Structure

Physi-Chem Properties

Molecular Weight:  474.37
Volume:  523.098
LogP:  4.694
LogD:  3.955
LogS:  -4.06
# Rotatable Bonds:  5
TPSA:  80.92
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.41
Synthetic Accessibility Score:  5.307
Fsp3:  0.867
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -4.78
MDCK Permeability:  1.6113186575239524e-05
Pgp-inhibitor:  0.342
Pgp-substrate:  0.073
Human Intestinal Absorption (HIA):  0.011
20% Bioavailability (F20%):  0.023
30% Bioavailability (F30%):  0.099

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.372
Plasma Protein Binding (PPB):  91.08679962158203%
Volume Distribution (VD):  0.648
Pgp-substrate:  4.054649353027344%

ADMET: Metabolism

CYP1A2-inhibitor:  0.011
CYP1A2-substrate:  0.214
CYP2C19-inhibitor:  0.019
CYP2C19-substrate:  0.867
CYP2C9-inhibitor:  0.12
CYP2C9-substrate:  0.124
CYP2D6-inhibitor:  0.012
CYP2D6-substrate:  0.057
CYP3A4-inhibitor:  0.891
CYP3A4-substrate:  0.511

ADMET: Excretion

Clearance (CL):  5.899
Half-life (T1/2):  0.299

ADMET: Toxicity

hERG Blockers:  0.036
Human Hepatotoxicity (H-HT):  0.253
Drug-inuced Liver Injury (DILI):  0.033
AMES Toxicity:  0.003
Rat Oral Acute Toxicity:  0.791
Maximum Recommended Daily Dose:  0.558
Skin Sensitization:  0.238
Carcinogencity:  0.136
Eye Corrosion:  0.004
Eye Irritation:  0.016
Respiratory Toxicity:  0.982

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

  Natural Product: NPC205845

Natural Product ID:  NPC205845
Common Name*:   Balsaminagenin A
IUPAC Name:   (3S,4S,7S,8R,9S,10S,13R,14S,17R)-4-(hydroxymethyl)-17-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-4,9,13,14-tetramethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
Synonyms:  
Standard InCHIKey:  HNKIJKIXTVRGHM-LJCAWPEMSA-N
Standard InCHI:  InChI=1S/C30H50O4/c1-19(9-8-13-26(2,3)34)20-12-14-30(7)25-23(32)17-22-21(10-11-24(33)28(22,5)18-31)27(25,4)15-16-29(20,30)6/h8,13,17,19-21,23-25,31-34H,9-12,14-16,18H2,1-7H3/b13-8+/t19-,20-,21-,23+,24+,25-,27+,28-,29-,30+/m1/s1
SMILES:  C[C@H](C/C=C/C(C)(C)O)[C@H]1CC[C@@]2(C)[C@@H]3[C@H](C=C4[C@@H](CC[C@@H]([C@]4(C)CO)O)[C@]3(C)CC[C@]12C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL596459
PubChem CID:   46226691
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
NPT1864 Cell Line L5178Y Mus musculus Activity = 10.6 n.a. PMID[538512]
NPT1864 Cell Line L5178Y Mus musculus Activity = 959.5 n.a. PMID[538512]
NPT1864 Cell Line L5178Y Mus musculus ID50 = 25.9 uM PMID[538512]
NPT1864 Cell Line L5178Y Mus musculus ID50 = 19.5 uM PMID[538512]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 65100.0 nM PMID[538513]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Activity = 44.3 n.a. PMID[538512]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Activity = 1.07 n.a. PMID[538512]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Activity = 579.8 n.a. PMID[538512]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Activity = 13.95 n.a. PMID[538512]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Activity = 257.6 n.a. PMID[538512]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Activity = 261.2 n.a. PMID[538512]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Activity = 447.4 n.a. PMID[538512]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Activity = 441.8 n.a. PMID[538512]
NPT35 Others n.a. LogP = 5.2 n.a. PMID[538512]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 27300.0 nM PMID[538513]
NPT2 Others Unspecified Selectivity Index = 3.4 n.a. PMID[538513]
NPT2 Others Unspecified Selectivity Index = 2.4 n.a. PMID[538513]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 19100.0 nM PMID[538513]

☑ 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 NPC205845 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
0.9744 High Similarity NPC101462
0.9744 High Similarity NPC49964
0.963 High Similarity NPC149224
0.9615 High Similarity NPC264245
0.9506 High Similarity NPC6391
0.9506 High Similarity NPC261266
0.95 High Similarity NPC185568
0.9487 High Similarity NPC234193
0.9487 High Similarity NPC241290
0.9487 High Similarity NPC164840
0.9487 High Similarity NPC209944
0.9383 High Similarity NPC266511
0.9383 High Similarity NPC274448
0.9375 High Similarity NPC474634
0.9367 High Similarity NPC47761
0.9359 High Similarity NPC84694
0.9359 High Similarity NPC28862
0.9359 High Similarity NPC109546
0.9359 High Similarity NPC143182
0.9359 High Similarity NPC47982
0.9359 High Similarity NPC81306
0.9268 High Similarity NPC293287
0.9268 High Similarity NPC152808
0.925 High Similarity NPC50964
0.925 High Similarity NPC296701
0.925 High Similarity NPC87489
0.925 High Similarity NPC218616
0.9231 High Similarity NPC474216
0.9176 High Similarity NPC97404
0.9176 High Similarity NPC41554
0.9146 High Similarity NPC157257
0.9146 High Similarity NPC470360
0.9146 High Similarity NPC318390
0.9136 High Similarity NPC475789
0.9125 High Similarity NPC209620
0.9125 High Similarity NPC23852
0.9114 High Similarity NPC30986
0.9114 High Similarity NPC209430
0.9103 High Similarity NPC318495
0.9103 High Similarity NPC198968
0.9103 High Similarity NPC155986
0.9059 High Similarity NPC329596
0.9059 High Similarity NPC80561
0.9059 High Similarity NPC204188
0.9059 High Similarity NPC295668
0.9059 High Similarity NPC3345
0.9059 High Similarity NPC11216
0.9059 High Similarity NPC291484
0.9036 High Similarity NPC299068
0.9024 High Similarity NPC238485
0.9024 High Similarity NPC231310
0.9024 High Similarity NPC470077
0.9012 High Similarity NPC189972
0.9012 High Similarity NPC30166
0.8987 High Similarity NPC473943
0.8974 High Similarity NPC321381
0.8974 High Similarity NPC107059
0.8974 High Similarity NPC247325
0.8974 High Similarity NPC244488
0.8974 High Similarity NPC240604
0.8974 High Similarity NPC300324
0.8974 High Similarity NPC321016
0.8974 High Similarity NPC113733
0.8941 High Similarity NPC470361
0.8902 High Similarity NPC317458
0.8902 High Similarity NPC82623
0.8902 High Similarity NPC470384
0.8889 High Similarity NPC470383
0.8889 High Similarity NPC474759
0.8889 High Similarity NPC474731
0.8889 High Similarity NPC474683
0.8889 High Similarity NPC82986
0.8889 High Similarity NPC7505
0.8889 High Similarity NPC474752
0.8875 High Similarity NPC328714
0.8861 High Similarity NPC91594
0.8846 High Similarity NPC288035
0.8846 High Similarity NPC304309
0.8846 High Similarity NPC28657
0.8846 High Similarity NPC162742
0.8846 High Similarity NPC230301
0.8846 High Similarity NPC22105
0.8846 High Similarity NPC136188
0.8846 High Similarity NPC285893
0.8846 High Similarity NPC134847
0.8824 High Similarity NPC67872
0.8824 High Similarity NPC133588
0.8824 High Similarity NPC474668
0.8795 High Similarity NPC474047
0.878 High Similarity NPC470049
0.878 High Similarity NPC202389
0.8765 High Similarity NPC322313
0.8765 High Similarity NPC236237
0.8765 High Similarity NPC102253
0.8764 High Similarity NPC288970
0.875 High Similarity NPC292793
0.875 High Similarity NPC167891
0.875 High Similarity NPC18603
0.875 High Similarity NPC285761
0.875 High Similarity NPC307965
0.875 High Similarity NPC76931
0.875 High Similarity NPC83351
0.875 High Similarity NPC477522
0.875 High Similarity NPC87604
0.875 High Similarity NPC275910
0.8734 High Similarity NPC265588
0.8734 High Similarity NPC134330
0.8734 High Similarity NPC129165
0.8734 High Similarity NPC189883
0.8718 High Similarity NPC471797
0.8706 High Similarity NPC470620
0.8675 High Similarity NPC470558
0.8675 High Similarity NPC134481
0.8659 High Similarity NPC476646
0.8659 High Similarity NPC249423
0.8659 High Similarity NPC474531
0.8642 High Similarity NPC80530
0.8642 High Similarity NPC273410
0.8642 High Similarity NPC1319
0.8636 High Similarity NPC310013
0.8625 High Similarity NPC470711
0.8625 High Similarity NPC470758
0.8625 High Similarity NPC34019
0.8625 High Similarity NPC214570
0.8621 High Similarity NPC245410
0.8621 High Similarity NPC192437
0.8621 High Similarity NPC270511
0.8621 High Similarity NPC470390
0.8621 High Similarity NPC14380
0.8608 High Similarity NPC141071
0.8608 High Similarity NPC257347
0.8608 High Similarity NPC471723
0.859 High Similarity NPC471799
0.8588 High Similarity NPC139724
0.8571 High Similarity NPC124172
0.8554 High Similarity NPC470614
0.8554 High Similarity NPC1272
0.8539 High Similarity NPC65402
0.8539 High Similarity NPC127718
0.8539 High Similarity NPC144202
0.8537 High Similarity NPC96362
0.8537 High Similarity NPC236112
0.8537 High Similarity NPC26117
0.8537 High Similarity NPC13554
0.8523 High Similarity NPC177641
0.8523 High Similarity NPC275671
0.8519 High Similarity NPC477514
0.8519 High Similarity NPC244385
0.8519 High Similarity NPC6978
0.8519 High Similarity NPC11908
0.8519 High Similarity NPC167037
0.8519 High Similarity NPC301707
0.8519 High Similarity NPC138621
0.8506 High Similarity NPC101886
0.8506 High Similarity NPC146554
0.8506 High Similarity NPC477606
0.85 High Similarity NPC237460
0.85 High Similarity NPC73875
0.85 High Similarity NPC202642
0.85 High Similarity NPC46160
0.85 High Similarity NPC96319
0.85 High Similarity NPC470749
0.85 High Similarity NPC470362
0.8488 Intermediate Similarity NPC475313
0.8481 Intermediate Similarity NPC469533
0.8481 Intermediate Similarity NPC243342
0.8481 Intermediate Similarity NPC469534
0.8481 Intermediate Similarity NPC201048
0.8481 Intermediate Similarity NPC469593
0.8481 Intermediate Similarity NPC91858
0.8481 Intermediate Similarity NPC477138
0.8481 Intermediate Similarity NPC476366
0.8471 Intermediate Similarity NPC474189
0.8471 Intermediate Similarity NPC474349
0.8462 Intermediate Similarity NPC126815
0.8452 Intermediate Similarity NPC207013
0.8444 Intermediate Similarity NPC8774
0.8434 Intermediate Similarity NPC320525
0.8427 Intermediate Similarity NPC27531
0.8409 Intermediate Similarity NPC48010
0.8395 Intermediate Similarity NPC477924
0.8395 Intermediate Similarity NPC471798
0.8391 Intermediate Similarity NPC212596
0.8391 Intermediate Similarity NPC4574
0.8391 Intermediate Similarity NPC280556
0.8391 Intermediate Similarity NPC471952
0.8391 Intermediate Similarity NPC475605
0.8375 Intermediate Similarity NPC185536
0.8375 Intermediate Similarity NPC291503
0.8375 Intermediate Similarity NPC322353
0.8375 Intermediate Similarity NPC121744
0.8375 Intermediate Similarity NPC118508
0.8372 Intermediate Similarity NPC125399
0.8372 Intermediate Similarity NPC6605
0.8372 Intermediate Similarity NPC94462
0.8372 Intermediate Similarity NPC201273
0.8372 Intermediate Similarity NPC24277
0.8372 Intermediate Similarity NPC474970
0.8354 Intermediate Similarity NPC265485
0.8354 Intermediate Similarity NPC220939

  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 NPC205845 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
0.8846 High Similarity NPD6942 Approved
0.8846 High Similarity NPD7339 Approved
0.8765 High Similarity NPD7525 Registered
0.85 High Similarity NPD3701 Clinical (unspecified phase)
0.8488 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.8313 Intermediate Similarity NPD7514 Phase 3
0.8313 Intermediate Similarity NPD6931 Approved
0.8313 Intermediate Similarity NPD6930 Phase 2
0.825 Intermediate Similarity NPD6926 Approved
0.825 Intermediate Similarity NPD6924 Approved
0.825 Intermediate Similarity NPD4785 Approved
0.825 Intermediate Similarity NPD4784 Approved
0.8235 Intermediate Similarity NPD6695 Phase 3
0.8193 Intermediate Similarity NPD6929 Approved
0.814 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.814 Intermediate Similarity NPD4786 Approved
0.8095 Intermediate Similarity NPD7332 Phase 2
0.8072 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.8072 Intermediate Similarity NPD7145 Approved
0.8049 Intermediate Similarity NPD6933 Approved
0.8 Intermediate Similarity NPD7152 Approved
0.8 Intermediate Similarity NPD6902 Approved
0.8 Intermediate Similarity NPD7150 Approved
0.8 Intermediate Similarity NPD4243 Approved
0.8 Intermediate Similarity NPD7151 Approved
0.7976 Intermediate Similarity NPD7645 Phase 2
0.7952 Intermediate Similarity NPD6925 Approved
0.7952 Intermediate Similarity NPD6932 Approved
0.7952 Intermediate Similarity NPD5776 Phase 2
0.7907 Intermediate Similarity NPD3667 Approved
0.7875 Intermediate Similarity NPD7144 Approved
0.7875 Intermediate Similarity NPD7143 Approved
0.7865 Intermediate Similarity NPD7524 Approved
0.7865 Intermediate Similarity NPD7750 Discontinued
0.7841 Intermediate Similarity NPD6893 Approved
0.775 Intermediate Similarity NPD6923 Approved
0.775 Intermediate Similarity NPD6922 Approved
0.7732 Intermediate Similarity NPD5211 Phase 2
0.7717 Intermediate Similarity NPD6079 Approved
0.7711 Intermediate Similarity NPD8264 Approved
0.7692 Intermediate Similarity NPD5328 Approved
0.7674 Intermediate Similarity NPD4748 Discontinued
0.7586 Intermediate Similarity NPD6898 Phase 1
0.7576 Intermediate Similarity NPD5141 Approved
0.7558 Intermediate Similarity NPD4195 Approved
0.7558 Intermediate Similarity NPD6683 Phase 2
0.7556 Intermediate Similarity NPD3618 Phase 1
0.7527 Intermediate Similarity NPD7087 Discontinued
0.7526 Intermediate Similarity NPD4696 Approved
0.7526 Intermediate Similarity NPD5286 Approved
0.7526 Intermediate Similarity NPD5285 Approved
0.75 Intermediate Similarity NPD4753 Phase 2
0.75 Intermediate Similarity NPD5275 Approved
0.75 Intermediate Similarity NPD4755 Approved
0.75 Intermediate Similarity NPD4190 Phase 3
0.7471 Intermediate Similarity NPD7509 Discontinued
0.7447 Intermediate Similarity NPD4202 Approved
0.7447 Intermediate Similarity NPD6399 Phase 3
0.7396 Intermediate Similarity NPD5222 Approved
0.7396 Intermediate Similarity NPD5221 Approved
0.7396 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD5225 Approved
0.7374 Intermediate Similarity NPD5226 Approved
0.7374 Intermediate Similarity NPD5224 Approved
0.7374 Intermediate Similarity NPD4633 Approved
0.7347 Intermediate Similarity NPD4700 Approved
0.7347 Intermediate Similarity NPD7640 Approved
0.7347 Intermediate Similarity NPD7639 Approved
0.734 Intermediate Similarity NPD7637 Suspended
0.7333 Intermediate Similarity NPD3668 Phase 3
0.7333 Intermediate Similarity NPD3133 Approved
0.7333 Intermediate Similarity NPD3665 Phase 1
0.7333 Intermediate Similarity NPD3666 Approved
0.732 Intermediate Similarity NPD5173 Approved
0.7317 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD6051 Approved
0.73 Intermediate Similarity NPD5175 Approved
0.73 Intermediate Similarity NPD5174 Approved
0.7292 Intermediate Similarity NPD4629 Approved
0.7292 Intermediate Similarity NPD5210 Approved
0.729 Intermediate Similarity NPD7115 Discovery
0.7273 Intermediate Similarity NPD5223 Approved
0.7245 Intermediate Similarity NPD7638 Approved
0.7216 Intermediate Similarity NPD4697 Phase 3
0.7184 Intermediate Similarity NPD6881 Approved
0.7184 Intermediate Similarity NPD6899 Approved
0.7157 Intermediate Similarity NPD7128 Approved
0.7157 Intermediate Similarity NPD5739 Approved
0.7157 Intermediate Similarity NPD6675 Approved
0.7157 Intermediate Similarity NPD6402 Approved
0.7143 Intermediate Similarity NPD6083 Phase 2
0.7143 Intermediate Similarity NPD6084 Phase 2
0.7111 Intermediate Similarity NPD4221 Approved
0.7111 Intermediate Similarity NPD4223 Phase 3
0.7089 Intermediate Similarity NPD368 Approved
0.7087 Intermediate Similarity NPD5697 Approved
0.7065 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD5329 Approved
0.7053 Intermediate Similarity NPD7136 Phase 2
0.7048 Intermediate Similarity NPD7290 Approved
0.7048 Intermediate Similarity NPD7102 Approved
0.7048 Intermediate Similarity NPD6883 Approved
0.7019 Intermediate Similarity NPD4729 Approved
0.7019 Intermediate Similarity NPD4730 Approved
0.7019 Intermediate Similarity NPD7320 Approved
0.699 Remote Similarity NPD4768 Approved
0.699 Remote Similarity NPD4767 Approved
0.6989 Remote Similarity NPD5279 Phase 3
0.6989 Remote Similarity NPD4519 Discontinued
0.6989 Remote Similarity NPD4623 Approved
0.6981 Remote Similarity NPD6617 Approved
0.6981 Remote Similarity NPD6847 Approved
0.6981 Remote Similarity NPD8130 Phase 1
0.6981 Remote Similarity NPD6650 Approved
0.6981 Remote Similarity NPD6869 Approved
0.6981 Remote Similarity NPD6649 Approved
0.6979 Remote Similarity NPD7515 Phase 2
0.6961 Remote Similarity NPD4754 Approved
0.6957 Remote Similarity NPD4197 Approved
0.6952 Remote Similarity NPD6013 Approved
0.6952 Remote Similarity NPD6012 Approved
0.6952 Remote Similarity NPD6373 Approved
0.6952 Remote Similarity NPD6014 Approved
0.6952 Remote Similarity NPD6372 Approved
0.6931 Remote Similarity NPD4159 Approved
0.6923 Remote Similarity NPD5701 Approved
0.6916 Remote Similarity NPD8297 Approved
0.6916 Remote Similarity NPD6882 Approved
0.69 Remote Similarity NPD4225 Approved
0.69 Remote Similarity NPD5290 Discontinued
0.6889 Remote Similarity NPD4822 Approved
0.6889 Remote Similarity NPD4821 Approved
0.6889 Remote Similarity NPD4819 Approved
0.6889 Remote Similarity NPD4820 Approved
0.6887 Remote Similarity NPD5250 Approved
0.6887 Remote Similarity NPD5247 Approved
0.6887 Remote Similarity NPD4634 Approved
0.6887 Remote Similarity NPD5249 Phase 3
0.6887 Remote Similarity NPD5248 Approved
0.6887 Remote Similarity NPD5251 Approved
0.6857 Remote Similarity NPD5128 Approved
0.6857 Remote Similarity NPD6011 Approved
0.6854 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6848 Remote Similarity NPD4788 Approved
0.6822 Remote Similarity NPD5215 Approved
0.6822 Remote Similarity NPD5216 Approved
0.6822 Remote Similarity NPD5217 Approved
0.6809 Remote Similarity NPD4138 Approved
0.6809 Remote Similarity NPD5205 Approved
0.6809 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6809 Remote Similarity NPD4688 Approved
0.6809 Remote Similarity NPD5690 Phase 2
0.6809 Remote Similarity NPD4690 Approved
0.6809 Remote Similarity NPD4693 Phase 3
0.6809 Remote Similarity NPD4689 Approved
0.6768 Remote Similarity NPD5695 Phase 3
0.6733 Remote Similarity NPD5696 Approved
0.6729 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6729 Remote Similarity NPD5135 Approved
0.6729 Remote Similarity NPD5169 Approved
0.6699 Remote Similarity NPD7632 Discontinued
0.6698 Remote Similarity NPD5168 Approved
0.6667 Remote Similarity NPD5331 Approved
0.6667 Remote Similarity NPD5127 Approved
0.6667 Remote Similarity NPD4723 Approved
0.6667 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4722 Approved
0.6667 Remote Similarity NPD5362 Discontinued
0.6667 Remote Similarity NPD6672 Approved
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD4271 Approved
0.6667 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD5332 Approved
0.6667 Remote Similarity NPD4268 Approved
0.6633 Remote Similarity NPD8035 Phase 2
0.6633 Remote Similarity NPD5284 Approved
0.6633 Remote Similarity NPD5281 Approved
0.6633 Remote Similarity NPD8034 Phase 2
0.6632 Remote Similarity NPD5330 Approved
0.6632 Remote Similarity NPD7146 Approved
0.6632 Remote Similarity NPD6409 Approved
0.6632 Remote Similarity NPD6684 Approved
0.6632 Remote Similarity NPD7521 Approved
0.6632 Remote Similarity NPD5280 Approved
0.6632 Remote Similarity NPD4694 Approved
0.6632 Remote Similarity NPD7334 Approved
0.663 Remote Similarity NPD4790 Discontinued
0.6628 Remote Similarity NPD4787 Phase 1
0.6607 Remote Similarity NPD7328 Approved
0.6607 Remote Similarity NPD7327 Approved
0.6579 Remote Similarity NPD8033 Approved
0.6579 Remote Similarity NPD7503 Approved
0.6549 Remote Similarity NPD7516 Approved
0.6549 Remote Similarity NPD7100 Approved
0.6549 Remote Similarity NPD7101 Approved
0.6545 Remote Similarity NPD4632 Approved
0.6538 Remote Similarity NPD342 Phase 1
0.6522 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6522 Remote Similarity NPD4695 Discontinued
0.6495 Remote Similarity NPD6903 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