Structure

Physi-Chem Properties

Molecular Weight:  568.14
Volume:  547.205
LogP:  4.622
LogD:  1.733
LogS:  -4.932
# Rotatable Bonds:  0
TPSA:  167.66
# H-Bond Aceptor:  10
# H-Bond Donor:  4
# Rings:  8
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.231
Synthetic Accessibility Score:  5.552
Fsp3:  0.312
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.672
MDCK Permeability:  9.692437743069604e-06
Pgp-inhibitor:  0.245
Pgp-substrate:  0.982
Human Intestinal Absorption (HIA):  0.854
20% Bioavailability (F20%):  0.242
30% Bioavailability (F30%):  0.903

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.015
Plasma Protein Binding (PPB):  97.02067565917969%
Volume Distribution (VD):  0.488
Pgp-substrate:  1.1929363012313843%

ADMET: Metabolism

CYP1A2-inhibitor:  0.245
CYP1A2-substrate:  0.816
CYP2C19-inhibitor:  0.136
CYP2C19-substrate:  0.064
CYP2C9-inhibitor:  0.703
CYP2C9-substrate:  0.103
CYP2D6-inhibitor:  0.151
CYP2D6-substrate:  0.142
CYP3A4-inhibitor:  0.739
CYP3A4-substrate:  0.329

ADMET: Excretion

Clearance (CL):  2.367
Half-life (T1/2):  0.008

ADMET: Toxicity

hERG Blockers:  0.026
Human Hepatotoxicity (H-HT):  0.157
Drug-inuced Liver Injury (DILI):  0.968
AMES Toxicity:  0.901
Rat Oral Acute Toxicity:  0.987
Maximum Recommended Daily Dose:  0.904
Skin Sensitization:  0.709
Carcinogencity:  0.962
Eye Corrosion:  0.003
Eye Irritation:  0.248
Respiratory Toxicity:  0.391

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  Natural Product: NPC478000

Natural Product ID:  NPC478000
Common Name*:   QHVNYJIFSJQQAS-KKHWMGNSSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  QHVNYJIFSJQQAS-KKHWMGNSSA-N
Standard InCHI:  InChI=1S/C32H24O9/c1-12-9-15-21(19(34)10-12)26(37)22-14(25(15)36)7-8-17-28(22)41-32-16-5-4-6-18(33)23(16)27(38)24-20(35)11-30(3,39)29(13(2)40-32)31(17,24)32/h4-10,13,29,33-35,39H,11H2,1-3H3/t13-,29+,30+,31?,32+/m0/s1
SMILES:  [H][C@]12[C@H](C)O[C@]34OC5=C(C=CC6=C5C(=O)C5=C(C=C(C)C=C5O)C6=O)C31C(=C(O)C[C@@]2(C)O)C(=O)C1=C(O)C=CC=C14
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000018] Anthracenes
        • [CHEMONTID:0000151] Anthraquinones

*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
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10344559]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10344578]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10348041]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10604756]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10695669]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10724004]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10994816]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11099231]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11132958]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11374972]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11473415]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[14738393]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Australian n.a. PMID[15497950]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15813185]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15844966]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15974616]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16180833]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[1666120]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16724845]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16830891]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16872146]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17125235]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17315965]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17551212]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17608531]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17844998]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17887721]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17917237]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18044841]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Indonesian n.a. PMID[18081255]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18081255]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18205372]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Northwest Territories, Canada 1995 PMID[18327911]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18327911]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18666798]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18776684]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19007176]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19129624]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19191549]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19856955]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19883065]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20092333]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20545334]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20836523]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028889]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028891]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[21090727]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21314175]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[21639131]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21728289]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. latex n.a. PMID[21751787]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21807523]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21873059]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. latex n.a. PMID[21879726]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[22145663]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22574670]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22583058]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22591466]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22758660]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22775474]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23387796]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23662937]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24592993]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24754815]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24878306]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24964393]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25211234]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25455147]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25495422]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25537064]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25918793]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25934225]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26035239]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26465675]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26798949]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26905826]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31013087]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31298537]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31894983]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[32298122]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8501018]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[8784423]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8931733]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8982334]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9031666]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9031676]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9066767]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9066768]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9186568]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9531983]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[9711246]

☑ 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
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IC50 = 150 nM PMID[16872146]
NPT175 Organism Enterococcus faecalis Enterococcus faecalis IC50 = 2000 nM PMID[16872146]
NPT2 Others Unspecified IC50 = 3300 nM PMID[16872146]

☑ 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 NPC478000 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
0.9756 High Similarity NPC478002
0.9702 High Similarity NPC478001
0.8736 High Similarity NPC300657
0.8701 High Similarity NPC470332
0.8698 High Similarity NPC472261
0.8693 High Similarity NPC114257
0.8693 High Similarity NPC299149
0.8693 High Similarity NPC277710
0.8693 High Similarity NPC121888
0.8693 High Similarity NPC153578
0.8686 High Similarity NPC101991
0.8686 High Similarity NPC475233
0.8686 High Similarity NPC289876
0.8678 High Similarity NPC98776
0.8678 High Similarity NPC85368
0.8678 High Similarity NPC24748
0.8678 High Similarity NPC203751
0.8678 High Similarity NPC59491
0.8671 High Similarity NPC477572
0.8671 High Similarity NPC477573
0.8671 High Similarity NPC477571
0.8603 High Similarity NPC87583
0.8596 High Similarity NPC100849
0.8596 High Similarity NPC473009
0.8588 High Similarity NPC137232
0.8588 High Similarity NPC312273
0.8588 High Similarity NPC301256
0.8588 High Similarity NPC58538
0.8588 High Similarity NPC18380
0.858 High Similarity NPC475246
0.858 High Similarity NPC102053
0.8555 High Similarity NPC472660
0.8555 High Similarity NPC472058
0.8555 High Similarity NPC234497
0.8555 High Similarity NPC470341
0.8555 High Similarity NPC286230
0.8555 High Similarity NPC253730
0.8555 High Similarity NPC324522
0.8555 High Similarity NPC105414
0.8547 High Similarity NPC473010
0.8547 High Similarity NPC478022
0.8547 High Similarity NPC316262
0.8547 High Similarity NPC478020
0.8547 High Similarity NPC169471
0.8547 High Similarity NPC314653
0.8539 High Similarity NPC85316
0.8539 High Similarity NPC197357
0.8538 High Similarity NPC473012
0.8538 High Similarity NPC146837
0.8538 High Similarity NPC101116
0.8538 High Similarity NPC212099
0.8538 High Similarity NPC278329
0.8538 High Similarity NPC310603
0.8531 High Similarity NPC470334
0.8529 High Similarity NPC470342
0.8529 High Similarity NPC292863
0.8529 High Similarity NPC284495
0.8529 High Similarity NPC472060
0.8529 High Similarity NPC184326
0.8529 High Similarity NPC472618
0.8529 High Similarity NPC472052
0.8523 High Similarity NPC3718
0.8514 High Similarity NPC30432
0.8514 High Similarity NPC5029
0.8514 High Similarity NPC271385
0.8514 High Similarity NPC111536
0.8514 High Similarity NPC76128
0.8514 High Similarity NPC477836
0.8497 Intermediate Similarity NPC251336
0.8497 Intermediate Similarity NPC477835
0.8492 Intermediate Similarity NPC293227
0.8492 Intermediate Similarity NPC473717
0.8492 Intermediate Similarity NPC475662
0.8492 Intermediate Similarity NPC473631
0.8475 Intermediate Similarity NPC66820
0.8475 Intermediate Similarity NPC170018
0.8475 Intermediate Similarity NPC76112
0.8475 Intermediate Similarity NPC92403
0.8475 Intermediate Similarity NPC324220
0.8475 Intermediate Similarity NPC312630
0.8475 Intermediate Similarity NPC472661
0.8475 Intermediate Similarity NPC46958
0.8471 Intermediate Similarity NPC195167
0.8471 Intermediate Similarity NPC105584
0.8471 Intermediate Similarity NPC324736
0.8466 Intermediate Similarity NPC199357
0.8453 Intermediate Similarity NPC105591
0.8448 Intermediate Similarity NPC63470
0.8448 Intermediate Similarity NPC76647
0.8444 Intermediate Similarity NPC292706
0.8444 Intermediate Similarity NPC224557
0.8439 Intermediate Similarity NPC469664
0.8439 Intermediate Similarity NPC178281
0.8436 Intermediate Similarity NPC475161
0.8436 Intermediate Similarity NPC477860
0.843 Intermediate Similarity NPC473022
0.843 Intermediate Similarity NPC15374
0.8421 Intermediate Similarity NPC470810
0.8421 Intermediate Similarity NPC195136
0.8421 Intermediate Similarity NPC313368
0.8418 Intermediate Similarity NPC470667
0.8418 Intermediate Similarity NPC477992
0.8418 Intermediate Similarity NPC68381
0.8418 Intermediate Similarity NPC186800
0.8418 Intermediate Similarity NPC477991
0.8409 Intermediate Similarity NPC477529
0.8402 Intermediate Similarity NPC66508
0.8402 Intermediate Similarity NPC226656
0.84 Intermediate Similarity NPC286074
0.84 Intermediate Similarity NPC222455
0.84 Intermediate Similarity NPC54903
0.8398 Intermediate Similarity NPC221140
0.8398 Intermediate Similarity NPC229817
0.8398 Intermediate Similarity NPC475352
0.8398 Intermediate Similarity NPC475220
0.8398 Intermediate Similarity NPC473686
0.8393 Intermediate Similarity NPC40356
0.8393 Intermediate Similarity NPC154683
0.8391 Intermediate Similarity NPC125465
0.8389 Intermediate Similarity NPC475656
0.8389 Intermediate Similarity NPC475148
0.8382 Intermediate Similarity NPC290160
0.8382 Intermediate Similarity NPC159508
0.838 Intermediate Similarity NPC70318
0.8372 Intermediate Similarity NPC189552
0.8372 Intermediate Similarity NPC273467
0.8363 Intermediate Similarity NPC472617
0.8363 Intermediate Similarity NPC218818
0.8362 Intermediate Similarity NPC470336
0.8362 Intermediate Similarity NPC73899
0.8362 Intermediate Similarity NPC17105
0.8362 Intermediate Similarity NPC474276
0.8362 Intermediate Similarity NPC147363
0.8362 Intermediate Similarity NPC470335
0.8361 Intermediate Similarity NPC314672
0.8353 Intermediate Similarity NPC478223
0.8353 Intermediate Similarity NPC469507
0.8352 Intermediate Similarity NPC8704
0.8352 Intermediate Similarity NPC313717
0.8352 Intermediate Similarity NPC315306
0.8352 Intermediate Similarity NPC478021
0.8352 Intermediate Similarity NPC287884
0.8333 Intermediate Similarity NPC315221
0.8324 Intermediate Similarity NPC475106
0.8324 Intermediate Similarity NPC477528
0.8324 Intermediate Similarity NPC261896
0.8324 Intermediate Similarity NPC473011
0.8324 Intermediate Similarity NPC187934
0.8324 Intermediate Similarity NPC97637
0.8315 Intermediate Similarity NPC223735
0.8315 Intermediate Similarity NPC307754
0.8315 Intermediate Similarity NPC294149
0.8314 Intermediate Similarity NPC98023
0.8314 Intermediate Similarity NPC186325
0.8314 Intermediate Similarity NPC226462
0.8314 Intermediate Similarity NPC312993
0.8306 Intermediate Similarity NPC205721
0.8305 Intermediate Similarity NPC472620
0.8305 Intermediate Similarity NPC315619
0.8305 Intermediate Similarity NPC294501
0.8304 Intermediate Similarity NPC158542
0.8304 Intermediate Similarity NPC246647
0.8304 Intermediate Similarity NPC287789
0.8304 Intermediate Similarity NPC271741
0.8304 Intermediate Similarity NPC212967
0.8304 Intermediate Similarity NPC96342
0.8304 Intermediate Similarity NPC196448
0.8304 Intermediate Similarity NPC272196
0.8304 Intermediate Similarity NPC164110
0.8304 Intermediate Similarity NPC317580
0.8295 Intermediate Similarity NPC470207
0.8295 Intermediate Similarity NPC246274
0.8295 Intermediate Similarity NPC470206
0.8295 Intermediate Similarity NPC300307
0.8294 Intermediate Similarity NPC266469
0.8287 Intermediate Similarity NPC313452
0.8286 Intermediate Similarity NPC82330
0.8286 Intermediate Similarity NPC85047
0.8286 Intermediate Similarity NPC30027
0.8286 Intermediate Similarity NPC120857
0.8286 Intermediate Similarity NPC17274
0.8286 Intermediate Similarity NPC53640
0.8278 Intermediate Similarity NPC212290
0.8276 Intermediate Similarity NPC91288
0.8276 Intermediate Similarity NPC469395
0.8276 Intermediate Similarity NPC38591
0.8276 Intermediate Similarity NPC471286
0.8274 Intermediate Similarity NPC470568
0.8266 Intermediate Similarity NPC92589
0.8266 Intermediate Similarity NPC478134
0.8266 Intermediate Similarity NPC90822
0.8266 Intermediate Similarity NPC175513
0.8258 Intermediate Similarity NPC131862
0.8258 Intermediate Similarity NPC470333
0.8258 Intermediate Similarity NPC56953
0.8258 Intermediate Similarity NPC176413
0.8258 Intermediate Similarity NPC469393
0.8256 Intermediate Similarity NPC40583
0.8256 Intermediate Similarity NPC326084
0.8256 Intermediate Similarity NPC226287

  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 NPC478000 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
0.8475 Intermediate Similarity NPD8313 Approved
0.8475 Intermediate Similarity NPD8312 Approved
0.8372 Intermediate Similarity NPD6959 Discontinued
0.8352 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8242 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8107 Intermediate Similarity NPD3226 Approved
0.8081 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8063 Intermediate Similarity NPD7870 Phase 2
0.8063 Intermediate Similarity NPD7871 Phase 2
0.8023 Intermediate Similarity NPD7819 Suspended
0.7978 Intermediate Similarity NPD7473 Discontinued
0.7956 Intermediate Similarity NPD6559 Discontinued
0.7947 Intermediate Similarity NPD6781 Approved
0.7947 Intermediate Similarity NPD6782 Approved
0.7947 Intermediate Similarity NPD6778 Approved
0.7947 Intermediate Similarity NPD6776 Approved
0.7947 Intermediate Similarity NPD6779 Approved
0.7947 Intermediate Similarity NPD6780 Approved
0.7947 Intermediate Similarity NPD6777 Approved
0.7921 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD7696 Phase 3
0.7917 Intermediate Similarity NPD7697 Approved
0.7917 Intermediate Similarity NPD7698 Approved
0.791 Intermediate Similarity NPD6232 Discontinued
0.7895 Intermediate Similarity NPD7458 Discontinued
0.787 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD8434 Phase 2
0.7833 Intermediate Similarity NPD3818 Discontinued
0.7824 Intermediate Similarity NPD7435 Discontinued
0.7803 Intermediate Similarity NPD7411 Suspended
0.779 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD3749 Approved
0.7765 Intermediate Similarity NPD2534 Approved
0.7765 Intermediate Similarity NPD2532 Approved
0.7765 Intermediate Similarity NPD2533 Approved
0.7755 Intermediate Similarity NPD7701 Phase 2
0.7738 Intermediate Similarity NPD7003 Approved
0.7735 Intermediate Similarity NPD3751 Discontinued
0.7727 Intermediate Similarity NPD7768 Phase 2
0.7727 Intermediate Similarity NPD7801 Approved
0.7716 Intermediate Similarity NPD8151 Discontinued
0.7714 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7706 Intermediate Similarity NPD7390 Discontinued
0.7697 Intermediate Similarity NPD5494 Approved
0.7692 Intermediate Similarity NPD5844 Phase 1
0.7684 Intermediate Similarity NPD6534 Approved
0.7684 Intermediate Similarity NPD6535 Approved
0.7677 Intermediate Similarity NPD7874 Approved
0.7677 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD2346 Discontinued
0.7661 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7656 Intermediate Similarity NPD7699 Phase 2
0.7656 Intermediate Similarity NPD7700 Phase 2
0.765 Intermediate Similarity NPD7074 Phase 3
0.7647 Intermediate Similarity NPD8150 Discontinued
0.7644 Intermediate Similarity NPD4380 Phase 2
0.7624 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD6166 Phase 2
0.7624 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7602 Intermediate Similarity NPD8319 Approved
0.7602 Intermediate Similarity NPD8320 Phase 1
0.7596 Intermediate Similarity NPD7054 Approved
0.759 Intermediate Similarity NPD6823 Phase 2
0.7586 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7584 Intermediate Similarity NPD7075 Discontinued
0.7574 Intermediate Similarity NPD2800 Approved
0.7574 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7554 Intermediate Similarity NPD7472 Approved
0.7542 Intermediate Similarity NPD6234 Discontinued
0.7528 Intermediate Similarity NPD4967 Phase 2
0.7528 Intermediate Similarity NPD4966 Approved
0.7528 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7528 Intermediate Similarity NPD4965 Approved
0.7527 Intermediate Similarity NPD7808 Phase 3
0.7515 Intermediate Similarity NPD1549 Phase 2
0.7514 Intermediate Similarity NPD6797 Phase 2
0.7514 Intermediate Similarity NPD6273 Approved
0.7514 Intermediate Similarity NPD5761 Phase 2
0.7514 Intermediate Similarity NPD5760 Phase 2
0.7514 Intermediate Similarity NPD3787 Discontinued
0.7476 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7473 Intermediate Similarity NPD7251 Discontinued
0.7463 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7463 Intermediate Similarity NPD7783 Phase 2
0.7458 Intermediate Similarity NPD1934 Approved
0.7456 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD2344 Approved
0.7456 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7446 Intermediate Similarity NPD7228 Approved
0.7443 Intermediate Similarity NPD6599 Discontinued
0.744 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.743 Intermediate Similarity NPD3882 Suspended
0.7427 Intermediate Similarity NPD3750 Approved
0.7427 Intermediate Similarity NPD4628 Phase 3
0.7427 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD2796 Approved
0.7396 Intermediate Similarity NPD6100 Approved
0.7396 Intermediate Similarity NPD6099 Approved
0.7363 Intermediate Similarity NPD7199 Phase 2
0.736 Intermediate Similarity NPD37 Approved
0.736 Intermediate Similarity NPD6801 Discontinued
0.7358 Intermediate Similarity NPD6213 Phase 3
0.7358 Intermediate Similarity NPD6212 Phase 3
0.7358 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD7177 Discontinued
0.734 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7337 Intermediate Similarity NPD1510 Phase 2
0.7337 Intermediate Similarity NPD2799 Discontinued
0.7321 Intermediate Similarity NPD1607 Approved
0.7318 Intermediate Similarity NPD8455 Phase 2
0.7318 Intermediate Similarity NPD2801 Approved
0.731 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD5404 Approved
0.7294 Intermediate Similarity NPD5408 Approved
0.7294 Intermediate Similarity NPD5406 Approved
0.7294 Intermediate Similarity NPD5405 Approved
0.7294 Intermediate Similarity NPD2935 Discontinued
0.7283 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD2309 Approved
0.7278 Intermediate Similarity NPD5402 Approved
0.7258 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD7799 Discontinued
0.7257 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD7229 Phase 3
0.7228 Intermediate Similarity NPD5710 Approved
0.7228 Intermediate Similarity NPD5711 Approved
0.7225 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD8058 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD8059 Phase 3
0.7202 Intermediate Similarity NPD1240 Approved
0.72 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD1511 Approved
0.7195 Intermediate Similarity NPD1470 Approved
0.7193 Intermediate Similarity NPD1551 Phase 2
0.7186 Intermediate Similarity NPD2313 Discontinued
0.7186 Intermediate Similarity NPD3764 Approved
0.7182 Intermediate Similarity NPD3817 Phase 2
0.7175 Intermediate Similarity NPD920 Approved
0.7175 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD8127 Discontinued
0.7172 Intermediate Similarity NPD8285 Discontinued
0.7158 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD2798 Approved
0.7151 Intermediate Similarity NPD1471 Phase 3
0.7143 Intermediate Similarity NPD5953 Discontinued
0.7135 Intermediate Similarity NPD3748 Approved
0.7126 Intermediate Similarity NPD8166 Discontinued
0.7119 Intermediate Similarity NPD1512 Approved
0.7118 Intermediate Similarity NPD6651 Approved
0.7105 Intermediate Similarity NPD7240 Approved
0.7105 Intermediate Similarity NPD7685 Pre-registration
0.7102 Intermediate Similarity NPD6799 Approved
0.7097 Intermediate Similarity NPD3926 Phase 2
0.7079 Intermediate Similarity NPD5403 Approved
0.7068 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD7033 Discontinued
0.7033 Intermediate Similarity NPD8404 Phase 2
0.7033 Intermediate Similarity NPD1465 Phase 2
0.7024 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.6982 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6982 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6981 Remote Similarity NPD8366 Approved
0.6977 Remote Similarity NPD7097 Phase 1
0.6971 Remote Similarity NPD1243 Approved
0.6966 Remote Similarity NPD5401 Approved
0.6961 Remote Similarity NPD7028 Phase 2
0.6951 Remote Similarity NPD1201 Approved
0.6949 Remote Similarity NPD643 Clinical (unspecified phase)
0.6947 Remote Similarity NPD7286 Phase 2
0.6939 Remote Similarity NPD4287 Approved
0.6938 Remote Similarity NPD7930 Approved
0.693 Remote Similarity NPD8491 Approved
0.6927 Remote Similarity NPD6765 Approved
0.6927 Remote Similarity NPD6764 Approved
0.6923 Remote Similarity NPD4625 Phase 3
0.69 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6898 Remote Similarity NPD1247 Approved
0.6882 Remote Similarity NPD919 Approved
0.6882 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6864 Remote Similarity NPD6832 Phase 2
0.6864 Remote Similarity NPD4908 Phase 1
0.6863 Remote Similarity NPD7680 Approved
0.6857 Remote Similarity NPD6005 Phase 3
0.6857 Remote Similarity NPD6004 Phase 3
0.6857 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6857 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6857 Remote Similarity NPD6002 Phase 3
0.6854 Remote Similarity NPD7236 Approved
0.6851 Remote Similarity NPD7239 Suspended
0.6848 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6845 Remote Similarity NPD7584 Approved
0.6842 Remote Similarity NPD8032 Phase 2

  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