Structure

Physi-Chem Properties

Molecular Weight:  1527.34
Volume:  1378.994
LogP:  0.597
LogD:  0.619
LogS:  -2.736
# Rotatable Bonds:  9
TPSA:  520.32
# H-Bond Aceptor:  34
# H-Bond Donor:  17
# Rings:  11
# Heavy Atoms:  41

MedChem Properties

QED Drug-Likeness Score:  0.046
Synthetic Accessibility Score:  8.517
Fsp3:  0.393
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:  -6.226
MDCK Permeability:  1.0582635695755016e-05
Pgp-inhibitor:  0.003
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.889
20% Bioavailability (F20%):  0.998
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.011
Plasma Protein Binding (PPB):  97.11714935302734%
Volume Distribution (VD):  0.564
Pgp-substrate:  3.2254245281219482%

ADMET: Metabolism

CYP1A2-inhibitor:  0.047
CYP1A2-substrate:  0.014
CYP2C19-inhibitor:  0.095
CYP2C19-substrate:  0.018
CYP2C9-inhibitor:  0.144
CYP2C9-substrate:  0.115
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.043
CYP3A4-inhibitor:  0.098
CYP3A4-substrate:  0.01

ADMET: Excretion

Clearance (CL):  0.39
Half-life (T1/2):  0.155

ADMET: Toxicity

hERG Blockers:  0.013
Human Hepatotoxicity (H-HT):  0.994
Drug-inuced Liver Injury (DILI):  0.999
AMES Toxicity:  0.003
Rat Oral Acute Toxicity:  0.0
Maximum Recommended Daily Dose:  0.994
Skin Sensitization:  0.076
Carcinogencity:  0.184
Eye Corrosion:  0.003
Eye Irritation:  0.001
Respiratory Toxicity:  0.954

Download Data

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

  Natural Product: NPC478030

Natural Product ID:  NPC478030
Common Name*:   Cyclothiazomycin B1
IUPAC Name:   (12S,27S,30R,36S,42Z,48S,51S,55S,62Z)-55-(2-amino-2-oxoethyl)-36-(3-carbamimidamidopropyl)-42,62-di(ethylidene)-33,51-dimethyl-15-methylidene-13,28,34,37,40,43,49,53,60,63-decaoxo-6,10,17,21,25,32,57-heptathia-14,29,35,38,41,44,50,54,61,64,65,66,67,68,69,70,71-heptadecazadecacyclo[31.19.12.14,52.15,8.19,12.116,19.120,23.124,27.156,59.044,48]henheptaconta-1(52),2,4(66),5(71),7,9(70),16(69),18,20(68),22,24(67),56(65)-dodecaene-30-carboxylic acid
Synonyms:   Cyclothiazomycin B1
Standard InCHIKey:  GMFKDKZZMAPRGJ-GLERVACHSA-N
Standard InCHI:  InChI=1S/C61H69N21O13S7/c1-6-28-49(90)81-61(5)59(95)80-30(10-8-14-65-60(63)64)45(86)66-17-42(84)69-29(7-2)57(92)82-15-9-11-40(82)50(91)67-25(3)43-27(44(85)72-32(16-41(62)83)53-74-34(19-97-53)47(88)71-28)12-13-31(70-43)52-78-37(22-100-52)54-75-33(18-98-54)46(87)68-26(4)51-77-36(21-96-51)56-79-38(23-101-56)55-76-35(20-99-55)48(89)73-39(24-102-61)58(93)94/h6-7,12-13,21-23,25,30,32-35,39-40H,4,8-11,14-20,24H2,1-3,5H3,(H2,62,83)(H,66,86)(H,67,91)(H,68,87)(H,69,84)(H,71,88)(H,72,85)(H,73,89)(H,80,95)(H,81,90)(H,93,94)(H4,63,64,65)/b28-6-,29-7-/t25-,30-,32-,33+,34?,35+,39-,40-,61?/m0/s1
SMILES:  C/C=C\1/C(=O)NC2(C(=O)N[C@H](C(=O)NCC(=O)N/C(=C\C)/C(=O)N3CCC[C@H]3C(=O)N[C@H](C4=C(C=CC(=N4)C5=NC(=CS5)C6=N[C@H](CS6)C(=O)NC(=C)C7=NC(=CS7)C8=NC(=CS8)C9=N[C@H](CS9)C(=O)N[C@@H](CS2)C(=O)O)C(=O)N[C@H](C2=NC(CS2)C(=O)N1)CC(=O)N)C)CCCNC(=N)N)C
Synthetic Gene Cluster:   BGC0001145;
ChEMBL Identifier:   n.a.
PubChem CID:   56682060
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0000013] Amino acids, peptides, and analogues
          • [CHEMONTID:0000348] Peptides
            • [CHEMONTID:0004831] Oligopeptides

*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
NPO33534 Streptomyces sp. HA 125-40 Species Streptomycetaceae Bacteria isolated from a soil sample Osaka City University campus n.a. PMID[21885289]

☑ 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
NPT769 Organism Mucor mucedo Mucor mucedo MIC = 0.039 ug/ml PMID[21885289]
NPT2 Others Unspecified MIC = 0.078 ug/ml PMID[21885289]
NPT637 Organism Fusarium oxysporum Fusarium oxysporum MIC = 0.5 ug/ml PMID[21885289]
NPT637 Organism Fusarium oxysporum Fusarium oxysporum MIC = 0.25 ug/ml PMID[21885289]
NPT2600 Organism Fusarium solani Fusarium solani MIC = 0.25 ug/ml PMID[21885289]
NPT2 Others Unspecified MIC = 0.031 ug/ml PMID[21885289]
NPT3660 Organism Fusarium avenaceum Fusarium avenaceum MIC = 0.25 ug/ml PMID[21885289]
NPT1276 Organism Gibberella zeae Gibberella zeae MIC = 0.063 ug/ml PMID[21885289]
NPT4083 Organism Gibberella fujikuroi Gibberella fujikuroi MIC = 0.25 ug/ml PMID[21885289]
NPT2242 Organism Penicillium chrysogenum Penicillium chrysogenum MIC = 0.63 ug/ml PMID[21885289]
NPT21 Organism Aspergillus niger Aspergillus niger MIC > 1000 ug/ml PMID[21885289]
NPT87 Organism Aspergillus fumigatus Aspergillus fumigatus MIC > 1000 ug/ml PMID[21885289]
NPT925 Organism Emericella nidulans Emericella nidulans MIC > 1000 ug/ml PMID[21885289]
NPT2 Others Unspecified MIC > 1000 ug/ml PMID[21885289]
NPT923 Organism Rhizopus oryzae Rhizopus oryzae MIC > 1000 ug/ml PMID[21885289]
NPT769 Organism Mucor mucedo Mucor mucedo Inhibition = 84 % PMID[21885289]
NPT769 Organism Mucor mucedo Mucor mucedo Inhibition = 37 % PMID[21885289]
NPT2 Others Unspecified Inhibition = 64 % PMID[21885289]
NPT769 Organism Mucor mucedo Mucor mucedo MIC = 13 nM PMID[21885289]

☑ 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 NPC478030 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
0.75 Intermediate Similarity NPC75609
0.75 Intermediate Similarity NPC140284
0.7338 Intermediate Similarity NPC313966
0.7338 Intermediate Similarity NPC314254
0.7175 Intermediate Similarity NPC49051
0.7132 Intermediate Similarity NPC197881
0.7117 Intermediate Similarity NPC315061
0.7044 Intermediate Similarity NPC315411
0.6947 Remote Similarity NPC96016
0.6914 Remote Similarity NPC79386
0.6781 Remote Similarity NPC470900
0.6765 Remote Similarity NPC143325
0.6759 Remote Similarity NPC475196
0.6703 Remote Similarity NPC477633
0.668 Remote Similarity NPC69843
0.6654 Remote Similarity NPC477630
0.6654 Remote Similarity NPC477635
0.6623 Remote Similarity NPC115282
0.6615 Remote Similarity NPC478028
0.6604 Remote Similarity NPC153400
0.658 Remote Similarity NPC41982
0.6564 Remote Similarity NPC178664
0.6564 Remote Similarity NPC478029
0.6562 Remote Similarity NPC477516
0.6535 Remote Similarity NPC216507
0.6535 Remote Similarity NPC470901
0.6534 Remote Similarity NPC474896
0.6534 Remote Similarity NPC477634
0.6508 Remote Similarity NPC31097
0.6494 Remote Similarity NPC272174
0.6489 Remote Similarity NPC39092
0.6478 Remote Similarity NPC110602
0.6478 Remote Similarity NPC75726
0.6478 Remote Similarity NPC31385
0.6473 Remote Similarity NPC63279
0.6448 Remote Similarity NPC297642
0.6423 Remote Similarity NPC314056
0.6407 Remote Similarity NPC25316
0.6407 Remote Similarity NPC229160
0.6407 Remote Similarity NPC263485
0.6407 Remote Similarity NPC174652
0.6398 Remote Similarity NPC28945
0.6393 Remote Similarity NPC473376
0.638 Remote Similarity NPC478011
0.638 Remote Similarity NPC478012
0.6378 Remote Similarity NPC478141
0.6364 Remote Similarity NPC475330
0.6357 Remote Similarity NPC314176
0.6354 Remote Similarity NPC478013
0.6329 Remote Similarity NPC329961
0.6321 Remote Similarity NPC321939
0.632 Remote Similarity NPC316110
0.632 Remote Similarity NPC313587
0.632 Remote Similarity NPC315893
0.632 Remote Similarity NPC282247
0.6305 Remote Similarity NPC320968
0.629 Remote Similarity NPC107077
0.629 Remote Similarity NPC223791
0.6276 Remote Similarity NPC165538
0.6265 Remote Similarity NPC19170
0.6261 Remote Similarity NPC122427
0.626 Remote Similarity NPC325976
0.625 Remote Similarity NPC71238
0.625 Remote Similarity NPC475534
0.625 Remote Similarity NPC161242
0.625 Remote Similarity NPC476080
0.6245 Remote Similarity NPC476103
0.6245 Remote Similarity NPC182507
0.6245 Remote Similarity NPC165743
0.6226 Remote Similarity NPC64216
0.6218 Remote Similarity NPC188104
0.6216 Remote Similarity NPC476491
0.6214 Remote Similarity NPC171317
0.6207 Remote Similarity NPC475969
0.6207 Remote Similarity NPC475859
0.6207 Remote Similarity NPC477177
0.6207 Remote Similarity NPC474877
0.6194 Remote Similarity NPC214827
0.6194 Remote Similarity NPC314930
0.6192 Remote Similarity NPC297862
0.619 Remote Similarity NPC54744
0.6189 Remote Similarity NPC293917
0.6183 Remote Similarity NPC89987
0.6182 Remote Similarity NPC150447
0.6175 Remote Similarity NPC54981
0.6171 Remote Similarity NPC477418
0.6171 Remote Similarity NPC477420
0.6169 Remote Similarity NPC477175
0.6169 Remote Similarity NPC477176
0.6169 Remote Similarity NPC470729
0.6169 Remote Similarity NPC470730
0.616 Remote Similarity NPC145178
0.616 Remote Similarity NPC475350
0.616 Remote Similarity NPC220852
0.616 Remote Similarity NPC14877
0.6151 Remote Similarity NPC251036
0.6151 Remote Similarity NPC285343
0.6151 Remote Similarity NPC75634
0.6148 Remote Similarity NPC473640
0.6145 Remote Similarity NPC54420
0.614 Remote Similarity NPC14812
0.6123 Remote Similarity NPC478006
0.6122 Remote Similarity NPC100321
0.612 Remote Similarity NPC475024
0.6119 Remote Similarity NPC295452
0.6119 Remote Similarity NPC171393
0.6111 Remote Similarity NPC82370
0.6107 Remote Similarity NPC326363
0.6107 Remote Similarity NPC141454
0.61 Remote Similarity NPC476817
0.61 Remote Similarity NPC229893
0.6096 Remote Similarity NPC162860
0.6095 Remote Similarity NPC314882
0.6094 Remote Similarity NPC469717
0.6092 Remote Similarity NPC323244
0.6085 Remote Similarity NPC478010
0.6085 Remote Similarity NPC478009
0.6083 Remote Similarity NPC213629
0.6073 Remote Similarity NPC475506
0.6071 Remote Similarity NPC263117
0.6071 Remote Similarity NPC242872
0.6071 Remote Similarity NPC125181
0.6065 Remote Similarity NPC74619
0.6061 Remote Similarity NPC328924
0.6061 Remote Similarity NPC24990
0.6059 Remote Similarity NPC249662
0.6057 Remote Similarity NPC313421
0.6056 Remote Similarity NPC470491
0.605 Remote Similarity NPC315467
0.6048 Remote Similarity NPC155143
0.6039 Remote Similarity NPC478157
0.6029 Remote Similarity NPC314774
0.6029 Remote Similarity NPC315126
0.6024 Remote Similarity NPC165599
0.6023 Remote Similarity NPC473317
0.6016 Remote Similarity NPC244741
0.6009 Remote Similarity NPC287795
0.6008 Remote Similarity NPC156003
0.6008 Remote Similarity NPC33949
0.6 Remote Similarity NPC253987
0.5992 Remote Similarity NPC24370
0.5992 Remote Similarity NPC312645
0.5992 Remote Similarity NPC319232
0.5992 Remote Similarity NPC238945
0.5984 Remote Similarity NPC57398
0.5977 Remote Similarity NPC477979
0.5969 Remote Similarity NPC477714
0.5968 Remote Similarity NPC478158
0.596 Remote Similarity NPC138562
0.5954 Remote Similarity NPC125597
0.5954 Remote Similarity NPC313884
0.5954 Remote Similarity NPC98371
0.5953 Remote Similarity NPC85702
0.5953 Remote Similarity NPC147983
0.5953 Remote Similarity NPC177996
0.5952 Remote Similarity NPC323927
0.5951 Remote Similarity NPC131887
0.5938 Remote Similarity NPC89508
0.5932 Remote Similarity NPC214142
0.5931 Remote Similarity NPC476118
0.593 Remote Similarity NPC477715
0.5924 Remote Similarity NPC91179
0.5923 Remote Similarity NPC46359
0.5919 Remote Similarity NPC477109
0.5919 Remote Similarity NPC477108
0.5919 Remote Similarity NPC477107
0.5918 Remote Similarity NPC284888
0.5917 Remote Similarity NPC472294
0.5912 Remote Similarity NPC324815
0.5909 Remote Similarity NPC304307
0.5909 Remote Similarity NPC124920
0.5909 Remote Similarity NPC118559
0.5909 Remote Similarity NPC34580
0.5909 Remote Similarity NPC261251
0.5907 Remote Similarity NPC281049
0.5902 Remote Similarity NPC210123
0.5902 Remote Similarity NPC469858
0.5897 Remote Similarity NPC472789
0.5896 Remote Similarity NPC75498
0.5891 Remote Similarity NPC470732
0.5891 Remote Similarity NPC470731
0.5891 Remote Similarity NPC36405
0.5891 Remote Similarity NPC322064
0.5887 Remote Similarity NPC100547
0.5887 Remote Similarity NPC26491
0.5882 Remote Similarity NPC201831
0.5882 Remote Similarity NPC17487
0.588 Remote Similarity NPC471944
0.5878 Remote Similarity NPC312942
0.5878 Remote Similarity NPC327095
0.5878 Remote Similarity NPC155444
0.5871 Remote Similarity NPC153467
0.5867 Remote Similarity NPC477861
0.5866 Remote Similarity NPC476524
0.5865 Remote Similarity NPC95240
0.5865 Remote Similarity NPC322135
0.5865 Remote Similarity NPC223409
0.5858 Remote Similarity NPC323752
0.5857 Remote Similarity NPC193761
0.5856 Remote Similarity NPC40455

  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 NPC478030 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
0.711 Intermediate Similarity NPD8284 Discontinued
0.7033 Intermediate Similarity NPD7711 Discontinued
0.6842 Remote Similarity NPD5461 Discontinued
0.6825 Remote Similarity NPD4930 Approved
0.6825 Remote Similarity NPD4929 Approved
0.6825 Remote Similarity NPD4928 Approved
0.6762 Remote Similarity NPD7971 Clinical (unspecified phase)
0.6762 Remote Similarity NPD7970 Approved
0.6748 Remote Similarity NPD3759 Clinical (unspecified phase)
0.6723 Remote Similarity NPD4134 Clinical (unspecified phase)
0.6691 Remote Similarity NPD7929 Approved
0.6691 Remote Similarity NPD7928 Approved
0.6679 Remote Similarity NPD4438 Approved
0.6667 Remote Similarity NPD7241 Phase 3
0.6667 Remote Similarity NPD7242 Phase 3
0.6654 Remote Similarity NPD8484 Phase 2
0.663 Remote Similarity NPD4884 Discovery
0.6626 Remote Similarity NPD3856 Clinical (unspecified phase)
0.6614 Remote Similarity NPD6173 Approved
0.6584 Remote Similarity NPD4959 Approved
0.6584 Remote Similarity NPD4960 Approved
0.6556 Remote Similarity NPD6888 Discontinued
0.6543 Remote Similarity NPD8322 Phase 2
0.6529 Remote Similarity NPD8098 Approved
0.6523 Remote Similarity NPD5935 Discontinued
0.6505 Remote Similarity NPD8253 Phase 3
0.6485 Remote Similarity NPD3469 Phase 3
0.6482 Remote Similarity NPD5046 Discontinued
0.6478 Remote Similarity NPD8096 Phase 3
0.6478 Remote Similarity NPD8097 Phase 3
0.6475 Remote Similarity NPD2893 Phase 3
0.6407 Remote Similarity NPD8255 Phase 2
0.6403 Remote Similarity NPD4414 Discontinued
0.6393 Remote Similarity NPD4903 Approved
0.6393 Remote Similarity NPD8272 Phase 2
0.6393 Remote Similarity NPD4905 Approved
0.6393 Remote Similarity NPD4906 Approved
0.6391 Remote Similarity NPD3328 Phase 2
0.6367 Remote Similarity NPD4904 Approved
0.6345 Remote Similarity NPD3288 Approved
0.6341 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6341 Remote Similarity NPD4415 Approved
0.6335 Remote Similarity NPD7544 Discontinued
0.6322 Remote Similarity NPD5828 Phase 2
0.6316 Remote Similarity NPD8260 Approved
0.631 Remote Similarity NPD5524 Approved
0.631 Remote Similarity NPD5523 Approved
0.6308 Remote Similarity NPD7227 Phase 3
0.6308 Remote Similarity NPD7226 Phase 3
0.6304 Remote Similarity NPD7540 Clinical (unspecified phase)
0.6302 Remote Similarity NPD7770 Phase 3
0.6283 Remote Similarity NPD7769 Phase 3
0.627 Remote Similarity NPD5333 Clinical (unspecified phase)
0.6266 Remote Similarity NPD3127 Clinical (unspecified phase)
0.6263 Remote Similarity NPD8061 Clinical (unspecified phase)
0.6255 Remote Similarity NPD8488 Clinical (unspecified phase)
0.6246 Remote Similarity NPD7553 Discontinued
0.6245 Remote Similarity NPD8258 Clinical (unspecified phase)
0.6245 Remote Similarity NPD8256 Approved
0.6245 Remote Similarity NPD6308 Phase 1
0.6245 Remote Similarity NPD6141 Clinical (unspecified phase)
0.6245 Remote Similarity NPD8257 Approved
0.6226 Remote Similarity NPD6752 Phase 1
0.6226 Remote Similarity NPD6753 Phase 1
0.6216 Remote Similarity NPD4856 Approved
0.6216 Remote Similarity NPD4855 Phase 1
0.6215 Remote Similarity NPD8458 Clinical (unspecified phase)
0.6214 Remote Similarity NPD7946 Pre-registration
0.6213 Remote Similarity NPD1745 Approved
0.621 Remote Similarity NPD8071 Approved
0.6204 Remote Similarity NPD4962 Approved
0.6204 Remote Similarity NPD4963 Approved
0.6198 Remote Similarity NPD6449 Clinical (unspecified phase)
0.6189 Remote Similarity NPD7621 Clinical (unspecified phase)
0.6181 Remote Similarity NPD8406 Clinical (unspecified phase)
0.6176 Remote Similarity NPD6632 Clinical (unspecified phase)
0.6175 Remote Similarity NPD8107 Approved
0.6169 Remote Similarity NPD6403 Clinical (unspecified phase)
0.6165 Remote Similarity NPD3292 Discontinued
0.6163 Remote Similarity NPD4961 Approved
0.6162 Remote Similarity NPD8108 Approved
0.6154 Remote Similarity NPD7416 Clinical (unspecified phase)
0.6151 Remote Similarity NPD6965 Clinical (unspecified phase)
0.6151 Remote Similarity NPD7195 Clinical (unspecified phase)
0.6148 Remote Similarity NPD6450 Phase 2
0.6148 Remote Similarity NPD7459 Phase 2
0.6129 Remote Similarity NPD8282 Approved
0.6129 Remote Similarity NPD56 Approved
0.6129 Remote Similarity NPD8283 Approved
0.6128 Remote Similarity NPD8464 Clinical (unspecified phase)
0.6125 Remote Similarity NPD5171 Clinical (unspecified phase)
0.6122 Remote Similarity NPD6263 Clinical (unspecified phase)
0.612 Remote Similarity NPD7665 Phase 2
0.612 Remote Similarity NPD7666 Phase 3
0.6113 Remote Similarity NPD3015 Discontinued
0.6111 Remote Similarity NPD7865 Approved
0.6103 Remote Similarity NPD6155 Phase 1
0.6096 Remote Similarity NPD3487 Phase 1
0.6092 Remote Similarity NPD8292 Phase 2
0.6085 Remote Similarity NPD6368 Clinical (unspecified phase)
0.6082 Remote Similarity NPD2718 Clinical (unspecified phase)
0.608 Remote Similarity NPD5864 Phase 2
0.6075 Remote Similarity NPD6970 Phase 2
0.6075 Remote Similarity NPD3074 Discontinued
0.6074 Remote Similarity NPD6665 Discontinued
0.6073 Remote Similarity NPD7903 Clinical (unspecified phase)
0.6073 Remote Similarity NPD7817 Phase 1
0.6069 Remote Similarity NPD1571 Phase 2
0.6066 Remote Similarity NPD4887 Discontinued
0.6064 Remote Similarity NPD8169 Discontinued
0.6062 Remote Similarity NPD2321 Approved
0.6057 Remote Similarity NPD6137 Clinical (unspecified phase)
0.6049 Remote Similarity NPD2717 Phase 2
0.6048 Remote Similarity NPD8525 Approved
0.6047 Remote Similarity NPD8013 Clinical (unspecified phase)
0.6047 Remote Similarity NPD7470 Discontinued
0.6044 Remote Similarity NPD7873 Clinical (unspecified phase)
0.6034 Remote Similarity NPD7867 Phase 1
0.6031 Remote Similarity NPD6165 Phase 2
0.6031 Remote Similarity NPD6164 Phase 2
0.6015 Remote Similarity NPD7921 Approved
0.6008 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6008 Remote Similarity NPD6369 Clinical (unspecified phase)
0.6 Remote Similarity NPD1572 Phase 2
0.6 Remote Similarity NPD706 Phase 1
0.6 Remote Similarity NPD7712 Clinical (unspecified phase)
0.5992 Remote Similarity NPD1043 Phase 3
0.5992 Remote Similarity NPD6999 Discontinued
0.5992 Remote Similarity NPD7000 Clinical (unspecified phase)
0.5992 Remote Similarity NPD6452 Discontinued
0.5992 Remote Similarity NPD2787 Clinical (unspecified phase)
0.5992 Remote Similarity NPD4612 Discontinued
0.5986 Remote Similarity NPD5867 Clinical (unspecified phase)
0.5984 Remote Similarity NPD8073 Approved
0.5979 Remote Similarity NPD7655 Discontinued
0.5976 Remote Similarity NPD1218 Approved
0.5976 Remote Similarity NPD1219 Approved
0.5976 Remote Similarity NPD2849 Clinical (unspecified phase)
0.5972 Remote Similarity NPD6627 Discontinued
0.597 Remote Similarity NPD6977 Clinical (unspecified phase)
0.597 Remote Similarity NPD6978 Phase 2
0.5969 Remote Similarity NPD8405 Clinical (unspecified phase)
0.5968 Remote Similarity NPD3968 Approved
0.5967 Remote Similarity NPD5592 Clinical (unspecified phase)
0.5967 Remote Similarity NPD4949 Discontinued
0.5962 Remote Similarity NPD8316 Phase 2
0.5962 Remote Similarity NPD8317 Phase 2
0.596 Remote Similarity NPD8072 Approved
0.5957 Remote Similarity NPD924 Discontinued
0.5954 Remote Similarity NPD6976 Clinical (unspecified phase)
0.5953 Remote Similarity NPD8160 Phase 2
0.5953 Remote Similarity NPD3353 Approved
0.5953 Remote Similarity NPD1556 Clinical (unspecified phase)
0.5952 Remote Similarity NPD6328 Clinical (unspecified phase)
0.595 Remote Similarity NPD8110 Clinical (unspecified phase)
0.5949 Remote Similarity NPD2957 Phase 2
0.5945 Remote Similarity NPD8261 Discontinued
0.5944 Remote Similarity NPD5017 Discontinued
0.5943 Remote Similarity NPD981 Phase 2
0.5941 Remote Similarity NPD7860 Clinical (unspecified phase)
0.5939 Remote Similarity NPD704 Clinical (unspecified phase)
0.5932 Remote Similarity NPD8075 Discontinued
0.5932 Remote Similarity NPD3876 Approved
0.5931 Remote Similarity NPD5140 Approved
0.5931 Remote Similarity NPD5138 Approved
0.593 Remote Similarity NPD6756 Phase 1
0.5923 Remote Similarity NPD7691 Clinical (unspecified phase)
0.5922 Remote Similarity NPD3223 Clinical (unspecified phase)
0.5917 Remote Similarity NPD1096 Discontinued
0.5914 Remote Similarity NPD8421 Discontinued
0.5913 Remote Similarity NPD4901 Clinical (unspecified phase)
0.5913 Remote Similarity NPD7001 Phase 3
0.5912 Remote Similarity NPD8250 Phase 2
0.5911 Remote Similarity NPD3488 Phase 1
0.5909 Remote Similarity NPD7694 Discontinued
0.5906 Remote Similarity NPD7704 Clinical (unspecified phase)
0.5904 Remote Similarity NPD7816 Clinical (unspecified phase)
0.5904 Remote Similarity NPD2967 Phase 2
0.5902 Remote Similarity NPD2892 Phase 1
0.5902 Remote Similarity NPD954 Phase 1
0.59 Remote Similarity NPD1783 Clinical (unspecified phase)
0.59 Remote Similarity NPD4187 Clinical (unspecified phase)
0.5896 Remote Similarity NPD6142 Phase 3
0.5896 Remote Similarity NPD3838 Phase 3
0.5892 Remote Similarity NPD5439 Approved
0.5892 Remote Similarity NPD5438 Approved
0.5891 Remote Similarity NPD5191 Clinical (unspecified phase)
0.589 Remote Similarity NPD3877 Approved
0.5889 Remote Similarity NPD8410 Clinical (unspecified phase)
0.5889 Remote Similarity NPD3410 Approved
0.5889 Remote Similarity NPD6838 Clinical (unspecified phase)
0.5889 Remote Similarity NPD3411 Phase 2
0.5885 Remote Similarity NPD7884 Discontinued
0.5882 Remote Similarity NPD3966 Clinical (unspecified phase)
0.5882 Remote Similarity NPD3843 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7857 Phase 3
0.5882 Remote Similarity NPD4900 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7856 Phase 2
0.5878 Remote Similarity NPD7127 Clinical (unspecified phase)
0.5878 Remote Similarity NPD8349 Phase 1

  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