Structure

Physi-Chem Properties

Molecular Weight:  584.4
Volume:  617.945
LogP:  3.952
LogD:  3.445
LogS:  -3.543
# Rotatable Bonds:  24
TPSA:  154.42
# H-Bond Aceptor:  10
# H-Bond Donor:  5
# Rings:  1
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.078
Synthetic Accessibility Score:  4.169
Fsp3:  0.839
Lipinski Rule-of-5:  Accepted
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:  -5.244
MDCK Permeability:  5.557875556405634e-05
Pgp-inhibitor:  0.896
Pgp-substrate:  0.96
Human Intestinal Absorption (HIA):  0.314
20% Bioavailability (F20%):  0.999
30% Bioavailability (F30%):  0.995

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.028
Plasma Protein Binding (PPB):  97.33639526367188%
Volume Distribution (VD):  0.909
Pgp-substrate:  3.2972018718719482%

ADMET: Metabolism

CYP1A2-inhibitor:  0.016
CYP1A2-substrate:  0.077
CYP2C19-inhibitor:  0.208
CYP2C19-substrate:  0.148
CYP2C9-inhibitor:  0.387
CYP2C9-substrate:  0.131
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.063
CYP3A4-inhibitor:  0.891
CYP3A4-substrate:  0.105

ADMET: Excretion

Clearance (CL):  4.457
Half-life (T1/2):  0.918

ADMET: Toxicity

hERG Blockers:  0.038
Human Hepatotoxicity (H-HT):  0.399
Drug-inuced Liver Injury (DILI):  0.092
AMES Toxicity:  0.057
Rat Oral Acute Toxicity:  0.008
Maximum Recommended Daily Dose:  0.004
Skin Sensitization:  0.273
Carcinogencity:  0.025
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.009

Download Data

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

  Natural Product: NPC475918

Natural Product ID:  NPC475918
Common Name*:   [(2R,3R,4R,5S,6R)-3-(Butanoylamino)-4,5-Dihydroxy-6-(Hydroxymethyl)Oxan-2-Yl] (2S)-2-[[(Z)-Hexadec-8-Enoyl]Amino]-3-Methylbutanoate
IUPAC Name:   [(2R,3R,4R,5S,6R)-3-(butanoylamino)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S)-2-[[(Z)-hexadec-8-enoyl]amino]-3-methylbutanoate
Synonyms:  
Standard InCHIKey:  TWCJCOZMQBRJOA-YYTWYAIJSA-N
Standard InCHI:  InChI=1S/C31H56N2O8/c1-5-7-8-9-10-11-12-13-14-15-16-17-18-20-25(36)32-26(22(3)4)30(39)41-31-27(33-24(35)19-6-2)29(38)28(37)23(21-34)40-31/h12-13,22-23,26-29,31,34,37-38H,5-11,14-21H2,1-4H3,(H,32,36)(H,33,35)/b13-12-/t23-,26+,27-,28-,29-,31-/m1/s1
SMILES:  CCCCCCC/C=CCCCCCCC(=N[C@H](C(=O)O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1N=C(CCC)O)O)O)C(C)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL518533
PubChem CID:   44567593
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates
          • [CHEMONTID:0003305] Aminosaccharides
            • [CHEMONTID:0001148] Amino sugars
              • [CHEMONTID:0000146] Acylaminosugars

*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
NPO33361 Serratia sp. Species Yersiniaceae Bacteria n.a. n.a. n.a. PMID[18303848]
NPO33361 Serratia sp. Species Yersiniaceae Bacteria n.a. n.a. n.a. PMID[28335605]

☑ 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
NPT4585 Organism Mycobacterium diernhoferi Mycobacterium diernhoferi MIC = 180000.0 nM PMID[570228]
NPT1177 Organism Mycobacterium phlei Mycobacterium phlei MIC = 180000.0 nM PMID[570228]
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis MIC = 180000.0 nM PMID[570228]

☑ 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 NPC475918 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
0.8763 High Similarity NPC270005
0.8763 High Similarity NPC208537
0.8384 Intermediate Similarity NPC475603
0.8384 Intermediate Similarity NPC61894
0.819 Intermediate Similarity NPC477198
0.7921 Intermediate Similarity NPC43074
0.7921 Intermediate Similarity NPC74672
0.7921 Intermediate Similarity NPC242503
0.7921 Intermediate Similarity NPC139782
0.7921 Intermediate Similarity NPC209047
0.787 Intermediate Similarity NPC74035
0.7864 Intermediate Similarity NPC192066
0.7864 Intermediate Similarity NPC256570
0.7864 Intermediate Similarity NPC17290
0.7864 Intermediate Similarity NPC3568
0.7843 Intermediate Similarity NPC473950
0.7843 Intermediate Similarity NPC473581
0.7843 Intermediate Similarity NPC111567
0.7843 Intermediate Similarity NPC263545
0.7843 Intermediate Similarity NPC473604
0.7843 Intermediate Similarity NPC15851
0.7843 Intermediate Similarity NPC186840
0.7843 Intermediate Similarity NPC309898
0.7843 Intermediate Similarity NPC475125
0.7822 Intermediate Similarity NPC159369
0.7822 Intermediate Similarity NPC39290
0.7714 Intermediate Similarity NPC197294
0.7714 Intermediate Similarity NPC183449
0.7714 Intermediate Similarity NPC8098
0.7692 Intermediate Similarity NPC157353
0.7692 Intermediate Similarity NPC70323
0.7692 Intermediate Similarity NPC262312
0.7692 Intermediate Similarity NPC470283
0.7692 Intermediate Similarity NPC282088
0.7692 Intermediate Similarity NPC158445
0.7692 Intermediate Similarity NPC54961
0.7692 Intermediate Similarity NPC156782
0.7692 Intermediate Similarity NPC35269
0.7692 Intermediate Similarity NPC23454
0.767 Intermediate Similarity NPC182632
0.767 Intermediate Similarity NPC282705
0.7636 Intermediate Similarity NPC201128
0.7547 Intermediate Similarity NPC45313
0.75 Intermediate Similarity NPC475472
0.7456 Intermediate Similarity NPC29501
0.744 Intermediate Similarity NPC73829
0.744 Intermediate Similarity NPC119794
0.7423 Intermediate Similarity NPC474833
0.7381 Intermediate Similarity NPC76999
0.7379 Intermediate Similarity NPC470284
0.7327 Intermediate Similarity NPC476523
0.7323 Intermediate Similarity NPC280941
0.7323 Intermediate Similarity NPC235772
0.7323 Intermediate Similarity NPC75318
0.73 Intermediate Similarity NPC474312
0.7266 Intermediate Similarity NPC145899
0.7258 Intermediate Similarity NPC329919
0.7258 Intermediate Similarity NPC477793
0.7241 Intermediate Similarity NPC1111
0.7241 Intermediate Similarity NPC261750
0.7222 Intermediate Similarity NPC189629
0.7222 Intermediate Similarity NPC475503
0.7182 Intermediate Similarity NPC271207
0.7182 Intermediate Similarity NPC255175
0.7182 Intermediate Similarity NPC206711
0.7182 Intermediate Similarity NPC225978
0.7156 Intermediate Similarity NPC475646
0.7154 Intermediate Similarity NPC200788
0.7154 Intermediate Similarity NPC243680
0.713 Intermediate Similarity NPC473578
0.7117 Intermediate Similarity NPC42320
0.7117 Intermediate Similarity NPC188453
0.7094 Intermediate Similarity NPC60432
0.7087 Intermediate Similarity NPC139585
0.7071 Intermediate Similarity NPC316807
0.7045 Intermediate Similarity NPC82931
0.7045 Intermediate Similarity NPC172365
0.7045 Intermediate Similarity NPC210729
0.7043 Intermediate Similarity NPC475150
0.703 Intermediate Similarity NPC21693
0.703 Intermediate Similarity NPC236649
0.7 Intermediate Similarity NPC6531
0.6992 Remote Similarity NPC469943
0.6992 Remote Similarity NPC273185
0.6977 Remote Similarity NPC477072
0.697 Remote Similarity NPC180770
0.6949 Remote Similarity NPC469865
0.694 Remote Similarity NPC475584
0.694 Remote Similarity NPC475152
0.694 Remote Similarity NPC475394
0.6917 Remote Similarity NPC30196
0.6899 Remote Similarity NPC314361
0.6893 Remote Similarity NPC38295
0.6893 Remote Similarity NPC473500
0.6893 Remote Similarity NPC156089
0.6893 Remote Similarity NPC470313
0.6889 Remote Similarity NPC475892
0.6887 Remote Similarity NPC292345
0.6885 Remote Similarity NPC477515
0.6885 Remote Similarity NPC314268
0.6885 Remote Similarity NPC313802
0.6885 Remote Similarity NPC67917
0.688 Remote Similarity NPC314512
0.688 Remote Similarity NPC313342
0.688 Remote Similarity NPC314451
0.688 Remote Similarity NPC313333
0.6866 Remote Similarity NPC162910
0.6842 Remote Similarity NPC55336
0.6842 Remote Similarity NPC302276
0.6807 Remote Similarity NPC279383
0.68 Remote Similarity NPC110813
0.68 Remote Similarity NPC314629
0.6772 Remote Similarity NPC314282
0.6768 Remote Similarity NPC264417
0.6768 Remote Similarity NPC217095
0.6765 Remote Similarity NPC141669
0.6765 Remote Similarity NPC284625
0.6765 Remote Similarity NPC298469
0.6765 Remote Similarity NPC69176
0.6765 Remote Similarity NPC193579
0.6762 Remote Similarity NPC83839
0.6757 Remote Similarity NPC175614
0.6746 Remote Similarity NPC204639
0.6733 Remote Similarity NPC133377
0.6723 Remote Similarity NPC476875
0.6715 Remote Similarity NPC298067
0.6715 Remote Similarity NPC214821
0.6697 Remote Similarity NPC472197
0.6697 Remote Similarity NPC472199
0.6667 Remote Similarity NPC268327
0.6667 Remote Similarity NPC315426
0.6667 Remote Similarity NPC318445
0.6667 Remote Similarity NPC315387
0.6667 Remote Similarity NPC316133
0.6667 Remote Similarity NPC273215
0.6667 Remote Similarity NPC315783
0.6667 Remote Similarity NPC295444
0.6667 Remote Similarity NPC477199
0.6667 Remote Similarity NPC316205
0.6638 Remote Similarity NPC14537
0.6636 Remote Similarity NPC470282
0.662 Remote Similarity NPC265699
0.662 Remote Similarity NPC475527
0.6619 Remote Similarity NPC244380
0.6619 Remote Similarity NPC61717
0.6617 Remote Similarity NPC472430
0.6612 Remote Similarity NPC475988
0.661 Remote Similarity NPC70235
0.661 Remote Similarity NPC474969
0.661 Remote Similarity NPC476034
0.6604 Remote Similarity NPC477746
0.6604 Remote Similarity NPC477747
0.6598 Remote Similarity NPC327753
0.6598 Remote Similarity NPC223174
0.6598 Remote Similarity NPC327486
0.6593 Remote Similarity NPC265908
0.6591 Remote Similarity NPC78189
0.6587 Remote Similarity NPC471262
0.6585 Remote Similarity NPC201968
0.6581 Remote Similarity NPC473252
0.6577 Remote Similarity NPC472198
0.6573 Remote Similarity NPC100612
0.6573 Remote Similarity NPC187497
0.6573 Remote Similarity NPC174336
0.6573 Remote Similarity NPC113620
0.6573 Remote Similarity NPC475599
0.6571 Remote Similarity NPC155670
0.6571 Remote Similarity NPC228638
0.6571 Remote Similarity NPC145748
0.6571 Remote Similarity NPC95478
0.6565 Remote Similarity NPC316401
0.6557 Remote Similarity NPC471645
0.6555 Remote Similarity NPC474891
0.6549 Remote Similarity NPC476612
0.6549 Remote Similarity NPC476613
0.6541 Remote Similarity NPC472428
0.6538 Remote Similarity NPC469469
0.6535 Remote Similarity NPC471255
0.6525 Remote Similarity NPC250187
0.6525 Remote Similarity NPC298005
0.6525 Remote Similarity NPC36463
0.6509 Remote Similarity NPC192025
0.6509 Remote Similarity NPC227051
0.6509 Remote Similarity NPC125253
0.6509 Remote Similarity NPC253975
0.65 Remote Similarity NPC127578
0.6495 Remote Similarity NPC474812
0.6491 Remote Similarity NPC234542
0.6486 Remote Similarity NPC320089
0.6486 Remote Similarity NPC238090
0.6486 Remote Similarity NPC472196
0.6486 Remote Similarity NPC472195
0.6475 Remote Similarity NPC241597
0.6444 Remote Similarity NPC230889
0.6441 Remote Similarity NPC135216
0.6441 Remote Similarity NPC154601
0.6441 Remote Similarity NPC101106
0.6435 Remote Similarity NPC473224
0.6434 Remote Similarity NPC471263
0.6429 Remote Similarity NPC159698

  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 NPC475918 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
0.7921 Intermediate Similarity NPD8522 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD6421 Discontinued
0.7383 Intermediate Similarity NPD6428 Approved
0.7308 Intermediate Similarity NPD3716 Discontinued
0.7297 Intermediate Similarity NPD1407 Approved
0.7282 Intermediate Similarity NPD4759 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD7641 Discontinued
0.6983 Remote Similarity NPD6941 Approved
0.6887 Remote Similarity NPD618 Clinical (unspecified phase)
0.688 Remote Similarity NPD8340 Approved
0.688 Remote Similarity NPD8342 Approved
0.688 Remote Similarity NPD8341 Approved
0.688 Remote Similarity NPD8299 Approved
0.6875 Remote Similarity NPD8391 Approved
0.6875 Remote Similarity NPD8390 Approved
0.6875 Remote Similarity NPD8392 Approved
0.6855 Remote Similarity NPD6436 Phase 3
0.6842 Remote Similarity NPD8045 Clinical (unspecified phase)
0.6825 Remote Similarity NPD8451 Approved
0.6789 Remote Similarity NPD1446 Phase 3
0.6789 Remote Similarity NPD1447 Phase 3
0.6789 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6774 Remote Similarity NPD8444 Approved
0.6772 Remote Similarity NPD8448 Approved
0.6754 Remote Similarity NPD7139 Approved
0.6754 Remote Similarity NPD7140 Approved
0.6754 Remote Similarity NPD7141 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7642 Approved
0.6667 Remote Similarity NPD7830 Approved
0.6667 Remote Similarity NPD7829 Approved
0.6667 Remote Similarity NPD8307 Discontinued
0.6637 Remote Similarity NPD2255 Approved
0.6598 Remote Similarity NPD9445 Approved
0.6585 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6577 Remote Similarity NPD8394 Approved
0.6555 Remote Similarity NPD8306 Approved
0.6555 Remote Similarity NPD8305 Approved
0.6525 Remote Similarity NPD8140 Approved
0.65 Remote Similarity NPD8087 Discontinued
0.6475 Remote Similarity NPD3731 Phase 3
0.6452 Remote Similarity NPD6935 Phase 3
0.6452 Remote Similarity NPD6936 Clinical (unspecified phase)
0.6441 Remote Similarity NPD4211 Phase 1
0.6393 Remote Similarity NPD6429 Approved
0.6393 Remote Similarity NPD6430 Approved
0.6378 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6371 Remote Similarity NPD4831 Approved
0.6371 Remote Similarity NPD4830 Approved
0.6371 Remote Similarity NPD4832 Approved
0.6333 Remote Similarity NPD8174 Phase 2
0.6328 Remote Similarity NPD8080 Discontinued
0.6316 Remote Similarity NPD4228 Discovery
0.6303 Remote Similarity NPD5357 Phase 1
0.6271 Remote Similarity NPD8275 Approved
0.6271 Remote Similarity NPD8276 Approved
0.6228 Remote Similarity NPD5381 Approved
0.6228 Remote Similarity NPD7844 Discontinued
0.6228 Remote Similarity NPD5377 Approved
0.6228 Remote Similarity NPD5378 Approved
0.619 Remote Similarity NPD7500 Approved
0.6186 Remote Similarity NPD8083 Approved
0.6186 Remote Similarity NPD8139 Approved
0.6186 Remote Similarity NPD8085 Approved
0.6186 Remote Similarity NPD8138 Approved
0.6186 Remote Similarity NPD8086 Approved
0.6186 Remote Similarity NPD8084 Approved
0.6186 Remote Similarity NPD8082 Approved
0.6183 Remote Similarity NPD4816 Clinical (unspecified phase)
0.6179 Remote Similarity NPD1719 Phase 1
0.6176 Remote Similarity NPD8415 Approved
0.6172 Remote Similarity NPD8345 Approved
0.6172 Remote Similarity NPD8347 Approved
0.6172 Remote Similarity NPD8346 Approved
0.6168 Remote Similarity NPD882 Phase 2
0.6168 Remote Similarity NPD883 Phase 2
0.6167 Remote Similarity NPD8393 Approved
0.6167 Remote Similarity NPD5376 Approved
0.6154 Remote Similarity NPD3160 Suspended
0.6142 Remote Similarity NPD6918 Phase 1
0.6134 Remote Similarity NPD2259 Approved
0.6134 Remote Similarity NPD2258 Approved
0.6131 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6098 Remote Similarity NPD6420 Discontinued
0.6083 Remote Similarity NPD8081 Approved
0.6061 Remote Similarity NPD8273 Phase 1
0.6048 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6034 Remote Similarity NPD3190 Approved
0.6034 Remote Similarity NPD3189 Approved
0.6034 Remote Similarity NPD3191 Approved
0.6018 Remote Similarity NPD6095 Approved
0.6018 Remote Similarity NPD6094 Approved
0.6018 Remote Similarity NPD46 Approved
0.6018 Remote Similarity NPD6698 Approved
0.6016 Remote Similarity NPD6413 Approved
0.6015 Remote Similarity NPD8074 Phase 3
0.6 Remote Similarity NPD9434 Approved
0.6 Remote Similarity NPD9435 Approved
0.6 Remote Similarity NPD6914 Discontinued
0.597 Remote Similarity NPD8336 Approved
0.597 Remote Similarity NPD8337 Approved
0.5938 Remote Similarity NPD7505 Discontinued
0.5935 Remote Similarity NPD6686 Approved
0.5932 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5923 Remote Similarity NPD2217 Approved
0.5923 Remote Similarity NPD2218 Phase 2
0.5912 Remote Similarity NPD8338 Approved
0.5906 Remote Similarity NPD7916 Approved
0.5906 Remote Similarity NPD7915 Approved
0.5897 Remote Similarity NPD7839 Suspended
0.5882 Remote Similarity NPD4837 Approved
0.5882 Remote Similarity NPD4836 Approved
0.5882 Remote Similarity NPD4835 Approved
0.5882 Remote Similarity NPD4838 Approved
0.587 Remote Similarity NPD4738 Phase 2
0.5859 Remote Similarity NPD869 Approved
0.5856 Remote Similarity NPD619 Phase 3
0.5845 Remote Similarity NPD6852 Discontinued
0.5833 Remote Similarity NPD7623 Phase 3
0.5833 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5826 Remote Similarity NPD7983 Approved
0.5825 Remote Similarity NPD6704 Discontinued
0.582 Remote Similarity NPD2700 Approved
0.5804 Remote Similarity NPD3200 Clinical (unspecified phase)
0.5794 Remote Similarity NPD7917 Clinical (unspecified phase)
0.5794 Remote Similarity NPD7918 Clinical (unspecified phase)
0.5789 Remote Similarity NPD8417 Discontinued
0.5772 Remote Similarity NPD1428 Phase 2
0.5769 Remote Similarity NPD7756 Clinical (unspecified phase)
0.5752 Remote Similarity NPD3201 Approved
0.5752 Remote Similarity NPD3208 Approved
0.5752 Remote Similarity NPD3207 Approved
0.5752 Remote Similarity NPD3202 Approved
0.5752 Remote Similarity NPD2698 Approved
0.5752 Remote Similarity NPD3209 Approved
0.5752 Remote Similarity NPD3203 Approved
0.5739 Remote Similarity NPD7838 Discovery
0.5738 Remote Similarity NPD3161 Clinical (unspecified phase)
0.5727 Remote Similarity NPD7345 Approved
0.5714 Remote Similarity NPD1804 Phase 2
0.5714 Remote Similarity NPD4282 Approved
0.5714 Remote Similarity NPD1805 Phase 2
0.5714 Remote Similarity NPD881 Approved
0.5702 Remote Similarity NPD4264 Clinical (unspecified phase)
0.5694 Remote Similarity NPD8384 Approved
0.5686 Remote Similarity NPD3724 Clinical (unspecified phase)
0.5673 Remote Similarity NPD3187 Discontinued
0.5669 Remote Similarity NPD2204 Approved
0.5669 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5669 Remote Similarity NPD2690 Discontinued
0.5669 Remote Similarity NPD7601 Clinical (unspecified phase)
0.5667 Remote Similarity NPD8389 Clinical (unspecified phase)
0.5662 Remote Similarity NPD7747 Phase 1
0.5662 Remote Similarity NPD7746 Phase 1
0.5656 Remote Similarity NPD8301 Approved
0.5656 Remote Similarity NPD8300 Approved
0.5652 Remote Similarity NPD5794 Approved
0.5652 Remote Similarity NPD5796 Clinical (unspecified phase)
0.5652 Remote Similarity NPD5798 Approved
0.5652 Remote Similarity NPD5797 Approved
0.5652 Remote Similarity NPD5795 Approved
0.5648 Remote Similarity NPD3732 Approved
0.5645 Remote Similarity NPD1385 Discontinued
0.5644 Remote Similarity NPD9030 Approved
0.5644 Remote Similarity NPD9031 Approved
0.5644 Remote Similarity NPD9033 Approved
0.5644 Remote Similarity NPD9032 Approved
0.5608 Remote Similarity NPD7625 Phase 1
0.5607 Remote Similarity NPD2689 Clinical (unspecified phase)
0.56 Remote Similarity NPD6412 Phase 2

  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