Natural Product: NPC476963

Natural Product ID:  NPC476963
Common Name:   Withametelin M
IUPAC Name:   (1R,5R,8R)-8-[(12R)-12-hydroxy-10,13-dimethyl-1-oxo-2,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-5-methyl-4-methylidene-2,6-dioxabicyclo[3.3.1]nonan-3-one
Synonyms:   withametelin M
Molecular Formula:   C28H36O5
Standard InCHIKey:  BJCBNXAAGNGSEA-XAULCTCJSA-N
Standard InCHI:  InChI=1S/C28H36O5/c1-15-25(31)33-22-13-26(15,2)32-14-18(22)20-11-10-19-17-9-8-16-6-5-7-23(29)27(16,3)21(17)12-24(30)28(19,20)4/h5-6,8,17-22,24,30H,1,7,9-14H2,2-4H3/t17?,18-,19?,20?,21?,22+,24+,26+,27?,28?/m0/s1
Canonical SMILES:  O=C1O[C@@H]2C[C@@](C1=C)(C)OC[C@H]2C1CCC2C1(C)[C@H](O)CC1C2CC=C2C1(C)C(=O)CC=C2
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 NPC476963 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
0.972 High Similarity NPC470953
0.9459 High Similarity NPC476962
0.9364 High Similarity NPC476959
0.9196 High Similarity NPC476960
0.9115 High Similarity NPC476961
0.885 High Similarity NPC476965
0.885 High Similarity NPC470959
0.8785 High Similarity NPC470954
0.8571 High Similarity NPC470960
0.8559 High Similarity NPC204812
0.8547 High Similarity NPC46570
0.8545 High Similarity NPC476958
0.8496 Intermediate Similarity NPC476964
0.8487 Intermediate Similarity NPC32868
0.8487 Intermediate Similarity NPC241456
0.8475 Intermediate Similarity NPC107493
0.843 Intermediate Similarity NPC245094
0.8407 Intermediate Similarity NPC474315
0.8403 Intermediate Similarity NPC469789
0.8403 Intermediate Similarity NPC55602
0.8403 Intermediate Similarity NPC11895
0.8376 Intermediate Similarity NPC305260
0.8376 Intermediate Similarity NPC270850
0.8364 Intermediate Similarity NPC96268
0.8362 Intermediate Similarity NPC474518
0.8348 Intermediate Similarity NPC473898
0.8333 Intermediate Similarity NPC90952
0.8333 Intermediate Similarity NPC277769
0.8333 Intermediate Similarity NPC8369
0.8319 Intermediate Similarity NPC197428
0.8319 Intermediate Similarity NPC170538
0.8305 Intermediate Similarity NPC79579
0.8305 Intermediate Similarity NPC184555
0.8291 Intermediate Similarity NPC153440
0.8276 Intermediate Similarity NPC190286
0.8273 Intermediate Similarity NPC159442
0.8264 Intermediate Similarity NPC293112
0.8261 Intermediate Similarity NPC320118
0.8261 Intermediate Similarity NPC122056
0.8261 Intermediate Similarity NPC194273
0.8261 Intermediate Similarity NPC472926
0.8257 Intermediate Similarity NPC472924
0.8241 Intermediate Similarity NPC474793
0.824 Intermediate Similarity NPC248703
0.8235 Intermediate Similarity NPC67569
0.822 Intermediate Similarity NPC472933
0.822 Intermediate Similarity NPC5292
0.8214 Intermediate Similarity NPC472925
0.8214 Intermediate Similarity NPC91034
0.8214 Intermediate Similarity NPC263729
0.8214 Intermediate Similarity NPC470952
0.8211 Intermediate Similarity NPC221414
0.8205 Intermediate Similarity NPC239273
0.8197 Intermediate Similarity NPC287423
0.819 Intermediate Similarity NPC238667
0.819 Intermediate Similarity NPC147912
0.819 Intermediate Similarity NPC474181
0.819 Intermediate Similarity NPC67259
0.8182 Intermediate Similarity NPC473788
0.8182 Intermediate Similarity NPC172154
0.8182 Intermediate Similarity NPC81736
0.8182 Intermediate Similarity NPC475558
0.8174 Intermediate Similarity NPC4573
0.8167 Intermediate Similarity NPC23786
0.8167 Intermediate Similarity NPC470265
0.8151 Intermediate Similarity NPC474585
0.8142 Intermediate Similarity NPC473483
0.8142 Intermediate Similarity NPC89171
0.8142 Intermediate Similarity NPC220155
0.8142 Intermediate Similarity NPC476802
0.8136 Intermediate Similarity NPC473720
0.8131 Intermediate Similarity NPC171395
0.813 Intermediate Similarity NPC473620
0.8125 Intermediate Similarity NPC266570
0.812 Intermediate Similarity NPC176840
0.812 Intermediate Similarity NPC270929
0.812 Intermediate Similarity NPC72772
0.812 Intermediate Similarity NPC469794
0.8115 Intermediate Similarity NPC473635
0.8108 Intermediate Similarity NPC72151
0.8108 Intermediate Similarity NPC475526
0.8108 Intermediate Similarity NPC329345
0.8108 Intermediate Similarity NPC473283
0.8103 Intermediate Similarity NPC194100
0.8103 Intermediate Similarity NPC25909
0.8099 Intermediate Similarity NPC473979
0.8099 Intermediate Similarity NPC120724
0.8091 Intermediate Similarity NPC282524
0.8091 Intermediate Similarity NPC471412
0.8091 Intermediate Similarity NPC236585
0.8073 Intermediate Similarity NPC92275
0.8073 Intermediate Similarity NPC108368
0.8073 Intermediate Similarity NPC114274
0.8073 Intermediate Similarity NPC57079
0.807 Intermediate Similarity NPC475065
0.8067 Intermediate Similarity NPC475520
0.8065 Intermediate Similarity NPC476966
0.8065 Intermediate Similarity NPC231529
0.8056 Intermediate Similarity NPC471153
0.8056 Intermediate Similarity NPC111684
0.8056 Intermediate Similarity NPC58052
0.8056 Intermediate Similarity NPC329910
0.8053 Intermediate Similarity NPC329048
0.8053 Intermediate Similarity NPC475570
0.8053 Intermediate Similarity NPC330011
0.8053 Intermediate Similarity NPC475294
0.8051 Intermediate Similarity NPC472934
0.8051 Intermediate Similarity NPC472927
0.8051 Intermediate Similarity NPC286528
0.8051 Intermediate Similarity NPC218970
0.8051 Intermediate Similarity NPC20302
0.8051 Intermediate Similarity NPC167606
0.8051 Intermediate Similarity NPC134430
0.8051 Intermediate Similarity NPC140055
0.8036 Intermediate Similarity NPC239162
0.8036 Intermediate Similarity NPC474558
0.8036 Intermediate Similarity NPC202793
0.8034 Intermediate Similarity NPC243354
0.8018 Intermediate Similarity NPC22388
0.8018 Intermediate Similarity NPC155332
0.8018 Intermediate Similarity NPC32577
0.8018 Intermediate Similarity NPC114540
0.8018 Intermediate Similarity NPC320447
0.8018 Intermediate Similarity NPC185530
0.8017 Intermediate Similarity NPC191620
0.8017 Intermediate Similarity NPC269642
0.8017 Intermediate Similarity NPC236217
0.8016 Intermediate Similarity NPC316915
0.8016 Intermediate Similarity NPC469674
0.8 Intermediate Similarity NPC471413
0.8 Intermediate Similarity NPC145074
0.8 Intermediate Similarity NPC179642
0.8 Intermediate Similarity NPC29133
0.8 Intermediate Similarity NPC114939
0.8 Intermediate Similarity NPC35751
0.8 Intermediate Similarity NPC41123
0.8 Intermediate Similarity NPC83709
0.8 Intermediate Similarity NPC173347
0.8 Intermediate Similarity NPC37116
0.7984 Intermediate Similarity NPC311534
0.7984 Intermediate Similarity NPC473888
0.7983 Intermediate Similarity NPC709
0.7983 Intermediate Similarity NPC113448
0.7983 Intermediate Similarity NPC329736
0.7983 Intermediate Similarity NPC146786
0.7983 Intermediate Similarity NPC50774
0.7982 Intermediate Similarity NPC2049
0.7982 Intermediate Similarity NPC472825
0.7982 Intermediate Similarity NPC275539
0.7982 Intermediate Similarity NPC189075
0.7982 Intermediate Similarity NPC475418
0.7982 Intermediate Similarity NPC177064
0.7982 Intermediate Similarity NPC473482
0.7982 Intermediate Similarity NPC163216
0.7982 Intermediate Similarity NPC108078
0.7982 Intermediate Similarity NPC318363
0.7982 Intermediate Similarity NPC473456
0.7969 Intermediate Similarity NPC62172
0.7969 Intermediate Similarity NPC289700
0.7967 Intermediate Similarity NPC181999
0.7966 Intermediate Similarity NPC64318
0.7966 Intermediate Similarity NPC148458
0.7965 Intermediate Similarity NPC278628
0.7965 Intermediate Similarity NPC189863
0.7965 Intermediate Similarity NPC60681
0.7965 Intermediate Similarity NPC469607
0.7965 Intermediate Similarity NPC231530
0.7963 Intermediate Similarity NPC470229
0.7963 Intermediate Similarity NPC470016
0.7963 Intermediate Similarity NPC317586
0.7963 Intermediate Similarity NPC88310
0.7963 Intermediate Similarity NPC470232
0.7949 Intermediate Similarity NPC471204
0.7949 Intermediate Similarity NPC312017
0.7949 Intermediate Similarity NPC255017
0.7949 Intermediate Similarity NPC9848
0.7949 Intermediate Similarity NPC73050
0.7949 Intermediate Similarity NPC52634
0.7946 Intermediate Similarity NPC26478
0.7946 Intermediate Similarity NPC112009
0.7946 Intermediate Similarity NPC95899
0.7946 Intermediate Similarity NPC478057
0.7946 Intermediate Similarity NPC36688
0.7946 Intermediate Similarity NPC476889
0.7946 Intermediate Similarity NPC312900
0.7946 Intermediate Similarity NPC139347
0.7937 Intermediate Similarity NPC231240
0.7937 Intermediate Similarity NPC155529
0.7934 Intermediate Similarity NPC202051
0.7931 Intermediate Similarity NPC470961
0.7931 Intermediate Similarity NPC207689
0.7931 Intermediate Similarity NPC472928
0.7931 Intermediate Similarity NPC471243
0.7928 Intermediate Similarity NPC224720
0.7928 Intermediate Similarity NPC476223
0.7928 Intermediate Similarity NPC14634
0.7928 Intermediate Similarity NPC476240
0.7928 Intermediate Similarity NPC52899
0.7928 Intermediate Similarity NPC46848
0.7928 Intermediate Similarity NPC474327

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476963 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
0.8051 Intermediate Similarity NPD7115 Discovery
0.7982 Intermediate Similarity NPD6881 Approved
0.7982 Intermediate Similarity NPD6899 Approved
0.7895 Intermediate Similarity NPD5697 Approved
0.7851 Intermediate Similarity NPD6319 Approved
0.785 Intermediate Similarity NPD6411 Approved
0.7845 Intermediate Similarity NPD7290 Approved
0.7845 Intermediate Similarity NPD7102 Approved
0.7845 Intermediate Similarity NPD6883 Approved
0.7807 Intermediate Similarity NPD7128 Approved
0.7807 Intermediate Similarity NPD5739 Approved
0.7807 Intermediate Similarity NPD6675 Approved
0.7807 Intermediate Similarity NPD6402 Approved
0.7778 Intermediate Similarity NPD6650 Approved
0.7778 Intermediate Similarity NPD8130 Phase 1
0.7778 Intermediate Similarity NPD6869 Approved
0.7778 Intermediate Similarity NPD6617 Approved
0.7778 Intermediate Similarity NPD6649 Approved
0.7778 Intermediate Similarity NPD6847 Approved
0.7759 Intermediate Similarity NPD6014 Approved
0.7759 Intermediate Similarity NPD6013 Approved
0.7759 Intermediate Similarity NPD6012 Approved
0.7748 Intermediate Similarity NPD7638 Approved
0.7742 Intermediate Similarity NPD7492 Approved
0.7712 Intermediate Similarity NPD6882 Approved
0.7712 Intermediate Similarity NPD8297 Approved
0.7705 Intermediate Similarity NPD6054 Approved
0.7698 Intermediate Similarity NPD7736 Approved
0.7685 Intermediate Similarity NPD6079 Approved
0.768 Intermediate Similarity NPD6616 Approved
0.7679 Intermediate Similarity NPD7640 Approved
0.7679 Intermediate Similarity NPD7639 Approved
0.7672 Intermediate Similarity NPD6011 Approved
0.7672 Intermediate Similarity NPD7320 Approved
0.7664 Intermediate Similarity NPD6101 Approved
0.7664 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD4632 Approved
0.7638 Intermediate Similarity NPD7319 Approved
0.7619 Intermediate Similarity NPD7078 Approved
0.7615 Intermediate Similarity NPD5779 Approved
0.7615 Intermediate Similarity NPD5778 Approved
0.7607 Intermediate Similarity NPD6372 Approved
0.7607 Intermediate Similarity NPD6373 Approved
0.7586 Intermediate Similarity NPD5701 Approved
0.7581 Intermediate Similarity NPD6370 Approved
0.7544 Intermediate Similarity NPD5211 Phase 2
0.7542 Intermediate Similarity NPD4634 Approved
0.754 Intermediate Similarity NPD7507 Approved
0.7522 Intermediate Similarity NPD4696 Approved
0.7522 Intermediate Similarity NPD5286 Approved
0.7522 Intermediate Similarity NPD5285 Approved
0.7521 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7503 Approved
0.75 Intermediate Similarity NPD8513 Phase 3
0.75 Intermediate Similarity NPD6016 Approved
0.75 Intermediate Similarity NPD8516 Approved
0.75 Intermediate Similarity NPD8515 Approved
0.75 Intermediate Similarity NPD5328 Approved
0.75 Intermediate Similarity NPD8517 Approved
0.75 Intermediate Similarity NPD6015 Approved
0.7459 Intermediate Similarity NPD6009 Approved
0.744 Intermediate Similarity NPD5988 Approved
0.7419 Intermediate Similarity NPD6059 Approved
0.7414 Intermediate Similarity NPD5141 Approved
0.7411 Intermediate Similarity NPD5222 Approved
0.7411 Intermediate Similarity NPD5221 Approved
0.7411 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD5226 Approved
0.7391 Intermediate Similarity NPD5225 Approved
0.7391 Intermediate Similarity NPD4633 Approved
0.7391 Intermediate Similarity NPD5224 Approved
0.7387 Intermediate Similarity NPD7748 Approved
0.7381 Intermediate Similarity NPD7604 Phase 2
0.7381 Intermediate Similarity NPD8328 Phase 3
0.7364 Intermediate Similarity NPD7515 Phase 2
0.736 Intermediate Similarity NPD5983 Phase 2
0.735 Intermediate Similarity NPD6008 Approved
0.7345 Intermediate Similarity NPD6083 Phase 2
0.7345 Intermediate Similarity NPD5173 Approved
0.7345 Intermediate Similarity NPD4755 Approved
0.7345 Intermediate Similarity NPD6084 Phase 2
0.7344 Intermediate Similarity NPD8293 Discontinued
0.7339 Intermediate Similarity NPD7100 Approved
0.7339 Intermediate Similarity NPD7101 Approved
0.7333 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7328 Intermediate Similarity NPD5175 Approved
0.7328 Intermediate Similarity NPD5174 Approved
0.7321 Intermediate Similarity NPD5695 Phase 3
0.7315 Intermediate Similarity NPD3573 Approved
0.7304 Intermediate Similarity NPD5223 Approved
0.7297 Intermediate Similarity NPD6399 Phase 3
0.7273 Intermediate Similarity NPD6053 Discontinued
0.7266 Intermediate Similarity NPD6336 Discontinued
0.7258 Intermediate Similarity NPD6335 Approved
0.7236 Intermediate Similarity NPD6868 Approved
0.7236 Intermediate Similarity NPD6274 Approved
0.7217 Intermediate Similarity NPD4700 Approved
0.7213 Intermediate Similarity NPD8133 Approved
0.7207 Intermediate Similarity NPD5284 Approved
0.7207 Intermediate Similarity NPD7637 Suspended
0.7207 Intermediate Similarity NPD5281 Approved
0.7193 Intermediate Similarity NPD7902 Approved
0.7177 Intermediate Similarity NPD6317 Approved
0.7143 Intermediate Similarity NPD6412 Phase 2
0.7143 Intermediate Similarity NPD8377 Approved
0.7143 Intermediate Similarity NPD8294 Approved
0.7121 Intermediate Similarity NPD7260 Phase 2
0.712 Intermediate Similarity NPD6313 Approved
0.712 Intermediate Similarity NPD6314 Approved
0.7105 Intermediate Similarity NPD4697 Phase 3
0.7094 Intermediate Similarity NPD7632 Discontinued
0.7087 Intermediate Similarity NPD8378 Approved
0.7087 Intermediate Similarity NPD8335 Approved
0.7087 Intermediate Similarity NPD8380 Approved
0.7087 Intermediate Similarity NPD8296 Approved
0.7087 Intermediate Similarity NPD8033 Approved
0.7087 Intermediate Similarity NPD8379 Approved
0.7083 Intermediate Similarity NPD4730 Approved
0.7083 Intermediate Similarity NPD6686 Approved
0.7083 Intermediate Similarity NPD4729 Approved
0.7064 Intermediate Similarity NPD3618 Phase 1
0.7064 Intermediate Similarity NPD5279 Phase 3
0.7054 Intermediate Similarity NPD6050 Approved
0.7054 Intermediate Similarity NPD5694 Approved
0.704 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD4786 Approved
0.7025 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.6991 Remote Similarity NPD4202 Approved
0.6984 Remote Similarity NPD7327 Approved
0.6984 Remote Similarity NPD7328 Approved
0.6983 Remote Similarity NPD5696 Approved
0.6983 Remote Similarity NPD4225 Approved
0.6972 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6967 Remote Similarity NPD5247 Approved
0.6967 Remote Similarity NPD5248 Approved
0.6967 Remote Similarity NPD5250 Approved
0.6967 Remote Similarity NPD5249 Phase 3
0.6967 Remote Similarity NPD5251 Approved
0.6964 Remote Similarity NPD5692 Phase 3
0.6964 Remote Similarity NPD5207 Approved
0.6953 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6953 Remote Similarity NPD6909 Approved
0.6953 Remote Similarity NPD6908 Approved
0.6947 Remote Similarity NPD8074 Phase 3
0.6942 Remote Similarity NPD5128 Approved
0.6937 Remote Similarity NPD6672 Approved
0.6937 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6937 Remote Similarity NPD5737 Approved
0.693 Remote Similarity NPD7901 Clinical (unspecified phase)
0.693 Remote Similarity NPD7900 Approved
0.6929 Remote Similarity NPD7516 Approved
0.6917 Remote Similarity NPD4767 Approved
0.6917 Remote Similarity NPD4768 Approved
0.6911 Remote Similarity NPD5215 Approved
0.6911 Remote Similarity NPD5216 Approved
0.6911 Remote Similarity NPD5217 Approved
0.6909 Remote Similarity NPD6684 Approved
0.6909 Remote Similarity NPD7146 Approved
0.6909 Remote Similarity NPD7334 Approved
0.6909 Remote Similarity NPD6409 Approved
0.6909 Remote Similarity NPD7521 Approved
0.6909 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6909 Remote Similarity NPD5330 Approved
0.6903 Remote Similarity NPD5693 Phase 1
0.6903 Remote Similarity NPD8035 Phase 2
0.6903 Remote Similarity NPD8034 Phase 2
0.6894 Remote Similarity NPD6033 Approved
0.6891 Remote Similarity NPD4754 Approved
0.6875 Remote Similarity NPD4753 Phase 2
0.687 Remote Similarity NPD5210 Approved
0.687 Remote Similarity NPD1698 Clinical (unspecified phase)
0.687 Remote Similarity NPD4629 Approved
0.687 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6852 Remote Similarity NPD3667 Approved
0.6829 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6829 Remote Similarity NPD5169 Approved
0.6829 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6829 Remote Similarity NPD5135 Approved
0.6822 Remote Similarity NPD6921 Approved
0.6818 Remote Similarity NPD1694 Approved
0.6814 Remote Similarity NPD5785 Approved
0.6803 Remote Similarity NPD5168 Approved
0.6786 Remote Similarity NPD6903 Approved
0.6774 Remote Similarity NPD5127 Approved
0.6757 Remote Similarity NPD5280 Approved
0.6757 Remote Similarity NPD5690 Phase 2
0.6757 Remote Similarity NPD4694 Approved
0.6727 Remote Similarity NPD3665 Phase 1
0.6727 Remote Similarity NPD3133 Approved
0.6727 Remote Similarity NPD3666 Approved
0.6726 Remote Similarity NPD6673 Approved
0.6726 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6726 Remote Similarity NPD6080 Approved
0.6726 Remote Similarity NPD6904 Approved
0.6694 Remote Similarity NPD6371 Approved
0.6691 Remote Similarity NPD6334 Approved
0.6691 Remote Similarity NPD6845 Suspended
0.6691 Remote Similarity NPD6333 Approved
0.669 Remote Similarity NPD7236 Approved

Structure

External Identifiers

PubChem CID   44425447
ChEMBL   CHEMBL231017
ZINC  

Physicochemical Properties

Molecular Weight:  452.26
ALogP:  1.2969
MLogP:  3.99
XLogP:  3.996
# Rotatable Bonds:  5
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  33

Download Data

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