Structure

Physi-Chem Properties

Molecular Weight:  722.26
Volume:  711.811
LogP:  3.51
LogD:  1.661
LogS:  -4.117
# Rotatable Bonds:  10
TPSA:  209.4
# H-Bond Aceptor:  14
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.19
Synthetic Accessibility Score:  5.817
Fsp3:  0.5
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.285
MDCK Permeability:  7.076720794430003e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.145
20% Bioavailability (F20%):  0.173
30% Bioavailability (F30%):  0.976

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.072
Plasma Protein Binding (PPB):  82.2993392944336%
Volume Distribution (VD):  1.783
Pgp-substrate:  6.673035144805908%

ADMET: Metabolism

CYP1A2-inhibitor:  0.024
CYP1A2-substrate:  0.03
CYP2C19-inhibitor:  0.027
CYP2C19-substrate:  0.059
CYP2C9-inhibitor:  0.35
CYP2C9-substrate:  0.028
CYP2D6-inhibitor:  0.017
CYP2D6-substrate:  0.04
CYP3A4-inhibitor:  0.277
CYP3A4-substrate:  0.342

ADMET: Excretion

Clearance (CL):  3.592
Half-life (T1/2):  0.277

ADMET: Toxicity

hERG Blockers:  0.21
Human Hepatotoxicity (H-HT):  0.937
Drug-inuced Liver Injury (DILI):  0.982
AMES Toxicity:  0.009
Rat Oral Acute Toxicity:  0.601
Maximum Recommended Daily Dose:  0.01
Skin Sensitization:  0.09
Carcinogencity:  0.023
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.664

Download Data

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

  Natural Product: NPC25484

Natural Product ID:  NPC25484
Common Name*:   Kansuinin B
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  JFOILMZFESGPDU-AOFCAHJOSA-N
Standard InCHI:  InChI=1S/C38H42O14/c1-18-26(50-33(44)22-14-10-8-11-15-22)24-31(48-20(3)39)37(7,47)35(46)38(24,52-21(4)40)29(42)19(2)28-32(49-28)36(5,6)30(43)25(41)27(18)51-34(45)23-16-12-9-13-17-23/h8-17,19,24-28,31-32,35,41,46-47H,1H2,2-7H3/t19-,24-,25+,26-,27-,28+,31+,32-,35-,37-,38+/m0/s1
SMILES:  C=C1[C@@H]([C@H]2[C@H]([C@@](C)([C@@H]([C@@]2(C(=O)[C@@H](C)[C@@H]2[C@@H](C(C)(C)C(=O)[C@@H]([C@H]1OC(=O)c1ccccc1)O)O2)OC(=O)C)O)O)OC(=O)C)OC(=O)c1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL448506
PubChem CID:   44575957
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0002966] Tetracarboxylic acids and derivatives

*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
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota roots n.a. n.a. PMID[12350140]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota Roots n.a. n.a. PMID[12762796]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[15387657]
NPO14254 Kandelia candel Species Rhizophoraceae Eukaryota n.a. n.a. n.a. PMID[17944538]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. root n.a. PMID[1955882]
NPO14254 Kandelia candel Species Rhizophoraceae Eukaryota n.a. n.a. n.a. PMID[22823026]
NPO14254 Kandelia candel Species Rhizophoraceae Eukaryota leaves and stems Ha Long, Quang Ninh province, Vietnam 2014-Jul PMID[25769817]
NPO14254 Kandelia candel Species Rhizophoraceae Eukaryota n.a. n.a. n.a. PMID[29792702]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14254 Kandelia candel Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14254 Kandelia candel Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14260 Euphorbia kansui Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14254 Kandelia candel Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14260 Euphorbia kansui Species Euphorbiaceae 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
NPT2 Others Unspecified Activity = 57.0 % PMID[493764]
NPT2 Others Unspecified Activity = 87.0 % PMID[493764]
NPT2 Others Unspecified Activity = 98.0 % PMID[493764]

☑ 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 NPC25484 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 NPC232583
0.9857 High Similarity NPC205389
0.979 High Similarity NPC477098
0.979 High Similarity NPC477100
0.958 High Similarity NPC477101
0.958 High Similarity NPC477097
0.958 High Similarity NPC477099
0.9571 High Similarity NPC45307
0.9571 High Similarity NPC82467
0.9507 High Similarity NPC477095
0.9429 High Similarity NPC474303
0.9429 High Similarity NPC475413
0.9429 High Similarity NPC473497
0.9357 High Similarity NPC475660
0.9296 High Similarity NPC477096
0.9296 High Similarity NPC477094
0.9291 High Similarity NPC242355
0.9286 High Similarity NPC325805
0.9286 High Similarity NPC272523
0.9236 High Similarity NPC170668
0.9214 High Similarity NPC86772
0.9155 High Similarity NPC473654
0.9149 High Similarity NPC473301
0.9149 High Similarity NPC276652
0.9143 High Similarity NPC285221
0.9143 High Similarity NPC194769
0.9071 High Similarity NPC79699
0.9071 High Similarity NPC475262
0.9071 High Similarity NPC265459
0.9071 High Similarity NPC290833
0.9 High Similarity NPC472250
0.9 High Similarity NPC153617
0.8936 High Similarity NPC472247
0.8936 High Similarity NPC270364
0.8929 High Similarity NPC472248
0.8897 High Similarity NPC153214
0.8873 High Similarity NPC477358
0.8865 High Similarity NPC477368
0.8865 High Similarity NPC311492
0.8865 High Similarity NPC28836
0.8857 High Similarity NPC233860
0.8857 High Similarity NPC239358
0.8831 High Similarity NPC55744
0.8811 High Similarity NPC27721
0.8803 High Similarity NPC200154
0.8803 High Similarity NPC477367
0.8803 High Similarity NPC232888
0.8794 High Similarity NPC477364
0.8792 High Similarity NPC125033
0.8776 High Similarity NPC25043
0.8776 High Similarity NPC134131
0.8759 High Similarity NPC187566
0.8741 High Similarity NPC202729
0.8732 High Similarity NPC477359
0.8723 High Similarity NPC233692
0.8714 High Similarity NPC272946
0.869 High Similarity NPC251294
0.8627 High Similarity NPC70344
0.8592 High Similarity NPC477360
0.8582 High Similarity NPC42234
0.8562 High Similarity NPC251139
0.8506 High Similarity NPC11410
0.8506 High Similarity NPC106895
0.8493 Intermediate Similarity NPC53361
0.8493 Intermediate Similarity NPC121268
0.8487 Intermediate Similarity NPC51602
0.8487 Intermediate Similarity NPC471103
0.8451 Intermediate Similarity NPC122504
0.8451 Intermediate Similarity NPC475452
0.8451 Intermediate Similarity NPC475671
0.8451 Intermediate Similarity NPC475508
0.8451 Intermediate Similarity NPC3450
0.8442 Intermediate Similarity NPC282239
0.8442 Intermediate Similarity NPC469456
0.8442 Intermediate Similarity NPC473670
0.8442 Intermediate Similarity NPC21410
0.8438 Intermediate Similarity NPC40138
0.8425 Intermediate Similarity NPC205305
0.8425 Intermediate Similarity NPC327511
0.8421 Intermediate Similarity NPC7095
0.8414 Intermediate Similarity NPC279637
0.8414 Intermediate Similarity NPC149401
0.84 Intermediate Similarity NPC127857
0.8389 Intermediate Similarity NPC95449
0.8387 Intermediate Similarity NPC217091
0.838 Intermediate Similarity NPC37968
0.8377 Intermediate Similarity NPC249471
0.8377 Intermediate Similarity NPC472030
0.8377 Intermediate Similarity NPC237549
0.8377 Intermediate Similarity NPC1173
0.8377 Intermediate Similarity NPC257213
0.8377 Intermediate Similarity NPC256142
0.8377 Intermediate Similarity NPC265395
0.8377 Intermediate Similarity NPC242262
0.8377 Intermediate Similarity NPC472005
0.8377 Intermediate Similarity NPC304876
0.8377 Intermediate Similarity NPC473414
0.8377 Intermediate Similarity NPC472022
0.8377 Intermediate Similarity NPC158333
0.8355 Intermediate Similarity NPC60509
0.8355 Intermediate Similarity NPC81698
0.8355 Intermediate Similarity NPC250046
0.8345 Intermediate Similarity NPC134937
0.8345 Intermediate Similarity NPC298547
0.8345 Intermediate Similarity NPC324898
0.8333 Intermediate Similarity NPC472393
0.8323 Intermediate Similarity NPC112523
0.8323 Intermediate Similarity NPC472549
0.8323 Intermediate Similarity NPC228204
0.8323 Intermediate Similarity NPC26033
0.8323 Intermediate Similarity NPC114410
0.8322 Intermediate Similarity NPC182869
0.8322 Intermediate Similarity NPC475135
0.8312 Intermediate Similarity NPC469648
0.8312 Intermediate Similarity NPC469647
0.8312 Intermediate Similarity NPC283875
0.8312 Intermediate Similarity NPC22571
0.8312 Intermediate Similarity NPC138641
0.831 Intermediate Similarity NPC472707
0.831 Intermediate Similarity NPC477370
0.8301 Intermediate Similarity NPC198455
0.8301 Intermediate Similarity NPC165260
0.8301 Intermediate Similarity NPC112216
0.8301 Intermediate Similarity NPC161239
0.8298 Intermediate Similarity NPC477366
0.8298 Intermediate Similarity NPC477363
0.828 Intermediate Similarity NPC471102
0.8278 Intermediate Similarity NPC471162
0.8258 Intermediate Similarity NPC77719
0.8258 Intermediate Similarity NPC219419
0.8247 Intermediate Similarity NPC101043
0.8247 Intermediate Similarity NPC306799
0.8239 Intermediate Similarity NPC472706
0.8239 Intermediate Similarity NPC477188
0.8239 Intermediate Similarity NPC43304
0.8239 Intermediate Similarity NPC477190
0.8239 Intermediate Similarity NPC477357
0.8239 Intermediate Similarity NPC477365
0.8231 Intermediate Similarity NPC52523
0.8231 Intermediate Similarity NPC217673
0.8224 Intermediate Similarity NPC477737
0.8224 Intermediate Similarity NPC312393
0.8217 Intermediate Similarity NPC469771
0.8205 Intermediate Similarity NPC155329
0.8205 Intermediate Similarity NPC114357
0.8205 Intermediate Similarity NPC259144
0.82 Intermediate Similarity NPC192658
0.82 Intermediate Similarity NPC63737
0.8199 Intermediate Similarity NPC61891
0.8199 Intermediate Similarity NPC324769
0.8199 Intermediate Similarity NPC477491
0.8199 Intermediate Similarity NPC325732
0.8194 Intermediate Similarity NPC472548
0.8194 Intermediate Similarity NPC233581
0.8194 Intermediate Similarity NPC477905
0.8194 Intermediate Similarity NPC145649
0.8188 Intermediate Similarity NPC162613
0.8188 Intermediate Similarity NPC473440
0.8188 Intermediate Similarity NPC87934
0.8182 Intermediate Similarity NPC470245
0.8182 Intermediate Similarity NPC473214
0.8182 Intermediate Similarity NPC254558
0.817 Intermediate Similarity NPC327031
0.8158 Intermediate Similarity NPC471100
0.8158 Intermediate Similarity NPC471107
0.8156 Intermediate Similarity NPC477362
0.8156 Intermediate Similarity NPC8990
0.8146 Intermediate Similarity NPC131966
0.8146 Intermediate Similarity NPC191387
0.8146 Intermediate Similarity NPC477894
0.8141 Intermediate Similarity NPC134685
0.8141 Intermediate Similarity NPC11588
0.8141 Intermediate Similarity NPC229545
0.8141 Intermediate Similarity NPC248265
0.8133 Intermediate Similarity NPC266374
0.8129 Intermediate Similarity NPC470153
0.8129 Intermediate Similarity NPC472398
0.8121 Intermediate Similarity NPC9905
0.8117 Intermediate Similarity NPC476975
0.8117 Intermediate Similarity NPC473215
0.8105 Intermediate Similarity NPC478263
0.8099 Intermediate Similarity NPC477369
0.8092 Intermediate Similarity NPC34943
0.8089 Intermediate Similarity NPC132599
0.8089 Intermediate Similarity NPC473611
0.8089 Intermediate Similarity NPC473632
0.8089 Intermediate Similarity NPC469730
0.8079 Intermediate Similarity NPC183540
0.8079 Intermediate Similarity NPC472546
0.8075 Intermediate Similarity NPC66193
0.8065 Intermediate Similarity NPC91730
0.8063 Intermediate Similarity NPC329997
0.8052 Intermediate Similarity NPC132652
0.805 Intermediate Similarity NPC49297
0.8049 Intermediate Similarity NPC477488
0.8042 Intermediate Similarity NPC476033
0.8039 Intermediate Similarity NPC301946
0.8039 Intermediate Similarity NPC478264
0.8039 Intermediate Similarity NPC122491
0.8039 Intermediate Similarity NPC32

  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 NPC25484 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
0.8221 Intermediate Similarity NPD7799 Discontinued
0.8158 Intermediate Similarity NPD7236 Approved
0.8027 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.8013 Intermediate Similarity NPD7239 Suspended
0.7619 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7602 Intermediate Similarity NPD7685 Pre-registration
0.7561 Intermediate Similarity NPD7057 Phase 3
0.7561 Intermediate Similarity NPD7058 Phase 2
0.75 Intermediate Similarity NPD8368 Discontinued
0.7471 Intermediate Similarity NPD8407 Phase 2
0.7386 Intermediate Similarity NPD8434 Phase 2
0.7342 Intermediate Similarity NPD4628 Phase 3
0.7303 Intermediate Similarity NPD8435 Approved
0.7288 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD6599 Discontinued
0.7229 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD8361 Approved
0.7207 Intermediate Similarity NPD8360 Approved
0.7203 Intermediate Similarity NPD2629 Approved
0.7202 Intermediate Similarity NPD7075 Discontinued
0.7143 Intermediate Similarity NPD7961 Discontinued
0.7124 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD6799 Approved
0.7095 Intermediate Similarity NPD8150 Discontinued
0.7083 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD6190 Approved
0.7066 Intermediate Similarity NPD6801 Discontinued
0.7065 Intermediate Similarity NPD8485 Approved
0.7039 Intermediate Similarity NPD5740 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD6085 Phase 2
0.7034 Intermediate Similarity NPD4198 Discontinued
0.7024 Intermediate Similarity NPD5760 Phase 2
0.7024 Intermediate Similarity NPD5761 Phase 2
0.7007 Intermediate Similarity NPD7741 Discontinued
0.7006 Intermediate Similarity NPD6765 Approved
0.7006 Intermediate Similarity NPD6764 Approved
0.7 Intermediate Similarity NPD6685 Approved
0.6982 Remote Similarity NPD5402 Approved
0.697 Remote Similarity NPD5403 Approved
0.6952 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6951 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6951 Remote Similarity NPD5401 Approved
0.6944 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6943 Remote Similarity NPD6355 Discontinued
0.694 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6932 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6923 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6882 Remote Similarity NPD3817 Phase 2
0.6867 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6853 Remote Similarity NPD2067 Discontinued
0.6851 Remote Similarity NPD6785 Approved
0.6851 Remote Similarity NPD6784 Approved
0.6845 Remote Similarity NPD4380 Phase 2
0.6836 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6832 Remote Similarity NPD5763 Approved
0.6832 Remote Similarity NPD5762 Approved
0.6824 Remote Similarity NPD7819 Suspended
0.6818 Remote Similarity NPD5647 Approved
0.681 Remote Similarity NPD2575 Approved
0.6809 Remote Similarity NPD5048 Discontinued
0.6807 Remote Similarity NPD6273 Approved
0.6786 Remote Similarity NPD5765 Approved
0.6783 Remote Similarity NPD2182 Approved
0.6763 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6759 Remote Similarity NPD6912 Phase 3
0.6752 Remote Similarity NPD3764 Approved
0.6744 Remote Similarity NPD3882 Suspended
0.6738 Remote Similarity NPD1237 Approved
0.6735 Remote Similarity NPD8462 Phase 1
0.6728 Remote Similarity NPD6005 Phase 3
0.6728 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6728 Remote Similarity NPD6002 Phase 3
0.6728 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6728 Remote Similarity NPD6004 Phase 3
0.6728 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6711 Remote Similarity NPD6287 Discontinued
0.6708 Remote Similarity NPD7305 Phase 1
0.6708 Remote Similarity NPD7033 Discontinued
0.6705 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6689 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6688 Remote Similarity NPD7008 Discontinued
0.6687 Remote Similarity NPD6653 Approved
0.6686 Remote Similarity NPD8127 Discontinued
0.6667 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6319 Approved
0.6667 Remote Similarity NPD7137 Phase 2
0.6648 Remote Similarity NPD8313 Approved
0.6648 Remote Similarity NPD8312 Approved
0.6647 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6632 Remote Similarity NPD8320 Phase 1
0.6632 Remote Similarity NPD8319 Approved
0.6605 Remote Similarity NPD2799 Discontinued
0.6601 Remote Similarity NPD4807 Approved
0.6601 Remote Similarity NPD4806 Approved
0.6599 Remote Similarity NPD7094 Approved
0.6599 Remote Similarity NPD6858 Approved
0.6593 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6593 Remote Similarity NPD7808 Phase 3
0.6592 Remote Similarity NPD3751 Discontinued
0.6592 Remote Similarity NPD3818 Discontinued
0.659 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6588 Remote Similarity NPD7458 Discontinued
0.6579 Remote Similarity NPD5126 Approved
0.6579 Remote Similarity NPD5305 Approved
0.6579 Remote Similarity NPD5125 Phase 3
0.6579 Remote Similarity NPD5306 Approved
0.6575 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6573 Remote Similarity NPD6166 Phase 2
0.6573 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6573 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6571 Remote Similarity NPD1238 Approved
0.6566 Remote Similarity NPD3887 Approved
0.6566 Remote Similarity NPD2354 Approved
0.6556 Remote Similarity NPD9545 Approved
0.6554 Remote Similarity NPD3787 Discontinued
0.6552 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6552 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6549 Remote Similarity NPD1929 Approved
0.6549 Remote Similarity NPD1930 Approved
0.6549 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6549 Remote Similarity NPD6647 Phase 2
0.6548 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6545 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6541 Remote Similarity NPD2313 Discontinued
0.6538 Remote Similarity NPD7251 Discontinued
0.6536 Remote Similarity NPD4135 Approved
0.6536 Remote Similarity NPD4106 Approved
0.6536 Remote Similarity NPD7473 Discontinued
0.6536 Remote Similarity NPD4136 Approved
0.6524 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6522 Remote Similarity NPD230 Phase 1
0.6519 Remote Similarity NPD6832 Phase 2
0.6517 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6512 Remote Similarity NPD7411 Suspended
0.651 Remote Similarity NPD5951 Approved
0.6503 Remote Similarity NPD164 Approved
0.65 Remote Similarity NPD6233 Phase 2
0.6495 Remote Similarity NPD7435 Discontinued
0.6495 Remote Similarity NPD7497 Discontinued
0.6492 Remote Similarity NPD7699 Phase 2
0.6492 Remote Similarity NPD7700 Phase 2
0.6491 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6491 Remote Similarity NPD3226 Approved
0.6484 Remote Similarity NPD6797 Phase 2
0.6478 Remote Similarity NPD7095 Approved
0.6474 Remote Similarity NPD1934 Approved
0.6474 Remote Similarity NPD5667 Approved
0.6463 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6463 Remote Similarity NPD2796 Approved
0.6456 Remote Similarity NPD5204 Approved
0.6452 Remote Similarity NPD1608 Approved
0.6441 Remote Similarity NPD5494 Approved
0.6438 Remote Similarity NPD6798 Discontinued
0.6437 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6436 Remote Similarity NPD8404 Phase 2
0.6433 Remote Similarity NPD6362 Approved
0.6429 Remote Similarity NPD7074 Phase 3
0.6424 Remote Similarity NPD2346 Discontinued
0.6421 Remote Similarity NPD6535 Approved
0.6421 Remote Similarity NPD6534 Approved
0.6419 Remote Similarity NPD8297 Approved
0.6419 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6414 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6407 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6407 Remote Similarity NPD8166 Discontinued
0.6405 Remote Similarity NPD4105 Approved
0.6405 Remote Similarity NPD4102 Approved
0.6404 Remote Similarity NPD7199 Phase 2
0.6402 Remote Similarity NPD1510 Phase 2
0.6398 Remote Similarity NPD6663 Approved
0.6395 Remote Similarity NPD6371 Approved
0.6392 Remote Similarity NPD2798 Approved
0.6389 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6387 Remote Similarity NPD7492 Approved
0.6386 Remote Similarity NPD1549 Phase 2
0.6386 Remote Similarity NPD4534 Discontinued
0.6386 Remote Similarity NPD5958 Discontinued
0.6383 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6383 Remote Similarity NPD9495 Approved
0.6382 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6382 Remote Similarity NPD7874 Approved
0.6374 Remote Similarity NPD7054 Approved
0.6374 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6369 Remote Similarity NPD7736 Approved
0.6369 Remote Similarity NPD6232 Discontinued
0.6369 Remote Similarity NPD1876 Approved
0.6364 Remote Similarity NPD2935 Discontinued
0.6364 Remote Similarity NPD7768 Phase 2
0.6359 Remote Similarity NPD6559 Discontinued
0.6358 Remote Similarity NPD7115 Discovery
0.6358 Remote Similarity NPD1240 Approved
0.6354 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6353 Remote Similarity NPD2533 Approved
0.6353 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6353 Remote Similarity NPD2534 Approved
0.6353 Remote Similarity NPD2532 Approved
0.6352 Remote Similarity NPD3663 Approved
0.6352 Remote Similarity NPD3664 Approved
0.6352 Remote Similarity NPD3662 Phase 3
0.6352 Remote Similarity NPD5736 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