Structure

Physi-Chem Properties

Molecular Weight:  704.25
Volume:  694.464
LogP:  4.54
LogD:  2.71
LogS:  -3.916
# Rotatable Bonds:  14
TPSA:  174.1
# H-Bond Aceptor:  13
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  13

MedChem Properties

QED Drug-Likeness Score:  0.245
Synthetic Accessibility Score:  6.014
Fsp3:  0.447
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:  -5.324
MDCK Permeability:  3.731477409019135e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.221
20% Bioavailability (F20%):  0.999
30% Bioavailability (F30%):  0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.048
Plasma Protein Binding (PPB):  96.04000091552734%
Volume Distribution (VD):  1.943
Pgp-substrate:  7.547242164611816%

ADMET: Metabolism

CYP1A2-inhibitor:  0.084
CYP1A2-substrate:  0.029
CYP2C19-inhibitor:  0.257
CYP2C19-substrate:  0.059
CYP2C9-inhibitor:  0.754
CYP2C9-substrate:  0.034
CYP2D6-inhibitor:  0.96
CYP2D6-substrate:  0.053
CYP3A4-inhibitor:  0.733
CYP3A4-substrate:  0.308

ADMET: Excretion

Clearance (CL):  8.951
Half-life (T1/2):  0.695

ADMET: Toxicity

hERG Blockers:  0.342
Human Hepatotoxicity (H-HT):  0.361
Drug-inuced Liver Injury (DILI):  0.983
AMES Toxicity:  0.024
Rat Oral Acute Toxicity:  0.89
Maximum Recommended Daily Dose:  0.46
Skin Sensitization:  0.062
Carcinogencity:  0.61
Eye Corrosion:  0.003
Eye Irritation:  0.122
Respiratory Toxicity:  0.937

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General Info & Identifiers & Properties  
Structure MOL file  
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Similar NPs/Drugs  

  Natural Product: NPC176413

Natural Product ID:  NPC176413
Common Name*:   SPACGDWQNCVTAS-YVCRAYHESA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  SPACGDWQNCVTAS-YVCRAYHESA-N
Standard InCHI:  InChI=1S/C38H40O13/c1-22(39)46-21-37-29(49-34(43)26-16-17-45-20-26)18-27-30(50-33(42)25-14-10-7-11-15-25)38(37,51-35(27,3)4)36(5,44)19-28(31(37)47-23(2)40)48-32(41)24-12-8-6-9-13-24/h6-17,20,27-31,44H,18-19,21H2,1-5H3/t27-,28+,29+,30-,31+,36+,37-,38+/m1/s1
SMILES:  CC(=O)OC[C@@]12[C@H](C[C@@H]3[C@H]([C@@]2([C@](C)(C[C@@H]([C@@H]1OC(=O)C)OC(=O)c1ccccc1)O)OC3(C)C)OC(=O)c1ccccc1)OC(=O)c1ccoc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1829396
PubChem CID:   56642787
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0002995] Pentacarboxylic acids 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
NPO26437 Maytenus jelskii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[20146433]
NPO26437 Maytenus jelskii Species Celastraceae Eukaryota fruits n.a. n.a. PMID[21856049]
NPO26437 Maytenus jelskii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[27541714]
NPO26437 Maytenus jelskii Species Celastraceae 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
NPT886 Cell Line NIH3T3 Mus musculus Activity = 82.14 % PMID[475065]
NPT886 Cell Line NIH3T3 Mus musculus Activity = 84.33 % PMID[475065]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Inhibition = 70.0 % PMID[475065]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ki = 340.0 nM PMID[475065]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Imax > 90.0 % PMID[475065]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio IC50 = 7.82 n.a. PMID[475065]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio IC50 = 14.07 n.a. PMID[475065]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio IC50 = 17.11 n.a. PMID[475065]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio IC50 = 10.34 n.a. PMID[475065]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio IC50 = 14.26 n.a. PMID[475065]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio IC50 = 51.67 n.a. PMID[475065]

☑ 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 NPC176413 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 NPC56953
0.9814 High Similarity NPC294512
0.9565 High Similarity NPC86800
0.9503 High Similarity NPC276735
0.9212 High Similarity NPC296558
0.9036 High Similarity NPC310572
0.9036 High Similarity NPC270312
0.9024 High Similarity NPC188649
0.8988 High Similarity NPC475237
0.8988 High Similarity NPC475641
0.8976 High Similarity NPC277618
0.897 High Similarity NPC88841
0.897 High Similarity NPC285567
0.897 High Similarity NPC288602
0.8963 High Similarity NPC8389
0.8916 High Similarity NPC56358
0.8909 High Similarity NPC79571
0.8909 High Similarity NPC68848
0.8862 High Similarity NPC121995
0.8855 High Similarity NPC283209
0.8841 High Similarity NPC195954
0.8841 High Similarity NPC88007
0.8841 High Similarity NPC7059
0.8788 High Similarity NPC474611
0.875 High Similarity NPC472141
0.8743 High Similarity NPC14499
0.8743 High Similarity NPC475039
0.8743 High Similarity NPC476035
0.8735 High Similarity NPC287559
0.8727 High Similarity NPC194499
0.8706 High Similarity NPC118086
0.8706 High Similarity NPC88593
0.8683 High Similarity NPC200782
0.8683 High Similarity NPC18986
0.8671 High Similarity NPC472665
0.8667 High Similarity NPC41880
0.8667 High Similarity NPC104736
0.8647 High Similarity NPC271235
0.8631 High Similarity NPC472139
0.8614 High Similarity NPC81405
0.8614 High Similarity NPC472777
0.8614 High Similarity NPC304692
0.8614 High Similarity NPC472776
0.8614 High Similarity NPC299038
0.8614 High Similarity NPC472778
0.8606 High Similarity NPC476262
0.858 High Similarity NPC126984
0.858 High Similarity NPC27541
0.858 High Similarity NPC61967
0.858 High Similarity NPC62692
0.8563 High Similarity NPC140952
0.8563 High Similarity NPC475967
0.8545 High Similarity NPC253201
0.8545 High Similarity NPC302054
0.8538 High Similarity NPC160651
0.8521 High Similarity NPC469846
0.8514 High Similarity NPC11062
0.8488 Intermediate Similarity NPC302392
0.8485 Intermediate Similarity NPC268905
0.8485 Intermediate Similarity NPC294511
0.8485 Intermediate Similarity NPC121615
0.8485 Intermediate Similarity NPC472672
0.8485 Intermediate Similarity NPC476201
0.8476 Intermediate Similarity NPC228842
0.8476 Intermediate Similarity NPC212257
0.8476 Intermediate Similarity NPC294803
0.8476 Intermediate Similarity NPC6815
0.8471 Intermediate Similarity NPC470182
0.8471 Intermediate Similarity NPC472664
0.8471 Intermediate Similarity NPC469849
0.8462 Intermediate Similarity NPC471003
0.8462 Intermediate Similarity NPC82851
0.8462 Intermediate Similarity NPC470792
0.8452 Intermediate Similarity NPC475226
0.8434 Intermediate Similarity NPC282445
0.8434 Intermediate Similarity NPC34421
0.8434 Intermediate Similarity NPC237259
0.8434 Intermediate Similarity NPC98206
0.843 Intermediate Similarity NPC291742
0.843 Intermediate Similarity NPC472652
0.8427 Intermediate Similarity NPC478001
0.8424 Intermediate Similarity NPC147340
0.8424 Intermediate Similarity NPC271460
0.8424 Intermediate Similarity NPC18135
0.8421 Intermediate Similarity NPC97574
0.8421 Intermediate Similarity NPC93172
0.8421 Intermediate Similarity NPC470875
0.8415 Intermediate Similarity NPC69647
0.8415 Intermediate Similarity NPC125182
0.8415 Intermediate Similarity NPC211625
0.8412 Intermediate Similarity NPC472773
0.8412 Intermediate Similarity NPC469338
0.8412 Intermediate Similarity NPC302369
0.8412 Intermediate Similarity NPC134254
0.8412 Intermediate Similarity NPC39986
0.8412 Intermediate Similarity NPC292389
0.8405 Intermediate Similarity NPC255414
0.8402 Intermediate Similarity NPC472653
0.8393 Intermediate Similarity NPC261597
0.8393 Intermediate Similarity NPC36655
0.8385 Intermediate Similarity NPC11685
0.8385 Intermediate Similarity NPC163719
0.8385 Intermediate Similarity NPC95265
0.8385 Intermediate Similarity NPC70716
0.8385 Intermediate Similarity NPC125106
0.8385 Intermediate Similarity NPC472570
0.8385 Intermediate Similarity NPC476974
0.8385 Intermediate Similarity NPC25768
0.8385 Intermediate Similarity NPC472573
0.8385 Intermediate Similarity NPC95810
0.8385 Intermediate Similarity NPC188865
0.8385 Intermediate Similarity NPC472569
0.8385 Intermediate Similarity NPC57628
0.8383 Intermediate Similarity NPC44675
0.8383 Intermediate Similarity NPC214541
0.8382 Intermediate Similarity NPC82602
0.838 Intermediate Similarity NPC472663
0.838 Intermediate Similarity NPC472662
0.8373 Intermediate Similarity NPC469503
0.8372 Intermediate Similarity NPC472775
0.8372 Intermediate Similarity NPC472774
0.8372 Intermediate Similarity NPC41689
0.8372 Intermediate Similarity NPC472282
0.8372 Intermediate Similarity NPC173516
0.8372 Intermediate Similarity NPC472651
0.8364 Intermediate Similarity NPC476122
0.8363 Intermediate Similarity NPC470940
0.8363 Intermediate Similarity NPC271657
0.8363 Intermediate Similarity NPC276551
0.8353 Intermediate Similarity NPC263432
0.8353 Intermediate Similarity NPC18347
0.8353 Intermediate Similarity NPC149896
0.8353 Intermediate Similarity NPC329938
0.8353 Intermediate Similarity NPC472771
0.8344 Intermediate Similarity NPC281717
0.8333 Intermediate Similarity NPC177940
0.8333 Intermediate Similarity NPC469349
0.8333 Intermediate Similarity NPC70403
0.8333 Intermediate Similarity NPC470159
0.8333 Intermediate Similarity NPC470157
0.8333 Intermediate Similarity NPC174982
0.8333 Intermediate Similarity NPC200471
0.8333 Intermediate Similarity NPC472571
0.8333 Intermediate Similarity NPC476973
0.8333 Intermediate Similarity NPC96903
0.8333 Intermediate Similarity NPC158663
0.8333 Intermediate Similarity NPC29704
0.8333 Intermediate Similarity NPC472575
0.8333 Intermediate Similarity NPC473088
0.8333 Intermediate Similarity NPC472572
0.8333 Intermediate Similarity NPC184817
0.8333 Intermediate Similarity NPC171525
0.8333 Intermediate Similarity NPC472568
0.8333 Intermediate Similarity NPC471104
0.8324 Intermediate Similarity NPC471397
0.8314 Intermediate Similarity NPC308156
0.8314 Intermediate Similarity NPC475779
0.8305 Intermediate Similarity NPC478050
0.8304 Intermediate Similarity NPC476197
0.8304 Intermediate Similarity NPC477405
0.8303 Intermediate Similarity NPC470153
0.8294 Intermediate Similarity NPC335761
0.8293 Intermediate Similarity NPC301556
0.8293 Intermediate Similarity NPC71821
0.8293 Intermediate Similarity NPC270590
0.8293 Intermediate Similarity NPC266265
0.8293 Intermediate Similarity NPC471101
0.8293 Intermediate Similarity NPC92293
0.8287 Intermediate Similarity NPC73929
0.8287 Intermediate Similarity NPC139683
0.8287 Intermediate Similarity NPC47905
0.8286 Intermediate Similarity NPC120220
0.8284 Intermediate Similarity NPC167142
0.8284 Intermediate Similarity NPC249021
0.8284 Intermediate Similarity NPC187149
0.8284 Intermediate Similarity NPC469847
0.8276 Intermediate Similarity NPC472660
0.8274 Intermediate Similarity NPC264943
0.8272 Intermediate Similarity NPC475122
0.8272 Intermediate Similarity NPC470152
0.8272 Intermediate Similarity NPC475759
0.8272 Intermediate Similarity NPC241951
0.8266 Intermediate Similarity NPC476850
0.8266 Intermediate Similarity NPC473766
0.8266 Intermediate Similarity NPC100333
0.8266 Intermediate Similarity NPC476861
0.8266 Intermediate Similarity NPC473753
0.8263 Intermediate Similarity NPC282239
0.8258 Intermediate Similarity NPC478000
0.8253 Intermediate Similarity NPC477905
0.8246 Intermediate Similarity NPC69028
0.8239 Intermediate Similarity NPC148185
0.8239 Intermediate Similarity NPC472584
0.8235 Intermediate Similarity NPC307383
0.8235 Intermediate Similarity NPC472671
0.8232 Intermediate Similarity NPC62799
0.8232 Intermediate Similarity NPC304322
0.8229 Intermediate Similarity NPC160818
0.8229 Intermediate Similarity NPC169299
0.8225 Intermediate Similarity NPC471102

  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 NPC176413 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
0.8686 High Similarity NPD8434 Phase 2
0.7953 Intermediate Similarity NPD5761 Phase 2
0.7953 Intermediate Similarity NPD5760 Phase 2
0.7889 Intermediate Similarity NPD6559 Discontinued
0.7874 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7802 Intermediate Similarity NPD8313 Approved
0.7802 Intermediate Similarity NPD8312 Approved
0.7796 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7759 Intermediate Similarity NPD7768 Phase 2
0.7746 Intermediate Similarity NPD7819 Suspended
0.7717 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7709 Intermediate Similarity NPD7473 Discontinued
0.7684 Intermediate Similarity NPD8127 Discontinued
0.7657 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7644 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD6232 Discontinued
0.7627 Intermediate Similarity NPD5494 Approved
0.7624 Intermediate Similarity NPD5844 Phase 1
0.7614 Intermediate Similarity NPD3749 Approved
0.7614 Intermediate Similarity NPD7075 Discontinued
0.76 Intermediate Similarity NPD5402 Approved
0.76 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7594 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7572 Intermediate Similarity NPD6599 Discontinued
0.7571 Intermediate Similarity NPD6234 Discontinued
0.7562 Intermediate Similarity NPD8404 Phase 2
0.756 Intermediate Similarity NPD4628 Phase 3
0.7557 Intermediate Similarity NPD4967 Phase 2
0.7557 Intermediate Similarity NPD4966 Approved
0.7557 Intermediate Similarity NPD4965 Approved
0.7544 Intermediate Similarity NPD6273 Approved
0.7529 Intermediate Similarity NPD7411 Suspended
0.7514 Intermediate Similarity NPD3226 Approved
0.7473 Intermediate Similarity NPD7228 Approved
0.7459 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD6764 Approved
0.7405 Intermediate Similarity NPD6765 Approved
0.7401 Intermediate Similarity NPD3817 Phase 2
0.7399 Intermediate Similarity NPD5403 Approved
0.7399 Intermediate Similarity NPD920 Approved
0.7394 Intermediate Similarity NPD8150 Discontinued
0.7389 Intermediate Similarity NPD6959 Discontinued
0.7386 Intermediate Similarity NPD37 Approved
0.7386 Intermediate Similarity NPD6801 Discontinued
0.7384 Intermediate Similarity NPD5401 Approved
0.7384 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD3818 Discontinued
0.7371 Intermediate Similarity NPD4380 Phase 2
0.7363 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD6166 Phase 2
0.7363 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD8455 Phase 2
0.7326 Intermediate Similarity NPD6799 Approved
0.7321 Intermediate Similarity NPD1551 Phase 2
0.7318 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD7240 Approved
0.731 Intermediate Similarity NPD7435 Discontinued
0.7308 Intermediate Similarity NPD3926 Phase 2
0.7293 Intermediate Similarity NPD7199 Phase 2
0.7288 Intermediate Similarity NPD1934 Approved
0.7283 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD2346 Discontinued
0.7278 Intermediate Similarity NPD919 Approved
0.7263 Intermediate Similarity NPD3882 Suspended
0.7262 Intermediate Similarity NPD2799 Discontinued
0.7251 Intermediate Similarity NPD7003 Approved
0.7251 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7249 Intermediate Similarity NPD6784 Approved
0.7249 Intermediate Similarity NPD6785 Approved
0.7247 Intermediate Similarity NPD2801 Approved
0.7243 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD2935 Discontinued
0.7216 Intermediate Similarity NPD7458 Discontinued
0.7213 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD7074 Phase 3
0.7202 Intermediate Similarity NPD7097 Phase 1
0.7198 Intermediate Similarity NPD1247 Approved
0.7195 Intermediate Similarity NPD6832 Phase 2
0.7193 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7189 Intermediate Similarity NPD3751 Discontinued
0.7186 Intermediate Similarity NPD7871 Phase 2
0.7186 Intermediate Similarity NPD7870 Phase 2
0.7184 Intermediate Similarity NPD2533 Approved
0.7184 Intermediate Similarity NPD2534 Approved
0.7184 Intermediate Similarity NPD2532 Approved
0.7181 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD7874 Approved
0.7178 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD1471 Phase 3
0.7176 Intermediate Similarity NPD2344 Approved
0.7168 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD3787 Discontinued
0.7157 Intermediate Similarity NPD6781 Approved
0.7157 Intermediate Similarity NPD6782 Approved
0.7157 Intermediate Similarity NPD6780 Approved
0.7157 Intermediate Similarity NPD6779 Approved
0.7157 Intermediate Similarity NPD6778 Approved
0.7157 Intermediate Similarity NPD6777 Approved
0.7157 Intermediate Similarity NPD6776 Approved
0.7151 Intermediate Similarity NPD3750 Approved
0.7151 Intermediate Similarity NPD7054 Approved
0.7136 Intermediate Similarity NPD7696 Phase 3
0.7136 Intermediate Similarity NPD7497 Discontinued
0.7136 Intermediate Similarity NPD7698 Approved
0.7136 Intermediate Similarity NPD7697 Approved
0.7129 Intermediate Similarity NPD8151 Discontinued
0.7118 Intermediate Similarity NPD2796 Approved
0.7112 Intermediate Similarity NPD7472 Approved
0.7108 Intermediate Similarity NPD2313 Discontinued
0.7108 Intermediate Similarity NPD3764 Approved
0.7102 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD7799 Discontinued
0.709 Intermediate Similarity NPD7808 Phase 3
0.7086 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7085 Intermediate Similarity NPD6823 Phase 2
0.7083 Intermediate Similarity NPD6355 Discontinued
0.7079 Intermediate Similarity NPD7701 Phase 2
0.7066 Intermediate Similarity NPD6233 Phase 2
0.7065 Intermediate Similarity NPD7229 Phase 3
0.7059 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7801 Approved
0.7059 Intermediate Similarity NPD7783 Phase 2
0.7059 Intermediate Similarity NPD3748 Approved
0.7056 Intermediate Similarity NPD1465 Phase 2
0.7052 Intermediate Similarity NPD8166 Discontinued
0.7037 Intermediate Similarity NPD7251 Discontinued
0.7037 Intermediate Similarity NPD7685 Pre-registration
0.7035 Intermediate Similarity NPD1549 Phase 2
0.7029 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD8407 Phase 2
0.7015 Intermediate Similarity NPD8319 Approved
0.7015 Intermediate Similarity NPD8320 Phase 1
0.7011 Intermediate Similarity NPD2309 Approved
0.7006 Intermediate Similarity NPD6798 Discontinued
0.6994 Remote Similarity NPD1243 Approved
0.6994 Remote Similarity NPD2800 Approved
0.6984 Remote Similarity NPD6797 Phase 2
0.6982 Remote Similarity NPD447 Suspended
0.6977 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6977 Remote Similarity NPD1550 Clinical (unspecified phase)
0.697 Remote Similarity NPD7699 Phase 2
0.697 Remote Similarity NPD7700 Phase 2
0.6965 Remote Similarity NPD7680 Approved
0.6959 Remote Similarity NPD8435 Approved
0.6959 Remote Similarity NPD8361 Approved
0.6959 Remote Similarity NPD8360 Approved
0.6947 Remote Similarity NPD8368 Discontinued
0.6946 Remote Similarity NPD7095 Approved
0.6936 Remote Similarity NPD970 Clinical (unspecified phase)
0.6935 Remote Similarity NPD8285 Discontinued
0.6932 Remote Similarity NPD1511 Approved
0.6919 Remote Similarity NPD5406 Approved
0.6919 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6919 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6919 Remote Similarity NPD5408 Approved
0.6919 Remote Similarity NPD5405 Approved
0.6919 Remote Similarity NPD8485 Approved
0.6919 Remote Similarity NPD5404 Approved
0.6914 Remote Similarity NPD6190 Approved
0.6905 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6904 Remote Similarity NPD6534 Approved
0.6904 Remote Similarity NPD6535 Approved
0.6882 Remote Similarity NPD6808 Phase 2
0.6882 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6882 Remote Similarity NPD1933 Approved
0.6878 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7236 Approved
0.6864 Remote Similarity NPD8032 Phase 2
0.686 Remote Similarity NPD4308 Phase 3
0.686 Remote Similarity NPD7033 Discontinued
0.686 Remote Similarity NPD1510 Phase 2
0.6857 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6857 Remote Similarity NPD4110 Phase 3
0.6857 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6854 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6854 Remote Similarity NPD1512 Approved
0.6845 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6842 Remote Similarity NPD7047 Phase 3
0.684 Remote Similarity NPD7907 Approved
0.6825 Remote Similarity NPD7177 Discontinued
0.6821 Remote Similarity NPD6100 Approved
0.6821 Remote Similarity NPD6099 Approved
0.6816 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6809 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6807 Remote Similarity NPD2797 Approved
0.6807 Remote Similarity NPD1203 Approved
0.6806 Remote Similarity NPD5953 Discontinued
0.6805 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6786 Remote Similarity NPD4287 Approved
0.6782 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6782 Remote Similarity NPD6002 Phase 3
0.6782 Remote Similarity NPD5762 Approved
0.6782 Remote Similarity NPD6006 Clinical (unspecified phase)

  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