Structure

Physi-Chem Properties

Molecular Weight:  363.96
Volume:  313.489
LogP:  5.9
LogD:  3.57
LogS:  -6.029
# Rotatable Bonds:  4
TPSA:  29.46
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.741
Synthetic Accessibility Score:  2.259
Fsp3:  0.2
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.986
MDCK Permeability:  1.03984639281407e-05
Pgp-inhibitor:  0.932
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.966

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.158
Plasma Protein Binding (PPB):  100.98192596435547%
Volume Distribution (VD):  3.626
Pgp-substrate:  1.3550598621368408%

ADMET: Metabolism

CYP1A2-inhibitor:  0.905
CYP1A2-substrate:  0.909
CYP2C19-inhibitor:  0.881
CYP2C19-substrate:  0.229
CYP2C9-inhibitor:  0.929
CYP2C9-substrate:  0.955
CYP2D6-inhibitor:  0.499
CYP2D6-substrate:  0.908
CYP3A4-inhibitor:  0.242
CYP3A4-substrate:  0.565

ADMET: Excretion

Clearance (CL):  7.445
Half-life (T1/2):  0.117

ADMET: Toxicity

hERG Blockers:  0.073
Human Hepatotoxicity (H-HT):  0.065
Drug-inuced Liver Injury (DILI):  0.876
AMES Toxicity:  0.046
Rat Oral Acute Toxicity:  0.319
Maximum Recommended Daily Dose:  0.877
Skin Sensitization:  0.739
Carcinogencity:  0.166
Eye Corrosion:  0.003
Eye Irritation:  0.273
Respiratory Toxicity:  0.306

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

  Natural Product: NPC139326

Natural Product ID:  NPC139326
Common Name*:   Ulongapeptin
IUPAC Name:   (2S,5S,8S,11R,14R,17S,20S,21S)-14-benzyl-2,4,10,13,21-pentamethyl-20-pent-4-ynyl-5,8,11,17-tetra(propan-2-yl)-1-oxa-4,7,10,13,16,19-hexazacyclodocosane-3,6,9,12,15,18,22-heptone
Synonyms:   Ulongapeptin
Standard InCHIKey:  KLTWAAGRSKZRSM-OLLKMYFESA-N
Standard InCHI:  InChI=1S/C44H68N6O8/c1-15-16-18-23-32-29(10)44(57)58-30(11)41(54)49(13)36(27(6)7)40(53)47-35(26(4)5)42(55)50(14)37(28(8)9)43(56)48(12)33(24-31-21-19-17-20-22-31)38(51)46-34(25(2)3)39(52)45-32/h1,17,19-22,25-30,32-37H,16,18,23-24H2,2-14H3,(H,45,52)(H,46,51)(H,47,53)/t29-,30-,32-,33+,34-,35-,36-,37+/m0/s1
SMILES:  C#CCCC[C@H]1[C@H](C)C(=O)O[C@@H](C)C(=O)N(C)[C@@H](C(C)C)C(=N[C@@H](C(C)C)C(=O)N(C)[C@H](C(C)C)C(=O)N(C)[C@H](Cc2ccccc2)C(=N[C@@H](C(C)C)C(=N1)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL526375
PubChem CID:   10974841
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
NPO32881 Lyngbya sp. Species Oscillatoriaceae Bacteria n.a. Palauan n.a. PMID[12141859]
NPO32881 Lyngbya sp. Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[12502348]
NPO32881 Lyngbya sp. Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[12762789]
NPO32881 Lyngbya sp. Species Oscillatoriaceae Bacteria n.a. Palauan n.a. PMID[12762800]
NPO32881 Lyngbya sp. Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[14695793]
NPO32881 Lyngbya sp. Species Oscillatoriaceae Bacteria n.a. Florida Everglades n.a. PMID[17432902]
NPO32881 Lyngbya sp. Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[18693761]
NPO32881 Lyngbya sp. Species Oscillatoriaceae Bacteria n.a. Florida Keys n.a. PMID[21705224]

☑ 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 = 630.0 nM PMID[468007]

☑ 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 NPC139326 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
0.9333 High Similarity NPC263493
0.9333 High Similarity NPC269398
0.9281 High Similarity NPC129666
0.9275 High Similarity NPC225648
0.9275 High Similarity NPC329761
0.9044 High Similarity NPC470884
0.9044 High Similarity NPC92784
0.9044 High Similarity NPC98424
0.9044 High Similarity NPC178662
0.9044 High Similarity NPC476133
0.8993 High Similarity NPC5620
0.8993 High Similarity NPC209509
0.8971 High Similarity NPC471264
0.8971 High Similarity NPC471265
0.8865 High Similarity NPC138775
0.8832 High Similarity NPC68865
0.8803 High Similarity NPC105717
0.8705 High Similarity NPC46098
0.8705 High Similarity NPC268841
0.8705 High Similarity NPC307357
0.8671 High Similarity NPC240848
0.8647 High Similarity NPC101719
0.8582 High Similarity NPC197682
0.8582 High Similarity NPC161069
0.8571 High Similarity NPC222466
0.8562 High Similarity NPC286551
0.8521 High Similarity NPC476978
0.8511 High Similarity NPC168113
0.8493 Intermediate Similarity NPC162104
0.8472 Intermediate Similarity NPC145113
0.8456 Intermediate Similarity NPC197743
0.8456 Intermediate Similarity NPC297145
0.8451 Intermediate Similarity NPC176226
0.844 Intermediate Similarity NPC239762
0.844 Intermediate Similarity NPC163392
0.8431 Intermediate Similarity NPC473502
0.8429 Intermediate Similarity NPC127741
0.8414 Intermediate Similarity NPC471821
0.8414 Intermediate Similarity NPC471820
0.838 Intermediate Similarity NPC469426
0.838 Intermediate Similarity NPC469427
0.8345 Intermediate Similarity NPC135121
0.831 Intermediate Similarity NPC476259
0.8258 Intermediate Similarity NPC310467
0.8248 Intermediate Similarity NPC319766
0.8248 Intermediate Similarity NPC105114
0.8248 Intermediate Similarity NPC89923
0.8248 Intermediate Similarity NPC152850
0.8248 Intermediate Similarity NPC239990
0.8248 Intermediate Similarity NPC71933
0.8231 Intermediate Similarity NPC2501
0.8207 Intermediate Similarity NPC201244
0.8207 Intermediate Similarity NPC477217
0.8182 Intermediate Similarity NPC169328
0.8175 Intermediate Similarity NPC136453
0.8156 Intermediate Similarity NPC248283
0.8138 Intermediate Similarity NPC52748
0.8082 Intermediate Similarity NPC316008
0.8082 Intermediate Similarity NPC313867
0.8071 Intermediate Similarity NPC157311
0.8067 Intermediate Similarity NPC122590
0.8029 Intermediate Similarity NPC22746
0.8027 Intermediate Similarity NPC262077
0.8027 Intermediate Similarity NPC314358
0.8014 Intermediate Similarity NPC8761
0.8014 Intermediate Similarity NPC315283
0.8014 Intermediate Similarity NPC314388
0.8014 Intermediate Similarity NPC246079
0.8014 Intermediate Similarity NPC44805
0.7985 Intermediate Similarity NPC470546
0.791 Intermediate Similarity NPC470545
0.7868 Intermediate Similarity NPC200964
0.7862 Intermediate Similarity NPC132636
0.7852 Intermediate Similarity NPC237420
0.7836 Intermediate Similarity NPC470544
0.7832 Intermediate Similarity NPC287401
0.7829 Intermediate Similarity NPC473341
0.7826 Intermediate Similarity NPC317725
0.7826 Intermediate Similarity NPC317362
0.7826 Intermediate Similarity NPC46427
0.7826 Intermediate Similarity NPC318930
0.7826 Intermediate Similarity NPC326407
0.7826 Intermediate Similarity NPC6975
0.7817 Intermediate Similarity NPC130309
0.7801 Intermediate Similarity NPC473322
0.7754 Intermediate Similarity NPC252878
0.7737 Intermediate Similarity NPC478015
0.7737 Intermediate Similarity NPC478016
0.7737 Intermediate Similarity NPC190663
0.7737 Intermediate Similarity NPC478014
0.7718 Intermediate Similarity NPC322878
0.7718 Intermediate Similarity NPC315266
0.7714 Intermediate Similarity NPC47667
0.7704 Intermediate Similarity NPC239357
0.7697 Intermediate Similarity NPC475168
0.7697 Intermediate Similarity NPC7817
0.7692 Intermediate Similarity NPC255447
0.7681 Intermediate Similarity NPC202521
0.7658 Intermediate Similarity NPC471052
0.7658 Intermediate Similarity NPC471051
0.7658 Intermediate Similarity NPC471053
0.764 Intermediate Similarity NPC196091
0.7626 Intermediate Similarity NPC160493
0.7612 Intermediate Similarity NPC276949
0.7612 Intermediate Similarity NPC35850
0.7609 Intermediate Similarity NPC476990
0.7609 Intermediate Similarity NPC477061
0.7609 Intermediate Similarity NPC45777
0.758 Intermediate Similarity NPC1390
0.758 Intermediate Similarity NPC62104
0.7556 Intermediate Similarity NPC33742
0.7554 Intermediate Similarity NPC71684
0.7552 Intermediate Similarity NPC111428
0.755 Intermediate Similarity NPC81026
0.7548 Intermediate Similarity NPC470902
0.7532 Intermediate Similarity NPC471527
0.75 Intermediate Similarity NPC477462
0.75 Intermediate Similarity NPC476227
0.7483 Intermediate Similarity NPC266741
0.7482 Intermediate Similarity NPC80150
0.747 Intermediate Similarity NPC475421
0.7468 Intermediate Similarity NPC287757
0.7468 Intermediate Similarity NPC319320
0.7447 Intermediate Similarity NPC175726
0.7447 Intermediate Similarity NPC474082
0.7436 Intermediate Similarity NPC39431
0.7432 Intermediate Similarity NPC43755
0.7423 Intermediate Similarity NPC40234
0.7419 Intermediate Similarity NPC300443
0.7407 Intermediate Similarity NPC474584
0.7403 Intermediate Similarity NPC283783
0.7394 Intermediate Similarity NPC26108
0.7391 Intermediate Similarity NPC22883
0.7391 Intermediate Similarity NPC472923
0.7391 Intermediate Similarity NPC5719
0.7391 Intermediate Similarity NPC217804
0.7391 Intermediate Similarity NPC210377
0.7379 Intermediate Similarity NPC200589
0.7379 Intermediate Similarity NPC300315
0.7372 Intermediate Similarity NPC197470
0.7362 Intermediate Similarity NPC186617
0.7346 Intermediate Similarity NPC15068
0.7337 Intermediate Similarity NPC470112
0.7337 Intermediate Similarity NPC470903
0.7337 Intermediate Similarity NPC167763
0.7333 Intermediate Similarity NPC137627
0.7333 Intermediate Similarity NPC306804
0.7317 Intermediate Similarity NPC473693
0.7317 Intermediate Similarity NPC475123
0.7317 Intermediate Similarity NPC475204
0.7317 Intermediate Similarity NPC471568
0.7312 Intermediate Similarity NPC469901
0.7301 Intermediate Similarity NPC107938
0.7301 Intermediate Similarity NPC294516
0.7301 Intermediate Similarity NPC63040
0.7289 Intermediate Similarity NPC155506
0.7289 Intermediate Similarity NPC159767
0.7289 Intermediate Similarity NPC279871
0.7279 Intermediate Similarity NPC273814
0.7251 Intermediate Similarity NPC299806
0.7229 Intermediate Similarity NPC248670
0.7214 Intermediate Similarity NPC314992
0.7212 Intermediate Similarity NPC46009
0.7203 Intermediate Similarity NPC35996
0.7194 Intermediate Similarity NPC14672
0.7194 Intermediate Similarity NPC285926
0.7194 Intermediate Similarity NPC315276
0.7192 Intermediate Similarity NPC469666
0.7178 Intermediate Similarity NPC63931
0.7172 Intermediate Similarity NPC477937
0.717 Intermediate Similarity NPC469903
0.717 Intermediate Similarity NPC473580
0.7169 Intermediate Similarity NPC230611
0.716 Intermediate Similarity NPC194671
0.716 Intermediate Similarity NPC269750
0.7143 Intermediate Similarity NPC50016
0.7143 Intermediate Similarity NPC24617
0.7134 Intermediate Similarity NPC324081
0.7126 Intermediate Similarity NPC273755
0.7124 Intermediate Similarity NPC77905
0.7099 Intermediate Similarity NPC469243
0.7099 Intermediate Similarity NPC114806
0.7089 Intermediate Similarity NPC233702
0.7083 Intermediate Similarity NPC473402
0.7083 Intermediate Similarity NPC471165
0.7083 Intermediate Similarity NPC473354
0.708 Intermediate Similarity NPC329011
0.7071 Intermediate Similarity NPC2265
0.7068 Intermediate Similarity NPC194390
0.7068 Intermediate Similarity NPC113326
0.7068 Intermediate Similarity NPC224610
0.7068 Intermediate Similarity NPC88267
0.7067 Intermediate Similarity NPC141050
0.7066 Intermediate Similarity NPC89831
0.7051 Intermediate Similarity NPC16188
0.7048 Intermediate Similarity NPC473000
0.7044 Intermediate Similarity NPC262166
0.7041 Intermediate Similarity NPC469900
0.7037 Intermediate Similarity NPC469898
0.7034 Intermediate Similarity NPC476260

  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 NPC139326 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
0.8298 Intermediate Similarity NPD8173 Phase 2
0.8298 Intermediate Similarity NPD8172 Phase 2
0.8099 Intermediate Similarity NPD7113 Clinical (unspecified phase)
0.7973 Intermediate Similarity NPD8323 Discontinued
0.7956 Intermediate Similarity NPD2584 Suspended
0.7902 Intermediate Similarity NPD8416 Discontinued
0.773 Intermediate Similarity NPD3608 Clinical (unspecified phase)
0.7724 Intermediate Similarity NPD8643 Discontinued
0.7677 Intermediate Similarity NPD8417 Discontinued
0.7655 Intermediate Similarity NPD8265 Approved
0.7619 Intermediate Similarity NPD6852 Discontinued
0.7584 Intermediate Similarity NPD8076 Discontinued
0.7552 Intermediate Similarity NPD4175 Approved
0.7552 Intermediate Similarity NPD4177 Approved
0.7534 Intermediate Similarity NPD4153 Approved
0.75 Intermediate Similarity NPD6901 Phase 3
0.7448 Intermediate Similarity NPD6919 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD5725 Approved
0.7432 Intermediate Similarity NPD6073 Approved
0.7415 Intermediate Similarity NPD6623 Phase 3
0.7413 Intermediate Similarity NPD2585 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD4504 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD6088 Approved
0.7379 Intermediate Similarity NPD4125 Approved
0.7372 Intermediate Similarity NPD1348 Approved
0.7361 Intermediate Similarity NPD5339 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD3626 Phase 3
0.7308 Intermediate Similarity NPD7613 Discontinued
0.7303 Intermediate Similarity NPD6681 Discovery
0.7296 Intermediate Similarity NPD7749 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD4677 Discontinued
0.7267 Intermediate Similarity NPD6295 Approved
0.7267 Intermediate Similarity NPD6294 Approved
0.7241 Intermediate Similarity NPD3604 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD5747 Discontinued
0.723 Intermediate Similarity NPD7634 Clinical (unspecified phase)
0.7214 Intermediate Similarity NPD2218 Phase 2
0.7214 Intermediate Similarity NPD2217 Approved
0.7203 Intermediate Similarity NPD3073 Approved
0.7203 Intermediate Similarity NPD3071 Approved
0.7203 Intermediate Similarity NPD3072 Approved
0.7192 Intermediate Similarity NPD3040 Approved
0.7181 Intermediate Similarity NPD5296 Approved
0.7179 Intermediate Similarity NPD7892 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6860 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD4762 Approved
0.7133 Intermediate Similarity NPD4706 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD4761 Approved
0.7132 Intermediate Similarity NPD3644 Approved
0.7132 Intermediate Similarity NPD3643 Approved
0.7132 Intermediate Similarity NPD3642 Approved
0.7124 Intermediate Similarity NPD7720 Phase 2
0.7124 Intermediate Similarity NPD4152 Approved
0.7114 Intermediate Similarity NPD3561 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD8315 Phase 1
0.7105 Intermediate Similarity NPD7728 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD7599 Phase 2
0.7095 Intermediate Similarity NPD4738 Phase 2
0.7086 Intermediate Similarity NPD4782 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD7118 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD2437 Approved
0.7078 Intermediate Similarity NPD2436 Approved
0.7055 Intermediate Similarity NPD7600 Phase 2
0.7051 Intermediate Similarity NPD6552 Clinical (unspecified phase)
0.7042 Intermediate Similarity NPD5981 Approved
0.7027 Intermediate Similarity NPD7979 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD4676 Approved
0.7027 Intermediate Similarity NPD5263 Approved
0.7013 Intermediate Similarity NPD2022 Approved
0.7 Intermediate Similarity NPD4646 Approved
0.7 Intermediate Similarity NPD4647 Approved
0.7 Intermediate Similarity NPD4648 Approved
0.6994 Remote Similarity NPD4557 Approved
0.6993 Remote Similarity NPD5301 Clinical (unspecified phase)
0.6993 Remote Similarity NPD3480 Approved
0.6987 Remote Similarity NPD5298 Clinical (unspecified phase)
0.6986 Remote Similarity NPD5367 Discontinued
0.698 Remote Similarity NPD2047 Approved
0.698 Remote Similarity NPD2045 Approved
0.698 Remote Similarity NPD2051 Approved
0.698 Remote Similarity NPD21 Approved
0.698 Remote Similarity NPD2046 Approved
0.698 Remote Similarity NPD2043 Approved
0.698 Remote Similarity NPD2049 Clinical (unspecified phase)
0.698 Remote Similarity NPD4794 Discontinued
0.698 Remote Similarity NPD2050 Clinical (unspecified phase)
0.698 Remote Similarity NPD2044 Approved
0.698 Remote Similarity NPD2048 Approved
0.6962 Remote Similarity NPD6631 Clinical (unspecified phase)
0.6954 Remote Similarity NPD5323 Approved
0.6954 Remote Similarity NPD4791 Clinical (unspecified phase)
0.6948 Remote Similarity NPD7511 Approved
0.6948 Remote Similarity NPD7512 Approved
0.6933 Remote Similarity NPD5581 Approved
0.6933 Remote Similarity NPD7908 Discontinued
0.6923 Remote Similarity NPD8126 Clinical (unspecified phase)
0.6923 Remote Similarity NPD8124 Phase 3
0.6923 Remote Similarity NPD7964 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5264 Approved
0.6923 Remote Similarity NPD5265 Approved
0.6923 Remote Similarity NPD7965 Phase 2
0.6914 Remote Similarity NPD7267 Clinical (unspecified phase)
0.6913 Remote Similarity NPD2613 Approved
0.6909 Remote Similarity NPD8351 Phase 2
0.6903 Remote Similarity NPD2087 Approved
0.6903 Remote Similarity NPD2088 Approved
0.6897 Remote Similarity NPD4218 Approved
0.6897 Remote Similarity NPD4216 Approved
0.6897 Remote Similarity NPD3132 Approved
0.6897 Remote Similarity NPD4215 Approved
0.6897 Remote Similarity NPD2608 Approved
0.6897 Remote Similarity NPD3131 Approved
0.6897 Remote Similarity NPD2611 Approved
0.6897 Remote Similarity NPD2610 Approved
0.6897 Remote Similarity NPD2609 Approved
0.6897 Remote Similarity NPD2612 Approved
0.6897 Remote Similarity NPD4217 Approved
0.6892 Remote Similarity NPD3588 Discontinued
0.6887 Remote Similarity NPD3616 Approved
0.6887 Remote Similarity NPD3615 Approved
0.6887 Remote Similarity NPD2570 Approved
0.6887 Remote Similarity NPD2566 Approved
0.6887 Remote Similarity NPD3087 Approved
0.6887 Remote Similarity NPD3089 Approved
0.6887 Remote Similarity NPD3090 Approved
0.6887 Remote Similarity NPD2574 Discontinued
0.6887 Remote Similarity NPD2573 Approved
0.6887 Remote Similarity NPD2571 Approved
0.6887 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6887 Remote Similarity NPD4745 Approved
0.6887 Remote Similarity NPD3088 Approved
0.6887 Remote Similarity NPD3614 Approved
0.6887 Remote Similarity NPD4746 Phase 3
0.6879 Remote Similarity NPD1967 Approved
0.6879 Remote Similarity NPD1968 Approved
0.6875 Remote Similarity NPD5230 Approved
0.6875 Remote Similarity NPD5229 Approved
0.6871 Remote Similarity NPD6792 Phase 3
0.6871 Remote Similarity NPD3125 Approved
0.6859 Remote Similarity NPD6119 Clinical (unspecified phase)
0.6848 Remote Similarity NPD7080 Clinical (unspecified phase)
0.6846 Remote Similarity NPD3663 Approved
0.6846 Remote Similarity NPD3664 Approved
0.6846 Remote Similarity NPD3661 Approved
0.6846 Remote Similarity NPD5759 Approved
0.6846 Remote Similarity NPD3662 Phase 3
0.6838 Remote Similarity NPD7130 Phase 3
0.6835 Remote Similarity NPD7602 Clinical (unspecified phase)
0.6832 Remote Similarity NPD7131 Phase 3
0.6831 Remote Similarity NPD4576 Approved
0.6831 Remote Similarity NPD4574 Approved
0.6821 Remote Similarity NPD5299 Approved
0.6818 Remote Similarity NPD4214 Discontinued
0.6813 Remote Similarity NPD4185 Clinical (unspecified phase)
0.68 Remote Similarity NPD5202 Clinical (unspecified phase)
0.6797 Remote Similarity NPD4684 Phase 3
0.6797 Remote Similarity NPD4685 Phase 3
0.6797 Remote Similarity NPD4686 Approved
0.679 Remote Similarity NPD6670 Clinical (unspecified phase)
0.6786 Remote Similarity NPD2607 Approved
0.6781 Remote Similarity NPD4806 Approved
0.6781 Remote Similarity NPD4807 Approved
0.6779 Remote Similarity NPD4151 Approved
0.6776 Remote Similarity NPD5729 Clinical (unspecified phase)
0.6768 Remote Similarity NPD7105 Phase 1
0.6759 Remote Similarity NPD7342 Discontinued
0.6753 Remote Similarity NPD7510 Approved
0.6752 Remote Similarity NPD5341 Clinical (unspecified phase)
0.675 Remote Similarity NPD3987 Approved
0.675 Remote Similarity NPD5613 Approved
0.675 Remote Similarity NPD5614 Approved
0.675 Remote Similarity NPD3988 Approved
0.6746 Remote Similarity NPD7484 Phase 3
0.6746 Remote Similarity NPD7485 Phase 3
0.6738 Remote Similarity NPD2652 Approved
0.6738 Remote Similarity NPD2650 Approved
0.6735 Remote Similarity NPD7814 Approved
0.6735 Remote Similarity NPD5108 Clinical (unspecified phase)
0.6733 Remote Similarity NPD7828 Discontinued
0.6733 Remote Similarity NPD5204 Approved
0.6731 Remote Similarity NPD6897 Clinical (unspecified phase)
0.6713 Remote Similarity NPD5292 Approved
0.6713 Remote Similarity NPD3123 Discovery
0.6713 Remote Similarity NPD5291 Approved
0.6711 Remote Similarity NPD2626 Approved
0.6711 Remote Similarity NPD2625 Approved
0.6711 Remote Similarity NPD4621 Approved
0.6711 Remote Similarity NPD2628 Approved
0.6711 Remote Similarity NPD2160 Approved
0.6711 Remote Similarity NPD2627 Approved
0.6711 Remote Similarity NPD2159 Approved
0.6711 Remote Similarity NPD1330 Phase 2
0.6711 Remote Similarity NPD4619 Approved
0.6711 Remote Similarity NPD6302 Clinical (unspecified phase)
0.6711 Remote Similarity NPD3632 Clinical (unspecified phase)
0.6711 Remote Similarity NPD1329 Clinical (unspecified phase)
0.6708 Remote Similarity NPD5942 Approved
0.6708 Remote Similarity NPD5941 Approved
0.6708 Remote Similarity NPD4432 Discontinued
0.6707 Remote Similarity NPD2891 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