Structure

Physi-Chem Properties

Molecular Weight:  932.57
Volume:  976.762
LogP:  7.01
LogD:  4.766
LogS:  -5.755
# Rotatable Bonds:  35
TPSA:  230.83
# H-Bond Aceptor:  17
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  17

MedChem Properties

QED Drug-Likeness Score:  0.068
Synthetic Accessibility Score:  5.103
Fsp3:  0.714
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:  -5.368
MDCK Permeability:  3.84513296012301e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.056
Human Intestinal Absorption (HIA):  0.078
20% Bioavailability (F20%):  0.831
30% Bioavailability (F30%):  0.863

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.003
Plasma Protein Binding (PPB):  96.25957489013672%
Volume Distribution (VD):  1.52
Pgp-substrate:  3.3225462436676025%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.006
CYP2C19-inhibitor:  0.118
CYP2C19-substrate:  0.081
CYP2C9-inhibitor:  0.109
CYP2C9-substrate:  0.002
CYP2D6-inhibitor:  0.046
CYP2D6-substrate:  0.039
CYP3A4-inhibitor:  0.768
CYP3A4-substrate:  0.502

ADMET: Excretion

Clearance (CL):  4.935
Half-life (T1/2):  0.083

ADMET: Toxicity

hERG Blockers:  0.004
Human Hepatotoxicity (H-HT):  0.993
Drug-inuced Liver Injury (DILI):  0.969
AMES Toxicity:  0.019
Rat Oral Acute Toxicity:  0.002
Maximum Recommended Daily Dose:  0.01
Skin Sensitization:  0.017
Carcinogencity:  0.024
Eye Corrosion:  0.003
Eye Irritation:  0.011
Respiratory Toxicity:  0.025

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

  Natural Product: NPC476260

Natural Product ID:  NPC476260
Common Name*:   (S)-((2R,3S)-1-((R)-1-Tert-Butoxy-3-Methyl-1-Oxobutan-2-Ylamino)-3-Methyl-1-Oxopentan-2-Yl) 2-((3R,6S,9R,12R,15S)-9-Sec-Butyl-6,12-Diisopropyl-3,15-Dimethyl-4,7,10,13-Tetraoxo-1-Phenyl-2,8,14-Trioxa-5,11-Diazahexadecanamido)-3-Methylbutanoate
IUPAC Name:   [(2R,3S)-3-methyl-1-[[(2R)-3-methyl-1-[(2S)-1-[[(2S)-3-methyl-1-[(2R,3S)-3-methyl-1-[[(2R)-3-methyl-1-[(2-methylpropan-2-yl)oxy]-1-oxobutan-2-yl]amino]-1-oxopentan-2-yl]oxy-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]oxy-1-oxobutan-2-yl]amino]-1-oxopentan-2-yl] (2S)-3-methyl-2-[[(2R)-2-phenylmethoxypropanoyl]amino]butanoate
Synonyms:  
Standard InCHIKey:  BTTDRARRLRFYBW-ILAAKEBLSA-N
Standard InCHI:  InChI=1S/C49H80N4O13/c1-18-30(11)39(64-46(59)36(27(5)6)50-41(54)32(13)62-25-34-23-21-20-22-24-34)43(56)52-35(26(3)4)45(58)63-33(14)42(55)51-37(28(7)8)47(60)65-40(31(12)19-2)44(57)53-38(29(9)10)48(61)66-49(15,16)17/h20-24,26-33,35-40H,18-19,25H2,1-17H3,(H,50,54)(H,51,55)(H,52,56)(H,53,57)/t30-,31-,32+,33-,35+,36-,37-,38+,39+,40+/m0/s1
SMILES:  CC[C@@H]([C@H](C(=N[C@@H](C(=O)O[C@H](C(=N[C@H](C(=O)O[C@@H](C(=N[C@@H](C(=O)OC(C)(C)C)C(C)C)O)[C@H](CC)C)C(C)C)O)C)C(C)C)O)OC(=O)[C@H](C(C)C)N=C([C@H](OCc1ccccc1)C)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL558954
PubChem CID:   45272225
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0001813] Peptidomimetics
        • [CHEMONTID:0001961] 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
NPO33228 bacillus silvestris Species n.a. n.a. n.a. n.a. n.a. PMID[19216517]
NPO33228 bacillus silvestris Species n.a. n.a. n.a. n.a. n.a. PMID[19226154]

☑ 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
NPT168 Cell Line P388 Mus musculus ED50 = 0.69 ug ml-1 PMID[480174]
NPT1081 Cell Line BXPC-3 Homo sapiens ED50 > 10.0 ug ml-1 PMID[480174]
NPT83 Cell Line MCF7 Homo sapiens ED50 = 7.5 ug ml-1 PMID[480174]
NPT395 Cell Line SF-268 Homo sapiens ED50 = 8.8 ug ml-1 PMID[480174]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 > 10.0 ug.mL-1 PMID[480174]
NPT575 Cell Line KM-20L2 Homo sapiens ED50 = 7.1 ug ml-1 PMID[480174]
NPT90 Cell Line DU-145 Homo sapiens ED50 = 10.5 ug ml-1 PMID[480174]

☑ 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 NPC476260 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 NPC476241
0.9915 High Similarity NPC476179
0.9915 High Similarity NPC476125
0.9741 High Similarity NPC476184
0.9741 High Similarity NPC476281
0.9655 High Similarity NPC476183
0.9576 High Similarity NPC476278
0.8678 High Similarity NPC237420
0.8644 High Similarity NPC273814
0.8409 Intermediate Similarity NPC6570
0.8145 Intermediate Similarity NPC169328
0.811 Intermediate Similarity NPC160493
0.808 Intermediate Similarity NPC310467
0.8 Intermediate Similarity NPC127741
0.7953 Intermediate Similarity NPC45777
0.7953 Intermediate Similarity NPC190663
0.7953 Intermediate Similarity NPC477061
0.7826 Intermediate Similarity NPC197921
0.7808 Intermediate Similarity NPC56635
0.7801 Intermediate Similarity NPC135121
0.7786 Intermediate Similarity NPC201244
0.7786 Intermediate Similarity NPC477217
0.777 Intermediate Similarity NPC469360
0.777 Intermediate Similarity NPC91953
0.7737 Intermediate Similarity NPC68865
0.7704 Intermediate Similarity NPC246079
0.7656 Intermediate Similarity NPC314992
0.7652 Intermediate Similarity NPC47667
0.7652 Intermediate Similarity NPC4974
0.7638 Intermediate Similarity NPC2265
0.7569 Intermediate Similarity NPC132771
0.754 Intermediate Similarity NPC474544
0.754 Intermediate Similarity NPC1986
0.7538 Intermediate Similarity NPC478016
0.7538 Intermediate Similarity NPC478014
0.7538 Intermediate Similarity NPC478015
0.7538 Intermediate Similarity NPC80150
0.7468 Intermediate Similarity NPC196091
0.7447 Intermediate Similarity NPC168113
0.7407 Intermediate Similarity NPC199738
0.7407 Intermediate Similarity NPC210950
0.7403 Intermediate Similarity NPC186617
0.7394 Intermediate Similarity NPC197682
0.7394 Intermediate Similarity NPC176226
0.7391 Intermediate Similarity NPC470392
0.7376 Intermediate Similarity NPC268841
0.7376 Intermediate Similarity NPC307357
0.7376 Intermediate Similarity NPC46098
0.7368 Intermediate Similarity NPC35996
0.7355 Intermediate Similarity NPC473693
0.7355 Intermediate Similarity NPC471568
0.7353 Intermediate Similarity NPC296712
0.7333 Intermediate Similarity NPC212699
0.7333 Intermediate Similarity NPC207675
0.7323 Intermediate Similarity NPC474584
0.7293 Intermediate Similarity NPC474862
0.7241 Intermediate Similarity NPC81026
0.7236 Intermediate Similarity NPC194390
0.7236 Intermediate Similarity NPC224610
0.7236 Intermediate Similarity NPC113326
0.7236 Intermediate Similarity NPC88267
0.723 Intermediate Similarity NPC162104
0.7227 Intermediate Similarity NPC3371
0.7208 Intermediate Similarity NPC472923
0.7194 Intermediate Similarity NPC45191
0.7194 Intermediate Similarity NPC326966
0.7192 Intermediate Similarity NPC145113
0.7172 Intermediate Similarity NPC266741
0.7167 Intermediate Similarity NPC475439
0.7167 Intermediate Similarity NPC473501
0.7165 Intermediate Similarity NPC323007
0.7155 Intermediate Similarity NPC220893
0.7143 Intermediate Similarity NPC274732
0.7133 Intermediate Similarity NPC239762
0.7133 Intermediate Similarity NPC163392
0.7133 Intermediate Similarity NPC476259
0.712 Intermediate Similarity NPC472315
0.712 Intermediate Similarity NPC475203
0.712 Intermediate Similarity NPC474376
0.712 Intermediate Similarity NPC472316
0.712 Intermediate Similarity NPC327481
0.7113 Intermediate Similarity NPC471265
0.7113 Intermediate Similarity NPC471264
0.7101 Intermediate Similarity NPC311753
0.7094 Intermediate Similarity NPC258627
0.7083 Intermediate Similarity NPC469426
0.7083 Intermediate Similarity NPC469427
0.7083 Intermediate Similarity NPC25565
0.7075 Intermediate Similarity NPC329761
0.7075 Intermediate Similarity NPC225648
0.7073 Intermediate Similarity NPC318154
0.7071 Intermediate Similarity NPC275538
0.7055 Intermediate Similarity NPC473922
0.7034 Intermediate Similarity NPC111586
0.7034 Intermediate Similarity NPC108852
0.7034 Intermediate Similarity NPC139326
0.7034 Intermediate Similarity NPC261709
0.7023 Intermediate Similarity NPC317254
0.7023 Intermediate Similarity NPC197470
0.7021 Intermediate Similarity NPC471953
0.7021 Intermediate Similarity NPC244866
0.7008 Intermediate Similarity NPC114741
0.7008 Intermediate Similarity NPC182549
0.7007 Intermediate Similarity NPC262077
0.7006 Intermediate Similarity NPC473502
0.7 Intermediate Similarity NPC474363
0.7 Intermediate Similarity NPC58674
0.7 Intermediate Similarity NPC473354
0.7 Intermediate Similarity NPC26108
0.6993 Remote Similarity NPC43755
0.6986 Remote Similarity NPC52748
0.6986 Remote Similarity NPC476978
0.6984 Remote Similarity NPC136962
0.6983 Remote Similarity NPC89377
0.698 Remote Similarity NPC2501
0.6966 Remote Similarity NPC263493
0.6966 Remote Similarity NPC269398
0.6957 Remote Similarity NPC65310
0.695 Remote Similarity NPC246913
0.694 Remote Similarity NPC319950
0.6939 Remote Similarity NPC313867
0.6939 Remote Similarity NPC106183
0.6939 Remote Similarity NPC5620
0.6939 Remote Similarity NPC316008
0.6937 Remote Similarity NPC248670
0.6937 Remote Similarity NPC273755
0.6934 Remote Similarity NPC138798
0.6933 Remote Similarity NPC475168
0.6933 Remote Similarity NPC7817
0.6929 Remote Similarity NPC478147
0.6923 Remote Similarity NPC471052
0.6923 Remote Similarity NPC471051
0.6923 Remote Similarity NPC304760
0.6923 Remote Similarity NPC471053
0.6923 Remote Similarity NPC325441
0.6918 Remote Similarity NPC212850
0.6918 Remote Similarity NPC189724
0.6918 Remote Similarity NPC161069
0.6918 Remote Similarity NPC83289
0.6913 Remote Similarity NPC471820
0.6913 Remote Similarity NPC471821
0.6912 Remote Similarity NPC142577
0.6911 Remote Similarity NPC12730
0.6908 Remote Similarity NPC470902
0.6908 Remote Similarity NPC39431
0.6906 Remote Similarity NPC319766
0.6894 Remote Similarity NPC471165
0.6892 Remote Similarity NPC314358
0.6883 Remote Similarity NPC297145
0.6883 Remote Similarity NPC197743
0.688 Remote Similarity NPC160382
0.6879 Remote Similarity NPC63931
0.6875 Remote Similarity NPC64205
0.6871 Remote Similarity NPC315283
0.6871 Remote Similarity NPC314388
0.6867 Remote Similarity NPC315542
0.6863 Remote Similarity NPC256689
0.6863 Remote Similarity NPC123011
0.6855 Remote Similarity NPC316797
0.6853 Remote Similarity NPC64897
0.6853 Remote Similarity NPC90693
0.6852 Remote Similarity NPC50016
0.685 Remote Similarity NPC477251
0.6849 Remote Similarity NPC239770
0.6846 Remote Similarity NPC237240
0.6846 Remote Similarity NPC31171
0.6846 Remote Similarity NPC247298
0.6842 Remote Similarity NPC473341
0.6842 Remote Similarity NPC122590
0.6833 Remote Similarity NPC265521
0.6828 Remote Similarity NPC476133
0.6828 Remote Similarity NPC98424
0.6828 Remote Similarity NPC470884
0.6828 Remote Similarity NPC178662
0.6828 Remote Similarity NPC92784
0.6825 Remote Similarity NPC280616
0.6825 Remote Similarity NPC242913
0.6825 Remote Similarity NPC171831
0.6824 Remote Similarity NPC209509
0.6815 Remote Similarity NPC283760
0.6813 Remote Similarity NPC151030
0.6813 Remote Similarity NPC269383
0.681 Remote Similarity NPC58616
0.6809 Remote Similarity NPC325651
0.6806 Remote Similarity NPC284855
0.6806 Remote Similarity NPC282477
0.68 Remote Similarity NPC105717
0.68 Remote Similarity NPC173934
0.68 Remote Similarity NPC313414
0.6797 Remote Similarity NPC277788
0.6795 Remote Similarity NPC471527
0.6794 Remote Similarity NPC265002
0.6792 Remote Similarity NPC107938
0.6792 Remote Similarity NPC294516
0.6791 Remote Similarity NPC254088
0.679 Remote Similarity NPC227778
0.6788 Remote Similarity NPC27581
0.6788 Remote Similarity NPC476321
0.6786 Remote Similarity NPC476353
0.6783 Remote Similarity NPC233860

  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 NPC476260 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
0.7778 Intermediate Similarity NPD5291 Approved
0.7778 Intermediate Similarity NPD5292 Approved
0.7769 Intermediate Similarity NPD5108 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD4480 Approved
0.7656 Intermediate Similarity NPD2218 Phase 2
0.7656 Intermediate Similarity NPD2217 Approved
0.763 Intermediate Similarity NPD4738 Phase 2
0.7518 Intermediate Similarity NPD5729 Clinical (unspecified phase)
0.7465 Intermediate Similarity NPD6681 Discovery
0.7424 Intermediate Similarity NPD4807 Approved
0.7424 Intermediate Similarity NPD4806 Approved
0.7343 Intermediate Similarity NPD6119 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7978 Discontinued
0.7246 Intermediate Similarity NPD3136 Phase 2
0.7239 Intermediate Similarity NPD6624 Discontinued
0.7237 Intermediate Similarity NPD7972 Discontinued
0.723 Intermediate Similarity NPD6390 Discontinued
0.7222 Intermediate Similarity NPD9713 Approved
0.7218 Intermediate Similarity NPD4135 Approved
0.7218 Intermediate Similarity NPD4106 Approved
0.7218 Intermediate Similarity NPD4136 Approved
0.7203 Intermediate Similarity NPD4172 Approved
0.7203 Intermediate Similarity NPD4173 Approved
0.7197 Intermediate Similarity NPD4209 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD1048 Approved
0.7177 Intermediate Similarity NPD1040 Phase 2
0.7162 Intermediate Similarity NPD8389 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5305 Approved
0.7143 Intermediate Similarity NPD5306 Approved
0.7101 Intermediate Similarity NPD4006 Discontinued
0.7101 Intermediate Similarity NPD3663 Approved
0.7101 Intermediate Similarity NPD3662 Phase 3
0.7101 Intermediate Similarity NPD3664 Approved
0.7101 Intermediate Similarity NPD3661 Approved
0.7068 Intermediate Similarity NPD4102 Approved
0.7068 Intermediate Similarity NPD4105 Approved
0.705 Intermediate Similarity NPD5202 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD9712 Approved
0.7025 Intermediate Similarity NPD7608 Discontinued
0.7023 Intermediate Similarity NPD1348 Approved
0.7 Intermediate Similarity NPD4186 Clinical (unspecified phase)
0.6978 Remote Similarity NPD5204 Approved
0.697 Remote Similarity NPD3123 Discovery
0.6967 Remote Similarity NPD9711 Approved
0.6967 Remote Similarity NPD9710 Approved
0.6957 Remote Similarity NPD2159 Approved
0.6957 Remote Similarity NPD2628 Approved
0.6957 Remote Similarity NPD2627 Approved
0.6957 Remote Similarity NPD2625 Approved
0.6957 Remote Similarity NPD2160 Approved
0.6957 Remote Similarity NPD2626 Approved
0.6953 Remote Similarity NPD5237 Approved
0.6953 Remote Similarity NPD5235 Approved
0.6953 Remote Similarity NPD5239 Approved
0.6953 Remote Similarity NPD5240 Approved
0.6953 Remote Similarity NPD5236 Approved
0.695 Remote Similarity NPD4621 Approved
0.695 Remote Similarity NPD4619 Approved
0.6944 Remote Similarity NPD6852 Discontinued
0.6934 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6929 Remote Similarity NPD4620 Approved
0.6929 Remote Similarity NPD5201 Approved
0.6929 Remote Similarity NPD5203 Approved
0.6929 Remote Similarity NPD4617 Approved
0.6917 Remote Similarity NPD1066 Discontinued
0.6903 Remote Similarity NPD7460 Discontinued
0.6899 Remote Similarity NPD3642 Approved
0.6899 Remote Similarity NPD3644 Approved
0.6899 Remote Similarity NPD2201 Approved
0.6899 Remote Similarity NPD3643 Approved
0.6894 Remote Similarity NPD4198 Discontinued
0.6889 Remote Similarity NPD5723 Approved
0.6884 Remote Similarity NPD2199 Approved
0.6884 Remote Similarity NPD2198 Approved
0.6884 Remote Similarity NPD3098 Discontinued
0.6871 Remote Similarity NPD7596 Clinical (unspecified phase)
0.687 Remote Similarity NPD2652 Approved
0.687 Remote Similarity NPD2650 Approved
0.6866 Remote Similarity NPD6093 Discontinued
0.6866 Remote Similarity NPD4479 Discontinued
0.6855 Remote Similarity NPD2552 Approved
0.6855 Remote Similarity NPD2550 Approved
0.6855 Remote Similarity NPD2553 Approved
0.6855 Remote Similarity NPD2558 Approved
0.6855 Remote Similarity NPD2555 Approved
0.6855 Remote Similarity NPD2549 Approved
0.6853 Remote Similarity NPD5120 Approved
0.6853 Remote Similarity NPD8265 Approved
0.6853 Remote Similarity NPD5121 Approved
0.6853 Remote Similarity NPD5119 Approved
0.6849 Remote Similarity NPD2239 Approved
0.6849 Remote Similarity NPD2240 Approved
0.6846 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6839 Remote Similarity NPD7029 Discontinued
0.6824 Remote Similarity NPD6860 Clinical (unspecified phase)
0.6821 Remote Similarity NPD5348 Clinical (unspecified phase)
0.6818 Remote Similarity NPD8417 Discontinued
0.6815 Remote Similarity NPD5981 Approved
0.6812 Remote Similarity NPD3685 Discontinued
0.68 Remote Similarity NPD4189 Approved
0.68 Remote Similarity NPD4188 Approved
0.6797 Remote Similarity NPD6406 Approved
0.6795 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6788 Remote Similarity NPD5338 Clinical (unspecified phase)
0.6783 Remote Similarity NPD5745 Approved
0.6783 Remote Similarity NPD1423 Approved
0.6781 Remote Similarity NPD6866 Clinical (unspecified phase)
0.6781 Remote Similarity NPD6867 Clinical (unspecified phase)
0.6776 Remote Similarity NPD7613 Discontinued
0.6763 Remote Similarity NPD5667 Approved
0.6763 Remote Similarity NPD3125 Approved
0.6739 Remote Similarity NPD2584 Suspended
0.6736 Remote Similarity NPD2203 Discontinued
0.6735 Remote Similarity NPD6032 Approved
0.6721 Remote Similarity NPD4814 Discontinued
0.6719 Remote Similarity NPD812 Approved
0.6719 Remote Similarity NPD810 Approved
0.6719 Remote Similarity NPD811 Approved
0.6693 Remote Similarity NPD3047 Approved
0.6693 Remote Similarity NPD3046 Approved
0.6693 Remote Similarity NPD3048 Approved
0.6692 Remote Similarity NPD2629 Approved
0.6689 Remote Similarity NPD3656 Approved
0.6667 Remote Similarity NPD2575 Approved
0.6667 Remote Similarity NPD6865 Phase 2
0.6667 Remote Similarity NPD7749 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5618 Discontinued
0.6667 Remote Similarity NPD6864 Phase 2
0.6644 Remote Similarity NPD8173 Phase 2
0.6644 Remote Similarity NPD8172 Phase 2
0.6643 Remote Similarity NPD5746 Approved
0.6627 Remote Similarity NPD7959 Clinical (unspecified phase)
0.6624 Remote Similarity NPD8019 Approved
0.6623 Remote Similarity NPD8323 Discontinued
0.6621 Remote Similarity NPD6309 Approved
0.6621 Remote Similarity NPD8416 Discontinued
0.6621 Remote Similarity NPD6311 Approved
0.6621 Remote Similarity NPD6310 Approved
0.662 Remote Similarity NPD7828 Discontinued
0.6614 Remote Similarity NPD6647 Phase 2
0.6601 Remote Similarity NPD4739 Approved
0.6591 Remote Similarity NPD969 Suspended
0.6589 Remote Similarity NPD2551 Approved
0.6589 Remote Similarity NPD2559 Approved
0.6587 Remote Similarity NPD4760 Clinical (unspecified phase)
0.6587 Remote Similarity NPD8014 Clinical (unspecified phase)
0.6565 Remote Similarity NPD4233 Approved
0.6565 Remote Similarity NPD4234 Approved
0.6562 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6562 Remote Similarity NPD8070 Approved
0.656 Remote Similarity NPD9495 Approved
0.6558 Remote Similarity NPD7527 Clinical (unspecified phase)
0.6558 Remote Similarity NPD7526 Approved
0.6558 Remote Similarity NPD52 Approved
0.6556 Remote Similarity NPD7488 Clinical (unspecified phase)
0.6544 Remote Similarity NPD1758 Phase 1
0.6543 Remote Similarity NPD7484 Phase 3
0.6543 Remote Similarity NPD7485 Phase 3
0.6538 Remote Similarity NPD3455 Phase 2
0.6536 Remote Similarity NPD6682 Clinical (unspecified phase)
0.6535 Remote Similarity NPD854 Approved
0.6535 Remote Similarity NPD855 Approved
0.6531 Remote Similarity NPD3528 Clinical (unspecified phase)
0.6528 Remote Similarity NPD6919 Clinical (unspecified phase)
0.6528 Remote Similarity NPD5454 Clinical (unspecified phase)
0.6525 Remote Similarity NPD5367 Discontinued
0.6519 Remote Similarity NPD3007 Approved
0.6519 Remote Similarity NPD2515 Approved
0.6516 Remote Similarity NPD7131 Phase 3
0.6516 Remote Similarity NPD7523 Phase 3
0.6512 Remote Similarity NPD794 Clinical (unspecified phase)
0.6512 Remote Similarity NPD999 Phase 2
0.6508 Remote Similarity NPD1067 Discontinued
0.6507 Remote Similarity NPD5837 Clinical (unspecified phase)
0.6507 Remote Similarity NPD6346 Approved
0.6506 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6504 Remote Similarity NPD1080 Approved
0.6496 Remote Similarity NPD1759 Phase 1
0.6467 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6463 Remote Similarity NPD555 Phase 2
0.6462 Remote Similarity NPD5705 Approved
0.6462 Remote Similarity NPD5706 Approved
0.6462 Remote Similarity NPD5704 Approved
0.6456 Remote Similarity NPD6913 Approved
0.6456 Remote Similarity NPD6677 Suspended
0.6456 Remote Similarity NPD3274 Phase 2
0.6456 Remote Similarity NPD2513 Approved
0.6449 Remote Similarity NPD4504 Clinical (unspecified phase)
0.6444 Remote Similarity NPD690 Clinical (unspecified phase)
0.6439 Remote Similarity NPD2067 Discontinued
0.6439 Remote Similarity NPD551 Approved
0.6439 Remote Similarity NPD550 Approved
0.6438 Remote Similarity NPD7715 Approved
0.6438 Remote Similarity NPD7477 Discontinued
0.6438 Remote Similarity NPD7714 Approved
0.6438 Remote Similarity NPD7080 Clinical (unspecified phase)
0.6433 Remote Similarity NPD3111 Phase 1
0.6429 Remote Similarity NPD9612 Approved
0.6429 Remote Similarity NPD4217 Approved
0.6429 Remote Similarity NPD6287 Discontinued

  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