Structure

Physi-Chem Properties

Molecular Weight:  770.3
Volume:  722.279
LogP:  0.822
LogD:  0.273
LogS:  -3.381
# Rotatable Bonds:  12
TPSA:  271.34
# H-Bond Aceptor:  18
# H-Bond Donor:  6
# Rings:  6
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.11
Synthetic Accessibility Score:  7.254
Fsp3:  0.806
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.54
MDCK Permeability:  0.00033203873317688704
Pgp-inhibitor:  0.999
Pgp-substrate:  0.998
Human Intestinal Absorption (HIA):  0.928
20% Bioavailability (F20%):  0.277
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.095
Plasma Protein Binding (PPB):  41.04880142211914%
Volume Distribution (VD):  0.367
Pgp-substrate:  26.745628356933594%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.094
CYP2C19-inhibitor:  0.003
CYP2C19-substrate:  0.226
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.009
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.049
CYP3A4-inhibitor:  0.15
CYP3A4-substrate:  0.117

ADMET: Excretion

Clearance (CL):  1.699
Half-life (T1/2):  0.621

ADMET: Toxicity

hERG Blockers:  0.063
Human Hepatotoxicity (H-HT):  0.571
Drug-inuced Liver Injury (DILI):  0.887
AMES Toxicity:  0.043
Rat Oral Acute Toxicity:  0.189
Maximum Recommended Daily Dose:  0.181
Skin Sensitization:  0.081
Carcinogencity:  0.096
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.167

Download Data

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

  Natural Product: NPC54614

Natural Product ID:  NPC54614
Common Name*:   Javanicoside E
IUPAC Name:   n.a.
Synonyms:   Javanicoside E
Standard InCHIKey:  RNORYGZHCHYTFY-PXHAWNDJSA-N
Standard InCHI:  InChI=1S/C36H50O18/c1-13(33(4,5)54-15(3)38)8-20(39)53-26-28-35-12-49-36(28,32(47)48-7)29(45)25(44)27(35)34(6)10-17(21(40)14(2)16(34)9-19(35)52-30(26)46)50-31-24(43)23(42)22(41)18(11-37)51-31/h10,13-14,16,18-19,22-29,31,37,41-45H,8-9,11-12H2,1-7H3/t13?,14-,16-,18+,19+,22+,23-,24+,25+,26+,27+,28+,29-,31+,34-,35+,36-/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)CC(C(OC(=O)C)(C)C)C)(OC4)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL508819
PubChem CID:   11274270
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
NPT168 Cell Line P388 Mus musculus IC50 = 16.0 ug.mL-1 PMID[516389]

☑ 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 NPC54614 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 NPC309096
0.9915 High Similarity NPC295220
0.9915 High Similarity NPC475636
0.958 High Similarity NPC87662
0.9576 High Similarity NPC227397
0.9516 High Similarity NPC471089
0.9516 High Similarity NPC141215
0.9516 High Similarity NPC190065
0.944 High Similarity NPC140045
0.944 High Similarity NPC596
0.944 High Similarity NPC295885
0.9435 High Similarity NPC262813
0.9407 High Similarity NPC275675
0.936 High Similarity NPC251998
0.9237 High Similarity NPC473920
0.9237 High Similarity NPC279143
0.9237 High Similarity NPC127530
0.9098 High Similarity NPC285091
0.8934 High Similarity NPC202666
0.8934 High Similarity NPC471964
0.8934 High Similarity NPC14617
0.8934 High Similarity NPC262199
0.8934 High Similarity NPC471961
0.8917 High Similarity NPC470777
0.8889 High Similarity NPC478154
0.8862 High Similarity NPC471963
0.8862 High Similarity NPC177820
0.8862 High Similarity NPC247315
0.8862 High Similarity NPC30188
0.8862 High Similarity NPC471962
0.8852 High Similarity NPC40775
0.8852 High Similarity NPC107966
0.8852 High Similarity NPC249848
0.8852 High Similarity NPC471965
0.8852 High Similarity NPC235438
0.8824 High Similarity NPC16081
0.8824 High Similarity NPC173686
0.8819 High Similarity NPC478151
0.881 High Similarity NPC478155
0.881 High Similarity NPC25998
0.878 High Similarity NPC30735
0.878 High Similarity NPC281148
0.878 High Similarity NPC478066
0.878 High Similarity NPC235405
0.874 High Similarity NPC478152
0.874 High Similarity NPC478150
0.874 High Similarity NPC478153
0.8739 High Similarity NPC268238
0.8739 High Similarity NPC143268
0.8739 High Similarity NPC323821
0.8739 High Similarity NPC45218
0.873 High Similarity NPC477196
0.871 High Similarity NPC470477
0.871 High Similarity NPC469841
0.871 High Similarity NPC6615
0.871 High Similarity NPC7850
0.871 High Similarity NPC469842
0.8699 High Similarity NPC162574
0.8699 High Similarity NPC213952
0.8678 High Similarity NPC176005
0.8678 High Similarity NPC297179
0.8678 High Similarity NPC17772
0.8661 High Similarity NPC172374
0.8661 High Similarity NPC301639
0.8661 High Similarity NPC264566
0.8661 High Similarity NPC329993
0.8661 High Similarity NPC262796
0.8661 High Similarity NPC478064
0.8661 High Similarity NPC475377
0.8661 High Similarity NPC134914
0.8661 High Similarity NPC478065
0.8661 High Similarity NPC45346
0.8661 High Similarity NPC477197
0.8661 High Similarity NPC475167
0.8661 High Similarity NPC476074
0.8661 High Similarity NPC173435
0.8655 High Similarity NPC198539
0.8651 High Similarity NPC477191
0.8651 High Similarity NPC477194
0.8651 High Similarity NPC477192
0.8651 High Similarity NPC477193
0.864 High Similarity NPC470218
0.864 High Similarity NPC469947
0.864 High Similarity NPC181066
0.8629 High Similarity NPC257211
0.8629 High Similarity NPC18945
0.8629 High Similarity NPC265557
0.8629 High Similarity NPC105926
0.8629 High Similarity NPC91693
0.8618 High Similarity NPC223301
0.8618 High Similarity NPC187950
0.8618 High Similarity NPC412
0.8618 High Similarity NPC75417
0.8618 High Similarity NPC194310
0.8618 High Similarity NPC171544
0.8618 High Similarity NPC258789
0.8618 High Similarity NPC297263
0.8618 High Similarity NPC301449
0.8618 High Similarity NPC241310
0.8618 High Similarity NPC169727
0.8618 High Similarity NPC22956
0.8618 High Similarity NPC258815
0.8618 High Similarity NPC114484
0.8618 High Similarity NPC64715
0.8618 High Similarity NPC222580
0.8618 High Similarity NPC159309
0.8618 High Similarity NPC47567
0.8618 High Similarity NPC131841
0.8618 High Similarity NPC278163
0.8618 High Similarity NPC31838
0.8618 High Similarity NPC104372
0.8618 High Similarity NPC11242
0.8618 High Similarity NPC62725
0.8618 High Similarity NPC86222
0.8607 High Similarity NPC469488
0.8607 High Similarity NPC472949
0.8607 High Similarity NPC473884
0.8607 High Similarity NPC180550
0.8607 High Similarity NPC6377
0.8607 High Similarity NPC208381
0.8607 High Similarity NPC309780
0.8607 High Similarity NPC39211
0.8607 High Similarity NPC114441
0.8607 High Similarity NPC35405
0.8607 High Similarity NPC469945
0.8607 High Similarity NPC11551
0.8607 High Similarity NPC157868
0.8607 High Similarity NPC214484
0.8607 High Similarity NPC475171
0.8595 High Similarity NPC309433
0.8594 High Similarity NPC476776
0.8594 High Similarity NPC477195
0.8594 High Similarity NPC100390
0.8594 High Similarity NPC254614
0.8583 High Similarity NPC115656
0.8583 High Similarity NPC477077
0.8583 High Similarity NPC305793
0.8583 High Similarity NPC269484
0.8583 High Similarity NPC280029
0.8583 High Similarity NPC1314
0.8583 High Similarity NPC252289
0.8583 High Similarity NPC273878
0.8583 High Similarity NPC9470
0.8583 High Similarity NPC252657
0.8583 High Similarity NPC107536
0.8583 High Similarity NPC472267
0.8583 High Similarity NPC82380
0.8583 High Similarity NPC477079
0.8583 High Similarity NPC97918
0.8583 High Similarity NPC244296
0.8583 High Similarity NPC88311
0.8583 High Similarity NPC470913
0.8583 High Similarity NPC477076
0.8583 High Similarity NPC470518
0.8583 High Similarity NPC141600
0.8583 High Similarity NPC11577
0.8571 High Similarity NPC470780
0.856 High Similarity NPC24651
0.856 High Similarity NPC33068
0.856 High Similarity NPC476729
0.856 High Similarity NPC23275
0.8548 High Similarity NPC10607
0.8548 High Similarity NPC236870
0.8548 High Similarity NPC21691
0.8548 High Similarity NPC312833
0.8548 High Similarity NPC80986
0.8548 High Similarity NPC187290
0.8548 High Similarity NPC4749
0.8548 High Similarity NPC475591
0.8537 High Similarity NPC473645
0.8537 High Similarity NPC118440
0.8537 High Similarity NPC236657
0.8525 High Similarity NPC204552
0.8525 High Similarity NPC188667
0.8525 High Similarity NPC286347
0.8516 High Similarity NPC476774
0.8516 High Similarity NPC271610
0.8516 High Similarity NPC476780
0.8516 High Similarity NPC476775
0.8512 High Similarity NPC40632
0.8512 High Similarity NPC152199
0.8512 High Similarity NPC96312
0.8512 High Similarity NPC251236
0.8512 High Similarity NPC235539
0.8512 High Similarity NPC134869
0.8512 High Similarity NPC328374
0.8504 High Similarity NPC477075
0.8504 High Similarity NPC475281
0.8504 High Similarity NPC477078
0.8504 High Similarity NPC329923
0.8492 Intermediate Similarity NPC284449
0.848 Intermediate Similarity NPC44716
0.848 Intermediate Similarity NPC283417
0.848 Intermediate Similarity NPC2370
0.848 Intermediate Similarity NPC200049
0.848 Intermediate Similarity NPC302543
0.848 Intermediate Similarity NPC258617
0.8475 Intermediate Similarity NPC27814
0.8468 Intermediate Similarity NPC302887
0.8468 Intermediate Similarity NPC187618

  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 NPC54614 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
0.8934 High Similarity NPD8328 Phase 3
0.8443 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.8217 Intermediate Similarity NPD7736 Approved
0.8017 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD8293 Discontinued
0.7969 Intermediate Similarity NPD6370 Approved
0.7846 Intermediate Similarity NPD7492 Approved
0.7812 Intermediate Similarity NPD6054 Approved
0.7786 Intermediate Similarity NPD6616 Approved
0.7727 Intermediate Similarity NPD7078 Approved
0.7674 Intermediate Similarity NPD6059 Approved
0.7674 Intermediate Similarity NPD6319 Approved
0.7642 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7615 Intermediate Similarity NPD6015 Approved
0.7615 Intermediate Similarity NPD6016 Approved
0.7612 Intermediate Similarity NPD7319 Approved
0.7557 Intermediate Similarity NPD5988 Approved
0.754 Intermediate Similarity NPD8297 Approved
0.754 Intermediate Similarity NPD6882 Approved
0.7481 Intermediate Similarity NPD8513 Phase 3
0.7481 Intermediate Similarity NPD8517 Approved
0.7481 Intermediate Similarity NPD8515 Approved
0.7481 Intermediate Similarity NPD8516 Approved
0.7442 Intermediate Similarity NPD6009 Approved
0.7419 Intermediate Similarity NPD6412 Phase 2
0.7388 Intermediate Similarity NPD7507 Approved
0.736 Intermediate Similarity NPD6686 Approved
0.7344 Intermediate Similarity NPD8133 Approved
0.7323 Intermediate Similarity NPD6650 Approved
0.7323 Intermediate Similarity NPD6649 Approved
0.7302 Intermediate Similarity NPD6373 Approved
0.7302 Intermediate Similarity NPD6372 Approved
0.7222 Intermediate Similarity NPD6899 Approved
0.7222 Intermediate Similarity NPD6881 Approved
0.7218 Intermediate Similarity NPD8378 Approved
0.7218 Intermediate Similarity NPD7503 Approved
0.7218 Intermediate Similarity NPD8379 Approved
0.7218 Intermediate Similarity NPD8335 Approved
0.7218 Intermediate Similarity NPD8380 Approved
0.7218 Intermediate Similarity NPD8296 Approved
0.7209 Intermediate Similarity NPD4632 Approved
0.72 Intermediate Similarity NPD6402 Approved
0.72 Intermediate Similarity NPD6675 Approved
0.72 Intermediate Similarity NPD7128 Approved
0.72 Intermediate Similarity NPD5739 Approved
0.7188 Intermediate Similarity NPD8130 Phase 1
0.7153 Intermediate Similarity NPD6033 Approved
0.7143 Intermediate Similarity NPD8294 Approved
0.7143 Intermediate Similarity NPD8377 Approved
0.7143 Intermediate Similarity NPD5697 Approved
0.7109 Intermediate Similarity NPD7290 Approved
0.7109 Intermediate Similarity NPD6883 Approved
0.7109 Intermediate Similarity NPD7102 Approved
0.709 Intermediate Similarity NPD6921 Approved
0.709 Intermediate Similarity NPD8033 Approved
0.7087 Intermediate Similarity NPD7320 Approved
0.7068 Intermediate Similarity NPD7516 Approved
0.7054 Intermediate Similarity NPD6847 Approved
0.7054 Intermediate Similarity NPD6617 Approved
0.7054 Intermediate Similarity NPD6869 Approved
0.7031 Intermediate Similarity NPD6014 Approved
0.7031 Intermediate Similarity NPD6013 Approved
0.7031 Intermediate Similarity NPD6012 Approved
0.7008 Intermediate Similarity NPD5701 Approved
0.6992 Remote Similarity NPD7327 Approved
0.6992 Remote Similarity NPD7328 Approved
0.6985 Remote Similarity NPD7604 Phase 2
0.6984 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6977 Remote Similarity NPD4634 Approved
0.6963 Remote Similarity NPD5983 Phase 2
0.6953 Remote Similarity NPD6011 Approved
0.6917 Remote Similarity NPD7115 Discovery
0.6912 Remote Similarity NPD8080 Discontinued
0.6911 Remote Similarity NPD7902 Approved
0.6899 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6884 Remote Similarity NPD6336 Discontinued
0.6846 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6803 Remote Similarity NPD7748 Approved
0.6794 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6794 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6716 Remote Similarity NPD6274 Approved
0.6715 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6714 Remote Similarity NPD8074 Phase 3
0.6691 Remote Similarity NPD7100 Approved
0.6691 Remote Similarity NPD7101 Approved
0.6667 Remote Similarity NPD5286 Approved
0.6667 Remote Similarity NPD7900 Approved
0.6667 Remote Similarity NPD4696 Approved
0.6667 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5285 Approved
0.6667 Remote Similarity NPD6008 Approved
0.664 Remote Similarity NPD4755 Approved
0.664 Remote Similarity NPD6083 Phase 2
0.664 Remote Similarity NPD6084 Phase 2
0.6639 Remote Similarity NPD7515 Phase 2
0.6619 Remote Similarity NPD6067 Discontinued
0.6618 Remote Similarity NPD6335 Approved
0.6615 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6587 Remote Similarity NPD4225 Approved
0.6587 Remote Similarity NPD5696 Approved
0.6573 Remote Similarity NPD5956 Approved
0.6562 Remote Similarity NPD5211 Phase 2
0.6562 Remote Similarity NPD5224 Approved
0.6562 Remote Similarity NPD4633 Approved
0.6562 Remote Similarity NPD5225 Approved
0.6562 Remote Similarity NPD5226 Approved
0.6544 Remote Similarity NPD6317 Approved
0.6535 Remote Similarity NPD4700 Approved
0.6532 Remote Similarity NPD5282 Discontinued
0.6531 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6512 Remote Similarity NPD5174 Approved
0.6512 Remote Similarity NPD5175 Approved
0.6496 Remote Similarity NPD6313 Approved
0.6496 Remote Similarity NPD6314 Approved
0.6484 Remote Similarity NPD5223 Approved
0.6483 Remote Similarity NPD8338 Approved
0.6475 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6475 Remote Similarity NPD6909 Approved
0.6475 Remote Similarity NPD6908 Approved
0.6471 Remote Similarity NPD6868 Approved
0.6462 Remote Similarity NPD5141 Approved
0.6446 Remote Similarity NPD3573 Approved
0.6439 Remote Similarity NPD4729 Approved
0.6439 Remote Similarity NPD4730 Approved
0.6434 Remote Similarity NPD8337 Approved
0.6434 Remote Similarity NPD8336 Approved
0.6429 Remote Similarity NPD5222 Approved
0.6429 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5221 Approved
0.6429 Remote Similarity NPD4697 Phase 3
0.6423 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6414 Remote Similarity NPD7260 Phase 2
0.6412 Remote Similarity NPD4768 Approved
0.6412 Remote Similarity NPD4767 Approved
0.6378 Remote Similarity NPD5173 Approved
0.6371 Remote Similarity NPD6079 Approved
0.637 Remote Similarity NPD6845 Suspended
0.6369 Remote Similarity NPD7799 Discontinued
0.6364 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6349 Remote Similarity NPD5695 Phase 3
0.6343 Remote Similarity NPD5249 Phase 3
0.6343 Remote Similarity NPD5248 Approved
0.6343 Remote Similarity NPD5247 Approved
0.6343 Remote Similarity NPD5250 Approved
0.6343 Remote Similarity NPD5251 Approved
0.6341 Remote Similarity NPD5328 Approved
0.6328 Remote Similarity NPD7638 Approved
0.632 Remote Similarity NPD6399 Phase 3
0.6316 Remote Similarity NPD5128 Approved
0.6301 Remote Similarity NPD8407 Phase 2
0.6279 Remote Similarity NPD7639 Approved
0.6279 Remote Similarity NPD7640 Approved
0.626 Remote Similarity NPD5737 Approved
0.626 Remote Similarity NPD6672 Approved
0.626 Remote Similarity NPD4754 Approved
0.624 Remote Similarity NPD6411 Approved
0.6231 Remote Similarity NPD1700 Approved
0.623 Remote Similarity NPD3618 Phase 1
0.623 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6221 Remote Similarity NPD8368 Discontinued
0.622 Remote Similarity NPD5210 Approved
0.622 Remote Similarity NPD4629 Approved
0.621 Remote Similarity NPD7285 Clinical (unspecified phase)
0.619 Remote Similarity NPD8171 Discontinued
0.6176 Remote Similarity NPD5217 Approved
0.6176 Remote Similarity NPD5216 Approved
0.6176 Remote Similarity NPD5215 Approved
0.6159 Remote Similarity NPD6333 Approved
0.6159 Remote Similarity NPD6334 Approved
0.6154 Remote Similarity NPD7642 Approved
0.6154 Remote Similarity NPD7830 Approved
0.6154 Remote Similarity NPD7829 Approved
0.6138 Remote Similarity NPD8448 Approved
0.6136 Remote Similarity NPD8434 Phase 2
0.6133 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6131 Remote Similarity NPD6053 Discontinued
0.6111 Remote Similarity NPD8299 Approved
0.6111 Remote Similarity NPD8342 Approved
0.6111 Remote Similarity NPD8340 Approved
0.6111 Remote Similarity NPD8034 Phase 2
0.6111 Remote Similarity NPD8035 Phase 2
0.6111 Remote Similarity NPD8341 Approved
0.6103 Remote Similarity NPD6371 Approved
0.6103 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6103 Remote Similarity NPD5135 Approved
0.6103 Remote Similarity NPD5169 Approved
0.6094 Remote Similarity NPD6356 Clinical (unspecified phase)
0.609 Remote Similarity NPD4056 Clinical (unspecified phase)
0.609 Remote Similarity NPD4057 Clinical (unspecified phase)
0.608 Remote Similarity NPD6101 Approved
0.608 Remote Similarity NPD4753 Phase 2
0.608 Remote Similarity NPD6080 Approved
0.608 Remote Similarity NPD5764 Clinical (unspecified phase)
0.608 Remote Similarity NPD6904 Approved
0.608 Remote Similarity NPD6673 Approved
0.6077 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6069 Remote Similarity NPD8451 Approved
0.6067 Remote Similarity NPD8415 Approved
0.6063 Remote Similarity NPD4202 Approved
0.6058 Remote Similarity NPD5127 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