Structure

Physi-Chem Properties

Molecular Weight:  704.39
Volume:  734.213
LogP:  6.72
LogD:  5.204
LogS:  -5.169
# Rotatable Bonds:  8
TPSA:  99.89
# H-Bond Aceptor:  9
# H-Bond Donor:  2
# Rings:  10
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.179
Synthetic Accessibility Score:  6.611
Fsp3:  0.535
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:  -5.632
MDCK Permeability:  1.5351643014582805e-05
Pgp-inhibitor:  0.907
Pgp-substrate:  0.996
Human Intestinal Absorption (HIA):  0.012
20% Bioavailability (F20%):  0.057
30% Bioavailability (F30%):  0.895

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.829
Plasma Protein Binding (PPB):  92.52606964111328%
Volume Distribution (VD):  1.701
Pgp-substrate:  7.9068450927734375%

ADMET: Metabolism

CYP1A2-inhibitor:  0.034
CYP1A2-substrate:  0.979
CYP2C19-inhibitor:  0.241
CYP2C19-substrate:  0.957
CYP2C9-inhibitor:  0.215
CYP2C9-substrate:  0.719
CYP2D6-inhibitor:  0.933
CYP2D6-substrate:  0.926
CYP3A4-inhibitor:  0.956
CYP3A4-substrate:  0.946

ADMET: Excretion

Clearance (CL):  6.041
Half-life (T1/2):  0.022

ADMET: Toxicity

hERG Blockers:  0.983
Human Hepatotoxicity (H-HT):  0.274
Drug-inuced Liver Injury (DILI):  0.5
AMES Toxicity:  0.036
Rat Oral Acute Toxicity:  0.994
Maximum Recommended Daily Dose:  0.995
Skin Sensitization:  0.032
Carcinogencity:  0.523
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.964

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

  Natural Product: NPC475666

Natural Product ID:  NPC475666
Common Name*:   Conoduramine
IUPAC Name:   n.a.
Synonyms:   Conoduramine
Standard InCHIKey:  MIMKVHBFKSNSQL-XNUNUSLWSA-N
Standard InCHI:  InChI=1S/C43H52N4O5/c1-7-24-15-23-20-43(42(49)52-6)39-27(13-14-47(21-23)40(24)43)29-17-30(36(50-4)19-34(29)45-39)31-16-28-25(8-2)22-46(3)35(37(28)41(48)51-5)18-32-26-11-9-10-12-33(26)44-38(31)32/h8-12,17,19,23-25,28,31,35,37,40,44-45H,2,7,13-16,18,20-22H2,1,3-6H3/t23-,24-,25?,28+,31-,35-,37?,40-,43+/m0/s1
SMILES:  C=CC1CN(C)[C@@H]2C([C@@H]1C[C@@H](c1cc3c(cc1OC)[nH]c1c3CCN3[C@@H]4[C@]1(C[C@@H](C3)C[C@@H]4CC)C(=O)OC)c1c(C2)c2c([nH]1)cccc2)C(=O)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL510938
PubChem CID:   44575153
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000279] Alkaloids and derivatives
      • [CHEMONTID:0002748] Ibogan-type alkaloids

*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
NPO40940 Tabernaemontana chippii Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[4031898]
NPO32727 peschiera laeta Species n.a. n.a. n.a. n.a. n.a. PMID[7853002]

☑ 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
NPT762 Cell Line A-431 Homo sapiens ED50 = 3.6 ug ml-1 PMID[496503]
NPT1851 Cell Line Col2 Homo sapiens ED50 = 1.1 ug ml-1 PMID[496503]
NPT2049 Cell Line HT Homo sapiens ED50 = 2.0 ug ml-1 PMID[496503]
NPT91 Cell Line KB Homo sapiens ED50 = 8.8 ug ml-1 PMID[496503]
NPT858 Cell Line LNCaP Homo sapiens ED50 = 11.1 ug ml-1 PMID[496503]
NPT1034 Cell Line Lu1 Homo sapiens ED50 = 5.3 ug ml-1 PMID[496503]
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 1.7 ug ml-1 PMID[496503]
NPT168 Cell Line P388 Mus musculus ED50 = 2.6 ug ml-1 PMID[496503]
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 1.3 ug ml-1 PMID[496503]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 = 0.8 ug ml-1 PMID[496503]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 = 0.6 ug ml-1 PMID[496503]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 = 11.7 ug ml-1 PMID[496503]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 = 2.6 ug ml-1 PMID[496503]
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 15.0 ug.mL-1 PMID[496504]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 35.0 ug.mL-1 PMID[496504]
NPT19 Organism Escherichia coli Escherichia coli MIC = 110.0 ug.mL-1 PMID[496504]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC = 400.0 ug.mL-1 PMID[496504]

☑ 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 NPC475666 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
0.9954 High Similarity NPC81939
0.933 High Similarity NPC17437
0.9152 High Similarity NPC478082
0.9152 High Similarity NPC477067
0.9022 High Similarity NPC477066
0.8996 High Similarity NPC471303
0.8982 High Similarity NPC478081
0.8935 High Similarity NPC473041
0.8841 High Similarity NPC478080
0.8652 High Similarity NPC473540
0.8591 High Similarity NPC96321
0.859 High Similarity NPC473105
0.8487 Intermediate Similarity NPC478083
0.8416 Intermediate Similarity NPC330009
0.8414 Intermediate Similarity NPC311906
0.8333 Intermediate Similarity NPC152768
0.8333 Intermediate Similarity NPC148183
0.8305 Intermediate Similarity NPC469734
0.8225 Intermediate Similarity NPC474192
0.8225 Intermediate Similarity NPC475720
0.8194 Intermediate Similarity NPC329747
0.819 Intermediate Similarity NPC471304
0.8167 Intermediate Similarity NPC237901
0.8167 Intermediate Similarity NPC195788
0.8133 Intermediate Similarity NPC305984
0.8122 Intermediate Similarity NPC21638
0.8106 Intermediate Similarity NPC477533
0.81 Intermediate Similarity NPC475910
0.8099 Intermediate Similarity NPC329982
0.8089 Intermediate Similarity NPC469928
0.8054 Intermediate Similarity NPC477065
0.8039 Intermediate Similarity NPC260909
0.8017 Intermediate Similarity NPC475816
0.7974 Intermediate Similarity NPC169402
0.7973 Intermediate Similarity NPC4687
0.7966 Intermediate Similarity NPC473187
0.793 Intermediate Similarity NPC183407
0.7913 Intermediate Similarity NPC477532
0.7897 Intermediate Similarity NPC478078
0.7885 Intermediate Similarity NPC116238
0.7872 Intermediate Similarity NPC475253
0.7864 Intermediate Similarity NPC329793
0.7851 Intermediate Similarity NPC170114
0.7832 Intermediate Similarity NPC87413
0.7823 Intermediate Similarity NPC284685
0.7807 Intermediate Similarity NPC470549
0.7792 Intermediate Similarity NPC174760
0.7778 Intermediate Similarity NPC329858
0.7745 Intermediate Similarity NPC473185
0.7738 Intermediate Similarity NPC315634
0.7738 Intermediate Similarity NPC100734
0.7738 Intermediate Similarity NPC88923
0.7733 Intermediate Similarity NPC249583
0.7725 Intermediate Similarity NPC162748
0.7719 Intermediate Similarity NPC310211
0.7719 Intermediate Similarity NPC308137
0.7716 Intermediate Similarity NPC472099
0.7708 Intermediate Similarity NPC184680
0.7706 Intermediate Similarity NPC303658
0.7692 Intermediate Similarity NPC72211
0.7686 Intermediate Similarity NPC469592
0.7686 Intermediate Similarity NPC478074
0.7686 Intermediate Similarity NPC471080
0.7682 Intermediate Similarity NPC60621
0.7682 Intermediate Similarity NPC198503
0.7676 Intermediate Similarity NPC470785
0.7676 Intermediate Similarity NPC470784
0.7647 Intermediate Similarity NPC70956
0.7647 Intermediate Similarity NPC243834
0.7647 Intermediate Similarity NPC477531
0.7644 Intermediate Similarity NPC285558
0.7642 Intermediate Similarity NPC264176
0.7642 Intermediate Similarity NPC472098
0.7639 Intermediate Similarity NPC150239
0.7637 Intermediate Similarity NPC252251
0.7637 Intermediate Similarity NPC471762
0.7637 Intermediate Similarity NPC314954
0.7636 Intermediate Similarity NPC131017
0.7629 Intermediate Similarity NPC469594
0.7629 Intermediate Similarity NPC46561
0.7625 Intermediate Similarity NPC39370
0.7621 Intermediate Similarity NPC39679
0.7615 Intermediate Similarity NPC473186
0.7615 Intermediate Similarity NPC314333
0.7611 Intermediate Similarity NPC300156
0.7605 Intermediate Similarity NPC209174
0.7603 Intermediate Similarity NPC101350
0.7602 Intermediate Similarity NPC70259
0.76 Intermediate Similarity NPC162484
0.7597 Intermediate Similarity NPC473179
0.7589 Intermediate Similarity NPC476044
0.7589 Intermediate Similarity NPC267423
0.7581 Intermediate Similarity NPC133609
0.7579 Intermediate Similarity NPC191489
0.7565 Intermediate Similarity NPC94157
0.7563 Intermediate Similarity NPC33949
0.7563 Intermediate Similarity NPC194740
0.7562 Intermediate Similarity NPC235685
0.7557 Intermediate Similarity NPC205934
0.7557 Intermediate Similarity NPC43787
0.7555 Intermediate Similarity NPC167860
0.7555 Intermediate Similarity NPC123976
0.7554 Intermediate Similarity NPC247803
0.755 Intermediate Similarity NPC189079
0.7543 Intermediate Similarity NPC3207
0.7532 Intermediate Similarity NPC280799
0.7531 Intermediate Similarity NPC131486
0.7521 Intermediate Similarity NPC470126
0.752 Intermediate Similarity NPC244543
0.75 Intermediate Similarity NPC477861
0.75 Intermediate Similarity NPC280272
0.749 Intermediate Similarity NPC253580
0.749 Intermediate Similarity NPC66777
0.749 Intermediate Similarity NPC473183
0.7478 Intermediate Similarity NPC475085
0.7478 Intermediate Similarity NPC162730
0.7478 Intermediate Similarity NPC291535
0.7478 Intermediate Similarity NPC475112
0.7447 Intermediate Similarity NPC193267
0.7447 Intermediate Similarity NPC213530
0.7437 Intermediate Similarity NPC115588
0.7435 Intermediate Similarity NPC201697
0.7427 Intermediate Similarity NPC260434
0.7424 Intermediate Similarity NPC193777
0.7407 Intermediate Similarity NPC473184
0.7401 Intermediate Similarity NPC474116
0.7395 Intermediate Similarity NPC122436
0.7393 Intermediate Similarity NPC74969
0.7389 Intermediate Similarity NPC11017
0.7387 Intermediate Similarity NPC55493
0.7385 Intermediate Similarity NPC84478
0.738 Intermediate Similarity NPC476106
0.738 Intermediate Similarity NPC45190
0.7379 Intermediate Similarity NPC78609
0.7373 Intermediate Similarity NPC89549
0.7373 Intermediate Similarity NPC208084
0.736 Intermediate Similarity NPC91868
0.736 Intermediate Similarity NPC63971
0.7359 Intermediate Similarity NPC469589
0.7359 Intermediate Similarity NPC476116
0.7353 Intermediate Similarity NPC144452
0.7352 Intermediate Similarity NPC303374
0.7342 Intermediate Similarity NPC132642
0.7333 Intermediate Similarity NPC202503
0.7328 Intermediate Similarity NPC199667
0.7317 Intermediate Similarity NPC41679
0.7317 Intermediate Similarity NPC474183
0.7316 Intermediate Similarity NPC470931
0.7308 Intermediate Similarity NPC39500
0.7306 Intermediate Similarity NPC295228
0.7303 Intermediate Similarity NPC157931
0.7302 Intermediate Similarity NPC473188
0.7301 Intermediate Similarity NPC306376
0.7296 Intermediate Similarity NPC23294
0.7296 Intermediate Similarity NPC208284
0.7284 Intermediate Similarity NPC473181
0.7284 Intermediate Similarity NPC474688
0.7281 Intermediate Similarity NPC232727
0.7276 Intermediate Similarity NPC6786
0.7273 Intermediate Similarity NPC274640
0.7269 Intermediate Similarity NPC241024
0.7269 Intermediate Similarity NPC323969
0.7265 Intermediate Similarity NPC277351
0.7265 Intermediate Similarity NPC473180
0.7265 Intermediate Similarity NPC48353
0.7261 Intermediate Similarity NPC24370
0.7261 Intermediate Similarity NPC319232
0.7261 Intermediate Similarity NPC227908
0.7255 Intermediate Similarity NPC53534
0.7253 Intermediate Similarity NPC11464
0.7253 Intermediate Similarity NPC126066
0.7253 Intermediate Similarity NPC303951
0.7252 Intermediate Similarity NPC196251
0.7252 Intermediate Similarity NPC63199
0.7252 Intermediate Similarity NPC102338
0.7252 Intermediate Similarity NPC111602
0.7237 Intermediate Similarity NPC214428
0.7231 Intermediate Similarity NPC124920
0.7231 Intermediate Similarity NPC34580
0.7231 Intermediate Similarity NPC261251
0.7231 Intermediate Similarity NPC304307
0.7231 Intermediate Similarity NPC118559
0.7229 Intermediate Similarity NPC277350
0.7225 Intermediate Similarity NPC52557
0.7224 Intermediate Similarity NPC473182
0.722 Intermediate Similarity NPC152620
0.722 Intermediate Similarity NPC179287
0.7217 Intermediate Similarity NPC223427
0.721 Intermediate Similarity NPC469743
0.7202 Intermediate Similarity NPC100547
0.7197 Intermediate Similarity NPC86078
0.7195 Intermediate Similarity NPC94943
0.7191 Intermediate Similarity NPC475778
0.719 Intermediate Similarity NPC2497
0.719 Intermediate Similarity NPC214142
0.7188 Intermediate Similarity NPC22476
0.7186 Intermediate Similarity NPC470930
0.7185 Intermediate Similarity NPC264285
0.7185 Intermediate Similarity NPC184408
0.7184 Intermediate Similarity NPC101543

  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 NPC475666 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
0.933 High Similarity NPD8358 Approved
0.8367 Intermediate Similarity NPD8363 Approved
0.8367 Intermediate Similarity NPD8364 Approved
0.83 Intermediate Similarity NPD8365 Clinical (unspecified phase)
0.8167 Intermediate Similarity NPD8465 Approved
0.8167 Intermediate Similarity NPD8466 Approved
0.8167 Intermediate Similarity NPD8467 Approved
0.811 Intermediate Similarity NPD8425 Approved
0.811 Intermediate Similarity NPD8426 Approved
0.8095 Intermediate Similarity NPD8427 Approved
0.8095 Intermediate Similarity NPD8429 Approved
0.8095 Intermediate Similarity NPD8428 Approved
0.8039 Intermediate Similarity NPD8459 Approved
0.8039 Intermediate Similarity NPD8460 Approved
0.7823 Intermediate Similarity NPD7955 Approved
0.7823 Intermediate Similarity NPD7956 Approved
0.7818 Intermediate Similarity NPD4118 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD4885 Approved
0.7738 Intermediate Similarity NPD7803 Approved
0.7707 Intermediate Similarity NPD8489 Phase 1
0.7645 Intermediate Similarity NPD8016 Phase 3
0.7645 Intermediate Similarity NPD8017 Clinical (unspecified phase)
0.7615 Intermediate Similarity NPD4499 Approved
0.7579 Intermediate Similarity NPD7708 Approved
0.7554 Intermediate Similarity NPD5632 Approved
0.7544 Intermediate Similarity NPD5658 Approved
0.75 Intermediate Similarity NPD6824 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD5482 Discontinued
0.7436 Intermediate Similarity NPD7823 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD2921 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD6160 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD6861 Clinical (unspecified phase)
0.7398 Intermediate Similarity NPD6790 Phase 1
0.738 Intermediate Similarity NPD8403 Phase 1
0.7362 Intermediate Similarity NPD8091 Phase 3
0.7314 Intermediate Similarity NPD4952 Phase 3
0.7304 Intermediate Similarity NPD3003 Approved
0.73 Intermediate Similarity NPD7194 Discontinued
0.7296 Intermediate Similarity NPD6567 Clinical (unspecified phase)
0.7295 Intermediate Similarity NPD7558 Phase 2
0.728 Intermediate Similarity NPD5488 Discontinued
0.7261 Intermediate Similarity NPD3946 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD2916 Discontinued
0.724 Intermediate Similarity NPD5483 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD7994 Phase 2
0.7225 Intermediate Similarity NPD4987 Clinical (unspecified phase)
0.7224 Intermediate Similarity NPD4373 Phase 2
0.7203 Intermediate Similarity NPD5903 Approved
0.7203 Intermediate Similarity NPD5417 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD5902 Approved
0.7189 Intermediate Similarity NPD7417 Discontinued
0.7172 Intermediate Similarity NPD5801 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD4418 Discontinued
0.7162 Intermediate Similarity NPD4500 Approved
0.7162 Intermediate Similarity NPD4501 Approved
0.7149 Intermediate Similarity NPD7470 Discontinued
0.7126 Intermediate Similarity NPD5450 Discontinued
0.7125 Intermediate Similarity NPD6242 Discontinued
0.7119 Intermediate Similarity NPD7069 Discontinued
0.7119 Intermediate Similarity NPD7426 Phase 1
0.7102 Intermediate Similarity NPD5479 Discontinued
0.7101 Intermediate Similarity NPD3393 Approved
0.7101 Intermediate Similarity NPD3394 Approved
0.7101 Intermediate Similarity NPD3389 Approved
0.709 Intermediate Similarity NPD7268 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD3259 Approved
0.7087 Intermediate Similarity NPD4601 Approved
0.7087 Intermediate Similarity NPD4600 Approved
0.7083 Intermediate Similarity NPD3402 Phase 1
0.7075 Intermediate Similarity NPD8359 Phase 2
0.7075 Intermediate Similarity NPD8100 Phase 3
0.7066 Intermediate Similarity NPD7219 Approved
0.7066 Intermediate Similarity NPD7221 Approved
0.7061 Intermediate Similarity NPD5512 Phase 3
0.7059 Intermediate Similarity NPD5293 Phase 2
0.7051 Intermediate Similarity NPD5429 Discontinued
0.7045 Intermediate Similarity NPD7796 Approved
0.7045 Intermediate Similarity NPD7797 Approved
0.7043 Intermediate Similarity NPD1768 Approved
0.7043 Intermediate Similarity NPD4926 Clinical (unspecified phase)
0.7042 Intermediate Similarity NPD6985 Discontinued
0.7042 Intermediate Similarity NPD8405 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD8524 Approved
0.704 Intermediate Similarity NPD7729 Clinical (unspecified phase)
0.7038 Intermediate Similarity NPD6530 Approved
0.7038 Intermediate Similarity NPD6531 Approved
0.7033 Intermediate Similarity NPD6969 Phase 2
0.7033 Intermediate Similarity NPD6968 Phase 2
0.7021 Intermediate Similarity NPD2510 Approved
0.7021 Intermediate Similarity NPD2509 Approved
0.7016 Intermediate Similarity NPD6741 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD7025 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD5530 Phase 1
0.6992 Remote Similarity NPD6525 Clinical (unspecified phase)
0.6992 Remote Similarity NPD8101 Phase 3
0.6979 Remote Similarity NPD7453 Approved
0.6979 Remote Similarity NPD7222 Phase 2
0.6979 Remote Similarity NPD7452 Approved
0.6975 Remote Similarity NPD3816 Phase 1
0.6975 Remote Similarity NPD3815 Phase 1
0.6971 Remote Similarity NPD7395 Discontinued
0.6965 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6964 Remote Similarity NPD8052 Clinical (unspecified phase)
0.696 Remote Similarity NPD3006 Discontinued
0.6957 Remote Similarity NPD5003 Discontinued
0.6935 Remote Similarity NPD7688 Phase 1
0.6935 Remote Similarity NPD6962 Phase 2
0.6933 Remote Similarity NPD5416 Discontinued
0.6929 Remote Similarity NPD7690 Clinical (unspecified phase)
0.692 Remote Similarity NPD6963 Approved
0.692 Remote Similarity NPD6964 Approved
0.6914 Remote Similarity NPD5070 Clinical (unspecified phase)
0.6911 Remote Similarity NPD8463 Approved
0.6908 Remote Similarity NPD6228 Discontinued
0.6892 Remote Similarity NPD7853 Phase 2
0.689 Remote Similarity NPD6716 Phase 1
0.689 Remote Similarity NPD6517 Phase 3
0.6887 Remote Similarity NPD8102 Discontinued
0.6886 Remote Similarity NPD6630 Clinical (unspecified phase)
0.6883 Remote Similarity NPD7948 Phase 1
0.6875 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6873 Remote Similarity NPD8525 Approved
0.6873 Remote Similarity NPD7859 Phase 2
0.6872 Remote Similarity NPD3763 Approved
0.687 Remote Similarity NPD3324 Clinical (unspecified phase)
0.6867 Remote Similarity NPD4396 Clinical (unspecified phase)
0.6864 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6862 Remote Similarity NPD8013 Clinical (unspecified phase)
0.686 Remote Similarity NPD6243 Phase 3
0.686 Remote Similarity NPD6244 Phase 3
0.6858 Remote Similarity NPD8244 Phase 2
0.6858 Remote Similarity NPD8255 Phase 2
0.6855 Remote Similarity NPD7710 Clinical (unspecified phase)
0.6842 Remote Similarity NPD7603 Discontinued
0.6842 Remote Similarity NPD7673 Phase 3
0.684 Remote Similarity NPD6550 Discontinued
0.6836 Remote Similarity NPD6230 Discontinued
0.6835 Remote Similarity NPD1392 Approved
0.6826 Remote Similarity NPD1038 Approved
0.6826 Remote Similarity NPD1304 Clinical (unspecified phase)
0.6822 Remote Similarity NPD5901 Discontinued
0.6822 Remote Similarity NPD5426 Phase 3
0.6822 Remote Similarity NPD4558 Phase 2
0.6822 Remote Similarity NPD4795 Phase 2
0.6818 Remote Similarity NPD5612 Discontinued
0.6805 Remote Similarity NPD8284 Discontinued
0.6803 Remote Similarity NPD6770 Approved
0.6793 Remote Similarity NPD7174 Clinical (unspecified phase)
0.6792 Remote Similarity NPD6220 Phase 3
0.6787 Remote Similarity NPD5559 Phase 2
0.6783 Remote Similarity NPD7868 Clinical (unspecified phase)
0.6781 Remote Similarity NPD7946 Pre-registration
0.6781 Remote Similarity NPD7889 Clinical (unspecified phase)
0.678 Remote Similarity NPD6176 Phase 1
0.6777 Remote Similarity NPD6140 Clinical (unspecified phase)
0.6777 Remote Similarity NPD3257 Approved
0.6777 Remote Similarity NPD7538 Clinical (unspecified phase)
0.6777 Remote Similarity NPD7181 Phase 3
0.6777 Remote Similarity NPD8112 Clinical (unspecified phase)
0.6776 Remote Similarity NPD5930 Phase 3
0.6774 Remote Similarity NPD7676 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7674 Phase 3
0.6774 Remote Similarity NPD7675 Phase 3
0.6762 Remote Similarity NPD6568 Discontinued
0.6762 Remote Similarity NPD4429 Discontinued
0.6762 Remote Similarity NPD3354 Phase 2
0.6761 Remote Similarity NPD7548 Discontinued
0.676 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6754 Remote Similarity NPD7924 Phase 2
0.6754 Remote Similarity NPD7925 Phase 2
0.6754 Remote Similarity NPD7393 Clinical (unspecified phase)
0.6753 Remote Similarity NPD802 Phase 2
0.6752 Remote Similarity NPD8395 Approved
0.6752 Remote Similarity NPD8396 Approved
0.6741 Remote Similarity NPD7689 Approved
0.674 Remote Similarity NPD6344 Clinical (unspecified phase)
0.674 Remote Similarity NPD4889 Approved
0.6739 Remote Similarity NPD5912 Clinical (unspecified phase)
0.6739 Remote Similarity NPD5913 Phase 3
0.6736 Remote Similarity NPD7671 Approved
0.6736 Remote Similarity NPD7672 Approved
0.6735 Remote Similarity NPD3258 Approved
0.6734 Remote Similarity NPD6247 Clinical (unspecified phase)
0.6723 Remote Similarity NPD484 Approved
0.6721 Remote Similarity NPD6995 Phase 1
0.6718 Remote Similarity NPD6276 Discontinued
0.6716 Remote Similarity NPD6773 Clinical (unspecified phase)
0.6709 Remote Similarity NPD2121 Clinical (unspecified phase)
0.6707 Remote Similarity NPD7678 Clinical (unspecified phase)
0.6707 Remote Similarity NPD8289 Discontinued
0.6696 Remote Similarity NPD2565 Phase 2
0.6696 Remote Similarity NPD2564 Approved
0.6695 Remote Similarity NPD6838 Clinical (unspecified phase)
0.6695 Remote Similarity NPD4511 Phase 1
0.6694 Remote Similarity NPD8109 Clinical (unspecified phase)
0.6694 Remote Similarity NPD3330 Phase 1
0.6693 Remote Similarity NPD5891 Approved
0.6681 Remote Similarity NPD8282 Approved
0.6681 Remote Similarity NPD8283 Approved
0.6681 Remote Similarity NPD8098 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