268 Intermediate Similarity NPC19336
0.8254 Intermediate Similarity NPC124676
0.8254 Intermediate Similarity NPC146280
0.8231 Intermediate Similarity NPC181924
0.8209 Intermediate Similarity NPC471234
0.8203 Intermediate Similarity NPC102822
0.8203 Intermediate Similarity NPC477046
0.8195 Intermediate Similarity NPC471855
0.8189 Intermediate Similarity NPC156745
0.8189 Intermediate Similarity NPC180640
0.8189 Intermediate Similarity NPC471108
0.8189 Intermediate Similarity NPC5989
0.8189 Intermediate Similarity NPC236918
0.8189 Intermediate Similarity NPC5991
0.8189 Intermediate Similarity NPC22628
0.8189 Intermediate Similarity NPC255081
0.8189 Intermediate Similarity NPC275696
0.8168 Intermediate Similarity NPC42399
0.8154 Intermediate Similarity NPC470922
0.8133 Intermediate Similarity NPC477188
0.8133 Intermediate Similarity NPC43304
0.8133 Intermediate Similarity NPC477190
0.8133 Intermediate Similarity NPC275477
0.8125 Intermediate Similarity NPC472004
0.8125 Intermediate Similarity NPC143755
0.812 Intermediate Similarity NPC476852
0.811 Intermediate Similarity NPC471125
0.811 Intermediate Similarity NPC284707
0.811 Intermediate Similarity NPC472758
0.811 Intermediate Similarity NPC472397
0.811 Intermediate Similarity NPC171905
0.811 Intermediate Similarity NPC472760
0.8106 Intermediate Similarity NPC473620
0.8095 Intermediate Similarity NPC477509
0.8092 Intermediate Similarity NPC473635
0.8092 Intermediate Similarity NPC225049
0.8092 Intermediate Similarity NPC181999
0.8088 Intermediate Similarity NPC243014
0.808 Intermediate Similarity NPC477126
0.8079 Intermediate Similarity NPC322420
0.8077 Intermediate Similarity NPC469352
0.8071 Intermediate Similarity NPC471172
0.806 Intermediate Similarity NPC470185
0.8047 Intermediate Similarity NPC476107
0.8047 Intermediate Similarity NPC469488
0.8047 Intermediate Similarity NPC472667
0.8047 Intermediate Similarity NPC476529
0.8047 Intermediate Similarity NPC475775
0.8045 Intermediate Similarity NPC475371
0.8045 Intermediate Similarity NPC476851
0.8045 Intermediate Similarity NPC471407
0.8045 Intermediate Similarity NPC470851
0.8045 Intermediate Similarity NPC231529
0.8031 Intermediate Similarity NPC153651
0.8031 Intermediate Similarity NPC98249
0.8031 Intermediate Similarity NPC10721
0.8031 Intermediate Similarity NPC156252
0.8031 Intermediate Similarity NPC53396
0.803 Intermediate Similarity NPC287423
0.803 Intermediate Similarity NPC470780
0.8029 Intermediate Similarity NPC596
0.8027 Intermediate Similarity NPC146310
0.8016 Intermediate Similarity NPC73314
0.8015 Intermediate Similarity NPC24651
0.8014 Intermediate Similarity NPC48813
0.8014 Intermediate Similarity NPC194854
0.8 Intermediate Similarity NPC168879
0.7985 Intermediate Similarity NPC476862
0.7985 Intermediate Similarity NPC476855
0.7985 Intermediate Similarity NPC471170
0.7985 Intermediate Similarity NPC476863
0.7984 Intermediate Similarity NPC475003
0.7984 Intermediate Similarity NPC112038
0.7984 Intermediate Similarity NPC48692
0.7984 Intermediate Similarity NPC109607
0.7984 Intermediate Similarity NPC107338
0.7974 Intermediate Similarity NPC61891
0.797 Intermediate Similarity NPC470850
0.797 Intermediate Similarity NPC476859
0.7969 Intermediate Similarity NPC188667
0.7969 Intermediate Similarity NPC204552
0.7967 Intermediate Similarity NPC29827
0.7958 Intermediate Similarity NPC475462
0.7958 Intermediate Similarity NPC16729
0.7956 Intermediate Similarity NPC190065
0.7956 Intermediate Similarity NPC141215
0.7956 Intermediate Similarity NPC471089
0.7955 Intermediate Similarity NPC293112
0.7953 Intermediate Similarity NPC471127
0.7953 Intermediate Similarity NPC154363
0.7953 Intermediate Similarity NPC234858
0.7941 Intermediate Similarity NPC242486
0.7941 Intermediate Similarity NPC15215
0.7939 Intermediate Similarity NPC91693
0.7939 Intermediate Similarity NPC471392
0.7939 Intermediate Similarity NPC265557
0.7939 Intermediate Similarity NPC11895
0.7939 Intermediate Similarity NPC18945
0.7939 Intermediate Similarity NPC105926
0.7939 Intermediate Similarity NPC67251
0.7937 Intermediate Similarity NPC469454
0.7937 Intermediate Similarity NPC469463
0.7937 Intermediate Similarity NPC469496
0.7937 Intermediate Similarity NPC474937
0.7929 Intermediate Similarity NPC48414
0.7929 Intermediate Similarity NPC5153
0.7926 Intermediate Similarity NPC33378
0.7926 Intermediate Similarity NPC254614
0.7926 Intermediate Similarity NPC254146
0.7926 Intermediate Similarity NPC231240
0.7926 Intermediate Similarity NPC102316
0.7926 Intermediate Similarity NPC472769
0.7926 Intermediate Similarity NPC6274
0.7926 Intermediate Similarity NPC100390
0.7923 Intermediate Similarity NPC470779
0.7923 Intermediate Similarity NPC204731
0.7923 Intermediate Similarity NPC310511
0.791 Intermediate Similarity NPC175186
0.791 Intermediate Similarity NPC476966
0.791 Intermediate Similarity NPC104382
0.791 Intermediate Similarity NPC470880
0.791 Intermediate Similarity NPC476854
0.791 Intermediate Similarity NPC473593
0.7907 Intermediate Similarity NPC9674
0.7907 Intermediate Similarity NPC19028
0.7899 Intermediate Similarity NPC140045
0.7899 Intermediate Similarity NPC295885
0.7895 Intermediate Similarity NPC470882
0.7895 Intermediate Similarity NPC473253
0.7895 Intermediate Similarity NPC476008
0.7891 Intermediate Similarity NPC97908
0.7891 Intermediate Similarity NPC469684
0.7891 Intermediate Similarity NPC122033
0.7891 Intermediate Similarity NPC287343
0.7891 Intermediate Similarity NPC474654
0.7891 Intermediate Similarity NPC470854
0.7891 Intermediate Similarity NPC23046
0.7886 Intermediate Similarity NPC474716
0.7883 Intermediate Similarity NPC262813
0.7879 Intermediate Similarity NPC75856
0.7879 Intermediate Similarity NPC476729
0.7879 Intermediate Similarity NPC86346
0.7879 Intermediate Similarity NPC469379
0.7879 Intermediate Similarity NPC172154
0.7879 Intermediate Similarity NPC81736
0.7879 Intermediate Similarity NPC8369
0.7874 Intermediate Similarity NPC474872

  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 NPC475154 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
0.7742 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7652 Intermediate Similarity NPD8517 Approved
0.7652 Intermediate Similarity NPD8515 Approved
0.7652 Intermediate Similarity NPD8513 Phase 3
0.7652 Intermediate Similarity NPD8516 Approved
0.7647 Intermediate Similarity NPD7319 Approved
0.7612 Intermediate Similarity NPD7492 Approved
0.7576 Intermediate Similarity NPD6054 Approved
0.7574 Intermediate Similarity NPD7736 Approved
0.7556 Intermediate Similarity NPD6616 Approved
0.754 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7078 Approved
0.7463 Intermediate Similarity NPD6370 Approved
0.7426 Intermediate Similarity NPD7507 Approved
0.7388 Intermediate Similarity NPD6016 Approved
0.7388 Intermediate Similarity NPD6015 Approved
0.7372 Intermediate Similarity NPD8293 Discontinued
0.7372 Intermediate Similarity NPD8074 Phase 3
0.7348 Intermediate Similarity NPD7115 Discovery
0.7333 Intermediate Similarity NPD5988 Approved
0.7313 Intermediate Similarity NPD6319 Approved
0.7313 Intermediate Similarity NPD6059 Approved
0.7287 Intermediate Similarity NPD6371 Approved
0.7279 Intermediate Similarity NPD8328 Phase 3
0.7239 Intermediate Similarity NPD7516 Approved
0.72 Intermediate Similarity NPD5344 Discontinued
0.7176 Intermediate Similarity NPD8297 Approved
0.7176 Intermediate Similarity NPD6882 Approved
0.7164 Intermediate Similarity NPD7328 Approved
0.7164 Intermediate Similarity NPD7327 Approved
0.7153 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD6686 Approved
0.712 Intermediate Similarity NPD6648 Approved
0.7099 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD6009 Approved
0.7077 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7023 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD7503 Approved
0.7007 Intermediate Similarity NPD8335 Approved
0.7007 Intermediate Similarity NPD8380 Approved
0.7007 Intermediate Similarity NPD8378 Approved
0.7007 Intermediate Similarity NPD8033 Approved
0.7007 Intermediate Similarity NPD8379 Approved
0.7007 Intermediate Similarity NPD8296 Approved
0.7007 Intermediate Similarity NPD6921 Approved
0.6992 Remote Similarity NPD4632 Approved
0.697 Remote Similarity NPD6650 Approved
0.697 Remote Similarity NPD6649 Approved
0.6963 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6935 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6934 Remote Similarity NPD8294 Approved
0.6934 Remote Similarity NPD8377 Approved
0.6906 Remote Similarity NPD7829 Approved
0.6906 Remote Similarity NPD7830 Approved
0.6905 Remote Similarity NPD4225 Approved
0.6885 Remote Similarity NPD6698 Approved
0.6885 Remote Similarity NPD7838 Discovery
0.6885 Remote Similarity NPD46 Approved
0.687 Remote Similarity NPD6899 Approved
0.687 Remote Similarity NPD6881 Approved
0.6846 Remote Similarity NPD6008 Approved
0.6842 Remote Similarity NPD8130 Phase 1
0.6831 Remote Similarity NPD6033 Approved
0.6829 Remote Similarity NPD7983 Approved
0.6818 Remote Similarity NPD6373 Approved
0.6818 Remote Similarity NPD6372 Approved
0.6794 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6794 Remote Similarity NPD5697 Approved
0.6791 Remote Similarity NPD6053 Discontinued
0.6786 Remote Similarity NPD7604 Phase 2
0.6784 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6767 Remote Similarity NPD7290 Approved
0.6767 Remote Similarity NPD4634 Approved
0.6767 Remote Similarity NPD7102 Approved
0.6767 Remote Similarity NPD6883 Approved
0.6742 Remote Similarity NPD7320 Approved
0.6741 Remote Similarity NPD8133 Approved
0.6718 Remote Similarity NPD5739 Approved
0.6718 Remote Similarity NPD6675 Approved
0.6718 Remote Similarity NPD7128 Approved
0.6718 Remote Similarity NPD6402 Approved
0.6716 Remote Similarity NPD6617 Approved
0.6716 Remote Similarity NPD6869 Approved
0.6716 Remote Similarity NPD6847 Approved
0.6692 Remote Similarity NPD6013 Approved
0.6692 Remote Similarity NPD6014 Approved
0.6692 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6692 Remote Similarity NPD6012 Approved
0.669 Remote Similarity NPD7260 Phase 2
0.6667 Remote Similarity NPD7642 Approved
0.6667 Remote Similarity NPD1695 Approved
0.6644 Remote Similarity NPD8338 Approved
0.6643 Remote Similarity NPD5983 Phase 2
0.664 Remote Similarity NPD5779 Approved
0.664 Remote Similarity NPD5778 Approved
0.6617 Remote Similarity NPD6011 Approved
0.6607 Remote Similarity NPD7799 Discontinued
0.6587 Remote Similarity NPD5282 Discontinued
0.6573 Remote Similarity NPD8451 Approved
0.6573 Remote Similarity NPD6336 Discontinued
0.6541 Remote Similarity NPD5701 Approved
0.6541 Remote Similarity NPD6412 Phase 2
0.6532 Remote Similarity NPD8407 Phase 2
0.6531 Remote Similarity NPD6845 Suspended
0.6528 Remote Similarity NPD8448 Approved
0.6512 Remote Similarity NPD7638 Approved
0.6489 Remote Similarity NPD5211 Phase 2
0.6484 Remote Similarity NPD7839 Suspended
0.6462 Remote Similarity NPD5285 Approved
0.6462 Remote Similarity NPD4696 Approved
0.6462 Remote Similarity NPD5286 Approved
0.6462 Remote Similarity NPD7639 Approved
0.6462 Remote Similarity NPD7640 Approved
0.6453 Remote Similarity NPD8368 Discontinued
0.6412 Remote Similarity NPD1700 Approved
0.6408 Remote Similarity NPD8444 Approved
0.6408 Remote Similarity NPD6291 Clinical (unspecified phase)
0.64 Remote Similarity NPD6101 Approved
0.64 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6395 Remote Similarity NPD5956 Approved
0.6395 Remote Similarity NPD8391 Approved
0.6395 Remote Similarity NPD8390 Approved
0.6395 Remote Similarity NPD8392 Approved
0.6391 Remote Similarity NPD5141 Approved
0.6389 Remote Similarity NPD8341 Approved
0.6389 Remote Similarity NPD8342 Approved
0.6389 Remote Similarity NPD8340 Approved
0.6389 Remote Similarity NPD8299 Approved
0.6383 Remote Similarity NPD7100 Approved
0.6383 Remote Similarity NPD7101 Approved
0.6364 Remote Similarity NPD4633 Approved
0.6364 Remote Similarity NPD5226 Approved
0.6364 Remote Similarity NPD5224 Approved
0.6364 Remote Similarity NPD5225 Approved
0.635 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6345 Remote Similarity NPD8273 Phase 1
0.6333 Remote Similarity NPD8415 Approved
0.6316 Remote Similarity NPD5174 Approved
0.6316 Remote Similarity NPD5175 Approved
0.6312 Remote Similarity NPD6335 Approved
0.6312 Remote Similarity NPD7641 Discontinued
0.6308 Remote Similarity NPD4755 Approved
0.6299 Remote Similarity NPD6411 Approved
0.6291 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6288 Remote Similarity NPD5223 Approved
0.6286 Remote Similarity NPD6274 Approved
0.6259 Remote Similarity NPD8336 Approved
0.6259 Remote Similarity NPD8337 Approved
0.625 Remote Similarity NPD8080 Discontinued
0.625 Remote Similarity NPD4730 Approved
0.625 Remote Similarity NPD4729 Approved
0.6241 Remote Similarity NPD6317 Approved
0.6212 Remote Similarity NPD4700 Approved
0.621 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6197 Remote Similarity NPD6314 Approved
0.6197 Remote Similarity NPD6313 Approved
0.6183 Remote Similarity NPD6084 Phase 2
0.6183 Remote Similarity NPD6083 Phase 2
0.618 Remote Similarity NPD8434 Phase 2
0.6172 Remote Similarity NPD7637 Suspended
0.6159 Remote Similarity NPD5248 Approved
0.6159 Remote Similarity NPD5247 Approved
0.6159 Remote Similarity NPD5249 Phase 3
0.6159 Remote Similarity NPD5250 Approved
0.6159 Remote Similarity NPD5251 Approved
0.6111 Remote Similarity NPD8360 Approved
0.6111 Remote Similarity NPD8435 Approved
0.6111 Remote Similarity NPD8361 Approved
0.6107 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6107 Remote Similarity NPD5221 Approved
0.6107 Remote Similarity NPD5222 Approved
0.6103 Remote Similarity NPD4767 Approved
0.6103 Remote Similarity NPD4768 Approved
0.6096 Remote Similarity NPD6067 Discontinued
0.6094 Remote Similarity NPD5785 Approved
0.6092 Remote Similarity NPD8470 Clinical (unspecified phase)
0.608 Remote Similarity NPD1694 Approved
0.6069 Remote Similarity NPD8267 Approved
0.6069 Remote Similarity NPD8266 Approved
0.6069 Remote Similarity NPD6908 Approved
0.6069 Remote Similarity NPD6909 Approved
0.6069 Remote Similarity NPD8269 Approved
0.6069 Remote Similarity NPD8268 Approved
0.6069 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6061 Remote Similarity NPD7902 Approved
0.6061 Remote Similarity NPD5173 Approved
0.6056 Remote Similarity NPD6868 Approved
0.6047 Remote Similarity NPD6079 Approved
0.6044 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6031 Remote Similarity NPD5695 Phase 3
0.6031 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6029 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6025 Remote Similarity NPD7236 Approved
0.6015 Remote Similarity NPD5696 Approved
0.6014 Remote Similarity NPD5128 Approved
0.6 Remote Similarity NPD5215 Approved
0.6 Remote Similarity NPD5216 Approved
0.6 Remote Similarity NPD6333 Approved
0.6 Remote Similarity NPD7632 Discontinued

  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