Structure

Physi-Chem Properties

Molecular Weight:  852.61
Volume:  922.539
LogP:  13.202
LogD:  5.958
LogS:  -4.174
# Rotatable Bonds:  31
TPSA:  124.05
# H-Bond Aceptor:  9
# H-Bond Donor:  2
# Rings:  6
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.031
Synthetic Accessibility Score:  6.667
Fsp3:  0.846
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:  -5.136
MDCK Permeability:  9.679974027676508e-06
Pgp-inhibitor:  0.106
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  1.0
30% Bioavailability (F30%):  0.844

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.758
Plasma Protein Binding (PPB):  100.45378875732422%
Volume Distribution (VD):  2.456
Pgp-substrate:  1.8415851593017578%

ADMET: Metabolism

CYP1A2-inhibitor:  0.016
CYP1A2-substrate:  0.164
CYP2C19-inhibitor:  0.174
CYP2C19-substrate:  0.092
CYP2C9-inhibitor:  0.094
CYP2C9-substrate:  0.264
CYP2D6-inhibitor:  0.634
CYP2D6-substrate:  0.011
CYP3A4-inhibitor:  0.439
CYP3A4-substrate:  0.185

ADMET: Excretion

Clearance (CL):  4.92
Half-life (T1/2):  0.005

ADMET: Toxicity

hERG Blockers:  0.892
Human Hepatotoxicity (H-HT):  0.879
Drug-inuced Liver Injury (DILI):  0.05
AMES Toxicity:  0.038
Rat Oral Acute Toxicity:  0.535
Maximum Recommended Daily Dose:  0.983
Skin Sensitization:  0.961
Carcinogencity:  0.223
Eye Corrosion:  0.003
Eye Irritation:  0.018
Respiratory Toxicity:  0.985

Download Data

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

  Natural Product: NPC475139

Natural Product ID:  NPC475139
Common Name*:   YDGVPNYCGLJDHA-SJWYOEJJSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  YDGVPNYCGLJDHA-SJWYOEJJSA-N
Standard InCHI:  InChI=1S/C52H84O9/c1-7-9-11-13-15-17-19-21-23-25-27-29-31-33-42(53)57-37-49-46(58-49)43-45-48(38(3)4)36-40(6)52(43,41-35-39(5)44(54)51(41,56)47(49)55)61-50(59-45,60-48)34-32-30-28-26-24-22-20-18-16-14-12-10-8-2/h32,34-35,40-41,43,45-47,55-56H,3,7-31,33,36-37H2,1-2,4-6H3/b34-32+/t40-,41-,43-,45-,46+,47-,48-,49+,50-,51-,52+/m1/s1
SMILES:  CCCCCCCCCCCCCCCC(=O)OCC12C(O1)C3C4C5(CC(C3(C6C=C(C(=O)C6(C2O)O)C)OC(O4)(O5)C=CCCCCCCCCCCCCC)C)C(=C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL499263
PubChem CID:   44559845
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 = 0.16 nmol PMID[558650]
NPT32 Organism Mus musculus Mus musculus Activity = 6.3 /nmol PMID[558650]

☑ 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 NPC475139 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 NPC180902
0.9836 High Similarity NPC475500
0.9836 High Similarity NPC471136
0.9836 High Similarity NPC473548
0.9836 High Similarity NPC100017
0.9836 High Similarity NPC182266
0.9836 High Similarity NPC471137
0.9836 High Similarity NPC223356
0.9836 High Similarity NPC475154
0.9833 High Similarity NPC162495
0.9677 High Similarity NPC68282
0.9672 High Similarity NPC473485
0.9672 High Similarity NPC474508
0.9667 High Similarity NPC475273
0.9667 High Similarity NPC168849
0.959 High Similarity NPC475314
0.959 High Similarity NPC251564
0.959 High Similarity NPC475606
0.959 High Similarity NPC477189
0.9583 High Similarity NPC217901
0.9431 High Similarity NPC475389
0.9431 High Similarity NPC473838
0.9417 High Similarity NPC473802
0.9339 High Similarity NPC473709
0.9339 High Similarity NPC473919
0.9268 High Similarity NPC476091
0.9268 High Similarity NPC476078
0.9262 High Similarity NPC471939
0.9187 High Similarity NPC471940
0.881 High Similarity NPC236999
0.881 High Similarity NPC270109
0.871 High Similarity NPC162009
0.871 High Similarity NPC257017
0.8699 High Similarity NPC142882
0.8651 High Similarity NPC222307
0.864 High Similarity NPC472399
0.856 High Similarity NPC19464
0.8548 High Similarity NPC329008
0.8548 High Similarity NPC317635
0.848 Intermediate Similarity NPC472401
0.848 Intermediate Similarity NPC52839
0.8438 Intermediate Similarity NPC298841
0.8425 Intermediate Similarity NPC145238
0.84 Intermediate Similarity NPC471128
0.84 Intermediate Similarity NPC471126
0.84 Intermediate Similarity NPC157252
0.84 Intermediate Similarity NPC145182
0.8387 Intermediate Similarity NPC124676
0.8387 Intermediate Similarity NPC146280
0.8333 Intermediate Similarity NPC477046
0.8333 Intermediate Similarity NPC102822
0.8333 Intermediate Similarity NPC471234
0.8321 Intermediate Similarity NPC471855
0.832 Intermediate Similarity NPC471108
0.832 Intermediate Similarity NPC22628
0.832 Intermediate Similarity NPC5989
0.832 Intermediate Similarity NPC255081
0.832 Intermediate Similarity NPC275696
0.832 Intermediate Similarity NPC5991
0.8295 Intermediate Similarity NPC42399
0.8281 Intermediate Similarity NPC470922
0.8254 Intermediate Similarity NPC472004
0.8254 Intermediate Similarity NPC143755
0.8244 Intermediate Similarity NPC476852
0.824 Intermediate Similarity NPC171905
0.824 Intermediate Similarity NPC472397
0.824 Intermediate Similarity NPC471125
0.824 Intermediate Similarity NPC472758
0.8231 Intermediate Similarity NPC473620
0.8217 Intermediate Similarity NPC225049
0.8217 Intermediate Similarity NPC473635
0.8211 Intermediate Similarity NPC477126
0.8203 Intermediate Similarity NPC469352
0.8188 Intermediate Similarity NPC471172
0.8175 Intermediate Similarity NPC476107
0.8175 Intermediate Similarity NPC469488
0.8175 Intermediate Similarity NPC472667
0.8175 Intermediate Similarity NPC476529
0.8175 Intermediate Similarity NPC470186
0.8175 Intermediate Similarity NPC475775
0.8168 Intermediate Similarity NPC475371
0.8168 Intermediate Similarity NPC231529
0.8168 Intermediate Similarity NPC476851
0.8168 Intermediate Similarity NPC470851
0.8168 Intermediate Similarity NPC471407
0.8163 Intermediate Similarity NPC49297
0.816 Intermediate Similarity NPC10721
0.816 Intermediate Similarity NPC156252
0.8154 Intermediate Similarity NPC470780
0.8154 Intermediate Similarity NPC287423
0.8148 Intermediate Similarity NPC596
0.814 Intermediate Similarity NPC24651
0.8129 Intermediate Similarity NPC194854
0.8129 Intermediate Similarity NPC48813
0.812 Intermediate Similarity NPC168879
0.811 Intermediate Similarity NPC19336
0.811 Intermediate Similarity NPC185876
0.811 Intermediate Similarity NPC112038
0.811 Intermediate Similarity NPC107338
0.811 Intermediate Similarity NPC48692
0.811 Intermediate Similarity NPC472759
0.811 Intermediate Similarity NPC329080
0.811 Intermediate Similarity NPC109607
0.811 Intermediate Similarity NPC475885
0.8106 Intermediate Similarity NPC476855
0.8106 Intermediate Similarity NPC476862
0.8106 Intermediate Similarity NPC476863
0.8106 Intermediate Similarity NPC471170
0.8099 Intermediate Similarity NPC29827
0.8095 Intermediate Similarity NPC188667
0.8095 Intermediate Similarity NPC181924
0.8095 Intermediate Similarity NPC204552
0.8092 Intermediate Similarity NPC476859
0.8092 Intermediate Similarity NPC470850
0.808 Intermediate Similarity NPC471127
0.808 Intermediate Similarity NPC234858
0.808 Intermediate Similarity NPC154363
0.8077 Intermediate Similarity NPC293112
0.8074 Intermediate Similarity NPC471089
0.8074 Intermediate Similarity NPC190065
0.8074 Intermediate Similarity NPC141215
0.8071 Intermediate Similarity NPC16729
0.8071 Intermediate Similarity NPC475462
0.8065 Intermediate Similarity NPC474937
0.8062 Intermediate Similarity NPC67251
0.8062 Intermediate Similarity NPC471392
0.8062 Intermediate Similarity NPC105926
0.8062 Intermediate Similarity NPC265557
0.8062 Intermediate Similarity NPC11895
0.8062 Intermediate Similarity NPC18945
0.8062 Intermediate Similarity NPC91693
0.8047 Intermediate Similarity NPC470779
0.8047 Intermediate Similarity NPC204731
0.8047 Intermediate Similarity NPC310511
0.8045 Intermediate Similarity NPC231240
0.8045 Intermediate Similarity NPC472769
0.8045 Intermediate Similarity NPC6274
0.8045 Intermediate Similarity NPC102316
0.8045 Intermediate Similarity NPC254614
0.8045 Intermediate Similarity NPC254146
0.8045 Intermediate Similarity NPC33378
0.8045 Intermediate Similarity NPC100390
0.8043 Intermediate Similarity NPC5153
0.8043 Intermediate Similarity NPC48414
0.8031 Intermediate Similarity NPC180640
0.8031 Intermediate Similarity NPC156745
0.8031 Intermediate Similarity NPC9674
0.8031 Intermediate Similarity NPC236918
0.8031 Intermediate Similarity NPC19028
0.803 Intermediate Similarity NPC470880
0.803 Intermediate Similarity NPC476854
0.803 Intermediate Similarity NPC476966
0.803 Intermediate Similarity NPC175186
0.803 Intermediate Similarity NPC104382
0.803 Intermediate Similarity NPC473593
0.8017 Intermediate Similarity NPC474716
0.8016 Intermediate Similarity NPC287343
0.8016 Intermediate Similarity NPC97908
0.8016 Intermediate Similarity NPC122033
0.8016 Intermediate Similarity NPC469684
0.8016 Intermediate Similarity NPC474654
0.8016 Intermediate Similarity NPC470854
0.8015 Intermediate Similarity NPC295885
0.8015 Intermediate Similarity NPC140045
0.8015 Intermediate Similarity NPC470882
0.8015 Intermediate Similarity NPC473253
0.8 Intermediate Similarity NPC172154
0.8 Intermediate Similarity NPC477188
0.8 Intermediate Similarity NPC8369
0.8 Intermediate Similarity NPC474872
0.8 Intermediate Similarity NPC75856
0.8 Intermediate Similarity NPC43304
0.8 Intermediate Similarity NPC472400
0.8 Intermediate Similarity NPC86346
0.8 Intermediate Similarity NPC477190
0.8 Intermediate Similarity NPC476729
0.8 Intermediate Similarity NPC275477
0.8 Intermediate Similarity NPC469379
0.8 Intermediate Similarity NPC262813
0.8 Intermediate Similarity NPC474741
0.8 Intermediate Similarity NPC81736
0.7985 Intermediate Similarity NPC88668
0.7985 Intermediate Similarity NPC478151
0.7985 Intermediate Similarity NPC316915
0.7984 Intermediate Similarity NPC265499
0.7984 Intermediate Similarity NPC222688
0.7984 Intermediate Similarity NPC101825
0.7984 Intermediate Similarity NPC170212
0.7984 Intermediate Similarity NPC89227
0.7984 Intermediate Similarity NPC170538
0.7984 Intermediate Similarity NPC312833
0.7984 Intermediate Similarity NPC151216
0.7984 Intermediate Similarity NPC475391
0.7984 Intermediate Similarity NPC471933
0.7984 Intermediate Similarity NPC221511
0.7984 Intermediate Similarity NPC215643
0.7984 Intermediate Similarity NPC17138
0.7969 Intermediate Similarity NPC4548
0.7969 Intermediate Similarity NPC241192
0.7956 Intermediate Similarity NPC79250

  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 NPC475139 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
0.7869 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7761 Intermediate Similarity NPD7319 Approved
0.7727 Intermediate Similarity NPD7492 Approved
0.7692 Intermediate Similarity NPD6054 Approved
0.7687 Intermediate Similarity NPD7736 Approved
0.7669 Intermediate Similarity NPD6616 Approved
0.7661 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7612 Intermediate Similarity NPD7078 Approved
0.7576 Intermediate Similarity NPD6370 Approved
0.7537 Intermediate Similarity NPD7507 Approved
0.75 Intermediate Similarity NPD8513 Phase 3
0.75 Intermediate Similarity NPD6015 Approved
0.75 Intermediate Similarity NPD8515 Approved
0.75 Intermediate Similarity NPD8516 Approved
0.75 Intermediate Similarity NPD6016 Approved
0.75 Intermediate Similarity NPD8517 Approved
0.7481 Intermediate Similarity NPD8293 Discontinued
0.7462 Intermediate Similarity NPD7115 Discovery
0.7444 Intermediate Similarity NPD5988 Approved
0.7424 Intermediate Similarity NPD6319 Approved
0.7424 Intermediate Similarity NPD6059 Approved
0.7402 Intermediate Similarity NPD6371 Approved
0.7388 Intermediate Similarity NPD8328 Phase 3
0.7348 Intermediate Similarity NPD7516 Approved
0.7317 Intermediate Similarity NPD5344 Discontinued
0.7287 Intermediate Similarity NPD6882 Approved
0.7287 Intermediate Similarity NPD8297 Approved
0.7273 Intermediate Similarity NPD7328 Approved
0.7273 Intermediate Similarity NPD7327 Approved
0.7244 Intermediate Similarity NPD6686 Approved
0.7226 Intermediate Similarity NPD8074 Phase 3
0.7209 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD6009 Approved
0.7188 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD8296 Approved
0.7111 Intermediate Similarity NPD6921 Approved
0.7111 Intermediate Similarity NPD8033 Approved
0.7111 Intermediate Similarity NPD8378 Approved
0.7111 Intermediate Similarity NPD8380 Approved
0.7111 Intermediate Similarity NPD8335 Approved
0.7111 Intermediate Similarity NPD8379 Approved
0.7099 Intermediate Similarity NPD4632 Approved
0.7077 Intermediate Similarity NPD6650 Approved
0.7077 Intermediate Similarity NPD6649 Approved
0.7068 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD8377 Approved
0.7037 Intermediate Similarity NPD8294 Approved
0.7016 Intermediate Similarity NPD4225 Approved
0.7014 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6698 Approved
0.7 Intermediate Similarity NPD46 Approved
0.6977 Remote Similarity NPD6899 Approved
0.6977 Remote Similarity NPD6881 Approved
0.696 Remote Similarity NPD6648 Approved
0.6953 Remote Similarity NPD6008 Approved
0.6947 Remote Similarity NPD8130 Phase 1
0.6929 Remote Similarity NPD6033 Approved
0.6923 Remote Similarity NPD6372 Approved
0.6923 Remote Similarity NPD6373 Approved
0.6899 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6899 Remote Similarity NPD5697 Approved
0.6894 Remote Similarity NPD6053 Discontinued
0.6884 Remote Similarity NPD7604 Phase 2
0.688 Remote Similarity NPD8029 Clinical (unspecified phase)
0.687 Remote Similarity NPD4634 Approved
0.687 Remote Similarity NPD7290 Approved
0.687 Remote Similarity NPD7102 Approved
0.687 Remote Similarity NPD6883 Approved
0.6861 Remote Similarity NPD7503 Approved
0.6846 Remote Similarity NPD7320 Approved
0.6842 Remote Similarity NPD8133 Approved
0.6822 Remote Similarity NPD6675 Approved
0.6822 Remote Similarity NPD7128 Approved
0.6822 Remote Similarity NPD5739 Approved
0.6822 Remote Similarity NPD6402 Approved
0.6818 Remote Similarity NPD6869 Approved
0.6818 Remote Similarity NPD6847 Approved
0.6818 Remote Similarity NPD6617 Approved
0.6794 Remote Similarity NPD6012 Approved
0.6794 Remote Similarity NPD6014 Approved
0.6794 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6794 Remote Similarity NPD6013 Approved
0.6777 Remote Similarity NPD1695 Approved
0.6763 Remote Similarity NPD7830 Approved
0.6763 Remote Similarity NPD7829 Approved
0.6763 Remote Similarity NPD7642 Approved
0.6739 Remote Similarity NPD5983 Phase 2
0.6736 Remote Similarity NPD8338 Approved
0.6721 Remote Similarity NPD7838 Discovery
0.6718 Remote Similarity NPD6011 Approved
0.6694 Remote Similarity NPD5282 Discontinued
0.6667 Remote Similarity NPD7983 Approved
0.6667 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6336 Discontinued
0.6641 Remote Similarity NPD6412 Phase 2
0.6641 Remote Similarity NPD5701 Approved
0.6614 Remote Similarity NPD7638 Approved
0.6589 Remote Similarity NPD5211 Phase 2
0.6562 Remote Similarity NPD7639 Approved
0.6562 Remote Similarity NPD5285 Approved
0.6562 Remote Similarity NPD7640 Approved
0.6562 Remote Similarity NPD4696 Approved
0.6562 Remote Similarity NPD5286 Approved
0.6552 Remote Similarity NPD7260 Phase 2
0.6512 Remote Similarity NPD1700 Approved
0.65 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6489 Remote Similarity NPD5141 Approved
0.6488 Remote Similarity NPD7799 Discontinued
0.6483 Remote Similarity NPD5956 Approved
0.648 Remote Similarity NPD5778 Approved
0.648 Remote Similarity NPD5779 Approved
0.6475 Remote Similarity NPD7101 Approved
0.6475 Remote Similarity NPD7100 Approved
0.6462 Remote Similarity NPD4633 Approved
0.6462 Remote Similarity NPD5225 Approved
0.6462 Remote Similarity NPD5224 Approved
0.6462 Remote Similarity NPD5226 Approved
0.6444 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6434 Remote Similarity NPD8451 Approved
0.6419 Remote Similarity NPD8415 Approved
0.6416 Remote Similarity NPD8407 Phase 2
0.6412 Remote Similarity NPD5175 Approved
0.6412 Remote Similarity NPD5174 Approved
0.6406 Remote Similarity NPD4755 Approved
0.6403 Remote Similarity NPD6335 Approved
0.6395 Remote Similarity NPD6845 Suspended
0.6389 Remote Similarity NPD8448 Approved
0.6385 Remote Similarity NPD5223 Approved
0.6377 Remote Similarity NPD6274 Approved
0.6376 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6345 Remote Similarity NPD8337 Approved
0.6345 Remote Similarity NPD8336 Approved
0.6343 Remote Similarity NPD4730 Approved
0.6343 Remote Similarity NPD4729 Approved
0.6338 Remote Similarity NPD8080 Discontinued
0.6337 Remote Similarity NPD8368 Discontinued
0.6331 Remote Similarity NPD6317 Approved
0.6328 Remote Similarity NPD7839 Suspended
0.6311 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6308 Remote Similarity NPD4700 Approved
0.6286 Remote Similarity NPD6313 Approved
0.6286 Remote Similarity NPD6314 Approved
0.6279 Remote Similarity NPD6084 Phase 2
0.6279 Remote Similarity NPD6083 Phase 2
0.6268 Remote Similarity NPD8444 Approved
0.6259 Remote Similarity NPD8392 Approved
0.6259 Remote Similarity NPD8391 Approved
0.6259 Remote Similarity NPD8390 Approved
0.625 Remote Similarity NPD5250 Approved
0.625 Remote Similarity NPD8299 Approved
0.625 Remote Similarity NPD8342 Approved
0.625 Remote Similarity NPD5248 Approved
0.625 Remote Similarity NPD5249 Phase 3
0.625 Remote Similarity NPD8341 Approved
0.625 Remote Similarity NPD5247 Approved
0.625 Remote Similarity NPD5251 Approved
0.625 Remote Similarity NPD8340 Approved
0.624 Remote Similarity NPD6101 Approved
0.624 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6207 Remote Similarity NPD8273 Phase 1
0.6202 Remote Similarity NPD5221 Approved
0.6202 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6202 Remote Similarity NPD5222 Approved
0.6194 Remote Similarity NPD4768 Approved
0.6194 Remote Similarity NPD4767 Approved
0.619 Remote Similarity NPD5785 Approved
0.6181 Remote Similarity NPD6067 Discontinued
0.6179 Remote Similarity NPD1694 Approved
0.617 Remote Similarity NPD7641 Discontinued
0.6154 Remote Similarity NPD8266 Approved
0.6154 Remote Similarity NPD8267 Approved
0.6154 Remote Similarity NPD5173 Approved
0.6154 Remote Similarity NPD7902 Approved
0.6154 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6909 Approved
0.6154 Remote Similarity NPD8268 Approved
0.6154 Remote Similarity NPD8269 Approved
0.6154 Remote Similarity NPD6908 Approved
0.6143 Remote Similarity NPD6868 Approved
0.6142 Remote Similarity NPD6079 Approved
0.6142 Remote Similarity NPD6411 Approved
0.6124 Remote Similarity NPD5695 Phase 3
0.6124 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6119 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6107 Remote Similarity NPD5696 Approved
0.6103 Remote Similarity NPD5128 Approved
0.6094 Remote Similarity NPD6399 Phase 3
0.609 Remote Similarity NPD7632 Discontinued
0.6087 Remote Similarity NPD5216 Approved
0.6087 Remote Similarity NPD5217 Approved
0.6087 Remote Similarity NPD5215 Approved
0.6078 Remote Similarity NPD6334 Approved
0.6078 Remote Similarity NPD6333 Approved
0.6077 Remote Similarity NPD4697 Phase 3
0.6067 Remote Similarity NPD8434 Phase 2
0.6048 Remote Similarity NPD5363 Approved
0.6047 Remote Similarity NPD7748 Approved
0.6045 Remote Similarity NPD4754 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