Structure

Physi-Chem Properties

Molecular Weight:  324.18
Volume:  355.846
LogP:  1.898
LogD:  2.417
LogS:  -2.677
# Rotatable Bonds:  11
TPSA:  58.2
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.696
Synthetic Accessibility Score:  1.635
Fsp3:  0.3
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.939
MDCK Permeability:  4.82350769743789e-05
Pgp-inhibitor:  0.243
Pgp-substrate:  0.15
Human Intestinal Absorption (HIA):  0.067
20% Bioavailability (F20%):  0.996
30% Bioavailability (F30%):  0.947

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.444
Plasma Protein Binding (PPB):  91.50910949707031%
Volume Distribution (VD):  0.842
Pgp-substrate:  8.373058319091797%

ADMET: Metabolism

CYP1A2-inhibitor:  0.102
CYP1A2-substrate:  0.097
CYP2C19-inhibitor:  0.821
CYP2C19-substrate:  0.136
CYP2C9-inhibitor:  0.843
CYP2C9-substrate:  0.13
CYP2D6-inhibitor:  0.467
CYP2D6-substrate:  0.173
CYP3A4-inhibitor:  0.837
CYP3A4-substrate:  0.787

ADMET: Excretion

Clearance (CL):  11.02
Half-life (T1/2):  0.852

ADMET: Toxicity

hERG Blockers:  0.16
Human Hepatotoxicity (H-HT):  0.175
Drug-inuced Liver Injury (DILI):  0.679
AMES Toxicity:  0.081
Rat Oral Acute Toxicity:  0.014
Maximum Recommended Daily Dose:  0.006
Skin Sensitization:  0.544
Carcinogencity:  0.016
Eye Corrosion:  0.003
Eye Irritation:  0.015
Respiratory Toxicity:  0.014

Download Data

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

  Natural Product: NPC172128

Natural Product ID:  NPC172128
Common Name*:   N,N'-(Butane-1,4-Diyl)Bis(2-Phenylacetamide)
IUPAC Name:   2-phenyl-N-[4-[(2-phenylacetyl)amino]butyl]acetamide
Synonyms:  
Standard InCHIKey:  GYLIXRZGMBZSMD-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C20H24N2O2/c23-19(15-17-9-3-1-4-10-17)21-13-7-8-14-22-20(24)16-18-11-5-2-6-12-18/h1-6,9-12H,7-8,13-16H2,(H,21,23)(H,22,24)
SMILES:  OC(=NCCCCN=C(Cc1ccccc1)O)Cc1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2314223
PubChem CID:   2162324
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0002363] Phenylacetamides

*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
NPO3902 Aglaia edulis Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[17190457]
NPO3902 Aglaia edulis Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3902 Aglaia edulis Species Meliaceae Eukaryota 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
NPT839 Cell Line L6 Rattus norvegicus IC50 > 280000.0 nM PMID[501238]
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 > 15000.0 nM PMID[501238]
NPT633 Organism Leishmania donovani Leishmania donovani IC50 > 280000.0 nM PMID[501238]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 > 280000.0 nM PMID[501238]
NPT844 Organism Trypanosoma brucei rhodesiense Trypanosoma brucei rhodesiense IC50 = 110000.0 nM PMID[501238]

☑ 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 NPC172128 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
0.9121 High Similarity NPC33168
0.8913 High Similarity NPC311242
0.8571 High Similarity NPC226438
0.8556 High Similarity NPC470877
0.8539 High Similarity NPC471638
0.8495 Intermediate Similarity NPC303045
0.8495 Intermediate Similarity NPC161972
0.8495 Intermediate Similarity NPC58674
0.8462 Intermediate Similarity NPC471307
0.8462 Intermediate Similarity NPC74936
0.8462 Intermediate Similarity NPC258627
0.8462 Intermediate Similarity NPC159178
0.8462 Intermediate Similarity NPC78041
0.8462 Intermediate Similarity NPC141139
0.8462 Intermediate Similarity NPC121872
0.8462 Intermediate Similarity NPC209764
0.8404 Intermediate Similarity NPC25565
0.8372 Intermediate Similarity NPC192623
0.8316 Intermediate Similarity NPC475439
0.8316 Intermediate Similarity NPC473501
0.8283 Intermediate Similarity NPC211551
0.8242 Intermediate Similarity NPC325441
0.8222 Intermediate Similarity NPC203076
0.8191 Intermediate Similarity NPC471309
0.8065 Intermediate Similarity NPC316108
0.8043 Intermediate Similarity NPC12429
0.7979 Intermediate Similarity NPC245259
0.7935 Intermediate Similarity NPC198747
0.7895 Intermediate Similarity NPC265521
0.7885 Intermediate Similarity NPC319579
0.7864 Intermediate Similarity NPC24101
0.7864 Intermediate Similarity NPC96224
0.7822 Intermediate Similarity NPC194390
0.7822 Intermediate Similarity NPC113326
0.7822 Intermediate Similarity NPC224610
0.7822 Intermediate Similarity NPC88267
0.7778 Intermediate Similarity NPC14326
0.7778 Intermediate Similarity NPC82963
0.7723 Intermediate Similarity NPC471317
0.7717 Intermediate Similarity NPC3210
0.7706 Intermediate Similarity NPC38458
0.7706 Intermediate Similarity NPC311737
0.7692 Intermediate Similarity NPC153690
0.767 Intermediate Similarity NPC231705
0.7653 Intermediate Similarity NPC3371
0.7619 Intermediate Similarity NPC258056
0.7582 Intermediate Similarity NPC121478
0.7582 Intermediate Similarity NPC73637
0.7556 Intermediate Similarity NPC164449
0.7556 Intermediate Similarity NPC184030
0.7553 Intermediate Similarity NPC473031
0.7549 Intermediate Similarity NPC471310
0.7549 Intermediate Similarity NPC202613
0.7547 Intermediate Similarity NPC474149
0.7525 Intermediate Similarity NPC469457
0.75 Intermediate Similarity NPC327481
0.7471 Intermediate Similarity NPC108218
0.7455 Intermediate Similarity NPC470544
0.7451 Intermediate Similarity NPC318154
0.7431 Intermediate Similarity NPC118202
0.7429 Intermediate Similarity NPC142297
0.7426 Intermediate Similarity NPC12730
0.7411 Intermediate Similarity NPC268572
0.7391 Intermediate Similarity NPC475199
0.7391 Intermediate Similarity NPC283012
0.7387 Intermediate Similarity NPC470545
0.7386 Intermediate Similarity NPC189371
0.7379 Intermediate Similarity NPC164859
0.7379 Intermediate Similarity NPC178902
0.7364 Intermediate Similarity NPC317254
0.734 Intermediate Similarity NPC99482
0.7321 Intermediate Similarity NPC470546
0.7312 Intermediate Similarity NPC146703
0.7292 Intermediate Similarity NPC262393
0.729 Intermediate Similarity NPC292758
0.729 Intermediate Similarity NPC65855
0.7281 Intermediate Similarity NPC273830
0.7273 Intermediate Similarity NPC33742
0.7257 Intermediate Similarity NPC43275
0.7248 Intermediate Similarity NPC474584
0.7241 Intermediate Similarity NPC208302
0.7234 Intermediate Similarity NPC95429
0.7232 Intermediate Similarity NPC283468
0.7193 Intermediate Similarity NPC477061
0.7193 Intermediate Similarity NPC45777
0.7182 Intermediate Similarity NPC1986
0.7182 Intermediate Similarity NPC276949
0.7182 Intermediate Similarity NPC474544
0.7182 Intermediate Similarity NPC35850
0.7179 Intermediate Similarity NPC4974
0.7179 Intermediate Similarity NPC47667
0.7174 Intermediate Similarity NPC309279
0.7172 Intermediate Similarity NPC323164
0.717 Intermediate Similarity NPC274089
0.717 Intermediate Similarity NPC45033
0.717 Intermediate Similarity NPC191215
0.7168 Intermediate Similarity NPC122009
0.7157 Intermediate Similarity NPC107619
0.7156 Intermediate Similarity NPC329011
0.7155 Intermediate Similarity NPC471314
0.7155 Intermediate Similarity NPC471315
0.7143 Intermediate Similarity NPC224544
0.7143 Intermediate Similarity NPC147957
0.713 Intermediate Similarity NPC71684
0.7128 Intermediate Similarity NPC477770
0.7105 Intermediate Similarity NPC283760
0.7054 Intermediate Similarity NPC235421
0.7048 Intermediate Similarity NPC178681
0.703 Intermediate Similarity NPC215351
0.703 Intermediate Similarity NPC151715
0.703 Intermediate Similarity NPC20142
0.7019 Intermediate Similarity NPC228400
0.7019 Intermediate Similarity NPC214200
0.7019 Intermediate Similarity NPC316797
0.7009 Intermediate Similarity NPC35996
0.7009 Intermediate Similarity NPC130898
0.7009 Intermediate Similarity NPC474804
0.7009 Intermediate Similarity NPC474973
0.6966 Remote Similarity NPC244738
0.6964 Remote Similarity NPC471318
0.6964 Remote Similarity NPC205652
0.6961 Remote Similarity NPC26244
0.6947 Remote Similarity NPC44830
0.6947 Remote Similarity NPC285773
0.6942 Remote Similarity NPC271808
0.6942 Remote Similarity NPC325651
0.6931 Remote Similarity NPC476483
0.693 Remote Similarity NPC169328
0.693 Remote Similarity NPC254088
0.6923 Remote Similarity NPC109151
0.6917 Remote Similarity NPC199738
0.6917 Remote Similarity NPC210950
0.6916 Remote Similarity NPC143516
0.6915 Remote Similarity NPC133050
0.6915 Remote Similarity NPC117180
0.6907 Remote Similarity NPC474211
0.6905 Remote Similarity NPC22786
0.6903 Remote Similarity NPC303370
0.6903 Remote Similarity NPC37302
0.6903 Remote Similarity NPC188010
0.6903 Remote Similarity NPC197470
0.69 Remote Similarity NPC141607
0.69 Remote Similarity NPC187725
0.6897 Remote Similarity NPC17388
0.6897 Remote Similarity NPC289330
0.6897 Remote Similarity NPC263835
0.6897 Remote Similarity NPC471308
0.6897 Remote Similarity NPC160120
0.6897 Remote Similarity NPC53596
0.6893 Remote Similarity NPC289201
0.6893 Remote Similarity NPC473388
0.6891 Remote Similarity NPC62101
0.6891 Remote Similarity NPC95733
0.6885 Remote Similarity NPC474091
0.6875 Remote Similarity NPC304538
0.687 Remote Similarity NPC314992
0.687 Remote Similarity NPC237420
0.687 Remote Similarity NPC310467
0.6869 Remote Similarity NPC199567
0.6869 Remote Similarity NPC9822
0.6863 Remote Similarity NPC108339
0.6863 Remote Similarity NPC76938
0.6848 Remote Similarity NPC66655
0.6847 Remote Similarity NPC166837
0.6842 Remote Similarity NPC99394
0.6842 Remote Similarity NPC103326
0.6842 Remote Similarity NPC329319
0.6842 Remote Similarity NPC2265
0.6842 Remote Similarity NPC87299
0.6838 Remote Similarity NPC284078
0.6837 Remote Similarity NPC211237
0.6833 Remote Similarity NPC477937
0.6833 Remote Similarity NPC29477
0.6832 Remote Similarity NPC45040
0.6829 Remote Similarity NPC246913
0.6829 Remote Similarity NPC326966
0.6827 Remote Similarity NPC303611
0.6827 Remote Similarity NPC290515
0.6827 Remote Similarity NPC226096
0.6827 Remote Similarity NPC164514
0.6827 Remote Similarity NPC108606
0.6814 Remote Similarity NPC142599
0.6814 Remote Similarity NPC470550
0.6809 Remote Similarity NPC127343
0.6809 Remote Similarity NPC328178
0.6807 Remote Similarity NPC211218
0.6804 Remote Similarity NPC475710
0.6804 Remote Similarity NPC474354
0.68 Remote Similarity NPC240108
0.68 Remote Similarity NPC213156
0.6796 Remote Similarity NPC32714
0.6792 Remote Similarity NPC327226
0.6786 Remote Similarity NPC273814
0.6774 Remote Similarity NPC244866
0.6771 Remote Similarity NPC172984
0.6768 Remote Similarity NPC477693
0.6768 Remote Similarity NPC477704
0.6765 Remote Similarity NPC34243
0.6762 Remote Similarity NPC216468
0.6762 Remote Similarity NPC51333

  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 NPC172128 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
0.8539 High Similarity NPD9538 Approved
0.8351 Intermediate Similarity NPD4119 Approved
0.8316 Intermediate Similarity NPD1875 Phase 1
0.83 Intermediate Similarity NPD6038 Clinical (unspecified phase)
0.828 Intermediate Similarity NPD6690 Approved
0.828 Intermediate Similarity NPD752 Approved
0.8172 Intermediate Similarity NPD530 Approved
0.8125 Intermediate Similarity NPD2487 Clinical (unspecified phase)
0.8105 Intermediate Similarity NPD4814 Discontinued
0.81 Intermediate Similarity NPD5717 Approved
0.8085 Intermediate Similarity NPD1812 Approved
0.8085 Intermediate Similarity NPD1814 Approved
0.8061 Intermediate Similarity NPD4760 Clinical (unspecified phase)
0.8043 Intermediate Similarity NPD1101 Approved
0.8041 Intermediate Similarity NPD4117 Approved
0.8 Intermediate Similarity NPD719 Approved
0.8 Intermediate Similarity NPD720 Approved
0.7921 Intermediate Similarity NPD999 Phase 2
0.79 Intermediate Similarity NPD1542 Approved
0.78 Intermediate Similarity NPD5716 Approved
0.78 Intermediate Similarity NPD1540 Approved
0.7745 Intermediate Similarity NPD1040 Phase 2
0.7732 Intermediate Similarity NPD3772 Phase 3
0.7653 Intermediate Similarity NPD2507 Clinical (unspecified phase)
0.7629 Intermediate Similarity NPD1409 Phase 3
0.7624 Intermediate Similarity NPD4719 Phase 2
0.76 Intermediate Similarity NPD1067 Discontinued
0.7549 Intermediate Similarity NPD4658 Approved
0.7549 Intermediate Similarity NPD4656 Approved
0.7547 Intermediate Similarity NPD3643 Approved
0.7547 Intermediate Similarity NPD3644 Approved
0.7547 Intermediate Similarity NPD3642 Approved
0.7526 Intermediate Similarity NPD159 Clinical (unspecified phase)
0.7476 Intermediate Similarity NPD179 Clinical (unspecified phase)
0.7475 Intermediate Similarity NPD2895 Discontinued
0.7451 Intermediate Similarity NPD4817 Approved
0.7451 Intermediate Similarity NPD4818 Approved
0.7449 Intermediate Similarity NPD1080 Approved
0.7429 Intermediate Similarity NPD6406 Approved
0.7426 Intermediate Similarity NPD9712 Approved
0.7387 Intermediate Similarity NPD6360 Discontinued
0.7379 Intermediate Similarity NPD3680 Approved
0.7379 Intermediate Similarity NPD4229 Approved
0.7379 Intermediate Similarity NPD3682 Approved
0.7379 Intermediate Similarity NPD4231 Approved
0.7374 Intermediate Similarity NPD1081 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD187 Approved
0.7364 Intermediate Similarity NPD4031 Approved
0.7364 Intermediate Similarity NPD4032 Approved
0.7327 Intermediate Similarity NPD9711 Approved
0.7327 Intermediate Similarity NPD9710 Approved
0.7304 Intermediate Similarity NPD5108 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD9722 Approved
0.7282 Intermediate Similarity NPD9721 Approved
0.7273 Intermediate Similarity NPD1066 Discontinued
0.7264 Intermediate Similarity NPD4095 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD4504 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD7522 Discontinued
0.7222 Intermediate Similarity NPD4144 Approved
0.7222 Intermediate Similarity NPD4147 Approved
0.7212 Intermediate Similarity NPD3683 Approved
0.7212 Intermediate Similarity NPD5103 Approved
0.7212 Intermediate Similarity NPD3681 Approved
0.7156 Intermediate Similarity NPD3651 Discontinued
0.7143 Intermediate Similarity NPD3407 Phase 3
0.713 Intermediate Similarity NPD2956 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD531 Approved
0.7105 Intermediate Similarity NPD5981 Approved
0.7091 Intermediate Similarity NPD3066 Phase 2
0.7091 Intermediate Similarity NPD4165 Phase 2
0.7075 Intermediate Similarity NPD1018 Approved
0.7069 Intermediate Similarity NPD4480 Approved
0.7064 Intermediate Similarity NPD4253 Approved
0.7064 Intermediate Similarity NPD4254 Approved
0.7064 Intermediate Similarity NPD4025 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7451 Discontinued
0.7054 Intermediate Similarity NPD7508 Discontinued
0.703 Intermediate Similarity NPD2934 Approved
0.703 Intermediate Similarity NPD2933 Approved
0.7019 Intermediate Similarity NPD2558 Approved
0.7019 Intermediate Similarity NPD2550 Approved
0.7019 Intermediate Similarity NPD2553 Approved
0.7019 Intermediate Similarity NPD2549 Approved
0.7019 Intermediate Similarity NPD2552 Approved
0.7019 Intermediate Similarity NPD2555 Approved
0.7018 Intermediate Similarity NPD4479 Discontinued
0.7009 Intermediate Similarity NPD6624 Discontinued
0.7009 Intermediate Similarity NPD5706 Approved
0.7009 Intermediate Similarity NPD5705 Approved
0.7009 Intermediate Similarity NPD5704 Approved
0.7 Intermediate Similarity NPD2500 Approved
0.7 Intermediate Similarity NPD4895 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2499 Approved
0.6991 Remote Similarity NPD1841 Clinical (unspecified phase)
0.6991 Remote Similarity NPD3123 Discovery
0.6983 Remote Similarity NPD3421 Phase 3
0.6972 Remote Similarity NPD9713 Approved
0.6966 Remote Similarity NPD9728 Phase 1
0.6961 Remote Similarity NPD2860 Approved
0.6961 Remote Similarity NPD2859 Approved
0.6957 Remote Similarity NPD2212 Approved
0.6957 Remote Similarity NPD1922 Discontinued
0.6957 Remote Similarity NPD2210 Approved
0.6952 Remote Similarity NPD855 Approved
0.6952 Remote Similarity NPD4188 Approved
0.6952 Remote Similarity NPD4189 Approved
0.6952 Remote Similarity NPD854 Approved
0.6947 Remote Similarity NPD9491 Approved
0.6931 Remote Similarity NPD3719 Approved
0.6931 Remote Similarity NPD3718 Approved
0.6931 Remote Similarity NPD1394 Approved
0.693 Remote Similarity NPD1837 Clinical (unspecified phase)
0.693 Remote Similarity NPD1359 Approved
0.6915 Remote Similarity NPD3035 Approved
0.6915 Remote Similarity NPD4026 Approved
0.6915 Remote Similarity NPD4027 Approved
0.6903 Remote Similarity NPD1348 Approved
0.69 Remote Similarity NPD1239 Approved
0.6891 Remote Similarity NPD5578 Approved
0.6891 Remote Similarity NPD5577 Clinical (unspecified phase)
0.6887 Remote Similarity NPD1415 Approved
0.6885 Remote Similarity NPD2372 Approved
0.6881 Remote Similarity NPD4718 Approved
0.6881 Remote Similarity NPD4717 Approved
0.6881 Remote Similarity NPD4720 Approved
0.6875 Remote Similarity NPD3147 Approved
0.6875 Remote Similarity NPD2229 Approved
0.6875 Remote Similarity NPD2659 Approved
0.6875 Remote Similarity NPD3150 Approved
0.6875 Remote Similarity NPD2658 Approved
0.6875 Remote Similarity NPD2228 Approved
0.6875 Remote Similarity NPD2234 Approved
0.6875 Remote Similarity NPD3149 Approved
0.6875 Remote Similarity NPD3148 Approved
0.687 Remote Similarity NPD2218 Phase 2
0.687 Remote Similarity NPD2217 Approved
0.687 Remote Similarity NPD6093 Discontinued
0.6869 Remote Similarity NPD1629 Approved
0.6869 Remote Similarity NPD1628 Approved
0.6852 Remote Similarity NPD3524 Approved
0.6852 Remote Similarity NPD3526 Approved
0.6848 Remote Similarity NPD9294 Approved
0.6842 Remote Similarity NPD4169 Approved
0.6842 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6842 Remote Similarity NPD4701 Clinical (unspecified phase)
0.6842 Remote Similarity NPD4170 Approved
0.6833 Remote Similarity NPD6302 Clinical (unspecified phase)
0.6829 Remote Similarity NPD8011 Discontinued
0.6827 Remote Similarity NPD9612 Approved
0.6827 Remote Similarity NPD9609 Approved
0.6827 Remote Similarity NPD9611 Approved
0.6827 Remote Similarity NPD1724 Approved
0.6822 Remote Similarity NPD3046 Approved
0.6822 Remote Similarity NPD3048 Approved
0.6822 Remote Similarity NPD3047 Approved
0.6818 Remote Similarity NPD5235 Approved
0.6818 Remote Similarity NPD5239 Approved
0.6818 Remote Similarity NPD5240 Approved
0.6818 Remote Similarity NPD5237 Approved
0.6818 Remote Similarity NPD1792 Phase 2
0.6818 Remote Similarity NPD5236 Approved
0.681 Remote Similarity NPD6993 Approved
0.681 Remote Similarity NPD6994 Approved
0.6809 Remote Similarity NPD3979 Approved
0.6809 Remote Similarity NPD3981 Approved
0.6809 Remote Similarity NPD3903 Approved
0.6809 Remote Similarity NPD3904 Approved
0.6807 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6792 Remote Similarity NPD1736 Approved
0.6792 Remote Similarity NPD1737 Approved
0.6792 Remote Similarity NPD1735 Approved
0.6786 Remote Similarity NPD1764 Approved
0.6786 Remote Similarity NPD1762 Approved
0.6783 Remote Similarity NPD1758 Phase 1
0.678 Remote Similarity NPD2173 Clinical (unspecified phase)
0.678 Remote Similarity NPD5618 Discontinued
0.6771 Remote Similarity NPD4635 Approved
0.6762 Remote Similarity NPD3020 Approved
0.6759 Remote Similarity NPD794 Clinical (unspecified phase)
0.6757 Remote Similarity NPD2583 Phase 2
0.6752 Remote Similarity NPD7342 Discontinued
0.6752 Remote Similarity NPD5723 Approved
0.6737 Remote Similarity NPD226 Approved
0.6735 Remote Similarity NPD5252 Clinical (unspecified phase)
0.6731 Remote Similarity NPD9566 Approved
0.6729 Remote Similarity NPD5655 Clinical (unspecified phase)
0.6727 Remote Similarity NPD2678 Approved
0.6727 Remote Similarity NPD2679 Approved
0.6726 Remote Similarity NPD6854 Phase 3
0.6724 Remote Similarity NPD1759 Phase 1
0.6724 Remote Similarity NPD998 Approved
0.6723 Remote Similarity NPD5702 Clinical (unspecified phase)
0.6723 Remote Similarity NPD2337 Clinical (unspecified phase)
0.6723 Remote Similarity NPD5335 Discontinued
0.6721 Remote Similarity NPD7828 Discontinued
0.672 Remote Similarity NPD6346 Approved
0.6701 Remote Similarity NPD5178 Approved
0.6701 Remote Similarity NPD2539 Approved
0.6701 Remote Similarity NPD2538 Approved
0.67 Remote Similarity NPD800 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