Natural Product: NPC476958

Natural Product ID:  NPC476958
Common Name:   1,10-Seco-Withametelin B
IUPAC Name:  
Synonyms:  
Molecular Formula:   C28H36O5
Standard InCHIKey:  CNWDLTNXJPRUTP-VCYHHTQYSA-N
Standard InCHI:  InChI=1S/C28H36O5/c1-15-17-10-11-27(3)21(19(17)12-23-18(15)6-5-7-25(29)32-23)8-9-22(27)20-14-31-28(4)13-24(20)33-26(30)16(28)2/h5-6,17,19-24H,2,7-14H2,1,3-4H3/t17?,19?,20-,21?,22?,23+,24+,27?,28+/m0/s1
Canonical SMILES:  O=C1CC=CC2=C(C3C(C[C@H]2O1)C1CCC(C1(CC3)C)[C@@H]1CO[C@@]2(C[C@H]1OC(=O)C2=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
NPO24850 Datura metel Species Solanaceae Eukaryota flowers Yuxi Town, Fuqing City, Fujian Province, China 2005-SEP PMID[17583953]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 17583953
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 10000 nM 17583953
NPT111 Cell Line K562 Homo sapiens IC50 > 10000 nM 17583953

  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 NPC476958 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
0.9159 High Similarity NPC476959
0.8922 High Similarity NPC470954
0.8692 High Similarity NPC470960
0.8545 High Similarity NPC476963
0.8407 Intermediate Similarity NPC476962
0.8365 Intermediate Similarity NPC310981
0.8304 Intermediate Similarity NPC470959
0.8304 Intermediate Similarity NPC476965
0.8288 Intermediate Similarity NPC470953
0.8252 Intermediate Similarity NPC2049
0.8241 Intermediate Similarity NPC220155
0.819 Intermediate Similarity NPC474912
0.819 Intermediate Similarity NPC474899
0.8182 Intermediate Similarity NPC474315
0.8158 Intermediate Similarity NPC476960
0.8148 Intermediate Similarity NPC91034
0.8137 Intermediate Similarity NPC166143
0.8137 Intermediate Similarity NPC120351
0.8137 Intermediate Similarity NPC471994
0.8131 Intermediate Similarity NPC474898
0.8119 Intermediate Similarity NPC218301
0.8108 Intermediate Similarity NPC277769
0.8087 Intermediate Similarity NPC476961
0.8077 Intermediate Similarity NPC202705
0.8077 Intermediate Similarity NPC110937
0.807 Intermediate Similarity NPC473720
0.8058 Intermediate Similarity NPC33473
0.8037 Intermediate Similarity NPC473283
0.8037 Intermediate Similarity NPC329345
0.8037 Intermediate Similarity NPC475526
0.8036 Intermediate Similarity NPC122056
0.8 Intermediate Similarity NPC475520
0.7982 Intermediate Similarity NPC475294
0.7981 Intermediate Similarity NPC111684
0.7981 Intermediate Similarity NPC58052
0.7965 Intermediate Similarity NPC67259
0.7965 Intermediate Similarity NPC147912
0.7963 Intermediate Similarity NPC476001
0.7963 Intermediate Similarity NPC470297
0.7963 Intermediate Similarity NPC309190
0.7963 Intermediate Similarity NPC189616
0.7961 Intermediate Similarity NPC477129
0.7961 Intermediate Similarity NPC477130
0.7946 Intermediate Similarity NPC90952
0.7946 Intermediate Similarity NPC4573
0.7946 Intermediate Similarity NPC191620
0.7944 Intermediate Similarity NPC185530
0.7944 Intermediate Similarity NPC320447
0.7928 Intermediate Similarity NPC37116
0.7928 Intermediate Similarity NPC473627
0.7928 Intermediate Similarity NPC29133
0.7925 Intermediate Similarity NPC227865
0.7921 Intermediate Similarity NPC284561
0.7921 Intermediate Similarity NPC177141
0.7909 Intermediate Similarity NPC177064
0.7909 Intermediate Similarity NPC475418
0.7909 Intermediate Similarity NPC473482
0.7909 Intermediate Similarity NPC318363
0.7905 Intermediate Similarity NPC38530
0.7905 Intermediate Similarity NPC47834
0.7905 Intermediate Similarity NPC84335
0.7895 Intermediate Similarity NPC270929
0.789 Intermediate Similarity NPC60681
0.7885 Intermediate Similarity NPC171395
0.7885 Intermediate Similarity NPC474909
0.7881 Intermediate Similarity NPC204812
0.787 Intermediate Similarity NPC72151
0.787 Intermediate Similarity NPC26478
0.7863 Intermediate Similarity NPC46570
0.7857 Intermediate Similarity NPC470961
0.785 Intermediate Similarity NPC168319
0.785 Intermediate Similarity NPC194028
0.7845 Intermediate Similarity NPC305260
0.7845 Intermediate Similarity NPC270850
0.7843 Intermediate Similarity NPC469595
0.7843 Intermediate Similarity NPC212679
0.7843 Intermediate Similarity NPC220454
0.7843 Intermediate Similarity NPC273199
0.7838 Intermediate Similarity NPC475065
0.783 Intermediate Similarity NPC176845
0.783 Intermediate Similarity NPC98868
0.783 Intermediate Similarity NPC64742
0.7826 Intermediate Similarity NPC20302
0.7826 Intermediate Similarity NPC239273
0.7826 Intermediate Similarity NPC140055
0.7826 Intermediate Similarity NPC286528
0.7826 Intermediate Similarity NPC134430
0.7826 Intermediate Similarity NPC167606
0.7822 Intermediate Similarity NPC472220
0.7822 Intermediate Similarity NPC97884
0.7818 Intermediate Similarity NPC329048
0.7818 Intermediate Similarity NPC330011
0.7815 Intermediate Similarity NPC32868
0.7815 Intermediate Similarity NPC241456
0.781 Intermediate Similarity NPC151725
0.781 Intermediate Similarity NPC122324
0.781 Intermediate Similarity NPC9812
0.781 Intermediate Similarity NPC106425
0.78 Intermediate Similarity NPC220478
0.7798 Intermediate Similarity NPC473175
0.7797 Intermediate Similarity NPC107493
0.7797 Intermediate Similarity NPC170538
0.7788 Intermediate Similarity NPC473431
0.7788 Intermediate Similarity NPC473435
0.7788 Intermediate Similarity NPC470697
0.7788 Intermediate Similarity NPC221144
0.7788 Intermediate Similarity NPC473280
0.7788 Intermediate Similarity NPC38830
0.7788 Intermediate Similarity NPC475524
0.7788 Intermediate Similarity NPC265391
0.7788 Intermediate Similarity NPC100267
0.7788 Intermediate Similarity NPC471078
0.7778 Intermediate Similarity NPC475320
0.7778 Intermediate Similarity NPC471993
0.7778 Intermediate Similarity NPC155332
0.7778 Intermediate Similarity NPC32577
0.7778 Intermediate Similarity NPC114540
0.7778 Intermediate Similarity NPC184555
0.7768 Intermediate Similarity NPC16270
0.7759 Intermediate Similarity NPC153440
0.7759 Intermediate Similarity NPC329736
0.7759 Intermediate Similarity NPC50774
0.7759 Intermediate Similarity NPC709
0.7757 Intermediate Similarity NPC474012
0.7757 Intermediate Similarity NPC476299
0.7757 Intermediate Similarity NPC476933
0.7757 Intermediate Similarity NPC477521
0.7745 Intermediate Similarity NPC474844
0.7739 Intermediate Similarity NPC190286
0.7731 Intermediate Similarity NPC469789
0.7731 Intermediate Similarity NPC11895
0.7731 Intermediate Similarity NPC55602
0.7727 Intermediate Similarity NPC266570
0.7719 Intermediate Similarity NPC73050
0.7714 Intermediate Similarity NPC281134
0.7706 Intermediate Similarity NPC297617
0.7706 Intermediate Similarity NPC132395
0.7706 Intermediate Similarity NPC471365
0.7706 Intermediate Similarity NPC471364
0.7706 Intermediate Similarity NPC254202
0.7706 Intermediate Similarity NPC112009
0.7706 Intermediate Similarity NPC180204
0.77 Intermediate Similarity NPC470048
0.7692 Intermediate Similarity NPC5292
0.7692 Intermediate Similarity NPC79117
0.7692 Intermediate Similarity NPC77689
0.7692 Intermediate Similarity NPC264954
0.7692 Intermediate Similarity NPC473636
0.7692 Intermediate Similarity NPC61520
0.7686 Intermediate Similarity NPC287423
0.7685 Intermediate Similarity NPC116139
0.7685 Intermediate Similarity NPC206079
0.7685 Intermediate Similarity NPC298233
0.7685 Intermediate Similarity NPC472924
0.7685 Intermediate Similarity NPC282524
0.7685 Intermediate Similarity NPC474327
0.7685 Intermediate Similarity NPC99411
0.7679 Intermediate Similarity NPC137911
0.7679 Intermediate Similarity NPC228477
0.7672 Intermediate Similarity NPC470492
0.7672 Intermediate Similarity NPC183580
0.7672 Intermediate Similarity NPC475809
0.7672 Intermediate Similarity NPC470493
0.7672 Intermediate Similarity NPC243065
0.7672 Intermediate Similarity NPC474518
0.7672 Intermediate Similarity NPC312824
0.767 Intermediate Similarity NPC469372
0.767 Intermediate Similarity NPC161638
0.767 Intermediate Similarity NPC475965
0.767 Intermediate Similarity NPC474842
0.7667 Intermediate Similarity NPC8369
0.7664 Intermediate Similarity NPC244411
0.7664 Intermediate Similarity NPC471582
0.7664 Intermediate Similarity NPC57079
0.7664 Intermediate Similarity NPC471717
0.7664 Intermediate Similarity NPC108368
0.7664 Intermediate Similarity NPC92275
0.7658 Intermediate Similarity NPC144459
0.7658 Intermediate Similarity NPC263729
0.7658 Intermediate Similarity NPC470952
0.7658 Intermediate Similarity NPC473284
0.7652 Intermediate Similarity NPC474181
0.7647 Intermediate Similarity NPC24816
0.7647 Intermediate Similarity NPC477128
0.7642 Intermediate Similarity NPC307164
0.7642 Intermediate Similarity NPC328371
0.7636 Intermediate Similarity NPC272632
0.7627 Intermediate Similarity NPC474585
0.7627 Intermediate Similarity NPC79579
0.7627 Intermediate Similarity NPC474370
0.7624 Intermediate Similarity NPC264127
0.7615 Intermediate Similarity NPC475091
0.7615 Intermediate Similarity NPC136289
0.7615 Intermediate Similarity NPC40918
0.7615 Intermediate Similarity NPC66110
0.7607 Intermediate Similarity NPC470420
0.7607 Intermediate Similarity NPC257457
0.7607 Intermediate Similarity NPC311554
0.7603 Intermediate Similarity NPC293112
0.7603 Intermediate Similarity NPC473635

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476958 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
0.7826 Intermediate Similarity NPD7115 Discovery
0.7596 Intermediate Similarity NPD6411 Approved
0.7434 Intermediate Similarity NPD6881 Approved
0.7434 Intermediate Similarity NPD6899 Approved
0.7404 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD6101 Approved
0.7379 Intermediate Similarity NPD3573 Approved
0.7345 Intermediate Similarity NPD5697 Approved
0.7308 Intermediate Similarity NPD5737 Approved
0.7308 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD6672 Approved
0.7304 Intermediate Similarity NPD7102 Approved
0.7304 Intermediate Similarity NPD7290 Approved
0.7304 Intermediate Similarity NPD6883 Approved
0.7282 Intermediate Similarity NPD7146 Approved
0.7282 Intermediate Similarity NPD6409 Approved
0.7282 Intermediate Similarity NPD5330 Approved
0.7282 Intermediate Similarity NPD7521 Approved
0.7282 Intermediate Similarity NPD7334 Approved
0.7282 Intermediate Similarity NPD6684 Approved
0.7264 Intermediate Similarity NPD5693 Phase 1
0.7264 Intermediate Similarity NPD6050 Approved
0.7264 Intermediate Similarity NPD5694 Approved
0.7257 Intermediate Similarity NPD7128 Approved
0.7257 Intermediate Similarity NPD6675 Approved
0.7257 Intermediate Similarity NPD6402 Approved
0.7257 Intermediate Similarity NPD5739 Approved
0.7241 Intermediate Similarity NPD6649 Approved
0.7241 Intermediate Similarity NPD8130 Phase 1
0.7241 Intermediate Similarity NPD6847 Approved
0.7241 Intermediate Similarity NPD6617 Approved
0.7241 Intermediate Similarity NPD6650 Approved
0.7241 Intermediate Similarity NPD6869 Approved
0.7238 Intermediate Similarity NPD6051 Approved
0.7228 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD6012 Approved
0.7217 Intermediate Similarity NPD6013 Approved
0.7217 Intermediate Similarity NPD6014 Approved
0.7196 Intermediate Similarity NPD5778 Approved
0.7196 Intermediate Similarity NPD6399 Phase 3
0.7196 Intermediate Similarity NPD5779 Approved
0.7184 Intermediate Similarity NPD1694 Approved
0.7179 Intermediate Similarity NPD6053 Discontinued
0.7179 Intermediate Similarity NPD6882 Approved
0.7179 Intermediate Similarity NPD8297 Approved
0.717 Intermediate Similarity NPD5207 Approved
0.717 Intermediate Similarity NPD5692 Phase 3
0.7143 Intermediate Similarity NPD6903 Approved
0.713 Intermediate Similarity NPD7320 Approved
0.713 Intermediate Similarity NPD6011 Approved
0.7105 Intermediate Similarity NPD6008 Approved
0.7103 Intermediate Similarity NPD7637 Suspended
0.7103 Intermediate Similarity NPD6079 Approved
0.7091 Intermediate Similarity NPD6084 Phase 2
0.7091 Intermediate Similarity NPD6083 Phase 2
0.7075 Intermediate Similarity NPD6904 Approved
0.7075 Intermediate Similarity NPD6673 Approved
0.7075 Intermediate Similarity NPD6080 Approved
0.7069 Intermediate Similarity NPD6372 Approved
0.7069 Intermediate Similarity NPD6373 Approved
0.7064 Intermediate Similarity NPD5695 Phase 3
0.7064 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD5701 Approved
0.7027 Intermediate Similarity NPD7638 Approved
0.7008 Intermediate Similarity NPD7319 Approved
0.6991 Remote Similarity NPD5211 Phase 2
0.6964 Remote Similarity NPD7639 Approved
0.6964 Remote Similarity NPD5286 Approved
0.6964 Remote Similarity NPD5285 Approved
0.6964 Remote Similarity NPD4696 Approved
0.6964 Remote Similarity NPD7640 Approved
0.6952 Remote Similarity NPD6098 Approved
0.6944 Remote Similarity NPD5281 Approved
0.6944 Remote Similarity NPD5284 Approved
0.6916 Remote Similarity NPD5328 Approved
0.6911 Remote Similarity NPD6319 Approved
0.6909 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6905 Remote Similarity NPD7507 Approved
0.6875 Remote Similarity NPD5696 Approved
0.6875 Remote Similarity NPD4225 Approved
0.687 Remote Similarity NPD5141 Approved
0.6869 Remote Similarity NPD8039 Approved
0.6855 Remote Similarity NPD7503 Approved
0.6855 Remote Similarity NPD8515 Approved
0.6855 Remote Similarity NPD8513 Phase 3
0.6855 Remote Similarity NPD8516 Approved
0.6855 Remote Similarity NPD8517 Approved
0.6852 Remote Similarity NPD5785 Approved
0.6847 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6847 Remote Similarity NPD5222 Approved
0.6847 Remote Similarity NPD5221 Approved
0.6842 Remote Similarity NPD4633 Approved
0.6842 Remote Similarity NPD5226 Approved
0.6842 Remote Similarity NPD5224 Approved
0.6842 Remote Similarity NPD5225 Approved
0.6829 Remote Similarity NPD7100 Approved
0.6829 Remote Similarity NPD7101 Approved
0.6825 Remote Similarity NPD7492 Approved
0.6822 Remote Similarity NPD5208 Approved
0.6818 Remote Similarity NPD7900 Approved
0.6818 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6818 Remote Similarity NPD7748 Approved
0.6807 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6797 Remote Similarity NPD7736 Approved
0.6786 Remote Similarity NPD4755 Approved
0.6786 Remote Similarity NPD5173 Approved
0.6783 Remote Similarity NPD5175 Approved
0.6783 Remote Similarity NPD5174 Approved
0.6774 Remote Similarity NPD6054 Approved
0.6772 Remote Similarity NPD6616 Approved
0.6769 Remote Similarity NPD7260 Phase 2
0.6762 Remote Similarity NPD4786 Approved
0.6757 Remote Similarity NPD5654 Approved
0.6754 Remote Similarity NPD5223 Approved
0.6748 Remote Similarity NPD6335 Approved
0.6731 Remote Similarity NPD5209 Approved
0.6723 Remote Similarity NPD4634 Approved
0.6721 Remote Similarity NPD6274 Approved
0.6721 Remote Similarity NPD6868 Approved
0.6719 Remote Similarity NPD7078 Approved
0.6695 Remote Similarity NPD6686 Approved
0.6694 Remote Similarity NPD4632 Approved
0.6667 Remote Similarity NPD4700 Approved
0.6667 Remote Similarity NPD6317 Approved
0.6667 Remote Similarity NPD6001 Approved
0.6667 Remote Similarity NPD6370 Approved
0.6637 Remote Similarity NPD7902 Approved
0.6637 Remote Similarity NPD5959 Approved
0.6636 Remote Similarity NPD7515 Phase 2
0.6636 Remote Similarity NPD8035 Phase 2
0.6636 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5279 Phase 3
0.6636 Remote Similarity NPD8034 Phase 2
0.6613 Remote Similarity NPD6313 Approved
0.6613 Remote Similarity NPD6314 Approved
0.6607 Remote Similarity NPD4629 Approved
0.6607 Remote Similarity NPD5210 Approved
0.6606 Remote Similarity NPD4753 Phase 2
0.6604 Remote Similarity NPD3668 Phase 3
0.6587 Remote Similarity NPD6015 Approved
0.6587 Remote Similarity NPD6016 Approved
0.6571 Remote Similarity NPD3667 Approved
0.6555 Remote Similarity NPD4729 Approved
0.6555 Remote Similarity NPD4730 Approved
0.6555 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6549 Remote Similarity NPD4697 Phase 3
0.6542 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6535 Remote Similarity NPD5988 Approved
0.6532 Remote Similarity NPD6009 Approved
0.6522 Remote Similarity NPD6404 Discontinued
0.6508 Remote Similarity NPD6059 Approved
0.6484 Remote Similarity NPD7604 Phase 2
0.6481 Remote Similarity NPD5280 Approved
0.6481 Remote Similarity NPD5690 Phase 2
0.6481 Remote Similarity NPD5786 Approved
0.6481 Remote Similarity NPD4694 Approved
0.6481 Remote Similarity NPD3618 Phase 1
0.6479 Remote Similarity NPD7236 Approved
0.6471 Remote Similarity NPD6412 Phase 2
0.6471 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6614 Approved
0.6462 Remote Similarity NPD8074 Phase 3
0.6462 Remote Similarity NPD8293 Discontinued
0.6457 Remote Similarity NPD6908 Approved
0.6457 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6457 Remote Similarity NPD5983 Phase 2
0.6457 Remote Similarity NPD8033 Approved
0.6457 Remote Similarity NPD6909 Approved
0.6455 Remote Similarity NPD1695 Approved
0.6455 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6449 Remote Similarity NPD3666 Approved
0.6449 Remote Similarity NPD3133 Approved
0.6449 Remote Similarity NPD3665 Phase 1
0.6446 Remote Similarity NPD5248 Approved
0.6446 Remote Similarity NPD5251 Approved
0.6446 Remote Similarity NPD5247 Approved
0.6446 Remote Similarity NPD6371 Approved
0.6446 Remote Similarity NPD5249 Phase 3
0.6446 Remote Similarity NPD5250 Approved
0.6436 Remote Similarity NPD4687 Approved
0.6436 Remote Similarity NPD4058 Approved
0.6436 Remote Similarity NPD5733 Approved
0.6429 Remote Similarity NPD4202 Approved
0.6423 Remote Similarity NPD6858 Approved
0.6423 Remote Similarity NPD7094 Approved
0.6417 Remote Similarity NPD5128 Approved
0.6415 Remote Similarity NPD4223 Phase 3
0.6415 Remote Similarity NPD4221 Approved
0.641 Remote Similarity NPD7632 Discontinued
0.6404 Remote Similarity NPD7839 Suspended
0.6393 Remote Similarity NPD5216 Approved
0.6393 Remote Similarity NPD5217 Approved
0.6393 Remote Similarity NPD5215 Approved
0.6389 Remote Similarity NPD5329 Approved
0.6389 Remote Similarity NPD5363 Approved
0.6387 Remote Similarity NPD4767 Approved
0.6387 Remote Similarity NPD4768 Approved
0.6385 Remote Similarity NPD6336 Discontinued
0.6378 Remote Similarity NPD8294 Approved
0.6378 Remote Similarity NPD8377 Approved

Structure

External Identifiers

PubChem CID   44425456
ChEMBL   CHEMBL231550
ZINC  

Physicochemical Properties

Molecular Weight:  452.26
ALogP:  2.3597
MLogP:  3.99
XLogP:  5.345
# Rotatable Bonds:  4
Polar Surface Area:  61.83
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  6
# Heavy Atoms:  33

Download Data

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