Structure

Physi-Chem Properties

Molecular Weight:  851.54
Volume:  893.873
LogP:  3.569
LogD:  3.139
LogS:  -4.299
# Rotatable Bonds:  18
TPSA:  176.59
# H-Bond Aceptor:  14
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.106
Synthetic Accessibility Score:  7.549
Fsp3:  0.783
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:  -4.72
MDCK Permeability:  8.000316302059218e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.994
Human Intestinal Absorption (HIA):  0.98
20% Bioavailability (F20%):  0.008
30% Bioavailability (F30%):  0.655

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.011
Plasma Protein Binding (PPB):  57.70343017578125%
Volume Distribution (VD):  1.114
Pgp-substrate:  7.327513217926025%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.112
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.814
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.006
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.081
CYP3A4-inhibitor:  0.624
CYP3A4-substrate:  0.803

ADMET: Excretion

Clearance (CL):  8.2
Half-life (T1/2):  0.54

ADMET: Toxicity

hERG Blockers:  0.337
Human Hepatotoxicity (H-HT):  0.905
Drug-inuced Liver Injury (DILI):  0.905
AMES Toxicity:  0.059
Rat Oral Acute Toxicity:  0.078
Maximum Recommended Daily Dose:  0.05
Skin Sensitization:  0.393
Carcinogencity:  0.039
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.066

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

  Natural Product: NPC475642

Natural Product ID:  NPC475642
Common Name*:   6-Hydroxy-7-O-Methylscytophycin E
IUPAC Name:   N-[(E,3R,4R,5R,9S,10S,11S)-10-hydroxy-11-[(1S,3S,4R,5S,7R,8S,9R,12E,14E,16S,17R,19R)-16-hydroxy-4-(hydroxymethyl)-3,5,7,17-tetramethoxy-8,14-dimethyl-11-oxo-10,23-dioxabicyclo[17.3.1]tricosa-12,14,20-trien-9-yl]-4-methoxy-3,5,9-trimethyl-6-oxododec-1-enyl]-N-methylformamide
Synonyms:  
Standard InCHIKey:  HKSURPHWRMGDOZ-NKHCFBCYSA-N
Standard InCHI:  InChI=1S/C46H77NO13/c1-28-16-19-43(52)60-46(33(6)44(53)29(2)17-18-37(50)31(4)45(58-12)30(3)20-21-47(7)27-49)32(5)39(54-8)25-41(56-10)36(26-48)40(55-9)23-34-14-13-15-35(59-34)24-42(57-11)38(51)22-28/h13,15-16,19-22,27,29-36,38-42,44-46,48,51,53H,14,17-18,23-26H2,1-12H3/b19-16+,21-20+,28-22+/t29-,30+,31-,32-,33-,34-,35-,36+,38-,39+,40-,41-,42+,44-,45+,46-/m0/s1
SMILES:  CO[C@@H]([C@H](C(=O)CC[C@@H]([C@@H]([C@@H]([C@H]1OC(=O)/C=C/C(=C/[C@H](O)[C@H](OC)C[C@H]2O[C@H](C[C@@H]([C@H]([C@H](C[C@H]([C@@H]1C)OC)OC)CO)OC)CC=C2)/C)C)O)C)C)[C@@H](/C=C/N(C=O)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL510034
PubChem CID:   14782637
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0001538] Diterpene lactones

*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
NPO32473 scytonema Genus Scytonemataceae Bacteria n.a. Mitaraka inselberg, French Guyana n.a. PMID[15104503]
NPO32473 scytonema Genus Scytonemataceae Bacteria n.a. n.a. n.a. PMID[2128517]

☑ 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
NPT91 Cell Line KB Homo sapiens IC50 = 0.001 ug.mL-1 PMID[532997]

☑ 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 NPC475642 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
0.964 High Similarity NPC156379
0.964 High Similarity NPC475383
0.9533 High Similarity NPC21713
0.9533 High Similarity NPC475608
0.9459 High Similarity NPC241050
0.785 Intermediate Similarity NPC313670
0.7838 Intermediate Similarity NPC161855
0.7748 Intermediate Similarity NPC40812
0.7742 Intermediate Similarity NPC314629
0.7686 Intermediate Similarity NPC6531
0.7658 Intermediate Similarity NPC473291
0.7642 Intermediate Similarity NPC477143
0.7642 Intermediate Similarity NPC477140
0.7607 Intermediate Similarity NPC193765
0.7607 Intermediate Similarity NPC473807
0.7603 Intermediate Similarity NPC30196
0.76 Intermediate Similarity NPC318445
0.76 Intermediate Similarity NPC316133
0.757 Intermediate Similarity NPC477959
0.7544 Intermediate Similarity NPC316250
0.7522 Intermediate Similarity NPC83895
0.7522 Intermediate Similarity NPC308567
0.7522 Intermediate Similarity NPC261377
0.7522 Intermediate Similarity NPC187761
0.7522 Intermediate Similarity NPC255592
0.7521 Intermediate Similarity NPC251330
0.75 Intermediate Similarity NPC1111
0.75 Intermediate Similarity NPC261750
0.7479 Intermediate Similarity NPC477997
0.7478 Intermediate Similarity NPC473596
0.7477 Intermediate Similarity NPC315395
0.7477 Intermediate Similarity NPC316426
0.7462 Intermediate Similarity NPC316401
0.746 Intermediate Similarity NPC315783
0.7442 Intermediate Similarity NPC316205
0.7442 Intermediate Similarity NPC315387
0.7436 Intermediate Similarity NPC271269
0.7436 Intermediate Similarity NPC476740
0.7436 Intermediate Similarity NPC154601
0.7436 Intermediate Similarity NPC476738
0.7422 Intermediate Similarity NPC314282
0.7414 Intermediate Similarity NPC472755
0.7414 Intermediate Similarity NPC309398
0.7411 Intermediate Similarity NPC36954
0.7407 Intermediate Similarity NPC86005
0.7402 Intermediate Similarity NPC314451
0.7402 Intermediate Similarity NPC313333
0.7402 Intermediate Similarity NPC314512
0.7402 Intermediate Similarity NPC313342
0.7398 Intermediate Similarity NPC471145
0.7355 Intermediate Similarity NPC66108
0.7355 Intermediate Similarity NPC60432
0.7345 Intermediate Similarity NPC477921
0.7345 Intermediate Similarity NPC180722
0.7345 Intermediate Similarity NPC195645
0.7345 Intermediate Similarity NPC165332
0.7328 Intermediate Similarity NPC149371
0.7328 Intermediate Similarity NPC472754
0.7321 Intermediate Similarity NPC5418
0.7315 Intermediate Similarity NPC164393
0.7304 Intermediate Similarity NPC475053
0.728 Intermediate Similarity NPC313802
0.728 Intermediate Similarity NPC314268
0.728 Intermediate Similarity NPC477515
0.728 Intermediate Similarity NPC67917
0.7265 Intermediate Similarity NPC475945
0.7265 Intermediate Similarity NPC475871
0.7265 Intermediate Similarity NPC473816
0.7265 Intermediate Similarity NPC475367
0.7265 Intermediate Similarity NPC474581
0.7257 Intermediate Similarity NPC471142
0.7257 Intermediate Similarity NPC477922
0.7257 Intermediate Similarity NPC272050
0.725 Intermediate Similarity NPC315836
0.725 Intermediate Similarity NPC313668
0.7241 Intermediate Similarity NPC47880
0.7241 Intermediate Similarity NPC472753
0.7232 Intermediate Similarity NPC288240
0.7232 Intermediate Similarity NPC475912
0.7232 Intermediate Similarity NPC162205
0.7232 Intermediate Similarity NPC273579
0.7232 Intermediate Similarity NPC476300
0.7232 Intermediate Similarity NPC295204
0.7227 Intermediate Similarity NPC315531
0.7217 Intermediate Similarity NPC475653
0.7207 Intermediate Similarity NPC474761
0.7207 Intermediate Similarity NPC476004
0.7203 Intermediate Similarity NPC203659
0.7203 Intermediate Similarity NPC100487
0.72 Intermediate Similarity NPC120599
0.72 Intermediate Similarity NPC156336
0.72 Intermediate Similarity NPC200412
0.7196 Intermediate Similarity NPC16488
0.7193 Intermediate Similarity NPC476315
0.7193 Intermediate Similarity NPC255410
0.7179 Intermediate Similarity NPC474747
0.7155 Intermediate Similarity NPC288876
0.7143 Intermediate Similarity NPC184463
0.7143 Intermediate Similarity NPC469852
0.7143 Intermediate Similarity NPC473321
0.7143 Intermediate Similarity NPC472749
0.7143 Intermediate Similarity NPC472751
0.7143 Intermediate Similarity NPC30515
0.713 Intermediate Similarity NPC475332
0.713 Intermediate Similarity NPC120299
0.712 Intermediate Similarity NPC316325
0.712 Intermediate Similarity NPC471146
0.7119 Intermediate Similarity NPC110989
0.7117 Intermediate Similarity NPC477016
0.7117 Intermediate Similarity NPC477017
0.7107 Intermediate Similarity NPC38154
0.7105 Intermediate Similarity NPC270013
0.7105 Intermediate Similarity NPC300710
0.7105 Intermediate Similarity NPC14961
0.7097 Intermediate Similarity NPC138303
0.7097 Intermediate Similarity NPC133677
0.7097 Intermediate Similarity NPC67290
0.7094 Intermediate Similarity NPC474742
0.7083 Intermediate Similarity NPC469853
0.708 Intermediate Similarity NPC476049
0.708 Intermediate Similarity NPC472196
0.708 Intermediate Similarity NPC238090
0.708 Intermediate Similarity NPC472195
0.7073 Intermediate Similarity NPC474497
0.7073 Intermediate Similarity NPC275100
0.7069 Intermediate Similarity NPC471144
0.7069 Intermediate Similarity NPC203627
0.7064 Intermediate Similarity NPC137033
0.7059 Intermediate Similarity NPC472748
0.7059 Intermediate Similarity NPC472756
0.7059 Intermediate Similarity NPC469869
0.7059 Intermediate Similarity NPC474741
0.7054 Intermediate Similarity NPC51004
0.7054 Intermediate Similarity NPC316228
0.7054 Intermediate Similarity NPC177668
0.7054 Intermediate Similarity NPC473619
0.7054 Intermediate Similarity NPC3952
0.7054 Intermediate Similarity NPC473448
0.7043 Intermediate Similarity NPC473859
0.7034 Intermediate Similarity NPC313569
0.7034 Intermediate Similarity NPC225353
0.7031 Intermediate Similarity NPC470829
0.7031 Intermediate Similarity NPC473228
0.7027 Intermediate Similarity NPC227379
0.7027 Intermediate Similarity NPC474471
0.7027 Intermediate Similarity NPC153805
0.7027 Intermediate Similarity NPC89001
0.7027 Intermediate Similarity NPC201046
0.7023 Intermediate Similarity NPC471940
0.7018 Intermediate Similarity NPC159698
0.7018 Intermediate Similarity NPC81386
0.7018 Intermediate Similarity NPC474035
0.7016 Intermediate Similarity NPC469463
0.7016 Intermediate Similarity NPC469496
0.7016 Intermediate Similarity NPC469454
0.7016 Intermediate Similarity NPC106395
0.7016 Intermediate Similarity NPC46269
0.7009 Intermediate Similarity NPC8538
0.7009 Intermediate Similarity NPC315731
0.7009 Intermediate Similarity NPC184208
0.7 Intermediate Similarity NPC469483
0.7 Intermediate Similarity NPC122502
0.6991 Remote Similarity NPC472199
0.6983 Remote Similarity NPC245521
0.6975 Remote Similarity NPC472750
0.6975 Remote Similarity NPC472747
0.6972 Remote Similarity NPC243618
0.6972 Remote Similarity NPC70424
0.6964 Remote Similarity NPC307411
0.6964 Remote Similarity NPC474032
0.6964 Remote Similarity NPC280612
0.6964 Remote Similarity NPC130359
0.6964 Remote Similarity NPC477011
0.6964 Remote Similarity NPC133450
0.6964 Remote Similarity NPC14901
0.6957 Remote Similarity NPC475659
0.6949 Remote Similarity NPC185141
0.6949 Remote Similarity NPC110443
0.6949 Remote Similarity NPC128733
0.6949 Remote Similarity NPC46998
0.6949 Remote Similarity NPC133907
0.6947 Remote Similarity NPC471939
0.6942 Remote Similarity NPC266514
0.6942 Remote Similarity NPC477513
0.6937 Remote Similarity NPC248602
0.6935 Remote Similarity NPC76550
0.6935 Remote Similarity NPC123855
0.6935 Remote Similarity NPC138757
0.6935 Remote Similarity NPC476801
0.693 Remote Similarity NPC159092
0.693 Remote Similarity NPC469692
0.693 Remote Similarity NPC11456
0.693 Remote Similarity NPC212486
0.693 Remote Similarity NPC81419
0.693 Remote Similarity NPC478037
0.693 Remote Similarity NPC469645
0.693 Remote Similarity NPC478036
0.693 Remote Similarity NPC109406
0.693 Remote Similarity NPC179746
0.6929 Remote Similarity NPC13710

  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 NPC475642 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
0.7944 Intermediate Similarity NPD7983 Approved
0.7623 Intermediate Similarity NPD7641 Discontinued
0.7619 Intermediate Similarity NPD8273 Phase 1
0.76 Intermediate Similarity NPD7642 Approved
0.748 Intermediate Similarity NPD8451 Approved
0.746 Intermediate Similarity NPD7829 Approved
0.746 Intermediate Similarity NPD7830 Approved
0.7422 Intermediate Similarity NPD8448 Approved
0.7402 Intermediate Similarity NPD8341 Approved
0.7402 Intermediate Similarity NPD8340 Approved
0.7402 Intermediate Similarity NPD8299 Approved
0.7402 Intermediate Similarity NPD8342 Approved
0.7364 Intermediate Similarity NPD6698 Approved
0.7364 Intermediate Similarity NPD46 Approved
0.7364 Intermediate Similarity NPD7838 Discovery
0.7345 Intermediate Similarity NPD7839 Suspended
0.7302 Intermediate Similarity NPD8444 Approved
0.7252 Intermediate Similarity NPD8390 Approved
0.7252 Intermediate Similarity NPD8391 Approved
0.7252 Intermediate Similarity NPD8392 Approved
0.7197 Intermediate Similarity NPD7260 Phase 2
0.712 Intermediate Similarity NPD7500 Approved
0.7069 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.6985 Remote Similarity NPD8387 Clinical (unspecified phase)
0.693 Remote Similarity NPD5778 Approved
0.693 Remote Similarity NPD5779 Approved
0.6912 Remote Similarity NPD8415 Approved
0.6899 Remote Similarity NPD8513 Phase 3
0.6894 Remote Similarity NPD8074 Phase 3
0.6855 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6803 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6774 Remote Similarity NPD6371 Approved
0.6769 Remote Similarity NPD8515 Approved
0.6769 Remote Similarity NPD8516 Approved
0.6769 Remote Similarity NPD8517 Approved
0.6767 Remote Similarity NPD7746 Phase 1
0.6767 Remote Similarity NPD7747 Phase 1
0.6765 Remote Similarity NPD6845 Suspended
0.6718 Remote Similarity NPD8080 Discontinued
0.6718 Remote Similarity NPD7624 Clinical (unspecified phase)
0.6718 Remote Similarity NPD7623 Phase 3
0.6589 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6587 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6525 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6515 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6515 Remote Similarity NPD6921 Approved
0.6515 Remote Similarity NPD7739 Clinical (unspecified phase)
0.6508 Remote Similarity NPD6421 Discontinued
0.648 Remote Similarity NPD6686 Approved
0.6466 Remote Similarity NPD5785 Approved
0.6439 Remote Similarity NPD7299 Clinical (unspecified phase)
0.6393 Remote Similarity NPD5344 Discontinued
0.6389 Remote Similarity NPD8384 Approved
0.6379 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6379 Remote Similarity NPD6101 Approved
0.6336 Remote Similarity NPD7115 Discovery
0.6336 Remote Similarity NPD7505 Discontinued
0.6333 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5363 Approved
0.6311 Remote Similarity NPD6648 Approved
0.6271 Remote Similarity NPD6411 Approved
0.6261 Remote Similarity NPD5786 Approved
0.623 Remote Similarity NPD4225 Approved
0.6224 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6174 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6053 Discontinued
0.614 Remote Similarity NPD7154 Phase 3
0.6134 Remote Similarity NPD7637 Suspended
0.6115 Remote Similarity NPD8336 Approved
0.6115 Remote Similarity NPD8337 Approved
0.608 Remote Similarity NPD8139 Approved
0.608 Remote Similarity NPD8083 Approved
0.608 Remote Similarity NPD8084 Approved
0.608 Remote Similarity NPD8138 Approved
0.608 Remote Similarity NPD8086 Approved
0.608 Remote Similarity NPD8085 Approved
0.608 Remote Similarity NPD8082 Approved
0.6077 Remote Similarity NPD2204 Approved
0.6074 Remote Similarity NPD6319 Approved
0.6071 Remote Similarity NPD7319 Approved
0.6056 Remote Similarity NPD8338 Approved
0.6053 Remote Similarity NPD6435 Approved
0.6053 Remote Similarity NPD4269 Approved
0.6053 Remote Similarity NPD4270 Approved
0.6032 Remote Similarity NPD8276 Approved
0.6032 Remote Similarity NPD8275 Approved
0.6029 Remote Similarity NPD8268 Approved
0.6029 Remote Similarity NPD8269 Approved
0.6029 Remote Similarity NPD8267 Approved
0.6029 Remote Similarity NPD8266 Approved
0.5985 Remote Similarity NPD1376 Discontinued
0.5984 Remote Similarity NPD8081 Approved
0.5971 Remote Similarity NPD7507 Approved
0.5969 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5942 Remote Similarity NPD8328 Phase 3
0.5938 Remote Similarity NPD7333 Discontinued
0.5938 Remote Similarity NPD8393 Approved
0.5932 Remote Similarity NPD4251 Approved
0.5932 Remote Similarity NPD4250 Approved
0.5923 Remote Similarity NPD6413 Approved
0.5913 Remote Similarity NPD5209 Approved
0.5909 Remote Similarity NPD8297 Approved
0.5902 Remote Similarity NPD5282 Discontinued
0.5877 Remote Similarity NPD5368 Approved
0.5877 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5877 Remote Similarity NPD4252 Approved
0.5862 Remote Similarity NPD6110 Phase 1
0.5862 Remote Similarity NPD5362 Discontinued
0.586 Remote Similarity NPD8414 Discontinued
0.5856 Remote Similarity NPD8039 Approved
0.5847 Remote Similarity NPD4249 Approved
0.5827 Remote Similarity NPD7604 Phase 2
0.5826 Remote Similarity NPD5369 Approved
0.5814 Remote Similarity NPD6640 Phase 3
0.5797 Remote Similarity NPD6908 Approved
0.5797 Remote Similarity NPD6909 Approved
0.5797 Remote Similarity NPD7503 Approved
0.5794 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5794 Remote Similarity NPD7639 Approved
0.5794 Remote Similarity NPD7640 Approved
0.5786 Remote Similarity NPD7492 Approved
0.5775 Remote Similarity NPD7736 Approved
0.5769 Remote Similarity NPD8140 Approved
0.5769 Remote Similarity NPD8307 Discontinued
0.5752 Remote Similarity NPD4756 Discovery
0.5752 Remote Similarity NPD2575 Approved
0.5746 Remote Similarity NPD4632 Approved
0.5745 Remote Similarity NPD6616 Approved
0.5739 Remote Similarity NPD4822 Approved
0.5739 Remote Similarity NPD4819 Approved
0.5739 Remote Similarity NPD4820 Approved
0.5739 Remote Similarity NPD4821 Approved
0.5735 Remote Similarity NPD6936 Clinical (unspecified phase)
0.5735 Remote Similarity NPD6935 Phase 3
0.5725 Remote Similarity NPD6054 Approved
0.5724 Remote Similarity NPD2613 Approved
0.5714 Remote Similarity NPD7638 Approved
0.5714 Remote Similarity NPD7601 Clinical (unspecified phase)
0.5704 Remote Similarity NPD7078 Approved
0.5702 Remote Similarity NPD4271 Approved
0.5702 Remote Similarity NPD4268 Approved
0.5702 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5693 Remote Similarity NPD7756 Clinical (unspecified phase)
0.5692 Remote Similarity NPD5048 Discontinued
0.5682 Remote Similarity NPD8305 Approved
0.5682 Remote Similarity NPD8306 Approved
0.5682 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5678 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5674 Remote Similarity NPD4807 Approved
0.5674 Remote Similarity NPD4806 Approved
0.5673 Remote Similarity NPD8368 Discontinued
0.5656 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5649 Remote Similarity NPD6412 Phase 2
0.5643 Remote Similarity NPD5305 Approved
0.5643 Remote Similarity NPD6370 Approved
0.5643 Remote Similarity NPD5306 Approved
0.5643 Remote Similarity NPD2838 Clinical (unspecified phase)
0.5639 Remote Similarity NPD8087 Discontinued
0.562 Remote Similarity NPD8295 Clinical (unspecified phase)
0.561 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5608 Remote Similarity NPD4746 Phase 3
0.5608 Remote Similarity NPD2571 Approved
0.5608 Remote Similarity NPD3090 Approved
0.5608 Remote Similarity NPD3089 Approved
0.5608 Remote Similarity NPD2574 Discontinued
0.5608 Remote Similarity NPD2573 Approved
0.5608 Remote Similarity NPD3614 Approved
0.5608 Remote Similarity NPD4745 Approved
0.5608 Remote Similarity NPD3615 Approved
0.5608 Remote Similarity NPD3616 Approved
0.5608 Remote Similarity NPD2572 Clinical (unspecified phase)
0.5608 Remote Similarity NPD3087 Approved
0.5608 Remote Similarity NPD2566 Approved
0.5608 Remote Similarity NPD3088 Approved
0.5608 Remote Similarity NPD2570 Approved
0.5606 Remote Similarity NPD6881 Approved
0.5606 Remote Similarity NPD6899 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