Structure

Physi-Chem Properties

Molecular Weight:  1404.81
Volume:  1410.233
LogP:  -1.343
LogD:  1.365
LogS:  -1.721
# Rotatable Bonds:  53
TPSA:  506.89
# H-Bond Aceptor:  27
# H-Bond Donor:  22
# Rings:  2
# Heavy Atoms:  28

MedChem Properties

QED Drug-Likeness Score:  0.017
Synthetic Accessibility Score:  7.902
Fsp3:  0.853
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  2
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.009
MDCK Permeability:  0.00018483509484212846
Pgp-inhibitor:  0.0
Pgp-substrate:  0.016
Human Intestinal Absorption (HIA):  1.0
20% Bioavailability (F20%):  1.0
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.072
Plasma Protein Binding (PPB):  84.0114517211914%
Volume Distribution (VD):  -0.119
Pgp-substrate:  4.848095893859863%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.001
CYP2C19-inhibitor:  0.0
CYP2C19-substrate:  0.028
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.993
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.019
CYP3A4-inhibitor:  0.0
CYP3A4-substrate:  0.0

ADMET: Excretion

Clearance (CL):  -0.014
Half-life (T1/2):  0.033

ADMET: Toxicity

hERG Blockers:  0.109
Human Hepatotoxicity (H-HT):  0.54
Drug-inuced Liver Injury (DILI):  0.004
AMES Toxicity:  0.014
Rat Oral Acute Toxicity:  0.872
Maximum Recommended Daily Dose:  0.872
Skin Sensitization:  0.007
Carcinogencity:  0.006
Eye Corrosion:  0.003
Eye Irritation:  0.001
Respiratory Toxicity:  0.967

Download Data

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

  Natural Product: NPC477387

Natural Product ID:  NPC477387
Common Name*:   [(E)-31-[6-[6-[6-[(3E,14E)-1,2-dihydroxyheptadeca-3,14,16-trienyl]-4,5-dihydroxyoxan-2-yl]-1,5,6-trihydroxy-4-methylidenehexyl]-3,4,5-trihydroxyoxan-2-yl]-1,2,10,14,17,18,22,23,24,29,30-undecahydroxy-16,21,28-trimethylhentriacont-4-en-6-yl] hydrogen sulfate
IUPAC Name:   [(E)-31-[6-[6-[6-[(3E,14E)-1,2-dihydroxyheptadeca-3,14,16-trienyl]-4,5-dihydroxyoxan-2-yl]-1,5,6-trihydroxy-4-methylidenehexyl]-3,4,5-trihydroxyoxan-2-yl]-1,2,10,14,17,18,22,23,24,29,30-undecahydroxy-16,21,28-trimethylhentriacont-4-en-6-yl] hydrogen sulfate
Synonyms:  
Standard InCHIKey:  WWPOPBJQUIEUNZ-XFPJHTAKSA-N
Standard InCHI:  InChI=1S/C68H124O27S/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-30-49(74)61(84)68-62(85)53(78)38-54(94-68)63(86)59(82)42(4)33-35-51(76)67-66(89)65(88)64(87)55(93-67)37-52(77)56(79)40(2)23-19-31-48(73)60(83)58(81)41(3)32-34-50(75)57(80)43(5)36-45(71)26-20-24-44(70)25-21-28-47(95-96(90,91)92)29-22-27-46(72)39-69/h6-8,18,22,29-30,40-41,43-89H,1,4,9-17,19-21,23-28,31-39H2,2-3,5H3,(H,90,91,92)/b8-7+,29-22+,30-18+
SMILES:  CC(CCCC(C(C(C(C)CCC(C(C(C)CC(CCCC(CCCC(/C=C/CC(CO)O)OS(=O)(=O)O)O)O)O)O)O)O)O)C(C(CC1C(C(C(C(O1)C(CCC(=C)C(C(C2CC(C(C(O2)C(C(/C=C/CCCCCCCCC/C=C/C=C)O)O)O)O)O)O)O)O)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   49864282
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates
          • [CHEMONTID:0002105] Glycosyl compounds
            • [CHEMONTID:0002204] C-glycosyl compounds

*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
NPO26756 Karlodinium veneficum Species Kareniaceae Eukaryota n.a. Delaware Inland Bays, USA n.a. PMID[20795740]
NPO26756 Karlodinium veneficum Species Kareniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ 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
NPT27 Others Unspecified EC50 = 2400 nM PMID[20795740]

☑ 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 NPC477387 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 NPC477389
0.95 High Similarity NPC477390
0.95 High Similarity NPC477385
0.8941 High Similarity NPC477388
0.8941 High Similarity NPC477386
0.7895 Intermediate Similarity NPC475332
0.7629 Intermediate Similarity NPC475653
0.7558 Intermediate Similarity NPC476703
0.7526 Intermediate Similarity NPC120299
0.7474 Intermediate Similarity NPC109406
0.7471 Intermediate Similarity NPC477089
0.7447 Intermediate Similarity NPC191323
0.7442 Intermediate Similarity NPC170148
0.7423 Intermediate Similarity NPC255410
0.74 Intermediate Similarity NPC473596
0.7396 Intermediate Similarity NPC472198
0.7391 Intermediate Similarity NPC311163
0.7386 Intermediate Similarity NPC476701
0.7368 Intermediate Similarity NPC476075
0.7368 Intermediate Similarity NPC206679
0.7368 Intermediate Similarity NPC471324
0.7368 Intermediate Similarity NPC114172
0.7368 Intermediate Similarity NPC476084
0.7353 Intermediate Similarity NPC315070
0.7349 Intermediate Similarity NPC239373
0.7349 Intermediate Similarity NPC329989
0.734 Intermediate Similarity NPC49783
0.732 Intermediate Similarity NPC300710
0.7317 Intermediate Similarity NPC73603
0.7312 Intermediate Similarity NPC199382
0.73 Intermediate Similarity NPC475157
0.73 Intermediate Similarity NPC154132
0.73 Intermediate Similarity NPC475655
0.73 Intermediate Similarity NPC2313
0.73 Intermediate Similarity NPC471637
0.73 Intermediate Similarity NPC57586
0.7292 Intermediate Similarity NPC159092
0.7283 Intermediate Similarity NPC298595
0.7273 Intermediate Similarity NPC475980
0.7273 Intermediate Similarity NPC68119
0.7273 Intermediate Similarity NPC13823
0.7263 Intermediate Similarity NPC177668
0.7263 Intermediate Similarity NPC3952
0.7263 Intermediate Similarity NPC313670
0.7245 Intermediate Similarity NPC288350
0.7245 Intermediate Similarity NPC173329
0.7241 Intermediate Similarity NPC256720
0.7241 Intermediate Similarity NPC236228
0.7234 Intermediate Similarity NPC248312
0.7234 Intermediate Similarity NPC231784
0.7222 Intermediate Similarity NPC315731
0.7222 Intermediate Similarity NPC474894
0.7216 Intermediate Similarity NPC159698
0.7209 Intermediate Similarity NPC190859
0.7209 Intermediate Similarity NPC24590
0.72 Intermediate Similarity NPC64348
0.7188 Intermediate Similarity NPC472199
0.7188 Intermediate Similarity NPC472197
0.7158 Intermediate Similarity NPC128066
0.7158 Intermediate Similarity NPC115607
0.7158 Intermediate Similarity NPC133450
0.7157 Intermediate Similarity NPC197736
0.7143 Intermediate Similarity NPC304690
0.7143 Intermediate Similarity NPC74722
0.7128 Intermediate Similarity NPC316138
0.7128 Intermediate Similarity NPC86005
0.7128 Intermediate Similarity NPC313658
0.7113 Intermediate Similarity NPC472196
0.7113 Intermediate Similarity NPC472195
0.7113 Intermediate Similarity NPC238090
0.7108 Intermediate Similarity NPC163290
0.7097 Intermediate Similarity NPC471494
0.7093 Intermediate Similarity NPC476709
0.7083 Intermediate Similarity NPC477866
0.7083 Intermediate Similarity NPC477865
0.7079 Intermediate Similarity NPC137345
0.7079 Intermediate Similarity NPC181838
0.7071 Intermediate Similarity NPC57664
0.7065 Intermediate Similarity NPC320548
0.7041 Intermediate Similarity NPC256368
0.7033 Intermediate Similarity NPC184208
0.7033 Intermediate Similarity NPC8538
0.7024 Intermediate Similarity NPC305698
0.7021 Intermediate Similarity NPC247826
0.7021 Intermediate Similarity NPC281316
0.7011 Intermediate Similarity NPC471525
0.701 Intermediate Similarity NPC302584
0.7 Intermediate Similarity NPC240372
0.7 Intermediate Similarity NPC471537
0.6989 Remote Similarity NPC83702
0.6988 Remote Similarity NPC267027
0.6988 Remote Similarity NPC311736
0.6981 Remote Similarity NPC133625
0.6979 Remote Similarity NPC299527
0.6979 Remote Similarity NPC97103
0.6966 Remote Similarity NPC40049
0.6957 Remote Similarity NPC20072
0.6952 Remote Similarity NPC257964
0.6947 Remote Similarity NPC477959
0.6944 Remote Similarity NPC477050
0.6941 Remote Similarity NPC472947
0.6941 Remote Similarity NPC16964
0.6939 Remote Similarity NPC478037
0.6939 Remote Similarity NPC478036
0.6931 Remote Similarity NPC65700
0.6931 Remote Similarity NPC203627
0.6923 Remote Similarity NPC470768
0.6923 Remote Similarity NPC54521
0.6923 Remote Similarity NPC100697
0.6923 Remote Similarity NPC109792
0.6923 Remote Similarity NPC57065
0.6915 Remote Similarity NPC470175
0.6905 Remote Similarity NPC259299
0.6905 Remote Similarity NPC82337
0.69 Remote Similarity NPC90583
0.6897 Remote Similarity NPC55652
0.6887 Remote Similarity NPC126147
0.6887 Remote Similarity NPC193765
0.6882 Remote Similarity NPC44261
0.6875 Remote Similarity NPC122239
0.6869 Remote Similarity NPC477605
0.6869 Remote Similarity NPC469491
0.6867 Remote Similarity NPC308844
0.6863 Remote Similarity NPC469942
0.6857 Remote Similarity NPC476738
0.6857 Remote Similarity NPC470767
0.6857 Remote Similarity NPC476740
0.6857 Remote Similarity NPC470763
0.6854 Remote Similarity NPC469880
0.6848 Remote Similarity NPC320525
0.6842 Remote Similarity NPC61527
0.6842 Remote Similarity NPC472379
0.6842 Remote Similarity NPC255143
0.6837 Remote Similarity NPC471453
0.6827 Remote Similarity NPC99627
0.6827 Remote Similarity NPC162354
0.6827 Remote Similarity NPC473129
0.6813 Remote Similarity NPC86971
0.6813 Remote Similarity NPC233295
0.6804 Remote Similarity NPC309310
0.68 Remote Similarity NPC476894
0.6796 Remote Similarity NPC267510
0.6796 Remote Similarity NPC470434
0.6796 Remote Similarity NPC197447
0.6796 Remote Similarity NPC169365
0.6792 Remote Similarity NPC108682
0.6792 Remote Similarity NPC469957
0.6792 Remote Similarity NPC472263
0.6792 Remote Similarity NPC469959
0.6771 Remote Similarity NPC125142
0.6768 Remote Similarity NPC320089
0.6768 Remote Similarity NPC310013
0.6768 Remote Similarity NPC320552
0.6768 Remote Similarity NPC91654
0.6768 Remote Similarity NPC67398
0.6768 Remote Similarity NPC119379
0.6768 Remote Similarity NPC474792
0.6765 Remote Similarity NPC187761
0.6765 Remote Similarity NPC83895
0.6765 Remote Similarity NPC476895
0.6765 Remote Similarity NPC255592
0.6765 Remote Similarity NPC308567
0.6765 Remote Similarity NPC261377
0.6762 Remote Similarity NPC230948
0.6762 Remote Similarity NPC75608
0.6762 Remote Similarity NPC473734
0.675 Remote Similarity NPC226848
0.6742 Remote Similarity NPC171148
0.6742 Remote Similarity NPC12696
0.6742 Remote Similarity NPC313179
0.6742 Remote Similarity NPC69383
0.6739 Remote Similarity NPC133226
0.6739 Remote Similarity NPC474592
0.6739 Remote Similarity NPC470147
0.6739 Remote Similarity NPC324772
0.6739 Remote Similarity NPC96362
0.6737 Remote Similarity NPC242233
0.6737 Remote Similarity NPC290731
0.6735 Remote Similarity NPC327253
0.6733 Remote Similarity NPC165332
0.6733 Remote Similarity NPC227583
0.6733 Remote Similarity NPC288970
0.6733 Remote Similarity NPC103165
0.6733 Remote Similarity NPC210717
0.6733 Remote Similarity NPC180722
0.6733 Remote Similarity NPC195645
0.6733 Remote Similarity NPC472995
0.6733 Remote Similarity NPC475503
0.6733 Remote Similarity NPC12103
0.6733 Remote Similarity NPC98457
0.6731 Remote Similarity NPC272015
0.6731 Remote Similarity NPC470571
0.6729 Remote Similarity NPC473807
0.6729 Remote Similarity NPC472897
0.6729 Remote Similarity NPC472896
0.6727 Remote Similarity NPC307642
0.6705 Remote Similarity NPC477085
0.6705 Remote Similarity NPC130665
0.6703 Remote Similarity NPC3852
0.6703 Remote Similarity NPC4436

  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 NPC477387 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
0.7447 Intermediate Similarity NPD7838 Discovery
0.7368 Intermediate Similarity NPD7983 Approved
0.7312 Intermediate Similarity NPD7524 Approved
0.7273 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD6695 Phase 3
0.6947 Remote Similarity NPD7750 Discontinued
0.6907 Remote Similarity NPD6698 Approved
0.6907 Remote Similarity NPD46 Approved
0.6813 Remote Similarity NPD6929 Approved
0.6768 Remote Similarity NPD5779 Approved
0.6768 Remote Similarity NPD5778 Approved
0.6742 Remote Similarity NPD8264 Approved
0.6739 Remote Similarity NPD7332 Phase 2
0.6739 Remote Similarity NPD7514 Phase 3
0.6739 Remote Similarity NPD6930 Phase 2
0.6739 Remote Similarity NPD6931 Approved
0.6733 Remote Similarity NPD7839 Suspended
0.6703 Remote Similarity NPD7145 Approved
0.6697 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6902 Approved
0.6593 Remote Similarity NPD6925 Approved
0.6593 Remote Similarity NPD5776 Phase 2
0.65 Remote Similarity NPD7637 Suspended
0.65 Remote Similarity NPD7087 Discontinued
0.6484 Remote Similarity NPD6933 Approved
0.6476 Remote Similarity NPD5344 Discontinued
0.6413 Remote Similarity NPD6932 Approved
0.64 Remote Similarity NPD7136 Phase 2
0.6392 Remote Similarity NPD6893 Approved
0.6381 Remote Similarity NPD6648 Approved
0.6344 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6333 Remote Similarity NPD4732 Discontinued
0.6325 Remote Similarity NPD8516 Approved
0.6325 Remote Similarity NPD8517 Approved
0.6325 Remote Similarity NPD8515 Approved
0.6325 Remote Similarity NPD8513 Phase 3
0.6316 Remote Similarity NPD6898 Phase 1
0.63 Remote Similarity NPD6101 Approved
0.63 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6264 Remote Similarity NPD6926 Approved
0.6264 Remote Similarity NPD6924 Approved
0.6239 Remote Similarity NPD6640 Phase 3
0.6211 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6186 Remote Similarity NPD7154 Phase 3
0.6176 Remote Similarity NPD6411 Approved
0.6167 Remote Similarity NPD8342 Approved
0.6167 Remote Similarity NPD8341 Approved
0.6167 Remote Similarity NPD8299 Approved
0.6167 Remote Similarity NPD8340 Approved
0.6126 Remote Similarity NPD6686 Approved
0.6121 Remote Similarity NPD7505 Discontinued
0.6118 Remote Similarity NPD368 Approved
0.6111 Remote Similarity NPD7143 Approved
0.6111 Remote Similarity NPD7144 Approved
0.6105 Remote Similarity NPD6683 Phase 2
0.61 Remote Similarity NPD4251 Approved
0.61 Remote Similarity NPD4250 Approved
0.6078 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6066 Remote Similarity NPD8448 Approved
0.6066 Remote Similarity NPD8074 Phase 3
0.6044 Remote Similarity NPD7150 Approved
0.6044 Remote Similarity NPD7152 Approved
0.6044 Remote Similarity NPD7151 Approved
0.6042 Remote Similarity NPD4821 Approved
0.6042 Remote Similarity NPD4820 Approved
0.6042 Remote Similarity NPD7509 Discontinued
0.6042 Remote Similarity NPD4819 Approved
0.6042 Remote Similarity NPD4822 Approved
0.6 Remote Similarity NPD4249 Approved
0.6 Remote Similarity NPD4268 Approved
0.6 Remote Similarity NPD6922 Approved
0.6 Remote Similarity NPD6923 Approved
0.6 Remote Similarity NPD4271 Approved
0.5984 Remote Similarity NPD8273 Phase 1
0.5984 Remote Similarity NPD8451 Approved
0.5981 Remote Similarity NPD4225 Approved
0.5976 Remote Similarity NPD342 Phase 1
0.595 Remote Similarity NPD7829 Approved
0.595 Remote Similarity NPD7830 Approved
0.5917 Remote Similarity NPD7503 Approved
0.5917 Remote Similarity NPD8033 Approved
0.5917 Remote Similarity NPD8444 Approved
0.5893 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5859 Remote Similarity NPD5362 Discontinued
0.5859 Remote Similarity NPD6110 Phase 1
0.5833 Remote Similarity NPD8377 Approved
0.5833 Remote Similarity NPD8294 Approved
0.58 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5794 Remote Similarity NPD8392 Approved
0.5794 Remote Similarity NPD8391 Approved
0.5794 Remote Similarity NPD8390 Approved
0.5785 Remote Similarity NPD8379 Approved
0.5785 Remote Similarity NPD8296 Approved
0.5785 Remote Similarity NPD8380 Approved
0.5785 Remote Similarity NPD8335 Approved
0.5785 Remote Similarity NPD8378 Approved
0.5784 Remote Similarity NPD4751 Clinical (unspecified phase)
0.5773 Remote Similarity NPD7645 Phase 2
0.5769 Remote Similarity NPD3168 Discontinued
0.5755 Remote Similarity NPD5282 Discontinued
0.5752 Remote Similarity NPD6412 Phase 2
0.5739 Remote Similarity NPD6371 Approved
0.5714 Remote Similarity NPD4219 Approved
0.5714 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7525 Registered
0.57 Remote Similarity NPD5332 Approved
0.57 Remote Similarity NPD5331 Approved
0.5684 Remote Similarity NPD6942 Approved
0.5684 Remote Similarity NPD7339 Approved
0.5667 Remote Similarity NPD7328 Approved
0.5667 Remote Similarity NPD7641 Discontinued
0.5667 Remote Similarity NPD7327 Approved
0.5657 Remote Similarity NPD4790 Discontinued
0.5648 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5636 Remote Similarity NPD7639 Approved
0.5636 Remote Similarity NPD7640 Approved
0.5625 Remote Similarity NPD3701 Clinical (unspecified phase)
0.562 Remote Similarity NPD7516 Approved
0.5618 Remote Similarity NPD371 Approved
0.561 Remote Similarity NPD5125 Phase 3
0.561 Remote Similarity NPD5126 Approved
0.5604 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5603 Remote Similarity NPD6421 Discontinued
0.56 Remote Similarity NPD4269 Approved
0.56 Remote Similarity NPD6435 Approved
0.56 Remote Similarity NPD4270 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