Structure

Physi-Chem Properties

Molecular Weight:  632.32
Volume:  628.791
LogP:  1.243
LogD:  1.801
LogS:  -3.461
# Rotatable Bonds:  7
TPSA:  183.21
# H-Bond Aceptor:  11
# H-Bond Donor:  6
# Rings:  6
# Heavy Atoms:  11

MedChem Properties

QED Drug-Likeness Score:  0.22
Synthetic Accessibility Score:  5.821
Fsp3:  0.765
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:  -5.649
MDCK Permeability:  2.0190593204461038e-05
Pgp-inhibitor:  0.978
Pgp-substrate:  0.994
Human Intestinal Absorption (HIA):  0.983
20% Bioavailability (F20%):  0.775
30% Bioavailability (F30%):  0.993

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.083
Plasma Protein Binding (PPB):  61.5231819152832%
Volume Distribution (VD):  0.434
Pgp-substrate:  8.297262191772461%

ADMET: Metabolism

CYP1A2-inhibitor:  0.009
CYP1A2-substrate:  0.086
CYP2C19-inhibitor:  0.008
CYP2C19-substrate:  0.571
CYP2C9-inhibitor:  0.003
CYP2C9-substrate:  0.045
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.071
CYP3A4-inhibitor:  0.252
CYP3A4-substrate:  0.464

ADMET: Excretion

Clearance (CL):  1.565
Half-life (T1/2):  0.888

ADMET: Toxicity

hERG Blockers:  0.381
Human Hepatotoxicity (H-HT):  0.356
Drug-inuced Liver Injury (DILI):  0.04
AMES Toxicity:  0.025
Rat Oral Acute Toxicity:  0.064
Maximum Recommended Daily Dose:  0.95
Skin Sensitization:  0.853
Carcinogencity:  0.144
Eye Corrosion:  0.003
Eye Irritation:  0.011
Respiratory Toxicity:  0.97

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

  Natural Product: NPC245094

Natural Product ID:  NPC245094
Common Name*:   Dinoxin B
IUPAC Name:   (2R)-2-[(1R)-2-hydroxy-1-[(8S,9S,10R,12R,13S,14S,17R)-12-hydroxy-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethyl]-4-methyl-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-6-one
Synonyms:   Dinoxin B
Standard InCHIKey:  LZMUHRZRHBVVTP-MHEOYVQJSA-N
Standard InCHI:  InChI=1S/C34H48O11/c1-16-11-24(44-31(42)20(16)15-43-32-30(41)29(40)28(39)25(14-36)45-32)19(13-35)22-10-9-21-18-8-7-17-5-4-6-26(37)33(17,2)23(18)12-27(38)34(21,22)3/h4,6-7,18-19,21-25,27-30,32,35-36,38-41H,5,8-15H2,1-3H3/t18-,19-,21-,22+,23-,24+,25+,27+,28+,29-,30+,32+,33-,34-/m0/s1
SMILES:  OC[C@@H]([C@H]1CC[C@@H]2[C@]1(C)[C@H](O)C[C@H]1[C@H]2CC=C2[C@]1(C)C(=O)C=CC2)[C@H]1CC(=C(C(=O)O1)CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1689424
PubChem CID:   51041991
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001125] Steroid lactones
          • [CHEMONTID:0001560] Withanolides and derivatives

*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
NPO21393 Datura inoxia Species Solanaceae Eukaryota n.a. flower n.a. PMID[21280589]
NPO21393 Datura inoxia Species Solanaceae Eukaryota n.a. leaf n.a. PMID[21280589]
NPO21393 Datura inoxia Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21393 Datura inoxia Species Solanaceae 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
NPT2488 Cell Line MDA-MB-453 Homo sapiens IC50 = 3000.0 nM PMID[573902]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 1000.0 nM PMID[573902]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 610.0 nM PMID[573902]
NPT784 Cell Line MDA-MB-468 Homo sapiens IC50 = 580.0 nM PMID[573902]
NPT396 Cell Line T47D Homo sapiens IC50 = 220.0 nM PMID[573902]
NPT407 Cell Line COLO 205 Homo sapiens IC50 = 2200.0 nM PMID[573902]
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 1000.0 nM PMID[573902]
NPT2338 Cell Line SW48 Homo sapiens IC50 = 580.0 nM PMID[573902]
NPT2170 Cell Line RKO Homo sapiens IC50 = 360.0 nM PMID[573902]
NPT81 Cell Line A549 Homo sapiens IC50 = 3400.0 nM PMID[573902]
NPT2331 Cell Line A-427 Homo sapiens IC50 = 870.0 nM PMID[573902]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 1500.0 nM PMID[573902]
NPT1229 Cell Line Huh-7 Homo sapiens IC50 = 1500.0 nM PMID[573902]
NPT737 Cell Line HUVEC Homo sapiens IC50 = 740.0 nM PMID[573902]
NPT170 Cell Line SK-MEL-28 Homo sapiens IC50 = 2300.0 nM PMID[573902]
NPT373 Cell Line SK-MEL-5 Homo sapiens IC50 = 1400.0 nM PMID[573902]
NPT398 Cell Line UACC-62 Homo sapiens IC50 = 500.0 nM PMID[573902]
NPT147 Cell Line SK-MEL-2 Homo sapiens IC50 = 360.0 nM PMID[573902]
NPT377 Cell Line OVCAR-3 Homo sapiens IC50 = 3200.0 nM PMID[573902]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 440.0 nM PMID[573902]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 670.0 nM PMID[573902]
NPT27 Others Unspecified IC50 = 3300.0 nM PMID[573902]
NPT27 Others Unspecified IC50 = 1230.0 nM PMID[573902]

☑ 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 NPC245094 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
0.9421 High Similarity NPC476966
0.9412 High Similarity NPC318135
0.9344 High Similarity NPC173347
0.9322 High Similarity NPC202051
0.9322 High Similarity NPC129434
0.9316 High Similarity NPC232258
0.9268 High Similarity NPC231240
0.9194 High Similarity NPC316915
0.916 High Similarity NPC170084
0.916 High Similarity NPC476204
0.9068 High Similarity NPC291564
0.9024 High Similarity NPC311534
0.896 High Similarity NPC471855
0.8943 High Similarity NPC42399
0.8871 High Similarity NPC473620
0.8843 High Similarity NPC46570
0.88 High Similarity NPC471407
0.88 High Similarity NPC473593
0.877 High Similarity NPC107493
0.876 High Similarity NPC470312
0.876 High Similarity NPC476150
0.876 High Similarity NPC48692
0.876 High Similarity NPC476127
0.875 High Similarity NPC473617
0.875 High Similarity NPC473828
0.875 High Similarity NPC158350
0.8739 High Similarity NPC207637
0.873 High Similarity NPC213634
0.8729 High Similarity NPC251309
0.871 High Similarity NPC174367
0.871 High Similarity NPC47113
0.871 High Similarity NPC473635
0.8699 High Similarity NPC469789
0.8692 High Similarity NPC75616
0.8682 High Similarity NPC62172
0.8682 High Similarity NPC289700
0.8678 High Similarity NPC5292
0.8667 High Similarity NPC474483
0.8661 High Similarity NPC155529
0.8655 High Similarity NPC116024
0.8655 High Similarity NPC220293
0.8655 High Similarity NPC470953
0.8644 High Similarity NPC233003
0.864 High Similarity NPC471357
0.864 High Similarity NPC240070
0.864 High Similarity NPC298841
0.864 High Similarity NPC469757
0.864 High Similarity NPC117702
0.864 High Similarity NPC146456
0.864 High Similarity NPC329784
0.8632 High Similarity NPC129340
0.8632 High Similarity NPC83005
0.8629 High Similarity NPC32868
0.8629 High Similarity NPC241456
0.8629 High Similarity NPC7850
0.8629 High Similarity NPC130229
0.8629 High Similarity NPC3381
0.8629 High Similarity NPC6615
0.8618 High Similarity NPC470265
0.8618 High Similarity NPC23786
0.8607 High Similarity NPC476961
0.8607 High Similarity NPC79579
0.8595 High Similarity NPC153440
0.8595 High Similarity NPC239293
0.8594 High Similarity NPC469749
0.8594 High Similarity NPC32793
0.8594 High Similarity NPC116075
0.8594 High Similarity NPC146857
0.8594 High Similarity NPC247190
0.8583 High Similarity NPC477197
0.8583 High Similarity NPC190286
0.8571 High Similarity NPC75167
0.8571 High Similarity NPC311592
0.856 High Similarity NPC293112
0.8548 High Similarity NPC204812
0.8548 High Similarity NPC27363
0.8548 High Similarity NPC11895
0.8547 High Similarity NPC118225
0.8547 High Similarity NPC265655
0.8538 High Similarity NPC127656
0.8537 High Similarity NPC67569
0.8527 High Similarity NPC329636
0.8525 High Similarity NPC476529
0.8525 High Similarity NPC475834
0.8525 High Similarity NPC122971
0.8525 High Similarity NPC474179
0.8525 High Similarity NPC475775
0.8525 High Similarity NPC477071
0.8516 High Similarity NPC478152
0.8516 High Similarity NPC478150
0.8516 High Similarity NPC478153
0.8512 High Similarity NPC473968
0.8504 High Similarity NPC219085
0.8504 High Similarity NPC276838
0.8504 High Similarity NPC188234
0.8504 High Similarity NPC471352
0.8504 High Similarity NPC471360
0.8504 High Similarity NPC469755
0.8504 High Similarity NPC17896
0.8504 High Similarity NPC469754
0.8504 High Similarity NPC471359
0.8504 High Similarity NPC477079
0.8504 High Similarity NPC471358
0.8504 High Similarity NPC89514
0.8504 High Similarity NPC125077
0.8504 High Similarity NPC6108
0.8504 High Similarity NPC471361
0.8504 High Similarity NPC470913
0.8504 High Similarity NPC197707
0.8504 High Similarity NPC469753
0.8504 High Similarity NPC469752
0.8504 High Similarity NPC477196
0.8504 High Similarity NPC469751
0.8504 High Similarity NPC10823
0.8504 High Similarity NPC284406
0.8504 High Similarity NPC329986
0.8504 High Similarity NPC9499
0.8504 High Similarity NPC251866
0.8504 High Similarity NPC70542
0.8504 High Similarity NPC86159
0.8504 High Similarity NPC477077
0.8504 High Similarity NPC477076
0.8504 High Similarity NPC232785
0.8504 High Similarity NPC180079
0.8504 High Similarity NPC140092
0.85 High Similarity NPC181145
0.85 High Similarity NPC473882
0.85 High Similarity NPC475163
0.85 High Similarity NPC74727
0.8492 Intermediate Similarity NPC470516
0.8492 Intermediate Similarity NPC287423
0.848 Intermediate Similarity NPC8369
0.848 Intermediate Similarity NPC470922
0.848 Intermediate Similarity NPC177820
0.848 Intermediate Similarity NPC30188
0.8473 Intermediate Similarity NPC596
0.8468 Intermediate Similarity NPC269642
0.8468 Intermediate Similarity NPC28532
0.8468 Intermediate Similarity NPC170538
0.8462 Intermediate Similarity NPC272576
0.8462 Intermediate Similarity NPC194716
0.8462 Intermediate Similarity NPC195708
0.8455 Intermediate Similarity NPC109607
0.8455 Intermediate Similarity NPC474585
0.8455 Intermediate Similarity NPC107338
0.845 Intermediate Similarity NPC225791
0.845 Intermediate Similarity NPC478151
0.8443 Intermediate Similarity NPC475913
0.8443 Intermediate Similarity NPC45475
0.8438 Intermediate Similarity NPC475377
0.8438 Intermediate Similarity NPC476074
0.8438 Intermediate Similarity NPC222951
0.8438 Intermediate Similarity NPC262796
0.8438 Intermediate Similarity NPC172374
0.8438 Intermediate Similarity NPC478155
0.8438 Intermediate Similarity NPC134914
0.8438 Intermediate Similarity NPC301639
0.8438 Intermediate Similarity NPC329993
0.8438 Intermediate Similarity NPC45346
0.8438 Intermediate Similarity NPC43589
0.8438 Intermediate Similarity NPC264566
0.8438 Intermediate Similarity NPC25998
0.8438 Intermediate Similarity NPC478064
0.8438 Intermediate Similarity NPC311178
0.8438 Intermediate Similarity NPC300655
0.8438 Intermediate Similarity NPC475167
0.8438 Intermediate Similarity NPC478065
0.8438 Intermediate Similarity NPC173435
0.843 Intermediate Similarity NPC176840
0.843 Intermediate Similarity NPC476963
0.8425 Intermediate Similarity NPC477075
0.8425 Intermediate Similarity NPC477191
0.8425 Intermediate Similarity NPC329923
0.8425 Intermediate Similarity NPC472270
0.8425 Intermediate Similarity NPC477194
0.8425 Intermediate Similarity NPC475281
0.8425 Intermediate Similarity NPC112492
0.8425 Intermediate Similarity NPC477193
0.8425 Intermediate Similarity NPC477078
0.8425 Intermediate Similarity NPC472269
0.8425 Intermediate Similarity NPC23020
0.8425 Intermediate Similarity NPC477192
0.8425 Intermediate Similarity NPC472268
0.8417 Intermediate Similarity NPC194273
0.8417 Intermediate Similarity NPC473159
0.8417 Intermediate Similarity NPC62696
0.8417 Intermediate Similarity NPC255017
0.8417 Intermediate Similarity NPC293038
0.8417 Intermediate Similarity NPC320118
0.8417 Intermediate Similarity NPC260665
0.8413 Intermediate Similarity NPC469750
0.8413 Intermediate Similarity NPC250556
0.8409 Intermediate Similarity NPC79250
0.8409 Intermediate Similarity NPC290746
0.8403 Intermediate Similarity NPC263827
0.8403 Intermediate Similarity NPC285410
0.8403 Intermediate Similarity NPC250481
0.8403 Intermediate Similarity NPC292196
0.8403 Intermediate Similarity NPC477073
0.84 Intermediate Similarity NPC41129

  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 NPC245094 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
0.8504 High Similarity NPD7319 Approved
0.8413 Intermediate Similarity NPD7507 Approved
0.8281 Intermediate Similarity NPD7736 Approved
0.8254 Intermediate Similarity NPD8328 Phase 3
0.824 Intermediate Similarity NPD7503 Approved
0.824 Intermediate Similarity NPD8513 Phase 3
0.8211 Intermediate Similarity NPD7115 Discovery
0.8151 Intermediate Similarity NPD6686 Approved
0.8095 Intermediate Similarity NPD8516 Approved
0.8095 Intermediate Similarity NPD8515 Approved
0.8095 Intermediate Similarity NPD8033 Approved
0.8095 Intermediate Similarity NPD8517 Approved
0.8031 Intermediate Similarity NPD6370 Approved
0.8016 Intermediate Similarity NPD8377 Approved
0.8016 Intermediate Similarity NPD8294 Approved
0.7953 Intermediate Similarity NPD8379 Approved
0.7953 Intermediate Similarity NPD8296 Approved
0.7953 Intermediate Similarity NPD8378 Approved
0.7953 Intermediate Similarity NPD8335 Approved
0.7953 Intermediate Similarity NPD8380 Approved
0.7934 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7923 Intermediate Similarity NPD8293 Discontinued
0.792 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD6412 Phase 2
0.7907 Intermediate Similarity NPD7492 Approved
0.7874 Intermediate Similarity NPD6319 Approved
0.7874 Intermediate Similarity NPD6054 Approved
0.7857 Intermediate Similarity NPD7327 Approved
0.7857 Intermediate Similarity NPD7328 Approved
0.7846 Intermediate Similarity NPD6616 Approved
0.7823 Intermediate Similarity NPD8133 Approved
0.7795 Intermediate Similarity NPD7516 Approved
0.7786 Intermediate Similarity NPD7078 Approved
0.7742 Intermediate Similarity NPD6882 Approved
0.7742 Intermediate Similarity NPD8297 Approved
0.7674 Intermediate Similarity NPD6015 Approved
0.7674 Intermediate Similarity NPD6016 Approved
0.7638 Intermediate Similarity NPD6009 Approved
0.7615 Intermediate Similarity NPD5988 Approved
0.7597 Intermediate Similarity NPD6059 Approved
0.754 Intermediate Similarity NPD4632 Approved
0.7419 Intermediate Similarity NPD6881 Approved
0.7419 Intermediate Similarity NPD6899 Approved
0.7381 Intermediate Similarity NPD6650 Approved
0.7381 Intermediate Similarity NPD8130 Phase 1
0.7381 Intermediate Similarity NPD6649 Approved
0.7339 Intermediate Similarity NPD5697 Approved
0.7333 Intermediate Similarity NPD7638 Approved
0.7302 Intermediate Similarity NPD7102 Approved
0.7302 Intermediate Similarity NPD4634 Approved
0.7302 Intermediate Similarity NPD7290 Approved
0.7302 Intermediate Similarity NPD6883 Approved
0.728 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7640 Approved
0.7273 Intermediate Similarity NPD7639 Approved
0.7259 Intermediate Similarity NPD8074 Phase 3
0.7258 Intermediate Similarity NPD7128 Approved
0.7258 Intermediate Similarity NPD6675 Approved
0.7258 Intermediate Similarity NPD6402 Approved
0.7258 Intermediate Similarity NPD5739 Approved
0.7244 Intermediate Similarity NPD6847 Approved
0.7244 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD6617 Approved
0.7244 Intermediate Similarity NPD6869 Approved
0.7222 Intermediate Similarity NPD6373 Approved
0.7222 Intermediate Similarity NPD6012 Approved
0.7222 Intermediate Similarity NPD6014 Approved
0.7222 Intermediate Similarity NPD6372 Approved
0.7222 Intermediate Similarity NPD6013 Approved
0.719 Intermediate Similarity NPD4225 Approved
0.7188 Intermediate Similarity NPD6053 Discontinued
0.7174 Intermediate Similarity NPD7260 Phase 2
0.7164 Intermediate Similarity NPD7604 Phase 2
0.7143 Intermediate Similarity NPD7320 Approved
0.7143 Intermediate Similarity NPD6011 Approved
0.7143 Intermediate Similarity NPD5983 Phase 2
0.7119 Intermediate Similarity NPD6079 Approved
0.7087 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD6033 Approved
0.7063 Intermediate Similarity NPD5701 Approved
0.7059 Intermediate Similarity NPD6336 Discontinued
0.704 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD5211 Phase 2
0.7 Intermediate Similarity NPD7748 Approved
0.6992 Remote Similarity NPD5285 Approved
0.6992 Remote Similarity NPD5286 Approved
0.6992 Remote Similarity NPD4696 Approved
0.6984 Remote Similarity NPD6008 Approved
0.6975 Remote Similarity NPD6411 Approved
0.6967 Remote Similarity NPD7902 Approved
0.6949 Remote Similarity NPD5328 Approved
0.6917 Remote Similarity NPD5779 Approved
0.6917 Remote Similarity NPD5778 Approved
0.6917 Remote Similarity NPD6399 Phase 3
0.6914 Remote Similarity NPD7799 Discontinued
0.6912 Remote Similarity NPD7829 Approved
0.6912 Remote Similarity NPD6067 Discontinued
0.6912 Remote Similarity NPD7830 Approved
0.6905 Remote Similarity NPD5141 Approved
0.6899 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6899 Remote Similarity NPD6371 Approved
0.6891 Remote Similarity NPD6698 Approved
0.6891 Remote Similarity NPD46 Approved
0.6885 Remote Similarity NPD5222 Approved
0.6885 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6885 Remote Similarity NPD5221 Approved
0.688 Remote Similarity NPD5225 Approved
0.688 Remote Similarity NPD4633 Approved
0.688 Remote Similarity NPD5226 Approved
0.688 Remote Similarity NPD5224 Approved
0.6879 Remote Similarity NPD8338 Approved
0.6866 Remote Similarity NPD7100 Approved
0.6866 Remote Similarity NPD7101 Approved
0.6846 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6835 Remote Similarity NPD8336 Approved
0.6835 Remote Similarity NPD8337 Approved
0.6833 Remote Similarity NPD7983 Approved
0.6833 Remote Similarity NPD7515 Phase 2
0.6829 Remote Similarity NPD5173 Approved
0.6829 Remote Similarity NPD4755 Approved
0.6825 Remote Similarity NPD5174 Approved
0.6825 Remote Similarity NPD5175 Approved
0.6807 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6101 Approved
0.68 Remote Similarity NPD5223 Approved
0.6797 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6791 Remote Similarity NPD6335 Approved
0.6774 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6767 Remote Similarity NPD6274 Approved
0.6767 Remote Similarity NPD6868 Approved
0.6765 Remote Similarity NPD6921 Approved
0.6761 Remote Similarity NPD6845 Suspended
0.6746 Remote Similarity NPD7632 Discontinued
0.6744 Remote Similarity NPD4729 Approved
0.6744 Remote Similarity NPD4730 Approved
0.6721 Remote Similarity NPD7900 Approved
0.6721 Remote Similarity NPD7901 Clinical (unspecified phase)
0.672 Remote Similarity NPD4700 Approved
0.6716 Remote Similarity NPD6317 Approved
0.6694 Remote Similarity NPD6083 Phase 2
0.6694 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD5344 Discontinued
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD5695 Phase 3
0.6667 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD7642 Approved
0.6667 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6642 Remote Similarity NPD8444 Approved
0.6641 Remote Similarity NPD5251 Approved
0.6641 Remote Similarity NPD5250 Approved
0.6641 Remote Similarity NPD5249 Phase 3
0.6641 Remote Similarity NPD5247 Approved
0.6641 Remote Similarity NPD5248 Approved
0.6639 Remote Similarity NPD3573 Approved
0.662 Remote Similarity NPD5956 Approved
0.6613 Remote Similarity NPD4697 Phase 3
0.6612 Remote Similarity NPD7838 Discovery
0.6612 Remote Similarity NPD5785 Approved
0.6589 Remote Similarity NPD4767 Approved
0.6589 Remote Similarity NPD4768 Approved
0.6575 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6571 Remote Similarity NPD8451 Approved
0.6557 Remote Similarity NPD8035 Phase 2
0.6557 Remote Similarity NPD7637 Suspended
0.6557 Remote Similarity NPD8034 Phase 2
0.6555 Remote Similarity NPD3618 Phase 1
0.6525 Remote Similarity NPD4786 Approved
0.6525 Remote Similarity NPD8448 Approved
0.6522 Remote Similarity NPD6909 Approved
0.6522 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6908 Approved
0.6513 Remote Similarity NPD7625 Phase 1
0.6504 Remote Similarity NPD4202 Approved
0.6503 Remote Similarity NPD8391 Approved
0.6503 Remote Similarity NPD8392 Approved
0.6503 Remote Similarity NPD8390 Approved
0.6489 Remote Similarity NPD5128 Approved
0.648 Remote Similarity NPD7839 Suspended
0.6471 Remote Similarity NPD1694 Approved
0.6466 Remote Similarity NPD5215 Approved
0.6466 Remote Similarity NPD5216 Approved
0.6466 Remote Similarity NPD5217 Approved
0.6446 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6446 Remote Similarity NPD6672 Approved
0.6446 Remote Similarity NPD5737 Approved
0.6434 Remote Similarity NPD4754 Approved
0.6423 Remote Similarity NPD7641 Discontinued
0.6423 Remote Similarity NPD5284 Approved
0.6423 Remote Similarity NPD5281 Approved
0.6419 Remote Similarity NPD6333 Approved
0.6419 Remote Similarity NPD6334 Approved
0.6417 Remote Similarity NPD7521 Approved
0.6417 Remote Similarity NPD7146 Approved
0.6417 Remote Similarity NPD5330 Approved
0.6417 Remote Similarity NPD6684 Approved
0.6417 Remote Similarity NPD7334 Approved
0.6417 Remote Similarity NPD6409 Approved
0.6391 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6391 Remote Similarity NPD5169 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