Structure

Physi-Chem Properties

Molecular Weight:  1094.63
Volume:  1122.953
LogP:  3.042
LogD:  3.216
LogS:  -3.472
# Rotatable Bonds:  38
TPSA:  306.14
# H-Bond Aceptor:  22
# H-Bond Donor:  8
# Rings:  3
# Heavy Atoms:  22

MedChem Properties

QED Drug-Likeness Score:  0.032
Synthetic Accessibility Score:  5.84
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:  -6.709
MDCK Permeability:  4.6667541028000414e-05
Pgp-inhibitor:  0.996
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.865
20% Bioavailability (F20%):  0.157
30% Bioavailability (F30%):  0.692

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.05
Plasma Protein Binding (PPB):  59.79423904418945%
Volume Distribution (VD):  0.36
Pgp-substrate:  38.78874588012695%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.007
CYP2C19-inhibitor:  0.04
CYP2C19-substrate:  0.051
CYP2C9-inhibitor:  0.107
CYP2C9-substrate:  0.082
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.112
CYP3A4-inhibitor:  0.395
CYP3A4-substrate:  0.194

ADMET: Excretion

Clearance (CL):  6.429
Half-life (T1/2):  0.77

ADMET: Toxicity

hERG Blockers:  0.017
Human Hepatotoxicity (H-HT):  0.991
Drug-inuced Liver Injury (DILI):  0.883
AMES Toxicity:  0.003
Rat Oral Acute Toxicity:  0.076
Maximum Recommended Daily Dose:  0.395
Skin Sensitization:  0.049
Carcinogencity:  0.012
Eye Corrosion:  0.003
Eye Irritation:  0.003
Respiratory Toxicity:  0.019

Download Data

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

  Natural Product: NPC26108

Natural Product ID:  NPC26108
Common Name*:   Symplocin A
IUPAC Name:   methyl (2S)-1-[(2R)-2-[[2-[[(2S)-2-[[(3R,4S)-4-[[(2S)-2-[[(2S)-2-[[(2R)-2-[(2R,3R)-2-(dimethylamino)-3-methylpentanoyl]oxy-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxy-6-methylheptanoyl]amino]-3-methylbutanoyl]amino]acetyl]-methylamino]-3-phenylpropanoyl]pyrrolidine-2-carboxylate
Synonyms:   symplocin A
Standard InCHIKey:  NDLHEZRABDBDPY-YQLRASQXSA-N
Standard InCHI:  InChI=1S/C56H86N8O14/c1-13-35(8)48(62(9)10)56(76)78-49(34(6)7)53(73)59-40(27-37-21-23-38(66)24-22-37)50(70)60-41(31-65)51(71)58-39(26-32(2)3)44(67)29-45(68)61-47(33(4)5)52(72)57-30-46(69)63(11)43(28-36-18-15-14-16-19-36)54(74)64-25-17-20-42(64)55(75)77-12/h14-16,18-19,21-24,32-35,39-44,47-49,65-67H,13,17,20,25-31H2,1-12H3,(H,57,72)(H,58,71)(H,59,73)(H,60,70)(H,61,68)/t35-,39+,40+,41+,42+,43-,44-,47+,48-,49-/m1/s1
SMILES:  CC[C@@H](C)[C@H](C(=O)O[C@H](C(C)C)C(=N[C@@H](Cc1ccc(cc1)O)C(=N[C@@H](CO)C(=N[C@@H](CC(C)C)[C@@H](CC(=N[C@@H](C(C)C)C(=NCC(=O)N(C)[C@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)OC)O)O)O)O)O)O)N(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2024289
PubChem CID:   57379439
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0001813] Peptidomimetics
        • [CHEMONTID:0001961] 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
NPO32534 bahamian cyanobacterium symploca sp. Species n.a. n.a. n.a. n.a. n.a. PMID[22360587]

☑ 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
NPT6510 Individual Protein Cathepsin E Homo sapiens IC50 = 0.3 nM PMID[494696]

☑ 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 NPC26108 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
0.9437 High Similarity NPC137627
0.9259 High Similarity NPC471165
0.9141 High Similarity NPC473354
0.9085 High Similarity NPC50016
0.908 High Similarity NPC273755
0.908 High Similarity NPC306804
0.9074 High Similarity NPC475204
0.9074 High Similarity NPC475123
0.9062 High Similarity NPC63931
0.9024 High Similarity NPC279871
0.8988 High Similarity NPC294951
0.8976 High Similarity NPC45037
0.8951 High Similarity NPC294516
0.8951 High Similarity NPC107938
0.8909 High Similarity NPC155506
0.8909 High Similarity NPC476227
0.8909 High Similarity NPC159767
0.8902 High Similarity NPC230611
0.8902 High Similarity NPC89831
0.8876 High Similarity NPC471050
0.8876 High Similarity NPC471048
0.8876 High Similarity NPC471049
0.8869 High Similarity NPC476321
0.8862 High Similarity NPC194671
0.8862 High Similarity NPC269750
0.8841 High Similarity NPC40234
0.8817 High Similarity NPC471526
0.8795 High Similarity NPC473402
0.8735 High Similarity NPC248670
0.8728 High Similarity NPC473305
0.8728 High Similarity NPC163961
0.8727 High Similarity NPC46009
0.8654 High Similarity NPC16188
0.8616 High Similarity NPC202198
0.8616 High Similarity NPC122590
0.8616 High Similarity NPC262166
0.8606 High Similarity NPC302597
0.858 High Similarity NPC302715
0.8553 High Similarity NPC233702
0.8506 High Similarity NPC94862
0.8491 Intermediate Similarity NPC473491
0.8475 Intermediate Similarity NPC65714
0.8466 Intermediate Similarity NPC473378
0.8466 Intermediate Similarity NPC473407
0.8428 Intermediate Similarity NPC2501
0.8409 Intermediate Similarity NPC61332
0.8409 Intermediate Similarity NPC240130
0.8395 Intermediate Similarity NPC476268
0.8393 Intermediate Similarity NPC196091
0.838 Intermediate Similarity NPC473371
0.8373 Intermediate Similarity NPC472923
0.8354 Intermediate Similarity NPC244336
0.8352 Intermediate Similarity NPC102959
0.8333 Intermediate Similarity NPC476989
0.8333 Intermediate Similarity NPC471592
0.8333 Intermediate Similarity NPC280022
0.8324 Intermediate Similarity NPC473404
0.8323 Intermediate Similarity NPC61004
0.8314 Intermediate Similarity NPC475421
0.8305 Intermediate Similarity NPC60516
0.8293 Intermediate Similarity NPC197743
0.8293 Intermediate Similarity NPC297145
0.8274 Intermediate Similarity NPC141957
0.8272 Intermediate Similarity NPC5194
0.8272 Intermediate Similarity NPC261934
0.8253 Intermediate Similarity NPC241794
0.8246 Intermediate Similarity NPC136797
0.8239 Intermediate Similarity NPC262077
0.8239 Intermediate Similarity NPC81026
0.8235 Intermediate Similarity NPC328494
0.8187 Intermediate Similarity NPC477550
0.8187 Intermediate Similarity NPC477552
0.8182 Intermediate Similarity NPC315542
0.8176 Intermediate Similarity NPC274198
0.8176 Intermediate Similarity NPC471568
0.8176 Intermediate Similarity NPC198254
0.8176 Intermediate Similarity NPC266741
0.8176 Intermediate Similarity NPC473693
0.8171 Intermediate Similarity NPC167763
0.8171 Intermediate Similarity NPC470903
0.8171 Intermediate Similarity NPC470112
0.8171 Intermediate Similarity NPC244509
0.8166 Intermediate Similarity NPC328649
0.8165 Intermediate Similarity NPC161069
0.816 Intermediate Similarity NPC56685
0.8141 Intermediate Similarity NPC6570
0.8141 Intermediate Similarity NPC127741
0.814 Intermediate Similarity NPC158277
0.814 Intermediate Similarity NPC477462
0.8118 Intermediate Similarity NPC186617
0.8113 Intermediate Similarity NPC52748
0.8113 Intermediate Similarity NPC476978
0.811 Intermediate Similarity NPC39431
0.8107 Intermediate Similarity NPC254700
0.8103 Intermediate Similarity NPC119652
0.8103 Intermediate Similarity NPC97526
0.8098 Intermediate Similarity NPC162104
0.8098 Intermediate Similarity NPC477551
0.8095 Intermediate Similarity NPC471052
0.8095 Intermediate Similarity NPC471051
0.8095 Intermediate Similarity NPC471053
0.8084 Intermediate Similarity NPC469243
0.8079 Intermediate Similarity NPC299806
0.8075 Intermediate Similarity NPC135121
0.807 Intermediate Similarity NPC276506
0.805 Intermediate Similarity NPC91953
0.8025 Intermediate Similarity NPC471820
0.8025 Intermediate Similarity NPC471821
0.8 Intermediate Similarity NPC174122
0.8 Intermediate Similarity NPC64140
0.7989 Intermediate Similarity NPC4910
0.7989 Intermediate Similarity NPC196243
0.7987 Intermediate Similarity NPC197921
0.7977 Intermediate Similarity NPC475532
0.7976 Intermediate Similarity NPC475544
0.7975 Intermediate Similarity NPC313694
0.7975 Intermediate Similarity NPC242159
0.7963 Intermediate Similarity NPC138775
0.7953 Intermediate Similarity NPC209463
0.795 Intermediate Similarity NPC477217
0.795 Intermediate Similarity NPC201244
0.795 Intermediate Similarity NPC5620
0.795 Intermediate Similarity NPC209509
0.7944 Intermediate Similarity NPC234069
0.7941 Intermediate Similarity NPC223207
0.7931 Intermediate Similarity NPC165285
0.7931 Intermediate Similarity NPC17698
0.7925 Intermediate Similarity NPC239762
0.7925 Intermediate Similarity NPC163392
0.7923 Intermediate Similarity NPC59827
0.7923 Intermediate Similarity NPC184933
0.791 Intermediate Similarity NPC477637
0.7903 Intermediate Similarity NPC469443
0.7895 Intermediate Similarity NPC304074
0.7895 Intermediate Similarity NPC471771
0.7895 Intermediate Similarity NPC290755
0.7892 Intermediate Similarity NPC323662
0.7889 Intermediate Similarity NPC329731
0.787 Intermediate Similarity NPC471527
0.7857 Intermediate Similarity NPC56635
0.7853 Intermediate Similarity NPC329761
0.7853 Intermediate Similarity NPC32064
0.7853 Intermediate Similarity NPC145113
0.7853 Intermediate Similarity NPC225648
0.7849 Intermediate Similarity NPC473502
0.7844 Intermediate Similarity NPC473580
0.7833 Intermediate Similarity NPC276120
0.7826 Intermediate Similarity NPC469360
0.7826 Intermediate Similarity NPC477632
0.7826 Intermediate Similarity NPC477638
0.7811 Intermediate Similarity NPC319320
0.7811 Intermediate Similarity NPC287757
0.7803 Intermediate Similarity NPC129486
0.7801 Intermediate Similarity NPC478005
0.7796 Intermediate Similarity NPC477527
0.7791 Intermediate Similarity NPC314358
0.7778 Intermediate Similarity NPC138083
0.7772 Intermediate Similarity NPC328763
0.7764 Intermediate Similarity NPC263493
0.7764 Intermediate Similarity NPC269398
0.776 Intermediate Similarity NPC248822
0.7758 Intermediate Similarity NPC129666
0.7753 Intermediate Similarity NPC153554
0.7751 Intermediate Similarity NPC323336
0.7751 Intermediate Similarity NPC326349
0.773 Intermediate Similarity NPC313867
0.773 Intermediate Similarity NPC316008
0.7727 Intermediate Similarity NPC164608
0.7725 Intermediate Similarity NPC473341
0.7711 Intermediate Similarity NPC7817
0.7711 Intermediate Similarity NPC475168
0.7702 Intermediate Similarity NPC268841
0.7702 Intermediate Similarity NPC46098
0.7702 Intermediate Similarity NPC307357
0.7701 Intermediate Similarity NPC50548
0.7688 Intermediate Similarity NPC68865
0.7669 Intermediate Similarity NPC315283
0.7669 Intermediate Similarity NPC314388
0.7663 Intermediate Similarity NPC477526
0.7658 Intermediate Similarity NPC45191
0.7656 Intermediate Similarity NPC220060
0.7647 Intermediate Similarity NPC144314
0.764 Intermediate Similarity NPC178662
0.764 Intermediate Similarity NPC470884
0.764 Intermediate Similarity NPC476133
0.764 Intermediate Similarity NPC92784
0.764 Intermediate Similarity NPC98424
0.7617 Intermediate Similarity NPC469444
0.7609 Intermediate Similarity NPC29531
0.7607 Intermediate Similarity NPC197682
0.7607 Intermediate Similarity NPC176226
0.7602 Intermediate Similarity NPC1390
0.7602 Intermediate Similarity NPC62104
0.7594 Intermediate Similarity NPC149962
0.758 Intermediate Similarity NPC296712
0.7578 Intermediate Similarity NPC471264
0.7578 Intermediate Similarity NPC471265
0.7574 Intermediate Similarity NPC470902
0.7556 Intermediate Similarity NPC475409
0.7556 Intermediate Similarity NPC170302

  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 NPC26108 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
0.8405 Intermediate Similarity NPD7118 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD8303 Discontinued
0.7759 Intermediate Similarity NPD7608 Discontinued
0.7725 Intermediate Similarity NPD7131 Phase 3
0.7688 Intermediate Similarity NPD8173 Phase 2
0.7688 Intermediate Similarity NPD8172 Phase 2
0.7622 Intermediate Similarity NPD6860 Clinical (unspecified phase)
0.7602 Intermediate Similarity NPD8019 Approved
0.75 Intermediate Similarity NPD7495 Discontinued
0.7416 Intermediate Similarity NPD5137 Approved
0.7401 Intermediate Similarity NPD7485 Phase 3
0.7401 Intermediate Similarity NPD7484 Phase 3
0.7394 Intermediate Similarity NPD7978 Discontinued
0.7375 Intermediate Similarity NPD3136 Phase 2
0.7353 Intermediate Similarity NPD7613 Discontinued
0.7329 Intermediate Similarity NPD4621 Approved
0.7329 Intermediate Similarity NPD4619 Approved
0.7321 Intermediate Similarity NPD8323 Discontinued
0.7292 Intermediate Similarity NPD7565 Approved
0.7284 Intermediate Similarity NPD5729 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD2584 Suspended
0.7243 Intermediate Similarity NPD7281 Phase 3
0.7243 Intermediate Similarity NPD7280 Phase 3
0.7232 Intermediate Similarity NPD2098 Approved
0.7229 Intermediate Similarity NPD7450 Phase 2
0.7209 Intermediate Similarity NPD7523 Phase 3
0.7204 Intermediate Similarity NPD6851 Approved
0.7204 Intermediate Similarity NPD6853 Approved
0.7204 Intermediate Similarity NPD5946 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD7810 Phase 3
0.7202 Intermediate Similarity NPD7811 Phase 3
0.7184 Intermediate Similarity NPD8417 Discontinued
0.7167 Intermediate Similarity NPD4652 Approved
0.716 Intermediate Similarity NPD3400 Discontinued
0.7152 Intermediate Similarity NPD6073 Approved
0.7151 Intermediate Similarity NPD7303 Discontinued
0.712 Intermediate Similarity NPD5484 Approved
0.712 Intermediate Similarity NPD5485 Approved
0.7119 Intermediate Similarity NPD2097 Approved
0.7117 Intermediate Similarity NPD1330 Phase 2
0.7117 Intermediate Similarity NPD1329 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD6852 Discontinued
0.7097 Intermediate Similarity NPD7132 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD7113 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD8643 Discontinued
0.7053 Intermediate Similarity NPD7617 Discontinued
0.7041 Intermediate Similarity NPD7596 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD8103 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD5204 Approved
0.7037 Intermediate Similarity NPD4177 Approved
0.7037 Intermediate Similarity NPD4175 Approved
0.703 Intermediate Similarity NPD8416 Discontinued
0.7027 Intermediate Similarity NPD7695 Clinical (unspecified phase)
0.6989 Remote Similarity NPD6297 Approved
0.6975 Remote Similarity NPD5339 Clinical (unspecified phase)
0.6971 Remote Similarity NPD8356 Approved
0.697 Remote Similarity NPD5745 Approved
0.6964 Remote Similarity NPD6867 Clinical (unspecified phase)
0.6964 Remote Similarity NPD6866 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5200 Clinical (unspecified phase)
0.6957 Remote Similarity NPD3125 Approved
0.6954 Remote Similarity NPD6390 Discontinued
0.6946 Remote Similarity NPD5725 Approved
0.6944 Remote Similarity NPD8031 Discontinued
0.6936 Remote Similarity NPD6682 Clinical (unspecified phase)
0.6928 Remote Similarity NPD6346 Approved
0.6927 Remote Similarity NPD6505 Approved
0.6927 Remote Similarity NPD6504 Approved
0.6923 Remote Similarity NPD6897 Clinical (unspecified phase)
0.6919 Remote Similarity NPD8430 Approved
0.6919 Remote Similarity NPD7910 Clinical (unspecified phase)
0.6914 Remote Similarity NPD2627 Approved
0.6914 Remote Similarity NPD2628 Approved
0.6914 Remote Similarity NPD2585 Clinical (unspecified phase)
0.6914 Remote Similarity NPD2160 Approved
0.6914 Remote Similarity NPD2626 Approved
0.6914 Remote Similarity NPD2159 Approved
0.6914 Remote Similarity NPD2625 Approved
0.691 Remote Similarity NPD7011 Discontinued
0.6901 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6894 Remote Similarity NPD4659 Approved
0.689 Remote Similarity NPD4617 Approved
0.689 Remote Similarity NPD5202 Clinical (unspecified phase)
0.689 Remote Similarity NPD5203 Approved
0.689 Remote Similarity NPD5201 Approved
0.689 Remote Similarity NPD4620 Approved
0.6875 Remote Similarity NPD8315 Phase 1
0.6872 Remote Similarity NPD5772 Approved
0.6872 Remote Similarity NPD5773 Approved
0.6872 Remote Similarity NPD7972 Discontinued
0.6867 Remote Similarity NPD5747 Discontinued
0.6863 Remote Similarity NPD3879 Approved
0.686 Remote Similarity NPD6676 Phase 2
0.686 Remote Similarity NPD2575 Approved
0.6851 Remote Similarity NPD5218 Approved
0.6851 Remote Similarity NPD5219 Approved
0.6848 Remote Similarity NPD5746 Approved
0.6848 Remote Similarity NPD4738 Phase 2
0.6842 Remote Similarity NPD6681 Discovery
0.6836 Remote Similarity NPD3455 Phase 2
0.6834 Remote Similarity NPD6863 Phase 2
0.6831 Remote Similarity NPD2888 Approved
0.6831 Remote Similarity NPD2890 Approved
0.6831 Remote Similarity NPD2889 Approved
0.6831 Remote Similarity NPD2017 Approved
0.6829 Remote Similarity NPD3661 Approved
0.6829 Remote Similarity NPD3664 Approved
0.6829 Remote Similarity NPD3662 Phase 3
0.6829 Remote Similarity NPD3663 Approved
0.6826 Remote Similarity NPD5120 Approved
0.6826 Remote Similarity NPD5119 Approved
0.6826 Remote Similarity NPD5121 Approved
0.6823 Remote Similarity NPD4435 Approved
0.6816 Remote Similarity NPD2515 Approved
0.6816 Remote Similarity NPD3007 Approved
0.6814 Remote Similarity NPD3878 Approved
0.68 Remote Similarity NPD3536 Discontinued
0.6788 Remote Similarity NPD4125 Approved
0.6788 Remote Similarity NPD5263 Approved
0.6786 Remote Similarity NPD555 Phase 2
0.6782 Remote Similarity NPD6884 Clinical (unspecified phase)
0.6771 Remote Similarity NPD4434 Approved
0.677 Remote Similarity NPD4807 Approved
0.677 Remote Similarity NPD4806 Approved
0.6766 Remote Similarity NPD7634 Clinical (unspecified phase)
0.6765 Remote Similarity NPD7728 Clinical (unspecified phase)
0.676 Remote Similarity NPD2513 Approved
0.676 Remote Similarity NPD7749 Clinical (unspecified phase)
0.6758 Remote Similarity NPD4521 Clinical (unspecified phase)
0.6753 Remote Similarity NPD5525 Clinical (unspecified phase)
0.674 Remote Similarity NPD7080 Clinical (unspecified phase)
0.674 Remote Similarity NPD5967 Approved
0.6733 Remote Similarity NPD8161 Suspended
0.6728 Remote Similarity NPD3071 Approved
0.6728 Remote Similarity NPD3072 Approved
0.6728 Remote Similarity NPD3073 Approved
0.6726 Remote Similarity NPD826 Approved
0.6726 Remote Similarity NPD6623 Phase 3
0.6726 Remote Similarity NPD6309 Approved
0.6726 Remote Similarity NPD6310 Approved
0.6726 Remote Similarity NPD825 Approved
0.6726 Remote Similarity NPD6311 Approved
0.6725 Remote Similarity NPD4173 Approved
0.6725 Remote Similarity NPD7512 Approved
0.6725 Remote Similarity NPD2239 Approved
0.6725 Remote Similarity NPD2240 Approved
0.6725 Remote Similarity NPD4172 Approved
0.6725 Remote Similarity NPD7511 Approved
0.6723 Remote Similarity NPD1670 Discontinued
0.672 Remote Similarity NPD7959 Clinical (unspecified phase)
0.6708 Remote Similarity NPD4136 Approved
0.6708 Remote Similarity NPD4106 Approved
0.6708 Remote Similarity NPD4135 Approved
0.6707 Remote Similarity NPD4104 Clinical (unspecified phase)
0.6707 Remote Similarity NPD4103 Phase 2
0.6706 Remote Similarity NPD3555 Approved
0.6706 Remote Similarity NPD3554 Approved
0.6706 Remote Similarity NPD3552 Approved
0.6706 Remote Similarity NPD3553 Approved
0.6704 Remote Similarity NPD22 Approved
0.6704 Remote Similarity NPD2053 Approved
0.6703 Remote Similarity NPD8351 Phase 2
0.6701 Remote Similarity NPD7667 Clinical (unspecified phase)
0.6686 Remote Similarity NPD6666 Approved
0.6686 Remote Similarity NPD8076 Discontinued
0.6686 Remote Similarity NPD6667 Approved
0.6685 Remote Similarity NPD4557 Approved
0.6685 Remote Similarity NPD2042 Clinical (unspecified phase)
0.6685 Remote Similarity NPD2041 Clinical (unspecified phase)
0.6684 Remote Similarity NPD8014 Clinical (unspecified phase)
0.6684 Remote Similarity NPD5192 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6078 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6237 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6556 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8070 Approved
0.6667 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8051 Clinical (unspecified phase)
0.6667 Remote Similarity NPD259 Phase 1
0.6667 Remote Similarity NPD4762 Approved
0.6667 Remote Similarity NPD5557 Phase 1
0.6667 Remote Similarity NPD4761 Approved
0.6667 Remote Similarity NPD6072 Discontinued
0.6667 Remote Similarity NPD6677 Suspended
0.6649 Remote Similarity NPD8025 Phase 2
0.6649 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6648 Remote Similarity NPD6088 Approved
0.6648 Remote Similarity NPD2052 Approved
0.6647 Remote Similarity NPD6919 Clinical (unspecified phase)
0.6647 Remote Similarity NPD4782 Clinical (unspecified phase)
0.663 Remote Similarity NPD8245 Clinical (unspecified phase)
0.6627 Remote Similarity NPD3626 Phase 3
0.6627 Remote Similarity NPD5759 Approved
0.6626 Remote Similarity NPD2561 Approved
0.6626 Remote Similarity NPD5108 Clinical (unspecified phase)
0.6626 Remote Similarity NPD2562 Approved
0.6618 Remote Similarity NPD7827 Phase 1
0.6615 Remote Similarity NPD7861 Discontinued
0.6614 Remote Similarity NPD5313 Approved
0.6614 Remote Similarity NPD5312 Approved
0.6613 Remote Similarity NPD7315 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