Structure

Physi-Chem Properties

Molecular Weight:  413.33
Volume:  456.07
LogP:  5.266
LogD:  4.483
LogS:  -5.519
# Rotatable Bonds:  2
TPSA:  52.82
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.583
Synthetic Accessibility Score:  4.997
Fsp3:  0.889
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:  -4.708
MDCK Permeability:  1.4556975656887516e-05
Pgp-inhibitor:  0.983
Pgp-substrate:  0.764
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.937
30% Bioavailability (F30%):  0.011

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.46
Plasma Protein Binding (PPB):  95.48931884765625%
Volume Distribution (VD):  1.224
Pgp-substrate:  2.038857936859131%

ADMET: Metabolism

CYP1A2-inhibitor:  0.067
CYP1A2-substrate:  0.251
CYP2C19-inhibitor:  0.061
CYP2C19-substrate:  0.848
CYP2C9-inhibitor:  0.164
CYP2C9-substrate:  0.047
CYP2D6-inhibitor:  0.365
CYP2D6-substrate:  0.479
CYP3A4-inhibitor:  0.916
CYP3A4-substrate:  0.517

ADMET: Excretion

Clearance (CL):  10.865
Half-life (T1/2):  0.043

ADMET: Toxicity

hERG Blockers:  0.294
Human Hepatotoxicity (H-HT):  0.352
Drug-inuced Liver Injury (DILI):  0.226
AMES Toxicity:  0.009
Rat Oral Acute Toxicity:  0.329
Maximum Recommended Daily Dose:  0.943
Skin Sensitization:  0.93
Carcinogencity:  0.879
Eye Corrosion:  0.005
Eye Irritation:  0.026
Respiratory Toxicity:  0.984

Download Data

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

  Natural Product: NPC240650

Natural Product ID:  NPC240650
Common Name*:   [(3S,20S,25R)-22,26-Iminocholesta-5,22(N)-Diene-3,25-Diol
IUPAC Name:   (3R)-6-[(1S)-1-[(3S,8S,9S,10R,13S,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-3-methyl-4,5-dihydro-2H-pyridin-3-ol
Synonyms:  
Standard InCHIKey:  YCTLKNVWQFQYLE-RRKPGTBZSA-N
Standard InCHI:  InChI=1S/C27H43NO2/c1-17(24-11-12-25(2,30)16-28-24)21-7-8-22-20-6-5-18-15-19(29)9-13-26(18,3)23(20)10-14-27(21,22)4/h5,17,19-23,29-30H,6-16H2,1-4H3/t17-,19-,20-,21+,22-,23-,25+,26-,27+/m0/s1
SMILES:  C[C@@H]([C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O)C1=NC[C@@](C)(CC1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL463129
PubChem CID:   10549683
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0002724] Steroidal alkaloids
          • [CHEMONTID:0002732] 22,26-epiminocholestanes

*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
NPO33146 eclipta alba Species n.a. Eukaryota n.a. suriname rainforest1 n.a. PMID[9784152]
NPO15546 Herba ecliptae prostratae n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]

☑ 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
NPT726 Cell Line M109 Mus musculus IC50 = 31.2 ug.mL-1 PMID[533972]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 0.35 ug ml-1 PMID[533972]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 2.5 ug ml-1 PMID[533972]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 4.0 ug ml-1 PMID[533972]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC = 6.25 ug.mL-1 PMID[533972]
NPT20 Organism Candida albicans Candida albicans MIC < 3.1 ug.mL-1 PMID[533972]

☑ 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 NPC240650 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
0.9667 High Similarity NPC280710
0.9667 High Similarity NPC243985
0.9072 High Similarity NPC45365
0.9072 High Similarity NPC293299
0.84 Intermediate Similarity NPC50815
0.8317 Intermediate Similarity NPC474583
0.8218 Intermediate Similarity NPC247060
0.8039 Intermediate Similarity NPC471083
0.7935 Intermediate Similarity NPC192456
0.7905 Intermediate Similarity NPC25340
0.7889 Intermediate Similarity NPC155986
0.7889 Intermediate Similarity NPC318495
0.7889 Intermediate Similarity NPC198968
0.7822 Intermediate Similarity NPC474164
0.7789 Intermediate Similarity NPC75810
0.7778 Intermediate Similarity NPC321381
0.7778 Intermediate Similarity NPC107059
0.7778 Intermediate Similarity NPC321016
0.7745 Intermediate Similarity NPC91604
0.7723 Intermediate Similarity NPC476903
0.7717 Intermediate Similarity NPC328714
0.7706 Intermediate Similarity NPC56796
0.7692 Intermediate Similarity NPC176012
0.7667 Intermediate Similarity NPC162742
0.7667 Intermediate Similarity NPC134847
0.7667 Intermediate Similarity NPC28657
0.7667 Intermediate Similarity NPC136188
0.7667 Intermediate Similarity NPC22105
0.7667 Intermediate Similarity NPC285893
0.7667 Intermediate Similarity NPC230301
0.7667 Intermediate Similarity NPC288035
0.7667 Intermediate Similarity NPC304309
0.766 Intermediate Similarity NPC5985
0.7647 Intermediate Similarity NPC140300
0.7634 Intermediate Similarity NPC241290
0.7634 Intermediate Similarity NPC209944
0.7634 Intermediate Similarity NPC164840
0.7609 Intermediate Similarity NPC477522
0.7609 Intermediate Similarity NPC87604
0.7609 Intermediate Similarity NPC473943
0.7609 Intermediate Similarity NPC474216
0.7582 Intermediate Similarity NPC240604
0.7582 Intermediate Similarity NPC113733
0.7582 Intermediate Similarity NPC300324
0.757 Intermediate Similarity NPC169375
0.7553 Intermediate Similarity NPC47761
0.7553 Intermediate Similarity NPC264245
0.7551 Intermediate Similarity NPC34754
0.7549 Intermediate Similarity NPC289140
0.7547 Intermediate Similarity NPC212874
0.7527 Intermediate Similarity NPC84694
0.7527 Intermediate Similarity NPC81306
0.7527 Intermediate Similarity NPC109546
0.7527 Intermediate Similarity NPC28862
0.7527 Intermediate Similarity NPC47982
0.7527 Intermediate Similarity NPC143182
0.75 Intermediate Similarity NPC275686
0.75 Intermediate Similarity NPC34019
0.7477 Intermediate Similarity NPC55462
0.7474 Intermediate Similarity NPC49964
0.7473 Intermediate Similarity NPC257347
0.7473 Intermediate Similarity NPC141071
0.7473 Intermediate Similarity NPC471723
0.7447 Intermediate Similarity NPC26117
0.7447 Intermediate Similarity NPC234193
0.7419 Intermediate Similarity NPC307965
0.7419 Intermediate Similarity NPC285761
0.7419 Intermediate Similarity NPC18603
0.7419 Intermediate Similarity NPC76931
0.7419 Intermediate Similarity NPC275910
0.7407 Intermediate Similarity NPC46981
0.7396 Intermediate Similarity NPC475789
0.7396 Intermediate Similarity NPC474634
0.7396 Intermediate Similarity NPC246956
0.7391 Intermediate Similarity NPC129165
0.7391 Intermediate Similarity NPC96319
0.7391 Intermediate Similarity NPC189883
0.7391 Intermediate Similarity NPC134330
0.7383 Intermediate Similarity NPC119329
0.7368 Intermediate Similarity NPC474759
0.7368 Intermediate Similarity NPC23852
0.7368 Intermediate Similarity NPC7505
0.7368 Intermediate Similarity NPC470383
0.7368 Intermediate Similarity NPC474752
0.7368 Intermediate Similarity NPC209620
0.7368 Intermediate Similarity NPC474683
0.7368 Intermediate Similarity NPC474531
0.7368 Intermediate Similarity NPC474731
0.7368 Intermediate Similarity NPC82986
0.7364 Intermediate Similarity NPC472359
0.7353 Intermediate Similarity NPC473314
0.734 Intermediate Similarity NPC273410
0.734 Intermediate Similarity NPC1319
0.734 Intermediate Similarity NPC209430
0.734 Intermediate Similarity NPC80530
0.734 Intermediate Similarity NPC30986
0.7339 Intermediate Similarity NPC159367
0.7321 Intermediate Similarity NPC478137
0.732 Intermediate Similarity NPC209802
0.732 Intermediate Similarity NPC205845
0.7315 Intermediate Similarity NPC258130
0.7312 Intermediate Similarity NPC214570
0.73 Intermediate Similarity NPC249312
0.7292 Intermediate Similarity NPC1272
0.7292 Intermediate Similarity NPC101462
0.7292 Intermediate Similarity NPC189972
0.7292 Intermediate Similarity NPC30166
0.7292 Intermediate Similarity NPC470614
0.7292 Intermediate Similarity NPC248886
0.7292 Intermediate Similarity NPC50964
0.729 Intermediate Similarity NPC241879
0.7273 Intermediate Similarity NPC147835
0.7273 Intermediate Similarity NPC95920
0.7273 Intermediate Similarity NPC85001
0.7273 Intermediate Similarity NPC253645
0.7263 Intermediate Similarity NPC102253
0.7263 Intermediate Similarity NPC236112
0.7263 Intermediate Similarity NPC322313
0.7263 Intermediate Similarity NPC13554
0.7263 Intermediate Similarity NPC236237
0.7255 Intermediate Similarity NPC93027
0.7253 Intermediate Similarity NPC474140
0.7253 Intermediate Similarity NPC471799
0.7245 Intermediate Similarity NPC157257
0.7245 Intermediate Similarity NPC474349
0.7245 Intermediate Similarity NPC274448
0.7245 Intermediate Similarity NPC474189
0.7234 Intermediate Similarity NPC138621
0.7234 Intermediate Similarity NPC6978
0.7234 Intermediate Similarity NPC244385
0.7234 Intermediate Similarity NPC477514
0.7234 Intermediate Similarity NPC167037
0.7228 Intermediate Similarity NPC84171
0.7216 Intermediate Similarity NPC317458
0.7204 Intermediate Similarity NPC73875
0.7204 Intermediate Similarity NPC244488
0.7204 Intermediate Similarity NPC247325
0.7204 Intermediate Similarity NPC470362
0.7204 Intermediate Similarity NPC46160
0.7204 Intermediate Similarity NPC202642
0.7204 Intermediate Similarity NPC237460
0.7174 Intermediate Similarity NPC471797
0.7174 Intermediate Similarity NPC27395
0.7174 Intermediate Similarity NPC329090
0.7172 Intermediate Similarity NPC94462
0.7172 Intermediate Similarity NPC152808
0.7172 Intermediate Similarity NPC24277
0.7172 Intermediate Similarity NPC293287
0.7172 Intermediate Similarity NPC6391
0.7172 Intermediate Similarity NPC261266
0.7158 Intermediate Similarity NPC291379
0.7143 Intermediate Similarity NPC185568
0.7143 Intermediate Similarity NPC470077
0.7143 Intermediate Similarity NPC124172
0.7143 Intermediate Similarity NPC472265
0.7143 Intermediate Similarity NPC474047
0.7143 Intermediate Similarity NPC221758
0.7143 Intermediate Similarity NPC59453
0.7143 Intermediate Similarity NPC238485
0.7143 Intermediate Similarity NPC33913
0.713 Intermediate Similarity NPC90538
0.7119 Intermediate Similarity NPC469943
0.7115 Intermediate Similarity NPC311164
0.7115 Intermediate Similarity NPC272732
0.7113 Intermediate Similarity NPC20853
0.7113 Intermediate Similarity NPC296701
0.7113 Intermediate Similarity NPC87489
0.7113 Intermediate Similarity NPC224072
0.7113 Intermediate Similarity NPC218616
0.7113 Intermediate Similarity NPC470049
0.7113 Intermediate Similarity NPC201852
0.71 Intermediate Similarity NPC149224
0.7097 Intermediate Similarity NPC118508
0.7097 Intermediate Similarity NPC328104
0.7097 Intermediate Similarity NPC319090
0.7097 Intermediate Similarity NPC322353
0.7097 Intermediate Similarity NPC121744
0.7071 Intermediate Similarity NPC318390
0.7071 Intermediate Similarity NPC266511
0.7064 Intermediate Similarity NPC475239
0.7059 Intermediate Similarity NPC14380
0.7054 Intermediate Similarity NPC328052
0.7053 Intermediate Similarity NPC85346
0.7053 Intermediate Similarity NPC474989
0.7053 Intermediate Similarity NPC205455
0.7053 Intermediate Similarity NPC22955
0.7053 Intermediate Similarity NPC186191
0.7053 Intermediate Similarity NPC470396
0.7053 Intermediate Similarity NPC65897
0.7053 Intermediate Similarity NPC99168
0.7053 Intermediate Similarity NPC302041
0.7043 Intermediate Similarity NPC304646
0.7043 Intermediate Similarity NPC28280
0.7041 Intermediate Similarity NPC207013
0.7033 Intermediate Similarity NPC475728
0.703 Intermediate Similarity NPC474668
0.703 Intermediate Similarity NPC316186
0.703 Intermediate Similarity NPC470542
0.7021 Intermediate Similarity NPC106364
0.7021 Intermediate Similarity NPC315261

  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 NPC240650 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
0.7667 Intermediate Similarity NPD7339 Approved
0.7667 Intermediate Similarity NPD6942 Approved
0.7525 Intermediate Similarity NPD5771 Approved
0.7391 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD4723 Approved
0.7374 Intermediate Similarity NPD4722 Approved
0.7263 Intermediate Similarity NPD7525 Registered
0.7174 Intermediate Similarity NPD6926 Approved
0.7174 Intermediate Similarity NPD6924 Approved
0.7143 Intermediate Similarity NPD4786 Approved
0.7021 Intermediate Similarity NPD6933 Approved
0.6989 Remote Similarity NPD4784 Approved
0.6989 Remote Similarity NPD4785 Approved
0.6957 Remote Similarity NPD4243 Approved
0.6939 Remote Similarity NPD3667 Approved
0.6931 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6842 Remote Similarity NPD1346 Approved
0.6804 Remote Similarity NPD7645 Phase 2
0.6774 Remote Similarity NPD7150 Approved
0.6774 Remote Similarity NPD7151 Approved
0.6774 Remote Similarity NPD7152 Approved
0.6739 Remote Similarity NPD6923 Approved
0.6739 Remote Similarity NPD6922 Approved
0.6735 Remote Similarity NPD4748 Discontinued
0.6735 Remote Similarity NPD6930 Phase 2
0.6735 Remote Similarity NPD6931 Approved
0.6731 Remote Similarity NPD4001 Clinical (unspecified phase)
0.6698 Remote Similarity NPD5707 Approved
0.6667 Remote Similarity NPD6939 Phase 2
0.6667 Remote Similarity NPD7144 Approved
0.6667 Remote Similarity NPD6938 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7143 Approved
0.6635 Remote Similarity NPD5328 Approved
0.6633 Remote Similarity NPD6929 Approved
0.663 Remote Similarity NPD6705 Phase 1
0.6598 Remote Similarity NPD6932 Approved
0.6566 Remote Similarity NPD7509 Discontinued
0.6562 Remote Similarity NPD5275 Approved
0.6562 Remote Similarity NPD4190 Phase 3
0.6545 Remote Similarity NPD6404 Discontinued
0.6542 Remote Similarity NPD5769 Clinical (unspecified phase)
0.6535 Remote Similarity NPD6695 Phase 3
0.6509 Remote Similarity NPD6079 Approved
0.6505 Remote Similarity NPD3618 Phase 1
0.6471 Remote Similarity NPD3665 Phase 1
0.6471 Remote Similarity NPD3133 Approved
0.6471 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6471 Remote Similarity NPD3666 Approved
0.6465 Remote Similarity NPD6683 Phase 2
0.6465 Remote Similarity NPD4195 Approved
0.6449 Remote Similarity NPD4202 Approved
0.6449 Remote Similarity NPD6399 Phase 3
0.6429 Remote Similarity NPD5776 Phase 2
0.6429 Remote Similarity NPD6925 Approved
0.6408 Remote Similarity NPD6893 Approved
0.6404 Remote Similarity NPD6640 Phase 3
0.64 Remote Similarity NPD7514 Phase 3
0.6364 Remote Similarity NPD7145 Approved
0.6364 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6325 Remote Similarity NPD6420 Discontinued
0.6321 Remote Similarity NPD4753 Phase 2
0.6311 Remote Similarity NPD3668 Phase 3
0.6286 Remote Similarity NPD7524 Approved
0.6286 Remote Similarity NPD7750 Discontinued
0.6275 Remote Similarity NPD4223 Phase 3
0.6275 Remote Similarity NPD4221 Approved
0.6262 Remote Similarity NPD6701 Clinical (unspecified phase)
0.6262 Remote Similarity NPD6700 Approved
0.6261 Remote Similarity NPD7333 Discontinued
0.625 Remote Similarity NPD5329 Approved
0.625 Remote Similarity NPD7520 Clinical (unspecified phase)
0.625 Remote Similarity NPD8418 Phase 2
0.6238 Remote Similarity NPD7332 Phase 2
0.6216 Remote Similarity NPD4755 Approved
0.6211 Remote Similarity NPD791 Approved
0.6211 Remote Similarity NPD15 Approved
0.621 Remote Similarity NPD6909 Approved
0.621 Remote Similarity NPD6908 Approved
0.619 Remote Similarity NPD5279 Phase 3
0.6176 Remote Similarity NPD6902 Approved
0.6176 Remote Similarity NPD6898 Phase 1
0.6154 Remote Similarity NPD4197 Approved
0.6126 Remote Similarity NPD4697 Phase 3
0.6126 Remote Similarity NPD5221 Approved
0.6126 Remote Similarity NPD5222 Approved
0.6126 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6121 Remote Similarity NPD5357 Phase 1
0.6107 Remote Similarity NPD8449 Approved
0.6106 Remote Similarity NPD4700 Approved
0.6106 Remote Similarity NPD5286 Approved
0.6106 Remote Similarity NPD5285 Approved
0.6106 Remote Similarity NPD4696 Approved
0.6071 Remote Similarity NPD6084 Phase 2
0.6071 Remote Similarity NPD5173 Approved
0.6071 Remote Similarity NPD6083 Phase 2
0.6061 Remote Similarity NPD8450 Suspended
0.6061 Remote Similarity NPD8264 Approved
0.6058 Remote Similarity NPD4788 Approved
0.6055 Remote Similarity NPD6703 Approved
0.6055 Remote Similarity NPD7515 Phase 2
0.6055 Remote Similarity NPD6702 Approved
0.6055 Remote Similarity NPD7087 Discontinued
0.6053 Remote Similarity NPD5223 Approved
0.6053 Remote Similarity NPD4159 Approved
0.6048 Remote Similarity NPD7522 Discontinued
0.6038 Remote Similarity NPD4693 Phase 3
0.6038 Remote Similarity NPD4689 Approved
0.6038 Remote Similarity NPD5205 Approved
0.6038 Remote Similarity NPD4138 Approved
0.6038 Remote Similarity NPD4690 Approved
0.6038 Remote Similarity NPD4688 Approved
0.6036 Remote Similarity NPD5210 Approved
0.6036 Remote Similarity NPD4629 Approved
0.6019 Remote Similarity NPD6051 Approved
0.6 Remote Similarity NPD5226 Approved
0.6 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD4633 Approved
0.6 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6 Remote Similarity NPD5225 Approved
0.6 Remote Similarity NPD5224 Approved
0.5983 Remote Similarity NPD6675 Approved
0.5983 Remote Similarity NPD5739 Approved
0.5983 Remote Similarity NPD7128 Approved
0.5983 Remote Similarity NPD6402 Approved
0.5963 Remote Similarity NPD4096 Approved
0.595 Remote Similarity NPD7335 Phase 2
0.595 Remote Similarity NPD7336 Phase 2
0.595 Remote Similarity NPD7337 Clinical (unspecified phase)
0.5948 Remote Similarity NPD5175 Approved
0.5948 Remote Similarity NPD4754 Approved
0.5948 Remote Similarity NPD5174 Approved
0.5926 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5897 Remote Similarity NPD5141 Approved
0.5888 Remote Similarity NPD5690 Phase 2
0.5888 Remote Similarity NPD7521 Approved
0.5888 Remote Similarity NPD6409 Approved
0.5888 Remote Similarity NPD5280 Approved
0.5888 Remote Similarity NPD7334 Approved
0.5888 Remote Similarity NPD5330 Approved
0.5888 Remote Similarity NPD7146 Approved
0.5888 Remote Similarity NPD4694 Approved
0.5888 Remote Similarity NPD6684 Approved
0.5887 Remote Similarity NPD7115 Discovery
0.5882 Remote Similarity NPD6881 Approved
0.5882 Remote Similarity NPD6334 Approved
0.5882 Remote Similarity NPD7320 Approved
0.5882 Remote Similarity NPD6899 Approved
0.5882 Remote Similarity NPD8174 Phase 2
0.5882 Remote Similarity NPD6333 Approved
0.5877 Remote Similarity NPD7638 Approved
0.5877 Remote Similarity NPD5290 Discontinued
0.5876 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5876 Remote Similarity NPD1082 Approved
0.5847 Remote Similarity NPD4768 Approved
0.5847 Remote Similarity NPD4767 Approved
0.5841 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6372 Approved
0.5833 Remote Similarity NPD6373 Approved
0.5826 Remote Similarity NPD7639 Approved
0.5826 Remote Similarity NPD7640 Approved
0.5816 Remote Similarity NPD4787 Phase 1
0.5804 Remote Similarity NPD7748 Approved
0.5798 Remote Similarity NPD5701 Approved
0.5798 Remote Similarity NPD5697 Approved
0.5785 Remote Similarity NPD6883 Approved
0.5785 Remote Similarity NPD7290 Approved
0.5785 Remote Similarity NPD7102 Approved
0.578 Remote Similarity NPD6903 Approved
0.578 Remote Similarity NPD6672 Approved
0.578 Remote Similarity NPD5737 Approved
0.5772 Remote Similarity NPD8298 Phase 2
0.5766 Remote Similarity NPD8034 Phase 2
0.5766 Remote Similarity NPD8035 Phase 2
0.5752 Remote Similarity NPD5695 Phase 3
0.5752 Remote Similarity NPD4814 Discontinued
0.575 Remote Similarity NPD4729 Approved
0.575 Remote Similarity NPD6011 Approved
0.575 Remote Similarity NPD5128 Approved
0.575 Remote Similarity NPD4730 Approved
0.5741 Remote Similarity NPD6098 Approved
0.5741 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5739 Remote Similarity NPD5696 Approved
0.5738 Remote Similarity NPD6847 Approved
0.5738 Remote Similarity NPD6650 Approved
0.5738 Remote Similarity NPD6649 Approved
0.5738 Remote Similarity NPD8130 Phase 1
0.5738 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5738 Remote Similarity NPD6869 Approved
0.5738 Remote Similarity NPD6617 Approved
0.5728 Remote Similarity NPD3617 Approved
0.5714 Remote Similarity NPD4139 Approved
0.5714 Remote Similarity NPD6920 Discontinued
0.5714 Remote Similarity NPD6914 Discontinued
0.5714 Remote Similarity NPD4692 Approved
0.5702 Remote Similarity NPD6013 Approved
0.5702 Remote Similarity NPD6014 Approved
0.5702 Remote Similarity NPD6012 Approved
0.5691 Remote Similarity NPD8297 Approved
0.5691 Remote Similarity NPD6882 Approved
0.568 Remote Similarity NPD7754 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