Structure

Physi-Chem Properties

Molecular Weight:  207.07
Volume:  215.37
LogP:  3.153
LogD:  3.235
LogS:  -3.678
# Rotatable Bonds:  4
TPSA:  20.31
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.742
Synthetic Accessibility Score:  2.699
Fsp3:  0.182
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
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:  -4.416
MDCK Permeability:  2.8887094231322408e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.007
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.005

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.996
Plasma Protein Binding (PPB):  76.74006652832031%
Volume Distribution (VD):  1.167
Pgp-substrate:  25.625207901000977%

ADMET: Metabolism

CYP1A2-inhibitor:  0.965
CYP1A2-substrate:  0.907
CYP2C19-inhibitor:  0.485
CYP2C19-substrate:  0.813
CYP2C9-inhibitor:  0.179
CYP2C9-substrate:  0.138
CYP2D6-inhibitor:  0.009
CYP2D6-substrate:  0.222
CYP3A4-inhibitor:  0.024
CYP3A4-substrate:  0.43

ADMET: Excretion

Clearance (CL):  11.918
Half-life (T1/2):  0.676

ADMET: Toxicity

hERG Blockers:  0.014
Human Hepatotoxicity (H-HT):  0.275
Drug-inuced Liver Injury (DILI):  0.942
AMES Toxicity:  0.082
Rat Oral Acute Toxicity:  0.524
Maximum Recommended Daily Dose:  0.014
Skin Sensitization:  0.696
Carcinogencity:  0.418
Eye Corrosion:  0.04
Eye Irritation:  0.8
Respiratory Toxicity:  0.07

Download Data

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

  Natural Product: NPC475289

Natural Product ID:  NPC475289
Common Name*:   Dehydroniranin B
IUPAC Name:   S-methyl N-methyl-N-[(Z)-2-phenylethenyl]carbamothioate
Synonyms:   dehydroniranin B
Standard InCHIKey:  RETURNBTBXSONZ-HJWRWDBZSA-N
Standard InCHI:  InChI=1S/C11H13NOS/c1-12(11(13)14-2)9-8-10-6-4-3-5-7-10/h3-9H,1-2H3/b9-8-
SMILES:  CSC(=O)N(/C=Cc1ccccc1)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL502922
PubChem CID:   10560267
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0000037] Styrenes

*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
NPO33498 glycosmis sp. Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[9036182]

☑ 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
NPT776 Organism Spodoptera littoralis Spodoptera littoralis EC50 = 0.37 umol/g PMID[463844]
NPT776 Organism Spodoptera littoralis Spodoptera littoralis LC50 = 0.96 umol/g PMID[463844]
NPT1780 Organism Davidiella tassiana Davidiella tassiana ED50 = 8.4 ug ml-1 PMID[463844]
NPT776 Organism Spodoptera littoralis Spodoptera littoralis LC50 = 0.02 umol/dm'2 PMID[463844]

☑ 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 NPC475289 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
1.0 High Similarity NPC475573
0.8902 High Similarity NPC53492
0.8875 High Similarity NPC474088
0.7778 Intermediate Similarity NPC473661
0.7692 Intermediate Similarity NPC71140
0.7439 Intermediate Similarity NPC98976
0.7407 Intermediate Similarity NPC244738
0.7349 Intermediate Similarity NPC271642
0.7222 Intermediate Similarity NPC17497
0.7222 Intermediate Similarity NPC305602
0.7215 Intermediate Similarity NPC52330
0.7162 Intermediate Similarity NPC269586
0.7143 Intermediate Similarity NPC139658
0.7108 Intermediate Similarity NPC299134
0.7067 Intermediate Similarity NPC212114
0.7067 Intermediate Similarity NPC120441
0.7067 Intermediate Similarity NPC65873
0.7067 Intermediate Similarity NPC300345
0.7027 Intermediate Similarity NPC277704
0.7027 Intermediate Similarity NPC149436
0.7013 Intermediate Similarity NPC45255
0.6977 Remote Similarity NPC12857
0.6974 Remote Similarity NPC8235
0.6951 Remote Similarity NPC229235
0.6947 Remote Similarity NPC474974
0.6933 Remote Similarity NPC198841
0.6932 Remote Similarity NPC231986
0.6914 Remote Similarity NPC311343
0.6905 Remote Similarity NPC112609
0.6905 Remote Similarity NPC113000
0.6905 Remote Similarity NPC122327
0.6883 Remote Similarity NPC169110
0.6883 Remote Similarity NPC147062
0.6875 Remote Similarity NPC36440
0.6854 Remote Similarity NPC14326
0.6835 Remote Similarity NPC50266
0.6829 Remote Similarity NPC5324
0.6829 Remote Similarity NPC98880
0.6824 Remote Similarity NPC276699
0.6795 Remote Similarity NPC248705
0.6795 Remote Similarity NPC54368
0.6795 Remote Similarity NPC150196
0.6795 Remote Similarity NPC210849
0.6795 Remote Similarity NPC310758
0.6795 Remote Similarity NPC238023
0.6795 Remote Similarity NPC135924
0.6778 Remote Similarity NPC104070
0.6753 Remote Similarity NPC64270
0.6753 Remote Similarity NPC36357
0.6753 Remote Similarity NPC114327
0.6747 Remote Similarity NPC219246
0.6747 Remote Similarity NPC95289
0.6735 Remote Similarity NPC472258
0.6709 Remote Similarity NPC29680
0.6701 Remote Similarity NPC256452
0.6667 Remote Similarity NPC290638
0.6667 Remote Similarity NPC121708
0.6667 Remote Similarity NPC326200
0.6667 Remote Similarity NPC74458
0.6667 Remote Similarity NPC125144
0.6667 Remote Similarity NPC98269
0.6667 Remote Similarity NPC325662
0.663 Remote Similarity NPC3210
0.6627 Remote Similarity NPC235059
0.6627 Remote Similarity NPC200936
0.6627 Remote Similarity NPC169222
0.6627 Remote Similarity NPC16190
0.6625 Remote Similarity NPC88566
0.6588 Remote Similarity NPC285679
0.6582 Remote Similarity NPC246588
0.6543 Remote Similarity NPC32312
0.6543 Remote Similarity NPC155172
0.6543 Remote Similarity NPC198023
0.6542 Remote Similarity NPC475013
0.6522 Remote Similarity NPC133162
0.6506 Remote Similarity NPC239931
0.6506 Remote Similarity NPC181786
0.6506 Remote Similarity NPC78954
0.6506 Remote Similarity NPC82770
0.65 Remote Similarity NPC22786
0.65 Remote Similarity NPC200745
0.65 Remote Similarity NPC71009
0.65 Remote Similarity NPC66517
0.6489 Remote Similarity NPC473031
0.6471 Remote Similarity NPC155429
0.6463 Remote Similarity NPC178527
0.6422 Remote Similarity NPC476048
0.6421 Remote Similarity NPC12429
0.6421 Remote Similarity NPC325441
0.642 Remote Similarity NPC113670
0.642 Remote Similarity NPC21211
0.642 Remote Similarity NPC45756
0.6395 Remote Similarity NPC212463
0.6395 Remote Similarity NPC271437
0.6386 Remote Similarity NPC267443
0.6386 Remote Similarity NPC6107
0.6383 Remote Similarity NPC203076
0.6364 Remote Similarity NPC302129
0.6364 Remote Similarity NPC175393
0.6364 Remote Similarity NPC110264
0.6354 Remote Similarity NPC470877
0.6346 Remote Similarity NPC275467
0.6344 Remote Similarity NPC169016
0.6341 Remote Similarity NPC291066
0.6337 Remote Similarity NPC322598
0.6322 Remote Similarity NPC208075
0.6316 Remote Similarity NPC198747
0.6316 Remote Similarity NPC471638
0.6311 Remote Similarity NPC329375
0.63 Remote Similarity NPC317400
0.6292 Remote Similarity NPC298023
0.6292 Remote Similarity NPC287790
0.6292 Remote Similarity NPC3672
0.6292 Remote Similarity NPC329318
0.6289 Remote Similarity NPC471307
0.6289 Remote Similarity NPC258627
0.6289 Remote Similarity NPC209764
0.6289 Remote Similarity NPC78041
0.6289 Remote Similarity NPC159178
0.6289 Remote Similarity NPC121872
0.6289 Remote Similarity NPC78154
0.6289 Remote Similarity NPC141139
0.6289 Remote Similarity NPC74936
0.6286 Remote Similarity NPC143516
0.6286 Remote Similarity NPC473418
0.6279 Remote Similarity NPC208302
0.6265 Remote Similarity NPC113837
0.6265 Remote Similarity NPC289915
0.6264 Remote Similarity NPC192623
0.625 Remote Similarity NPC147578
0.625 Remote Similarity NPC206800
0.625 Remote Similarity NPC189371
0.625 Remote Similarity NPC32203
0.625 Remote Similarity NPC262393
0.6235 Remote Similarity NPC213570
0.6235 Remote Similarity NPC139416
0.6235 Remote Similarity NPC246822
0.6226 Remote Similarity NPC471447
0.6226 Remote Similarity NPC130898
0.6226 Remote Similarity NPC474973
0.6226 Remote Similarity NPC45033
0.6226 Remote Similarity NPC474804
0.6224 Remote Similarity NPC245259
0.6224 Remote Similarity NPC470926
0.6222 Remote Similarity NPC285470
0.6222 Remote Similarity NPC50192
0.6222 Remote Similarity NPC76455
0.6222 Remote Similarity NPC137847
0.6222 Remote Similarity NPC2785
0.6222 Remote Similarity NPC36342
0.6222 Remote Similarity NPC103488
0.6211 Remote Similarity NPC258046
0.619 Remote Similarity NPC469974
0.6173 Remote Similarity NPC200624
0.6154 Remote Similarity NPC78517
0.6154 Remote Similarity NPC167577
0.6154 Remote Similarity NPC170484
0.6154 Remote Similarity NPC300205
0.6139 Remote Similarity NPC471320
0.6139 Remote Similarity NPC471319
0.6136 Remote Similarity NPC108218
0.6122 Remote Similarity NPC316108
0.6122 Remote Similarity NPC185501
0.6122 Remote Similarity NPC172128
0.6122 Remote Similarity NPC476160
0.6111 Remote Similarity NPC245966
0.6111 Remote Similarity NPC473676
0.6111 Remote Similarity NPC179726
0.6111 Remote Similarity NPC9796
0.61 Remote Similarity NPC471309
0.61 Remote Similarity NPC246757
0.61 Remote Similarity NPC291070
0.6092 Remote Similarity NPC39799
0.6092 Remote Similarity NPC87099
0.6092 Remote Similarity NPC158028
0.6092 Remote Similarity NPC1008
0.6092 Remote Similarity NPC193578
0.6092 Remote Similarity NPC135433
0.6092 Remote Similarity NPC280135
0.6092 Remote Similarity NPC226999
0.6087 Remote Similarity NPC157055
0.6087 Remote Similarity NPC190567
0.6087 Remote Similarity NPC285716
0.6087 Remote Similarity NPC121800
0.6087 Remote Similarity NPC309279
0.6087 Remote Similarity NPC164086
0.6087 Remote Similarity NPC17408
0.6064 Remote Similarity NPC119677
0.6061 Remote Similarity NPC226438
0.6058 Remote Similarity NPC289381
0.6058 Remote Similarity NPC228400
0.6058 Remote Similarity NPC155847
0.6058 Remote Similarity NPC214200
0.6058 Remote Similarity NPC316797
0.6047 Remote Similarity NPC473206
0.6044 Remote Similarity NPC224544
0.6044 Remote Similarity NPC176228
0.604 Remote Similarity NPC303045
0.604 Remote Similarity NPC161972
0.604 Remote Similarity NPC58674

  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 NPC475289 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
0.7407 Intermediate Similarity NPD9728 Phase 1
0.7262 Intermediate Similarity NPD4144 Approved
0.7262 Intermediate Similarity NPD603 Approved
0.7262 Intermediate Similarity NPD4147 Approved
0.7158 Intermediate Similarity NPD157 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD1052 Approved
0.7093 Intermediate Similarity NPD1053 Approved
0.7093 Intermediate Similarity NPD1051 Approved
0.7093 Intermediate Similarity NPD508 Approved
0.7093 Intermediate Similarity NPD507 Approved
0.7011 Intermediate Similarity NPD3979 Approved
0.7011 Intermediate Similarity NPD3904 Approved
0.7011 Intermediate Similarity NPD5371 Approved
0.7011 Intermediate Similarity NPD3903 Approved
0.7011 Intermediate Similarity NPD5372 Approved
0.7011 Intermediate Similarity NPD3981 Approved
0.6989 Remote Similarity NPD4728 Approved
0.6977 Remote Similarity NPD296 Approved
0.6977 Remote Similarity NPD295 Approved
0.6977 Remote Similarity NPD293 Approved
0.6962 Remote Similarity NPD173 Clinical (unspecified phase)
0.6932 Remote Similarity NPD3035 Approved
0.6932 Remote Similarity NPD4026 Approved
0.6932 Remote Similarity NPD4027 Approved
0.6931 Remote Similarity NPD1576 Approved
0.6905 Remote Similarity NPD9593 Approved
0.6905 Remote Similarity NPD9588 Approved
0.6905 Remote Similarity NPD80 Approved
0.6905 Remote Similarity NPD9592 Approved
0.6905 Remote Similarity NPD9594 Approved
0.6905 Remote Similarity NPD9591 Approved
0.6905 Remote Similarity NPD9590 Approved
0.6905 Remote Similarity NPD9589 Approved
0.6854 Remote Similarity NPD4169 Approved
0.6854 Remote Similarity NPD4701 Clinical (unspecified phase)
0.6854 Remote Similarity NPD4170 Approved
0.6778 Remote Similarity NPD4635 Approved
0.6778 Remote Similarity NPD1800 Clinical (unspecified phase)
0.6706 Remote Similarity NPD505 Clinical (unspecified phase)
0.6705 Remote Similarity NPD589 Approved
0.6705 Remote Similarity NPD590 Approved
0.6703 Remote Similarity NPD5178 Approved
0.6703 Remote Similarity NPD2539 Approved
0.6703 Remote Similarity NPD4544 Approved
0.6703 Remote Similarity NPD2538 Approved
0.6667 Remote Similarity NPD292 Approved
0.6667 Remote Similarity NPD294 Approved
0.6633 Remote Similarity NPD3458 Approved
0.6633 Remote Similarity NPD3456 Approved
0.6633 Remote Similarity NPD3457 Approved
0.663 Remote Similarity NPD2205 Approved
0.663 Remote Similarity NPD2208 Approved
0.66 Remote Similarity NPD1796 Phase 3
0.6593 Remote Similarity NPD830 Approved
0.6593 Remote Similarity NPD831 Approved
0.6593 Remote Similarity NPD4000 Phase 3
0.6559 Remote Similarity NPD4636 Approved
0.6559 Remote Similarity NPD5252 Clinical (unspecified phase)
0.6559 Remote Similarity NPD4406 Approved
0.6559 Remote Similarity NPD4409 Approved
0.6556 Remote Similarity NPD472 Approved
0.6538 Remote Similarity NPD1065 Approved
0.6538 Remote Similarity NPD1064 Approved
0.6535 Remote Similarity NPD1795 Discontinued
0.6535 Remote Similarity NPD5630 Phase 1
0.6531 Remote Similarity NPD4094 Approved
0.6522 Remote Similarity NPD3427 Approved
0.6522 Remote Similarity NPD785 Approved
0.6522 Remote Similarity NPD3429 Approved
0.6509 Remote Similarity NPD4063 Clinical (unspecified phase)
0.65 Remote Similarity NPD466 Approved
0.6471 Remote Similarity NPD813 Approved
0.6471 Remote Similarity NPD4803 Discontinued
0.6452 Remote Similarity NPD5916 Discontinued
0.6444 Remote Similarity NPD260 Discontinued
0.6442 Remote Similarity NPD959 Discontinued
0.6436 Remote Similarity NPD742 Approved
0.6436 Remote Similarity NPD787 Suspended
0.6429 Remote Similarity NPD837 Approved
0.6421 Remote Similarity NPD588 Approved
0.6421 Remote Similarity NPD3345 Approved
0.6421 Remote Similarity NPD587 Approved
0.6421 Remote Similarity NPD5675 Discontinued
0.642 Remote Similarity NPD675 Discontinued
0.6408 Remote Similarity NPD1387 Phase 1
0.6404 Remote Similarity NPD79 Approved
0.6404 Remote Similarity NPD9393 Approved
0.6404 Remote Similarity NPD9397 Approved
0.6404 Remote Similarity NPD9564 Approved
0.6404 Remote Similarity NPD9563 Approved
0.64 Remote Similarity NPD4657 Approved
0.64 Remote Similarity NPD1100 Approved
0.64 Remote Similarity NPD1099 Approved
0.64 Remote Similarity NPD4655 Approved
0.6389 Remote Similarity NPD4991 Discontinued
0.6383 Remote Similarity NPD3099 Discontinued
0.6364 Remote Similarity NPD7343 Discovery
0.6364 Remote Similarity NPD7344 Phase 1
0.6354 Remote Similarity NPD1629 Approved
0.6354 Remote Similarity NPD5656 Clinical (unspecified phase)
0.6354 Remote Similarity NPD1628 Approved
0.6316 Remote Similarity NPD781 Approved
0.6316 Remote Similarity NPD783 Approved
0.6316 Remote Similarity NPD187 Approved
0.6316 Remote Similarity NPD4146 Approved
0.6316 Remote Similarity NPD3426 Approved
0.6316 Remote Similarity NPD4145 Approved
0.6316 Remote Similarity NPD2002 Discontinued
0.6316 Remote Similarity NPD782 Approved
0.6316 Remote Similarity NPD780 Approved
0.6316 Remote Similarity NPD3428 Approved
0.6311 Remote Similarity NPD6588 Clinical (unspecified phase)
0.6311 Remote Similarity NPD1386 Phase 1
0.63 Remote Similarity NPD838 Approved
0.6289 Remote Similarity NPD3346 Approved
0.6289 Remote Similarity NPD3344 Approved
0.6286 Remote Similarity NPD1767 Approved
0.6286 Remote Similarity NPD1763 Approved
0.6286 Remote Similarity NPD1761 Approved
0.6286 Remote Similarity NPD1765 Approved
0.6286 Remote Similarity NPD1766 Approved
0.6283 Remote Similarity NPD474 Approved
0.6277 Remote Similarity NPD9505 Clinical (unspecified phase)
0.6275 Remote Similarity NPD4008 Approved
0.6275 Remote Similarity NPD4007 Approved
0.6275 Remote Similarity NPD1067 Discontinued
0.6273 Remote Similarity NPD5063 Approved
0.6273 Remote Similarity NPD5064 Approved
0.6264 Remote Similarity NPD1617 Discontinued
0.625 Remote Similarity NPD9716 Approved
0.6237 Remote Similarity NPD2001 Discontinued
0.6235 Remote Similarity NPD9497 Clinical (unspecified phase)
0.6226 Remote Similarity NPD7130 Phase 3
0.6224 Remote Similarity NPD2998 Approved
0.6224 Remote Similarity NPD2997 Approved
0.6224 Remote Similarity NPD3000 Approved
0.6211 Remote Similarity NPD305 Approved
0.6211 Remote Similarity NPD304 Approved
0.619 Remote Similarity NPD488 Approved
0.619 Remote Similarity NPD489 Approved
0.6186 Remote Similarity NPD9 Approved
0.6186 Remote Similarity NPD771 Phase 3
0.6186 Remote Similarity NPD297 Approved
0.6176 Remote Similarity NPD4813 Approved
0.6176 Remote Similarity NPD4263 Approved
0.6176 Remote Similarity NPD4117 Approved
0.617 Remote Similarity NPD9395 Approved
0.6168 Remote Similarity NPD3420 Clinical (unspecified phase)
0.6162 Remote Similarity NPD1814 Approved
0.6162 Remote Similarity NPD6690 Approved
0.6162 Remote Similarity NPD4405 Approved
0.6162 Remote Similarity NPD1812 Approved
0.6162 Remote Similarity NPD4408 Approved
0.6162 Remote Similarity NPD4407 Approved
0.6154 Remote Similarity NPD2196 Discontinued
0.6154 Remote Similarity NPD2193 Phase 2
0.6154 Remote Similarity NPD2171 Approved
0.6154 Remote Similarity NPD708 Approved
0.6154 Remote Similarity NPD6024 Approved
0.6154 Remote Similarity NPD2648 Phase 3
0.6154 Remote Similarity NPD1419 Approved
0.6154 Remote Similarity NPD1417 Approved
0.6154 Remote Similarity NPD6027 Approved
0.6126 Remote Similarity NPD5179 Approved
0.6126 Remote Similarity NPD5181 Approved
0.6126 Remote Similarity NPD5180 Approved
0.6122 Remote Similarity NPD5915 Approved
0.6116 Remote Similarity NPD6729 Phase 2
0.6106 Remote Similarity NPD3907 Clinical (unspecified phase)
0.61 Remote Similarity NPD720 Approved
0.61 Remote Similarity NPD4542 Approved
0.61 Remote Similarity NPD719 Approved
0.61 Remote Similarity NPD4545 Approved
0.61 Remote Similarity NPD1409 Phase 3
0.61 Remote Similarity NPD1080 Approved
0.6095 Remote Similarity NPD3357 Discontinued
0.6095 Remote Similarity NPD2244 Clinical (unspecified phase)
0.6082 Remote Similarity NPD9184 Approved
0.6082 Remote Similarity NPD9186 Approved
0.6075 Remote Similarity NPD3459 Approved
0.6071 Remote Similarity NPD2543 Discontinued
0.6061 Remote Similarity NPD517 Discontinued
0.6061 Remote Similarity NPD4543 Discontinued
0.6061 Remote Similarity NPD7160 Approved
0.6061 Remote Similarity NPD1007 Discontinued
0.6058 Remote Similarity NPD2555 Approved
0.6058 Remote Similarity NPD2553 Approved
0.6058 Remote Similarity NPD2549 Approved
0.6058 Remote Similarity NPD2552 Approved
0.6058 Remote Similarity NPD2558 Approved
0.6058 Remote Similarity NPD2550 Approved
0.6044 Remote Similarity NPD227 Approved
0.6044 Remote Similarity NPD225 Approved
0.604 Remote Similarity NPD2655 Approved
0.604 Remote Similarity NPD2656 Approved
0.604 Remote Similarity NPD4814 Discontinued
0.604 Remote Similarity NPD1081 Clinical (unspecified phase)
0.602 Remote Similarity NPD9351 Phase 3
0.602 Remote Similarity NPD9348 Approved
0.602 Remote Similarity NPD9349 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