Structure

Physi-Chem Properties

Molecular Weight:  995.54
Volume:  994.075
LogP:  0.815
LogD:  0.656
LogS:  -2.134
# Rotatable Bonds:  21
TPSA:  351.13
# H-Bond Aceptor:  23
# H-Bond Donor:  12
# Rings:  4
# Heavy Atoms:  23

MedChem Properties

QED Drug-Likeness Score:  0.043
Synthetic Accessibility Score:  7.021
Fsp3:  0.625
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:  -7.042
MDCK Permeability:  1.9398190488573164e-05
Pgp-inhibitor:  0.025
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.929
20% Bioavailability (F20%):  0.968
30% Bioavailability (F30%):  0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.078
Plasma Protein Binding (PPB):  55.042205810546875%
Volume Distribution (VD):  0.394
Pgp-substrate:  34.61711502075195%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.006
CYP2C19-inhibitor:  0.045
CYP2C19-substrate:  0.029
CYP2C9-inhibitor:  0.143
CYP2C9-substrate:  0.102
CYP2D6-inhibitor:  0.072
CYP2D6-substrate:  0.08
CYP3A4-inhibitor:  0.05
CYP3A4-substrate:  0.005

ADMET: Excretion

Clearance (CL):  3.054
Half-life (T1/2):  0.86

ADMET: Toxicity

hERG Blockers:  0.012
Human Hepatotoxicity (H-HT):  0.955
Drug-inuced Liver Injury (DILI):  0.965
AMES Toxicity:  0.004
Rat Oral Acute Toxicity:  0.5
Maximum Recommended Daily Dose:  0.963
Skin Sensitization:  0.531
Carcinogencity:  0.209
Eye Corrosion:  0.003
Eye Irritation:  0.003
Respiratory Toxicity:  0.798

Download Data

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

  Natural Product: NPC64216

Natural Product ID:  NPC64216
Common Name*:   Micropeptin Sf995
IUPAC Name:   (3S)-4-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-[(2S)-butan-2-yl]-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-(1H-indol-3-ylmethyl)-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(hexanoylamino)-4-oxobutanoic acid
Synonyms:   Micropeptin SF995
Standard InCHIKey:  TWXCIJLXMTYXKC-ASZZHDLXSA-N
Standard InCHI:  InChI=1S/C48H73N11O12/c1-8-10-11-18-35(60)53-33(23-37(62)63)42(65)57-39-27(6)71-47(70)38(25(3)4)56-43(66)34(22-28-24-52-30-16-13-12-15-29(28)30)58(7)46(69)40(26(5)9-2)59-36(61)20-19-32(45(59)68)55-41(64)31(54-44(39)67)17-14-21-51-48(49)50/h12-13,15-16,24-27,31-34,36,38-40,52,61H,8-11,14,17-23H2,1-7H3,(H,53,60)(H,54,67)(H,55,64)(H,56,66)(H,57,65)(H,62,63)(H4,49,50,51)/t26-,27+,31-,32-,33-,34-,36+,38-,39-,40-/m0/s1
SMILES:  CCCCCC(=N[C@@H](CC(=O)O)C(=N[C@H]1[C@@H](C)OC(=O)[C@H](C(C)C)N=C([C@H](Cc2c[nH]c3ccccc23)N(C)C(=O)[C@H]([C@@H](C)CC)N2[C@@H](CC[C@@H](C2=O)N=C([C@H](CCCNC(=N)N)N=C1O)O)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL256757
PubChem CID:   10606009
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0001813] Peptidomimetics
        • [CHEMONTID:0001961] Depsipeptides
          • [CHEMONTID:0001994] Cyclic depsipeptides

*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
NPO32761 microcystis sp. Species Microcystaceae Bacteria n.a. Germany n.a. PMID[18163584]
NPO32761 microcystis sp. Species Microcystaceae Bacteria Israeli fishpond water bloom n.a. n.a. PMID[20028081]
NPO32761 microcystis sp. Species Microcystaceae Bacteria n.a. Varanasi, India n.a. PMID[23777401]
NPO32761 microcystis sp. Species Microcystaceae Bacteria n.a. Tel Aviv Safari in Israel n.a. Database[Title]

☑ 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
NPT2 Others Unspecified IC50 = 200.0 nM PMID[526815]

☑ 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 NPC64216 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
0.9167 High Similarity NPC281049
0.9064 High Similarity NPC54744
0.8966 High Similarity NPC320968
0.8832 High Similarity NPC89987
0.8683 High Similarity NPC478158
0.867 High Similarity NPC473376
0.8571 High Similarity NPC155143
0.8571 High Similarity NPC476874
0.8558 High Similarity NPC75634
0.8522 High Similarity NPC475506
0.8476 Intermediate Similarity NPC478157
0.8424 Intermediate Similarity NPC293917
0.8413 Intermediate Similarity NPC162860
0.8374 Intermediate Similarity NPC473640
0.8333 Intermediate Similarity NPC100321
0.8325 Intermediate Similarity NPC107077
0.8325 Intermediate Similarity NPC223791
0.8317 Intermediate Similarity NPC54420
0.8295 Intermediate Similarity NPC125597
0.8284 Intermediate Similarity NPC171317
0.8261 Intermediate Similarity NPC314882
0.8159 Intermediate Similarity NPC213629
0.8157 Intermediate Similarity NPC473317
0.815 Intermediate Similarity NPC94752
0.8145 Intermediate Similarity NPC69843
0.8101 Intermediate Similarity NPC263117
0.8101 Intermediate Similarity NPC125181
0.8101 Intermediate Similarity NPC242872
0.8091 Intermediate Similarity NPC319232
0.8091 Intermediate Similarity NPC24370
0.8084 Intermediate Similarity NPC229348
0.8067 Intermediate Similarity NPC315467
0.8053 Intermediate Similarity NPC478029
0.8043 Intermediate Similarity NPC478006
0.8038 Intermediate Similarity NPC193761
0.799 Intermediate Similarity NPC473763
0.799 Intermediate Similarity NPC117244
0.7972 Intermediate Similarity NPC323927
0.7965 Intermediate Similarity NPC478028
0.7963 Intermediate Similarity NPC313640
0.7958 Intermediate Similarity NPC478010
0.7958 Intermediate Similarity NPC478009
0.7956 Intermediate Similarity NPC323752
0.7897 Intermediate Similarity NPC477635
0.7897 Intermediate Similarity NPC477630
0.7882 Intermediate Similarity NPC235684
0.7875 Intermediate Similarity NPC314056
0.7871 Intermediate Similarity NPC228835
0.7869 Intermediate Similarity NPC321939
0.785 Intermediate Similarity NPC126709
0.785 Intermediate Similarity NPC248041
0.785 Intermediate Similarity NPC283219
0.7828 Intermediate Similarity NPC314603
0.78 Intermediate Similarity NPC84827
0.78 Intermediate Similarity NPC14113
0.78 Intermediate Similarity NPC145885
0.7797 Intermediate Similarity NPC220852
0.7796 Intermediate Similarity NPC478012
0.7796 Intermediate Similarity NPC478011
0.7793 Intermediate Similarity NPC155444
0.7788 Intermediate Similarity NPC474877
0.7788 Intermediate Similarity NPC475969
0.7788 Intermediate Similarity NPC475859
0.7778 Intermediate Similarity NPC478013
0.7773 Intermediate Similarity NPC28945
0.7773 Intermediate Similarity NPC470497
0.7764 Intermediate Similarity NPC314176
0.7757 Intermediate Similarity NPC277350
0.7756 Intermediate Similarity NPC17059
0.775 Intermediate Similarity NPC267885
0.7743 Intermediate Similarity NPC470729
0.7743 Intermediate Similarity NPC477175
0.7743 Intermediate Similarity NPC477176
0.7743 Intermediate Similarity NPC470730
0.7738 Intermediate Similarity NPC315804
0.7738 Intermediate Similarity NPC313804
0.7729 Intermediate Similarity NPC243716
0.7727 Intermediate Similarity NPC238945
0.7723 Intermediate Similarity NPC469896
0.7719 Intermediate Similarity NPC63279
0.7709 Intermediate Similarity NPC477177
0.7706 Intermediate Similarity NPC31385
0.7706 Intermediate Similarity NPC75726
0.7706 Intermediate Similarity NPC110602
0.77 Intermediate Similarity NPC203468
0.77 Intermediate Similarity NPC149155
0.77 Intermediate Similarity NPC110500
0.7696 Intermediate Similarity NPC285343
0.7686 Intermediate Similarity NPC297642
0.7685 Intermediate Similarity NPC71037
0.7682 Intermediate Similarity NPC471192
0.7675 Intermediate Similarity NPC165743
0.7673 Intermediate Similarity NPC219336
0.7673 Intermediate Similarity NPC11126
0.7644 Intermediate Similarity NPC474196
0.7633 Intermediate Similarity NPC175474
0.7633 Intermediate Similarity NPC321708
0.7626 Intermediate Similarity NPC471193
0.7626 Intermediate Similarity NPC471194
0.7626 Intermediate Similarity NPC6865
0.7626 Intermediate Similarity NPC153980
0.7626 Intermediate Similarity NPC160105
0.7624 Intermediate Similarity NPC183662
0.7624 Intermediate Similarity NPC217372
0.7624 Intermediate Similarity NPC15573
0.7621 Intermediate Similarity NPC56109
0.7621 Intermediate Similarity NPC191382
0.7612 Intermediate Similarity NPC469938
0.761 Intermediate Similarity NPC165495
0.7607 Intermediate Similarity NPC477107
0.7607 Intermediate Similarity NPC477109
0.7607 Intermediate Similarity NPC477108
0.7606 Intermediate Similarity NPC214428
0.76 Intermediate Similarity NPC475271
0.7594 Intermediate Similarity NPC52557
0.7594 Intermediate Similarity NPC470499
0.7591 Intermediate Similarity NPC472291
0.7588 Intermediate Similarity NPC326363
0.758 Intermediate Similarity NPC72956
0.7564 Intermediate Similarity NPC17487
0.7564 Intermediate Similarity NPC201831
0.7545 Intermediate Similarity NPC474195
0.7536 Intermediate Similarity NPC315555
0.7536 Intermediate Similarity NPC294693
0.7534 Intermediate Similarity NPC475736
0.7534 Intermediate Similarity NPC234999
0.7534 Intermediate Similarity NPC477714
0.7523 Intermediate Similarity NPC79129
0.7523 Intermediate Similarity NPC313985
0.7523 Intermediate Similarity NPC195461
0.7523 Intermediate Similarity NPC81654
0.7523 Intermediate Similarity NPC249150
0.7523 Intermediate Similarity NPC49196
0.752 Intermediate Similarity NPC477633
0.7511 Intermediate Similarity NPC322135
0.7511 Intermediate Similarity NPC95240
0.75 Intermediate Similarity NPC78020
0.75 Intermediate Similarity NPC476491
0.75 Intermediate Similarity NPC472323
0.7488 Intermediate Similarity NPC300183
0.748 Intermediate Similarity NPC477634
0.7477 Intermediate Similarity NPC316403
0.7476 Intermediate Similarity NPC139291
0.7476 Intermediate Similarity NPC469358
0.7476 Intermediate Similarity NPC472108
0.7467 Intermediate Similarity NPC100547
0.7466 Intermediate Similarity NPC475778
0.7465 Intermediate Similarity NPC262898
0.7458 Intermediate Similarity NPC153400
0.7457 Intermediate Similarity NPC325976
0.7452 Intermediate Similarity NPC62749
0.745 Intermediate Similarity NPC474561
0.745 Intermediate Similarity NPC54988
0.745 Intermediate Similarity NPC49954
0.7446 Intermediate Similarity NPC54803
0.7446 Intermediate Similarity NPC321592
0.7444 Intermediate Similarity NPC470732
0.7444 Intermediate Similarity NPC470731
0.7437 Intermediate Similarity NPC311276
0.7435 Intermediate Similarity NPC223409
0.743 Intermediate Similarity NPC149708
0.743 Intermediate Similarity NPC50503
0.7429 Intermediate Similarity NPC95783
0.7427 Intermediate Similarity NPC233936
0.7424 Intermediate Similarity NPC304307
0.7424 Intermediate Similarity NPC34580
0.7424 Intermediate Similarity NPC124920
0.7424 Intermediate Similarity NPC261251
0.7424 Intermediate Similarity NPC118559
0.7418 Intermediate Similarity NPC179701
0.7415 Intermediate Similarity NPC213468
0.7414 Intermediate Similarity NPC284888
0.7411 Intermediate Similarity NPC477715
0.7406 Intermediate Similarity NPC472295
0.7406 Intermediate Similarity NPC269886
0.7406 Intermediate Similarity NPC472210
0.7406 Intermediate Similarity NPC81802
0.7406 Intermediate Similarity NPC247735
0.7403 Intermediate Similarity NPC14288
0.7391 Intermediate Similarity NPC33949
0.7391 Intermediate Similarity NPC472109
0.7391 Intermediate Similarity NPC472110
0.738 Intermediate Similarity NPC214142
0.7379 Intermediate Similarity NPC91179
0.7378 Intermediate Similarity NPC174788
0.7378 Intermediate Similarity NPC82070
0.7366 Intermediate Similarity NPC476114
0.7357 Intermediate Similarity NPC2395
0.7348 Intermediate Similarity NPC186351
0.7348 Intermediate Similarity NPC244536
0.7345 Intermediate Similarity NPC52254
0.7339 Intermediate Similarity NPC323198
0.7336 Intermediate Similarity NPC235885
0.7333 Intermediate Similarity NPC79386
0.733 Intermediate Similarity NPC55772
0.7323 Intermediate Similarity NPC469762
0.7321 Intermediate Similarity NPC477979
0.7321 Intermediate Similarity NPC62510
0.7321 Intermediate Similarity NPC280290
0.73 Intermediate Similarity NPC282231

  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 NPC64216 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
0.8585 High Similarity NPD8493 Clinical (unspecified phase)
0.8571 High Similarity NPD8406 Clinical (unspecified phase)
0.8565 High Similarity NPD7970 Approved
0.8565 High Similarity NPD7971 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD7809 Clinical (unspecified phase)
0.8424 Intermediate Similarity NPD7621 Clinical (unspecified phase)
0.8341 Intermediate Similarity NPD7903 Clinical (unspecified phase)
0.8309 Intermediate Similarity NPD8272 Phase 2
0.8075 Intermediate Similarity NPD8013 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD7594 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD8072 Approved
0.8 Intermediate Similarity NPD5728 Clinical (unspecified phase)
0.7963 Intermediate Similarity NPD8112 Clinical (unspecified phase)
0.7925 Intermediate Similarity NPD7957 Phase 1
0.7925 Intermediate Similarity NPD7958 Clinical (unspecified phase)
0.791 Intermediate Similarity NPD2094 Phase 2
0.791 Intermediate Similarity NPD2095 Phase 2
0.791 Intermediate Similarity NPD2092 Phase 2
0.7907 Intermediate Similarity NPD7470 Discontinued
0.7892 Intermediate Similarity NPD7730 Approved
0.7892 Intermediate Similarity NPD7731 Approved
0.7874 Intermediate Similarity NPD7944 Discontinued
0.7871 Intermediate Similarity NPD2091 Phase 2
0.7871 Intermediate Similarity NPD2096 Phase 2
0.7867 Intermediate Similarity NPD8073 Approved
0.7832 Intermediate Similarity NPD8119 Discontinued
0.7822 Intermediate Similarity NPD7824 Approved
0.7803 Intermediate Similarity NPD7271 Approved
0.7793 Intermediate Similarity NPD8169 Discontinued
0.7788 Intermediate Similarity NPD8372 Clinical (unspecified phase)
0.7751 Intermediate Similarity NPD7818 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD8271 Discontinued
0.7721 Intermediate Similarity NPD8410 Clinical (unspecified phase)
0.7719 Intermediate Similarity NPD7790 Approved
0.7719 Intermediate Similarity NPD7950 Approved
0.7719 Intermediate Similarity NPD7789 Approved
0.7719 Intermediate Similarity NPD7952 Approved
0.7719 Intermediate Similarity NPD7791 Approved
0.7719 Intermediate Similarity NPD7951 Approved
0.7719 Intermediate Similarity NPD7953 Approved
0.77 Intermediate Similarity NPD482 Approved
0.7696 Intermediate Similarity NPD7998 Clinical (unspecified phase)
0.7662 Intermediate Similarity NPD749 Clinical (unspecified phase)
0.7653 Intermediate Similarity NPD7817 Phase 1
0.7621 Intermediate Similarity NPD7781 Approved
0.7621 Intermediate Similarity NPD7780 Approved
0.7619 Intermediate Similarity NPD7619 Phase 3
0.7619 Intermediate Similarity NPD7618 Phase 3
0.7613 Intermediate Similarity NPD8405 Clinical (unspecified phase)
0.7611 Intermediate Similarity NPD7711 Discontinued
0.7562 Intermediate Similarity NPD750 Phase 2
0.755 Intermediate Similarity NPD4184 Clinical (unspecified phase)
0.7548 Intermediate Similarity NPD8110 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD6664 Approved
0.7546 Intermediate Similarity NPD7712 Clinical (unspecified phase)
0.7535 Intermediate Similarity NPD5721 Clinical (unspecified phase)
0.7523 Intermediate Similarity NPD7947 Clinical (unspecified phase)
0.7523 Intermediate Similarity NPD4601 Approved
0.7523 Intermediate Similarity NPD4600 Approved
0.7477 Intermediate Similarity NPD8322 Phase 2
0.7455 Intermediate Similarity NPD6578 Clinical (unspecified phase)
0.7441 Intermediate Similarity NPD6665 Discontinued
0.7431 Intermediate Similarity NPD4862 Clinical (unspecified phase)
0.7397 Intermediate Similarity NPD6838 Clinical (unspecified phase)
0.7395 Intermediate Similarity NPD6661 Clinical (unspecified phase)
0.7395 Intermediate Similarity NPD8375 Approved
0.7385 Intermediate Similarity NPD8114 Approved
0.7385 Intermediate Similarity NPD8115 Approved
0.738 Intermediate Similarity NPD8075 Discontinued
0.738 Intermediate Similarity NPD7603 Discontinued
0.738 Intermediate Similarity NPD8289 Discontinued
0.7379 Intermediate Similarity NPD6595 Phase 3
0.7376 Intermediate Similarity NPD7825 Clinical (unspecified phase)
0.7364 Intermediate Similarity NPD8250 Phase 2
0.7363 Intermediate Similarity NPD4174 Clinical (unspecified phase)
0.7348 Intermediate Similarity NPD8430 Approved
0.7348 Intermediate Similarity NPD4086 Phase 1
0.7339 Intermediate Similarity NPD2121 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD8325 Phase 3
0.7333 Intermediate Similarity NPD8327 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD8326 Phase 3
0.7333 Intermediate Similarity NPD8371 Clinical (unspecified phase)
0.7327 Intermediate Similarity NPD7727 Phase 2
0.7325 Intermediate Similarity NPD8356 Approved
0.7317 Intermediate Similarity NPD8022 Clinical (unspecified phase)
0.7309 Intermediate Similarity NPD8458 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD4427 Phase 2
0.7289 Intermediate Similarity NPD3393 Approved
0.7289 Intermediate Similarity NPD3394 Approved
0.7289 Intermediate Similarity NPD3389 Approved
0.7285 Intermediate Similarity NPD2509 Approved
0.7285 Intermediate Similarity NPD2510 Approved
0.7277 Intermediate Similarity NPD8094 Discontinued
0.7277 Intermediate Similarity NPD8488 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD8292 Phase 2
0.7251 Intermediate Similarity NPD8431 Approved
0.7251 Intermediate Similarity NPD3486 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD8386 Phase 2
0.7232 Intermediate Similarity NPD8093 Discontinued
0.7227 Intermediate Similarity NPD5426 Phase 3
0.7215 Intermediate Similarity NPD6268 Phase 1
0.7215 Intermediate Similarity NPD6269 Clinical (unspecified phase)
0.7214 Intermediate Similarity NPD8026 Phase 1
0.721 Intermediate Similarity NPD8374 Phase 3
0.7205 Intermediate Similarity NPD6615 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD4500 Approved
0.7202 Intermediate Similarity NPD4501 Approved
0.7198 Intermediate Similarity NPD6164 Phase 2
0.7198 Intermediate Similarity NPD6165 Phase 2
0.7198 Intermediate Similarity NPD2144 Approved
0.7184 Intermediate Similarity NPD5322 Clinical (unspecified phase)
0.7183 Intermediate Similarity NPD4499 Approved
0.7181 Intermediate Similarity NPD7823 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD8000 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD8256 Approved
0.7181 Intermediate Similarity NPD8257 Approved
0.7181 Intermediate Similarity NPD8258 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD8291 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD3038 Discontinued
0.7177 Intermediate Similarity NPD8408 Discontinued
0.7175 Intermediate Similarity NPD3968 Approved
0.717 Intermediate Similarity NPD3961 Discontinued
0.7161 Intermediate Similarity NPD8329 Phase 3
0.7156 Intermediate Similarity NPD6610 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7465 Suspended
0.7143 Intermediate Similarity NPD7716 Approved
0.7143 Intermediate Similarity NPD7717 Approved
0.713 Intermediate Similarity NPD8641 Approved
0.713 Intermediate Similarity NPD4602 Approved
0.7123 Intermediate Similarity NPD484 Approved
0.7117 Intermediate Similarity NPD7001 Phase 3
0.7115 Intermediate Similarity NPD4181 Approved
0.7087 Intermediate Similarity NPD5884 Clinical (unspecified phase)
0.7085 Intermediate Similarity NPD3410 Approved
0.7085 Intermediate Similarity NPD3411 Phase 2
0.7081 Intermediate Similarity NPD4076 Approved
0.7081 Intermediate Similarity NPD4079 Approved
0.7069 Intermediate Similarity NPD6753 Phase 1
0.7069 Intermediate Similarity NPD6752 Phase 1
0.7064 Intermediate Similarity NPD5003 Discontinued
0.7056 Intermediate Similarity NPD7233 Approved
0.7056 Intermediate Similarity NPD7234 Approved
0.7048 Intermediate Similarity NPD7557 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD6479 Discontinued
0.7042 Intermediate Similarity NPD7026 Phase 2
0.704 Intermediate Similarity NPD3967 Approved
0.7035 Intermediate Similarity NPD3915 Approved
0.7033 Intermediate Similarity NPD3506 Approved
0.7033 Intermediate Similarity NPD3505 Approved
0.7031 Intermediate Similarity NPD2787 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5487 Phase 1
0.7024 Intermediate Similarity NPD5611 Phase 2
0.7022 Intermediate Similarity NPD5510 Approved
0.7014 Intermediate Similarity NPD8629 Discontinued
0.7004 Intermediate Similarity NPD3918 Approved
0.7004 Intermediate Similarity NPD3917 Approved
0.7004 Intermediate Similarity NPD3916 Clinical (unspecified phase)
0.7004 Intermediate Similarity NPD7573 Discontinued
0.7 Intermediate Similarity NPD6249 Phase 2
0.7 Intermediate Similarity NPD6248 Phase 2
0.6996 Remote Similarity NPD5483 Clinical (unspecified phase)
0.6996 Remote Similarity NPD6173 Approved
0.6991 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6986 Remote Similarity NPD2880 Discontinued
0.6986 Remote Similarity NPD4075 Phase 2
0.6981 Remote Similarity NPD5596 Phase 2
0.6977 Remote Similarity NPD4334 Discontinued
0.6971 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6951 Remote Similarity NPD6176 Phase 1
0.6949 Remote Similarity NPD7887 Approved
0.6949 Remote Similarity NPD7888 Approved
0.6948 Remote Similarity NPD1096 Discontinued
0.6941 Remote Similarity NPD6226 Phase 3
0.6941 Remote Similarity NPD7061 Clinical (unspecified phase)
0.6938 Remote Similarity NPD5065 Approved
0.6938 Remote Similarity NPD4128 Approved
0.693 Remote Similarity NPD6141 Clinical (unspecified phase)
0.692 Remote Similarity NPD5901 Discontinued
0.6916 Remote Similarity NPD5072 Discontinued
0.6916 Remote Similarity NPD8321 Discontinued
0.6913 Remote Similarity NPD3353 Approved
0.6909 Remote Similarity NPD7948 Phase 1
0.6908 Remote Similarity NPD5069 Clinical (unspecified phase)
0.6903 Remote Similarity NPD2442 Approved
0.6903 Remote Similarity NPD2443 Approved
0.69 Remote Similarity NPD2823 Clinical (unspecified phase)
0.69 Remote Similarity NPD8421 Discontinued
0.6898 Remote Similarity NPD6068 Discontinued
0.6897 Remote Similarity NPD4555 Clinical (unspecified phase)
0.6892 Remote Similarity NPD5043 Discontinued
0.6892 Remote Similarity NPD8248 Clinical (unspecified phase)
0.6889 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6889 Remote Similarity NPD6403 Clinical (unspecified phase)
0.6889 Remote Similarity NPD7289 Clinical (unspecified phase)
0.6887 Remote Similarity NPD8464 Clinical (unspecified phase)
0.6884 Remote Similarity NPD706 Phase 1
0.6883 Remote Similarity NPD5482 Discontinued
0.688 Remote Similarity NPD5001 Clinical (unspecified phase)
0.688 Remote Similarity NPD6824 Clinical (unspecified phase)
0.688 Remote Similarity NPD8255 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