Structure

Physi-Chem Properties

Molecular Weight:  863.49
Volume:  885.083
LogP:  2.167
LogD:  2.051
LogS:  -3.212
# Rotatable Bonds:  32
TPSA:  304.44
# H-Bond Aceptor:  18
# H-Bond Donor:  13
# Rings:  3
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.03
Synthetic Accessibility Score:  4.704
Fsp3:  0.523
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:  -6.502
MDCK Permeability:  3.993175141658867e-06
Pgp-inhibitor:  0.004
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.727
20% Bioavailability (F20%):  0.996
30% Bioavailability (F30%):  0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.072
Plasma Protein Binding (PPB):  65.6164321899414%
Volume Distribution (VD):  0.353
Pgp-substrate:  22.06024169921875%

ADMET: Metabolism

CYP1A2-inhibitor:  0.005
CYP1A2-substrate:  0.005
CYP2C19-inhibitor:  0.092
CYP2C19-substrate:  0.035
CYP2C9-inhibitor:  0.303
CYP2C9-substrate:  0.828
CYP2D6-inhibitor:  0.052
CYP2D6-substrate:  0.158
CYP3A4-inhibitor:  0.227
CYP3A4-substrate:  0.005

ADMET: Excretion

Clearance (CL):  2.143
Half-life (T1/2):  0.879

ADMET: Toxicity

hERG Blockers:  0.11
Human Hepatotoxicity (H-HT):  0.914
Drug-inuced Liver Injury (DILI):  0.369
AMES Toxicity:  0.003
Rat Oral Acute Toxicity:  0.641
Maximum Recommended Daily Dose:  0.491
Skin Sensitization:  0.161
Carcinogencity:  0.082
Eye Corrosion:  0.003
Eye Irritation:  0.004
Respiratory Toxicity:  0.375

Download Data

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

  Natural Product: NPC473317

Natural Product ID:  NPC473317
Common Name*:   Tauramamide
IUPAC Name:   (2S)-5-(diaminomethylideneamino)-2-[[(2S)-2-[[(2R)-2-[[(2S)-3-hydroxy-2-[[(2R)-3-(4-hydroxyphenyl)-2-(7-methyloctanoylamino)propanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]pentanoic acid
Synonyms:   tauramamide
Standard InCHIKey:  BEFCZECQSOKHON-OSWUWPNASA-N
Standard InCHI:  InChI=1S/C44H65N9O9/c1-26(2)11-6-5-7-15-38(56)49-35(22-28-16-18-30(55)19-17-28)40(58)53-37(25-54)42(60)51-34(21-27(3)4)39(57)52-36(23-29-24-48-32-13-9-8-12-31(29)32)41(59)50-33(43(61)62)14-10-20-47-44(45)46/h8-9,12-13,16-19,24,26-27,33-37,48,54-55H,5-7,10-11,14-15,20-23,25H2,1-4H3,(H,49,56)(H,50,59)(H,51,60)(H,52,57)(H,53,58)(H,61,62)(H4,45,46,47)/t33-,34+,35+,36-,37-/m0/s1
SMILES:  OC[C@@H](C(=N[C@@H](C(=N[C@H](C(=N[C@H](C(=O)O)CCCNC(=N)N)O)Cc1c[nH]c2c1cccc2)O)CC(C)C)O)N=C([C@@H](Cc1ccc(cc1)O)N=C(CCCCCC(C)C)O)O
Synthetic Gene Cluster:   BGC0001796;
ChEMBL Identifier:   CHEMBL399940
PubChem CID:   24180625
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0000013] Amino acids, peptides, and analogues
          • [CHEMONTID:0000348] Peptides
            • [CHEMONTID:0004831] Oligopeptides

*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
NPO4083 Brevibacillus laterosporus Species Paenibacillaceae Bacteria n.a. n.a. n.a. PMID[18044840]
NPO4083 Brevibacillus laterosporus Species Paenibacillaceae Bacteria 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
NPT5760 Organism Enterococcus sp. Enterococcus sp. MIC = 0.1 ug.mL-1 PMID[529870]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 200.0 ug.mL-1 PMID[529870]
NPT20 Organism Candida albicans Candida albicans MIC = 50.0 ug.mL-1 PMID[529870]

☑ 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 NPC473317 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
0.9849 High Similarity NPC125597
0.8679 High Similarity NPC319232
0.8679 High Similarity NPC24370
0.8661 High Similarity NPC314882
0.8578 High Similarity NPC28945
0.844 Intermediate Similarity NPC323752
0.844 Intermediate Similarity NPC220852
0.8374 Intermediate Similarity NPC315491
0.8374 Intermediate Similarity NPC45459
0.8369 Intermediate Similarity NPC315467
0.8363 Intermediate Similarity NPC477630
0.8363 Intermediate Similarity NPC477635
0.8348 Intermediate Similarity NPC478006
0.8326 Intermediate Similarity NPC285343
0.8303 Intermediate Similarity NPC326363
0.8293 Intermediate Similarity NPC476874
0.8255 Intermediate Similarity NPC478009
0.8227 Intermediate Similarity NPC156704
0.8209 Intermediate Similarity NPC99666
0.817 Intermediate Similarity NPC314056
0.8169 Intermediate Similarity NPC74969
0.8157 Intermediate Similarity NPC64216
0.8153 Intermediate Similarity NPC325976
0.8152 Intermediate Similarity NPC320968
0.8134 Intermediate Similarity NPC88008
0.8101 Intermediate Similarity NPC478010
0.8083 Intermediate Similarity NPC478011
0.8082 Intermediate Similarity NPC214142
0.8075 Intermediate Similarity NPC54744
0.8067 Intermediate Similarity NPC478013
0.8054 Intermediate Similarity NPC322135
0.805 Intermediate Similarity NPC314176
0.8045 Intermediate Similarity NPC261251
0.8038 Intermediate Similarity NPC473376
0.8019 Intermediate Similarity NPC213308
0.8018 Intermediate Similarity NPC171393
0.8018 Intermediate Similarity NPC295452
0.801 Intermediate Similarity NPC306376
0.8009 Intermediate Similarity NPC100547
0.7982 Intermediate Similarity NPC89987
0.7973 Intermediate Similarity NPC95240
0.7973 Intermediate Similarity NPC223409
0.7964 Intermediate Similarity NPC304307
0.7964 Intermediate Similarity NPC118559
0.7964 Intermediate Similarity NPC124920
0.7964 Intermediate Similarity NPC34580
0.7962 Intermediate Similarity NPC323927
0.7944 Intermediate Similarity NPC75634
0.7943 Intermediate Similarity NPC193761
0.7937 Intermediate Similarity NPC14288
0.7934 Intermediate Similarity NPC478012
0.7926 Intermediate Similarity NPC281049
0.7921 Intermediate Similarity NPC46580
0.7913 Intermediate Similarity NPC242209
0.791 Intermediate Similarity NPC314002
0.7902 Intermediate Similarity NPC321592
0.7902 Intermediate Similarity NPC54803
0.7897 Intermediate Similarity NPC153400
0.7887 Intermediate Similarity NPC162860
0.7887 Intermediate Similarity NPC478158
0.7883 Intermediate Similarity NPC323244
0.7882 Intermediate Similarity NPC321708
0.7877 Intermediate Similarity NPC54420
0.7871 Intermediate Similarity NPC171171
0.7871 Intermediate Similarity NPC235684
0.787 Intermediate Similarity NPC478157
0.7863 Intermediate Similarity NPC477633
0.7861 Intermediate Similarity NPC204717
0.7828 Intermediate Similarity NPC267885
0.782 Intermediate Similarity NPC476098
0.7811 Intermediate Similarity NPC220765
0.7788 Intermediate Similarity NPC323198
0.7788 Intermediate Similarity NPC284888
0.7788 Intermediate Similarity NPC77555
0.7783 Intermediate Similarity NPC470500
0.7778 Intermediate Similarity NPC203468
0.7778 Intermediate Similarity NPC110500
0.7778 Intermediate Similarity NPC149155
0.7767 Intermediate Similarity NPC324149
0.7763 Intermediate Similarity NPC264285
0.7763 Intermediate Similarity NPC15801
0.7753 Intermediate Similarity NPC245055
0.7753 Intermediate Similarity NPC33064
0.7752 Intermediate Similarity NPC330009
0.775 Intermediate Similarity NPC126709
0.775 Intermediate Similarity NPC283219
0.775 Intermediate Similarity NPC248041
0.7743 Intermediate Similarity NPC328924
0.7742 Intermediate Similarity NPC266931
0.7727 Intermediate Similarity NPC314603
0.7725 Intermediate Similarity NPC475506
0.7704 Intermediate Similarity NPC160105
0.7696 Intermediate Similarity NPC207020
0.7689 Intermediate Similarity NPC155143
0.7685 Intermediate Similarity NPC5145
0.7683 Intermediate Similarity NPC477634
0.7667 Intermediate Similarity NPC473640
0.7658 Intermediate Similarity NPC60621
0.7652 Intermediate Similarity NPC82472
0.763 Intermediate Similarity NPC100321
0.7628 Intermediate Similarity NPC183777
0.7626 Intermediate Similarity NPC313640
0.7623 Intermediate Similarity NPC16352
0.7617 Intermediate Similarity NPC475070
0.7613 Intermediate Similarity NPC276657
0.7612 Intermediate Similarity NPC96890
0.7612 Intermediate Similarity NPC145885
0.7612 Intermediate Similarity NPC14113
0.7612 Intermediate Similarity NPC84827
0.7612 Intermediate Similarity NPC184964
0.761 Intermediate Similarity NPC315555
0.761 Intermediate Similarity NPC94752
0.7609 Intermediate Similarity NPC184225
0.7593 Intermediate Similarity NPC476465
0.7591 Intermediate Similarity NPC469928
0.7586 Intermediate Similarity NPC71037
0.7583 Intermediate Similarity NPC171317
0.758 Intermediate Similarity NPC229348
0.7576 Intermediate Similarity NPC78020
0.7574 Intermediate Similarity NPC213468
0.7571 Intermediate Similarity NPC251090
0.7569 Intermediate Similarity NPC82370
0.7568 Intermediate Similarity NPC313804
0.7568 Intermediate Similarity NPC315804
0.7565 Intermediate Similarity NPC272549
0.756 Intermediate Similarity NPC307963
0.7558 Intermediate Similarity NPC107077
0.7558 Intermediate Similarity NPC223791
0.7536 Intermediate Similarity NPC213629
0.7534 Intermediate Similarity NPC219087
0.7525 Intermediate Similarity NPC54988
0.7525 Intermediate Similarity NPC49954
0.7525 Intermediate Similarity NPC474561
0.7524 Intermediate Similarity NPC276517
0.7523 Intermediate Similarity NPC11464
0.7512 Intermediate Similarity NPC171787
0.7511 Intermediate Similarity NPC130570
0.751 Intermediate Similarity NPC74619
0.7489 Intermediate Similarity NPC74360
0.7488 Intermediate Similarity NPC72980
0.7487 Intermediate Similarity NPC63751
0.7477 Intermediate Similarity NPC27041
0.7465 Intermediate Similarity NPC293917
0.7455 Intermediate Similarity NPC110182
0.7453 Intermediate Similarity NPC74153
0.7438 Intermediate Similarity NPC111275
0.7432 Intermediate Similarity NPC204491
0.7432 Intermediate Similarity NPC203614
0.7431 Intermediate Similarity NPC127677
0.7431 Intermediate Similarity NPC258062
0.7431 Intermediate Similarity NPC39679
0.743 Intermediate Similarity NPC249040
0.7426 Intermediate Similarity NPC469938
0.7424 Intermediate Similarity NPC102423
0.7424 Intermediate Similarity NPC311276
0.7421 Intermediate Similarity NPC477610
0.7419 Intermediate Similarity NPC175602
0.7416 Intermediate Similarity NPC76748
0.7407 Intermediate Similarity NPC98715
0.7406 Intermediate Similarity NPC181081
0.7402 Intermediate Similarity NPC55772
0.7401 Intermediate Similarity NPC235885
0.74 Intermediate Similarity NPC201700
0.7399 Intermediate Similarity NPC476041
0.7399 Intermediate Similarity NPC477114
0.7399 Intermediate Similarity NPC472285
0.7399 Intermediate Similarity NPC304926
0.7398 Intermediate Similarity NPC469762
0.7397 Intermediate Similarity NPC271862
0.7397 Intermediate Similarity NPC61038
0.7395 Intermediate Similarity NPC300183
0.7393 Intermediate Similarity NPC106937
0.7391 Intermediate Similarity NPC94943
0.7391 Intermediate Similarity NPC280290
0.7385 Intermediate Similarity NPC46225
0.7385 Intermediate Similarity NPC225821
0.7383 Intermediate Similarity NPC476167
0.7381 Intermediate Similarity NPC92111
0.7379 Intermediate Similarity NPC469358
0.7376 Intermediate Similarity NPC471603
0.7376 Intermediate Similarity NPC128084
0.7376 Intermediate Similarity NPC313791
0.7374 Intermediate Similarity NPC282231
0.7373 Intermediate Similarity NPC285558
0.7371 Intermediate Similarity NPC227582
0.7368 Intermediate Similarity NPC32771
0.7368 Intermediate Similarity NPC296527
0.736 Intermediate Similarity NPC321939
0.7358 Intermediate Similarity NPC326634
0.7354 Intermediate Similarity NPC36405
0.7354 Intermediate Similarity NPC170114
0.7353 Intermediate Similarity NPC59269
0.7353 Intermediate Similarity NPC151939
0.735 Intermediate Similarity NPC41679
0.7349 Intermediate Similarity NPC470497
0.7349 Intermediate Similarity NPC252338
0.7348 Intermediate Similarity NPC69843
0.7347 Intermediate Similarity NPC469785
0.7346 Intermediate Similarity NPC477166
0.7346 Intermediate Similarity NPC473342

  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 NPC473317 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
0.8612 High Similarity NPD8405 Clinical (unspecified phase)
0.8593 High Similarity NPD7948 Phase 1
0.8374 Intermediate Similarity NPD484 Approved
0.8152 Intermediate Similarity NPD7470 Discontinued
0.8134 Intermediate Similarity NPD8493 Clinical (unspecified phase)
0.8104 Intermediate Similarity NPD7809 Clinical (unspecified phase)
0.7981 Intermediate Similarity NPD8013 Clinical (unspecified phase)
0.7953 Intermediate Similarity NPD8112 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD5612 Discontinued
0.7915 Intermediate Similarity NPD4862 Clinical (unspecified phase)
0.7902 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.79 Intermediate Similarity NPD5728 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD3814 Phase 1
0.784 Intermediate Similarity NPD7947 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD7603 Discontinued
0.783 Intermediate Similarity NPD7957 Phase 1
0.783 Intermediate Similarity NPD7958 Clinical (unspecified phase)
0.782 Intermediate Similarity NPD8072 Approved
0.7811 Intermediate Similarity NPD2094 Phase 2
0.7811 Intermediate Similarity NPD2095 Phase 2
0.7811 Intermediate Similarity NPD2092 Phase 2
0.7778 Intermediate Similarity NPD482 Approved
0.7772 Intermediate Similarity NPD2096 Phase 2
0.7772 Intermediate Similarity NPD2091 Phase 2
0.7739 Intermediate Similarity NPD749 Clinical (unspecified phase)
0.7717 Intermediate Similarity NPD8406 Clinical (unspecified phase)
0.7689 Intermediate Similarity NPD8073 Approved
0.7644 Intermediate Similarity NPD8292 Phase 2
0.7626 Intermediate Similarity NPD7971 Clinical (unspecified phase)
0.7626 Intermediate Similarity NPD7970 Approved
0.7624 Intermediate Similarity NPD6595 Phase 3
0.7617 Intermediate Similarity NPD5901 Discontinued
0.7604 Intermediate Similarity NPD7825 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD2187 Approved
0.7593 Intermediate Similarity NPD2189 Approved
0.7571 Intermediate Similarity NPD7818 Clinical (unspecified phase)
0.756 Intermediate Similarity NPD1038 Approved
0.7559 Intermediate Similarity NPD4511 Phase 1
0.755 Intermediate Similarity NPD750 Phase 2
0.7538 Intermediate Similarity NPD4184 Clinical (unspecified phase)
0.7536 Intermediate Similarity NPD8110 Clinical (unspecified phase)
0.7535 Intermediate Similarity NPD8272 Phase 2
0.7512 Intermediate Similarity NPD5065 Approved
0.75 Intermediate Similarity NPD8094 Discontinued
0.749 Intermediate Similarity NPD7689 Approved
0.7488 Intermediate Similarity NPD8431 Approved
0.7488 Intermediate Similarity NPD8386 Phase 2
0.7477 Intermediate Similarity NPD7823 Clinical (unspecified phase)
0.7465 Intermediate Similarity NPD8410 Clinical (unspecified phase)
0.7465 Intermediate Similarity NPD7621 Clinical (unspecified phase)
0.7443 Intermediate Similarity NPD7998 Clinical (unspecified phase)
0.7441 Intermediate Similarity NPD7944 Discontinued
0.7403 Intermediate Similarity NPD7558 Phase 2
0.7395 Intermediate Similarity NPD7903 Clinical (unspecified phase)
0.7393 Intermediate Similarity NPD802 Phase 2
0.7393 Intermediate Similarity NPD1304 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD6344 Clinical (unspecified phase)
0.7385 Intermediate Similarity NPD6838 Clinical (unspecified phase)
0.7376 Intermediate Similarity NPD7594 Clinical (unspecified phase)
0.7354 Intermediate Similarity NPD6803 Clinical (unspecified phase)
0.7336 Intermediate Similarity NPD4086 Phase 1
0.7336 Intermediate Similarity NPD8430 Approved
0.733 Intermediate Similarity NPD5066 Phase 2
0.733 Intermediate Similarity NPD5067 Phase 2
0.7321 Intermediate Similarity NPD7980 Clinical (unspecified phase)
0.7313 Intermediate Similarity NPD8356 Approved
0.7301 Intermediate Similarity NPD6242 Discontinued
0.7297 Intermediate Similarity NPD8093 Discontinued
0.7297 Intermediate Similarity NPD8458 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD5003 Discontinued
0.7289 Intermediate Similarity NPD3354 Phase 2
0.7286 Intermediate Similarity NPD8026 Phase 1
0.7285 Intermediate Similarity NPD8321 Discontinued
0.7277 Intermediate Similarity NPD7112 Discontinued
0.7265 Intermediate Similarity NPD4454 Phase 2
0.7265 Intermediate Similarity NPD8488 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD7778 Approved
0.7256 Intermediate Similarity NPD7777 Approved
0.7256 Intermediate Similarity NPD53 Approved
0.7243 Intermediate Similarity NPD8442 Discontinued
0.7237 Intermediate Similarity NPD6824 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD5069 Clinical (unspecified phase)
0.7227 Intermediate Similarity NPD1392 Approved
0.7222 Intermediate Similarity NPD3825 Phase 3
0.722 Intermediate Similarity NPD2794 Discontinued
0.722 Intermediate Similarity NPD7069 Discontinued
0.721 Intermediate Similarity NPD3960 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD5483 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD1325 Approved
0.7192 Intermediate Similarity NPD1326 Approved
0.7189 Intermediate Similarity NPD4601 Approved
0.7189 Intermediate Similarity NPD4600 Approved
0.7185 Intermediate Similarity NPD6473 Phase 1
0.7183 Intermediate Similarity NPD6665 Discontinued
0.7182 Intermediate Similarity NPD3003 Approved
0.7179 Intermediate Similarity NPD5040 Clinical (unspecified phase)
0.7173 Intermediate Similarity NPD2921 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD3178 Discontinued
0.715 Intermediate Similarity NPD4076 Approved
0.715 Intermediate Similarity NPD4079 Approved
0.7143 Intermediate Similarity NPD2177 Approved
0.7143 Intermediate Similarity NPD2175 Phase 3
0.7143 Intermediate Similarity NPD2176 Approved
0.7143 Intermediate Similarity NPD6610 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3330 Phase 1
0.713 Intermediate Similarity NPD7465 Suspended
0.7123 Intermediate Similarity NPD6975 Discontinued
0.7118 Intermediate Similarity NPD5147 Discontinued
0.7118 Intermediate Similarity NPD7726 Phase 1
0.7117 Intermediate Similarity NPD2510 Approved
0.7117 Intermediate Similarity NPD2916 Discontinued
0.7117 Intermediate Similarity NPD2509 Approved
0.7115 Intermediate Similarity NPD6452 Discontinued
0.7112 Intermediate Similarity NPD6165 Phase 2
0.7112 Intermediate Similarity NPD6164 Phase 2
0.7112 Intermediate Similarity NPD4845 Discontinued
0.7101 Intermediate Similarity NPD3505 Approved
0.7101 Intermediate Similarity NPD3506 Approved
0.7091 Intermediate Similarity NPD2121 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD5482 Discontinued
0.7075 Intermediate Similarity NPD6141 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD2383 Phase 1
0.7064 Intermediate Similarity NPD8395 Approved
0.7064 Intermediate Similarity NPD8396 Approved
0.7062 Intermediate Similarity NPD4889 Approved
0.7059 Intermediate Similarity NPD2844 Phase 3
0.7059 Intermediate Similarity NPD5426 Phase 3
0.7059 Intermediate Similarity NPD6154 Approved
0.7059 Intermediate Similarity NPD2781 Approved
0.7054 Intermediate Similarity NPD3014 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD3013 Phase 3
0.7051 Intermediate Similarity NPD6664 Approved
0.7048 Intermediate Similarity NPD3394 Approved
0.7048 Intermediate Similarity NPD3389 Approved
0.7048 Intermediate Similarity NPD3393 Approved
0.7045 Intermediate Similarity NPD5721 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD2780 Approved
0.7044 Intermediate Similarity NPD2782 Approved
0.7042 Intermediate Similarity NPD3914 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD4418 Discontinued
0.7037 Intermediate Similarity NPD4558 Phase 2
0.7037 Intermediate Similarity NPD7619 Phase 3
0.7037 Intermediate Similarity NPD8641 Approved
0.7037 Intermediate Similarity NPD7618 Phase 3
0.7035 Intermediate Similarity NPD3243 Approved
0.7033 Intermediate Similarity NPD5897 Approved
0.7033 Intermediate Similarity NPD5899 Approved
0.7033 Intermediate Similarity NPD8464 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD5898 Approved
0.7028 Intermediate Similarity NPD706 Phase 1
0.7023 Intermediate Similarity NPD3404 Approved
0.7022 Intermediate Similarity NPD5936 Approved
0.7022 Intermediate Similarity NPD5939 Approved
0.7021 Intermediate Similarity NPD8106 Phase 2
0.7019 Intermediate Similarity NPD2144 Approved
0.7009 Intermediate Similarity NPD5559 Phase 2
0.7005 Intermediate Similarity NPD5512 Phase 3
0.7 Intermediate Similarity NPD3038 Discontinued
0.6996 Remote Similarity NPD7222 Phase 2
0.6996 Remote Similarity NPD7452 Approved
0.6996 Remote Similarity NPD7711 Discontinued
0.6996 Remote Similarity NPD7453 Approved
0.6987 Remote Similarity NPD8109 Clinical (unspecified phase)
0.6987 Remote Similarity NPD5632 Approved
0.6986 Remote Similarity NPD4548 Discontinued
0.6979 Remote Similarity NPD5801 Clinical (unspecified phase)
0.6977 Remote Similarity NPD459 Clinical (unspecified phase)
0.6966 Remote Similarity NPD7994 Phase 2
0.6962 Remote Similarity NPD4080 Discontinued
0.696 Remote Similarity NPD1322 Clinical (unspecified phase)
0.6959 Remote Similarity NPD3017 Clinical (unspecified phase)
0.6955 Remote Similarity NPD6479 Discontinued
0.6951 Remote Similarity NPD7001 Phase 3
0.6947 Remote Similarity NPD4502 Phase 2
0.6944 Remote Similarity NPD8284 Discontinued
0.6938 Remote Similarity NPD6159 Phase 2
0.6938 Remote Similarity NPD6203 Clinical (unspecified phase)
0.6932 Remote Similarity NPD8349 Phase 1
0.693 Remote Similarity NPD8063 Discontinued
0.693 Remote Similarity NPD4499 Approved
0.693 Remote Similarity NPD2564 Approved
0.693 Remote Similarity NPD5902 Approved
0.693 Remote Similarity NPD2565 Phase 2
0.693 Remote Similarity NPD5903 Approved
0.6929 Remote Similarity NPD8524 Approved
0.6929 Remote Similarity NPD8363 Approved
0.6929 Remote Similarity NPD3872 Phase 3
0.6929 Remote Similarity NPD8364 Approved
0.6927 Remote Similarity NPD5611 Phase 2
0.6923 Remote Similarity NPD8629 Discontinued
0.692 Remote Similarity NPD8322 Phase 2
0.692 Remote Similarity NPD6290 Phase 2
0.692 Remote Similarity NPD4885 Approved
0.6916 Remote Similarity NPD3916 Clinical (unspecified phase)
0.6916 Remote Similarity NPD3918 Approved
0.6916 Remote Similarity NPD3917 Approved
0.6916 Remote Similarity NPD4948 Discontinued
0.6913 Remote Similarity NPD7878 Phase 2
0.691 Remote Similarity NPD6752 Phase 1
0.691 Remote Similarity NPD6753 Phase 1

  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