Natural Product: NPC141023

Natural Product ID:  NPC141023
Common Name:   Riccardin A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C29H26O4
Standard InCHIKey:  DXBKBLARMLPGND-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C29H26O4/c1-32-24-12-14-25-22(18-24)9-4-19-5-10-23(11-6-19)33-29-17-21(8-15-27(29)30)3-2-20-7-13-26(25)28(31)16-20/h5-8,10-18,30-31H,2-4,9H2,1H3
Canonical SMILES:  COc1ccc2c(c1)CCc1ccc(cc1)Oc1cc(CCc3ccc2c(O)c3)ccc1O
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]
NPO10949 Riccardia multifida Species Aneuraceae Eukaryota PMID[21625478]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1346 Individual Protein Polymerase acidic protein Influenza A virus (A/Puerto Rico/8/1934(H1N1)) Inhibition = 5.56 % 8411013
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 2500 nM 22104973
NPT1346 Individual Protein Polymerase acidic protein Influenza A virus (A/Puerto Rico/8/1934(H1N1)) Inhibition = -3.59 % 23398362
NPT177 Tissue Aorta Rattus norvegicus Inhibition > 60 % DrugMatrix in vitro pharmacology data

  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 NPC141023 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 NPC73656
0.9843 High Similarity NPC189482
0.937 High Similarity NPC17837
0.937 High Similarity NPC304630
0.937 High Similarity NPC134431
0.937 High Similarity NPC156854
0.9154 High Similarity NPC210655
0.9111 High Similarity NPC55947
0.9091 High Similarity NPC228843
0.9051 High Similarity NPC183709
0.8992 High Similarity NPC266705
0.8992 High Similarity NPC228771
0.8992 High Similarity NPC29008
0.8978 High Similarity NPC472089
0.8947 High Similarity NPC303144
0.8913 High Similarity NPC472087
0.8913 High Similarity NPC472088
0.8846 High Similarity NPC9067
0.8832 High Similarity NPC220344
0.8832 High Similarity NPC243996
0.8832 High Similarity NPC132804
0.8832 High Similarity NPC275061
0.8815 High Similarity NPC256307
0.8815 High Similarity NPC66840
0.8788 High Similarity NPC277458
0.8788 High Similarity NPC307050
0.8768 High Similarity NPC308768
0.8768 High Similarity NPC472092
0.8768 High Similarity NPC472091
0.8768 High Similarity NPC12668
0.8768 High Similarity NPC22317
0.8768 High Similarity NPC472090
0.8759 High Similarity NPC242715
0.8759 High Similarity NPC200935
0.8759 High Similarity NPC22902
0.8759 High Similarity NPC230919
0.8759 High Similarity NPC56329
0.8759 High Similarity NPC266453
0.875 High Similarity NPC69029
0.875 High Similarity NPC200557
0.875 High Similarity NPC108198
0.875 High Similarity NPC294884
0.875 High Similarity NPC10314
0.875 High Similarity NPC158142
0.8696 High Similarity NPC218131
0.8696 High Similarity NPC243759
0.8696 High Similarity NPC105847
0.8686 High Similarity NPC114155
0.8686 High Similarity NPC202846
0.8686 High Similarity NPC300846
0.8686 High Similarity NPC30632
0.8686 High Similarity NPC143139
0.8686 High Similarity NPC476639
0.8676 High Similarity NPC125649
0.8672 High Similarity NPC232316
0.8672 High Similarity NPC56214
0.8672 High Similarity NPC165133
0.8672 High Similarity NPC117780
0.8672 High Similarity NPC227217
0.8672 High Similarity NPC242885
0.8672 High Similarity NPC95614
0.8667 High Similarity NPC474134
0.8667 High Similarity NPC131128
0.8662 High Similarity NPC126291
0.8661 High Similarity NPC470626
0.8647 High Similarity NPC201069
0.8647 High Similarity NPC23012
0.8643 High Similarity NPC175838
0.8643 High Similarity NPC186033
0.8643 High Similarity NPC277784
0.8623 High Similarity NPC25111
0.8623 High Similarity NPC151656
0.8623 High Similarity NPC73535
0.8623 High Similarity NPC90615
0.8623 High Similarity NPC6262
0.8623 High Similarity NPC201145
0.8623 High Similarity NPC35550
0.8623 High Similarity NPC272157
0.8623 High Similarity NPC266006
0.8615 High Similarity NPC30462
0.8613 High Similarity NPC241241
0.8613 High Similarity NPC313081
0.8611 High Similarity NPC476969
0.8611 High Similarity NPC318373
0.8611 High Similarity NPC321657
0.8601 High Similarity NPC262297
0.8594 High Similarity NPC281298
0.8594 High Similarity NPC310338
0.8583 High Similarity NPC293619
0.8583 High Similarity NPC86947
0.8582 High Similarity NPC163508
0.8582 High Similarity NPC173203
0.8571 High Similarity NPC21563
0.8571 High Similarity NPC470372
0.8571 High Similarity NPC106511
0.8561 High Similarity NPC28476
0.8561 High Similarity NPC133407
0.8561 High Similarity NPC29868
0.8561 High Similarity NPC212942
0.8561 High Similarity NPC79622
0.855 High Similarity NPC317769
0.855 High Similarity NPC31344
0.8542 High Similarity NPC329836
0.854 High Similarity NPC311256
0.854 High Similarity NPC160697
0.854 High Similarity NPC478085
0.854 High Similarity NPC471942
0.8538 High Similarity NPC160380
0.8538 High Similarity NPC38996
0.8538 High Similarity NPC127389
0.8538 High Similarity NPC290451
0.8531 High Similarity NPC233980
0.8529 High Similarity NPC227002
0.8527 High Similarity NPC103916
0.8521 High Similarity NPC15659
0.8521 High Similarity NPC469795
0.8521 High Similarity NPC304894
0.8519 High Similarity NPC126836
0.85 High Similarity NPC73505
0.85 High Similarity NPC34431
0.85 High Similarity NPC61783
0.85 High Similarity NPC20520
0.85 High Similarity NPC295719
0.85 High Similarity NPC165026
0.8489 Intermediate Similarity NPC48956
0.8489 Intermediate Similarity NPC474390
0.8478 Intermediate Similarity NPC261873
0.8478 Intermediate Similarity NPC111655
0.8478 Intermediate Similarity NPC283009
0.8473 Intermediate Similarity NPC85488
0.8472 Intermediate Similarity NPC474397
0.8467 Intermediate Similarity NPC36661
0.8467 Intermediate Similarity NPC32778
0.8462 Intermediate Similarity NPC207613
0.8451 Intermediate Similarity NPC469630
0.8444 Intermediate Similarity NPC474227
0.844 Intermediate Similarity NPC265075
0.8435 Intermediate Similarity NPC476391
0.8429 Intermediate Similarity NPC184613
0.8429 Intermediate Similarity NPC22517
0.8429 Intermediate Similarity NPC260842
0.8421 Intermediate Similarity NPC194519
0.8417 Intermediate Similarity NPC234952
0.8417 Intermediate Similarity NPC205442
0.8417 Intermediate Similarity NPC270456
0.8417 Intermediate Similarity NPC265433
0.8417 Intermediate Similarity NPC77861
0.8417 Intermediate Similarity NPC248727
0.8417 Intermediate Similarity NPC162659
0.8409 Intermediate Similarity NPC280704
0.8406 Intermediate Similarity NPC193026
0.8406 Intermediate Similarity NPC187616
0.8406 Intermediate Similarity NPC49603
0.8406 Intermediate Similarity NPC317380
0.8406 Intermediate Similarity NPC103967
0.8406 Intermediate Similarity NPC209199
0.8397 Intermediate Similarity NPC470212
0.8397 Intermediate Similarity NPC312675
0.8397 Intermediate Similarity NPC54872
0.8397 Intermediate Similarity NPC113865
0.8397 Intermediate Similarity NPC262156
0.8397 Intermediate Similarity NPC324571
0.8397 Intermediate Similarity NPC184651
0.8397 Intermediate Similarity NPC343720
0.8397 Intermediate Similarity NPC473853
0.8394 Intermediate Similarity NPC127624
0.8394 Intermediate Similarity NPC14224
0.8394 Intermediate Similarity NPC202762
0.8394 Intermediate Similarity NPC86655
0.8394 Intermediate Similarity NPC161958
0.8392 Intermediate Similarity NPC28440
0.8392 Intermediate Similarity NPC171932
0.8392 Intermediate Similarity NPC473108
0.8382 Intermediate Similarity NPC143483
0.837 Intermediate Similarity NPC154866
0.837 Intermediate Similarity NPC472968
0.837 Intermediate Similarity NPC226661
0.8369 Intermediate Similarity NPC262189
0.8369 Intermediate Similarity NPC109240
0.8369 Intermediate Similarity NPC198038
0.8369 Intermediate Similarity NPC106055
0.8369 Intermediate Similarity NPC234568
0.8369 Intermediate Similarity NPC110699
0.8358 Intermediate Similarity NPC178284
0.8358 Intermediate Similarity NPC191037
0.8358 Intermediate Similarity NPC58607
0.8357 Intermediate Similarity NPC211549
0.8356 Intermediate Similarity NPC211561
0.8346 Intermediate Similarity NPC293701
0.8346 Intermediate Similarity NPC114901
0.8346 Intermediate Similarity NPC48990
0.8345 Intermediate Similarity NPC170239
0.8345 Intermediate Similarity NPC121812
0.8345 Intermediate Similarity NPC275125
0.8345 Intermediate Similarity NPC37410
0.8345 Intermediate Similarity NPC97937
0.8345 Intermediate Similarity NPC94750
0.8345 Intermediate Similarity NPC112939
0.8345 Intermediate Similarity NPC112246
0.8345 Intermediate Similarity NPC474206

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC141023 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
0.8129 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD3620 Phase 2
0.8129 Intermediate Similarity NPD4060 Phase 1
0.8125 Intermediate Similarity NPD5283 Phase 1
0.811 Intermediate Similarity NPD228 Approved
0.8102 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8029 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD1613 Approved
0.7971 Intermediate Similarity NPD4908 Phase 1
0.7931 Intermediate Similarity NPD6674 Discontinued
0.7914 Intermediate Similarity NPD4625 Phase 3
0.7914 Intermediate Similarity NPD3027 Phase 3
0.7868 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7868 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD3022 Approved
0.7812 Intermediate Similarity NPD3021 Approved
0.773 Intermediate Similarity NPD6812 Clinical (unspecified phase)
0.7698 Intermediate Similarity NPD6584 Phase 3
0.7687 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD7095 Approved
0.7643 Intermediate Similarity NPD2861 Phase 2
0.7619 Intermediate Similarity NPD7037 Approved
0.7606 Intermediate Similarity NPD6798 Discontinued
0.7597 Intermediate Similarity NPD2684 Approved
0.7594 Intermediate Similarity NPD7157 Approved
0.7594 Intermediate Similarity NPD6671 Approved
0.7574 Intermediate Similarity NPD4626 Approved
0.7574 Intermediate Similarity NPD5846 Approved
0.7574 Intermediate Similarity NPD6516 Phase 2
0.7569 Intermediate Similarity NPD5735 Approved
0.755 Intermediate Similarity NPD7446 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7519 Intermediate Similarity NPD2342 Discontinued
0.75 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7843 Approved
0.75 Intermediate Similarity NPD1558 Phase 1
0.7485 Intermediate Similarity NPD5844 Phase 1
0.7482 Intermediate Similarity NPD6582 Phase 2
0.7482 Intermediate Similarity NPD6583 Phase 3
0.7482 Intermediate Similarity NPD4749 Approved
0.7482 Intermediate Similarity NPD5327 Phase 3
0.7468 Intermediate Similarity NPD7833 Phase 2
0.7468 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD7831 Phase 2
0.7464 Intermediate Similarity NPD1611 Approved
0.7464 Intermediate Similarity NPD1610 Phase 2
0.7425 Intermediate Similarity NPD8054 Approved
0.7425 Intermediate Similarity NPD8053 Approved
0.74 Intermediate Similarity NPD7003 Approved
0.7397 Intermediate Similarity NPD4097 Suspended
0.7391 Intermediate Similarity NPD6232 Discontinued
0.7386 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD4140 Approved
0.7372 Intermediate Similarity NPD1651 Approved
0.7372 Intermediate Similarity NPD5691 Approved
0.7368 Intermediate Similarity NPD5535 Approved
0.7361 Intermediate Similarity NPD5110 Phase 2
0.7361 Intermediate Similarity NPD5109 Approved
0.7361 Intermediate Similarity NPD5111 Phase 2
0.7353 Intermediate Similarity NPD5536 Phase 2
0.7353 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD3705 Approved
0.7329 Intermediate Similarity NPD3657 Discovery
0.7329 Intermediate Similarity NPD7199 Phase 2
0.7329 Intermediate Similarity NPD6355 Discontinued
0.7325 Intermediate Similarity NPD1934 Approved
0.7324 Intermediate Similarity NPD4624 Approved
0.732 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD5762 Approved
0.7315 Intermediate Similarity NPD5763 Approved
0.7313 Intermediate Similarity NPD1398 Phase 1
0.7313 Intermediate Similarity NPD4869 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD6234 Discontinued
0.7305 Intermediate Similarity NPD1283 Approved
0.7305 Intermediate Similarity NPD6696 Suspended
0.7305 Intermediate Similarity NPD8651 Approved
0.7301 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD2489 Approved
0.7301 Intermediate Similarity NPD6166 Phase 2
0.7301 Intermediate Similarity NPD27 Approved
0.7299 Intermediate Similarity NPD1548 Phase 1
0.7296 Intermediate Similarity NPD4581 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD6331 Phase 2
0.7285 Intermediate Similarity NPD4110 Phase 3
0.7285 Intermediate Similarity NPD8166 Discontinued
0.7285 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD7340 Approved
0.7279 Intermediate Similarity NPD6353 Approved
0.7278 Intermediate Similarity NPD2801 Approved
0.7278 Intermediate Similarity NPD5929 Approved
0.7273 Intermediate Similarity NPD5451 Approved
0.7273 Intermediate Similarity NPD3018 Phase 2
0.7256 Intermediate Similarity NPD7473 Discontinued
0.7255 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD7041 Phase 2
0.7255 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.7252 Intermediate Similarity NPD290 Approved
0.7244 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD7635 Approved
0.7237 Intermediate Similarity NPD5241 Discontinued
0.7222 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6959 Discontinued
0.7208 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7206 Intermediate Similarity NPD709 Approved
0.7192 Intermediate Similarity NPD6233 Phase 2
0.7192 Intermediate Similarity NPD2674 Phase 3
0.7181 Intermediate Similarity NPD2155 Approved
0.7181 Intermediate Similarity NPD2154 Approved
0.7181 Intermediate Similarity NPD2156 Approved
0.7178 Intermediate Similarity NPD3051 Approved
0.7176 Intermediate Similarity NPD968 Approved
0.717 Intermediate Similarity NPD1465 Phase 2
0.717 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD2969 Approved
0.7134 Intermediate Similarity NPD2970 Approved
0.7124 Intermediate Similarity NPD2677 Approved
0.7122 Intermediate Similarity NPD1357 Approved
0.7122 Intermediate Similarity NPD3444 Approved
0.7122 Intermediate Similarity NPD3445 Approved
0.7122 Intermediate Similarity NPD3443 Approved
0.7117 Intermediate Similarity NPD8127 Discontinued
0.7114 Intermediate Similarity NPD7097 Phase 1
0.7113 Intermediate Similarity NPD1669 Approved
0.7113 Intermediate Similarity NPD2982 Phase 2
0.7113 Intermediate Similarity NPD2983 Phase 2
0.7109 Intermediate Similarity NPD3020 Approved
0.7108 Intermediate Similarity NPD7228 Approved
0.7107 Intermediate Similarity NPD37 Approved
0.7105 Intermediate Similarity NPD4162 Approved
0.7097 Intermediate Similarity NPD4584 Approved
0.7092 Intermediate Similarity NPD3092 Approved
0.7092 Intermediate Similarity NPD1281 Approved
0.7081 Intermediate Similarity NPD4967 Phase 2
0.7081 Intermediate Similarity NPD4966 Approved
0.7081 Intermediate Similarity NPD4965 Approved
0.7081 Intermediate Similarity NPD3882 Suspended
0.7075 Intermediate Similarity NPD7265 Discontinued
0.7075 Intermediate Similarity NPD4475 Approved
0.7075 Intermediate Similarity NPD4474 Approved
0.7071 Intermediate Similarity NPD2286 Discontinued
0.7063 Intermediate Similarity NPD8455 Phase 2
0.7063 Intermediate Similarity NPD2922 Phase 1
0.7059 Intermediate Similarity NPD4628 Phase 3
0.7055 Intermediate Similarity NPD4666 Phase 3
0.7051 Intermediate Similarity NPD6273 Approved
0.7051 Intermediate Similarity NPD4319 Phase 2
0.705 Intermediate Similarity NPD6580 Approved
0.705 Intermediate Similarity NPD3091 Approved
0.705 Intermediate Similarity NPD6581 Approved
0.7042 Intermediate Similarity NPD2232 Approved
0.7042 Intermediate Similarity NPD2981 Phase 2
0.7042 Intermediate Similarity NPD2230 Approved
0.7042 Intermediate Similarity NPD2233 Approved
0.7039 Intermediate Similarity NPD4664 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD1511 Approved
0.7027 Intermediate Similarity NPD2979 Phase 3
0.7021 Intermediate Similarity NPD3496 Discontinued
0.702 Intermediate Similarity NPD2438 Suspended
0.702 Intermediate Similarity NPD2161 Phase 2
0.702 Intermediate Similarity NPD6100 Approved
0.702 Intermediate Similarity NPD6099 Approved
0.7014 Intermediate Similarity NPD2797 Approved
0.7014 Intermediate Similarity NPD3094 Phase 2
0.7013 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD2860 Approved
0.7008 Intermediate Similarity NPD844 Approved
0.7008 Intermediate Similarity NPD2859 Approved
0.7007 Intermediate Similarity NPD3145 Approved
0.7007 Intermediate Similarity NPD3144 Approved
0.7007 Intermediate Similarity NPD7294 Phase 1
0.7006 Intermediate Similarity NPD8099 Discontinued
0.7006 Intermediate Similarity NPD8251 Approved
0.7006 Intermediate Similarity NPD8252 Approved
0.7 Intermediate Similarity NPD6830 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4536 Approved
0.7 Intermediate Similarity NPD4538 Approved
0.6994 Remote Similarity NPD5709 Phase 3
0.6994 Remote Similarity NPD7906 Approved
0.6993 Remote Similarity NPD5177 Phase 3
0.6993 Remote Similarity NPD3060 Approved
0.6987 Remote Similarity NPD7447 Phase 1
0.6982 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6975 Remote Similarity NPD7768 Phase 2
0.6974 Remote Similarity NPD7266 Discontinued
0.6974 Remote Similarity NPD2346 Discontinued
0.6966 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6964 Remote Similarity NPD8156 Discontinued
0.6962 Remote Similarity NPD1653 Approved

Structure

External Identifiers

PubChem CID   14330572
ChEMBL   CHEMBL475625
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