Natural Product: NPC189482

Natural Product ID:  NPC189482
Common Name:   Riccardi F
IUPAC Name:  
Synonyms:   Riccardi F; Riccardin F
Molecular Formula:   C29H26O4
Standard InCHIKey:  JYKRDVGMNOVIMG-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C29H26O4/c1-32-28-15-8-21-3-2-20-7-13-26(27(31)16-20)25-14-10-23(30)18-22(25)9-4-19-5-11-24(12-6-19)33-29(28)17-21/h5-8,10-18,30-31H,2-4,9H2,1H3
Canonical SMILES:  COc1ccc2cc1Oc1ccc(cc1)CCc1c(c3ccc(CC2)cc3O)ccc(c1)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO33046 liverworts NA NA NA PMID[16378374]
NPO33046 liverworts NA NA NA PMID[21652215]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 5000 nM 18316521
NPT177 Tissue Aorta Rattus norvegicus Inhibition > 60 % 23145909

  Similar Natural Products 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 NPC189482 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
0.9843 High Similarity NPC141023
0.9685 High Similarity NPC73656
0.9213 High Similarity NPC156854
0.9213 High Similarity NPC17837
0.9213 High Similarity NPC134431
0.9213 High Similarity NPC304630
0.9 High Similarity NPC210655
0.8963 High Similarity NPC55947
0.8939 High Similarity NPC228843
0.8905 High Similarity NPC183709
0.8837 High Similarity NPC228771
0.8837 High Similarity NPC29008
0.8837 High Similarity NPC266705
0.8832 High Similarity NPC472089
0.8797 High Similarity NPC303144
0.8768 High Similarity NPC472088
0.8768 High Similarity NPC472087
0.875 High Similarity NPC266006
0.875 High Similarity NPC30462
0.8692 High Similarity NPC28476
0.8692 High Similarity NPC9067
0.8692 High Similarity NPC133407
0.8686 High Similarity NPC275061
0.8686 High Similarity NPC220344
0.8686 High Similarity NPC243996
0.8686 High Similarity NPC132804
0.8667 High Similarity NPC66840
0.8667 High Similarity NPC256307
0.8661 High Similarity NPC103916
0.8636 High Similarity NPC307050
0.8636 High Similarity NPC277458
0.8633 High Similarity NPC186033
0.8623 High Similarity NPC472092
0.8623 High Similarity NPC308768
0.8623 High Similarity NPC12668
0.8623 High Similarity NPC22317
0.8623 High Similarity NPC472090
0.8623 High Similarity NPC472091
0.8613 High Similarity NPC242715
0.8613 High Similarity NPC56329
0.8613 High Similarity NPC200935
0.8613 High Similarity NPC266453
0.8613 High Similarity NPC230919
0.8613 High Similarity NPC22902
0.8603 High Similarity NPC158142
0.8603 High Similarity NPC111655
0.8603 High Similarity NPC200557
0.8603 High Similarity NPC10314
0.8603 High Similarity NPC69029
0.8603 High Similarity NPC108198
0.8603 High Similarity NPC294884
0.8571 High Similarity NPC474227
0.8551 High Similarity NPC105847
0.8551 High Similarity NPC243759
0.8551 High Similarity NPC218131
0.854 High Similarity NPC114155
0.854 High Similarity NPC202846
0.854 High Similarity NPC143139
0.854 High Similarity NPC300846
0.854 High Similarity NPC205442
0.854 High Similarity NPC476639
0.854 High Similarity NPC30632
0.8529 High Similarity NPC125649
0.8521 High Similarity NPC126291
0.8519 High Similarity NPC131128
0.8519 High Similarity NPC474134
0.8516 High Similarity NPC232316
0.8516 High Similarity NPC227217
0.8516 High Similarity NPC165133
0.8516 High Similarity NPC56214
0.8516 High Similarity NPC242885
0.8516 High Similarity NPC117780
0.8516 High Similarity NPC95614
0.8504 High Similarity NPC470626
0.85 High Similarity NPC175838
0.85 High Similarity NPC277784
0.8496 Intermediate Similarity NPC201069
0.8496 Intermediate Similarity NPC23012
0.8478 Intermediate Similarity NPC272157
0.8478 Intermediate Similarity NPC90615
0.8478 Intermediate Similarity NPC35550
0.8478 Intermediate Similarity NPC25111
0.8478 Intermediate Similarity NPC6262
0.8478 Intermediate Similarity NPC73535
0.8478 Intermediate Similarity NPC151656
0.8478 Intermediate Similarity NPC201145
0.8472 Intermediate Similarity NPC321657
0.8472 Intermediate Similarity NPC318373
0.8472 Intermediate Similarity NPC476969
0.8467 Intermediate Similarity NPC37410
0.8467 Intermediate Similarity NPC313081
0.8467 Intermediate Similarity NPC241241
0.8462 Intermediate Similarity NPC262297
0.8456 Intermediate Similarity NPC469610
0.8444 Intermediate Similarity NPC282508
0.8444 Intermediate Similarity NPC149337
0.8444 Intermediate Similarity NPC8899
0.8444 Intermediate Similarity NPC471983
0.8444 Intermediate Similarity NPC474238
0.844 Intermediate Similarity NPC173203
0.844 Intermediate Similarity NPC163508
0.8438 Intermediate Similarity NPC281298
0.8438 Intermediate Similarity NPC310338
0.8433 Intermediate Similarity NPC471518
0.8433 Intermediate Similarity NPC471519
0.8429 Intermediate Similarity NPC470372
0.8425 Intermediate Similarity NPC86947
0.8425 Intermediate Similarity NPC293619
0.8421 Intermediate Similarity NPC21563
0.8421 Intermediate Similarity NPC106511
0.8417 Intermediate Similarity NPC212942
0.8417 Intermediate Similarity NPC29868
0.8417 Intermediate Similarity NPC79622
0.8417 Intermediate Similarity NPC260842
0.8406 Intermediate Similarity NPC170328
0.8406 Intermediate Similarity NPC472648
0.8406 Intermediate Similarity NPC472649
0.8406 Intermediate Similarity NPC191462
0.8406 Intermediate Similarity NPC206525
0.8406 Intermediate Similarity NPC133463
0.8406 Intermediate Similarity NPC472647
0.8403 Intermediate Similarity NPC329836
0.8397 Intermediate Similarity NPC31344
0.8397 Intermediate Similarity NPC317769
0.8394 Intermediate Similarity NPC71372
0.8394 Intermediate Similarity NPC311256
0.8394 Intermediate Similarity NPC160697
0.8394 Intermediate Similarity NPC478085
0.8394 Intermediate Similarity NPC471942
0.8392 Intermediate Similarity NPC233980
0.8385 Intermediate Similarity NPC38996
0.8385 Intermediate Similarity NPC127389
0.8385 Intermediate Similarity NPC160380
0.8385 Intermediate Similarity NPC290451
0.8382 Intermediate Similarity NPC227002
0.8382 Intermediate Similarity NPC469611
0.838 Intermediate Similarity NPC469795
0.838 Intermediate Similarity NPC304894
0.838 Intermediate Similarity NPC15659
0.837 Intermediate Similarity NPC254000
0.837 Intermediate Similarity NPC126836
0.8359 Intermediate Similarity NPC474040
0.8357 Intermediate Similarity NPC295719
0.8357 Intermediate Similarity NPC165026
0.8357 Intermediate Similarity NPC61783
0.8357 Intermediate Similarity NPC20520
0.8357 Intermediate Similarity NPC73505
0.8357 Intermediate Similarity NPC34431
0.8346 Intermediate Similarity NPC223953
0.8345 Intermediate Similarity NPC71465
0.8345 Intermediate Similarity NPC48956
0.8345 Intermediate Similarity NPC474390
0.8345 Intermediate Similarity NPC472646
0.8333 Intermediate Similarity NPC258780
0.8333 Intermediate Similarity NPC15109
0.8333 Intermediate Similarity NPC48990
0.8333 Intermediate Similarity NPC114901
0.8333 Intermediate Similarity NPC293701
0.8333 Intermediate Similarity NPC261873
0.8333 Intermediate Similarity NPC283009
0.8333 Intermediate Similarity NPC11727
0.8333 Intermediate Similarity NPC61685
0.8333 Intermediate Similarity NPC474397
0.8322 Intermediate Similarity NPC125617
0.8321 Intermediate Similarity NPC36661
0.8321 Intermediate Similarity NPC85488
0.8321 Intermediate Similarity NPC32778
0.831 Intermediate Similarity NPC469630
0.8309 Intermediate Similarity NPC473309
0.8309 Intermediate Similarity NPC471517
0.8308 Intermediate Similarity NPC207613
0.8308 Intermediate Similarity NPC129176
0.8299 Intermediate Similarity NPC476391
0.8299 Intermediate Similarity NPC474442
0.8298 Intermediate Similarity NPC265075
0.8286 Intermediate Similarity NPC184613
0.8286 Intermediate Similarity NPC22517
0.8284 Intermediate Similarity NPC471986
0.8284 Intermediate Similarity NPC100129
0.8281 Intermediate Similarity NPC25648
0.8281 Intermediate Similarity NPC299180
0.8276 Intermediate Similarity NPC212142
0.8273 Intermediate Similarity NPC77861
0.8273 Intermediate Similarity NPC270456
0.8273 Intermediate Similarity NPC141717
0.8273 Intermediate Similarity NPC248727
0.8273 Intermediate Similarity NPC234952
0.8273 Intermediate Similarity NPC173660
0.8273 Intermediate Similarity NPC162659
0.8273 Intermediate Similarity NPC265433
0.8271 Intermediate Similarity NPC105925
0.8271 Intermediate Similarity NPC194519
0.8271 Intermediate Similarity NPC113495
0.8268 Intermediate Similarity NPC47194
0.8261 Intermediate Similarity NPC209199
0.8261 Intermediate Similarity NPC317380
0.8261 Intermediate Similarity NPC193026
0.8261 Intermediate Similarity NPC187616
0.8261 Intermediate Similarity NPC49603
0.8261 Intermediate Similarity NPC103967

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC189482 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
0.8254 Intermediate Similarity NPD5283 Phase 1
0.8116 Intermediate Similarity NPD4060 Phase 1
0.8088 Intermediate Similarity NPD4908 Phase 1
0.8029 Intermediate Similarity NPD4625 Phase 3
0.7986 Intermediate Similarity NPD3620 Phase 2
0.7986 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7985 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7971 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7956 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7953 Intermediate Similarity NPD228 Approved
0.7917 Intermediate Similarity NPD6674 Discontinued
0.7883 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD1613 Approved
0.7857 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7842 Intermediate Similarity NPD6812 Clinical (unspecified phase)
0.781 Intermediate Similarity NPD6584 Phase 3
0.777 Intermediate Similarity NPD3027 Phase 3
0.7754 Intermediate Similarity NPD2861 Phase 2
0.7724 Intermediate Similarity NPD7037 Approved
0.7721 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.771 Intermediate Similarity NPD6671 Approved
0.7687 Intermediate Similarity NPD4626 Approved
0.7671 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7656 Intermediate Similarity NPD3022 Approved
0.7656 Intermediate Similarity NPD3021 Approved
0.7643 Intermediate Similarity NPD7095 Approved
0.7639 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7639 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7638 Intermediate Similarity NPD2342 Discontinued
0.7591 Intermediate Similarity NPD4749 Approved
0.7591 Intermediate Similarity NPD6582 Phase 2
0.7591 Intermediate Similarity NPD6583 Phase 3
0.7591 Intermediate Similarity NPD5327 Phase 3
0.7589 Intermediate Similarity NPD6798 Discontinued
0.7578 Intermediate Similarity NPD2684 Approved
0.7578 Intermediate Similarity NPD5844 Phase 1
0.7576 Intermediate Similarity NPD7157 Approved
0.7574 Intermediate Similarity NPD1611 Approved
0.7574 Intermediate Similarity NPD1610 Phase 2
0.7564 Intermediate Similarity NPD7833 Phase 2
0.7564 Intermediate Similarity NPD7831 Phase 2
0.7564 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD6516 Phase 2
0.7556 Intermediate Similarity NPD5846 Approved
0.7552 Intermediate Similarity NPD5735 Approved
0.7533 Intermediate Similarity NPD7446 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7003 Approved
0.75 Intermediate Similarity NPD4097 Suspended
0.7484 Intermediate Similarity NPD6232 Discontinued
0.7483 Intermediate Similarity NPD4140 Approved
0.7483 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7481 Intermediate Similarity NPD7843 Approved
0.7481 Intermediate Similarity NPD5691 Approved
0.7481 Intermediate Similarity NPD1651 Approved
0.7481 Intermediate Similarity NPD5535 Approved
0.7465 Intermediate Similarity NPD5110 Phase 2
0.7465 Intermediate Similarity NPD5109 Approved
0.7465 Intermediate Similarity NPD5111 Phase 2
0.7463 Intermediate Similarity NPD5536 Phase 2
0.7445 Intermediate Similarity NPD3705 Approved
0.7431 Intermediate Similarity NPD3657 Discovery
0.7429 Intermediate Similarity NPD4624 Approved
0.7424 Intermediate Similarity NPD1398 Phase 1
0.741 Intermediate Similarity NPD6696 Suspended
0.741 Intermediate Similarity NPD1283 Approved
0.7407 Intermediate Similarity NPD1548 Phase 1
0.7388 Intermediate Similarity NPD7340 Approved
0.7385 Intermediate Similarity NPD5451 Approved
0.7383 Intermediate Similarity NPD4110 Phase 3
0.7383 Intermediate Similarity NPD6331 Phase 2
0.7383 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD6353 Approved
0.7376 Intermediate Similarity NPD3018 Phase 2
0.7372 Intermediate Similarity NPD5929 Approved
0.7361 Intermediate Similarity NPD1558 Phase 1
0.7351 Intermediate Similarity NPD7041 Phase 2
0.7351 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.7348 Intermediate Similarity NPD7635 Approved
0.7346 Intermediate Similarity NPD7473 Discontinued
0.7343 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD5241 Discontinued
0.7324 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7313 Intermediate Similarity NPD709 Approved
0.7312 Intermediate Similarity NPD7199 Phase 2
0.7312 Intermediate Similarity NPD6959 Discontinued
0.731 Intermediate Similarity NPD6355 Discontinued
0.7305 Intermediate Similarity NPD8053 Approved
0.7305 Intermediate Similarity NPD8054 Approved
0.7303 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD5762 Approved
0.7297 Intermediate Similarity NPD5763 Approved
0.7293 Intermediate Similarity NPD4869 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD968 Approved
0.7286 Intermediate Similarity NPD8651 Approved
0.7278 Intermediate Similarity NPD4581 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD290 Approved
0.7226 Intermediate Similarity NPD1357 Approved
0.7226 Intermediate Similarity NPD3444 Approved
0.7226 Intermediate Similarity NPD3443 Approved
0.7226 Intermediate Similarity NPD3445 Approved
0.7222 Intermediate Similarity NPD3020 Approved
0.7222 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7214 Intermediate Similarity NPD2983 Phase 2
0.7214 Intermediate Similarity NPD1669 Approved
0.7214 Intermediate Similarity NPD2982 Phase 2
0.7211 Intermediate Similarity NPD7097 Phase 1
0.7205 Intermediate Similarity NPD8127 Discontinued
0.7197 Intermediate Similarity NPD37 Approved
0.7197 Intermediate Similarity NPD1934 Approved
0.7194 Intermediate Similarity NPD1281 Approved
0.719 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD4584 Approved
0.7188 Intermediate Similarity NPD6234 Discontinued
0.7181 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD6166 Phase 2
0.7178 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD2489 Approved
0.7178 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD27 Approved
0.7174 Intermediate Similarity NPD2286 Discontinued
0.7172 Intermediate Similarity NPD7265 Discontinued
0.7172 Intermediate Similarity NPD4475 Approved
0.7172 Intermediate Similarity NPD4474 Approved
0.7172 Intermediate Similarity NPD6233 Phase 2
0.717 Intermediate Similarity NPD4966 Approved
0.717 Intermediate Similarity NPD4965 Approved
0.717 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD4967 Phase 2
0.7163 Intermediate Similarity NPD2922 Phase 1
0.7162 Intermediate Similarity NPD2154 Approved
0.7162 Intermediate Similarity NPD2155 Approved
0.7162 Intermediate Similarity NPD2156 Approved
0.716 Intermediate Similarity NPD3051 Approved
0.7153 Intermediate Similarity NPD6581 Approved
0.7153 Intermediate Similarity NPD6580 Approved
0.7153 Intermediate Similarity NPD3091 Approved
0.7152 Intermediate Similarity NPD8166 Discontinued
0.7152 Intermediate Similarity NPD2801 Approved
0.7143 Intermediate Similarity NPD2232 Approved
0.7143 Intermediate Similarity NPD2230 Approved
0.7143 Intermediate Similarity NPD6273 Approved
0.7143 Intermediate Similarity NPD2233 Approved
0.7143 Intermediate Similarity NPD4319 Phase 2
0.7143 Intermediate Similarity NPD2981 Phase 2
0.7133 Intermediate Similarity NPD4664 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD2979 Phase 3
0.7122 Intermediate Similarity NPD3496 Discontinued
0.712 Intermediate Similarity NPD2859 Approved
0.712 Intermediate Similarity NPD844 Approved
0.712 Intermediate Similarity NPD2860 Approved
0.7117 Intermediate Similarity NPD2970 Approved
0.7117 Intermediate Similarity NPD2969 Approved
0.7114 Intermediate Similarity NPD6100 Approved
0.7114 Intermediate Similarity NPD6099 Approved
0.7114 Intermediate Similarity NPD2161 Phase 2
0.7114 Intermediate Similarity NPD2438 Suspended
0.7113 Intermediate Similarity NPD2797 Approved
0.7105 Intermediate Similarity NPD2677 Approved
0.7105 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD7294 Phase 1
0.7101 Intermediate Similarity NPD6830 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD8252 Approved
0.7091 Intermediate Similarity NPD8251 Approved
0.7091 Intermediate Similarity NPD8099 Discontinued
0.7086 Intermediate Similarity NPD3060 Approved
0.7086 Intermediate Similarity NPD5177 Phase 3
0.7086 Intermediate Similarity NPD4162 Approved
0.7081 Intermediate Similarity NPD5709 Phase 3
0.7078 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD7447 Phase 1
0.7078 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD3092 Approved
0.7067 Intermediate Similarity NPD2346 Discontinued
0.7063 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD7768 Phase 2
0.7063 Intermediate Similarity NPD288 Approved
0.7055 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD8032 Phase 2
0.7055 Intermediate Similarity NPD2674 Phase 3
0.705 Intermediate Similarity NPD1778 Approved
0.7048 Intermediate Similarity NPD8156 Discontinued
0.7047 Intermediate Similarity NPD4108 Discontinued
0.7044 Intermediate Similarity NPD8455 Phase 2
0.7044 Intermediate Similarity NPD1465 Phase 2
0.7044 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD2933 Approved
0.704 Intermediate Similarity NPD2934 Approved
0.7039 Intermediate Similarity NPD3750 Approved
0.7039 Intermediate Similarity NPD4628 Phase 3
0.7037 Intermediate Similarity NPD4666 Phase 3
0.7037 Intermediate Similarity NPD7201 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD6090 Discontinued
0.7027 Intermediate Similarity NPD2157 Approved
0.7027 Intermediate Similarity NPD4579 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11510446
ChEMBL   CHEMBL474806
ZINC  

Physicochemical Properties

Molecular Weight:  438.18
ALogP:  -0.8769
MLogP:  4.21
XLogP:  8.108
# Rotatable Bonds:  4
Polar Surface Area:  58.92
# H-Bond Aceptor:  0
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  33

Download Data

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