Structure

Physi-Chem Properties

Molecular Weight:  726.27
Volume:  678.896
LogP:  0.013
LogD:  -0.321
LogS:  -2.762
# Rotatable Bonds:  9
TPSA:  265.27
# H-Bond Aceptor:  17
# H-Bond Donor:  7
# Rings:  6
# Heavy Atoms:  17

MedChem Properties

QED Drug-Likeness Score:  0.08
Synthetic Accessibility Score:  7.177
Fsp3:  0.765
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:  -5.679
MDCK Permeability:  0.0003436502011027187
Pgp-inhibitor:  0.993
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.97
20% Bioavailability (F20%):  0.857
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.12
Plasma Protein Binding (PPB):  36.9033203125%
Volume Distribution (VD):  0.398
Pgp-substrate:  30.53472900390625%

ADMET: Metabolism

CYP1A2-inhibitor:  0.004
CYP1A2-substrate:  0.431
CYP2C19-inhibitor:  0.006
CYP2C19-substrate:  0.388
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.018
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.065
CYP3A4-inhibitor:  0.094
CYP3A4-substrate:  0.085

ADMET: Excretion

Clearance (CL):  1.293
Half-life (T1/2):  0.517

ADMET: Toxicity

hERG Blockers:  0.227
Human Hepatotoxicity (H-HT):  0.686
Drug-inuced Liver Injury (DILI):  0.844
AMES Toxicity:  0.053
Rat Oral Acute Toxicity:  0.349
Maximum Recommended Daily Dose:  0.697
Skin Sensitization:  0.137
Carcinogencity:  0.049
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.438

Download Data

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

  Natural Product: NPC295885

Natural Product ID:  NPC295885
Common Name*:   Yadanzioside C
IUPAC Name:   n.a.
Synonyms:   Yadanzioside C
Standard InCHIKey:  HOEZNQMKHRGGTI-HLPBMULKSA-N
Standard InCHI:  InChI=1S/C34H46O17/c1-12(31(3,4)45)7-18(36)51-24-26-33-11-47-34(26,30(44)46-6)27(42)23(41)25(33)32(5)9-15(19(37)13(2)14(32)8-17(33)50-28(24)43)48-29-22(40)21(39)20(38)16(10-35)49-29/h7,9,13-14,16-17,20-27,29,35,38-42,45H,8,10-11H2,1-6H3/b12-7+/t13-,14-,16+,17+,20+,21-,22+,23+,24+,25+,26+,27-,29+,32-,33+,34+/m0/s1
SMILES:  OC[C@H]1O[C@@H](OC2=C[C@@]3(C)[C@H]([C@@H](C2=O)C)C[C@@H]2[C@@]45[C@@H]3[C@@H](O)[C@H](O)[C@@]([C@@H]5[C@H](C(=O)O2)OC(=O)/C=C(/C(O)(C)C)C)(OC4)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL499465
PubChem CID:   44584515
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0002119] Quassinoids

*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
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. seed n.a. DOI[10.1016/0031-9422(96)00258-0]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. fruit n.a. DOI[10.1016/S1383-5769(99)00023-9]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[10086989]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[1512598]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota Seeds n.a. n.a. PMID[15165151]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota fruit Indonesia n.a. PMID[17896817]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. Vietnam n.a. PMID[19026551]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota seeds n.a. n.a. PMID[20050684]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota Seeds n.a. n.a. PMID[22506620]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[6481366]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[7561896]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14948 Brucea javanica Species Simaroubaceae 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
NPT759 Cell Line H9 Homo sapiens IC50 = 55000.0 nM PMID[532775]

☑ 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 NPC295885 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 NPC140045
0.992 High Similarity NPC251998
0.992 High Similarity NPC141215
0.992 High Similarity NPC471089
0.992 High Similarity NPC190065
0.9841 High Similarity NPC596
0.984 High Similarity NPC262813
0.944 High Similarity NPC309096
0.944 High Similarity NPC54614
0.936 High Similarity NPC295220
0.936 High Similarity NPC475636
0.9291 High Similarity NPC478154
0.9219 High Similarity NPC478151
0.9213 High Similarity NPC25998
0.9213 High Similarity NPC478155
0.92 High Similarity NPC87662
0.9141 High Similarity NPC478153
0.9141 High Similarity NPC478152
0.9141 High Similarity NPC478150
0.9134 High Similarity NPC477196
0.912 High Similarity NPC476729
0.9062 High Similarity NPC262796
0.9062 High Similarity NPC475167
0.9062 High Similarity NPC172374
0.9062 High Similarity NPC329993
0.9062 High Similarity NPC264566
0.9062 High Similarity NPC478064
0.9062 High Similarity NPC475377
0.9062 High Similarity NPC476074
0.9062 High Similarity NPC134914
0.9062 High Similarity NPC173435
0.9062 High Similarity NPC45346
0.9062 High Similarity NPC301639
0.9062 High Similarity NPC477197
0.9062 High Similarity NPC478065
0.9055 High Similarity NPC477192
0.9055 High Similarity NPC477193
0.9055 High Similarity NPC477194
0.9055 High Similarity NPC477191
0.904 High Similarity NPC91693
0.904 High Similarity NPC18945
0.904 High Similarity NPC227397
0.904 High Similarity NPC105926
0.904 High Similarity NPC265557
0.8992 High Similarity NPC476776
0.8992 High Similarity NPC477195
0.8984 High Similarity NPC107536
0.8984 High Similarity NPC82380
0.8984 High Similarity NPC97918
0.8984 High Similarity NPC470518
0.8984 High Similarity NPC115656
0.8984 High Similarity NPC141600
0.8984 High Similarity NPC477076
0.8984 High Similarity NPC280029
0.8984 High Similarity NPC11577
0.8984 High Similarity NPC252657
0.8984 High Similarity NPC244296
0.8984 High Similarity NPC305793
0.8984 High Similarity NPC470913
0.8984 High Similarity NPC269484
0.8984 High Similarity NPC472267
0.8984 High Similarity NPC1314
0.8984 High Similarity NPC477079
0.8984 High Similarity NPC252289
0.8984 High Similarity NPC273878
0.8984 High Similarity NPC477077
0.8984 High Similarity NPC9470
0.8984 High Similarity NPC88311
0.8976 High Similarity NPC470780
0.8968 High Similarity NPC470922
0.8968 High Similarity NPC24651
0.896 High Similarity NPC312833
0.8915 High Similarity NPC476780
0.8915 High Similarity NPC476774
0.8915 High Similarity NPC476775
0.8915 High Similarity NPC271610
0.8906 High Similarity NPC477078
0.8906 High Similarity NPC329923
0.8906 High Similarity NPC475281
0.8906 High Similarity NPC477075
0.8898 High Similarity NPC285091
0.8889 High Similarity NPC67251
0.888 High Similarity NPC275675
0.8855 High Similarity NPC476778
0.8855 High Similarity NPC476777
0.8846 High Similarity NPC473918
0.8846 High Similarity NPC178264
0.8846 High Similarity NPC277212
0.8846 High Similarity NPC46823
0.8846 High Similarity NPC312650
0.8846 High Similarity NPC192765
0.8846 High Similarity NPC30279
0.8846 High Similarity NPC71391
0.8837 High Similarity NPC470912
0.8837 High Similarity NPC265841
0.8837 High Similarity NPC47995
0.8788 High Similarity NPC279915
0.8788 High Similarity NPC110700
0.8779 High Similarity NPC225791
0.8779 High Similarity NPC476779
0.876 High Similarity NPC470475
0.876 High Similarity NPC470476
0.874 High Similarity NPC471964
0.874 High Similarity NPC471961
0.874 High Similarity NPC202666
0.874 High Similarity NPC14617
0.874 High Similarity NPC262199
0.873 High Similarity NPC470779
0.872 High Similarity NPC127530
0.872 High Similarity NPC473920
0.872 High Similarity NPC279143
0.8702 High Similarity NPC319719
0.8702 High Similarity NPC324933
0.8702 High Similarity NPC196874
0.8702 High Similarity NPC183816
0.8702 High Similarity NPC473679
0.8702 High Similarity NPC475444
0.8702 High Similarity NPC475177
0.8702 High Similarity NPC233223
0.8702 High Similarity NPC322904
0.8682 High Similarity NPC476008
0.8682 High Similarity NPC470516
0.8672 High Similarity NPC471962
0.8672 High Similarity NPC247315
0.8672 High Similarity NPC471963
0.8672 High Similarity NPC30188
0.8672 High Similarity NPC177820
0.8661 High Similarity NPC471965
0.8661 High Similarity NPC107966
0.8661 High Similarity NPC40775
0.8661 High Similarity NPC235438
0.8661 High Similarity NPC249848
0.8651 High Similarity NPC109607
0.8651 High Similarity NPC107338
0.8636 High Similarity NPC168879
0.8626 High Similarity NPC222951
0.8626 High Similarity NPC476852
0.8626 High Similarity NPC43589
0.8626 High Similarity NPC300655
0.8626 High Similarity NPC311178
0.8615 High Similarity NPC476859
0.8605 High Similarity NPC477745
0.8594 High Similarity NPC478066
0.8594 High Similarity NPC235405
0.8594 High Similarity NPC281148
0.8594 High Similarity NPC30735
0.8593 High Similarity NPC477232
0.8593 High Similarity NPC290746
0.8593 High Similarity NPC79250
0.8593 High Similarity NPC477233
0.8571 High Similarity NPC122971
0.8571 High Similarity NPC475775
0.8571 High Similarity NPC470777
0.8571 High Similarity NPC476529
0.8561 High Similarity NPC102316
0.8561 High Similarity NPC471855
0.855 High Similarity NPC476966
0.855 High Similarity NPC476851
0.8527 High Similarity NPC469841
0.8527 High Similarity NPC470477
0.8527 High Similarity NPC7850
0.8527 High Similarity NPC469842
0.8527 High Similarity NPC6615
0.8516 High Similarity NPC213952
0.8516 High Similarity NPC162574
0.8504 High Similarity NPC112038
0.8504 High Similarity NPC476127
0.8504 High Similarity NPC476150
0.8496 Intermediate Similarity NPC316915
0.8492 Intermediate Similarity NPC470776
0.8492 Intermediate Similarity NPC17772
0.8492 Intermediate Similarity NPC297179
0.8485 Intermediate Similarity NPC476855
0.848 Intermediate Similarity NPC16081
0.848 Intermediate Similarity NPC173686
0.8473 Intermediate Similarity NPC112492
0.8473 Intermediate Similarity NPC472268
0.8473 Intermediate Similarity NPC45606
0.8473 Intermediate Similarity NPC23020
0.8473 Intermediate Similarity NPC472269
0.8473 Intermediate Similarity NPC472270
0.8473 Intermediate Similarity NPC220838
0.8462 Intermediate Similarity NPC469947
0.8462 Intermediate Similarity NPC181066
0.8462 Intermediate Similarity NPC470218
0.845 Intermediate Similarity NPC257211
0.8444 Intermediate Similarity NPC243014
0.8438 Intermediate Similarity NPC64715
0.8438 Intermediate Similarity NPC171544
0.8438 Intermediate Similarity NPC222580
0.8438 Intermediate Similarity NPC159309
0.8438 Intermediate Similarity NPC31838
0.8438 Intermediate Similarity NPC22956
0.8438 Intermediate Similarity NPC114484
0.8438 Intermediate Similarity NPC62725
0.8438 Intermediate Similarity NPC170084
0.8438 Intermediate Similarity NPC75417
0.8438 Intermediate Similarity NPC223301
0.8438 Intermediate Similarity NPC297263
0.8438 Intermediate Similarity NPC11242

  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 NPC295885 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
0.874 High Similarity NPD8328 Phase 3
0.8125 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.806 Intermediate Similarity NPD7736 Approved
0.8015 Intermediate Similarity NPD8515 Approved
0.8015 Intermediate Similarity NPD8513 Phase 3
0.8015 Intermediate Similarity NPD8517 Approved
0.8015 Intermediate Similarity NPD8516 Approved
0.8 Intermediate Similarity NPD7319 Approved
0.7852 Intermediate Similarity NPD8293 Discontinued
0.782 Intermediate Similarity NPD6370 Approved
0.7778 Intermediate Similarity NPD7507 Approved
0.7778 Intermediate Similarity NPD6686 Approved
0.7717 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7704 Intermediate Similarity NPD7492 Approved
0.7669 Intermediate Similarity NPD6054 Approved
0.7647 Intermediate Similarity NPD6616 Approved
0.7638 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7615 Intermediate Similarity NPD8133 Approved
0.7612 Intermediate Similarity NPD8378 Approved
0.7612 Intermediate Similarity NPD8380 Approved
0.7612 Intermediate Similarity NPD8335 Approved
0.7612 Intermediate Similarity NPD7503 Approved
0.7612 Intermediate Similarity NPD8379 Approved
0.7612 Intermediate Similarity NPD8296 Approved
0.7591 Intermediate Similarity NPD7078 Approved
0.7537 Intermediate Similarity NPD6319 Approved
0.7537 Intermediate Similarity NPD8377 Approved
0.7537 Intermediate Similarity NPD8294 Approved
0.7537 Intermediate Similarity NPD6059 Approved
0.7481 Intermediate Similarity NPD8033 Approved
0.7481 Intermediate Similarity NPD6015 Approved
0.7481 Intermediate Similarity NPD6016 Approved
0.7463 Intermediate Similarity NPD7516 Approved
0.7444 Intermediate Similarity NPD7115 Discovery
0.7426 Intermediate Similarity NPD5988 Approved
0.7405 Intermediate Similarity NPD8297 Approved
0.7405 Intermediate Similarity NPD6882 Approved
0.7388 Intermediate Similarity NPD7327 Approved
0.7388 Intermediate Similarity NPD7328 Approved
0.7328 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7313 Intermediate Similarity NPD6009 Approved
0.7287 Intermediate Similarity NPD6412 Phase 2
0.7214 Intermediate Similarity NPD8074 Phase 3
0.7197 Intermediate Similarity NPD6649 Approved
0.7197 Intermediate Similarity NPD6650 Approved
0.7176 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD6372 Approved
0.7176 Intermediate Similarity NPD6373 Approved
0.7143 Intermediate Similarity NPD4225 Approved
0.7121 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD6921 Approved
0.7099 Intermediate Similarity NPD6899 Approved
0.7099 Intermediate Similarity NPD6881 Approved
0.709 Intermediate Similarity NPD4632 Approved
0.7077 Intermediate Similarity NPD6675 Approved
0.7077 Intermediate Similarity NPD6402 Approved
0.7077 Intermediate Similarity NPD7128 Approved
0.7077 Intermediate Similarity NPD5739 Approved
0.7068 Intermediate Similarity NPD8130 Phase 1
0.7042 Intermediate Similarity NPD6033 Approved
0.7023 Intermediate Similarity NPD5697 Approved
0.6992 Remote Similarity NPD7102 Approved
0.6992 Remote Similarity NPD6883 Approved
0.6992 Remote Similarity NPD7290 Approved
0.697 Remote Similarity NPD7320 Approved
0.694 Remote Similarity NPD6869 Approved
0.694 Remote Similarity NPD6847 Approved
0.694 Remote Similarity NPD6617 Approved
0.6917 Remote Similarity NPD6013 Approved
0.6917 Remote Similarity NPD6014 Approved
0.6917 Remote Similarity NPD6012 Approved
0.6894 Remote Similarity NPD5701 Approved
0.6894 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6892 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6879 Remote Similarity NPD7604 Phase 2
0.6866 Remote Similarity NPD4634 Approved
0.6857 Remote Similarity NPD5983 Phase 2
0.6842 Remote Similarity NPD6011 Approved
0.6822 Remote Similarity NPD7640 Approved
0.6822 Remote Similarity NPD7639 Approved
0.6797 Remote Similarity NPD7902 Approved
0.6783 Remote Similarity NPD6336 Discontinued
0.6781 Remote Similarity NPD7260 Phase 2
0.6767 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6744 Remote Similarity NPD7638 Approved
0.6718 Remote Similarity NPD5211 Phase 2
0.6693 Remote Similarity NPD7748 Approved
0.6691 Remote Similarity NPD6401 Clinical (unspecified phase)
0.669 Remote Similarity NPD8080 Discontinued
0.6686 Remote Similarity NPD7799 Discontinued
0.6622 Remote Similarity NPD6845 Suspended
0.6619 Remote Similarity NPD6274 Approved
0.6618 Remote Similarity NPD6371 Approved
0.6617 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6617 Remote Similarity NPD5141 Approved
0.6615 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6609 Remote Similarity NPD8407 Phase 2
0.66 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6596 Remote Similarity NPD7100 Approved
0.6596 Remote Similarity NPD7101 Approved
0.6567 Remote Similarity NPD6008 Approved
0.6565 Remote Similarity NPD5285 Approved
0.6565 Remote Similarity NPD5286 Approved
0.6565 Remote Similarity NPD4696 Approved
0.6562 Remote Similarity NPD7900 Approved
0.6562 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6538 Remote Similarity NPD4755 Approved
0.6538 Remote Similarity NPD6084 Phase 2
0.6538 Remote Similarity NPD6083 Phase 2
0.6535 Remote Similarity NPD7515 Phase 2
0.6534 Remote Similarity NPD8434 Phase 2
0.6532 Remote Similarity NPD8368 Discontinued
0.6528 Remote Similarity NPD6067 Discontinued
0.6525 Remote Similarity NPD6335 Approved
0.6522 Remote Similarity NPD6053 Discontinued
0.6515 Remote Similarity NPD5344 Discontinued
0.6503 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6489 Remote Similarity NPD5696 Approved
0.6486 Remote Similarity NPD5956 Approved
0.6466 Remote Similarity NPD5225 Approved
0.6466 Remote Similarity NPD5224 Approved
0.6466 Remote Similarity NPD4633 Approved
0.6466 Remote Similarity NPD5226 Approved
0.6454 Remote Similarity NPD6317 Approved
0.6439 Remote Similarity NPD4700 Approved
0.6434 Remote Similarity NPD5282 Discontinued
0.6424 Remote Similarity NPD8415 Approved
0.6418 Remote Similarity NPD5174 Approved
0.6418 Remote Similarity NPD5175 Approved
0.6414 Remote Similarity NPD7829 Approved
0.6414 Remote Similarity NPD7830 Approved
0.6408 Remote Similarity NPD6314 Approved
0.6408 Remote Similarity NPD6313 Approved
0.64 Remote Similarity NPD8338 Approved
0.6395 Remote Similarity NPD8448 Approved
0.6391 Remote Similarity NPD5223 Approved
0.6389 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6389 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6389 Remote Similarity NPD6908 Approved
0.6389 Remote Similarity NPD6909 Approved
0.6383 Remote Similarity NPD6868 Approved
0.6351 Remote Similarity NPD8336 Approved
0.6351 Remote Similarity NPD8337 Approved
0.635 Remote Similarity NPD4730 Approved
0.635 Remote Similarity NPD4729 Approved
0.6349 Remote Similarity NPD3573 Approved
0.6343 Remote Similarity NPD7632 Discontinued
0.6336 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6336 Remote Similarity NPD4697 Phase 3
0.6336 Remote Similarity NPD5222 Approved
0.6336 Remote Similarity NPD5221 Approved
0.6328 Remote Similarity NPD6698 Approved
0.6328 Remote Similarity NPD46 Approved
0.6327 Remote Similarity NPD8451 Approved
0.6324 Remote Similarity NPD4768 Approved
0.6324 Remote Similarity NPD4767 Approved
0.6301 Remote Similarity NPD7642 Approved
0.6292 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6289 Remote Similarity NPD7625 Phase 1
0.6288 Remote Similarity NPD5173 Approved
0.6279 Remote Similarity NPD6079 Approved
0.6279 Remote Similarity NPD7983 Approved
0.6276 Remote Similarity NPD8444 Approved
0.6267 Remote Similarity NPD6914 Discontinued
0.6267 Remote Similarity NPD8390 Approved
0.6267 Remote Similarity NPD8391 Approved
0.6267 Remote Similarity NPD8392 Approved
0.6264 Remote Similarity NPD8470 Clinical (unspecified phase)
0.626 Remote Similarity NPD5695 Phase 3
0.626 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6259 Remote Similarity NPD8340 Approved
0.6259 Remote Similarity NPD5248 Approved
0.6259 Remote Similarity NPD5250 Approved
0.6259 Remote Similarity NPD8342 Approved
0.6259 Remote Similarity NPD5249 Phase 3
0.6259 Remote Similarity NPD8341 Approved
0.6259 Remote Similarity NPD5247 Approved
0.6259 Remote Similarity NPD5251 Approved
0.6259 Remote Similarity NPD8299 Approved
0.625 Remote Similarity NPD5328 Approved
0.6232 Remote Similarity NPD5128 Approved
0.6231 Remote Similarity NPD5779 Approved
0.6231 Remote Similarity NPD6399 Phase 3
0.6231 Remote Similarity NPD5778 Approved
0.6224 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6194 Remote Similarity NPD6648 Approved
0.619 Remote Similarity NPD1694 Approved
0.6188 Remote Similarity NPD8361 Approved
0.6188 Remote Similarity NPD8360 Approved
0.6188 Remote Similarity NPD8435 Approved
0.6176 Remote Similarity NPD4754 Approved
0.6172 Remote Similarity NPD5737 Approved
0.6172 Remote Similarity NPD6672 Approved
0.616 Remote Similarity NPD6110 Phase 1
0.6154 Remote Similarity NPD5693 Phase 1
0.6154 Remote Similarity NPD6411 Approved
0.615 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6142 Remote Similarity NPD3618 Phase 1
0.6136 Remote Similarity NPD4629 Approved
0.6136 Remote Similarity NPD5210 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