Structure

Physi-Chem Properties

Molecular Weight:  951.52
Volume:  931.573
LogP:  3.376
LogD:  2.971
LogS:  -3.25
# Rotatable Bonds:  9
TPSA:  272.62
# H-Bond Aceptor:  18
# H-Bond Donor:  9
# Rings:  9
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.093
Synthetic Accessibility Score:  7.675
Fsp3:  0.918
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.475
MDCK Permeability:  6.214258610270917e-05
Pgp-inhibitor:  0.405
Pgp-substrate:  0.773
Human Intestinal Absorption (HIA):  0.164
20% Bioavailability (F20%):  0.011
30% Bioavailability (F30%):  0.984

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.014
Plasma Protein Binding (PPB):  64.57035064697266%
Volume Distribution (VD):  0.353
Pgp-substrate:  19.20060157775879%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.054
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.214
CYP2C9-inhibitor:  0.002
CYP2C9-substrate:  0.006
CYP2D6-inhibitor:  0.023
CYP2D6-substrate:  0.078
CYP3A4-inhibitor:  0.109
CYP3A4-substrate:  0.109

ADMET: Excretion

Clearance (CL):  0.753
Half-life (T1/2):  0.514

ADMET: Toxicity

hERG Blockers:  0.289
Human Hepatotoxicity (H-HT):  0.185
Drug-inuced Liver Injury (DILI):  0.046
AMES Toxicity:  0.312
Rat Oral Acute Toxicity:  0.174
Maximum Recommended Daily Dose:  0.989
Skin Sensitization:  0.129
Carcinogencity:  0.026
Eye Corrosion:  0.003
Eye Irritation:  0.005
Respiratory Toxicity:  0.957

Download Data

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

  Natural Product: NPC172365

Natural Product ID:  NPC172365
Common Name*:   Porsapogenin 7
IUPAC Name:   n.a.
Synonyms:   Porsapogenin 7
Standard InCHIKey:  LCXRMFCNJMQRKG-FYPPXOAGSA-N
Standard InCHI:  InChI=1S/C49H77NO17/c1-21-33(54)37(58)39(67-41-38(59)34(55)25(52)19-61-41)42(63-21)62-20-26-35(56)36(57)32(50-22(2)51)40(64-26)65-30-13-14-46(7)27(45(30,5)6)12-15-47(8)28(46)11-10-23-24-16-44(3,4)31-18-49(24,43(60)66-31)29(53)17-48(23,47)9/h10,21,24-42,52-59H,11-20H2,1-9H3,(H,50,51)/t21-,24+,25-,26-,27+,28-,29-,30+,31+,32-,33+,34+,35-,36-,37+,38-,39-,40+,41+,42-,46+,47-,48-,49-/m1/s1
SMILES:  CC(=N[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)C[C@H]([C@]13[C@H]2CC(C)(C)[C@H](C1)OC3=O)O)C)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL501565
PubChem CID:   44566621
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001580] Triterpene glycosides
            • [CHEMONTID:0002358] Triterpene saponins

*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
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. bark n.a. PMID[15283458]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. stem n.a. PMID[15577257]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[9051910]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12181 Albizia julibrissin Species Fabaceae 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
NPT91 Cell Line KB Homo sapiens IC50 > 10.0 ug.mL-1 PMID[515382]

☑ 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 NPC172365 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 NPC210729
1.0 High Similarity NPC82931
0.9844 High Similarity NPC243680
0.9844 High Similarity NPC200788
0.9771 High Similarity NPC475892
0.9695 High Similarity NPC475584
0.9695 High Similarity NPC475394
0.9695 High Similarity NPC475152
0.9688 High Similarity NPC145899
0.9609 High Similarity NPC280941
0.9609 High Similarity NPC235772
0.9609 High Similarity NPC75318
0.9531 High Similarity NPC76999
0.9453 High Similarity NPC119794
0.9453 High Similarity NPC73829
0.9375 High Similarity NPC475472
0.9209 High Similarity NPC265699
0.9143 High Similarity NPC174336
0.9143 High Similarity NPC113620
0.9143 High Similarity NPC187497
0.9143 High Similarity NPC475599
0.9143 High Similarity NPC100612
0.9071 High Similarity NPC475527
0.875 High Similarity NPC302276
0.875 High Similarity NPC180770
0.8657 High Similarity NPC477072
0.8633 High Similarity NPC141669
0.8623 High Similarity NPC162910
0.8613 High Similarity NPC265908
0.85 High Similarity NPC298469
0.85 High Similarity NPC193579
0.844 Intermediate Similarity NPC214821
0.844 Intermediate Similarity NPC298067
0.8438 Intermediate Similarity NPC232237
0.8438 Intermediate Similarity NPC105800
0.8372 Intermediate Similarity NPC207738
0.8333 Intermediate Similarity NPC36463
0.8333 Intermediate Similarity NPC298005
0.8322 Intermediate Similarity NPC244380
0.8322 Intermediate Similarity NPC61717
0.8308 Intermediate Similarity NPC473645
0.8281 Intermediate Similarity NPC37134
0.8281 Intermediate Similarity NPC291903
0.8239 Intermediate Similarity NPC284625
0.8239 Intermediate Similarity NPC69176
0.8235 Intermediate Similarity NPC139585
0.8217 Intermediate Similarity NPC473824
0.8217 Intermediate Similarity NPC300419
0.8217 Intermediate Similarity NPC475119
0.8203 Intermediate Similarity NPC164389
0.8203 Intermediate Similarity NPC475486
0.8168 Intermediate Similarity NPC110385
0.8168 Intermediate Similarity NPC37860
0.8168 Intermediate Similarity NPC153673
0.8168 Intermediate Similarity NPC144644
0.8168 Intermediate Similarity NPC267694
0.8168 Intermediate Similarity NPC142151
0.814 Intermediate Similarity NPC26626
0.814 Intermediate Similarity NPC305267
0.814 Intermediate Similarity NPC51465
0.814 Intermediate Similarity NPC288205
0.814 Intermediate Similarity NPC75287
0.814 Intermediate Similarity NPC476992
0.812 Intermediate Similarity NPC235405
0.812 Intermediate Similarity NPC281148
0.812 Intermediate Similarity NPC30735
0.8106 Intermediate Similarity NPC275225
0.8106 Intermediate Similarity NPC68767
0.8106 Intermediate Similarity NPC51099
0.8106 Intermediate Similarity NPC293031
0.8077 Intermediate Similarity NPC309223
0.8077 Intermediate Similarity NPC470876
0.8077 Intermediate Similarity NPC323359
0.8077 Intermediate Similarity NPC286457
0.8077 Intermediate Similarity NPC473452
0.8077 Intermediate Similarity NPC102505
0.8077 Intermediate Similarity NPC191827
0.8077 Intermediate Similarity NPC475514
0.8077 Intermediate Similarity NPC104137
0.8077 Intermediate Similarity NPC8524
0.8077 Intermediate Similarity NPC123522
0.8077 Intermediate Similarity NPC475209
0.8077 Intermediate Similarity NPC33012
0.8077 Intermediate Similarity NPC220160
0.8077 Intermediate Similarity NPC85154
0.8077 Intermediate Similarity NPC69811
0.806 Intermediate Similarity NPC470477
0.8047 Intermediate Similarity NPC473373
0.8047 Intermediate Similarity NPC102439
0.8047 Intermediate Similarity NPC10320
0.8047 Intermediate Similarity NPC80843
0.8047 Intermediate Similarity NPC104400
0.8047 Intermediate Similarity NPC475516
0.8047 Intermediate Similarity NPC292677
0.8047 Intermediate Similarity NPC139044
0.8047 Intermediate Similarity NPC471383
0.8047 Intermediate Similarity NPC1046
0.8047 Intermediate Similarity NPC276093
0.8047 Intermediate Similarity NPC79718
0.8047 Intermediate Similarity NPC101744
0.8047 Intermediate Similarity NPC469946
0.8047 Intermediate Similarity NPC324875
0.8047 Intermediate Similarity NPC104071
0.8047 Intermediate Similarity NPC257468
0.8047 Intermediate Similarity NPC109079
0.8047 Intermediate Similarity NPC475504
0.8045 Intermediate Similarity NPC40775
0.8045 Intermediate Similarity NPC107966
0.8045 Intermediate Similarity NPC235438
0.8045 Intermediate Similarity NPC249848
0.8015 Intermediate Similarity NPC473459
0.8015 Intermediate Similarity NPC475899
0.8015 Intermediate Similarity NPC237191
0.8 Intermediate Similarity NPC160415
0.8 Intermediate Similarity NPC470218
0.8 Intermediate Similarity NPC471384
0.8 Intermediate Similarity NPC58448
0.8 Intermediate Similarity NPC161674
0.7984 Intermediate Similarity NPC114287
0.7984 Intermediate Similarity NPC133818
0.7984 Intermediate Similarity NPC241909
0.7984 Intermediate Similarity NPC238935
0.7984 Intermediate Similarity NPC473343
0.7984 Intermediate Similarity NPC219180
0.7984 Intermediate Similarity NPC96641
0.7984 Intermediate Similarity NPC473826
0.7984 Intermediate Similarity NPC258885
0.7984 Intermediate Similarity NPC155410
0.7984 Intermediate Similarity NPC46665
0.7984 Intermediate Similarity NPC151543
0.7984 Intermediate Similarity NPC309714
0.7984 Intermediate Similarity NPC124296
0.7984 Intermediate Similarity NPC166422
0.7984 Intermediate Similarity NPC73318
0.7984 Intermediate Similarity NPC114304
0.7984 Intermediate Similarity NPC150400
0.7984 Intermediate Similarity NPC192600
0.7984 Intermediate Similarity NPC295823
0.7984 Intermediate Similarity NPC475467
0.7984 Intermediate Similarity NPC163183
0.7984 Intermediate Similarity NPC251263
0.7984 Intermediate Similarity NPC475287
0.7984 Intermediate Similarity NPC475208
0.7984 Intermediate Similarity NPC134835
0.7984 Intermediate Similarity NPC323341
0.7984 Intermediate Similarity NPC174720
0.7975 Intermediate Similarity NPC278272
0.7975 Intermediate Similarity NPC120667
0.797 Intermediate Similarity NPC64715
0.797 Intermediate Similarity NPC297263
0.797 Intermediate Similarity NPC104372
0.797 Intermediate Similarity NPC159309
0.797 Intermediate Similarity NPC11242
0.797 Intermediate Similarity NPC222580
0.797 Intermediate Similarity NPC86222
0.797 Intermediate Similarity NPC114484
0.797 Intermediate Similarity NPC62725
0.797 Intermediate Similarity NPC171544
0.797 Intermediate Similarity NPC223301
0.797 Intermediate Similarity NPC31838
0.797 Intermediate Similarity NPC301449
0.797 Intermediate Similarity NPC22956
0.7969 Intermediate Similarity NPC164419
0.7969 Intermediate Similarity NPC31839
0.7955 Intermediate Similarity NPC477464
0.7955 Intermediate Similarity NPC25663
0.7955 Intermediate Similarity NPC473386
0.7955 Intermediate Similarity NPC135849
0.7955 Intermediate Similarity NPC51564
0.7955 Intermediate Similarity NPC471577
0.7939 Intermediate Similarity NPC136768
0.7939 Intermediate Similarity NPC110633
0.7939 Intermediate Similarity NPC148417
0.7939 Intermediate Similarity NPC471580
0.7939 Intermediate Similarity NPC68175
0.7937 Intermediate Similarity NPC476113
0.7923 Intermediate Similarity NPC293330
0.7923 Intermediate Similarity NPC471385
0.7923 Intermediate Similarity NPC204414
0.7923 Intermediate Similarity NPC469782
0.7923 Intermediate Similarity NPC79643
0.7923 Intermediate Similarity NPC41061
0.7923 Intermediate Similarity NPC250247
0.7923 Intermediate Similarity NPC475160
0.7923 Intermediate Similarity NPC65105
0.7923 Intermediate Similarity NPC57484
0.7923 Intermediate Similarity NPC161717
0.7923 Intermediate Similarity NPC119592
0.7923 Intermediate Similarity NPC43550
0.7923 Intermediate Similarity NPC261506
0.7923 Intermediate Similarity NPC309907
0.7923 Intermediate Similarity NPC298034
0.7923 Intermediate Similarity NPC71065
0.7923 Intermediate Similarity NPC4328
0.7923 Intermediate Similarity NPC202828
0.7923 Intermediate Similarity NPC236638
0.7923 Intermediate Similarity NPC473714
0.7923 Intermediate Similarity NPC476068
0.7923 Intermediate Similarity NPC305981
0.7923 Intermediate Similarity NPC54636

  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 NPC172365 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
0.7721 Intermediate Similarity NPD8328 Phase 3
0.7537 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7185 Intermediate Similarity NPD8133 Approved
0.7007 Intermediate Similarity NPD8450 Suspended
0.695 Remote Similarity NPD8516 Approved
0.695 Remote Similarity NPD8517 Approved
0.695 Remote Similarity NPD8515 Approved
0.695 Remote Similarity NPD8513 Phase 3
0.6944 Remote Similarity NPD8074 Phase 3
0.6939 Remote Similarity NPD8449 Approved
0.6918 Remote Similarity NPD8391 Approved
0.6918 Remote Similarity NPD8390 Approved
0.6918 Remote Similarity NPD8392 Approved
0.6897 Remote Similarity NPD8337 Approved
0.6897 Remote Similarity NPD8336 Approved
0.6828 Remote Similarity NPD8448 Approved
0.6821 Remote Similarity NPD6333 Approved
0.6821 Remote Similarity NPD6334 Approved
0.6806 Remote Similarity NPD8341 Approved
0.6806 Remote Similarity NPD8342 Approved
0.6806 Remote Similarity NPD8299 Approved
0.6806 Remote Similarity NPD8340 Approved
0.6803 Remote Similarity NPD6914 Discontinued
0.6795 Remote Similarity NPD7625 Phase 1
0.6786 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6781 Remote Similarity NPD7736 Approved
0.6761 Remote Similarity NPD8377 Approved
0.6761 Remote Similarity NPD8294 Approved
0.6759 Remote Similarity NPD8451 Approved
0.6741 Remote Similarity NPD6412 Phase 2
0.6735 Remote Similarity NPD7319 Approved
0.6713 Remote Similarity NPD8380 Approved
0.6713 Remote Similarity NPD8335 Approved
0.6713 Remote Similarity NPD8379 Approved
0.6713 Remote Similarity NPD8378 Approved
0.6713 Remote Similarity NPD8296 Approved
0.6711 Remote Similarity NPD8338 Approved
0.6691 Remote Similarity NPD8174 Phase 2
0.6691 Remote Similarity NPD6686 Approved
0.6644 Remote Similarity NPD7507 Approved
0.6599 Remote Similarity NPD8293 Discontinued
0.6597 Remote Similarity NPD8033 Approved
0.6597 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6579 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6552 Remote Similarity NPD8080 Discontinued
0.6515 Remote Similarity NPD7902 Approved
0.6513 Remote Similarity NPD8415 Approved
0.6496 Remote Similarity NPD8307 Discontinued
0.6483 Remote Similarity NPD6921 Approved
0.6479 Remote Similarity NPD6940 Discontinued
0.6475 Remote Similarity NPD6421 Discontinued
0.6444 Remote Similarity NPD7139 Approved
0.6444 Remote Similarity NPD7141 Clinical (unspecified phase)
0.6444 Remote Similarity NPD7140 Approved
0.6438 Remote Similarity NPD6370 Approved
0.6423 Remote Similarity NPD8393 Approved
0.6418 Remote Similarity NPD8418 Phase 2
0.6412 Remote Similarity NPD7748 Approved
0.6397 Remote Similarity NPD8276 Approved
0.6397 Remote Similarity NPD8275 Approved
0.6395 Remote Similarity NPD7829 Approved
0.6395 Remote Similarity NPD7830 Approved
0.6389 Remote Similarity NPD7641 Discontinued
0.6389 Remote Similarity NPD7328 Approved
0.6389 Remote Similarity NPD7327 Approved
0.6377 Remote Similarity NPD8140 Approved
0.637 Remote Similarity NPD8444 Approved
0.6357 Remote Similarity NPD8087 Discontinued
0.6351 Remote Similarity NPD7492 Approved
0.635 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6345 Remote Similarity NPD7516 Approved
0.6324 Remote Similarity NPD8082 Approved
0.6324 Remote Similarity NPD8084 Approved
0.6324 Remote Similarity NPD8083 Approved
0.6324 Remote Similarity NPD8138 Approved
0.6324 Remote Similarity NPD8086 Approved
0.6324 Remote Similarity NPD8139 Approved
0.6324 Remote Similarity NPD8085 Approved
0.6312 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6309 Remote Similarity NPD6616 Approved
0.6301 Remote Similarity NPD8346 Approved
0.6301 Remote Similarity NPD6054 Approved
0.6301 Remote Similarity NPD8347 Approved
0.6301 Remote Similarity NPD6059 Approved
0.6301 Remote Similarity NPD8345 Approved
0.6288 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6288 Remote Similarity NPD7900 Approved
0.6286 Remote Similarity NPD8305 Approved
0.6286 Remote Similarity NPD8306 Approved
0.6286 Remote Similarity NPD6941 Approved
0.6268 Remote Similarity NPD6429 Approved
0.6268 Remote Similarity NPD6430 Approved
0.6267 Remote Similarity NPD7078 Approved
0.626 Remote Similarity NPD7515 Phase 2
0.6259 Remote Similarity NPD8266 Approved
0.6259 Remote Similarity NPD8268 Approved
0.6259 Remote Similarity NPD8267 Approved
0.6259 Remote Similarity NPD7503 Approved
0.6259 Remote Similarity NPD8269 Approved
0.625 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6232 Remote Similarity NPD8081 Approved
0.6222 Remote Similarity NPD8407 Phase 2
0.619 Remote Similarity NPD6319 Approved
0.6174 Remote Similarity NPD7642 Approved
0.6149 Remote Similarity NPD6908 Approved
0.6149 Remote Similarity NPD6016 Approved
0.6149 Remote Similarity NPD6909 Approved
0.6149 Remote Similarity NPD6015 Approved
0.6136 Remote Similarity NPD8035 Phase 2
0.6136 Remote Similarity NPD8034 Phase 2
0.6107 Remote Similarity NPD5988 Approved
0.6099 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6096 Remote Similarity NPD7115 Discovery
0.609 Remote Similarity NPD1447 Phase 3
0.609 Remote Similarity NPD1446 Phase 3
0.609 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6074 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6067 Remote Similarity NPD6067 Discontinued
0.6062 Remote Similarity NPD8384 Approved
0.6056 Remote Similarity NPD8368 Discontinued
0.6053 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6042 Remote Similarity NPD6882 Approved
0.6042 Remote Similarity NPD8297 Approved
0.6 Remote Similarity NPD8360 Approved
0.6 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6 Remote Similarity NPD8361 Approved
0.6 Remote Similarity NPD8435 Approved
0.5986 Remote Similarity NPD6009 Approved
0.5985 Remote Similarity NPD4225 Approved
0.5985 Remote Similarity NPD7638 Approved
0.5985 Remote Similarity NPD2255 Approved
0.597 Remote Similarity NPD6399 Phase 3
0.597 Remote Similarity NPD8171 Discontinued
0.596 Remote Similarity NPD7604 Phase 2
0.596 Remote Similarity NPD7122 Discontinued
0.5957 Remote Similarity NPD5357 Phase 1
0.5944 Remote Similarity NPD6373 Approved
0.5944 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5944 Remote Similarity NPD6372 Approved
0.5942 Remote Similarity NPD7639 Approved
0.5942 Remote Similarity NPD7640 Approved
0.594 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5928 Remote Similarity NPD8389 Clinical (unspecified phase)
0.5909 Remote Similarity NPD6033 Approved
0.5903 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5895 Remote Similarity NPD8485 Approved
0.5892 Remote Similarity NPD8424 Clinical (unspecified phase)
0.589 Remote Similarity NPD4632 Approved
0.589 Remote Similarity NPD8298 Phase 2
0.5882 Remote Similarity NPD8414 Discontinued
0.5862 Remote Similarity NPD6650 Approved
0.5862 Remote Similarity NPD6649 Approved
0.5848 Remote Similarity NPD8417 Discontinued
0.5846 Remote Similarity NPD8320 Phase 1
0.5846 Remote Similarity NPD8319 Approved
0.5845 Remote Similarity NPD6402 Approved
0.5845 Remote Similarity NPD7128 Approved
0.5845 Remote Similarity NPD6675 Approved
0.5845 Remote Similarity NPD5739 Approved
0.5843 Remote Similarity NPD7274 Clinical (unspecified phase)
0.5816 Remote Similarity NPD1407 Approved
0.5802 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5796 Remote Similarity NPD7260 Phase 2
0.5793 Remote Similarity NPD6420 Discontinued
0.5789 Remote Similarity NPD618 Clinical (unspecified phase)
0.5779 Remote Similarity NPD8273 Phase 1
0.5778 Remote Similarity NPD6411 Approved
0.5764 Remote Similarity NPD6881 Approved
0.5764 Remote Similarity NPD7320 Approved
0.5764 Remote Similarity NPD6899 Approved
0.5759 Remote Similarity NPD6845 Suspended
0.5753 Remote Similarity NPD8130 Phase 1
0.5753 Remote Similarity NPD1719 Phase 1
0.5745 Remote Similarity NPD8300 Approved
0.5745 Remote Similarity NPD8301 Approved
0.5734 Remote Similarity NPD6008 Approved
0.5725 Remote Similarity NPD6428 Approved
0.5705 Remote Similarity NPD7754 Approved
0.5705 Remote Similarity NPD7755 Approved
0.5703 Remote Similarity NPD7645 Phase 2
0.5694 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5694 Remote Similarity NPD5701 Approved
0.5694 Remote Similarity NPD5697 Approved
0.5686 Remote Similarity NPD6436 Phase 3
0.5685 Remote Similarity NPD7102 Approved
0.5685 Remote Similarity NPD4634 Approved
0.5685 Remote Similarity NPD7290 Approved
0.5685 Remote Similarity NPD6883 Approved
0.5672 Remote Similarity NPD4264 Clinical (unspecified phase)
0.565 Remote Similarity NPD8151 Discontinued
0.5646 Remote Similarity NPD6617 Approved
0.5646 Remote Similarity NPD6847 Approved
0.5646 Remote Similarity NPD6869 Approved
0.5639 Remote Similarity NPD3618 Phase 1
0.563 Remote Similarity NPD6101 Approved
0.563 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5622 Remote Similarity NPD7875 Clinical (unspecified phase)
0.5622 Remote Similarity NPD7874 Approved
0.5621 Remote Similarity NPD5983 Phase 2

  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