Structure

Physi-Chem Properties

Molecular Weight:  903.53
Volume:  950.498
LogP:  4.975
LogD:  4.023
LogS:  -4.806
# Rotatable Bonds:  31
TPSA:  161.56
# H-Bond Aceptor:  14
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.111
Synthetic Accessibility Score:  5.049
Fsp3:  0.571
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:  -5.002
MDCK Permeability:  6.421806756407022e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.916
Human Intestinal Absorption (HIA):  0.525
20% Bioavailability (F20%):  0.028
30% Bioavailability (F30%):  0.622

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.01
Plasma Protein Binding (PPB):  93.80299377441406%
Volume Distribution (VD):  0.584
Pgp-substrate:  0.9824798703193665%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.05
CYP2C19-inhibitor:  0.329
CYP2C19-substrate:  0.892
CYP2C9-inhibitor:  0.814
CYP2C9-substrate:  0.037
CYP2D6-inhibitor:  0.011
CYP2D6-substrate:  0.127
CYP3A4-inhibitor:  0.986
CYP3A4-substrate:  0.936

ADMET: Excretion

Clearance (CL):  9.155
Half-life (T1/2):  0.123

ADMET: Toxicity

hERG Blockers:  0.025
Human Hepatotoxicity (H-HT):  0.985
Drug-inuced Liver Injury (DILI):  0.989
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.887
Maximum Recommended Daily Dose:  0.894
Skin Sensitization:  0.026
Carcinogencity:  0.018
Eye Corrosion:  0.003
Eye Irritation:  0.004
Respiratory Toxicity:  0.038

Download Data

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

  Natural Product: NPC161143

Natural Product ID:  NPC161143
Common Name*:   Micromide
IUPAC Name:   (3R)-3-methoxy-N-[(2S)-1-[methyl-[(2R)-3-methyl-1-[[(2S)-3-methyl-1-[methyl-[(2S,3S)-3-methyl-1-[methyl-[(2S)-1-[methyl(1,3-thiazol-2-ylmethyl)amino]-1-oxo-3-phenylpropan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxobutan-2-yl]amino]-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]hexanamide
Synonyms:   Micromide
Standard InCHIKey:  ZPBVMFSLPZDOHZ-GNUBDBAHSA-N
Standard InCHI:  InChI=1S/C49H73N7O7S/c1-13-21-37(63-12)30-40(57)51-38(28-35-22-17-15-18-23-35)46(59)55(10)43(33(5)6)45(58)52-42(32(3)4)48(61)56(11)44(34(7)14-2)49(62)54(9)39(29-36-24-19-16-20-25-36)47(60)53(8)31-41-50-26-27-64-41/h15-20,22-27,32-34,37-39,42-44H,13-14,21,28-31H2,1-12H3,(H,51,57)(H,52,58)/t34-,37+,38-,39-,42-,43+,44-/m0/s1
SMILES:  CCC[C@H](CC(=N[C@H](C(=O)N([C@@H](C(=N[C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N(Cc1nccs1)C)Cc1ccccc1)C)[C@H](CC)C)C)C(C)C)O)C(C)C)C)Cc1ccccc1)O)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL445860
PubChem CID:   21602045
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

*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
NPO32929 Symploca Genus Microcoleaceae Bacteria n.a. n.a. n.a. PMID[12880326]
NPO32929 Symploca Genus Microcoleaceae Bacteria n.a. n.a. n.a. PMID[14738385]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 260.0 nM PMID[508296]

☑ 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 NPC161143 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
0.8977 High Similarity NPC239660
0.8977 High Similarity NPC106235
0.8191 Intermediate Similarity NPC75498
0.8142 Intermediate Similarity NPC165538
0.7935 Intermediate Similarity NPC329961
0.7935 Intermediate Similarity NPC122427
0.7886 Intermediate Similarity NPC475920
0.7865 Intermediate Similarity NPC257511
0.7677 Intermediate Similarity NPC251036
0.7527 Intermediate Similarity NPC96016
0.7525 Intermediate Similarity NPC475350
0.7525 Intermediate Similarity NPC14877
0.7525 Intermediate Similarity NPC145178
0.7308 Intermediate Similarity NPC476103
0.7297 Intermediate Similarity NPC161242
0.7219 Intermediate Similarity NPC263485
0.7219 Intermediate Similarity NPC229160
0.7219 Intermediate Similarity NPC25316
0.7204 Intermediate Similarity NPC475534
0.7204 Intermediate Similarity NPC476080
0.7184 Intermediate Similarity NPC283783
0.7166 Intermediate Similarity NPC475330
0.7158 Intermediate Similarity NPC24990
0.7128 Intermediate Similarity NPC174652
0.7035 Intermediate Similarity NPC161069
0.7029 Intermediate Similarity NPC105717
0.6988 Remote Similarity NPC473322
0.6915 Remote Similarity NPC318930
0.6915 Remote Similarity NPC317725
0.6915 Remote Similarity NPC317362
0.6915 Remote Similarity NPC326407
0.6888 Remote Similarity NPC473763
0.6888 Remote Similarity NPC117244
0.6875 Remote Similarity NPC138775
0.6872 Remote Similarity NPC286551
0.686 Remote Similarity NPC89489
0.6857 Remote Similarity NPC209509
0.6845 Remote Similarity NPC300315
0.6805 Remote Similarity NPC255447
0.6769 Remote Similarity NPC94752
0.6763 Remote Similarity NPC478158
0.6763 Remote Similarity NPC162860
0.6737 Remote Similarity NPC469938
0.6723 Remote Similarity NPC262077
0.6707 Remote Similarity NPC200964
0.6705 Remote Similarity NPC478251
0.6705 Remote Similarity NPC478252
0.67 Remote Similarity NPC294693
0.6687 Remote Similarity NPC6975
0.6687 Remote Similarity NPC46427
0.6687 Remote Similarity NPC470546
0.6686 Remote Similarity NPC269398
0.6686 Remote Similarity NPC263493
0.6685 Remote Similarity NPC122590
0.6682 Remote Similarity NPC475196
0.6667 Remote Similarity NPC322878
0.6667 Remote Similarity NPC54420
0.6667 Remote Similarity NPC98424
0.6667 Remote Similarity NPC281049
0.6667 Remote Similarity NPC5620
0.6667 Remote Similarity NPC178662
0.6667 Remote Similarity NPC470884
0.6667 Remote Similarity NPC92784
0.6667 Remote Similarity NPC476133
0.6647 Remote Similarity NPC200589
0.6627 Remote Similarity NPC252878
0.6626 Remote Similarity NPC470545
0.662 Remote Similarity NPC238945
0.661 Remote Similarity NPC476978
0.6608 Remote Similarity NPC130309
0.6604 Remote Similarity NPC478157
0.6602 Remote Similarity NPC143325
0.659 Remote Similarity NPC248283
0.6588 Remote Similarity NPC75726
0.6588 Remote Similarity NPC31385
0.6588 Remote Similarity NPC110602
0.6573 Remote Similarity NPC471680
0.6566 Remote Similarity NPC202521
0.6564 Remote Similarity NPC470544
0.6529 Remote Similarity NPC319766
0.6519 Remote Similarity NPC2501
0.6519 Remote Similarity NPC129666
0.6517 Remote Similarity NPC52748
0.6514 Remote Similarity NPC127741
0.6514 Remote Similarity NPC471264
0.6514 Remote Similarity NPC471265
0.6506 Remote Similarity NPC476990
0.65 Remote Similarity NPC329761
0.65 Remote Similarity NPC225648
0.6497 Remote Similarity NPC228835
0.6494 Remote Similarity NPC478253
0.6494 Remote Similarity NPC478254
0.6491 Remote Similarity NPC111428
0.6481 Remote Similarity NPC315804
0.6481 Remote Similarity NPC313804
0.6468 Remote Similarity NPC253987
0.6441 Remote Similarity NPC163392
0.6441 Remote Similarity NPC239762
0.6437 Remote Similarity NPC287401
0.6433 Remote Similarity NPC275393
0.6432 Remote Similarity NPC75634
0.6425 Remote Similarity NPC475506
0.6412 Remote Similarity NPC101719
0.6411 Remote Similarity NPC214827
0.6411 Remote Similarity NPC314930
0.6409 Remote Similarity NPC145113
0.6402 Remote Similarity NPC471052
0.6402 Remote Similarity NPC471051
0.6402 Remote Similarity NPC471053
0.6402 Remote Similarity NPC54744
0.6394 Remote Similarity NPC155143
0.6394 Remote Similarity NPC182507
0.6391 Remote Similarity NPC474082
0.6391 Remote Similarity NPC175726
0.6389 Remote Similarity NPC79386
0.6374 Remote Similarity NPC471820
0.6374 Remote Similarity NPC471821
0.6369 Remote Similarity NPC468984
0.6369 Remote Similarity NPC71684
0.6369 Remote Similarity NPC139326
0.6368 Remote Similarity NPC213629
0.6359 Remote Similarity NPC171317
0.6359 Remote Similarity NPC233702
0.6356 Remote Similarity NPC63279
0.6353 Remote Similarity NPC222466
0.6351 Remote Similarity NPC186351
0.6348 Remote Similarity NPC268841
0.6348 Remote Similarity NPC307357
0.6348 Remote Similarity NPC46098
0.6344 Remote Similarity NPC469903
0.6335 Remote Similarity NPC19170
0.6329 Remote Similarity NPC313421
0.6328 Remote Similarity NPC68865
0.6327 Remote Similarity NPC297642
0.6321 Remote Similarity NPC475024
0.6319 Remote Similarity NPC16188
0.6319 Remote Similarity NPC135121
0.6316 Remote Similarity NPC476874
0.6316 Remote Similarity NPC478029
0.6308 Remote Similarity NPC320968
0.6308 Remote Similarity NPC477462
0.6306 Remote Similarity NPC24370
0.6306 Remote Similarity NPC319232
0.6304 Remote Similarity NPC7817
0.6304 Remote Similarity NPC475168
0.63 Remote Similarity NPC49051
0.63 Remote Similarity NPC478028
0.6298 Remote Similarity NPC201244
0.6298 Remote Similarity NPC477217
0.6296 Remote Similarity NPC473003
0.6294 Remote Similarity NPC11126
0.6292 Remote Similarity NPC132636
0.6291 Remote Similarity NPC107077
0.6291 Remote Similarity NPC223791
0.629 Remote Similarity NPC473002
0.6284 Remote Similarity NPC240848
0.628 Remote Similarity NPC473640
0.6278 Remote Similarity NPC197682
0.6277 Remote Similarity NPC197743
0.6277 Remote Similarity NPC297145
0.627 Remote Similarity NPC162104
0.6265 Remote Similarity NPC239357
0.6265 Remote Similarity NPC14672
0.6265 Remote Similarity NPC285926
0.6265 Remote Similarity NPC315276
0.625 Remote Similarity NPC297862
0.625 Remote Similarity NPC254700
0.625 Remote Similarity NPC100321
0.6238 Remote Similarity NPC17059
0.6238 Remote Similarity NPC4910
0.6222 Remote Similarity NPC168113
0.6216 Remote Similarity NPC64216
0.6211 Remote Similarity NPC469901
0.6211 Remote Similarity NPC469902
0.6209 Remote Similarity NPC313867
0.6209 Remote Similarity NPC315266
0.6209 Remote Similarity NPC316008
0.6203 Remote Similarity NPC470902
0.6197 Remote Similarity NPC323927
0.6188 Remote Similarity NPC176226
0.6179 Remote Similarity NPC473376
0.6175 Remote Similarity NPC314358
0.6175 Remote Similarity NPC475390
0.6173 Remote Similarity NPC137627
0.6167 Remote Similarity NPC65408
0.6167 Remote Similarity NPC165743
0.6167 Remote Similarity NPC476259
0.6162 Remote Similarity NPC254798
0.6158 Remote Similarity NPC469898
0.6158 Remote Similarity NPC329731
0.6154 Remote Similarity NPC314388
0.6154 Remote Similarity NPC315283
0.615 Remote Similarity NPC202198
0.6149 Remote Similarity NPC152850
0.6149 Remote Similarity NPC239990
0.6149 Remote Similarity NPC105114
0.6149 Remote Similarity NPC89923
0.6149 Remote Similarity NPC71933
0.6145 Remote Similarity NPC33742
0.6142 Remote Similarity NPC26108

  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 NPC161143 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
0.8977 High Similarity NPD8339 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD6348 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD6349 Phase 1
0.7634 Intermediate Similarity NPD6632 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD7977 Clinical (unspecified phase)
0.7513 Intermediate Similarity NPD4949 Discontinued
0.7424 Intermediate Similarity NPD8071 Approved
0.734 Intermediate Similarity NPD6092 Discontinued
0.7222 Intermediate Similarity NPD7321 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD8260 Approved
0.7041 Intermediate Similarity NPD7944 Discontinued
0.699 Remote Similarity NPD7195 Clinical (unspecified phase)
0.6814 Remote Similarity NPD8272 Phase 2
0.6802 Remote Similarity NPD8173 Phase 2
0.6802 Remote Similarity NPD8172 Phase 2
0.676 Remote Similarity NPD1005 Phase 2
0.676 Remote Similarity NPD1004 Phase 2
0.6746 Remote Similarity NPD4125 Approved
0.6732 Remote Similarity NPD8169 Discontinued
0.665 Remote Similarity NPD7712 Clinical (unspecified phase)
0.663 Remote Similarity NPD5638 Approved
0.6615 Remote Similarity NPD6044 Discontinued
0.6606 Remote Similarity NPD7711 Discontinued
0.66 Remote Similarity NPD3288 Approved
0.6585 Remote Similarity NPD7903 Clinical (unspecified phase)
0.6552 Remote Similarity NPD7113 Clinical (unspecified phase)
0.6529 Remote Similarity NPD5339 Clinical (unspecified phase)
0.6522 Remote Similarity NPD5189 Clinical (unspecified phase)
0.6517 Remote Similarity NPD2436 Approved
0.6517 Remote Similarity NPD2437 Approved
0.6513 Remote Similarity NPD7104 Clinical (unspecified phase)
0.65 Remote Similarity NPD8323 Discontinued
0.6474 Remote Similarity NPD4174 Clinical (unspecified phase)
0.6471 Remote Similarity NPD2585 Clinical (unspecified phase)
0.6468 Remote Similarity NPD8356 Approved
0.6461 Remote Similarity NPD2022 Approved
0.6455 Remote Similarity NPD8075 Discontinued
0.6452 Remote Similarity NPD5634 Approved
0.6437 Remote Similarity NPD3561 Clinical (unspecified phase)
0.6436 Remote Similarity NPD2511 Approved
0.6432 Remote Similarity NPD2893 Phase 3
0.6429 Remote Similarity NPD5461 Discontinued
0.6416 Remote Similarity NPD21 Approved
0.6416 Remote Similarity NPD2043 Approved
0.6416 Remote Similarity NPD2046 Approved
0.6416 Remote Similarity NPD2048 Approved
0.6416 Remote Similarity NPD2050 Clinical (unspecified phase)
0.6416 Remote Similarity NPD2051 Approved
0.6416 Remote Similarity NPD2045 Approved
0.6416 Remote Similarity NPD2044 Approved
0.6416 Remote Similarity NPD2049 Clinical (unspecified phase)
0.6416 Remote Similarity NPD2047 Approved
0.6409 Remote Similarity NPD6552 Clinical (unspecified phase)
0.64 Remote Similarity NPD5323 Approved
0.64 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6393 Remote Similarity NPD4432 Discontinued
0.6389 Remote Similarity NPD8271 Discontinued
0.6383 Remote Similarity NPD4557 Approved
0.6382 Remote Similarity NPD6627 Discontinued
0.6369 Remote Similarity NPD2087 Approved
0.6369 Remote Similarity NPD2088 Approved
0.6364 Remote Similarity NPD8072 Approved
0.6364 Remote Similarity NPD6173 Approved
0.6364 Remote Similarity NPD8069 Phase 3
0.6355 Remote Similarity NPD6665 Discontinued
0.6351 Remote Similarity NPD8430 Approved
0.6348 Remote Similarity NPD3480 Approved
0.6339 Remote Similarity NPD5613 Approved
0.6339 Remote Similarity NPD5614 Approved
0.6337 Remote Similarity NPD3608 Clinical (unspecified phase)
0.6332 Remote Similarity NPD7483 Phase 2
0.6332 Remote Similarity NPD7482 Phase 2
0.6329 Remote Similarity NPD7049 Clinical (unspecified phase)
0.6328 Remote Similarity NPD5004 Approved
0.6324 Remote Similarity NPD2717 Phase 2
0.6318 Remote Similarity NPD2321 Approved
0.6316 Remote Similarity NPD4134 Clinical (unspecified phase)
0.6313 Remote Similarity NPD8000 Clinical (unspecified phase)
0.631 Remote Similarity NPD6915 Approved
0.6303 Remote Similarity NPD7289 Clinical (unspecified phase)
0.6302 Remote Similarity NPD5636 Discontinued
0.6298 Remote Similarity NPD6860 Clinical (unspecified phase)
0.6294 Remote Similarity NPD2584 Suspended
0.6293 Remote Similarity NPD8641 Approved
0.629 Remote Similarity NPD4648 Approved
0.629 Remote Similarity NPD4646 Approved
0.629 Remote Similarity NPD4647 Approved
0.6287 Remote Similarity NPD8110 Clinical (unspecified phase)
0.6286 Remote Similarity NPD5299 Approved
0.6274 Remote Similarity NPD8493 Clinical (unspecified phase)
0.627 Remote Similarity NPD5230 Approved
0.627 Remote Similarity NPD5229 Approved
0.6262 Remote Similarity NPD8261 Discontinued
0.6256 Remote Similarity NPD4905 Approved
0.6256 Remote Similarity NPD4906 Approved
0.6256 Remote Similarity NPD4903 Approved
0.625 Remote Similarity NPD7892 Clinical (unspecified phase)
0.625 Remote Similarity NPD2416 Approved
0.625 Remote Similarity NPD2417 Approved
0.625 Remote Similarity NPD3988 Approved
0.625 Remote Similarity NPD3987 Approved
0.6243 Remote Similarity NPD5341 Clinical (unspecified phase)
0.6238 Remote Similarity NPD8073 Approved
0.6236 Remote Similarity NPD740 Clinical (unspecified phase)
0.6233 Remote Similarity NPD3223 Clinical (unspecified phase)
0.6233 Remote Similarity NPD7470 Discontinued
0.6226 Remote Similarity NPD2849 Clinical (unspecified phase)
0.6226 Remote Similarity NPD4904 Approved
0.6225 Remote Similarity NPD1977 Clinical (unspecified phase)
0.6221 Remote Similarity NPD7971 Clinical (unspecified phase)
0.6221 Remote Similarity NPD7970 Approved
0.6214 Remote Similarity NPD7618 Phase 3
0.6214 Remote Similarity NPD7619 Phase 3
0.6212 Remote Similarity NPD6368 Clinical (unspecified phase)
0.6211 Remote Similarity NPD7599 Phase 2
0.621 Remote Similarity NPD8405 Clinical (unspecified phase)
0.6209 Remote Similarity NPD5264 Approved
0.6209 Remote Similarity NPD5265 Approved
0.619 Remote Similarity NPD7817 Phase 1
0.619 Remote Similarity NPD7816 Clinical (unspecified phase)
0.6186 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6183 Remote Similarity NPD3575 Approved
0.6183 Remote Similarity NPD3576 Approved
0.618 Remote Similarity NPD8643 Discontinued
0.6178 Remote Similarity NPD7600 Phase 2
0.6175 Remote Similarity NPD5298 Clinical (unspecified phase)
0.6173 Remote Similarity NPD8284 Discontinued
0.6167 Remote Similarity NPD201 Phase 2
0.6167 Remote Similarity NPD7728 Clinical (unspecified phase)
0.6167 Remote Similarity NPD200 Phase 2
0.6161 Remote Similarity NPD8289 Discontinued
0.6158 Remote Similarity NPD8021 Approved
0.6158 Remote Similarity NPD8020 Approved
0.6158 Remote Similarity NPD4680 Discontinued
0.6154 Remote Similarity NPD7968 Clinical (unspecified phase)
0.615 Remote Similarity NPD8408 Discontinued
0.6145 Remote Similarity NPD4782 Clinical (unspecified phase)
0.6142 Remote Similarity NPD1260 Approved
0.6133 Remote Similarity NPD714 Clinical (unspecified phase)
0.6133 Remote Similarity NPD7826 Clinical (unspecified phase)
0.6132 Remote Similarity NPD6888 Discontinued
0.6131 Remote Similarity NPD2957 Phase 2
0.6129 Remote Similarity NPD7594 Clinical (unspecified phase)
0.6127 Remote Similarity NPD7234 Approved
0.6127 Remote Similarity NPD7233 Approved
0.6127 Remote Similarity NPD6792 Phase 3
0.6124 Remote Similarity NPD8416 Discontinued
0.6121 Remote Similarity NPD5864 Phase 2
0.6121 Remote Similarity NPD7834 Approved
0.6119 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6119 Remote Similarity NPD1745 Approved
0.6117 Remote Similarity NPD8315 Phase 1
0.6116 Remote Similarity NPD5987 Approved
0.6116 Remote Similarity NPD5986 Approved
0.6114 Remote Similarity NPD1545 Discontinued
0.6114 Remote Similarity NPD7727 Phase 2
0.6111 Remote Similarity NPD4126 Approved
0.6111 Remote Similarity NPD6852 Discontinued
0.6111 Remote Similarity NPD2853 Approved
0.6111 Remote Similarity NPD206 Clinical (unspecified phase)
0.6106 Remote Similarity NPD7818 Clinical (unspecified phase)
0.6103 Remote Similarity NPD8115 Approved
0.6103 Remote Similarity NPD8114 Approved
0.6099 Remote Similarity NPD7720 Phase 2
0.6099 Remote Similarity NPD6718 Discontinued
0.6096 Remote Similarity NPD8119 Discontinued
0.6096 Remote Similarity NPD7613 Discontinued
0.6096 Remote Similarity NPD4928 Approved
0.6096 Remote Similarity NPD4930 Approved
0.6096 Remote Similarity NPD4929 Approved
0.6095 Remote Similarity NPD7621 Clinical (unspecified phase)
0.6095 Remote Similarity NPD6857 Phase 3
0.6093 Remote Similarity NPD7981 Discontinued
0.6091 Remote Similarity NPD7965 Phase 2
0.6091 Remote Similarity NPD5523 Approved
0.6091 Remote Similarity NPD5524 Approved
0.6091 Remote Similarity NPD7964 Clinical (unspecified phase)
0.6083 Remote Similarity NPD8013 Clinical (unspecified phase)
0.608 Remote Similarity NPD8122 Approved
0.608 Remote Similarity NPD8123 Approved
0.608 Remote Similarity NPD5755 Clinical (unspecified phase)
0.608 Remote Similarity NPD7979 Clinical (unspecified phase)
0.608 Remote Similarity NPD3449 Discontinued
0.6078 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6075 Remote Similarity NPD7001 Phase 3
0.607 Remote Similarity NPD2852 Approved
0.6066 Remote Similarity NPD6389 Clinical (unspecified phase)
0.6061 Remote Similarity NPD5322 Clinical (unspecified phase)
0.6056 Remote Similarity NPD6073 Approved
0.6054 Remote Similarity NPD2055 Phase 3
0.6054 Remote Similarity NPD2054 Approved
0.6053 Remote Similarity NPD2891 Approved
0.605 Remote Similarity NPD5485 Approved
0.605 Remote Similarity NPD7695 Clinical (unspecified phase)
0.605 Remote Similarity NPD5484 Approved
0.6048 Remote Similarity NPD3469 Phase 3
0.6047 Remote Similarity NPD6838 Clinical (unspecified phase)
0.6047 Remote Similarity NPD4415 Approved
0.6044 Remote Similarity NPD2896 Discontinued
0.6042 Remote Similarity NPD8247 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