Structure

Physi-Chem Properties

Molecular Weight:  331.96
Volume:  260.836
LogP:  3.407
LogD:  2.372
LogS:  -5.129
# Rotatable Bonds:  5
TPSA:  40.62
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.614
Synthetic Accessibility Score:  2.946
Fsp3:  0.333
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.844
MDCK Permeability:  1.5446441466338e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.079
20% Bioavailability (F20%):  0.065
30% Bioavailability (F30%):  0.912

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.959
Plasma Protein Binding (PPB):  66.5057601928711%
Volume Distribution (VD):  1.325
Pgp-substrate:  13.383658409118652%

ADMET: Metabolism

CYP1A2-inhibitor:  0.649
CYP1A2-substrate:  0.525
CYP2C19-inhibitor:  0.93
CYP2C19-substrate:  0.951
CYP2C9-inhibitor:  0.769
CYP2C9-substrate:  0.814
CYP2D6-inhibitor:  0.014
CYP2D6-substrate:  0.13
CYP3A4-inhibitor:  0.136
CYP3A4-substrate:  0.922

ADMET: Excretion

Clearance (CL):  11.029
Half-life (T1/2):  0.35

ADMET: Toxicity

hERG Blockers:  0.061
Human Hepatotoxicity (H-HT):  0.488
Drug-inuced Liver Injury (DILI):  0.996
AMES Toxicity:  0.05
Rat Oral Acute Toxicity:  0.661
Maximum Recommended Daily Dose:  0.269
Skin Sensitization:  0.273
Carcinogencity:  0.246
Eye Corrosion:  0.003
Eye Irritation:  0.019
Respiratory Toxicity:  0.928

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

  Natural Product: NPC297532

Natural Product ID:  NPC297532
Common Name*:   Dichlofluanid
IUPAC Name:   N-[dichloro(fluoro)methyl]sulfanyl-N-(dimethylsulfamoyl)aniline
Synonyms:   Dichlofluanid
Standard InCHIKey:  WURGXGVFSMYFCG-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C9H11Cl2FN2O2S2/c1-13(2)18(15,16)14(17-9(10,11)12)8-6-4-3-5-7-8/h3-7H,1-2H3
SMILES:  CN(C)S(=O)(=O)N(c1ccccc1)SC(Cl)(Cl)F
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1269177
PubChem CID:   14145
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0000038] Sulfanilides

*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
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[12350137]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota rhizome n.a. n.a. PMID[12617587]
NPO8921 Senna obtusifolia Species Fabaceae Eukaryota Seeds n.a. n.a. PMID[2213033]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[23153397]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. leaf n.a. PMID[23901173]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[28068085]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[9584408]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Essential Oil n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizome Essent. Oil n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO7672 Senna tora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8921 Senna obtusifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8921 Senna obtusifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7672 Senna tora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7672 Senna tora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8921 Senna obtusifolia Species Fabaceae 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
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 1548.4 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 9688.5 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 21689.9 nM PubChem BioAssay data set
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency n.a. 6164.5 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 43641.2 nM PubChem BioAssay data set
NPT162 Individual Protein Heat shock protein beta-1 Homo sapiens Potency n.a. 7760.6 nM PubChem BioAssay data set
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency n.a. 2187.2 nM PubChem BioAssay data set
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency n.a. 13800.6 nM PubChem BioAssay data set
NPT635 Organism Botryotinia fuckeliana Botryotinia fuckeliana GI > 95.0 % PMID[502282]
NPT635 Organism Botryotinia fuckeliana Botryotinia fuckeliana Activity = 92.0 % PMID[502283]
NPT2564 Organism Blumeria graminis Blumeria graminis Activity = 0.0 % PMID[502284]
NPT829 Organism Puccinia recondita Puccinia recondita Activity = 0.0 % PMID[502284]
NPT825 Organism Phytophthora infestans Phytophthora infestans Activity = 0.0 % PMID[502284]
NPT635 Organism Botryotinia fuckeliana Botryotinia fuckeliana Activity = 92.0 % PMID[502284]
NPT529 Organism Rhizoctonia solani Rhizoctonia solani Activity = 0.0 % PMID[502284]
NPT1198 Organism Magnaporthe grisea Magnaporthe grisea Activity = 0.0 % PMID[502284]
NPT2 Others Unspecified Potency n.a. 61130.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 27535.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 24541.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 30637.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 61644.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 13685.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 48978.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1219.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 38895.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 4855.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 6164.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 8634.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 24336.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 3466.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 43641.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 7760.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 10962.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 54941 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 3889.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 153.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 108.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 76958.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 15484.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 12299.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 3437.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 27306 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1737.4 nM PubChem BioAssay data set
NPT74 Individual Protein Proto-oncogene c-JUN Homo sapiens Potency n.a. 17373.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 34665.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21872.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 5448.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 12197.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 48557.7 nM PubChem BioAssay data set

☑ 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 NPC297532 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
0.7647 Intermediate Similarity NPC66775
0.7444 Intermediate Similarity NPC307456
0.7368 Intermediate Similarity NPC315403
0.7356 Intermediate Similarity NPC301874
0.7294 Intermediate Similarity NPC271732
0.7283 Intermediate Similarity NPC134825
0.7283 Intermediate Similarity NPC15839
0.6979 Remote Similarity NPC43655
0.6837 Remote Similarity NPC107135
0.6771 Remote Similarity NPC229477
0.6768 Remote Similarity NPC78154
0.6768 Remote Similarity NPC92689
0.6733 Remote Similarity NPC476483
0.6667 Remote Similarity NPC326792
0.6633 Remote Similarity NPC262295
0.6566 Remote Similarity NPC111233
0.6566 Remote Similarity NPC30445
0.65 Remote Similarity NPC240134
0.65 Remote Similarity NPC173991
0.6449 Remote Similarity NPC291610
0.6436 Remote Similarity NPC191444
0.6435 Remote Similarity NPC218710
0.6422 Remote Similarity NPC313810
0.6422 Remote Similarity NPC313362
0.6415 Remote Similarity NPC75496
0.6389 Remote Similarity NPC474430
0.6337 Remote Similarity NPC176858
0.6325 Remote Similarity NPC31651
0.6306 Remote Similarity NPC20322
0.6262 Remote Similarity NPC316435
0.6237 Remote Similarity NPC98976
0.617 Remote Similarity NPC271642
0.6154 Remote Similarity NPC108800
0.6129 Remote Similarity NPC299134
0.6042 Remote Similarity NPC12857
0.6036 Remote Similarity NPC328877
0.6018 Remote Similarity NPC76327
0.6 Remote Similarity NPC35599
0.5966 Remote Similarity NPC125416
0.5965 Remote Similarity NPC164802
0.5963 Remote Similarity NPC323726
0.5938 Remote Similarity NPC325662
0.5938 Remote Similarity NPC98269
0.5913 Remote Similarity NPC255721
0.5872 Remote Similarity NPC317642
0.5862 Remote Similarity NPC9336
0.5851 Remote Similarity NPC244738
0.5847 Remote Similarity NPC57051
0.5847 Remote Similarity NPC187036
0.5847 Remote Similarity NPC296163
0.5806 Remote Similarity NPC219246
0.5804 Remote Similarity NPC178681
0.5781 Remote Similarity NPC321053
0.5758 Remote Similarity NPC475289
0.5758 Remote Similarity NPC475573
0.575 Remote Similarity NPC288232
0.5743 Remote Similarity NPC474088
0.5743 Remote Similarity NPC104070
0.5739 Remote Similarity NPC172170
0.5738 Remote Similarity NPC228515
0.5714 Remote Similarity NPC264782
0.5714 Remote Similarity NPC322735
0.5691 Remote Similarity NPC226143
0.569 Remote Similarity NPC302790
0.5676 Remote Similarity NPC213774
0.567 Remote Similarity NPC139658
0.5667 Remote Similarity NPC205652
0.5667 Remote Similarity NPC470550
0.566 Remote Similarity NPC476160
0.5656 Remote Similarity NPC192209
0.5656 Remote Similarity NPC313449
0.5645 Remote Similarity NPC317564
0.5645 Remote Similarity NPC316582
0.5625 Remote Similarity NPC70201
0.5625 Remote Similarity NPC122327
0.5625 Remote Similarity NPC113000
0.5625 Remote Similarity NPC112609
0.5615 Remote Similarity NPC187231
0.5615 Remote Similarity NPC473417
0.561 Remote Similarity NPC264580
0.5603 Remote Similarity NPC434
0.5603 Remote Similarity NPC79618
0.5603 Remote Similarity NPC37584

  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 NPC297532 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
0.7368 Intermediate Similarity NPD9108 Approved
0.7238 Intermediate Similarity NPD1824 Discontinued
0.72 Intermediate Similarity NPD9352 Approved
0.7075 Intermediate Similarity NPD278 Approved
0.7059 Intermediate Similarity NPD9353 Approved
0.7 Intermediate Similarity NPD665 Phase 2
0.7 Intermediate Similarity NPD9188 Approved
0.6981 Remote Similarity NPD261 Approved
0.6863 Remote Similarity NPD716 Approved
0.6796 Remote Similarity NPD9304 Approved
0.6733 Remote Similarity NPD1394 Approved
0.6667 Remote Similarity NPD479 Approved
0.6667 Remote Similarity NPD190 Phase 1
0.6604 Remote Similarity NPD9475 Clinical (unspecified phase)
0.6549 Remote Similarity NPD1311 Approved
0.6449 Remote Similarity NPD708 Approved
0.6435 Remote Similarity NPD202 Clinical (unspecified phase)
0.6422 Remote Similarity NPD233 Clinical (unspecified phase)
0.6408 Remote Similarity NPD464 Approved
0.6408 Remote Similarity NPD463 Approved
0.6408 Remote Similarity NPD462 Approved
0.6404 Remote Similarity NPD453 Phase 1
0.6404 Remote Similarity NPD452 Phase 1
0.6379 Remote Similarity NPD1312 Approved
0.6356 Remote Similarity NPD492 Approved
0.6356 Remote Similarity NPD759 Approved
0.6339 Remote Similarity NPD2522 Approved
0.6339 Remote Similarity NPD2520 Approved
0.633 Remote Similarity NPD2795 Clinical (unspecified phase)
0.633 Remote Similarity NPD1728 Clinical (unspecified phase)
0.6325 Remote Similarity NPD3005 Phase 3
0.6325 Remote Similarity NPD1055 Approved
0.6325 Remote Similarity NPD1057 Approved
0.6306 Remote Similarity NPD1112 Phase 3
0.6306 Remote Similarity NPD1111 Phase 3
0.6306 Remote Similarity NPD1054 Approved
0.6299 Remote Similarity NPD5431 Phase 2
0.6296 Remote Similarity NPD1419 Approved
0.6296 Remote Similarity NPD4734 Approved
0.6296 Remote Similarity NPD4735 Approved
0.6296 Remote Similarity NPD1417 Approved
0.6271 Remote Similarity NPD9476 Approved
0.626 Remote Similarity NPD9499 Clinical (unspecified phase)
0.625 Remote Similarity NPD1342 Approved
0.6239 Remote Similarity NPD2244 Clinical (unspecified phase)
0.6228 Remote Similarity NPD3036 Approved
0.6228 Remote Similarity NPD3010 Approved
0.6228 Remote Similarity NPD3566 Approved
0.6228 Remote Similarity NPD3009 Approved
0.6228 Remote Similarity NPD2518 Approved
0.6228 Remote Similarity NPD2519 Approved
0.6228 Remote Similarity NPD3565 Approved
0.6228 Remote Similarity NPD2521 Approved
0.6226 Remote Similarity NPD9070 Clinical (unspecified phase)
0.6218 Remote Similarity NPD1056 Approved
0.6216 Remote Similarity NPD3545 Approved
0.6216 Remote Similarity NPD1064 Approved
0.6216 Remote Similarity NPD3546 Approved
0.6216 Remote Similarity NPD1065 Approved
0.6198 Remote Similarity NPD2131 Approved
0.6195 Remote Similarity NPD1108 Approved
0.6195 Remote Similarity NPD1107 Approved
0.6179 Remote Similarity NPD3585 Approved
0.6179 Remote Similarity NPD3584 Approved
0.6174 Remote Similarity NPD560 Approved
0.6174 Remote Similarity NPD561 Approved
0.6161 Remote Similarity NPD4115 Approved
0.6161 Remote Similarity NPD6300 Approved
0.6161 Remote Similarity NPD458 Approved
0.6161 Remote Similarity NPD6299 Approved
0.6161 Remote Similarity NPD4114 Approved
0.6161 Remote Similarity NPD5253 Approved
0.6126 Remote Similarity NPD156 Phase 3
0.6121 Remote Similarity NPD456 Approved
0.6121 Remote Similarity NPD2587 Approved
0.6105 Remote Similarity NPD603 Approved
0.6102 Remote Similarity NPD6660 Discontinued
0.6068 Remote Similarity NPD4085 Approved
0.6053 Remote Similarity NPD7633 Discontinued
0.6053 Remote Similarity NPD4116 Approved
0.6053 Remote Similarity NPD916 Discontinued
0.6048 Remote Similarity NPD1041 Discontinued
0.6048 Remote Similarity NPD9587 Clinical (unspecified phase)
0.602 Remote Similarity NPD472 Approved
0.6018 Remote Similarity NPD445 Discontinued
0.6018 Remote Similarity NPD9507 Approved
0.6018 Remote Similarity NPD2243 Clinical (unspecified phase)
0.6017 Remote Similarity NPD2925 Approved
0.6017 Remote Similarity NPD2924 Approved
0.6017 Remote Similarity NPD224 Phase 2
0.6 Remote Similarity NPD9376 Approved
0.6 Remote Similarity NPD541 Approved
0.5984 Remote Similarity NPD9543 Approved
0.5984 Remote Similarity NPD5268 Approved
0.5983 Remote Similarity NPD5181 Approved
0.5983 Remote Similarity NPD5180 Approved
0.5983 Remote Similarity NPD5179 Approved
0.5982 Remote Similarity NPD563 Approved
0.5982 Remote Similarity NPD564 Approved
0.5981 Remote Similarity NPD157 Clinical (unspecified phase)
0.5979 Remote Similarity NPD507 Approved
0.5979 Remote Similarity NPD508 Approved
0.5966 Remote Similarity NPD5243 Approved
0.5966 Remote Similarity NPD3484 Approved
0.5966 Remote Similarity NPD5244 Approved
0.5966 Remote Similarity NPD3483 Approved
0.5966 Remote Similarity NPD5245 Approved
0.5966 Remote Similarity NPD1596 Approved
0.5965 Remote Similarity NPD2678 Approved
0.5965 Remote Similarity NPD477 Phase 1
0.5965 Remote Similarity NPD2679 Approved
0.595 Remote Similarity NPD9246 Approved
0.5948 Remote Similarity NPD2039 Approved
0.5948 Remote Similarity NPD2999 Approved
0.5948 Remote Similarity NPD526 Approved
0.5948 Remote Similarity NPD2038 Approved
0.5948 Remote Similarity NPD308 Approved
0.5948 Remote Similarity NPD3865 Approved
0.5948 Remote Similarity NPD3001 Approved
0.5935 Remote Similarity NPD2448 Approved
0.5935 Remote Similarity NPD2449 Approved
0.5932 Remote Similarity NPD5631 Phase 3
0.5922 Remote Similarity NPD9186 Approved
0.5922 Remote Similarity NPD9184 Approved
0.5918 Remote Similarity NPD5371 Approved
0.5918 Remote Similarity NPD5372 Approved
0.5917 Remote Similarity NPD457 Approved
0.5917 Remote Similarity NPD299 Phase 3
0.5913 Remote Similarity NPD3548 Approved
0.5887 Remote Similarity NPD2964 Clinical (unspecified phase)
0.5877 Remote Similarity NPD3420 Clinical (unspecified phase)
0.5873 Remote Similarity NPD572 Clinical (unspecified phase)
0.5872 Remote Similarity NPD9270 Clinical (unspecified phase)
0.5868 Remote Similarity NPD922 Approved
0.5868 Remote Similarity NPD9700 Clinical (unspecified phase)
0.5854 Remote Similarity NPD4610 Approved
0.5854 Remote Similarity NPD4611 Approved
0.5854 Remote Similarity NPD3582 Approved
0.5854 Remote Similarity NPD9252 Approved
0.5851 Remote Similarity NPD9728 Phase 1
0.5847 Remote Similarity NPD2913 Approved
0.5847 Remote Similarity NPD3387 Approved
0.5847 Remote Similarity NPD2914 Approved
0.5847 Remote Similarity NPD23 Approved
0.5842 Remote Similarity NPD2538 Approved
0.5842 Remote Similarity NPD2539 Approved
0.5841 Remote Similarity NPD959 Discontinued
0.584 Remote Similarity NPD2870 Approved
0.584 Remote Similarity NPD1885 Approved
0.584 Remote Similarity NPD2871 Approved
0.5833 Remote Similarity NPD6069 Approved
0.5833 Remote Similarity NPD6070 Approved
0.5833 Remote Similarity NPD1171 Approved
0.5827 Remote Similarity NPD9723 Approved
0.5826 Remote Similarity NPD7156 Discontinued
0.5826 Remote Similarity NPD1721 Clinical (unspecified phase)
0.582 Remote Similarity NPD3498 Approved
0.582 Remote Similarity NPD3499 Approved
0.5814 Remote Similarity NPD4274 Approved
0.5814 Remote Similarity NPD5782 Phase 3
0.5814 Remote Similarity NPD4275 Approved
0.5814 Remote Similarity NPD3720 Discontinued
0.5814 Remote Similarity NPD486 Clinical (unspecified phase)
0.5806 Remote Similarity NPD5231 Approved
0.5806 Remote Similarity NPD2439 Approved
0.5806 Remote Similarity NPD5232 Approved
0.5806 Remote Similarity NPD5233 Approved
0.5794 Remote Similarity NPD4609 Approved
0.5794 Remote Similarity NPD5136 Clinical (unspecified phase)
0.5794 Remote Similarity NPD1324 Clinical (unspecified phase)
0.5794 Remote Similarity NPD4608 Approved
0.5789 Remote Similarity NPD9483 Approved
0.5789 Remote Similarity NPD990 Approved
0.5789 Remote Similarity NPD993 Approved
0.5785 Remote Similarity NPD2638 Clinical (unspecified phase)
0.5785 Remote Similarity NPD153 Clinical (unspecified phase)
0.5781 Remote Similarity NPD973 Discontinued
0.5781 Remote Similarity NPD9282 Approved
0.5776 Remote Similarity NPD1539 Approved
0.5772 Remote Similarity NPD1299 Clinical (unspecified phase)
0.5772 Remote Similarity NPD2338 Clinical (unspecified phase)
0.5772 Remote Similarity NPD2340 Discontinued
0.5769 Remote Similarity NPD6820 Approved
0.5769 Remote Similarity NPD9485 Approved
0.5769 Remote Similarity NPD6822 Approved
0.5769 Remote Similarity NPD865 Approved
0.5769 Remote Similarity NPD864 Approved
0.5763 Remote Similarity NPD1764 Approved
0.5763 Remote Similarity NPD1762 Approved
0.5763 Remote Similarity NPD181 Approved
0.576 Remote Similarity NPD1360 Approved
0.5748 Remote Similarity NPD2113 Approved
0.5748 Remote Similarity NPD3240 Phase 2
0.5746 Remote Similarity NPD9547 Approved
0.5738 Remote Similarity NPD3954 Approved
0.5726 Remote Similarity NPD4546 Discontinued
0.5725 Remote Similarity NPD2112 Phase 2
0.5714 Remote Similarity NPD296 Approved
0.5714 Remote Similarity NPD3147 Approved
0.5714 Remote Similarity NPD293 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