Structure

Physi-Chem Properties

Molecular Weight:  574.31
Volume:  591.095
LogP:  2.032
LogD:  1.375
LogS:  -3.959
# Rotatable Bonds:  6
TPSA:  158.43
# H-Bond Aceptor:  9
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.22
Synthetic Accessibility Score:  5.584
Fsp3:  0.75
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.229
MDCK Permeability:  1.0009359357354697e-05
Pgp-inhibitor:  0.969
Pgp-substrate:  0.98
Human Intestinal Absorption (HIA):  0.395
20% Bioavailability (F20%):  0.308
30% Bioavailability (F30%):  0.317

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.452
Plasma Protein Binding (PPB):  56.06401824951172%
Volume Distribution (VD):  0.396
Pgp-substrate:  24.16460418701172%

ADMET: Metabolism

CYP1A2-inhibitor:  0.004
CYP1A2-substrate:  0.146
CYP2C19-inhibitor:  0.018
CYP2C19-substrate:  0.747
CYP2C9-inhibitor:  0.023
CYP2C9-substrate:  0.182
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.071
CYP3A4-inhibitor:  0.769
CYP3A4-substrate:  0.589

ADMET: Excretion

Clearance (CL):  2.584
Half-life (T1/2):  0.382

ADMET: Toxicity

hERG Blockers:  0.021
Human Hepatotoxicity (H-HT):  0.107
Drug-inuced Liver Injury (DILI):  0.156
AMES Toxicity:  0.031
Rat Oral Acute Toxicity:  0.956
Maximum Recommended Daily Dose:  0.701
Skin Sensitization:  0.146
Carcinogencity:  0.825
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.976

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

  Natural Product: NPC148458

Natural Product ID:  NPC148458
Common Name*:   7Beta-Hydroxycucurbitacin B
IUPAC Name:   [(E,6R)-6-hydroxy-2-methyl-5-oxo-6-[(2S,7S,8S,9S,10R,13R,14S,16R,17R)-2,7,16-trihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-3-en-2-yl] acetate
Synonyms:   7Beta-Hydroxycucurbitacin B
Standard InCHIKey:  JWTLSWGHJPRCIB-JLEYTYLISA-N
Standard InCHI:  InChI=1S/C32H46O9/c1-16(33)41-27(2,3)11-10-22(37)32(9,40)25-21(36)14-29(6)24-19(34)12-17-18(13-20(35)26(39)28(17,4)5)31(24,8)23(38)15-30(25,29)7/h10-12,18-21,24-25,34-36,40H,13-15H2,1-9H3/b11-10+/t18-,19+,20+,21-,24+,25+,29+,30-,31-,32+/m1/s1
SMILES:  CC(=O)OC(/C=C/C(=O)[C@@]([C@H]1[C@H](O)C[C@@]2([C@]1(C)CC(=O)[C@@]1([C@H]2[C@@H](O)C=C2[C@H]1C[C@H](O)C(=O)C2(C)C)C)C)(O)C)(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL540461
PubChem CID:   44139608
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
NPO13450 Cucumis melo Species Cucurbitaceae Eukaryota Stems n.a. n.a. PMID[19348465]
NPO21876 Trichosanthes cucumeroides Species Cucurbitaceae Eukaryota n.a. n.a. n.a. PMID[33269591]
NPO13450 Cucumis melo Species Cucurbitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13450 Cucumis melo Species Cucurbitaceae Eukaryota Cotyledon n.a. n.a. Database[FooDB]
NPO13450 Cucumis melo Species Cucurbitaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO13450 Cucumis melo Species Cucurbitaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO21876 Trichosanthes cucumeroides Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13450 Cucumis melo Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21876 Trichosanthes cucumeroides Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13450 Cucumis melo Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21876 Trichosanthes cucumeroides Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13450 Cucumis melo Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21876 Trichosanthes cucumeroides 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
NPT81 Cell Line A549 Homo sapiens IC50 = 3210.0 nM PMID[575735]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 7590.0 nM PMID[575735]

☑ 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 NPC148458 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
0.9722 High Similarity NPC239273
0.9717 High Similarity NPC100267
0.9717 High Similarity NPC475524
0.9352 High Similarity NPC221144
0.9279 High Similarity NPC311554
0.9279 High Similarity NPC257457
0.9245 High Similarity NPC475294
0.9189 High Similarity NPC471854
0.8972 High Similarity NPC196528
0.8962 High Similarity NPC311612
0.8899 High Similarity NPC241927
0.8899 High Similarity NPC258543
0.8899 High Similarity NPC304495
0.8868 High Similarity NPC87351
0.8829 High Similarity NPC147180
0.8829 High Similarity NPC170487
0.8829 High Similarity NPC71348
0.8829 High Similarity NPC264634
0.8761 High Similarity NPC270958
0.8739 High Similarity NPC118860
0.8739 High Similarity NPC231589
0.8739 High Similarity NPC214797
0.8696 High Similarity NPC472933
0.8684 High Similarity NPC472934
0.8678 High Similarity NPC471855
0.8661 High Similarity NPC280782
0.8636 High Similarity NPC472825
0.8632 High Similarity NPC222688
0.8624 High Similarity NPC181265
0.8624 High Similarity NPC257353
0.8611 High Similarity NPC111323
0.8609 High Similarity NPC118638
0.8584 High Similarity NPC472926
0.8584 High Similarity NPC250109
0.8584 High Similarity NPC25909
0.8584 High Similarity NPC962
0.8584 High Similarity NPC202889
0.8559 High Similarity NPC214644
0.8547 High Similarity NPC46570
0.8545 High Similarity NPC185
0.8545 High Similarity NPC44063
0.8534 High Similarity NPC475041
0.8534 High Similarity NPC5292
0.8532 High Similarity NPC235889
0.8522 High Similarity NPC472927
0.8512 High Similarity NPC471407
0.8512 High Similarity NPC221414
0.8509 High Similarity NPC474181
0.85 High Similarity NPC473265
0.85 High Similarity NPC470882
0.8482 Intermediate Similarity NPC37116
0.8482 Intermediate Similarity NPC473627
0.8482 Intermediate Similarity NPC197428
0.8475 Intermediate Similarity NPC269642
0.8475 Intermediate Similarity NPC107493
0.8468 Intermediate Similarity NPC470269
0.8462 Intermediate Similarity NPC79579
0.8462 Intermediate Similarity NPC476962
0.8462 Intermediate Similarity NPC109973
0.8455 Intermediate Similarity NPC469674
0.8448 Intermediate Similarity NPC146786
0.8448 Intermediate Similarity NPC153440
0.8443 Intermediate Similarity NPC213634
0.8443 Intermediate Similarity NPC220757
0.8443 Intermediate Similarity NPC196921
0.844 Intermediate Similarity NPC249187
0.844 Intermediate Similarity NPC247957
0.8435 Intermediate Similarity NPC266728
0.8435 Intermediate Similarity NPC49492
0.8435 Intermediate Similarity NPC190286
0.8426 Intermediate Similarity NPC476240
0.8426 Intermediate Similarity NPC476223
0.8426 Intermediate Similarity NPC224720
0.8421 Intermediate Similarity NPC122056
0.8421 Intermediate Similarity NPC108721
0.8421 Intermediate Similarity NPC73300
0.8421 Intermediate Similarity NPC472929
0.8417 Intermediate Similarity NPC15095
0.8411 Intermediate Similarity NPC197386
0.8407 Intermediate Similarity NPC43775
0.8407 Intermediate Similarity NPC474315
0.8407 Intermediate Similarity NPC472928
0.8403 Intermediate Similarity NPC473979
0.8403 Intermediate Similarity NPC469789
0.8403 Intermediate Similarity NPC204812
0.8396 Intermediate Similarity NPC49371
0.8393 Intermediate Similarity NPC2766
0.8378 Intermediate Similarity NPC472925
0.8378 Intermediate Similarity NPC91034
0.8376 Intermediate Similarity NPC264954
0.8376 Intermediate Similarity NPC476960
0.8364 Intermediate Similarity NPC118911
0.8362 Intermediate Similarity NPC243065
0.8361 Intermediate Similarity NPC231529
0.8361 Intermediate Similarity NPC35109
0.8361 Intermediate Similarity NPC470880
0.8349 Intermediate Similarity NPC136289
0.8349 Intermediate Similarity NPC308726
0.8349 Intermediate Similarity NPC119601
0.8348 Intermediate Similarity NPC147912
0.8348 Intermediate Similarity NPC67259
0.8347 Intermediate Similarity NPC473253
0.8333 Intermediate Similarity NPC81736
0.8333 Intermediate Similarity NPC218383
0.8333 Intermediate Similarity NPC172154
0.8333 Intermediate Similarity NPC236217
0.8333 Intermediate Similarity NPC32868
0.8333 Intermediate Similarity NPC8369
0.8333 Intermediate Similarity NPC474720
0.8333 Intermediate Similarity NPC241456
0.8333 Intermediate Similarity NPC476274
0.8333 Intermediate Similarity NPC8374
0.8333 Intermediate Similarity NPC191620
0.8319 Intermediate Similarity NPC23786
0.8319 Intermediate Similarity NPC470265
0.8319 Intermediate Similarity NPC129689
0.8319 Intermediate Similarity NPC5103
0.8318 Intermediate Similarity NPC107243
0.8306 Intermediate Similarity NPC469673
0.8305 Intermediate Similarity NPC474585
0.8305 Intermediate Similarity NPC185876
0.8305 Intermediate Similarity NPC474370
0.8305 Intermediate Similarity NPC19336
0.8305 Intermediate Similarity NPC476961
0.8304 Intermediate Similarity NPC177064
0.8304 Intermediate Similarity NPC94529
0.8304 Intermediate Similarity NPC295244
0.8291 Intermediate Similarity NPC329736
0.8288 Intermediate Similarity NPC149047
0.8288 Intermediate Similarity NPC60681
0.8276 Intermediate Similarity NPC176840
0.8273 Intermediate Similarity NPC26478
0.8273 Intermediate Similarity NPC236390
0.8264 Intermediate Similarity NPC473635
0.8264 Intermediate Similarity NPC293112
0.8261 Intermediate Similarity NPC52634
0.8261 Intermediate Similarity NPC469496
0.8261 Intermediate Similarity NPC469463
0.8261 Intermediate Similarity NPC469454
0.8257 Intermediate Similarity NPC474327
0.8257 Intermediate Similarity NPC163372
0.8257 Intermediate Similarity NPC302537
0.8257 Intermediate Similarity NPC81530
0.8257 Intermediate Similarity NPC99411
0.825 Intermediate Similarity NPC11895
0.8246 Intermediate Similarity NPC115303
0.8241 Intermediate Similarity NPC222011
0.8241 Intermediate Similarity NPC114274
0.8241 Intermediate Similarity NPC477854
0.8241 Intermediate Similarity NPC176845
0.824 Intermediate Similarity NPC476823
0.8235 Intermediate Similarity NPC310511
0.8235 Intermediate Similarity NPC67569
0.823 Intermediate Similarity NPC11710
0.823 Intermediate Similarity NPC286174
0.823 Intermediate Similarity NPC77947
0.823 Intermediate Similarity NPC284828
0.823 Intermediate Similarity NPC173905
0.823 Intermediate Similarity NPC472216
0.823 Intermediate Similarity NPC5475
0.8226 Intermediate Similarity NPC34963
0.822 Intermediate Similarity NPC305260
0.822 Intermediate Similarity NPC180640
0.822 Intermediate Similarity NPC61520
0.822 Intermediate Similarity NPC270850
0.8214 Intermediate Similarity NPC220229
0.8214 Intermediate Similarity NPC475060
0.8214 Intermediate Similarity NPC83744
0.8214 Intermediate Similarity NPC477916
0.8205 Intermediate Similarity NPC20302
0.8205 Intermediate Similarity NPC470492
0.8205 Intermediate Similarity NPC284068
0.8205 Intermediate Similarity NPC476965
0.8205 Intermediate Similarity NPC286528
0.8205 Intermediate Similarity NPC167606
0.8205 Intermediate Similarity NPC140055
0.8205 Intermediate Similarity NPC470959
0.8198 Intermediate Similarity NPC204833
0.8198 Intermediate Similarity NPC72255
0.8198 Intermediate Similarity NPC29705
0.8198 Intermediate Similarity NPC137657
0.8198 Intermediate Similarity NPC255309
0.8198 Intermediate Similarity NPC28656
0.8198 Intermediate Similarity NPC209502
0.8197 Intermediate Similarity NPC287423
0.8197 Intermediate Similarity NPC152091
0.819 Intermediate Similarity NPC474872
0.819 Intermediate Similarity NPC470953
0.8182 Intermediate Similarity NPC477054
0.8182 Intermediate Similarity NPC15396
0.8182 Intermediate Similarity NPC185530
0.8182 Intermediate Similarity NPC56498
0.8182 Intermediate Similarity NPC473255
0.8182 Intermediate Similarity NPC195290
0.8182 Intermediate Similarity NPC475320
0.8182 Intermediate Similarity NPC114540
0.8182 Intermediate Similarity NPC271266
0.8182 Intermediate Similarity NPC155332
0.8182 Intermediate Similarity NPC473928
0.8182 Intermediate Similarity NPC32577

  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 NPC148458 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
0.8739 High Similarity NPD6650 Approved
0.8739 High Similarity NPD6649 Approved
0.8661 High Similarity NPD8297 Approved
0.8636 High Similarity NPD6899 Approved
0.8636 High Similarity NPD6881 Approved
0.8571 High Similarity NPD8130 Phase 1
0.8559 High Similarity NPD6373 Approved
0.8559 High Similarity NPD6372 Approved
0.8545 High Similarity NPD5697 Approved
0.8496 Intermediate Similarity NPD6882 Approved
0.8482 Intermediate Similarity NPD7102 Approved
0.8482 Intermediate Similarity NPD6883 Approved
0.8482 Intermediate Similarity NPD7290 Approved
0.8455 Intermediate Similarity NPD7128 Approved
0.8455 Intermediate Similarity NPD6675 Approved
0.8455 Intermediate Similarity NPD6402 Approved
0.8455 Intermediate Similarity NPD5739 Approved
0.8407 Intermediate Similarity NPD6869 Approved
0.8407 Intermediate Similarity NPD6847 Approved
0.8407 Intermediate Similarity NPD6617 Approved
0.8393 Intermediate Similarity NPD6014 Approved
0.8393 Intermediate Similarity NPD6013 Approved
0.8393 Intermediate Similarity NPD6012 Approved
0.8349 Intermediate Similarity NPD5211 Phase 2
0.8318 Intermediate Similarity NPD6084 Phase 2
0.8318 Intermediate Similarity NPD6083 Phase 2
0.8304 Intermediate Similarity NPD6011 Approved
0.8304 Intermediate Similarity NPD7320 Approved
0.8214 Intermediate Similarity NPD5701 Approved
0.8205 Intermediate Similarity NPD7115 Discovery
0.8198 Intermediate Similarity NPD5141 Approved
0.8165 Intermediate Similarity NPD5286 Approved
0.8165 Intermediate Similarity NPD5285 Approved
0.8165 Intermediate Similarity NPD4696 Approved
0.8151 Intermediate Similarity NPD6319 Approved
0.8103 Intermediate Similarity NPD4632 Approved
0.8073 Intermediate Similarity NPD5696 Approved
0.8018 Intermediate Similarity NPD4633 Approved
0.8018 Intermediate Similarity NPD5224 Approved
0.8018 Intermediate Similarity NPD5226 Approved
0.8018 Intermediate Similarity NPD5225 Approved
0.8 Intermediate Similarity NPD7640 Approved
0.8 Intermediate Similarity NPD7639 Approved
0.7982 Intermediate Similarity NPD4755 Approved
0.7963 Intermediate Similarity NPD4629 Approved
0.7963 Intermediate Similarity NPD5210 Approved
0.7963 Intermediate Similarity NPD5695 Phase 3
0.7946 Intermediate Similarity NPD5175 Approved
0.7946 Intermediate Similarity NPD5174 Approved
0.7931 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7928 Intermediate Similarity NPD5223 Approved
0.7917 Intermediate Similarity NPD7101 Approved
0.7917 Intermediate Similarity NPD7100 Approved
0.7909 Intermediate Similarity NPD7638 Approved
0.7899 Intermediate Similarity NPD6009 Approved
0.7886 Intermediate Similarity NPD7492 Approved
0.7863 Intermediate Similarity NPD6053 Discontinued
0.7851 Intermediate Similarity NPD6054 Approved
0.785 Intermediate Similarity NPD5693 Phase 1
0.7845 Intermediate Similarity NPD4634 Approved
0.784 Intermediate Similarity NPD7736 Approved
0.7838 Intermediate Similarity NPD4700 Approved
0.7833 Intermediate Similarity NPD6335 Approved
0.783 Intermediate Similarity NPD4753 Phase 2
0.7826 Intermediate Similarity NPD4729 Approved
0.7826 Intermediate Similarity NPD4730 Approved
0.7823 Intermediate Similarity NPD6616 Approved
0.7815 Intermediate Similarity NPD6274 Approved
0.7807 Intermediate Similarity NPD6008 Approved
0.7805 Intermediate Similarity NPD7604 Phase 2
0.7787 Intermediate Similarity NPD5983 Phase 2
0.776 Intermediate Similarity NPD7078 Approved
0.775 Intermediate Similarity NPD6317 Approved
0.7727 Intermediate Similarity NPD5221 Approved
0.7727 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD5222 Approved
0.7724 Intermediate Similarity NPD6370 Approved
0.7692 Intermediate Similarity NPD5249 Phase 3
0.7692 Intermediate Similarity NPD5247 Approved
0.7692 Intermediate Similarity NPD5250 Approved
0.7692 Intermediate Similarity NPD5248 Approved
0.7692 Intermediate Similarity NPD5251 Approved
0.7686 Intermediate Similarity NPD6313 Approved
0.7686 Intermediate Similarity NPD6314 Approved
0.7685 Intermediate Similarity NPD6079 Approved
0.768 Intermediate Similarity NPD6336 Discontinued
0.768 Intermediate Similarity NPD7507 Approved
0.7664 Intermediate Similarity NPD6673 Approved
0.7664 Intermediate Similarity NPD6080 Approved
0.7664 Intermediate Similarity NPD6904 Approved
0.7658 Intermediate Similarity NPD5173 Approved
0.7652 Intermediate Similarity NPD4768 Approved
0.7652 Intermediate Similarity NPD4767 Approved
0.7642 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD6015 Approved
0.7642 Intermediate Similarity NPD6016 Approved
0.7619 Intermediate Similarity NPD8293 Discontinued
0.7615 Intermediate Similarity NPD6399 Phase 3
0.7593 Intermediate Similarity NPD5785 Approved
0.7581 Intermediate Similarity NPD5988 Approved
0.757 Intermediate Similarity NPD6672 Approved
0.757 Intermediate Similarity NPD5737 Approved
0.7568 Intermediate Similarity NPD4697 Phase 3
0.7561 Intermediate Similarity NPD6059 Approved
0.7547 Intermediate Similarity NPD7521 Approved
0.7547 Intermediate Similarity NPD7334 Approved
0.7547 Intermediate Similarity NPD5330 Approved
0.7547 Intermediate Similarity NPD6684 Approved
0.7547 Intermediate Similarity NPD6409 Approved
0.7547 Intermediate Similarity NPD7146 Approved
0.7521 Intermediate Similarity NPD6868 Approved
0.7521 Intermediate Similarity NPD5128 Approved
0.75 Intermediate Similarity NPD6909 Approved
0.75 Intermediate Similarity NPD7319 Approved
0.75 Intermediate Similarity NPD6908 Approved
0.75 Intermediate Similarity NPD5328 Approved
0.7479 Intermediate Similarity NPD5217 Approved
0.7479 Intermediate Similarity NPD5216 Approved
0.7479 Intermediate Similarity NPD5215 Approved
0.7478 Intermediate Similarity NPD4754 Approved
0.7477 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD5329 Approved
0.7407 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD6903 Approved
0.7395 Intermediate Similarity NPD5169 Approved
0.7395 Intermediate Similarity NPD5135 Approved
0.7395 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD7632 Discontinued
0.7383 Intermediate Similarity NPD6098 Approved
0.7383 Intermediate Similarity NPD5690 Phase 2
0.7373 Intermediate Similarity NPD6686 Approved
0.7364 Intermediate Similarity NPD5284 Approved
0.7364 Intermediate Similarity NPD5694 Approved
0.7364 Intermediate Similarity NPD6050 Approved
0.7364 Intermediate Similarity NPD5281 Approved
0.736 Intermediate Similarity NPD7503 Approved
0.7358 Intermediate Similarity NPD4197 Approved
0.7358 Intermediate Similarity NPD3666 Approved
0.7358 Intermediate Similarity NPD3665 Phase 1
0.7358 Intermediate Similarity NPD3133 Approved
0.7333 Intermediate Similarity NPD5127 Approved
0.7297 Intermediate Similarity NPD5779 Approved
0.7297 Intermediate Similarity NPD5778 Approved
0.7297 Intermediate Similarity NPD4202 Approved
0.7288 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD6412 Phase 2
0.7281 Intermediate Similarity NPD4225 Approved
0.7273 Intermediate Similarity NPD5692 Phase 3
0.7252 Intermediate Similarity NPD7260 Phase 2
0.725 Intermediate Similarity NPD6371 Approved
0.7232 Intermediate Similarity NPD7748 Approved
0.7227 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD3618 Phase 1
0.7222 Intermediate Similarity NPD8033 Approved
0.7207 Intermediate Similarity NPD7637 Suspended
0.7196 Intermediate Similarity NPD4786 Approved
0.7193 Intermediate Similarity NPD7902 Approved
0.7182 Intermediate Similarity NPD6051 Approved
0.717 Intermediate Similarity NPD4223 Phase 3
0.717 Intermediate Similarity NPD4221 Approved
0.7154 Intermediate Similarity NPD5167 Approved
0.7143 Intermediate Similarity NPD8377 Approved
0.7143 Intermediate Similarity NPD6614 Approved
0.7143 Intermediate Similarity NPD8294 Approved
0.713 Intermediate Similarity NPD1694 Approved
0.713 Intermediate Similarity NPD5363 Approved
0.712 Intermediate Similarity NPD7328 Approved
0.712 Intermediate Similarity NPD7327 Approved
0.7117 Intermediate Similarity NPD5207 Approved
0.7109 Intermediate Similarity NPD8328 Phase 3
0.7107 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD5208 Approved
0.7087 Intermediate Similarity NPD8378 Approved
0.7087 Intermediate Similarity NPD8335 Approved
0.7087 Intermediate Similarity NPD8380 Approved
0.7087 Intermediate Similarity NPD8296 Approved
0.7087 Intermediate Similarity NPD8379 Approved
0.7083 Intermediate Similarity NPD5168 Approved
0.708 Intermediate Similarity NPD6001 Approved
0.7064 Intermediate Similarity NPD5280 Approved
0.7064 Intermediate Similarity NPD5279 Phase 3
0.7064 Intermediate Similarity NPD4694 Approved
0.7064 Intermediate Similarity NPD5786 Approved
0.7064 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD7516 Approved
0.7054 Intermediate Similarity NPD7515 Phase 2
0.7054 Intermediate Similarity NPD6411 Approved
0.7042 Intermediate Similarity NPD7236 Approved
0.7025 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7023 Intermediate Similarity NPD6033 Approved
0.7018 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD3667 Approved
0.7 Intermediate Similarity NPD3573 Approved
0.6949 Remote Similarity NPD5091 Approved
0.6944 Remote Similarity NPD5362 Discontinued
0.6944 Remote Similarity NPD4788 Approved
0.6935 Remote Similarity NPD8133 Approved
0.693 Remote Similarity NPD7900 Approved
0.693 Remote Similarity NPD7901 Clinical (unspecified phase)

  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