Structure

Physi-Chem Properties

Molecular Weight:  730.26
Volume:  702.74
LogP:  3.942
LogD:  3.032
LogS:  -4.817
# Rotatable Bonds:  1
TPSA:  181.19
# H-Bond Aceptor:  13
# H-Bond Donor:  2
# Rings:  10
# Heavy Atoms:  13

MedChem Properties

QED Drug-Likeness Score:  0.297
Synthetic Accessibility Score:  5.764
Fsp3:  0.625
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:  -5.251
MDCK Permeability:  5.64751353522297e-05
Pgp-inhibitor:  0.999
Pgp-substrate:  0.993
Human Intestinal Absorption (HIA):  0.043
20% Bioavailability (F20%):  1.0
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.141
Plasma Protein Binding (PPB):  66.1041030883789%
Volume Distribution (VD):  0.883
Pgp-substrate:  17.97052001953125%

ADMET: Metabolism

CYP1A2-inhibitor:  0.017
CYP1A2-substrate:  0.815
CYP2C19-inhibitor:  0.399
CYP2C19-substrate:  0.283
CYP2C9-inhibitor:  0.513
CYP2C9-substrate:  0.002
CYP2D6-inhibitor:  0.014
CYP2D6-substrate:  0.013
CYP3A4-inhibitor:  0.898
CYP3A4-substrate:  0.754

ADMET: Excretion

Clearance (CL):  7.208
Half-life (T1/2):  0.056

ADMET: Toxicity

hERG Blockers:  0.477
Human Hepatotoxicity (H-HT):  0.148
Drug-inuced Liver Injury (DILI):  0.165
AMES Toxicity:  0.322
Rat Oral Acute Toxicity:  0.052
Maximum Recommended Daily Dose:  0.976
Skin Sensitization:  0.791
Carcinogencity:  0.202
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.889

Download Data

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

  Natural Product: NPC24599

Natural Product ID:  NPC24599
Common Name*:   Chloramultiol F
IUPAC Name:   n.a.
Synonyms:   Chloramultiol F
Standard InCHIKey:  ALTFXWRVZKSLAE-VYYXUNDMSA-N
Standard InCHI:  InChI=1S/C40H42O13/c1-16-8-9-49-27(41)6-7-28(42)50-14-20-22-13-25-36(3,23-12-24(23)38(25,47)15-51-32(16)43)26-11-19-18-10-21(18)37(4)30(19)31(39(22,26)52-34(20)45)29-17(2)33(44)53-40(29,48-5)35(37)46/h8,11,18,21,23-26,35,46-47H,6-7,9-10,12-15H2,1-5H3/b16-8+/t18-,21-,23-,24+,25-,26+,35-,36+,37+,38+,39+,40+/m1/s1
SMILES:  CO[C@]12OC(=O)C(=C1C1=C3[C@]([C@H]2O)(C)[C@@H]2C[C@@H]2C3=C[C@@H]2[C@@]31OC(=O)C1=C3C[C@@H]3[C@]2(C)[C@@H]2C[C@@H]2[C@@]3(O)COC(=O)/C(=C/COC(=O)CCC(=O)OC1)/C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1097991
PubChem CID:   46830521
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO8670 Chloranthus multistachys Species Chloranthaceae Eukaryota n.a. n.a. n.a. PMID[20392109]
NPO8670 Chloranthus multistachys Species Chloranthaceae 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
NPT81 Cell Line A549 Homo sapiens IC50 > 10000.0 nM PMID[450113]
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000.0 nM PMID[450113]
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 10000.0 nM PMID[450113]
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000.0 nM PMID[450113]
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 > 10000.0 nM PMID[450113]

☑ 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 NPC24599 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
0.9918 High Similarity NPC60150
0.9918 High Similarity NPC192334
0.9836 High Similarity NPC327664
0.9836 High Similarity NPC470427
0.9836 High Similarity NPC476097
0.9754 High Similarity NPC476824
0.9672 High Similarity NPC254823
0.959 High Similarity NPC134902
0.9262 High Similarity NPC226049
0.918 High Similarity NPC84865
0.9098 High Similarity NPC27335
0.9084 High Similarity NPC470426
0.9008 High Similarity NPC25887
0.8931 High Similarity NPC476825
0.8682 High Similarity NPC34963
0.8615 High Similarity NPC469674
0.8615 High Similarity NPC58029
0.8615 High Similarity NPC469673
0.8605 High Similarity NPC241935
0.8605 High Similarity NPC279478
0.855 High Similarity NPC476823
0.8527 High Similarity NPC35109
0.8462 Intermediate Similarity NPC220757
0.8462 Intermediate Similarity NPC196921
0.8295 Intermediate Similarity NPC15095
0.8154 Intermediate Similarity NPC63186
0.8095 Intermediate Similarity NPC203862
0.803 Intermediate Similarity NPC311534
0.8 Intermediate Similarity NPC129992
0.7969 Intermediate Similarity NPC5883
0.7969 Intermediate Similarity NPC29639
0.7969 Intermediate Similarity NPC44899
0.7969 Intermediate Similarity NPC304260
0.7955 Intermediate Similarity NPC287423
0.7955 Intermediate Similarity NPC42399
0.7953 Intermediate Similarity NPC93883
0.7937 Intermediate Similarity NPC106446
0.7923 Intermediate Similarity NPC115349
0.7907 Intermediate Similarity NPC107607
0.7891 Intermediate Similarity NPC218093
0.7874 Intermediate Similarity NPC99620
0.7874 Intermediate Similarity NPC470075
0.7874 Intermediate Similarity NPC5311
0.7874 Intermediate Similarity NPC310341
0.7874 Intermediate Similarity NPC199428
0.7874 Intermediate Similarity NPC193382
0.7852 Intermediate Similarity NPC231240
0.7846 Intermediate Similarity NPC475219
0.7846 Intermediate Similarity NPC231518
0.7836 Intermediate Similarity NPC471407
0.7836 Intermediate Similarity NPC476966
0.7836 Intermediate Similarity NPC473593
0.7836 Intermediate Similarity NPC231529
0.7829 Intermediate Similarity NPC268326
0.7829 Intermediate Similarity NPC153085
0.7829 Intermediate Similarity NPC30483
0.7829 Intermediate Similarity NPC291820
0.7829 Intermediate Similarity NPC470897
0.7829 Intermediate Similarity NPC32177
0.7829 Intermediate Similarity NPC469756
0.7829 Intermediate Similarity NPC236973
0.7829 Intermediate Similarity NPC292467
0.7829 Intermediate Similarity NPC55532
0.7829 Intermediate Similarity NPC81222
0.782 Intermediate Similarity NPC146456
0.782 Intermediate Similarity NPC469757
0.782 Intermediate Similarity NPC471357
0.782 Intermediate Similarity NPC117702
0.7812 Intermediate Similarity NPC84987
0.7812 Intermediate Similarity NPC152615
0.7812 Intermediate Similarity NPC473852
0.7812 Intermediate Similarity NPC196429
0.7812 Intermediate Similarity NPC244402
0.7812 Intermediate Similarity NPC142066
0.7812 Intermediate Similarity NPC243196
0.7812 Intermediate Similarity NPC87250
0.7812 Intermediate Similarity NPC77319
0.7812 Intermediate Similarity NPC309034
0.7812 Intermediate Similarity NPC471355
0.7812 Intermediate Similarity NPC158344
0.7812 Intermediate Similarity NPC157376
0.7812 Intermediate Similarity NPC99728
0.7812 Intermediate Similarity NPC50305
0.7812 Intermediate Similarity NPC290693
0.7812 Intermediate Similarity NPC471353
0.7812 Intermediate Similarity NPC471354
0.7812 Intermediate Similarity NPC27507
0.7812 Intermediate Similarity NPC471351
0.7812 Intermediate Similarity NPC34390
0.7812 Intermediate Similarity NPC474418
0.7803 Intermediate Similarity NPC8374
0.7795 Intermediate Similarity NPC69576
0.7795 Intermediate Similarity NPC84949
0.7795 Intermediate Similarity NPC31354
0.7795 Intermediate Similarity NPC471633
0.7794 Intermediate Similarity NPC316915
0.7794 Intermediate Similarity NPC88668
0.7786 Intermediate Similarity NPC193893
0.7786 Intermediate Similarity NPC23786
0.7786 Intermediate Similarity NPC470265
0.7786 Intermediate Similarity NPC471082
0.7778 Intermediate Similarity NPC173347
0.7769 Intermediate Similarity NPC475556
0.7769 Intermediate Similarity NPC475629
0.7769 Intermediate Similarity NPC72260
0.7769 Intermediate Similarity NPC17938
0.7769 Intermediate Similarity NPC470312
0.7761 Intermediate Similarity NPC245094
0.7761 Intermediate Similarity NPC473888
0.776 Intermediate Similarity NPC177047
0.7752 Intermediate Similarity NPC475372
0.7752 Intermediate Similarity NPC83287
0.7746 Intermediate Similarity NPC471172
0.7744 Intermediate Similarity NPC174367
0.7744 Intermediate Similarity NPC47113
0.773 Intermediate Similarity NPC48414
0.773 Intermediate Similarity NPC5153
0.7727 Intermediate Similarity NPC27363
0.7727 Intermediate Similarity NPC41129
0.7721 Intermediate Similarity NPC471855
0.7717 Intermediate Similarity NPC264153
0.771 Intermediate Similarity NPC173555
0.771 Intermediate Similarity NPC120390
0.771 Intermediate Similarity NPC475419
0.771 Intermediate Similarity NPC314535
0.771 Intermediate Similarity NPC67569
0.771 Intermediate Similarity NPC476204
0.771 Intermediate Similarity NPC46570
0.771 Intermediate Similarity NPC170084
0.771 Intermediate Similarity NPC475590
0.771 Intermediate Similarity NPC474908
0.771 Intermediate Similarity NPC312481
0.771 Intermediate Similarity NPC40749
0.7705 Intermediate Similarity NPC85742
0.7704 Intermediate Similarity NPC471358
0.7704 Intermediate Similarity NPC469754
0.7704 Intermediate Similarity NPC469755
0.7704 Intermediate Similarity NPC471361
0.7704 Intermediate Similarity NPC219085
0.7704 Intermediate Similarity NPC17896
0.7704 Intermediate Similarity NPC89514
0.7704 Intermediate Similarity NPC180079
0.7704 Intermediate Similarity NPC10823
0.7704 Intermediate Similarity NPC197707
0.7704 Intermediate Similarity NPC251866
0.7704 Intermediate Similarity NPC471360
0.7704 Intermediate Similarity NPC86159
0.7704 Intermediate Similarity NPC70542
0.7704 Intermediate Similarity NPC471359
0.7704 Intermediate Similarity NPC469753
0.7704 Intermediate Similarity NPC9499
0.7704 Intermediate Similarity NPC6108
0.7704 Intermediate Similarity NPC469751
0.7704 Intermediate Similarity NPC469752
0.7704 Intermediate Similarity NPC284406
0.7704 Intermediate Similarity NPC471352
0.7698 Intermediate Similarity NPC470076
0.7692 Intermediate Similarity NPC329905
0.7692 Intermediate Similarity NPC312536
0.7692 Intermediate Similarity NPC477071
0.7687 Intermediate Similarity NPC240070
0.7687 Intermediate Similarity NPC329784
0.7687 Intermediate Similarity NPC298841
0.768 Intermediate Similarity NPC257853
0.7674 Intermediate Similarity NPC473656
0.7674 Intermediate Similarity NPC475323
0.7669 Intermediate Similarity NPC3381
0.7664 Intermediate Similarity NPC32793
0.7664 Intermediate Similarity NPC116075
0.7664 Intermediate Similarity NPC247190
0.7664 Intermediate Similarity NPC469749
0.7664 Intermediate Similarity NPC146857
0.7652 Intermediate Similarity NPC107493
0.7652 Intermediate Similarity NPC264336
0.7652 Intermediate Similarity NPC474423
0.7652 Intermediate Similarity NPC269642
0.7652 Intermediate Similarity NPC88326
0.7652 Intermediate Similarity NPC74259
0.7652 Intermediate Similarity NPC153700
0.7642 Intermediate Similarity NPC161775
0.7642 Intermediate Similarity NPC474550
0.7642 Intermediate Similarity NPC473577
0.7642 Intermediate Similarity NPC475585
0.7638 Intermediate Similarity NPC317460
0.7638 Intermediate Similarity NPC321272
0.7638 Intermediate Similarity NPC470025
0.7638 Intermediate Similarity NPC328074
0.7638 Intermediate Similarity NPC470063
0.7634 Intermediate Similarity NPC475136
0.7634 Intermediate Similarity NPC474466
0.7634 Intermediate Similarity NPC474370
0.763 Intermediate Similarity NPC470850
0.763 Intermediate Similarity NPC473620
0.763 Intermediate Similarity NPC236999
0.7626 Intermediate Similarity NPC59288
0.7619 Intermediate Similarity NPC316708
0.7619 Intermediate Similarity NPC179642
0.7615 Intermediate Similarity NPC473617
0.7615 Intermediate Similarity NPC473828
0.7612 Intermediate Similarity NPC179261

  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 NPC24599 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
0.7846 Intermediate Similarity NPD8033 Approved
0.7769 Intermediate Similarity NPD8294 Approved
0.7769 Intermediate Similarity NPD8377 Approved
0.7752 Intermediate Similarity NPD7327 Approved
0.7752 Intermediate Similarity NPD7328 Approved
0.771 Intermediate Similarity NPD8296 Approved
0.771 Intermediate Similarity NPD8378 Approved
0.771 Intermediate Similarity NPD8380 Approved
0.771 Intermediate Similarity NPD8379 Approved
0.771 Intermediate Similarity NPD8335 Approved
0.771 Intermediate Similarity NPD7503 Approved
0.7704 Intermediate Similarity NPD7319 Approved
0.7692 Intermediate Similarity NPD7516 Approved
0.7612 Intermediate Similarity NPD7507 Approved
0.7426 Intermediate Similarity NPD7078 Approved
0.7405 Intermediate Similarity NPD7115 Discovery
0.7279 Intermediate Similarity NPD7492 Approved
0.7246 Intermediate Similarity NPD7736 Approved
0.7239 Intermediate Similarity NPD6054 Approved
0.7226 Intermediate Similarity NPD6616 Approved
0.7188 Intermediate Similarity NPD6686 Approved
0.7174 Intermediate Similarity NPD8293 Discontinued
0.7132 Intermediate Similarity NPD6370 Approved
0.7111 Intermediate Similarity NPD6319 Approved
0.7111 Intermediate Similarity NPD6059 Approved
0.7097 Intermediate Similarity NPD4225 Approved
0.7097 Intermediate Similarity NPD7638 Approved
0.7077 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6016 Approved
0.7059 Intermediate Similarity NPD6015 Approved
0.704 Intermediate Similarity NPD7640 Approved
0.704 Intermediate Similarity NPD7639 Approved
0.7007 Intermediate Similarity NPD5988 Approved
0.7 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.697 Remote Similarity NPD6882 Approved
0.697 Remote Similarity NPD8297 Approved
0.696 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6947 Remote Similarity NPD6371 Approved
0.6934 Remote Similarity NPD8517 Approved
0.6934 Remote Similarity NPD8513 Phase 3
0.6934 Remote Similarity NPD8516 Approved
0.6934 Remote Similarity NPD8515 Approved
0.6894 Remote Similarity NPD6649 Approved
0.6894 Remote Similarity NPD6650 Approved
0.6889 Remote Similarity NPD6009 Approved
0.687 Remote Similarity NPD6372 Approved
0.687 Remote Similarity NPD6373 Approved
0.6846 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6846 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6846 Remote Similarity NPD6412 Phase 2
0.6842 Remote Similarity NPD6053 Discontinued
0.6794 Remote Similarity NPD7320 Approved
0.6791 Remote Similarity NPD8133 Approved
0.6791 Remote Similarity NPD4632 Approved
0.6769 Remote Similarity NPD6008 Approved
0.6742 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6719 Remote Similarity NPD5344 Discontinued
0.6714 Remote Similarity NPD7604 Phase 2
0.6714 Remote Similarity NPD8328 Phase 3
0.669 Remote Similarity NPD8074 Phase 3
0.6667 Remote Similarity NPD6899 Approved
0.6667 Remote Similarity NPD6881 Approved
0.6667 Remote Similarity NPD7838 Discovery
0.6643 Remote Similarity NPD6033 Approved
0.6642 Remote Similarity NPD8130 Phase 1
0.6641 Remote Similarity NPD6402 Approved
0.6641 Remote Similarity NPD6648 Approved
0.6641 Remote Similarity NPD5739 Approved
0.6641 Remote Similarity NPD6675 Approved
0.6641 Remote Similarity NPD7128 Approved
0.6591 Remote Similarity NPD5697 Approved
0.6567 Remote Similarity NPD6883 Approved
0.6567 Remote Similarity NPD7290 Approved
0.6567 Remote Similarity NPD7102 Approved
0.6567 Remote Similarity NPD4634 Approved
0.6558 Remote Similarity NPD7625 Phase 1
0.6538 Remote Similarity NPD7632 Discontinued
0.6522 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6519 Remote Similarity NPD6617 Approved
0.6519 Remote Similarity NPD6869 Approved
0.6519 Remote Similarity NPD6847 Approved
0.6493 Remote Similarity NPD6013 Approved
0.6493 Remote Similarity NPD6014 Approved
0.6493 Remote Similarity NPD6012 Approved
0.648 Remote Similarity NPD7637 Suspended
0.6466 Remote Similarity NPD5701 Approved
0.6457 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6454 Remote Similarity NPD5983 Phase 2
0.6429 Remote Similarity NPD6399 Phase 3
0.6418 Remote Similarity NPD6011 Approved
0.6395 Remote Similarity NPD7260 Phase 2
0.6389 Remote Similarity NPD6336 Discontinued
0.6378 Remote Similarity NPD6001 Approved
0.6364 Remote Similarity NPD6067 Discontinued
0.6357 Remote Similarity NPD6084 Phase 2
0.6357 Remote Similarity NPD6083 Phase 2
0.6353 Remote Similarity NPD7799 Discontinued
0.6349 Remote Similarity NPD5281 Approved
0.6349 Remote Similarity NPD5284 Approved
0.6328 Remote Similarity NPD5695 Phase 3
0.6327 Remote Similarity NPD5956 Approved
0.6296 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6288 Remote Similarity NPD5211 Phase 2
0.6277 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6277 Remote Similarity NPD6401 Clinical (unspecified phase)
0.627 Remote Similarity NPD6698 Approved
0.627 Remote Similarity NPD46 Approved
0.626 Remote Similarity NPD4696 Approved
0.626 Remote Similarity NPD5285 Approved
0.626 Remote Similarity NPD5286 Approved
0.6242 Remote Similarity NPD6845 Suspended
0.6231 Remote Similarity NPD4755 Approved
0.6231 Remote Similarity NPD7902 Approved
0.6214 Remote Similarity NPD6274 Approved
0.6197 Remote Similarity NPD7101 Approved
0.6197 Remote Similarity NPD7100 Approved
0.6194 Remote Similarity NPD5141 Approved
0.619 Remote Similarity NPD6051 Approved
0.6184 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6183 Remote Similarity NPD5696 Approved
0.6172 Remote Similarity NPD5778 Approved
0.6172 Remote Similarity NPD5779 Approved
0.6172 Remote Similarity NPD4202 Approved
0.6165 Remote Similarity NPD5226 Approved
0.6165 Remote Similarity NPD4633 Approved
0.6165 Remote Similarity NPD5225 Approved
0.6165 Remote Similarity NPD5224 Approved
0.616 Remote Similarity NPD7524 Approved
0.6142 Remote Similarity NPD5785 Approved
0.6142 Remote Similarity NPD5207 Approved
0.6136 Remote Similarity NPD4700 Approved
0.6129 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6127 Remote Similarity NPD6335 Approved
0.6119 Remote Similarity NPD5174 Approved
0.6119 Remote Similarity NPD5175 Approved
0.6111 Remote Similarity NPD6903 Approved
0.6111 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6094 Remote Similarity NPD6050 Approved
0.6094 Remote Similarity NPD7983 Approved
0.6094 Remote Similarity NPD8034 Phase 2
0.6094 Remote Similarity NPD8035 Phase 2
0.6094 Remote Similarity NPD6411 Approved
0.609 Remote Similarity NPD5223 Approved
0.6058 Remote Similarity NPD4730 Approved
0.6058 Remote Similarity NPD4729 Approved
0.6056 Remote Similarity NPD6317 Approved
0.6048 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6029 Remote Similarity NPD4768 Approved
0.6029 Remote Similarity NPD4767 Approved
0.6027 Remote Similarity NPD7830 Approved
0.6027 Remote Similarity NPD7829 Approved
0.6016 Remote Similarity NPD5692 Phase 3
0.6014 Remote Similarity NPD6313 Approved
0.6014 Remote Similarity NPD6314 Approved
0.6 Remote Similarity NPD6908 Approved
0.6 Remote Similarity NPD7900 Approved
0.6 Remote Similarity NPD6909 Approved
0.6 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6 Remote Similarity NPD7748 Approved
0.5973 Remote Similarity NPD8336 Approved
0.5973 Remote Similarity NPD8337 Approved
0.5971 Remote Similarity NPD5250 Approved
0.5971 Remote Similarity NPD5249 Phase 3
0.5971 Remote Similarity NPD5251 Approved
0.5971 Remote Similarity NPD5248 Approved
0.5971 Remote Similarity NPD5247 Approved
0.597 Remote Similarity NPD4159 Approved
0.5969 Remote Similarity NPD5693 Phase 1
0.5969 Remote Similarity NPD6079 Approved
0.5969 Remote Similarity NPD5694 Approved
0.5968 Remote Similarity NPD6695 Phase 3
0.5954 Remote Similarity NPD5210 Approved
0.5954 Remote Similarity NPD4629 Approved
0.5952 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5952 Remote Similarity NPD6409 Approved
0.5952 Remote Similarity NPD6684 Approved
0.5952 Remote Similarity NPD7334 Approved
0.5952 Remote Similarity NPD5330 Approved
0.5952 Remote Similarity NPD7146 Approved
0.5952 Remote Similarity NPD3618 Phase 1
0.5952 Remote Similarity NPD7521 Approved
0.5942 Remote Similarity NPD5128 Approved
0.5938 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5938 Remote Similarity NPD4753 Phase 2
0.5938 Remote Similarity NPD6101 Approved
0.5938 Remote Similarity NPD5328 Approved
0.5935 Remote Similarity NPD6333 Approved
0.5935 Remote Similarity NPD6334 Approved
0.5921 Remote Similarity NPD8338 Approved
0.592 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5909 Remote Similarity NPD4697 Phase 3
0.5906 Remote Similarity NPD4751 Clinical (unspecified phase)
0.5906 Remote Similarity NPD7750 Discontinued
0.589 Remote Similarity NPD6921 Approved
0.5882 Remote Similarity NPD4754 Approved
0.5865 Remote Similarity NPD5959 Approved
0.5864 Remote Similarity NPD7236 Approved
0.5862 Remote Similarity NPD4522 Approved
0.5859 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5854 Remote Similarity NPD7525 Registered

  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