Structure

Physi-Chem Properties

Molecular Weight:  346.21
Volume:  370.718
LogP:  4.038
LogD:  3.437
LogS:  -3.858
# Rotatable Bonds:  5
TPSA:  69.92
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.553
Synthetic Accessibility Score:  4.278
Fsp3:  0.619
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.652
MDCK Permeability:  1.91761355381459e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.009
Human Intestinal Absorption (HIA):  0.051
20% Bioavailability (F20%):  0.767
30% Bioavailability (F30%):  0.177

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.211
Plasma Protein Binding (PPB):  99.14657592773438%
Volume Distribution (VD):  1.058
Pgp-substrate:  1.1067463159561157%

ADMET: Metabolism

CYP1A2-inhibitor:  0.401
CYP1A2-substrate:  0.693
CYP2C19-inhibitor:  0.194
CYP2C19-substrate:  0.363
CYP2C9-inhibitor:  0.293
CYP2C9-substrate:  0.638
CYP2D6-inhibitor:  0.616
CYP2D6-substrate:  0.885
CYP3A4-inhibitor:  0.154
CYP3A4-substrate:  0.284

ADMET: Excretion

Clearance (CL):  10.91
Half-life (T1/2):  0.782

ADMET: Toxicity

hERG Blockers:  0.027
Human Hepatotoxicity (H-HT):  0.474
Drug-inuced Liver Injury (DILI):  0.04
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.085
Maximum Recommended Daily Dose:  0.056
Skin Sensitization:  0.901
Carcinogencity:  0.083
Eye Corrosion:  0.003
Eye Irritation:  0.047
Respiratory Toxicity:  0.863

Download Data

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

  Natural Product: NPC91408

Natural Product ID:  NPC91408
Common Name*:   (3Ar,7R,9As)-7-Hydroxy-1-[(E,2R)-7-Hydroxy-6-Methylhept-5-En-2-Yl]-3A-Methyl-3,5,6,7,9,9A-Hexahydrocyclopenta[B]Chromen-8-One
IUPAC Name:   (3aR,7R,9aS)-7-hydroxy-1-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-3a-methyl-3,5,6,7,9,9a-hexahydrocyclopenta[b]chromen-8-one
Synonyms:  
Standard InCHIKey:  KOATXBNOVXBDJE-HCDUGCIISA-N
Standard InCHI:  InChI=1S/C21H30O4/c1-13(12-22)5-4-6-14(2)15-9-10-21(3)17(15)11-16-19(25-21)8-7-18(23)20(16)24/h5,9,14,17-18,22-23H,4,6-8,10-12H2,1-3H3/b13-5+/t14-,17+,18-,21-/m1/s1
SMILES:  OC/C(=C/CC[C@H](C1=CC[C@@]2([C@H]1CC1=C(O2)CC[C@H](C1=O)O)C)C)/C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2431887
PubChem CID:   73350930
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO32811 Alternaria sp. JJY-32 Species Pleosporaceae Eukaryota n.a. n.a. n.a. PMID[24128115]

☑ 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
NPT2 Others Unspecified IC50 = 50000.0 nM PMID[488707]

☑ 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 NPC91408 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
0.9341 High Similarity NPC279313
0.8614 High Similarity NPC471400
0.8283 Intermediate Similarity NPC471401
0.8163 Intermediate Similarity NPC20066
0.8 Intermediate Similarity NPC99760
0.7938 Intermediate Similarity NPC61275
0.7917 Intermediate Similarity NPC469464
0.79 Intermediate Similarity NPC300584
0.7843 Intermediate Similarity NPC308726
0.7843 Intermediate Similarity NPC70369
0.7843 Intermediate Similarity NPC119601
0.7835 Intermediate Similarity NPC146852
0.7812 Intermediate Similarity NPC307092
0.78 Intermediate Similarity NPC69385
0.7767 Intermediate Similarity NPC311612
0.7767 Intermediate Similarity NPC111323
0.7755 Intermediate Similarity NPC109414
0.7755 Intermediate Similarity NPC125180
0.7745 Intermediate Similarity NPC302537
0.7745 Intermediate Similarity NPC163372
0.7736 Intermediate Similarity NPC101018
0.7732 Intermediate Similarity NPC265856
0.7723 Intermediate Similarity NPC222011
0.7708 Intermediate Similarity NPC473658
0.767 Intermediate Similarity NPC470840
0.767 Intermediate Similarity NPC118405
0.767 Intermediate Similarity NPC87351
0.7647 Intermediate Similarity NPC472644
0.7647 Intermediate Similarity NPC476274
0.7629 Intermediate Similarity NPC51358
0.7629 Intermediate Similarity NPC123912
0.7624 Intermediate Similarity NPC18509
0.7604 Intermediate Similarity NPC237540
0.76 Intermediate Similarity NPC472932
0.76 Intermediate Similarity NPC134067
0.7582 Intermediate Similarity NPC478122
0.7579 Intermediate Similarity NPC36350
0.7573 Intermediate Similarity NPC476240
0.7573 Intermediate Similarity NPC472643
0.7573 Intermediate Similarity NPC476223
0.7573 Intermediate Similarity NPC224720
0.757 Intermediate Similarity NPC20192
0.7551 Intermediate Similarity NPC166554
0.7551 Intermediate Similarity NPC134321
0.7551 Intermediate Similarity NPC471399
0.7549 Intermediate Similarity NPC35717
0.7549 Intermediate Similarity NPC306908
0.7547 Intermediate Similarity NPC475294
0.7526 Intermediate Similarity NPC26078
0.7526 Intermediate Similarity NPC53454
0.7526 Intermediate Similarity NPC472008
0.7525 Intermediate Similarity NPC249954
0.7524 Intermediate Similarity NPC40170
0.75 Intermediate Similarity NPC473424
0.75 Intermediate Similarity NPC203795
0.7477 Intermediate Similarity NPC217201
0.7476 Intermediate Similarity NPC144956
0.7475 Intermediate Similarity NPC168027
0.7475 Intermediate Similarity NPC185936
0.7474 Intermediate Similarity NPC40687
0.7455 Intermediate Similarity NPC108721
0.7455 Intermediate Similarity NPC73300
0.7453 Intermediate Similarity NPC472645
0.7453 Intermediate Similarity NPC85529
0.7453 Intermediate Similarity NPC32006
0.7451 Intermediate Similarity NPC471916
0.7451 Intermediate Similarity NPC254496
0.7447 Intermediate Similarity NPC133844
0.7444 Intermediate Similarity NPC474011
0.7429 Intermediate Similarity NPC236390
0.7426 Intermediate Similarity NPC316215
0.7426 Intermediate Similarity NPC259286
0.7423 Intermediate Similarity NPC471738
0.7407 Intermediate Similarity NPC214644
0.7407 Intermediate Similarity NPC11710
0.7404 Intermediate Similarity NPC469851
0.7404 Intermediate Similarity NPC81530
0.7404 Intermediate Similarity NPC470184
0.74 Intermediate Similarity NPC472930
0.74 Intermediate Similarity NPC69454
0.7396 Intermediate Similarity NPC474853
0.7396 Intermediate Similarity NPC179006
0.7383 Intermediate Similarity NPC44063
0.7383 Intermediate Similarity NPC475060
0.7383 Intermediate Similarity NPC185
0.7383 Intermediate Similarity NPC220229
0.7379 Intermediate Similarity NPC470541
0.7379 Intermediate Similarity NPC471717
0.7379 Intermediate Similarity NPC197386
0.7374 Intermediate Similarity NPC128672
0.7374 Intermediate Similarity NPC477711
0.7364 Intermediate Similarity NPC100267
0.7364 Intermediate Similarity NPC475524
0.7364 Intermediate Similarity NPC221144
0.7363 Intermediate Similarity NPC469646
0.7358 Intermediate Similarity NPC235889
0.7358 Intermediate Similarity NPC118911
0.7353 Intermediate Similarity NPC471463
0.7353 Intermediate Similarity NPC328371
0.7353 Intermediate Similarity NPC184065
0.7353 Intermediate Similarity NPC117133
0.7347 Intermediate Similarity NPC87189
0.7347 Intermediate Similarity NPC228415
0.7347 Intermediate Similarity NPC474854
0.7339 Intermediate Similarity NPC206595
0.7339 Intermediate Similarity NPC153036
0.7333 Intermediate Similarity NPC136289
0.7333 Intermediate Similarity NPC204450
0.7333 Intermediate Similarity NPC195290
0.7333 Intermediate Similarity NPC477915
0.7327 Intermediate Similarity NPC298919
0.7327 Intermediate Similarity NPC212812
0.7327 Intermediate Similarity NPC472976
0.7327 Intermediate Similarity NPC472977
0.7327 Intermediate Similarity NPC53685
0.7327 Intermediate Similarity NPC8993
0.7327 Intermediate Similarity NPC196227
0.7321 Intermediate Similarity NPC148458
0.7321 Intermediate Similarity NPC176840
0.732 Intermediate Similarity NPC202394
0.732 Intermediate Similarity NPC476043
0.732 Intermediate Similarity NPC327115
0.732 Intermediate Similarity NPC472009
0.7312 Intermediate Similarity NPC308038
0.7308 Intermediate Similarity NPC241221
0.7308 Intermediate Similarity NPC46761
0.7308 Intermediate Similarity NPC154072
0.7308 Intermediate Similarity NPC474720
0.73 Intermediate Similarity NPC473998
0.73 Intermediate Similarity NPC475441
0.73 Intermediate Similarity NPC63748
0.73 Intermediate Similarity NPC472978
0.73 Intermediate Similarity NPC475806
0.7292 Intermediate Similarity NPC7927
0.7292 Intermediate Similarity NPC230527
0.729 Intermediate Similarity NPC319077
0.729 Intermediate Similarity NPC202167
0.729 Intermediate Similarity NPC478052
0.729 Intermediate Similarity NPC60681
0.729 Intermediate Similarity NPC152695
0.729 Intermediate Similarity NPC48733
0.729 Intermediate Similarity NPC171137
0.729 Intermediate Similarity NPC150531
0.729 Intermediate Similarity NPC302607
0.729 Intermediate Similarity NPC149047
0.729 Intermediate Similarity NPC469852
0.729 Intermediate Similarity NPC85829
0.729 Intermediate Similarity NPC181265
0.729 Intermediate Similarity NPC97202
0.729 Intermediate Similarity NPC296945
0.729 Intermediate Similarity NPC50692
0.729 Intermediate Similarity NPC476027
0.729 Intermediate Similarity NPC49958
0.729 Intermediate Similarity NPC260268
0.729 Intermediate Similarity NPC257353
0.729 Intermediate Similarity NPC214264
0.7283 Intermediate Similarity NPC473536
0.7282 Intermediate Similarity NPC208094
0.7282 Intermediate Similarity NPC474343
0.7282 Intermediate Similarity NPC473574
0.7282 Intermediate Similarity NPC87090
0.7282 Intermediate Similarity NPC161147
0.7282 Intermediate Similarity NPC20078
0.7282 Intermediate Similarity NPC470834
0.7282 Intermediate Similarity NPC18319
0.7282 Intermediate Similarity NPC285513
0.7273 Intermediate Similarity NPC97032
0.7273 Intermediate Similarity NPC472973
0.7273 Intermediate Similarity NPC326627
0.7273 Intermediate Similarity NPC309603
0.7273 Intermediate Similarity NPC473999
0.7273 Intermediate Similarity NPC43775
0.7273 Intermediate Similarity NPC158523
0.7273 Intermediate Similarity NPC268298
0.7273 Intermediate Similarity NPC310010
0.7273 Intermediate Similarity NPC475937
0.7264 Intermediate Similarity NPC470839
0.7264 Intermediate Similarity NPC247957
0.7264 Intermediate Similarity NPC249187
0.7264 Intermediate Similarity NPC131366
0.7264 Intermediate Similarity NPC26478
0.7263 Intermediate Similarity NPC279186
0.7257 Intermediate Similarity NPC471854
0.7255 Intermediate Similarity NPC473170
0.7255 Intermediate Similarity NPC173875
0.7255 Intermediate Similarity NPC469995
0.7255 Intermediate Similarity NPC470978
0.7255 Intermediate Similarity NPC470974
0.7255 Intermediate Similarity NPC318282
0.7255 Intermediate Similarity NPC174948
0.7248 Intermediate Similarity NPC77089
0.7248 Intermediate Similarity NPC163004
0.7248 Intermediate Similarity NPC470615
0.7248 Intermediate Similarity NPC2766
0.7245 Intermediate Similarity NPC472007
0.7241 Intermediate Similarity NPC222688
0.7238 Intermediate Similarity NPC472637
0.7238 Intermediate Similarity NPC115862
0.7238 Intermediate Similarity NPC477356
0.7238 Intermediate Similarity NPC146822

  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 NPC91408 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
0.767 Intermediate Similarity NPD5211 Phase 2
0.7624 Intermediate Similarity NPD4755 Approved
0.7524 Intermediate Similarity NPD5141 Approved
0.7476 Intermediate Similarity NPD5285 Approved
0.7476 Intermediate Similarity NPD4700 Approved
0.7476 Intermediate Similarity NPD4696 Approved
0.7476 Intermediate Similarity NPD5286 Approved
0.7453 Intermediate Similarity NPD6402 Approved
0.7453 Intermediate Similarity NPD7128 Approved
0.7453 Intermediate Similarity NPD6675 Approved
0.7453 Intermediate Similarity NPD5739 Approved
0.7404 Intermediate Similarity NPD5223 Approved
0.7383 Intermediate Similarity NPD5697 Approved
0.7383 Intermediate Similarity NPD5701 Approved
0.7368 Intermediate Similarity NPD7154 Phase 3
0.7364 Intermediate Similarity NPD6053 Discontinued
0.7333 Intermediate Similarity NPD5224 Approved
0.7333 Intermediate Similarity NPD5226 Approved
0.7333 Intermediate Similarity NPD4633 Approved
0.7333 Intermediate Similarity NPD5225 Approved
0.7327 Intermediate Similarity NPD5282 Discontinued
0.7315 Intermediate Similarity NPD6011 Approved
0.7315 Intermediate Similarity NPD7320 Approved
0.7315 Intermediate Similarity NPD6899 Approved
0.7315 Intermediate Similarity NPD6881 Approved
0.7273 Intermediate Similarity NPD4753 Phase 2
0.7264 Intermediate Similarity NPD5174 Approved
0.7264 Intermediate Similarity NPD4754 Approved
0.7264 Intermediate Similarity NPD5175 Approved
0.7248 Intermediate Similarity NPD6014 Approved
0.7248 Intermediate Similarity NPD6373 Approved
0.7248 Intermediate Similarity NPD6012 Approved
0.7248 Intermediate Similarity NPD6013 Approved
0.7248 Intermediate Similarity NPD6372 Approved
0.7188 Intermediate Similarity NPD5362 Discontinued
0.7184 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD4697 Phase 3
0.7184 Intermediate Similarity NPD5221 Approved
0.7184 Intermediate Similarity NPD5222 Approved
0.7182 Intermediate Similarity NPD7290 Approved
0.7182 Intermediate Similarity NPD7102 Approved
0.7182 Intermediate Similarity NPD6883 Approved
0.7143 Intermediate Similarity NPD5279 Phase 3
0.713 Intermediate Similarity NPD4768 Approved
0.713 Intermediate Similarity NPD4767 Approved
0.7117 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD6650 Approved
0.7117 Intermediate Similarity NPD6649 Approved
0.7117 Intermediate Similarity NPD6869 Approved
0.7117 Intermediate Similarity NPD6617 Approved
0.7117 Intermediate Similarity NPD6847 Approved
0.7117 Intermediate Similarity NPD8130 Phase 1
0.7115 Intermediate Similarity NPD6083 Phase 2
0.7115 Intermediate Similarity NPD6084 Phase 2
0.7115 Intermediate Similarity NPD5173 Approved
0.71 Intermediate Similarity NPD5328 Approved
0.7087 Intermediate Similarity NPD5695 Phase 3
0.7059 Intermediate Similarity NPD5778 Approved
0.7059 Intermediate Similarity NPD5779 Approved
0.7059 Intermediate Similarity NPD4202 Approved
0.7054 Intermediate Similarity NPD6882 Approved
0.7054 Intermediate Similarity NPD8297 Approved
0.7 Intermediate Similarity NPD5128 Approved
0.7 Intermediate Similarity NPD4729 Approved
0.7 Intermediate Similarity NPD4730 Approved
0.697 Remote Similarity NPD5786 Approved
0.6961 Remote Similarity NPD6079 Approved
0.6939 Remote Similarity NPD3665 Phase 1
0.6939 Remote Similarity NPD4197 Approved
0.6939 Remote Similarity NPD3666 Approved
0.6939 Remote Similarity NPD3133 Approved
0.6923 Remote Similarity NPD4629 Approved
0.6923 Remote Similarity NPD5210 Approved
0.6907 Remote Similarity NPD6435 Approved
0.6907 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6887 Remote Similarity NPD5696 Approved
0.6875 Remote Similarity NPD4634 Approved
0.6875 Remote Similarity NPD5250 Approved
0.6875 Remote Similarity NPD5247 Approved
0.6875 Remote Similarity NPD4695 Discontinued
0.6875 Remote Similarity NPD5135 Approved
0.6875 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5169 Approved
0.6875 Remote Similarity NPD5249 Phase 3
0.6875 Remote Similarity NPD5251 Approved
0.6875 Remote Similarity NPD5248 Approved
0.687 Remote Similarity NPD6274 Approved
0.6869 Remote Similarity NPD5329 Approved
0.6869 Remote Similarity NPD5363 Approved
0.6869 Remote Similarity NPD1696 Phase 3
0.6842 Remote Similarity NPD4632 Approved
0.6837 Remote Similarity NPD6110 Phase 1
0.6814 Remote Similarity NPD5215 Approved
0.6814 Remote Similarity NPD5216 Approved
0.6814 Remote Similarity NPD5217 Approved
0.6814 Remote Similarity NPD5127 Approved
0.681 Remote Similarity NPD6317 Approved
0.68 Remote Similarity NPD3618 Phase 1
0.68 Remote Similarity NPD4694 Approved
0.68 Remote Similarity NPD5690 Phase 2
0.68 Remote Similarity NPD5280 Approved
0.6768 Remote Similarity NPD4786 Approved
0.6765 Remote Similarity NPD6101 Approved
0.6765 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6762 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6752 Remote Similarity NPD6314 Approved
0.6752 Remote Similarity NPD6335 Approved
0.6752 Remote Similarity NPD6313 Approved
0.6742 Remote Similarity NPD3704 Approved
0.6742 Remote Similarity NPD7331 Phase 2
0.6737 Remote Similarity NPD4756 Discovery
0.6735 Remote Similarity NPD3667 Approved
0.6735 Remote Similarity NPD4269 Approved
0.6735 Remote Similarity NPD4270 Approved
0.6735 Remote Similarity NPD4221 Approved
0.6735 Remote Similarity NPD4223 Phase 3
0.6731 Remote Similarity NPD6399 Phase 3
0.6701 Remote Similarity NPD4820 Approved
0.6701 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6701 Remote Similarity NPD4819 Approved
0.6701 Remote Similarity NPD4821 Approved
0.6701 Remote Similarity NPD5368 Approved
0.6701 Remote Similarity NPD4822 Approved
0.6699 Remote Similarity NPD5785 Approved
0.6695 Remote Similarity NPD7100 Approved
0.6695 Remote Similarity NPD7101 Approved
0.6667 Remote Similarity NPD6008 Approved
0.6667 Remote Similarity NPD7115 Discovery
0.6667 Remote Similarity NPD6009 Approved
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6672 Approved
0.6639 Remote Similarity NPD6059 Approved
0.6639 Remote Similarity NPD6054 Approved
0.6639 Remote Similarity NPD6319 Approved
0.6638 Remote Similarity NPD5167 Approved
0.6635 Remote Similarity NPD5693 Phase 1
0.6635 Remote Similarity NPD6411 Approved
0.6634 Remote Similarity NPD4519 Discontinued
0.6634 Remote Similarity NPD4249 Approved
0.6634 Remote Similarity NPD4623 Approved
0.6633 Remote Similarity NPD5369 Approved
0.6629 Remote Similarity NPD7341 Phase 2
0.6607 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6602 Remote Similarity NPD6904 Approved
0.6602 Remote Similarity NPD6080 Approved
0.6602 Remote Similarity NPD6673 Approved
0.6583 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6583 Remote Similarity NPD6908 Approved
0.6583 Remote Similarity NPD6015 Approved
0.6583 Remote Similarity NPD6016 Approved
0.6583 Remote Similarity NPD5983 Phase 2
0.6583 Remote Similarity NPD6909 Approved
0.6579 Remote Similarity NPD6371 Approved
0.6569 Remote Similarity NPD4251 Approved
0.6569 Remote Similarity NPD4250 Approved
0.6549 Remote Similarity NPD5168 Approved
0.6538 Remote Similarity NPD5692 Phase 3
0.6531 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6531 Remote Similarity NPD4252 Approved
0.6529 Remote Similarity NPD6370 Approved
0.6529 Remote Similarity NPD5988 Approved
0.6514 Remote Similarity NPD7639 Approved
0.6514 Remote Similarity NPD7640 Approved
0.6505 Remote Similarity NPD4518 Approved
0.65 Remote Similarity NPD5332 Approved
0.65 Remote Similarity NPD5331 Approved
0.6495 Remote Similarity NPD4268 Approved
0.6495 Remote Similarity NPD3617 Approved
0.6495 Remote Similarity NPD4271 Approved
0.6476 Remote Similarity NPD5281 Approved
0.6476 Remote Similarity NPD6050 Approved
0.6476 Remote Similarity NPD5284 Approved
0.6476 Remote Similarity NPD5694 Approved
0.6475 Remote Similarity NPD7604 Phase 2
0.6471 Remote Similarity NPD5205 Approved
0.6471 Remote Similarity NPD4138 Approved
0.6471 Remote Similarity NPD4688 Approved
0.6471 Remote Similarity NPD4690 Approved
0.6471 Remote Similarity NPD4689 Approved
0.6471 Remote Similarity NPD7146 Approved
0.6471 Remote Similarity NPD5330 Approved
0.6471 Remote Similarity NPD6684 Approved
0.6471 Remote Similarity NPD7521 Approved
0.6471 Remote Similarity NPD4693 Phase 3
0.6471 Remote Similarity NPD7334 Approved
0.6471 Remote Similarity NPD6409 Approved
0.6465 Remote Similarity NPD4790 Discontinued
0.6441 Remote Similarity NPD6868 Approved
0.6436 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6423 Remote Similarity NPD7492 Approved
0.6422 Remote Similarity NPD7638 Approved
0.6404 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6381 Remote Similarity NPD46 Approved
0.6381 Remote Similarity NPD6698 Approved
0.6373 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6373 Remote Similarity NPD1694 Approved
0.6371 Remote Similarity NPD6616 Approved
0.6371 Remote Similarity NPD6336 Discontinued
0.6355 Remote Similarity NPD7748 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