Structure

Physi-Chem Properties

Molecular Weight:  548.37
Volume:  575.504
LogP:  3.665
LogD:  3.08
LogS:  -4.15
# Rotatable Bonds:  4
TPSA:  116.45
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.306
Synthetic Accessibility Score:  5.458
Fsp3:  0.906
Lipinski Rule-of-5:  Accepted
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:  -5.103
MDCK Permeability:  1.1976056157436687e-05
Pgp-inhibitor:  0.986
Pgp-substrate:  0.035
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.018
30% Bioavailability (F30%):  0.708

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.117
Plasma Protein Binding (PPB):  87.21526336669922%
Volume Distribution (VD):  0.853
Pgp-substrate:  8.290641784667969%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.104
CYP2C19-inhibitor:  0.008
CYP2C19-substrate:  0.771
CYP2C9-inhibitor:  0.045
CYP2C9-substrate:  0.057
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.077
CYP3A4-inhibitor:  0.333
CYP3A4-substrate:  0.283

ADMET: Excretion

Clearance (CL):  2.346
Half-life (T1/2):  0.349

ADMET: Toxicity

hERG Blockers:  0.042
Human Hepatotoxicity (H-HT):  0.403
Drug-inuced Liver Injury (DILI):  0.102
AMES Toxicity:  0.022
Rat Oral Acute Toxicity:  0.055
Maximum Recommended Daily Dose:  0.868
Skin Sensitization:  0.264
Carcinogencity:  0.012
Eye Corrosion:  0.003
Eye Irritation:  0.015
Respiratory Toxicity:  0.95

Download Data

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

  Natural Product: NPC470054

Natural Product ID:  NPC470054
Common Name*:   Chisopanin B
IUPAC Name:   [(3R,5R,7R,8R,9R,10S,13S,17R)-17-[(3S,5R,6S)-5,6-dihydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-7-hydroxy-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
Synonyms:   Chisopanin B
Standard InCHIKey:  JDKVVJZONYEUFM-MORBJWPESA-N
Standard InCHI:  InChI=1S/C32H52O7/c1-18(33)39-26-12-14-30(7)22-11-13-29(6)20(19-15-25(35)32(37,38-17-19)28(4,5)36)9-10-21(29)31(22,8)24(34)16-23(30)27(26,2)3/h10,19-20,22-26,34-37H,9,11-17H2,1-8H3/t19-,20-,22-,23+,24-,25-,26-,29+,30-,31+,32+/m1/s1
SMILES:  CC(=O)O[C@@H]1CC[C@]2([C@H](C1(C)C)C[C@H]([C@@]1([C@@H]2CC[C@@]2(C1=CC[C@@H]2[C@H]1CO[C@]([C@@H](C1)O)(O)C(O)(C)C)C)C)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1668607
PubChem CID:   53323602
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
NPO19151 Chisocheton paniculatus Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[19943621]
NPO19151 Chisocheton paniculatus Species Meliaceae Eukaryota twigs Xishuangbanna, Yunnan, China 2007-May PMID[21288727]
NPO19151 Chisocheton paniculatus Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[32208696]
NPO19151 Chisocheton paniculatus Species Meliaceae 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 7900.0 nM PMID[516080]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 30700.0 nM PMID[516080]

☑ 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 NPC470054 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
0.9894 High Similarity NPC470053
0.9785 High Similarity NPC470068
0.9368 High Similarity NPC470067
0.9368 High Similarity NPC470066
0.9286 High Similarity NPC470043
0.9286 High Similarity NPC470064
0.9286 High Similarity NPC470058
0.9286 High Similarity NPC470057
0.9286 High Similarity NPC470059
0.9286 High Similarity NPC470060
0.9286 High Similarity NPC470062
0.9286 High Similarity NPC470061
0.9192 High Similarity NPC473199
0.901 High Similarity NPC38217
0.901 High Similarity NPC472988
0.8922 High Similarity NPC296761
0.8922 High Similarity NPC218853
0.8922 High Similarity NPC154085
0.8922 High Similarity NPC125361
0.8922 High Similarity NPC43976
0.8922 High Similarity NPC51925
0.8911 High Similarity NPC234160
0.8889 High Similarity NPC136816
0.8835 High Similarity NPC250956
0.8812 High Similarity NPC470055
0.8812 High Similarity NPC470056
0.8788 High Similarity NPC472023
0.8788 High Similarity NPC160734
0.8788 High Similarity NPC47566
0.8788 High Similarity NPC88000
0.8788 High Similarity NPC129372
0.8788 High Similarity NPC155974
0.8788 High Similarity NPC309425
0.8788 High Similarity NPC4831
0.8776 High Similarity NPC476895
0.8776 High Similarity NPC234287
0.8776 High Similarity NPC280825
0.875 High Similarity NPC114188
0.875 High Similarity NPC65167
0.8713 High Similarity NPC31430
0.8713 High Similarity NPC85593
0.87 High Similarity NPC154452
0.8687 High Similarity NPC7341
0.8687 High Similarity NPC473200
0.8687 High Similarity NPC208358
0.8673 High Similarity NPC476893
0.8627 High Similarity NPC472898
0.8627 High Similarity NPC472899
0.8627 High Similarity NPC472900
0.8614 High Similarity NPC286969
0.8614 High Similarity NPC120123
0.8614 High Similarity NPC131479
0.8614 High Similarity NPC473198
0.8614 High Similarity NPC155010
0.8614 High Similarity NPC31907
0.8614 High Similarity NPC8039
0.8614 High Similarity NPC211879
0.8614 High Similarity NPC472252
0.8614 High Similarity NPC157659
0.8614 High Similarity NPC245280
0.8614 High Similarity NPC16520
0.8614 High Similarity NPC189852
0.8614 High Similarity NPC473020
0.8614 High Similarity NPC213190
0.8614 High Similarity NPC114874
0.86 High Similarity NPC21064
0.86 High Similarity NPC476896
0.86 High Similarity NPC121072
0.8586 High Similarity NPC477876
0.8586 High Similarity NPC477928
0.8586 High Similarity NPC102426
0.8586 High Similarity NPC477875
0.8586 High Similarity NPC300179
0.8585 High Similarity NPC144068
0.8585 High Similarity NPC255017
0.8571 High Similarity NPC471903
0.8571 High Similarity NPC304899
0.8571 High Similarity NPC253115
0.8557 High Similarity NPC211238
0.8529 High Similarity NPC221562
0.8529 High Similarity NPC173583
0.8529 High Similarity NPC165033
0.8529 High Similarity NPC273879
0.8529 High Similarity NPC470885
0.8529 High Similarity NPC187400
0.8515 High Similarity NPC159036
0.8515 High Similarity NPC312553
0.8515 High Similarity NPC288694
0.85 High Similarity NPC473790
0.85 High Similarity NPC317019
0.85 High Similarity NPC282669
0.8485 Intermediate Similarity NPC475032
0.8485 Intermediate Similarity NPC473555
0.8485 Intermediate Similarity NPC278939
0.8485 Intermediate Similarity NPC475033
0.8485 Intermediate Similarity NPC473890
0.8485 Intermediate Similarity NPC243728
0.8485 Intermediate Similarity NPC471770
0.8462 Intermediate Similarity NPC295389
0.8462 Intermediate Similarity NPC295980
0.8447 Intermediate Similarity NPC160816
0.8447 Intermediate Similarity NPC152584
0.8447 Intermediate Similarity NPC208477
0.8447 Intermediate Similarity NPC165405
0.8447 Intermediate Similarity NPC470763
0.8447 Intermediate Similarity NPC69737
0.8447 Intermediate Similarity NPC472655
0.8447 Intermediate Similarity NPC208594
0.8447 Intermediate Similarity NPC127801
0.8447 Intermediate Similarity NPC470767
0.8447 Intermediate Similarity NPC269627
0.8447 Intermediate Similarity NPC194842
0.8431 Intermediate Similarity NPC16573
0.8431 Intermediate Similarity NPC475701
0.8431 Intermediate Similarity NPC474124
0.8426 Intermediate Similarity NPC146652
0.8416 Intermediate Similarity NPC476132
0.8416 Intermediate Similarity NPC475617
0.8416 Intermediate Similarity NPC289670
0.84 Intermediate Similarity NPC157739
0.84 Intermediate Similarity NPC158088
0.8396 Intermediate Similarity NPC263827
0.8396 Intermediate Similarity NPC250481
0.8396 Intermediate Similarity NPC285410
0.8384 Intermediate Similarity NPC472989
0.8381 Intermediate Similarity NPC477070
0.8381 Intermediate Similarity NPC472901
0.8381 Intermediate Similarity NPC477069
0.8367 Intermediate Similarity NPC178949
0.8367 Intermediate Similarity NPC96736
0.8365 Intermediate Similarity NPC473469
0.8365 Intermediate Similarity NPC14946
0.8365 Intermediate Similarity NPC208650
0.8365 Intermediate Similarity NPC190395
0.8365 Intermediate Similarity NPC231340
0.8365 Intermediate Similarity NPC181467
0.8365 Intermediate Similarity NPC63368
0.8364 Intermediate Similarity NPC5883
0.8364 Intermediate Similarity NPC268326
0.8364 Intermediate Similarity NPC29639
0.8364 Intermediate Similarity NPC304260
0.8364 Intermediate Similarity NPC44899
0.8364 Intermediate Similarity NPC153085
0.8351 Intermediate Similarity NPC219516
0.835 Intermediate Similarity NPC470768
0.835 Intermediate Similarity NPC474464
0.835 Intermediate Similarity NPC473543
0.835 Intermediate Similarity NPC75608
0.835 Intermediate Similarity NPC152966
0.835 Intermediate Similarity NPC471111
0.8349 Intermediate Similarity NPC93883
0.8333 Intermediate Similarity NPC472274
0.8333 Intermediate Similarity NPC69576
0.8333 Intermediate Similarity NPC177701
0.8333 Intermediate Similarity NPC475344
0.8333 Intermediate Similarity NPC84949
0.8333 Intermediate Similarity NPC31085
0.8333 Intermediate Similarity NPC476471
0.8333 Intermediate Similarity NPC471633
0.8333 Intermediate Similarity NPC473882
0.8333 Intermediate Similarity NPC31354
0.8318 Intermediate Similarity NPC46388
0.8318 Intermediate Similarity NPC37739
0.8317 Intermediate Similarity NPC474571
0.8317 Intermediate Similarity NPC476195
0.8317 Intermediate Similarity NPC254567
0.8317 Intermediate Similarity NPC473510
0.8302 Intermediate Similarity NPC475317
0.8302 Intermediate Similarity NPC470065
0.8302 Intermediate Similarity NPC154856
0.8302 Intermediate Similarity NPC129340
0.8302 Intermediate Similarity NPC101450
0.8302 Intermediate Similarity NPC52241
0.8302 Intermediate Similarity NPC274507
0.8286 Intermediate Similarity NPC472896
0.8286 Intermediate Similarity NPC180183
0.8286 Intermediate Similarity NPC472897
0.8286 Intermediate Similarity NPC258323
0.8286 Intermediate Similarity NPC6931
0.8286 Intermediate Similarity NPC7213
0.8286 Intermediate Similarity NPC220427
0.8286 Intermediate Similarity NPC246124
0.8286 Intermediate Similarity NPC159005
0.8283 Intermediate Similarity NPC473415
0.8283 Intermediate Similarity NPC37787
0.8283 Intermediate Similarity NPC469329
0.8283 Intermediate Similarity NPC30677
0.8283 Intermediate Similarity NPC180557
0.8283 Intermediate Similarity NPC476894
0.8273 Intermediate Similarity NPC472080
0.8269 Intermediate Similarity NPC474015
0.8269 Intermediate Similarity NPC242748
0.8269 Intermediate Similarity NPC309448
0.8257 Intermediate Similarity NPC199428
0.8257 Intermediate Similarity NPC212660
0.8257 Intermediate Similarity NPC99620
0.8257 Intermediate Similarity NPC5311
0.8257 Intermediate Similarity NPC310341
0.8257 Intermediate Similarity NPC193382
0.8252 Intermediate Similarity NPC471467

  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 NPC470054 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
0.8214 Intermediate Similarity NPD8033 Approved
0.8125 Intermediate Similarity NPD8377 Approved
0.8125 Intermediate Similarity NPD8294 Approved
0.8108 Intermediate Similarity NPD7328 Approved
0.8108 Intermediate Similarity NPD7327 Approved
0.8053 Intermediate Similarity NPD8379 Approved
0.8053 Intermediate Similarity NPD8378 Approved
0.8053 Intermediate Similarity NPD8335 Approved
0.8053 Intermediate Similarity NPD8380 Approved
0.8053 Intermediate Similarity NPD8296 Approved
0.8036 Intermediate Similarity NPD7516 Approved
0.7706 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7627 Intermediate Similarity NPD7507 Approved
0.7589 Intermediate Similarity NPD8133 Approved
0.7586 Intermediate Similarity NPD7503 Approved
0.7579 Intermediate Similarity NPD7525 Registered
0.7544 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7524 Intermediate Similarity NPD7638 Approved
0.7523 Intermediate Similarity NPD6412 Phase 2
0.7453 Intermediate Similarity NPD7639 Approved
0.7453 Intermediate Similarity NPD7640 Approved
0.7438 Intermediate Similarity NPD7319 Approved
0.7355 Intermediate Similarity NPD7736 Approved
0.7311 Intermediate Similarity NPD8328 Phase 3
0.7297 Intermediate Similarity NPD6686 Approved
0.7282 Intermediate Similarity NPD8035 Phase 2
0.7282 Intermediate Similarity NPD8034 Phase 2
0.7228 Intermediate Similarity NPD7524 Approved
0.7212 Intermediate Similarity NPD6399 Phase 3
0.7193 Intermediate Similarity NPD8297 Approved
0.7143 Intermediate Similarity NPD7748 Approved
0.7131 Intermediate Similarity NPD8293 Discontinued
0.713 Intermediate Similarity NPD4632 Approved
0.7117 Intermediate Similarity NPD7128 Approved
0.7117 Intermediate Similarity NPD5739 Approved
0.7117 Intermediate Similarity NPD6675 Approved
0.7117 Intermediate Similarity NPD6402 Approved
0.7113 Intermediate Similarity NPD7645 Phase 2
0.7107 Intermediate Similarity NPD7492 Approved
0.7103 Intermediate Similarity NPD7902 Approved
0.71 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD7115 Discovery
0.7094 Intermediate Similarity NPD6009 Approved
0.708 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6319 Approved
0.7059 Intermediate Similarity NPD6054 Approved
0.7059 Intermediate Similarity NPD6059 Approved
0.7049 Intermediate Similarity NPD6616 Approved
0.7048 Intermediate Similarity NPD8171 Discontinued
0.7043 Intermediate Similarity NPD6882 Approved
0.7037 Intermediate Similarity NPD4225 Approved
0.703 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6695 Phase 3
0.7 Intermediate Similarity NPD7632 Discontinued
0.6992 Remote Similarity NPD7078 Approved
0.6991 Remote Similarity NPD6899 Approved
0.6991 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6991 Remote Similarity NPD6881 Approved
0.6991 Remote Similarity NPD7320 Approved
0.6957 Remote Similarity NPD8130 Phase 1
0.6952 Remote Similarity NPD7515 Phase 2
0.6942 Remote Similarity NPD6370 Approved
0.693 Remote Similarity NPD6372 Approved
0.693 Remote Similarity NPD6373 Approved
0.6909 Remote Similarity NPD5344 Discontinued
0.6903 Remote Similarity NPD5701 Approved
0.6903 Remote Similarity NPD5697 Approved
0.6893 Remote Similarity NPD7750 Discontinued
0.6875 Remote Similarity NPD7339 Approved
0.6875 Remote Similarity NPD6942 Approved
0.687 Remote Similarity NPD6883 Approved
0.687 Remote Similarity NPD7290 Approved
0.687 Remote Similarity NPD7102 Approved
0.6869 Remote Similarity NPD6928 Phase 2
0.686 Remote Similarity NPD6015 Approved
0.686 Remote Similarity NPD6016 Approved
0.6822 Remote Similarity NPD7900 Approved
0.6822 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6814 Remote Similarity NPD6008 Approved
0.681 Remote Similarity NPD6869 Approved
0.681 Remote Similarity NPD6847 Approved
0.681 Remote Similarity NPD6650 Approved
0.681 Remote Similarity NPD6649 Approved
0.681 Remote Similarity NPD6617 Approved
0.6804 Remote Similarity NPD6933 Approved
0.6803 Remote Similarity NPD5988 Approved
0.6792 Remote Similarity NPD7637 Suspended
0.6789 Remote Similarity NPD6084 Phase 2
0.6789 Remote Similarity NPD6083 Phase 2
0.6783 Remote Similarity NPD6012 Approved
0.6783 Remote Similarity NPD6013 Approved
0.6783 Remote Similarity NPD6014 Approved
0.6765 Remote Similarity NPD4786 Approved
0.6748 Remote Similarity NPD7604 Phase 2
0.6726 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6724 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6721 Remote Similarity NPD8517 Approved
0.6721 Remote Similarity NPD8515 Approved
0.6721 Remote Similarity NPD8516 Approved
0.6721 Remote Similarity NPD5983 Phase 2
0.6721 Remote Similarity NPD8513 Phase 3
0.6702 Remote Similarity NPD4267 Clinical (unspecified phase)
0.67 Remote Similarity NPD7509 Discontinued
0.67 Remote Similarity NPD6931 Approved
0.67 Remote Similarity NPD6930 Phase 2
0.6696 Remote Similarity NPD6011 Approved
0.6667 Remote Similarity NPD6115 Approved
0.6667 Remote Similarity NPD6697 Approved
0.6667 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6114 Approved
0.6667 Remote Similarity NPD6118 Approved
0.664 Remote Similarity NPD6336 Discontinued
0.6636 Remote Similarity NPD4755 Approved
0.6633 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6604 Remote Similarity NPD5328 Approved
0.6604 Remote Similarity NPD6051 Approved
0.66 Remote Similarity NPD6929 Approved
0.6598 Remote Similarity NPD6926 Approved
0.6598 Remote Similarity NPD6924 Approved
0.6581 Remote Similarity NPD4634 Approved
0.6574 Remote Similarity NPD4202 Approved
0.6571 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6569 Remote Similarity NPD3667 Approved
0.6566 Remote Similarity NPD6116 Phase 1
0.6566 Remote Similarity NPD6932 Approved
0.6542 Remote Similarity NPD3168 Discontinued
0.6535 Remote Similarity NPD6033 Approved
0.6535 Remote Similarity NPD7332 Phase 2
0.6518 Remote Similarity NPD5285 Approved
0.6518 Remote Similarity NPD6648 Approved
0.6518 Remote Similarity NPD5286 Approved
0.6518 Remote Similarity NPD4700 Approved
0.6518 Remote Similarity NPD4696 Approved
0.6509 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6481 Remote Similarity NPD6079 Approved
0.6481 Remote Similarity NPD7087 Discontinued
0.6481 Remote Similarity NPD6411 Approved
0.648 Remote Similarity NPD6067 Discontinued
0.6476 Remote Similarity NPD3618 Phase 1
0.6471 Remote Similarity NPD6898 Phase 1
0.6466 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6465 Remote Similarity NPD6117 Approved
0.6462 Remote Similarity NPD8449 Approved
0.6455 Remote Similarity NPD5695 Phase 3
0.6449 Remote Similarity NPD7625 Phase 1
0.6446 Remote Similarity NPD6274 Approved
0.6436 Remote Similarity NPD6683 Phase 2
0.6429 Remote Similarity NPD5696 Approved
0.6429 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6423 Remote Similarity NPD7101 Approved
0.6423 Remote Similarity NPD7100 Approved
0.6412 Remote Similarity NPD8450 Suspended
0.6404 Remote Similarity NPD5224 Approved
0.6404 Remote Similarity NPD5211 Phase 2
0.6404 Remote Similarity NPD5225 Approved
0.6404 Remote Similarity NPD4633 Approved
0.6404 Remote Similarity NPD5226 Approved
0.64 Remote Similarity NPD5776 Phase 2
0.64 Remote Similarity NPD6925 Approved
0.6389 Remote Similarity NPD6698 Approved
0.6389 Remote Similarity NPD7838 Discovery
0.6389 Remote Similarity NPD46 Approved
0.6381 Remote Similarity NPD6893 Approved
0.6373 Remote Similarity NPD7514 Phase 3
0.6373 Remote Similarity NPD4748 Discontinued
0.6355 Remote Similarity NPD5737 Approved
0.6355 Remote Similarity NPD6672 Approved
0.6348 Remote Similarity NPD5174 Approved
0.6348 Remote Similarity NPD5175 Approved
0.6341 Remote Similarity NPD6335 Approved
0.6337 Remote Similarity NPD7145 Approved
0.6333 Remote Similarity NPD6053 Discontinued
0.6328 Remote Similarity NPD8074 Phase 3
0.6321 Remote Similarity NPD6409 Approved
0.6321 Remote Similarity NPD7521 Approved
0.6321 Remote Similarity NPD5330 Approved
0.6321 Remote Similarity NPD7146 Approved
0.6321 Remote Similarity NPD6684 Approved
0.6321 Remote Similarity NPD7334 Approved
0.632 Remote Similarity NPD6921 Approved
0.632 Remote Similarity NPD6909 Approved
0.632 Remote Similarity NPD6908 Approved
0.6316 Remote Similarity NPD5223 Approved
0.6316 Remote Similarity NPD4159 Approved
0.6311 Remote Similarity NPD6940 Discontinued
0.6306 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6303 Remote Similarity NPD6371 Approved
0.6296 Remote Similarity NPD4753 Phase 2
0.6296 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6296 Remote Similarity NPD6101 Approved
0.6293 Remote Similarity NPD5141 Approved
0.6263 Remote Similarity NPD4785 Approved
0.6263 Remote Similarity NPD4784 Approved
0.6263 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6262 Remote Similarity NPD3573 Approved
0.626 Remote Similarity NPD6317 Approved
0.625 Remote Similarity NPD4697 Phase 3
0.625 Remote Similarity NPD5220 Clinical (unspecified phase)
0.625 Remote Similarity NPD5222 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