Natural Product: NPC471249

Natural Product ID:  NPC471249
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C22H26O7
Standard InCHIKey:  YDLGPWCVDZTIJF-DLGWOVIDSA-N
Standard InCHI:  InChI=1S/C22H26O7/c1-10-12-7-13-15-21(8-12,17(10)27-11(2)24)19(26)29-14-5-6-20(3,4)16(18(25)28-13)22(14,15)9-23/h9,12,14,16-18,25H,1,5-8H2,2-4H3/t12-,14-,16+,17+,18-,21-,22-/m0/s1
Canonical SMILES:  O=C[C@@]12[C@@H]3CCC([C@H]1[C@@H](O)OC1=C2[C@@]2(C(=O)O3)C[C@H](C1)C(=C)[C@H]2OC(=O)C)(C)C
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
NPO17800 Isodon rosthornii Species Lamiaceae Eukaryota Aerial parts PMID[23819871]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 12477351
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM PubChem BioAssay data set
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 25000 nM 12027757
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000 nM 16480866
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 8676127
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 16643028

  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 NPC471249 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
0.8496 Intermediate Similarity NPC124053
0.8496 Intermediate Similarity NPC42776
0.8421 Intermediate Similarity NPC471251
0.8407 Intermediate Similarity NPC471250
0.8393 Intermediate Similarity NPC471246
0.8376 Intermediate Similarity NPC470171
0.8333 Intermediate Similarity NPC130302
0.8333 Intermediate Similarity NPC255655
0.8304 Intermediate Similarity NPC285927
0.8205 Intermediate Similarity NPC243354
0.8174 Intermediate Similarity NPC98633
0.816 Intermediate Similarity NPC173347
0.8145 Intermediate Similarity NPC311534
0.814 Intermediate Similarity NPC75616
0.8125 Intermediate Similarity NPC289700
0.8125 Intermediate Similarity NPC62172
0.8125 Intermediate Similarity NPC159442
0.812 Intermediate Similarity NPC194273
0.8115 Intermediate Similarity NPC204812
0.811 Intermediate Similarity NPC248703
0.8103 Intermediate Similarity NPC329953
0.8103 Intermediate Similarity NPC56025
0.8095 Intermediate Similarity NPC155529
0.808 Intermediate Similarity NPC251866
0.808 Intermediate Similarity NPC17896
0.808 Intermediate Similarity NPC284406
0.808 Intermediate Similarity NPC70542
0.808 Intermediate Similarity NPC89514
0.808 Intermediate Similarity NPC9499
0.808 Intermediate Similarity NPC6108
0.808 Intermediate Similarity NPC469751
0.808 Intermediate Similarity NPC219085
0.808 Intermediate Similarity NPC471360
0.808 Intermediate Similarity NPC86159
0.808 Intermediate Similarity NPC471352
0.808 Intermediate Similarity NPC471359
0.808 Intermediate Similarity NPC469752
0.808 Intermediate Similarity NPC197707
0.808 Intermediate Similarity NPC471358
0.808 Intermediate Similarity NPC469755
0.808 Intermediate Similarity NPC469753
0.808 Intermediate Similarity NPC469754
0.808 Intermediate Similarity NPC10823
0.808 Intermediate Similarity NPC471361
0.808 Intermediate Similarity NPC180079
0.807 Intermediate Similarity NPC469746
0.8053 Intermediate Similarity NPC96268
0.8053 Intermediate Similarity NPC202793
0.8049 Intermediate Similarity NPC32868
0.8049 Intermediate Similarity NPC241456
0.8047 Intermediate Similarity NPC158350
0.8034 Intermediate Similarity NPC194951
0.8034 Intermediate Similarity NPC40608
0.8034 Intermediate Similarity NPC12046
0.8 Intermediate Similarity NPC469729
0.8 Intermediate Similarity NPC113448
0.8 Intermediate Similarity NPC232133
0.8 Intermediate Similarity NPC469733
0.8 Intermediate Similarity NPC245094
0.7984 Intermediate Similarity NPC47113
0.7984 Intermediate Similarity NPC174367
0.7984 Intermediate Similarity NPC469750
0.7984 Intermediate Similarity NPC250556
0.7982 Intermediate Similarity NPC12823
0.7982 Intermediate Similarity NPC295366
0.7967 Intermediate Similarity NPC55602
0.7966 Intermediate Similarity NPC285086
0.7966 Intermediate Similarity NPC312017
0.7966 Intermediate Similarity NPC157441
0.7966 Intermediate Similarity NPC9848
0.7966 Intermediate Similarity NPC132668
0.7965 Intermediate Similarity NPC139347
0.7949 Intermediate Similarity NPC270586
0.7949 Intermediate Similarity NPC471243
0.7949 Intermediate Similarity NPC470311
0.7946 Intermediate Similarity NPC39683
0.7931 Intermediate Similarity NPC31522
0.7931 Intermediate Similarity NPC469744
0.7931 Intermediate Similarity NPC469983
0.7931 Intermediate Similarity NPC470615
0.7928 Intermediate Similarity NPC469986
0.792 Intermediate Similarity NPC287423
0.792 Intermediate Similarity NPC117702
0.792 Intermediate Similarity NPC471357
0.792 Intermediate Similarity NPC179412
0.792 Intermediate Similarity NPC146456
0.792 Intermediate Similarity NPC469757
0.792 Intermediate Similarity NPC471356
0.7917 Intermediate Similarity NPC218970
0.7913 Intermediate Similarity NPC88833
0.7913 Intermediate Similarity NPC96333
0.7903 Intermediate Similarity NPC318135
0.7899 Intermediate Similarity NPC116024
0.7895 Intermediate Similarity NPC474558
0.7891 Intermediate Similarity NPC116075
0.7891 Intermediate Similarity NPC32793
0.7891 Intermediate Similarity NPC157817
0.7891 Intermediate Similarity NPC247190
0.7891 Intermediate Similarity NPC104585
0.7891 Intermediate Similarity NPC146857
0.7891 Intermediate Similarity NPC225385
0.7891 Intermediate Similarity NPC298783
0.7891 Intermediate Similarity NPC469749
0.7886 Intermediate Similarity NPC269642
0.7881 Intermediate Similarity NPC473352
0.7881 Intermediate Similarity NPC126691
0.7876 Intermediate Similarity NPC309388
0.7876 Intermediate Similarity NPC170615
0.7876 Intermediate Similarity NPC475803
0.7874 Intermediate Similarity NPC159338
0.7874 Intermediate Similarity NPC16569
0.7874 Intermediate Similarity NPC253456
0.7869 Intermediate Similarity NPC184555
0.7863 Intermediate Similarity NPC471093
0.7863 Intermediate Similarity NPC471476
0.7863 Intermediate Similarity NPC472666
0.7863 Intermediate Similarity NPC473324
0.7863 Intermediate Similarity NPC478209
0.7857 Intermediate Similarity NPC473620
0.7851 Intermediate Similarity NPC45475
0.7846 Intermediate Similarity NPC59288
0.7846 Intermediate Similarity NPC127656
0.7845 Intermediate Similarity NPC325054
0.7845 Intermediate Similarity NPC90946
0.7845 Intermediate Similarity NPC300614
0.7845 Intermediate Similarity NPC476765
0.7833 Intermediate Similarity NPC229752
0.7833 Intermediate Similarity NPC88945
0.7833 Intermediate Similarity NPC469794
0.7833 Intermediate Similarity NPC72772
0.7829 Intermediate Similarity NPC478072
0.7829 Intermediate Similarity NPC329636
0.7826 Intermediate Similarity NPC37600
0.7826 Intermediate Similarity NPC278628
0.7826 Intermediate Similarity NPC469607
0.7826 Intermediate Similarity NPC231530
0.7823 Intermediate Similarity NPC27363
0.7815 Intermediate Similarity NPC320118
0.7812 Intermediate Similarity NPC19124
0.7812 Intermediate Similarity NPC93416
0.7812 Intermediate Similarity NPC471855
0.7812 Intermediate Similarity NPC42670
0.7807 Intermediate Similarity NPC96217
0.7805 Intermediate Similarity NPC476204
0.7805 Intermediate Similarity NPC170084
0.7805 Intermediate Similarity NPC46570
0.7805 Intermediate Similarity NPC129434
0.7797 Intermediate Similarity NPC213320
0.7797 Intermediate Similarity NPC94650
0.7797 Intermediate Similarity NPC29505
0.7797 Intermediate Similarity NPC63244
0.7797 Intermediate Similarity NPC472003
0.7797 Intermediate Similarity NPC122339
0.7795 Intermediate Similarity NPC221414
0.7795 Intermediate Similarity NPC188234
0.7795 Intermediate Similarity NPC329986
0.7795 Intermediate Similarity NPC276838
0.7795 Intermediate Similarity NPC476966
0.7795 Intermediate Similarity NPC125077
0.7795 Intermediate Similarity NPC91
0.7795 Intermediate Similarity NPC232785
0.7795 Intermediate Similarity NPC140092
0.7788 Intermediate Similarity NPC14634
0.7788 Intermediate Similarity NPC474327
0.7788 Intermediate Similarity NPC148279
0.7787 Intermediate Similarity NPC122971
0.7787 Intermediate Similarity NPC475041
0.7787 Intermediate Similarity NPC476960
0.7787 Intermediate Similarity NPC477071
0.7787 Intermediate Similarity NPC232258
0.7778 Intermediate Similarity NPC472534
0.7778 Intermediate Similarity NPC143706
0.7778 Intermediate Similarity NPC476759
0.7778 Intermediate Similarity NPC102741
0.7778 Intermediate Similarity NPC470780
0.7769 Intermediate Similarity NPC194716
0.7769 Intermediate Similarity NPC473304
0.7769 Intermediate Similarity NPC78836
0.7769 Intermediate Similarity NPC476959
0.776 Intermediate Similarity NPC130229
0.7759 Intermediate Similarity NPC293512
0.7759 Intermediate Similarity NPC42847
0.7759 Intermediate Similarity NPC64844
0.7759 Intermediate Similarity NPC61071
0.7752 Intermediate Similarity NPC142756
0.7752 Intermediate Similarity NPC476221
0.7752 Intermediate Similarity NPC88668
0.7752 Intermediate Similarity NPC477709
0.775 Intermediate Similarity NPC470953
0.7742 Intermediate Similarity NPC107493
0.7742 Intermediate Similarity NPC470419
0.7739 Intermediate Similarity NPC101842
0.7739 Intermediate Similarity NPC222161
0.7734 Intermediate Similarity NPC213634
0.7731 Intermediate Similarity NPC471245
0.7731 Intermediate Similarity NPC473397
0.7731 Intermediate Similarity NPC233003
0.7731 Intermediate Similarity NPC473303
0.7731 Intermediate Similarity NPC476163
0.7731 Intermediate Similarity NPC474927

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471249 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
0.808 Intermediate Similarity NPD7319 Approved
0.7984 Intermediate Similarity NPD7507 Approved
0.748 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD7736 Approved
0.7438 Intermediate Similarity NPD6053 Discontinued
0.7381 Intermediate Similarity NPD7503 Approved
0.7381 Intermediate Similarity NPD8513 Phase 3
0.7377 Intermediate Similarity NPD8133 Approved
0.7364 Intermediate Similarity NPD8293 Discontinued
0.7323 Intermediate Similarity NPD6370 Approved
0.7311 Intermediate Similarity NPD6412 Phase 2
0.7266 Intermediate Similarity NPD8328 Phase 3
0.7244 Intermediate Similarity NPD8515 Approved
0.7244 Intermediate Similarity NPD8517 Approved
0.7244 Intermediate Similarity NPD8516 Approved
0.7227 Intermediate Similarity NPD5739 Approved
0.7227 Intermediate Similarity NPD6008 Approved
0.7227 Intermediate Similarity NPD7128 Approved
0.7227 Intermediate Similarity NPD6402 Approved
0.7227 Intermediate Similarity NPD6675 Approved
0.7209 Intermediate Similarity NPD7492 Approved
0.72 Intermediate Similarity NPD7115 Discovery
0.719 Intermediate Similarity NPD6372 Approved
0.719 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD6373 Approved
0.7167 Intermediate Similarity NPD5701 Approved
0.7167 Intermediate Similarity NPD5697 Approved
0.7165 Intermediate Similarity NPD6319 Approved
0.7165 Intermediate Similarity NPD6059 Approved
0.7165 Intermediate Similarity NPD6054 Approved
0.7155 Intermediate Similarity NPD7638 Approved
0.7154 Intermediate Similarity NPD6616 Approved
0.7154 Intermediate Similarity NPD6882 Approved
0.7143 Intermediate Similarity NPD7327 Approved
0.7143 Intermediate Similarity NPD7328 Approved
0.7109 Intermediate Similarity NPD6015 Approved
0.7109 Intermediate Similarity NPD8033 Approved
0.7109 Intermediate Similarity NPD6016 Approved
0.7107 Intermediate Similarity NPD6881 Approved
0.7107 Intermediate Similarity NPD7320 Approved
0.7107 Intermediate Similarity NPD6899 Approved
0.7107 Intermediate Similarity NPD6686 Approved
0.7099 Intermediate Similarity NPD7078 Approved
0.7094 Intermediate Similarity NPD7640 Approved
0.7094 Intermediate Similarity NPD7639 Approved
0.7087 Intermediate Similarity NPD7516 Approved
0.7073 Intermediate Similarity NPD6649 Approved
0.7073 Intermediate Similarity NPD6650 Approved
0.7063 Intermediate Similarity NPD6009 Approved
0.7054 Intermediate Similarity NPD5988 Approved
0.7049 Intermediate Similarity NPD6013 Approved
0.7049 Intermediate Similarity NPD6014 Approved
0.7049 Intermediate Similarity NPD6012 Approved
0.7031 Intermediate Similarity NPD8377 Approved
0.7031 Intermediate Similarity NPD8294 Approved
0.7018 Intermediate Similarity NPD6399 Phase 3
0.6992 Remote Similarity NPD6883 Approved
0.6992 Remote Similarity NPD7102 Approved
0.6992 Remote Similarity NPD7290 Approved
0.6977 Remote Similarity NPD8379 Approved
0.6977 Remote Similarity NPD8378 Approved
0.6977 Remote Similarity NPD8296 Approved
0.6977 Remote Similarity NPD8335 Approved
0.6977 Remote Similarity NPD8380 Approved
0.6967 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6967 Remote Similarity NPD6011 Approved
0.696 Remote Similarity NPD4632 Approved
0.6935 Remote Similarity NPD6847 Approved
0.6935 Remote Similarity NPD6869 Approved
0.6935 Remote Similarity NPD8130 Phase 1
0.6935 Remote Similarity NPD6617 Approved
0.693 Remote Similarity NPD6411 Approved
0.6923 Remote Similarity NPD4755 Approved
0.688 Remote Similarity NPD8297 Approved
0.6855 Remote Similarity NPD4634 Approved
0.6838 Remote Similarity NPD4697 Phase 3
0.6833 Remote Similarity NPD5211 Phase 2
0.6807 Remote Similarity NPD4700 Approved
0.6807 Remote Similarity NPD5286 Approved
0.6807 Remote Similarity NPD4696 Approved
0.6807 Remote Similarity NPD5285 Approved
0.68 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6783 Remote Similarity NPD8034 Phase 2
0.6783 Remote Similarity NPD8035 Phase 2
0.6774 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6754 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6754 Remote Similarity NPD6101 Approved
0.6724 Remote Similarity NPD5778 Approved
0.6724 Remote Similarity NPD5779 Approved
0.6723 Remote Similarity NPD5696 Approved
0.6723 Remote Similarity NPD4225 Approved
0.6721 Remote Similarity NPD5141 Approved
0.672 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6719 Remote Similarity NPD6274 Approved
0.6718 Remote Similarity NPD5983 Phase 2
0.6694 Remote Similarity NPD5225 Approved
0.6694 Remote Similarity NPD5224 Approved
0.6694 Remote Similarity NPD5226 Approved
0.6694 Remote Similarity NPD4633 Approved
0.6694 Remote Similarity NPD7632 Discontinued
0.6667 Remote Similarity NPD6033 Approved
0.6639 Remote Similarity NPD5174 Approved
0.6639 Remote Similarity NPD6084 Phase 2
0.6639 Remote Similarity NPD5175 Approved
0.6639 Remote Similarity NPD7902 Approved
0.6639 Remote Similarity NPD6083 Phase 2
0.6617 Remote Similarity NPD7604 Phase 2
0.6612 Remote Similarity NPD5223 Approved
0.661 Remote Similarity NPD5695 Phase 3
0.6609 Remote Similarity NPD5328 Approved
0.6593 Remote Similarity NPD8074 Phase 3
0.6581 Remote Similarity NPD4202 Approved
0.6565 Remote Similarity NPD7101 Approved
0.6565 Remote Similarity NPD7100 Approved
0.6549 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6317 Approved
0.6532 Remote Similarity NPD4768 Approved
0.6532 Remote Similarity NPD4767 Approved
0.6525 Remote Similarity NPD7748 Approved
0.6519 Remote Similarity NPD6336 Discontinued
0.6504 Remote Similarity NPD4754 Approved
0.6496 Remote Similarity NPD7515 Phase 2
0.6496 Remote Similarity NPD6079 Approved
0.6493 Remote Similarity NPD6067 Discontinued
0.6491 Remote Similarity NPD3618 Phase 1
0.6489 Remote Similarity NPD6313 Approved
0.6489 Remote Similarity NPD6335 Approved
0.6489 Remote Similarity NPD6314 Approved
0.648 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6471 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6466 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6466 Remote Similarity NPD6908 Approved
0.6466 Remote Similarity NPD6909 Approved
0.646 Remote Similarity NPD4786 Approved
0.6457 Remote Similarity NPD6371 Approved
0.6452 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6429 Remote Similarity NPD3667 Approved
0.6429 Remote Similarity NPD5128 Approved
0.6429 Remote Similarity NPD4730 Approved
0.6429 Remote Similarity NPD4729 Approved
0.6417 Remote Similarity NPD5222 Approved
0.6417 Remote Similarity NPD5221 Approved
0.6417 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6406 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6403 Remote Similarity NPD7260 Phase 2
0.6387 Remote Similarity NPD5282 Discontinued
0.6387 Remote Similarity NPD7900 Approved
0.6387 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6379 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5173 Approved
0.6356 Remote Similarity NPD5693 Phase 1
0.6356 Remote Similarity NPD5284 Approved
0.6356 Remote Similarity NPD5281 Approved
0.6356 Remote Similarity NPD7637 Suspended
0.6348 Remote Similarity NPD7334 Approved
0.6348 Remote Similarity NPD7146 Approved
0.6348 Remote Similarity NPD6684 Approved
0.6348 Remote Similarity NPD5330 Approved
0.6348 Remote Similarity NPD6409 Approved
0.6348 Remote Similarity NPD7521 Approved
0.6343 Remote Similarity NPD6921 Approved
0.6333 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6333 Remote Similarity NPD4629 Approved
0.6333 Remote Similarity NPD5210 Approved
0.6328 Remote Similarity NPD5250 Approved
0.6328 Remote Similarity NPD5247 Approved
0.6328 Remote Similarity NPD5251 Approved
0.6328 Remote Similarity NPD5248 Approved
0.6328 Remote Similarity NPD5249 Phase 3
0.6325 Remote Similarity NPD4753 Phase 2
0.6316 Remote Similarity NPD3133 Approved
0.6316 Remote Similarity NPD3665 Phase 1
0.6316 Remote Similarity NPD3666 Approved
0.6293 Remote Similarity NPD3573 Approved
0.6279 Remote Similarity NPD5215 Approved
0.6279 Remote Similarity NPD5216 Approved
0.6279 Remote Similarity NPD5217 Approved
0.6271 Remote Similarity NPD5785 Approved
0.625 Remote Similarity NPD6334 Approved
0.625 Remote Similarity NPD6333 Approved
0.625 Remote Similarity NPD7122 Discontinued
0.6241 Remote Similarity NPD6845 Suspended
0.6239 Remote Similarity NPD6903 Approved
0.6212 Remote Similarity NPD6868 Approved
0.6207 Remote Similarity NPD4249 Approved
0.6207 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6207 Remote Similarity NPD5786 Approved
0.6202 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6202 Remote Similarity NPD5135 Approved
0.6202 Remote Similarity NPD5169 Approved
0.6186 Remote Similarity NPD6051 Approved
0.6174 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6159 Remote Similarity NPD8451 Approved
0.6154 Remote Similarity NPD5127 Approved
0.6154 Remote Similarity NPD4250 Approved
0.6154 Remote Similarity NPD4251 Approved
0.6148 Remote Similarity NPD7839 Suspended
0.614 Remote Similarity NPD6435 Approved
0.6134 Remote Similarity NPD46 Approved
0.6134 Remote Similarity NPD6698 Approved

Structure

External Identifiers

PubChem CID   73356655
ChEMBL   CHEMBL2407392
ZINC  

Physicochemical Properties

Molecular Weight:  402.17
ALogP:  -0.6182
MLogP:  3.11
XLogP:  1.877
# Rotatable Bonds:  7
Polar Surface Area:  99.13
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  29

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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