Structure

Physi-Chem Properties

Molecular Weight:  1041.56
Volume:  1042.618
LogP:  -2.347
LogD:  0.099
LogS:  -2.431
# Rotatable Bonds:  40
TPSA:  438.87
# H-Bond Aceptor:  26
# H-Bond Donor:  17
# Rings:  1
# Heavy Atoms:  26

MedChem Properties

QED Drug-Likeness Score:  0.015
Synthetic Accessibility Score:  6.162
Fsp3:  0.542
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:  -6.91
MDCK Permeability:  5.0932838348671794e-05
Pgp-inhibitor:  0.02
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.954
20% Bioavailability (F20%):  0.995
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.362
Plasma Protein Binding (PPB):  24.285526275634766%
Volume Distribution (VD):  0.611
Pgp-substrate:  63.41767883300781%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.001
CYP2C19-inhibitor:  0.009
CYP2C19-substrate:  0.017
CYP2C9-inhibitor:  0.039
CYP2C9-substrate:  0.041
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.095
CYP3A4-inhibitor:  0.004
CYP3A4-substrate:  0.0

ADMET: Excretion

Clearance (CL):  1.623
Half-life (T1/2):  0.807

ADMET: Toxicity

hERG Blockers:  0.013
Human Hepatotoxicity (H-HT):  0.999
Drug-inuced Liver Injury (DILI):  0.587
AMES Toxicity:  0.067
Rat Oral Acute Toxicity:  0.024
Maximum Recommended Daily Dose:  0.059
Skin Sensitization:  0.696
Carcinogencity:  0.054
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.923

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

  Natural Product: NPC300443

Natural Product ID:  NPC300443
Common Name*:   (2R)-2-[[(2S,3S,4E,6E,8S,9S)-3-[[(2S)-2-[[(3R)-3-Carboxy-3-[[(2S)-5-(Diaminomethylideneamino)-2-[[(2R)-2-(2-Oxopropanoylamino)Propanoyl]Amino]Pentanoyl]Amino]Propanoyl]Amino]-5-(Diaminomethylideneamino)Pentanoyl]Amino]-9-Methoxy-2,6,8-Trimethyl-10-Phenyldeca-4,6-Dienoyl]Amino]-5-(Methylamino)-5-Oxopentanoic Acid
IUPAC Name:   (2R)-2-[[(2S,3S,4E,6E,8S,9S)-3-[[(2S)-2-[[(3R)-3-carboxy-3-[[(2S)-5-(diaminomethylideneamino)-2-[[(2R)-2-(2-oxopropanoylamino)propanoyl]amino]pentanoyl]amino]propanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoyl]amino]-5-(methylamino)-5-oxopentanoic acid
Synonyms:  
Standard InCHIKey:  RDMMSXPNHDOGME-LTPNNWFFSA-N
Standard InCHI:  InChI=1S/C48H75N13O13/c1-26(23-27(2)37(74-7)24-31-13-9-8-10-14-31)17-18-32(28(3)40(65)60-35(45(70)71)19-20-38(63)53-6)58-43(68)33(15-11-21-54-47(49)50)57-39(64)25-36(46(72)73)61-44(69)34(16-12-22-55-48(51)52)59-41(66)29(4)56-42(67)30(5)62/h8-10,13-14,17-18,23,27-29,32-37H,11-12,15-16,19-22,24-25H2,1-7H3,(H,53,63)(H,56,67)(H,57,64)(H,58,68)(H,59,66)(H,60,65)(H,61,69)(H,70,71)(H,72,73)(H4,49,50,54)(H4,51,52,55)/b18-17+,26-23+/t27-,28-,29+,32-,33-,34-,35+,36+,37-/m0/s1
SMILES:  CO[C@H]([C@H](/C=C(/C=C/[C@@H]([C@@H](C(=N[C@@H](C(=O)O)CCC(=NC)O)O)C)N=C([C@@H](N=C(C[C@H](C(=O)O)N=C([C@@H](N=C([C@H](NC(=O)C(=O)C)C)O)CCCNC(=N)N)O)O)CCCNC(=N)N)O)C)C)Cc1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL502303
PubChem CID:   11815573
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0001813] Peptidomimetics
        • [CHEMONTID:0002010] Hybrid peptides

*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
NPO32989 cyanobacterium planktothrixrubescens Species Cyanobacteriaceae Bacteria n.a. n.a. n.a. PMID[15043406]

☑ 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 IC30 = 0.8 uM PMID[551447]

☑ 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 NPC300443 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
0.906 High Similarity NPC24617
0.9 High Similarity NPC114806
0.8442 Intermediate Similarity NPC1390
0.8442 Intermediate Similarity NPC62104
0.8228 Intermediate Similarity NPC217804
0.8228 Intermediate Similarity NPC5719
0.8228 Intermediate Similarity NPC22883
0.8228 Intermediate Similarity NPC210377
0.8176 Intermediate Similarity NPC15068
0.8125 Intermediate Similarity NPC63040
0.8027 Intermediate Similarity NPC314835
0.7964 Intermediate Similarity NPC473404
0.7908 Intermediate Similarity NPC311658
0.7849 Intermediate Similarity NPC240130
0.7849 Intermediate Similarity NPC61332
0.7806 Intermediate Similarity NPC2501
0.78 Intermediate Similarity NPC132636
0.7799 Intermediate Similarity NPC324850
0.7771 Intermediate Similarity NPC473341
0.7748 Intermediate Similarity NPC163392
0.7748 Intermediate Similarity NPC239762
0.7658 Intermediate Similarity NPC122590
0.7647 Intermediate Similarity NPC176226
0.7636 Intermediate Similarity NPC473000
0.7632 Intermediate Similarity NPC476259
0.7616 Intermediate Similarity NPC127741
0.7597 Intermediate Similarity NPC52748
0.759 Intermediate Similarity NPC274198
0.759 Intermediate Similarity NPC198254
0.759 Intermediate Similarity NPC276506
0.7586 Intermediate Similarity NPC102959
0.7582 Intermediate Similarity NPC168113
0.7578 Intermediate Similarity NPC297145
0.7578 Intermediate Similarity NPC197743
0.7556 Intermediate Similarity NPC477551
0.7548 Intermediate Similarity NPC315266
0.7543 Intermediate Similarity NPC60516
0.7542 Intermediate Similarity NPC477552
0.7542 Intermediate Similarity NPC477550
0.7532 Intermediate Similarity NPC77905
0.7532 Intermediate Similarity NPC197682
0.753 Intermediate Similarity NPC129486
0.75 Intermediate Similarity NPC471264
0.75 Intermediate Similarity NPC471265
0.75 Intermediate Similarity NPC314114
0.7485 Intermediate Similarity NPC46009
0.7485 Intermediate Similarity NPC471527
0.7484 Intermediate Similarity NPC476978
0.7484 Intermediate Similarity NPC162104
0.7483 Intermediate Similarity NPC477937
0.7472 Intermediate Similarity NPC477638
0.7472 Intermediate Similarity NPC477632
0.7453 Intermediate Similarity NPC473580
0.7436 Intermediate Similarity NPC5620
0.7432 Intermediate Similarity NPC319766
0.7421 Intermediate Similarity NPC7817
0.7421 Intermediate Similarity NPC475168
0.7419 Intermediate Similarity NPC139326
0.7416 Intermediate Similarity NPC302715
0.7412 Intermediate Similarity NPC196243
0.7405 Intermediate Similarity NPC471821
0.7405 Intermediate Similarity NPC471820
0.7396 Intermediate Similarity NPC475532
0.7391 Intermediate Similarity NPC470902
0.7383 Intermediate Similarity NPC311753
0.7378 Intermediate Similarity NPC469901
0.7368 Intermediate Similarity NPC141050
0.736 Intermediate Similarity NPC477631
0.7355 Intermediate Similarity NPC269398
0.7355 Intermediate Similarity NPC263493
0.7353 Intermediate Similarity NPC165285
0.7345 Intermediate Similarity NPC477636
0.7342 Intermediate Similarity NPC329761
0.7342 Intermediate Similarity NPC225648
0.7338 Intermediate Similarity NPC178662
0.7338 Intermediate Similarity NPC92784
0.7338 Intermediate Similarity NPC470884
0.7338 Intermediate Similarity NPC476133
0.7338 Intermediate Similarity NPC98424
0.7333 Intermediate Similarity NPC73655
0.7325 Intermediate Similarity NPC209509
0.7317 Intermediate Similarity NPC469898
0.731 Intermediate Similarity NPC469900
0.7305 Intermediate Similarity NPC61004
0.7303 Intermediate Similarity NPC287401
0.7297 Intermediate Similarity NPC47667
0.7278 Intermediate Similarity NPC475123
0.7278 Intermediate Similarity NPC475204
0.7273 Intermediate Similarity NPC475544
0.7273 Intermediate Similarity NPC68865
0.7273 Intermediate Similarity NPC469243
0.726 Intermediate Similarity NPC71684
0.7251 Intermediate Similarity NPC17698
0.725 Intermediate Similarity NPC129666
0.7244 Intermediate Similarity NPC469426
0.7244 Intermediate Similarity NPC469427
0.7237 Intermediate Similarity NPC246079
0.7232 Intermediate Similarity NPC94862
0.7219 Intermediate Similarity NPC280022
0.7215 Intermediate Similarity NPC316008
0.7215 Intermediate Similarity NPC322878
0.7215 Intermediate Similarity NPC313867
0.7209 Intermediate Similarity NPC50016
0.7197 Intermediate Similarity NPC161069
0.7193 Intermediate Similarity NPC306804
0.7188 Intermediate Similarity NPC240848
0.7184 Intermediate Similarity NPC153554
0.7184 Intermediate Similarity NPC475564
0.7184 Intermediate Similarity NPC472999
0.7184 Intermediate Similarity NPC475409
0.7184 Intermediate Similarity NPC170302
0.7181 Intermediate Similarity NPC101719
0.7179 Intermediate Similarity NPC48202
0.7176 Intermediate Similarity NPC40234
0.7174 Intermediate Similarity NPC469443
0.7172 Intermediate Similarity NPC310467
0.7172 Intermediate Similarity NPC314992
0.7171 Intermediate Similarity NPC130309
0.717 Intermediate Similarity NPC314358
0.7162 Intermediate Similarity NPC6975
0.7162 Intermediate Similarity NPC46427
0.7152 Intermediate Similarity NPC111428
0.7152 Intermediate Similarity NPC315283
0.7152 Intermediate Similarity NPC314388
0.7151 Intermediate Similarity NPC471165
0.7151 Intermediate Similarity NPC477462
0.7143 Intermediate Similarity NPC223207
0.7143 Intermediate Similarity NPC477639
0.7134 Intermediate Similarity NPC469903
0.7125 Intermediate Similarity NPC145113
0.7125 Intermediate Similarity NPC135121
0.7118 Intermediate Similarity NPC66490
0.7114 Intermediate Similarity NPC222466
0.7113 Intermediate Similarity NPC474584
0.7103 Intermediate Similarity NPC169328
0.7101 Intermediate Similarity NPC304074
0.7101 Intermediate Similarity NPC290755
0.7101 Intermediate Similarity NPC471771
0.7095 Intermediate Similarity NPC252878
0.7093 Intermediate Similarity NPC273755
0.7083 Intermediate Similarity NPC197470
0.7081 Intermediate Similarity NPC473450
0.7075 Intermediate Similarity NPC478015
0.7075 Intermediate Similarity NPC478014
0.7075 Intermediate Similarity NPC478016
0.7069 Intermediate Similarity NPC473546
0.7059 Intermediate Similarity NPC107938
0.7059 Intermediate Similarity NPC294516
0.7055 Intermediate Similarity NPC470546
0.7055 Intermediate Similarity NPC237420
0.7052 Intermediate Similarity NPC476227
0.7051 Intermediate Similarity NPC43755
0.7035 Intermediate Similarity NPC230611
0.7035 Intermediate Similarity NPC328494
0.7034 Intermediate Similarity NPC239357
0.7034 Intermediate Similarity NPC2265
0.7032 Intermediate Similarity NPC248283
0.7029 Intermediate Similarity NPC269750
0.7029 Intermediate Similarity NPC194671
0.7029 Intermediate Similarity NPC97526
0.7029 Intermediate Similarity NPC119652
0.7029 Intermediate Similarity NPC45037
0.7027 Intermediate Similarity NPC202521
0.7019 Intermediate Similarity NPC138775
0.7012 Intermediate Similarity NPC56685
0.7 Intermediate Similarity NPC22746
0.7 Intermediate Similarity NPC201244
0.7 Intermediate Similarity NPC477217
0.6986 Remote Similarity NPC470545
0.6981 Remote Similarity NPC91953
0.6975 Remote Similarity NPC105717
0.697 Remote Similarity NPC39431
0.6964 Remote Similarity NPC469902
0.6962 Remote Similarity NPC307357
0.6962 Remote Similarity NPC46098
0.6962 Remote Similarity NPC268841
0.6959 Remote Similarity NPC200964
0.6959 Remote Similarity NPC476990
0.6957 Remote Similarity NPC262077
0.6954 Remote Similarity NPC473402
0.6949 Remote Similarity NPC477637
0.6948 Remote Similarity NPC255447
0.6947 Remote Similarity NPC220060
0.6947 Remote Similarity NPC194699
0.6947 Remote Similarity NPC219350
0.6946 Remote Similarity NPC323336
0.6946 Remote Similarity NPC326349
0.6941 Remote Similarity NPC63931
0.6933 Remote Similarity NPC35996
0.6929 Remote Similarity NPC327481
0.6928 Remote Similarity NPC244509
0.6923 Remote Similarity NPC329011
0.6918 Remote Similarity NPC197921
0.6918 Remote Similarity NPC470544
0.6911 Remote Similarity NPC469444
0.6897 Remote Similarity NPC248670
0.6897 Remote Similarity NPC137627
0.6883 Remote Similarity NPC300315
0.6882 Remote Similarity NPC471052
0.6882 Remote Similarity NPC471051

  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 NPC300443 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
0.8621 High Similarity NPD8076 Discontinued
0.8288 Intermediate Similarity NPD6901 Phase 3
0.8065 Intermediate Similarity NPD6670 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD6078 Clinical (unspecified phase)
0.7658 Intermediate Similarity NPD7523 Phase 3
0.7622 Intermediate Similarity NPD8303 Discontinued
0.7616 Intermediate Similarity NPD4782 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD8290 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD4791 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD3632 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD8172 Phase 2
0.7386 Intermediate Similarity NPD8173 Phase 2
0.7372 Intermediate Similarity NPD6681 Discovery
0.7368 Intermediate Similarity NPD8416 Discontinued
0.7317 Intermediate Similarity NPD8019 Approved
0.7317 Intermediate Similarity NPD7495 Discontinued
0.7289 Intermediate Similarity NPD4564 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD4565 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD8022 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD8643 Discontinued
0.7205 Intermediate Similarity NPD5348 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD2217 Approved
0.7172 Intermediate Similarity NPD2218 Phase 2
0.7171 Intermediate Similarity NPD6919 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD5341 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD4177 Approved
0.7152 Intermediate Similarity NPD4175 Approved
0.7143 Intermediate Similarity NPD4153 Approved
0.7143 Intermediate Similarity NPD7892 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6088 Approved
0.7123 Intermediate Similarity NPD4504 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD6852 Discontinued
0.7097 Intermediate Similarity NPD4757 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD5339 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD1348 Approved
0.7075 Intermediate Similarity NPD7342 Discontinued
0.707 Intermediate Similarity NPD5301 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD7728 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD4158 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD6073 Approved
0.7051 Intermediate Similarity NPD5725 Approved
0.7047 Intermediate Similarity NPD3071 Approved
0.7047 Intermediate Similarity NPD3073 Approved
0.7047 Intermediate Similarity NPD3072 Approved
0.7047 Intermediate Similarity NPD2584 Suspended
0.7039 Intermediate Similarity NPD3040 Approved
0.7032 Intermediate Similarity NPD5323 Approved
0.702 Intermediate Similarity NPD3606 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD4517 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD4214 Discontinued
0.6987 Remote Similarity NPD7113 Clinical (unspecified phase)
0.698 Remote Similarity NPD4761 Approved
0.698 Remote Similarity NPD4762 Approved
0.6978 Remote Similarity NPD1040 Phase 2
0.6951 Remote Similarity NPD7613 Discontinued
0.6933 Remote Similarity NPD6631 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5296 Approved
0.6914 Remote Similarity NPD8323 Discontinued
0.6908 Remote Similarity NPD2585 Clinical (unspecified phase)
0.6903 Remote Similarity NPD5299 Approved
0.6903 Remote Similarity NPD1329 Clinical (unspecified phase)
0.6903 Remote Similarity NPD1330 Phase 2
0.6887 Remote Similarity NPD4677 Discontinued
0.6886 Remote Similarity NPD8417 Discontinued
0.6883 Remote Similarity NPD4676 Approved
0.6883 Remote Similarity NPD5263 Approved
0.6883 Remote Similarity NPD7979 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4152 Approved
0.6875 Remote Similarity NPD7978 Discontinued
0.6859 Remote Similarity NPD7634 Clinical (unspecified phase)
0.6859 Remote Similarity NPD5747 Discontinued
0.6845 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5367 Discontinued
0.6842 Remote Similarity NPD3125 Approved
0.6839 Remote Similarity NPD4794 Discontinued
0.6832 Remote Similarity NPD6119 Clinical (unspecified phase)
0.6797 Remote Similarity NPD6302 Clinical (unspecified phase)
0.6792 Remote Similarity NPD8154 Clinical (unspecified phase)
0.6774 Remote Similarity NPD4125 Approved
0.6774 Remote Similarity NPD6359 Clinical (unspecified phase)
0.6772 Remote Similarity NPD3908 Approved
0.6753 Remote Similarity NPD4151 Approved
0.6753 Remote Similarity NPD3608 Clinical (unspecified phase)
0.675 Remote Similarity NPD6865 Phase 2
0.675 Remote Similarity NPD6864 Phase 2
0.6746 Remote Similarity NPD7105 Phase 1
0.6725 Remote Similarity NPD6646 Discontinued
0.6709 Remote Similarity NPD8265 Approved
0.6709 Remote Similarity NPD6623 Phase 3
0.6689 Remote Similarity NPD2956 Clinical (unspecified phase)
0.6687 Remote Similarity NPD6294 Approved
0.6687 Remote Similarity NPD6295 Approved
0.6687 Remote Similarity NPD6860 Clinical (unspecified phase)
0.6686 Remote Similarity NPD7267 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2088 Approved
0.6667 Remote Similarity NPD8315 Phase 1
0.6667 Remote Similarity NPD2087 Approved
0.6667 Remote Similarity NPD3519 Discontinued
0.6649 Remote Similarity NPD8162 Phase 2
0.6649 Remote Similarity NPD8163 Clinical (unspecified phase)
0.6647 Remote Similarity NPD7749 Clinical (unspecified phase)
0.6645 Remote Similarity NPD4706 Clinical (unspecified phase)
0.6629 Remote Similarity NPD7485 Phase 3
0.6629 Remote Similarity NPD7484 Phase 3
0.6627 Remote Similarity NPD5613 Approved
0.6627 Remote Similarity NPD5614 Approved
0.6627 Remote Similarity NPD3987 Approved
0.6627 Remote Similarity NPD3988 Approved
0.6624 Remote Similarity NPD3136 Phase 2
0.6624 Remote Similarity NPD4738 Phase 2
0.6622 Remote Similarity NPD7508 Discontinued
0.66 Remote Similarity NPD6093 Discontinued
0.6585 Remote Similarity NPD5265 Approved
0.6585 Remote Similarity NPD5264 Approved
0.6582 Remote Similarity NPD2078 Clinical (unspecified phase)
0.6582 Remote Similarity NPD5581 Approved
0.6575 Remote Similarity NPD4087 Phase 2
0.6573 Remote Similarity NPD5200 Clinical (unspecified phase)
0.6573 Remote Similarity NPD6613 Clinical (unspecified phase)
0.657 Remote Similarity NPD4566 Approved
0.657 Remote Similarity NPD4557 Approved
0.657 Remote Similarity NPD4567 Approved
0.6568 Remote Similarity NPD4646 Approved
0.6568 Remote Similarity NPD7836 Clinical (unspecified phase)
0.6568 Remote Similarity NPD4647 Approved
0.6568 Remote Similarity NPD4648 Approved
0.6564 Remote Similarity NPD7720 Phase 2
0.6561 Remote Similarity NPD2613 Approved
0.6556 Remote Similarity NPD5981 Approved
0.6554 Remote Similarity NPD747 Discontinued
0.6548 Remote Similarity NPD5229 Approved
0.6548 Remote Similarity NPD5230 Approved
0.6545 Remote Similarity NPD1967 Approved
0.6545 Remote Similarity NPD7066 Clinical (unspecified phase)
0.6545 Remote Similarity NPD1968 Approved
0.6545 Remote Similarity NPD5298 Clinical (unspecified phase)
0.6541 Remote Similarity NPD5729 Clinical (unspecified phase)
0.6538 Remote Similarity NPD3588 Discontinued
0.6519 Remote Similarity NPD3518 Clinical (unspecified phase)
0.6517 Remote Similarity NPD8126 Clinical (unspecified phase)
0.6517 Remote Similarity NPD8124 Phase 3
0.6516 Remote Similarity NPD6325 Discontinued
0.6506 Remote Similarity NPD2887 Clinical (unspecified phase)
0.6506 Remote Similarity NPD7602 Clinical (unspecified phase)
0.6503 Remote Similarity NPD999 Phase 2
0.6497 Remote Similarity NPD7828 Discontinued
0.6494 Remote Similarity NPD8351 Phase 2
0.6486 Remote Similarity NPD1370 Approved
0.6486 Remote Similarity NPD1373 Approved
0.6486 Remote Similarity NPD1374 Approved
0.6486 Remote Similarity NPD1371 Approved
0.6481 Remote Similarity NPD4126 Approved
0.6467 Remote Similarity NPD3123 Discovery
0.6463 Remote Similarity NPD2022 Approved
0.6463 Remote Similarity NPD6809 Clinical (unspecified phase)
0.645 Remote Similarity NPD6689 Clinical (unspecified phase)
0.645 Remote Similarity NPD4186 Clinical (unspecified phase)
0.6446 Remote Similarity NPD3016 Clinical (unspecified phase)
0.644 Remote Similarity NPD5856 Discontinued
0.6438 Remote Similarity NPD3090 Approved
0.6438 Remote Similarity NPD3087 Approved
0.6438 Remote Similarity NPD3616 Approved
0.6438 Remote Similarity NPD2573 Approved
0.6438 Remote Similarity NPD2566 Approved
0.6438 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6438 Remote Similarity NPD2570 Approved
0.6438 Remote Similarity NPD3615 Approved
0.6438 Remote Similarity NPD3614 Approved
0.6438 Remote Similarity NPD3089 Approved
0.6438 Remote Similarity NPD2574 Discontinued
0.6438 Remote Similarity NPD3088 Approved
0.6438 Remote Similarity NPD4745 Approved
0.6438 Remote Similarity NPD4746 Phase 3
0.6438 Remote Similarity NPD2571 Approved
0.6425 Remote Similarity NPD7973 Discontinued
0.6417 Remote Similarity NPD7617 Discontinued
0.6415 Remote Similarity NPD2046 Approved
0.6415 Remote Similarity NPD2043 Approved
0.6415 Remote Similarity NPD2048 Approved
0.6415 Remote Similarity NPD21 Approved
0.6415 Remote Similarity NPD2047 Approved
0.6415 Remote Similarity NPD2051 Approved
0.6415 Remote Similarity NPD2044 Approved
0.6415 Remote Similarity NPD2049 Clinical (unspecified phase)
0.6415 Remote Similarity NPD2045 Approved
0.6415 Remote Similarity NPD2050 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4652 Approved
0.6402 Remote Similarity NPD7511 Approved
0.6402 Remote Similarity NPD7512 Approved
0.6395 Remote Similarity NPD3643 Approved
0.6395 Remote Similarity NPD3642 Approved
0.6395 Remote Similarity NPD2891 Approved
0.6395 Remote Similarity NPD7463 Clinical (unspecified phase)
0.6395 Remote Similarity NPD3644 Approved
0.6392 Remote Similarity NPD3626 Phase 3
0.6392 Remote Similarity NPD5759 Approved
0.6387 Remote Similarity NPD7282 Approved
0.6379 Remote Similarity NPD7599 Phase 2
0.6358 Remote Similarity NPD4685 Phase 3
0.6358 Remote Similarity NPD6679 Phase 3

  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