Structure

Physi-Chem Properties

Molecular Weight:  456.36
Volume:  511.671
LogP:  6.085
LogD:  4.969
LogS:  -5.965
# Rotatable Bonds:  4
TPSA:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.476
Synthetic Accessibility Score:  5.018
Fsp3:  0.833
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.979
MDCK Permeability:  2.1249126803013496e-05
Pgp-inhibitor:  0.997
Pgp-substrate:  0.155
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.957
30% Bioavailability (F30%):  0.95

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.122
Plasma Protein Binding (PPB):  94.11505889892578%
Volume Distribution (VD):  1.291
Pgp-substrate:  2.629159688949585%

ADMET: Metabolism

CYP1A2-inhibitor:  0.033
CYP1A2-substrate:  0.371
CYP2C19-inhibitor:  0.205
CYP2C19-substrate:  0.944
CYP2C9-inhibitor:  0.386
CYP2C9-substrate:  0.092
CYP2D6-inhibitor:  0.026
CYP2D6-substrate:  0.081
CYP3A4-inhibitor:  0.857
CYP3A4-substrate:  0.839

ADMET: Excretion

Clearance (CL):  8.386
Half-life (T1/2):  0.036

ADMET: Toxicity

hERG Blockers:  0.025
Human Hepatotoxicity (H-HT):  0.171
Drug-inuced Liver Injury (DILI):  0.032
AMES Toxicity:  0.017
Rat Oral Acute Toxicity:  0.692
Maximum Recommended Daily Dose:  0.946
Skin Sensitization:  0.366
Carcinogencity:  0.036
Eye Corrosion:  0.004
Eye Irritation:  0.027
Respiratory Toxicity:  0.977

Download Data

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

  Natural Product: NPC48010

Natural Product ID:  NPC48010
Common Name*:   Balsaminol E
IUPAC Name:   (3S,8R,9S,10S,13R,14S,17R)-3-hydroxy-17-[(2R,4R)-4-hydroxy-6-methylhept-5-en-2-yl]-4,4,9,13,14-pentamethyl-1,2,3,8,10,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one
Synonyms:   Balsaminol E
Standard InCHIKey:  CQZMBKGZISMEKF-FFRATHGVSA-N
Standard InCHI:  InChI=1S/C30H48O3/c1-18(2)15-20(31)16-19(3)21-11-12-30(8)26-24(32)17-23-22(9-10-25(33)27(23,4)5)28(26,6)13-14-29(21,30)7/h15,17,19-22,25-26,31,33H,9-14,16H2,1-8H3/t19-,20+,21-,22-,25+,26-,28+,29-,30+/m1/s1
SMILES:  CC(=C[C@@H](C[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]1([C@H]2C(=O)C=C2[C@H]1CC[C@@H](C2(C)C)O)C)C)C)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1254849
PubChem CID:   46912852
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001686] Cucurbitacins

*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
NPO22328 Momordica balsamina Species Cucurbitaceae Eukaryota n.a. African n.a. PMID[19795842]
NPO22328 Momordica balsamina Species Cucurbitaceae Eukaryota n.a. n.a. n.a. PMID[20541427]
NPO22328 Momordica balsamina Species Cucurbitaceae Eukaryota n.a. n.a. n.a. PMID[31339732]
NPO22328 Momordica balsamina Species Cucurbitaceae 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
NPT83 Cell Line MCF7 Homo sapiens IC50 = 44200.0 nM PMID[479669]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 19600.0 nM PMID[479669]
NPT2 Others Unspecified Selectivity Index = 2.2 n.a. PMID[479669]
NPT2 Others Unspecified Selectivity Index = 2.3 n.a. PMID[479669]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 20400.0 nM PMID[479669]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 55200.0 nM PMID[479670]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 41300.0 nM PMID[479670]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Activity = 582.7 n.a. PMID[479670]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Activity = 593.0 n.a. PMID[479670]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Activity = 243.4 n.a. PMID[479670]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Activity = 234.5 n.a. PMID[479670]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Flu intensity = 20.8 n.a. PMID[479670]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Flu intensity = 663.1 n.a. PMID[479670]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio = 2.0 n.a. PMID[479670]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio = 64.8 n.a. PMID[479670]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens CI = 0.721 n.a. PMID[479670]

☑ 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 NPC48010 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
0.9647 High Similarity NPC473999
0.9647 High Similarity NPC309603
0.9643 High Similarity NPC475740
0.9524 High Similarity NPC145879
0.9524 High Similarity NPC31564
0.9524 High Similarity NPC474733
0.9524 High Similarity NPC474778
0.9524 High Similarity NPC474732
0.9425 High Similarity NPC473998
0.9425 High Similarity NPC475806
0.9419 High Similarity NPC31985
0.9419 High Similarity NPC1015
0.9412 High Similarity NPC58063
0.9405 High Similarity NPC471224
0.9326 High Similarity NPC271195
0.9318 High Similarity NPC69454
0.9318 High Similarity NPC474736
0.9302 High Similarity NPC471722
0.9286 High Similarity NPC214043
0.9286 High Similarity NPC59453
0.9286 High Similarity NPC85774
0.9286 High Similarity NPC221758
0.9213 High Similarity NPC8993
0.9205 High Similarity NPC233116
0.9205 High Similarity NPC63748
0.9195 High Similarity NPC26959
0.9195 High Similarity NPC268406
0.9195 High Similarity NPC186688
0.9176 High Similarity NPC470574
0.9176 High Similarity NPC474083
0.9176 High Similarity NPC469948
0.9111 High Similarity NPC259286
0.9101 High Similarity NPC109305
0.9101 High Similarity NPC472930
0.908 High Similarity NPC328539
0.907 High Similarity NPC475022
0.907 High Similarity NPC72133
0.907 High Similarity NPC222613
0.907 High Similarity NPC118648
0.907 High Similarity NPC51014
0.907 High Similarity NPC469994
0.9059 High Similarity NPC472265
0.9059 High Similarity NPC473246
0.9048 High Similarity NPC151519
0.9022 High Similarity NPC103051
0.9011 High Similarity NPC249954
0.9 High Similarity NPC196485
0.9 High Similarity NPC245972
0.9 High Similarity NPC292793
0.9 High Similarity NPC474690
0.8989 High Similarity NPC272746
0.8977 High Similarity NPC119416
0.8977 High Similarity NPC146554
0.8977 High Similarity NPC275740
0.8977 High Similarity NPC2983
0.8977 High Similarity NPC474245
0.8977 High Similarity NPC32830
0.8977 High Similarity NPC86319
0.8925 High Similarity NPC154072
0.8913 High Similarity NPC320306
0.8901 High Similarity NPC173875
0.8901 High Similarity NPC469995
0.8901 High Similarity NPC174948
0.8901 High Similarity NPC472932
0.8901 High Similarity NPC318282
0.8889 High Similarity NPC475255
0.8889 High Similarity NPC12722
0.8876 High Similarity NPC69622
0.8876 High Similarity NPC191684
0.8876 High Similarity NPC126993
0.8876 High Similarity NPC85173
0.8864 High Similarity NPC328313
0.8864 High Similarity NPC53911
0.8864 High Similarity NPC143767
0.8864 High Similarity NPC131470
0.8851 High Similarity NPC472985
0.8851 High Similarity NPC472986
0.8851 High Similarity NPC470955
0.8851 High Similarity NPC472974
0.8851 High Similarity NPC155011
0.8842 High Similarity NPC247957
0.8842 High Similarity NPC249187
0.8837 High Similarity NPC161423
0.8837 High Similarity NPC33913
0.8837 High Similarity NPC58841
0.8837 High Similarity NPC227064
0.8837 High Similarity NPC82902
0.8837 High Similarity NPC237712
0.8837 High Similarity NPC321187
0.8837 High Similarity NPC329043
0.881 High Similarity NPC2482
0.8804 High Similarity NPC471463
0.8804 High Similarity NPC328371
0.8804 High Similarity NPC472941
0.8804 High Similarity NPC456
0.8804 High Similarity NPC117133
0.8791 High Similarity NPC111015
0.8791 High Similarity NPC299100
0.8778 High Similarity NPC168027
0.8778 High Similarity NPC131872
0.8778 High Similarity NPC185936
0.8764 High Similarity NPC477943
0.8764 High Similarity NPC76879
0.8764 High Similarity NPC214387
0.8764 High Similarity NPC472970
0.8764 High Similarity NPC472971
0.8764 High Similarity NPC472973
0.8764 High Similarity NPC262858
0.8764 High Similarity NPC472240
0.875 High Similarity NPC142361
0.875 High Similarity NPC141292
0.875 High Similarity NPC72255
0.875 High Similarity NPC317590
0.875 High Similarity NPC474684
0.875 High Similarity NPC93778
0.8737 High Similarity NPC473424
0.8737 High Similarity NPC477915
0.8736 High Similarity NPC474218
0.8736 High Similarity NPC197823
0.8723 High Similarity NPC327431
0.8721 High Similarity NPC476082
0.8721 High Similarity NPC278648
0.871 High Similarity NPC253826
0.871 High Similarity NPC474785
0.871 High Similarity NPC126815
0.871 High Similarity NPC474938
0.871 High Similarity NPC108078
0.8696 High Similarity NPC180950
0.8696 High Similarity NPC476174
0.869 High Similarity NPC28862
0.869 High Similarity NPC143182
0.869 High Similarity NPC81306
0.869 High Similarity NPC84694
0.869 High Similarity NPC47982
0.869 High Similarity NPC109546
0.8681 High Similarity NPC477520
0.8681 High Similarity NPC472942
0.8667 High Similarity NPC320026
0.8667 High Similarity NPC477147
0.8667 High Similarity NPC477149
0.8667 High Similarity NPC183283
0.866 High Similarity NPC257353
0.866 High Similarity NPC149047
0.8652 High Similarity NPC292491
0.8652 High Similarity NPC471724
0.8652 High Similarity NPC310752
0.8652 High Similarity NPC193360
0.8652 High Similarity NPC474677
0.8636 High Similarity NPC20688
0.8636 High Similarity NPC94755
0.8636 High Similarity NPC327115
0.8621 High Similarity NPC165064
0.8621 High Similarity NPC476412
0.8617 High Similarity NPC471717
0.8617 High Similarity NPC235464
0.8617 High Similarity NPC166745
0.8617 High Similarity NPC197386
0.8605 High Similarity NPC49964
0.8605 High Similarity NPC101462
0.8602 High Similarity NPC301534
0.8602 High Similarity NPC78473
0.8602 High Similarity NPC250757
0.8588 High Similarity NPC234193
0.8588 High Similarity NPC472478
0.8587 High Similarity NPC472977
0.8587 High Similarity NPC469406
0.8587 High Similarity NPC472976
0.8587 High Similarity NPC166906
0.8571 High Similarity NPC220229
0.8571 High Similarity NPC474216
0.8571 High Similarity NPC155304
0.8571 High Similarity NPC472978
0.8571 High Similarity NPC185
0.8571 High Similarity NPC475060
0.8557 High Similarity NPC209502
0.8557 High Similarity NPC204833
0.8556 High Similarity NPC475921
0.8556 High Similarity NPC472477
0.8556 High Similarity NPC474704
0.8556 High Similarity NPC469319
0.8556 High Similarity NPC123912
0.8556 High Similarity NPC229871
0.8556 High Similarity NPC472475
0.8556 High Similarity NPC472983
0.8542 High Similarity NPC136289
0.8542 High Similarity NPC204450
0.8542 High Similarity NPC293753
0.8542 High Similarity NPC234892
0.8542 High Similarity NPC87351
0.8542 High Similarity NPC195290
0.8539 High Similarity NPC136948
0.8539 High Similarity NPC136548
0.8539 High Similarity NPC287079
0.8539 High Similarity NPC187376
0.8539 High Similarity NPC90652
0.8539 High Similarity NPC159046
0.8539 High Similarity NPC233836
0.8526 High Similarity NPC287833
0.8526 High Similarity NPC266955
0.8526 High Similarity NPC51370

  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 NPC48010 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
0.9286 High Similarity NPD4786 Approved
0.9195 High Similarity NPD5328 Approved
0.907 High Similarity NPD3618 Phase 1
0.9048 High Similarity NPD3667 Approved
0.8989 High Similarity NPD6079 Approved
0.8837 High Similarity NPD3666 Approved
0.8837 High Similarity NPD3133 Approved
0.8837 High Similarity NPD3665 Phase 1
0.8681 High Similarity NPD4202 Approved
0.8427 Intermediate Similarity NPD5279 Phase 3
0.8404 Intermediate Similarity NPD5222 Approved
0.8404 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.8404 Intermediate Similarity NPD5221 Approved
0.8404 Intermediate Similarity NPD4697 Phase 3
0.8391 Intermediate Similarity NPD4221 Approved
0.8391 Intermediate Similarity NPD4223 Phase 3
0.8352 Intermediate Similarity NPD4753 Phase 2
0.8351 Intermediate Similarity NPD5211 Phase 2
0.8316 Intermediate Similarity NPD5173 Approved
0.8316 Intermediate Similarity NPD4755 Approved
0.8315 Intermediate Similarity NPD5329 Approved
0.828 Intermediate Similarity NPD6399 Phase 3
0.8214 Intermediate Similarity NPD7339 Approved
0.8214 Intermediate Similarity NPD6942 Approved
0.8202 Intermediate Similarity NPD3668 Phase 3
0.8202 Intermediate Similarity NPD4197 Approved
0.8182 Intermediate Similarity NPD5141 Approved
0.8172 Intermediate Similarity NPD7515 Phase 2
0.8144 Intermediate Similarity NPD5285 Approved
0.8144 Intermediate Similarity NPD4700 Approved
0.8144 Intermediate Similarity NPD4696 Approved
0.8144 Intermediate Similarity NPD5286 Approved
0.8061 Intermediate Similarity NPD5223 Approved
0.8022 Intermediate Similarity NPD4623 Approved
0.8022 Intermediate Similarity NPD6684 Approved
0.8022 Intermediate Similarity NPD4693 Phase 3
0.8022 Intermediate Similarity NPD4519 Discontinued
0.8022 Intermediate Similarity NPD4690 Approved
0.8022 Intermediate Similarity NPD7334 Approved
0.8022 Intermediate Similarity NPD4688 Approved
0.8022 Intermediate Similarity NPD5205 Approved
0.8022 Intermediate Similarity NPD4689 Approved
0.8022 Intermediate Similarity NPD7146 Approved
0.8022 Intermediate Similarity NPD6409 Approved
0.8022 Intermediate Similarity NPD4138 Approved
0.8022 Intermediate Similarity NPD5330 Approved
0.8022 Intermediate Similarity NPD7521 Approved
0.798 Intermediate Similarity NPD5224 Approved
0.798 Intermediate Similarity NPD5225 Approved
0.798 Intermediate Similarity NPD4633 Approved
0.798 Intermediate Similarity NPD5226 Approved
0.7959 Intermediate Similarity NPD7640 Approved
0.7959 Intermediate Similarity NPD7639 Approved
0.7938 Intermediate Similarity NPD6083 Phase 2
0.7938 Intermediate Similarity NPD6084 Phase 2
0.7931 Intermediate Similarity NPD3617 Approved
0.7921 Intermediate Similarity NPD5739 Approved
0.7921 Intermediate Similarity NPD7128 Approved
0.7921 Intermediate Similarity NPD6675 Approved
0.7921 Intermediate Similarity NPD6402 Approved
0.7917 Intermediate Similarity NPD5210 Approved
0.7917 Intermediate Similarity NPD4629 Approved
0.7912 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7907 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.79 Intermediate Similarity NPD5175 Approved
0.79 Intermediate Similarity NPD5174 Approved
0.79 Intermediate Similarity NPD4754 Approved
0.7889 Intermediate Similarity NPD4788 Approved
0.7857 Intermediate Similarity NPD7638 Approved
0.785 Intermediate Similarity NPD7115 Discovery
0.7849 Intermediate Similarity NPD6903 Approved
0.7849 Intermediate Similarity NPD5737 Approved
0.7849 Intermediate Similarity NPD6672 Approved
0.7849 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD4694 Approved
0.7826 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD5280 Approved
0.7826 Intermediate Similarity NPD5690 Phase 2
0.7812 Intermediate Similarity NPD7748 Approved
0.7767 Intermediate Similarity NPD6899 Approved
0.7767 Intermediate Similarity NPD7320 Approved
0.7767 Intermediate Similarity NPD6881 Approved
0.7753 Intermediate Similarity NPD7525 Registered
0.7753 Intermediate Similarity NPD4695 Discontinued
0.7745 Intermediate Similarity NPD4768 Approved
0.7745 Intermediate Similarity NPD4767 Approved
0.7742 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7738 Intermediate Similarity NPD4747 Approved
0.7692 Intermediate Similarity NPD6372 Approved
0.7692 Intermediate Similarity NPD6373 Approved
0.767 Intermediate Similarity NPD5697 Approved
0.767 Intermediate Similarity NPD5701 Approved
0.764 Intermediate Similarity NPD4195 Approved
0.7619 Intermediate Similarity NPD4137 Phase 3
0.7619 Intermediate Similarity NPD6883 Approved
0.7619 Intermediate Similarity NPD7290 Approved
0.7619 Intermediate Similarity NPD7102 Approved
0.7596 Intermediate Similarity NPD4729 Approved
0.7596 Intermediate Similarity NPD5168 Approved
0.7596 Intermediate Similarity NPD5128 Approved
0.7596 Intermediate Similarity NPD4730 Approved
0.7596 Intermediate Similarity NPD6011 Approved
0.7576 Intermediate Similarity NPD7902 Approved
0.7551 Intermediate Similarity NPD5695 Phase 3
0.7547 Intermediate Similarity NPD6617 Approved
0.7547 Intermediate Similarity NPD6847 Approved
0.7547 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD6650 Approved
0.7547 Intermediate Similarity NPD6869 Approved
0.7547 Intermediate Similarity NPD6649 Approved
0.7547 Intermediate Similarity NPD8130 Phase 1
0.7529 Intermediate Similarity NPD4691 Approved
0.7528 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7524 Intermediate Similarity NPD6013 Approved
0.7524 Intermediate Similarity NPD6014 Approved
0.7524 Intermediate Similarity NPD6012 Approved
0.75 Intermediate Similarity NPD5696 Approved
0.7477 Intermediate Similarity NPD6882 Approved
0.7477 Intermediate Similarity NPD8297 Approved
0.7471 Intermediate Similarity NPD6926 Approved
0.7471 Intermediate Similarity NPD6924 Approved
0.7471 Intermediate Similarity NPD5733 Approved
0.7453 Intermediate Similarity NPD5251 Approved
0.7453 Intermediate Similarity NPD5250 Approved
0.7453 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD5169 Approved
0.7453 Intermediate Similarity NPD5249 Phase 3
0.7453 Intermediate Similarity NPD5248 Approved
0.7453 Intermediate Similarity NPD5247 Approved
0.7453 Intermediate Similarity NPD5135 Approved
0.7453 Intermediate Similarity NPD4634 Approved
0.7444 Intermediate Similarity NPD6929 Approved
0.7442 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD5281 Approved
0.7423 Intermediate Similarity NPD5284 Approved
0.7396 Intermediate Similarity NPD6673 Approved
0.7396 Intermediate Similarity NPD6904 Approved
0.7396 Intermediate Similarity NPD6080 Approved
0.7383 Intermediate Similarity NPD5127 Approved
0.7383 Intermediate Similarity NPD5216 Approved
0.7383 Intermediate Similarity NPD5217 Approved
0.7383 Intermediate Similarity NPD5215 Approved
0.7374 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD6930 Phase 2
0.7363 Intermediate Similarity NPD6931 Approved
0.7333 Intermediate Similarity NPD6412 Phase 2
0.732 Intermediate Similarity NPD4096 Approved
0.7303 Intermediate Similarity NPD6933 Approved
0.7292 Intermediate Similarity NPD5208 Approved
0.7292 Intermediate Similarity NPD4518 Approved
0.7283 Intermediate Similarity NPD4139 Approved
0.7283 Intermediate Similarity NPD4692 Approved
0.7282 Intermediate Similarity NPD7632 Discontinued
0.7273 Intermediate Similarity NPD4784 Approved
0.7273 Intermediate Similarity NPD7900 Approved
0.7273 Intermediate Similarity NPD4058 Approved
0.7273 Intermediate Similarity NPD6868 Approved
0.7273 Intermediate Similarity NPD4687 Approved
0.7273 Intermediate Similarity NPD4785 Approved
0.7273 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD6098 Approved
0.7255 Intermediate Similarity NPD6404 Discontinued
0.7253 Intermediate Similarity NPD7645 Phase 2
0.7248 Intermediate Similarity NPD4632 Approved
0.7245 Intermediate Similarity NPD8035 Phase 2
0.7245 Intermediate Similarity NPD8034 Phase 2
0.7245 Intermediate Similarity NPD5693 Phase 1
0.7241 Intermediate Similarity NPD4243 Approved
0.7241 Intermediate Similarity NPD7150 Approved
0.7241 Intermediate Similarity NPD7152 Approved
0.7241 Intermediate Similarity NPD7151 Approved
0.7241 Intermediate Similarity NPD5276 Approved
0.7238 Intermediate Similarity NPD6008 Approved
0.7222 Intermediate Similarity NPD6925 Approved
0.7222 Intermediate Similarity NPD5776 Phase 2
0.7216 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD6922 Approved
0.7209 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD6923 Approved
0.7209 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD5167 Approved
0.7174 Intermediate Similarity NPD7514 Phase 3
0.7172 Intermediate Similarity NPD5133 Approved
0.7158 Intermediate Similarity NPD1696 Phase 3
0.7158 Intermediate Similarity NPD5363 Approved
0.7157 Intermediate Similarity NPD4225 Approved
0.7157 Intermediate Similarity NPD5290 Discontinued
0.7143 Intermediate Similarity NPD7145 Approved
0.7143 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6335 Approved
0.7143 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5785 Approved
0.7128 Intermediate Similarity NPD6695 Phase 3
0.7128 Intermediate Similarity NPD5362 Discontinued
0.7126 Intermediate Similarity NPD7144 Approved
0.7126 Intermediate Similarity NPD4789 Approved
0.7126 Intermediate Similarity NPD4244 Approved
0.7126 Intermediate Similarity NPD7143 Approved
0.7126 Intermediate Similarity NPD4245 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