Structure

Physi-Chem Properties

Molecular Weight:  925.42
Volume:  886.268
LogP:  -0.441
LogD:  -0.173
LogS:  -0.81
# Rotatable Bonds:  17
TPSA:  349.28
# H-Bond Aceptor:  23
# H-Bond Donor:  11
# Rings:  3
# Heavy Atoms:  24

MedChem Properties

QED Drug-Likeness Score:  0.029
Synthetic Accessibility Score:  6.896
Fsp3:  0.65
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.796
MDCK Permeability:  6.387462781276554e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.996
Human Intestinal Absorption (HIA):  0.997
20% Bioavailability (F20%):  0.999
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.035
Plasma Protein Binding (PPB):  68.40996551513672%
Volume Distribution (VD):  0.358
Pgp-substrate:  29.21970558166504%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.007
CYP2C19-inhibitor:  0.031
CYP2C19-substrate:  0.033
CYP2C9-inhibitor:  0.101
CYP2C9-substrate:  0.025
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.055
CYP3A4-inhibitor:  0.005
CYP3A4-substrate:  0.005

ADMET: Excretion

Clearance (CL):  2.309
Half-life (T1/2):  0.425

ADMET: Toxicity

hERG Blockers:  0.039
Human Hepatotoxicity (H-HT):  0.451
Drug-inuced Liver Injury (DILI):  0.817
AMES Toxicity:  0.017
Rat Oral Acute Toxicity:  0.4
Maximum Recommended Daily Dose:  0.937
Skin Sensitization:  0.249
Carcinogencity:  0.34
Eye Corrosion:  0.003
Eye Irritation:  0.004
Respiratory Toxicity:  0.765

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

  Natural Product: NPC5719

Natural Product ID:  NPC5719
Common Name*:   (R)-1-((2S,5S,8S,11R,12S,15S,18S,21R)-5-Benzyl-2,8-Di-Sec-Butyl-15-(3-Guanidinopropyl)-21-Hydroxy-4,11-Dimethyl-3,6,9,13,16,22-Hexaoxo-10-Oxa-1,4,7,14,17-Pentaazabicyclo[16.3.1]Docosan-12-Ylamino)-3-Hydroxy-1-Oxopropan-2-Yl Hydrogen Sulfate
IUPAC Name:   [(2R)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-5-benzyl-2,8-bis[(2S)-butan-2-yl]-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-hydroxy-1-oxopropan-2-yl] hydrogen sulfate
Synonyms:  
Standard InCHIKey:  CBOQYDTUADEFQZ-LKAQEJCWSA-N
Standard InCHI:  InChI=1S/C40H63N9O14S/c1-7-21(3)30-39(58)62-23(5)31(47-35(54)28(20-50)63-64(59,60)61)36(55)44-25(15-12-18-43-40(41)42)33(52)45-26-16-17-29(51)49(37(26)56)32(22(4)8-2)38(57)48(6)27(34(53)46-30)19-24-13-10-9-11-14-24/h9-11,13-14,21-23,25-32,50-51H,7-8,12,15-20H2,1-6H3,(H,44,55)(H,45,52)(H,46,53)(H,47,54)(H4,41,42,43)(H,59,60,61)/t21-,22-,23+,25-,26-,27-,28+,29+,30-,31-,32-/m0/s1
SMILES:  CC[C@H](C)[C@H]1C(=O)O[C@H](C)[C@@H](C(=N[C@@H](CCCNC(=N)N)C(=N[C@H]2CC[C@H](N([C@@H]([C@@H](C)CC)C(=O)N(C)[C@@H](Cc3ccccc3)C(=N1)O)C2=O)O)O)O)N=C([C@@H](CO)OS(=O)(=O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1076833
PubChem CID:   45379735
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0001813] Peptidomimetics
        • [CHEMONTID:0001961] Depsipeptides
          • [CHEMONTID:0001994] Cyclic depsipeptides

*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
NPO32761 microcystis sp. Species Microcystaceae Bacteria n.a. Germany n.a. PMID[18163584]
NPO32761 microcystis sp. Species Microcystaceae Bacteria Israeli fishpond water bloom n.a. n.a. PMID[20028081]
NPO32761 microcystis sp. Species Microcystaceae Bacteria n.a. Varanasi, India n.a. PMID[23777401]
NPO32761 microcystis sp. Species Microcystaceae Bacteria n.a. Tel Aviv Safari in Israel n.a. Database[Title]

☑ 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 = 24200.0 nM PMID[463156]

☑ 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 NPC5719 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC217804
1.0 High Similarity NPC22883
1.0 High Similarity NPC210377
0.9868 High Similarity NPC63040
0.9801 High Similarity NPC15068
0.9732 High Similarity NPC62104
0.9732 High Similarity NPC1390
0.9156 High Similarity NPC471527
0.8922 High Similarity NPC102959
0.8869 High Similarity NPC60516
0.8713 High Similarity NPC302715
0.8658 High Similarity NPC239762
0.8658 High Similarity NPC163392
0.8526 High Similarity NPC473341
0.8452 Intermediate Similarity NPC473404
0.8447 Intermediate Similarity NPC471051
0.8447 Intermediate Similarity NPC471052
0.8447 Intermediate Similarity NPC471053
0.8333 Intermediate Similarity NPC2501
0.8291 Intermediate Similarity NPC122590
0.8228 Intermediate Similarity NPC300443
0.8142 Intermediate Similarity NPC220060
0.8129 Intermediate Similarity NPC52748
0.8114 Intermediate Similarity NPC61332
0.8114 Intermediate Similarity NPC240130
0.8086 Intermediate Similarity NPC297145
0.8086 Intermediate Similarity NPC197743
0.8011 Intermediate Similarity NPC469443
0.8 Intermediate Similarity NPC469444
0.7976 Intermediate Similarity NPC46009
0.7975 Intermediate Similarity NPC324850
0.7968 Intermediate Similarity NPC469442
0.7968 Intermediate Similarity NPC277306
0.7968 Intermediate Similarity NPC469445
0.7962 Intermediate Similarity NPC315266
0.7939 Intermediate Similarity NPC73655
0.7927 Intermediate Similarity NPC24617
0.7925 Intermediate Similarity NPC471820
0.7925 Intermediate Similarity NPC471821
0.7922 Intermediate Similarity NPC68865
0.7922 Intermediate Similarity NPC127741
0.7912 Intermediate Similarity NPC477551
0.7901 Intermediate Similarity NPC477552
0.7901 Intermediate Similarity NPC477550
0.7895 Intermediate Similarity NPC50016
0.7884 Intermediate Similarity NPC25539
0.7882 Intermediate Similarity NPC273755
0.7879 Intermediate Similarity NPC114806
0.7871 Intermediate Similarity NPC132636
0.7834 Intermediate Similarity NPC176226
0.7826 Intermediate Similarity NPC475168
0.7826 Intermediate Similarity NPC7817
0.7821 Intermediate Similarity NPC476259
0.7816 Intermediate Similarity NPC476321
0.7803 Intermediate Similarity NPC45037
0.7785 Intermediate Similarity NPC476978
0.7771 Intermediate Similarity NPC168113
0.7771 Intermediate Similarity NPC471526
0.7765 Intermediate Similarity NPC475123
0.7765 Intermediate Similarity NPC475204
0.7754 Intermediate Similarity NPC219350
0.7754 Intermediate Similarity NPC194699
0.7742 Intermediate Similarity NPC314835
0.7727 Intermediate Similarity NPC471050
0.7727 Intermediate Similarity NPC471049
0.7727 Intermediate Similarity NPC471048
0.7722 Intermediate Similarity NPC197682
0.7707 Intermediate Similarity NPC307357
0.7707 Intermediate Similarity NPC268841
0.7707 Intermediate Similarity NPC46098
0.7688 Intermediate Similarity NPC262077
0.7683 Intermediate Similarity NPC470902
0.7674 Intermediate Similarity NPC306804
0.764 Intermediate Similarity NPC135121
0.763 Intermediate Similarity NPC473354
0.7625 Intermediate Similarity NPC5620
0.7625 Intermediate Similarity NPC477217
0.7625 Intermediate Similarity NPC201244
0.7611 Intermediate Similarity NPC473305
0.7611 Intermediate Similarity NPC163961
0.761 Intermediate Similarity NPC161069
0.758 Intermediate Similarity NPC471265
0.758 Intermediate Similarity NPC471264
0.7578 Intermediate Similarity NPC314114
0.7558 Intermediate Similarity NPC274198
0.7558 Intermediate Similarity NPC198254
0.7544 Intermediate Similarity NPC107938
0.7544 Intermediate Similarity NPC294516
0.7529 Intermediate Similarity NPC477462
0.7527 Intermediate Similarity NPC473450
0.7516 Intermediate Similarity NPC319766
0.7516 Intermediate Similarity NPC209509
0.7514 Intermediate Similarity NPC230611
0.75 Intermediate Similarity NPC77905
0.75 Intermediate Similarity NPC194671
0.75 Intermediate Similarity NPC94862
0.75 Intermediate Similarity NPC269750
0.7484 Intermediate Similarity NPC130309
0.7473 Intermediate Similarity NPC473407
0.7473 Intermediate Similarity NPC473378
0.7471 Intermediate Similarity NPC137627
0.7469 Intermediate Similarity NPC314358
0.7457 Intermediate Similarity NPC40234
0.7457 Intermediate Similarity NPC276506
0.7455 Intermediate Similarity NPC162104
0.7439 Intermediate Similarity NPC129666
0.7438 Intermediate Similarity NPC263493
0.7438 Intermediate Similarity NPC269398
0.743 Intermediate Similarity NPC294951
0.7429 Intermediate Similarity NPC471165
0.7429 Intermediate Similarity NPC26108
0.7429 Intermediate Similarity NPC473402
0.7429 Intermediate Similarity NPC279871
0.7423 Intermediate Similarity NPC311658
0.7423 Intermediate Similarity NPC138775
0.7421 Intermediate Similarity NPC470884
0.7421 Intermediate Similarity NPC98424
0.7421 Intermediate Similarity NPC476133
0.7421 Intermediate Similarity NPC178662
0.7421 Intermediate Similarity NPC92784
0.7407 Intermediate Similarity NPC313867
0.7407 Intermediate Similarity NPC316008
0.7399 Intermediate Similarity NPC280022
0.7399 Intermediate Similarity NPC473000
0.7391 Intermediate Similarity NPC139326
0.7386 Intermediate Similarity NPC196243
0.7368 Intermediate Similarity NPC46427
0.7368 Intermediate Similarity NPC6975
0.7351 Intermediate Similarity NPC71684
0.7351 Intermediate Similarity NPC477638
0.7351 Intermediate Similarity NPC477632
0.7346 Intermediate Similarity NPC315283
0.7346 Intermediate Similarity NPC314388
0.7342 Intermediate Similarity NPC141050
0.733 Intermediate Similarity NPC476227
0.733 Intermediate Similarity NPC159767
0.733 Intermediate Similarity NPC155506
0.7329 Intermediate Similarity NPC469426
0.7329 Intermediate Similarity NPC469427
0.7317 Intermediate Similarity NPC329761
0.7317 Intermediate Similarity NPC225648
0.7317 Intermediate Similarity NPC145113
0.7303 Intermediate Similarity NPC252878
0.7283 Intermediate Similarity NPC248822
0.7278 Intermediate Similarity NPC287401
0.7273 Intermediate Similarity NPC105717
0.7273 Intermediate Similarity NPC248670
0.7267 Intermediate Similarity NPC237420
0.7263 Intermediate Similarity NPC153554
0.7251 Intermediate Similarity NPC469901
0.7244 Intermediate Similarity NPC111428
0.7243 Intermediate Similarity NPC477631
0.7237 Intermediate Similarity NPC202521
0.7228 Intermediate Similarity NPC477636
0.7226 Intermediate Similarity NPC477937
0.7225 Intermediate Similarity NPC63931
0.7207 Intermediate Similarity NPC97526
0.7207 Intermediate Similarity NPC119652
0.7202 Intermediate Similarity NPC286551
0.72 Intermediate Similarity NPC129486
0.7193 Intermediate Similarity NPC469898
0.7175 Intermediate Similarity NPC475532
0.7171 Intermediate Similarity NPC476990
0.7169 Intermediate Similarity NPC240848
0.7167 Intermediate Similarity NPC472999
0.7152 Intermediate Similarity NPC314992
0.7152 Intermediate Similarity NPC470546
0.7151 Intermediate Similarity NPC469243
0.7135 Intermediate Similarity NPC17698
0.7135 Intermediate Similarity NPC165285
0.7118 Intermediate Similarity NPC473580
0.7118 Intermediate Similarity NPC469903
0.7112 Intermediate Similarity NPC65714
0.7107 Intermediate Similarity NPC246079
0.7095 Intermediate Similarity NPC469900
0.7086 Intermediate Similarity NPC169328
0.7086 Intermediate Similarity NPC470545
0.7059 Intermediate Similarity NPC477061
0.7059 Intermediate Similarity NPC45777
0.7052 Intermediate Similarity NPC469902
0.7052 Intermediate Similarity NPC475544
0.7051 Intermediate Similarity NPC101719
0.7044 Intermediate Similarity NPC255447
0.7039 Intermediate Similarity NPC310467
0.7037 Intermediate Similarity NPC473371
0.7037 Intermediate Similarity NPC477639
0.7032 Intermediate Similarity NPC35996
0.7029 Intermediate Similarity NPC223207
0.702 Intermediate Similarity NPC2265
0.702 Intermediate Similarity NPC470544
0.7 Intermediate Similarity NPC471592
0.699 Remote Similarity NPC478005
0.6989 Remote Similarity NPC304074
0.6989 Remote Similarity NPC290755
0.6989 Remote Similarity NPC471771
0.6988 Remote Similarity NPC322878
0.6987 Remote Similarity NPC222466
0.6984 Remote Similarity NPC80514
0.6981 Remote Similarity NPC300315
0.6978 Remote Similarity NPC170302

  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 NPC5719 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
0.8301 Intermediate Similarity NPD8076 Discontinued
0.7871 Intermediate Similarity NPD6901 Phase 3
0.7692 Intermediate Similarity NPD4782 Clinical (unspecified phase)
0.7673 Intermediate Similarity NPD5341 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD8290 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD8303 Discontinued
0.7452 Intermediate Similarity NPD4791 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD8173 Phase 2
0.7358 Intermediate Similarity NPD6073 Approved
0.7358 Intermediate Similarity NPD8172 Phase 2
0.7355 Intermediate Similarity NPD4177 Approved
0.7355 Intermediate Similarity NPD4175 Approved
0.7349 Intermediate Similarity NPD6078 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD5296 Approved
0.7333 Intermediate Similarity NPD6088 Approved
0.7325 Intermediate Similarity NPD3632 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD8323 Discontinued
0.7262 Intermediate Similarity NPD6670 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD5725 Approved
0.7239 Intermediate Similarity NPD6681 Discovery
0.7235 Intermediate Similarity NPD7749 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD6852 Discontinued
0.7179 Intermediate Similarity NPD5339 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD5747 Discontinued
0.7152 Intermediate Similarity NPD2218 Phase 2
0.7152 Intermediate Similarity NPD2217 Approved
0.7134 Intermediate Similarity NPD6119 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD4153 Approved
0.7099 Intermediate Similarity NPD6295 Approved
0.7099 Intermediate Similarity NPD6294 Approved
0.7097 Intermediate Similarity NPD4677 Discontinued
0.7081 Intermediate Similarity NPD4757 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD7634 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7836 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD5301 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD3071 Approved
0.7032 Intermediate Similarity NPD3072 Approved
0.7032 Intermediate Similarity NPD3073 Approved
0.7032 Intermediate Similarity NPD2584 Suspended
0.7019 Intermediate Similarity NPD6623 Phase 3
0.7006 Intermediate Similarity NPD2585 Clinical (unspecified phase)
0.6994 Remote Similarity NPD8019 Approved
0.6981 Remote Similarity NPD5263 Approved
0.6977 Remote Similarity NPD8417 Discontinued
0.6977 Remote Similarity NPD7267 Clinical (unspecified phase)
0.6968 Remote Similarity NPD4762 Approved
0.6968 Remote Similarity NPD4706 Clinical (unspecified phase)
0.6968 Remote Similarity NPD4761 Approved
0.6962 Remote Similarity NPD4151 Approved
0.6951 Remote Similarity NPD7728 Clinical (unspecified phase)
0.6948 Remote Similarity NPD7342 Discontinued
0.6937 Remote Similarity NPD6919 Clinical (unspecified phase)
0.6914 Remote Similarity NPD6646 Discontinued
0.6897 Remote Similarity NPD7495 Discontinued
0.6886 Remote Similarity NPD5264 Approved
0.6886 Remote Similarity NPD5265 Approved
0.6875 Remote Similarity NPD4676 Approved
0.6875 Remote Similarity NPD7979 Clinical (unspecified phase)
0.6871 Remote Similarity NPD7113 Clinical (unspecified phase)
0.6835 Remote Similarity NPD5367 Discontinued
0.6813 Remote Similarity NPD3040 Approved
0.6813 Remote Similarity NPD8022 Clinical (unspecified phase)
0.681 Remote Similarity NPD8416 Discontinued
0.6802 Remote Similarity NPD7523 Phase 3
0.679 Remote Similarity NPD5581 Approved
0.678 Remote Similarity NPD4564 Clinical (unspecified phase)
0.678 Remote Similarity NPD4565 Clinical (unspecified phase)
0.6774 Remote Similarity NPD4504 Clinical (unspecified phase)
0.6768 Remote Similarity NPD3908 Approved
0.6761 Remote Similarity NPD4557 Approved
0.675 Remote Similarity NPD3604 Clinical (unspecified phase)
0.6725 Remote Similarity NPD6631 Clinical (unspecified phase)
0.6725 Remote Similarity NPD7892 Clinical (unspecified phase)
0.6725 Remote Similarity NPD5614 Approved
0.6725 Remote Similarity NPD5613 Approved
0.6722 Remote Similarity NPD7485 Phase 3
0.6722 Remote Similarity NPD7484 Phase 3
0.6708 Remote Similarity NPD3626 Phase 3
0.6707 Remote Similarity NPD8265 Approved
0.6687 Remote Similarity NPD1330 Phase 2
0.6687 Remote Similarity NPD1329 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4152 Approved
0.6667 Remote Similarity NPD8315 Phase 1
0.6667 Remote Similarity NPD4125 Approved
0.6667 Remote Similarity NPD3519 Discontinued
0.6649 Remote Similarity NPD5775 Approved
0.6649 Remote Similarity NPD5774 Approved
0.6648 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6647 Remote Similarity NPD5298 Clinical (unspecified phase)
0.6646 Remote Similarity NPD3608 Clinical (unspecified phase)
0.6646 Remote Similarity NPD3561 Clinical (unspecified phase)
0.6626 Remote Similarity NPD4794 Discontinued
0.6626 Remote Similarity NPD4738 Phase 2
0.6625 Remote Similarity NPD3125 Approved
0.6606 Remote Similarity NPD5323 Approved
0.659 Remote Similarity NPD4185 Clinical (unspecified phase)
0.6588 Remote Similarity NPD6860 Clinical (unspecified phase)
0.6587 Remote Similarity NPD4126 Approved
0.6587 Remote Similarity NPD8154 Clinical (unspecified phase)
0.6571 Remote Similarity NPD4647 Approved
0.6571 Remote Similarity NPD4648 Approved
0.6571 Remote Similarity NPD4646 Approved
0.6566 Remote Similarity NPD8643 Discontinued
0.6552 Remote Similarity NPD7613 Discontinued
0.6517 Remote Similarity NPD4517 Clinical (unspecified phase)
0.6516 Remote Similarity NPD1348 Approved
0.6516 Remote Similarity NPD7508 Discontinued
0.6503 Remote Similarity NPD7828 Discontinued
0.6503 Remote Similarity NPD7608 Discontinued
0.6488 Remote Similarity NPD4214 Discontinued
0.6486 Remote Similarity NPD5200 Clinical (unspecified phase)
0.6485 Remote Similarity NPD5299 Approved
0.6481 Remote Similarity NPD3606 Clinical (unspecified phase)
0.648 Remote Similarity NPD4567 Approved
0.648 Remote Similarity NPD4566 Approved
0.6473 Remote Similarity NPD8271 Discontinued
0.6471 Remote Similarity NPD2088 Approved
0.6471 Remote Similarity NPD2087 Approved
0.6471 Remote Similarity NPD7720 Phase 2
0.6463 Remote Similarity NPD6359 Clinical (unspecified phase)
0.6461 Remote Similarity NPD7105 Phase 1
0.6457 Remote Similarity NPD5229 Approved
0.6457 Remote Similarity NPD5230 Approved
0.6457 Remote Similarity NPD6689 Clinical (unspecified phase)
0.645 Remote Similarity NPD6864 Phase 2
0.645 Remote Similarity NPD6865 Phase 2
0.6442 Remote Similarity NPD3588 Discontinued
0.6437 Remote Similarity NPD3988 Approved
0.6437 Remote Similarity NPD3987 Approved
0.6433 Remote Similarity NPD7522 Discontinued
0.6432 Remote Similarity NPD7973 Discontinued
0.6432 Remote Similarity NPD8124 Phase 3
0.6432 Remote Similarity NPD8126 Clinical (unspecified phase)
0.6416 Remote Similarity NPD6552 Clinical (unspecified phase)
0.6409 Remote Similarity NPD8351 Phase 2
0.6407 Remote Similarity NPD5272 Discontinued
0.6404 Remote Similarity NPD2891 Approved
0.64 Remote Similarity NPD8162 Phase 2
0.64 Remote Similarity NPD5348 Clinical (unspecified phase)
0.64 Remote Similarity NPD8163 Clinical (unspecified phase)
0.64 Remote Similarity NPD5941 Approved
0.64 Remote Similarity NPD5942 Approved
0.6387 Remote Similarity NPD5946 Clinical (unspecified phase)
0.6386 Remote Similarity NPD7908 Discontinued
0.638 Remote Similarity NPD3029 Clinical (unspecified phase)
0.6374 Remote Similarity NPD7978 Discontinued
0.6364 Remote Similarity NPD5638 Approved
0.6359 Remote Similarity NPD6839 Clinical (unspecified phase)
0.6358 Remote Similarity NPD1967 Approved
0.6358 Remote Similarity NPD1968 Approved
0.6358 Remote Similarity NPD6676 Phase 2
0.6354 Remote Similarity NPD7080 Clinical (unspecified phase)
0.6353 Remote Similarity NPD4158 Clinical (unspecified phase)
0.6348 Remote Similarity NPD7744 Clinical (unspecified phase)
0.6344 Remote Similarity NPD7964 Clinical (unspecified phase)
0.6344 Remote Similarity NPD7965 Phase 2
0.633 Remote Similarity NPD5681 Clinical (unspecified phase)
0.6325 Remote Similarity NPD3136 Phase 2
0.6321 Remote Similarity NPD6089 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7512 Approved
0.6316 Remote Similarity NPD7511 Approved
0.6313 Remote Similarity NPD8119 Discontinued
0.6308 Remote Similarity NPD8075 Discontinued
0.6302 Remote Similarity NPD6851 Approved
0.6302 Remote Similarity NPD6853 Approved
0.6287 Remote Similarity NPD2078 Clinical (unspecified phase)
0.6286 Remote Similarity NPD6609 Clinical (unspecified phase)
0.6284 Remote Similarity NPD8031 Discontinued
0.6279 Remote Similarity NPD2022 Approved
0.6277 Remote Similarity NPD4091 Approved
0.6273 Remote Similarity NPD2956 Clinical (unspecified phase)
0.627 Remote Similarity NPD7890 Discontinued
0.627 Remote Similarity NPD6304 Approved
0.627 Remote Similarity NPD6303 Approved
0.6265 Remote Similarity NPD2613 Approved
0.6264 Remote Similarity NPD7600 Phase 2
0.6257 Remote Similarity NPD2603 Clinical (unspecified phase)
0.6257 Remote Similarity NPD3480 Approved
0.6256 Remote Similarity NPD8169 Discontinued
0.6256 Remote Similarity NPD7617 Discontinued
0.625 Remote Similarity NPD3090 Approved
0.625 Remote Similarity NPD3614 Approved
0.625 Remote Similarity NPD3616 Approved
0.625 Remote Similarity NPD3615 Approved
0.625 Remote Similarity NPD2566 Approved
0.625 Remote Similarity NPD4746 Phase 3
0.625 Remote Similarity NPD2014 Approved
0.625 Remote Similarity NPD2574 Discontinued
0.625 Remote Similarity NPD2571 Approved
0.625 Remote Similarity NPD3087 Approved
0.625 Remote Similarity NPD2572 Clinical (unspecified phase)
0.625 Remote Similarity NPD2570 Approved
0.625 Remote Similarity NPD3089 Approved
0.625 Remote Similarity NPD3088 Approved
0.625 Remote Similarity NPD4745 Approved
0.625 Remote Similarity NPD2573 Approved
0.625 Remote Similarity NPD2013 Approved
0.625 Remote Similarity NPD2016 Approved
0.625 Remote Similarity NPD5665 Clinical (unspecified phase)
0.6243 Remote Similarity NPD4092 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