Structure

Physi-Chem Properties

Molecular Weight:  1148.46
Volume:  1087.246
LogP:  5.737
LogD:  3.202
LogS:  -6.604
# Rotatable Bonds:  15
TPSA:  306.18
# H-Bond Aceptor:  18
# H-Bond Donor:  2
# Rings:  9
# Heavy Atoms:  22

MedChem Properties

QED Drug-Likeness Score:  0.09
Synthetic Accessibility Score:  7.469
Fsp3:  0.926
Lipinski Rule-of-5:  Rejected
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:  -5.002
MDCK Permeability:  1.9460672774584964e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.24
20% Bioavailability (F20%):  0.118
30% Bioavailability (F30%):  0.447

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.003
Plasma Protein Binding (PPB):  86.00682830810547%
Volume Distribution (VD):  1.584
Pgp-substrate:  1.3770331144332886%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.61
CYP2C19-inhibitor:  0.003
CYP2C19-substrate:  0.811
CYP2C9-inhibitor:  0.02
CYP2C9-substrate:  0.026
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.071
CYP3A4-inhibitor:  0.042
CYP3A4-substrate:  0.054

ADMET: Excretion

Clearance (CL):  2.147
Half-life (T1/2):  0.0

ADMET: Toxicity

hERG Blockers:  0.84
Human Hepatotoxicity (H-HT):  0.483
Drug-inuced Liver Injury (DILI):  0.95
AMES Toxicity:  0.768
Rat Oral Acute Toxicity:  0.995
Maximum Recommended Daily Dose:  0.999
Skin Sensitization:  0.997
Carcinogencity:  0.71
Eye Corrosion:  0.034
Eye Irritation:  0.052
Respiratory Toxicity:  0.988

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

  Natural Product: NPC470602

Natural Product ID:  NPC470602
Common Name*:   Manadosterol B
IUPAC Name:   tetrasodium;[(3S,5S,6S,8S,9S,10R,13R,14S,17R)-17-[(E,2R)-4-[(1S,5R)-5-[(3S)-3-[(2S,3S,5S,6S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-2,3,6-trisulfonatooxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxybutyl]-2,2-dimethyl-4-methylidenecyclopentyl]but-3-en-2-yl]-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl] sulfate
Synonyms:   Manadosterol B
Standard InCHIKey:  VDLDXYJEDMPPHW-HUKAVQLPSA-J
Standard InCHI:  InChI=1S/C54H88O18S4.4Na/c1-29(36-12-14-39-34-24-46(69-73(57,58)59)43-22-32(55)16-19-53(43,8)41(34)17-20-51(36,39)6)10-11-38-33(30(2)27-50(38,4)5)23-45(56)31(3)37-13-15-40-35-25-47(70-74(60,61)62)44-26-48(71-75(63,64)65)49(72-76(66,67)68)28-54(44,9)42(35)18-21-52(37,40)7;;;;/h10-11,29,31-49,55-56H,2,12-28H2,1,3-9H3,(H,57,58,59)(H,60,61,62)(H,63,64,65)(H,66,67,68);;;;/q;4*+1/p-4/b11-10+;;;;/t29-,31+,32+,33+,34+,35+,36-,37-,38+,39+,40+,41+,42+,43-,44-,45?,46+,47+,48+,49+,51-,52-,53-,54-;;;;/m1..../s1
SMILES:  CC(C=CC1C(C(=C)CC1(C)C)CC(C(C)C2CCC3C2(CCC4C3CC(C5C4(CC(C(C5)OS(=O)(=O)[O-])OS(=O)(=O)[O-])C)OS(=O)(=O)[O-])C)O)C6CCC7C6(CCC8C7CC(C9C8(CCC(C9)O)C)OS(=O)(=O)[O-])C.[Na+].[Na+].[Na+].[Na+]
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2087613
PubChem CID:   66554197
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO33465 lissodendryx fibrosa Species n.a. n.a. n.a. n.a. n.a. PMID[22873794]

☑ 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
NPT22197 PROTEIN-PROTEIN INTERACTION Ubiquitin-conjugating enzyme E2 N/Ubiquitin-conjugating enzyme E2 variant 1 Homo sapiens IC50 = 130.0 nM PMID[547818]

☑ 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 NPC470602 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
0.9688 High Similarity NPC470601
0.8298 Intermediate Similarity NPC469878
0.8105 Intermediate Similarity NPC478102
0.7938 Intermediate Similarity NPC477604
0.7938 Intermediate Similarity NPC478094
0.7895 Intermediate Similarity NPC477599
0.7879 Intermediate Similarity NPC105495
0.7864 Intermediate Similarity NPC316604
0.7864 Intermediate Similarity NPC477226
0.7857 Intermediate Similarity NPC474657
0.7857 Intermediate Similarity NPC475313
0.7857 Intermediate Similarity NPC186145
0.7857 Intermediate Similarity NPC477600
0.7812 Intermediate Similarity NPC141941
0.7812 Intermediate Similarity NPC193870
0.7812 Intermediate Similarity NPC207013
0.7812 Intermediate Similarity NPC477818
0.7812 Intermediate Similarity NPC110778
0.7778 Intermediate Similarity NPC475664
0.7755 Intermediate Similarity NPC237344
0.7755 Intermediate Similarity NPC24277
0.7745 Intermediate Similarity NPC477605
0.7732 Intermediate Similarity NPC127606
0.7732 Intermediate Similarity NPC475798
0.77 Intermediate Similarity NPC477606
0.77 Intermediate Similarity NPC109744
0.7684 Intermediate Similarity NPC322313
0.7684 Intermediate Similarity NPC236237
0.7684 Intermediate Similarity NPC102253
0.766 Intermediate Similarity NPC244385
0.766 Intermediate Similarity NPC138621
0.766 Intermediate Similarity NPC6978
0.766 Intermediate Similarity NPC167037
0.7629 Intermediate Similarity NPC159168
0.7629 Intermediate Similarity NPC253402
0.7624 Intermediate Similarity NPC475751
0.7624 Intermediate Similarity NPC473956
0.7604 Intermediate Similarity NPC473534
0.76 Intermediate Similarity NPC133588
0.7589 Intermediate Similarity NPC475312
0.7579 Intermediate Similarity NPC474132
0.7579 Intermediate Similarity NPC80530
0.7579 Intermediate Similarity NPC273410
0.7576 Intermediate Similarity NPC269058
0.7576 Intermediate Similarity NPC201273
0.7576 Intermediate Similarity NPC71520
0.7576 Intermediate Similarity NPC139724
0.7576 Intermediate Similarity NPC6605
0.7553 Intermediate Similarity NPC202540
0.7551 Intermediate Similarity NPC238992
0.7551 Intermediate Similarity NPC209802
0.7551 Intermediate Similarity NPC124172
0.7526 Intermediate Similarity NPC47763
0.7526 Intermediate Similarity NPC248886
0.7525 Intermediate Similarity NPC259875
0.7525 Intermediate Similarity NPC187785
0.75 Intermediate Similarity NPC16573
0.75 Intermediate Similarity NPC236112
0.75 Intermediate Similarity NPC470620
0.75 Intermediate Similarity NPC475679
0.75 Intermediate Similarity NPC13554
0.7474 Intermediate Similarity NPC102708
0.7474 Intermediate Similarity NPC285761
0.7474 Intermediate Similarity NPC300499
0.7455 Intermediate Similarity NPC181467
0.7449 Intermediate Similarity NPC216420
0.7449 Intermediate Similarity NPC113978
0.7449 Intermediate Similarity NPC211135
0.7449 Intermediate Similarity NPC85095
0.7447 Intermediate Similarity NPC237460
0.7447 Intermediate Similarity NPC14112
0.7447 Intermediate Similarity NPC86305
0.7431 Intermediate Similarity NPC273879
0.7431 Intermediate Similarity NPC165033
0.7426 Intermediate Similarity NPC474668
0.7426 Intermediate Similarity NPC470542
0.7423 Intermediate Similarity NPC242350
0.7423 Intermediate Similarity NPC474531
0.7414 Intermediate Similarity NPC476692
0.7414 Intermediate Similarity NPC476691
0.7407 Intermediate Similarity NPC312553
0.7407 Intermediate Similarity NPC159036
0.7407 Intermediate Similarity NPC288694
0.74 Intermediate Similarity NPC261266
0.74 Intermediate Similarity NPC94462
0.7396 Intermediate Similarity NPC475727
0.7396 Intermediate Similarity NPC80297
0.7396 Intermediate Similarity NPC116119
0.7396 Intermediate Similarity NPC472742
0.7396 Intermediate Similarity NPC472463
0.7387 Intermediate Similarity NPC220427
0.7387 Intermediate Similarity NPC246124
0.7387 Intermediate Similarity NPC180183
0.7383 Intermediate Similarity NPC208358
0.7383 Intermediate Similarity NPC7341
0.7383 Intermediate Similarity NPC473200
0.7379 Intermediate Similarity NPC41554
0.7379 Intermediate Similarity NPC275671
0.7379 Intermediate Similarity NPC97404
0.7374 Intermediate Similarity NPC255882
0.7374 Intermediate Similarity NPC474493
0.7368 Intermediate Similarity NPC157996
0.7368 Intermediate Similarity NPC34177
0.7368 Intermediate Similarity NPC40394
0.7368 Intermediate Similarity NPC101475
0.7368 Intermediate Similarity NPC476671
0.7364 Intermediate Similarity NPC208594
0.7364 Intermediate Similarity NPC194842
0.7364 Intermediate Similarity NPC127801
0.7364 Intermediate Similarity NPC208477
0.7364 Intermediate Similarity NPC69737
0.7364 Intermediate Similarity NPC269627
0.7364 Intermediate Similarity NPC160816
0.7364 Intermediate Similarity NPC152584
0.7353 Intermediate Similarity NPC101886
0.7347 Intermediate Similarity NPC30166
0.7347 Intermediate Similarity NPC470614
0.7347 Intermediate Similarity NPC218616
0.7347 Intermediate Similarity NPC296701
0.7347 Intermediate Similarity NPC1272
0.734 Intermediate Similarity NPC240235
0.734 Intermediate Similarity NPC212879
0.734 Intermediate Similarity NPC231256
0.734 Intermediate Similarity NPC104387
0.734 Intermediate Similarity NPC178383
0.734 Intermediate Similarity NPC103822
0.7339 Intermediate Similarity NPC16520
0.7339 Intermediate Similarity NPC286969
0.7339 Intermediate Similarity NPC31907
0.7339 Intermediate Similarity NPC473020
0.7339 Intermediate Similarity NPC131479
0.7339 Intermediate Similarity NPC245280
0.7339 Intermediate Similarity NPC157659
0.7339 Intermediate Similarity NPC114874
0.7339 Intermediate Similarity NPC213190
0.7339 Intermediate Similarity NPC8039
0.7339 Intermediate Similarity NPC211879
0.7339 Intermediate Similarity NPC120123
0.7339 Intermediate Similarity NPC189852
0.7339 Intermediate Similarity NPC472252
0.7339 Intermediate Similarity NPC155010
0.732 Intermediate Similarity NPC78545
0.732 Intermediate Similarity NPC71535
0.732 Intermediate Similarity NPC287749
0.7315 Intermediate Similarity NPC472023
0.7315 Intermediate Similarity NPC129372
0.7315 Intermediate Similarity NPC155974
0.7315 Intermediate Similarity NPC4831
0.7315 Intermediate Similarity NPC309425
0.7315 Intermediate Similarity NPC88000
0.7315 Intermediate Similarity NPC160734
0.7315 Intermediate Similarity NPC47566
0.7297 Intermediate Similarity NPC14946
0.7297 Intermediate Similarity NPC208650
0.7297 Intermediate Similarity NPC63368
0.7292 Intermediate Similarity NPC99168
0.7292 Intermediate Similarity NPC87604
0.7292 Intermediate Similarity NPC98386
0.7292 Intermediate Similarity NPC22955
0.7292 Intermediate Similarity NPC302041
0.7292 Intermediate Similarity NPC470396
0.7292 Intermediate Similarity NPC253807
0.7292 Intermediate Similarity NPC65897
0.7292 Intermediate Similarity NPC477819
0.7292 Intermediate Similarity NPC477817
0.7292 Intermediate Similarity NPC230295
0.7292 Intermediate Similarity NPC474989
0.7292 Intermediate Similarity NPC158662
0.7292 Intermediate Similarity NPC475337
0.7292 Intermediate Similarity NPC85346
0.7292 Intermediate Similarity NPC196753
0.729 Intermediate Similarity NPC234287
0.729 Intermediate Similarity NPC280825
0.7282 Intermediate Similarity NPC3345
0.7282 Intermediate Similarity NPC80561
0.7282 Intermediate Similarity NPC329596
0.7282 Intermediate Similarity NPC11216
0.7282 Intermediate Similarity NPC291484
0.7282 Intermediate Similarity NPC204188
0.7273 Intermediate Similarity NPC475365
0.7273 Intermediate Similarity NPC312774
0.7264 Intermediate Similarity NPC253115
0.7264 Intermediate Similarity NPC471903
0.7264 Intermediate Similarity NPC304899
0.7263 Intermediate Similarity NPC122418
0.7263 Intermediate Similarity NPC134330
0.7263 Intermediate Similarity NPC477601
0.7263 Intermediate Similarity NPC265328
0.7263 Intermediate Similarity NPC27765
0.7263 Intermediate Similarity NPC30590
0.7263 Intermediate Similarity NPC477602
0.7263 Intermediate Similarity NPC473916
0.7263 Intermediate Similarity NPC129165
0.7263 Intermediate Similarity NPC290598
0.7263 Intermediate Similarity NPC93662
0.7263 Intermediate Similarity NPC78067
0.7263 Intermediate Similarity NPC120098
0.7263 Intermediate Similarity NPC189883
0.7263 Intermediate Similarity NPC278091
0.7257 Intermediate Similarity NPC472717

  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 NPC470602 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
0.7684 Intermediate Similarity NPD7525 Registered
0.7216 Intermediate Similarity NPD7645 Phase 2
0.6979 Remote Similarity NPD6942 Approved
0.6979 Remote Similarity NPD7339 Approved
0.6735 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6635 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6585 Remote Similarity NPD8377 Approved
0.6585 Remote Similarity NPD8294 Approved
0.6574 Remote Similarity NPD8034 Phase 2
0.6574 Remote Similarity NPD6079 Approved
0.6574 Remote Similarity NPD8035 Phase 2
0.6574 Remote Similarity NPD7515 Phase 2
0.6566 Remote Similarity NPD6933 Approved
0.6542 Remote Similarity NPD5328 Approved
0.6538 Remote Similarity NPD4786 Approved
0.6538 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6535 Remote Similarity NPD6929 Approved
0.6532 Remote Similarity NPD8378 Approved
0.6532 Remote Similarity NPD8033 Approved
0.6532 Remote Similarity NPD8379 Approved
0.6532 Remote Similarity NPD8296 Approved
0.6532 Remote Similarity NPD8380 Approved
0.6532 Remote Similarity NPD8335 Approved
0.6531 Remote Similarity NPD6924 Approved
0.6531 Remote Similarity NPD6926 Approved
0.6518 Remote Similarity NPD7638 Approved
0.6509 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6509 Remote Similarity NPD7524 Approved
0.6504 Remote Similarity NPD7516 Approved
0.65 Remote Similarity NPD6932 Approved
0.6495 Remote Similarity NPD7151 Approved
0.6495 Remote Similarity NPD7150 Approved
0.6495 Remote Similarity NPD7152 Approved
0.6471 Remote Similarity NPD6930 Phase 2
0.6471 Remote Similarity NPD6931 Approved
0.646 Remote Similarity NPD7640 Approved
0.646 Remote Similarity NPD7639 Approved
0.6455 Remote Similarity NPD7748 Approved
0.6442 Remote Similarity NPD6695 Phase 3
0.6436 Remote Similarity NPD7145 Approved
0.6429 Remote Similarity NPD7902 Approved
0.6423 Remote Similarity NPD7327 Approved
0.6423 Remote Similarity NPD7328 Approved
0.6415 Remote Similarity NPD3618 Phase 1
0.6392 Remote Similarity NPD7143 Approved
0.6392 Remote Similarity NPD7144 Approved
0.6381 Remote Similarity NPD3668 Phase 3
0.6364 Remote Similarity NPD4785 Approved
0.6364 Remote Similarity NPD4202 Approved
0.6364 Remote Similarity NPD4784 Approved
0.6355 Remote Similarity NPD7750 Discontinued
0.6346 Remote Similarity NPD3667 Approved
0.6339 Remote Similarity NPD5221 Approved
0.6339 Remote Similarity NPD5222 Approved
0.6339 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6337 Remote Similarity NPD6925 Approved
0.6337 Remote Similarity NPD5776 Phase 2
0.6327 Remote Similarity NPD4243 Approved
0.6316 Remote Similarity NPD4696 Approved
0.6316 Remote Similarity NPD5285 Approved
0.6316 Remote Similarity NPD5286 Approved
0.6311 Remote Similarity NPD7509 Discontinued
0.6311 Remote Similarity NPD7514 Phase 3
0.6289 Remote Similarity NPD6922 Approved
0.6289 Remote Similarity NPD6923 Approved
0.6289 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6283 Remote Similarity NPD4755 Approved
0.6283 Remote Similarity NPD5173 Approved
0.6281 Remote Similarity NPD8297 Approved
0.6261 Remote Similarity NPD5223 Approved
0.625 Remote Similarity NPD6902 Approved
0.625 Remote Similarity NPD4634 Approved
0.6228 Remote Similarity NPD5290 Discontinued
0.6218 Remote Similarity NPD7320 Approved
0.6216 Remote Similarity NPD6399 Phase 3
0.6214 Remote Similarity NPD6683 Phase 2
0.6207 Remote Similarity NPD4633 Approved
0.6207 Remote Similarity NPD5211 Phase 2
0.6207 Remote Similarity NPD5225 Approved
0.6207 Remote Similarity NPD5226 Approved
0.6207 Remote Similarity NPD5224 Approved
0.6195 Remote Similarity NPD4697 Phase 3
0.6174 Remote Similarity NPD4700 Approved
0.6168 Remote Similarity NPD6893 Approved
0.6161 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6161 Remote Similarity NPD7900 Approved
0.6154 Remote Similarity NPD7332 Phase 2
0.6154 Remote Similarity NPD4748 Discontinued
0.6154 Remote Similarity NPD4754 Approved
0.6154 Remote Similarity NPD5174 Approved
0.6154 Remote Similarity NPD5175 Approved
0.6142 Remote Similarity NPD7503 Approved
0.6107 Remote Similarity NPD7736 Approved
0.6102 Remote Similarity NPD5141 Approved
0.6098 Remote Similarity NPD4632 Approved
0.6098 Remote Similarity NPD8133 Approved
0.6083 Remote Similarity NPD4729 Approved
0.6083 Remote Similarity NPD6881 Approved
0.6083 Remote Similarity NPD6899 Approved
0.6083 Remote Similarity NPD4730 Approved
0.6077 Remote Similarity NPD7507 Approved
0.6075 Remote Similarity NPD3133 Approved
0.6075 Remote Similarity NPD3665 Phase 1
0.6075 Remote Similarity NPD3666 Approved
0.6071 Remote Similarity NPD8171 Discontinued
0.6066 Remote Similarity NPD6650 Approved
0.6066 Remote Similarity NPD8130 Phase 1
0.6066 Remote Similarity NPD6649 Approved
0.6063 Remote Similarity NPD6054 Approved
0.6058 Remote Similarity NPD4195 Approved
0.605 Remote Similarity NPD4767 Approved
0.605 Remote Similarity NPD7128 Approved
0.605 Remote Similarity NPD4768 Approved
0.605 Remote Similarity NPD6675 Approved
0.605 Remote Similarity NPD5739 Approved
0.605 Remote Similarity NPD6402 Approved
0.6047 Remote Similarity NPD8328 Phase 3
0.6036 Remote Similarity NPD7136 Phase 2
0.6033 Remote Similarity NPD6372 Approved
0.6033 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6033 Remote Similarity NPD6373 Approved
0.6031 Remote Similarity NPD7078 Approved
0.6016 Remote Similarity NPD6882 Approved
0.6 Remote Similarity NPD6928 Phase 2
0.6 Remote Similarity NPD6412 Phase 2
0.6 Remote Similarity NPD5697 Approved
0.5984 Remote Similarity NPD7290 Approved
0.5984 Remote Similarity NPD5251 Approved
0.5984 Remote Similarity NPD6883 Approved
0.5984 Remote Similarity NPD5135 Approved
0.5984 Remote Similarity NPD5247 Approved
0.5984 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5984 Remote Similarity NPD5248 Approved
0.5984 Remote Similarity NPD7102 Approved
0.5984 Remote Similarity NPD5250 Approved
0.5984 Remote Similarity NPD5249 Phase 3
0.5982 Remote Similarity NPD7087 Discontinued
0.598 Remote Similarity NPD4190 Phase 3
0.598 Remote Similarity NPD8264 Approved
0.598 Remote Similarity NPD5275 Approved
0.5969 Remote Similarity NPD6370 Approved
0.5962 Remote Similarity NPD6697 Approved
0.5962 Remote Similarity NPD6115 Approved
0.5962 Remote Similarity NPD6114 Approved
0.5962 Remote Similarity NPD6118 Approved
0.5962 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5952 Remote Similarity NPD6009 Approved
0.595 Remote Similarity NPD6011 Approved
0.5946 Remote Similarity NPD4753 Phase 2
0.5943 Remote Similarity NPD6898 Phase 1
0.594 Remote Similarity NPD7319 Approved
0.5938 Remote Similarity NPD6319 Approved
0.5938 Remote Similarity NPD6059 Approved
0.5935 Remote Similarity NPD6847 Approved
0.5935 Remote Similarity NPD6617 Approved
0.5935 Remote Similarity NPD6869 Approved
0.5935 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5932 Remote Similarity NPD7632 Discontinued
0.5902 Remote Similarity NPD6014 Approved
0.5902 Remote Similarity NPD6012 Approved
0.5902 Remote Similarity NPD6013 Approved
0.5891 Remote Similarity NPD6016 Approved
0.5891 Remote Similarity NPD6015 Approved
0.5878 Remote Similarity NPD7492 Approved
0.5868 Remote Similarity NPD5701 Approved
0.5865 Remote Similarity NPD6116 Phase 1
0.5854 Remote Similarity NPD5169 Approved
0.5846 Remote Similarity NPD5988 Approved
0.5841 Remote Similarity NPD7637 Suspended
0.5833 Remote Similarity NPD4788 Approved
0.5833 Remote Similarity NPD6616 Approved
0.5827 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5827 Remote Similarity NPD7115 Discovery
0.5826 Remote Similarity NPD4629 Approved
0.5826 Remote Similarity NPD5210 Approved
0.582 Remote Similarity NPD5128 Approved
0.582 Remote Similarity NPD5168 Approved
0.5818 Remote Similarity NPD5279 Phase 3
0.5806 Remote Similarity NPD5217 Approved
0.5806 Remote Similarity NPD5216 Approved
0.5806 Remote Similarity NPD5127 Approved
0.5806 Remote Similarity NPD5215 Approved
0.5802 Remote Similarity NPD6067 Discontinued
0.5802 Remote Similarity NPD7604 Phase 2
0.5789 Remote Similarity NPD8293 Discontinued
0.5785 Remote Similarity NPD6008 Approved
0.5769 Remote Similarity NPD5983 Phase 2
0.5769 Remote Similarity NPD6117 Approved
0.5766 Remote Similarity NPD8450 Suspended
0.5752 Remote Similarity NPD6701 Clinical (unspecified phase)
0.5752 Remote Similarity NPD6700 Approved
0.5743 Remote Similarity NPD4787 Phase 1
0.5741 Remote Similarity NPD4223 Phase 3
0.5741 Remote Similarity NPD4221 Approved
0.5727 Remote Similarity NPD5329 Approved
0.5726 Remote Similarity NPD6084 Phase 2
0.5726 Remote Similarity NPD6083 Phase 2
0.5724 Remote Similarity NPD7625 Phase 1
0.5714 Remote Similarity NPD6336 Discontinued
0.5714 Remote Similarity NPD7513 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