Natural Product: NPC476966

Natural Product ID:  NPC476966
Common Name:   Withmetelin P
IUPAC Name:   (2R)-2-[(1R)-1-[(5R,6R)-5,6-dihydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-yl]-2-hydroxyethyl]-4-methyl-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-6-one
Synonyms:   withmetelin P
Molecular Formula:   C34H50O12
Standard InCHIKey:  MIHRHFBCKBVQMG-ZDVCCAPPSA-N
Standard InCHI:  InChI=1S/C34H50O12/c1-16-11-23(45-30(42)19(16)15-44-31-29(41)28(40)27(39)24(14-36)46-31)18(13-35)21-7-6-20-17-12-26(38)34(43)9-4-5-25(37)33(34,3)22(17)8-10-32(20,21)2/h4-5,17-18,20-24,26-29,31,35-36,38-41,43H,6-15H2,1-3H3/t17?,18-,20?,21?,22?,23+,24+,26+,27+,28-,29+,31+,32?,33?,34-/m0/s1
Canonical SMILES:  OC[C@@H](C1CCC2C1(C)CCC1C2C[C@H]([C@@]2(C1(C)C(=O)C=CC2)O)O)[C@H]1CC(=C(C(=O)O1)CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)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 NPC476966 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
0.9669 High Similarity NPC231240
0.959 High Similarity NPC316915
0.9421 High Similarity NPC245094
0.9344 High Similarity NPC471407
0.9268 High Similarity NPC173347
0.9194 High Similarity NPC471855
0.9187 High Similarity NPC473593
0.9174 High Similarity NPC318135
0.9083 High Similarity NPC170084
0.9083 High Similarity NPC476204
0.9083 High Similarity NPC129434
0.9076 High Similarity NPC232258
0.9016 High Similarity NPC3381
0.9008 High Similarity NPC23786
0.9008 High Similarity NPC470265
0.8992 High Similarity NPC291564
0.8952 High Similarity NPC473620
0.8952 High Similarity NPC311534
0.8943 High Similarity NPC473635
0.8926 High Similarity NPC67569
0.8917 High Similarity NPC477071
0.8871 High Similarity NPC470516
0.8871 High Similarity NPC42399
0.8843 High Similarity NPC476127
0.8843 High Similarity NPC476150
0.8843 High Similarity NPC476961
0.8843 High Similarity NPC470312
0.8833 High Similarity NPC45475
0.8833 High Similarity NPC473617
0.8833 High Similarity NPC473828
0.8824 High Similarity NPC207637
0.881 High Similarity NPC300655
0.881 High Similarity NPC222951
0.881 High Similarity NPC311178
0.881 High Similarity NPC43589
0.879 High Similarity NPC293112
0.878 High Similarity NPC469789
0.878 High Similarity NPC11895
0.878 High Similarity NPC41129
0.877 High Similarity NPC202051
0.876 High Similarity NPC473274
0.876 High Similarity NPC473270
0.875 High Similarity NPC474483
0.874 High Similarity NPC322904
0.874 High Similarity NPC233223
0.874 High Similarity NPC475444
0.874 High Similarity NPC183816
0.874 High Similarity NPC324933
0.874 High Similarity NPC319719
0.874 High Similarity NPC196874
0.874 High Similarity NPC473679
0.874 High Similarity NPC475177
0.8739 High Similarity NPC147912
0.8739 High Similarity NPC67259
0.8739 High Similarity NPC473882
0.871 High Similarity NPC241456
0.871 High Similarity NPC32868
0.8699 High Similarity NPC28532
0.8699 High Similarity NPC269642
0.8699 High Similarity NPC170538
0.8692 High Similarity NPC596
0.8689 High Similarity NPC473130
0.8689 High Similarity NPC48692
0.8689 High Similarity NPC471406
0.8682 High Similarity NPC158350
0.8678 High Similarity NPC50774
0.8678 High Similarity NPC239293
0.8678 High Similarity NPC709
0.8672 High Similarity NPC478151
0.8667 High Similarity NPC268954
0.8667 High Similarity NPC44170
0.8661 High Similarity NPC477197
0.8651 High Similarity NPC23020
0.8651 High Similarity NPC472268
0.8651 High Similarity NPC472269
0.8651 High Similarity NPC220838
0.8651 High Similarity NPC45606
0.8651 High Similarity NPC112492
0.8651 High Similarity NPC472270
0.8644 High Similarity NPC250481
0.8644 High Similarity NPC285410
0.8644 High Similarity NPC263827
0.864 High Similarity NPC174367
0.864 High Similarity NPC47113
0.8629 High Similarity NPC204812
0.8626 High Similarity NPC75616
0.8626 High Similarity NPC290746
0.8626 High Similarity NPC79250
0.8618 High Similarity NPC473256
0.8618 High Similarity NPC470878
0.8615 High Similarity NPC62172
0.8615 High Similarity NPC471089
0.8615 High Similarity NPC141215
0.8615 High Similarity NPC289700
0.8615 High Similarity NPC190065
0.8607 High Similarity NPC475834
0.8607 High Similarity NPC474179
0.8595 High Similarity NPC140055
0.8595 High Similarity NPC167606
0.8595 High Similarity NPC470959
0.8595 High Similarity NPC286528
0.8595 High Similarity NPC476965
0.8595 High Similarity NPC20302
0.8595 High Similarity NPC477252
0.8594 High Similarity NPC478153
0.8594 High Similarity NPC478154
0.8594 High Similarity NPC155529
0.8594 High Similarity NPC478150
0.8594 High Similarity NPC478152
0.8583 High Similarity NPC477077
0.8583 High Similarity NPC220293
0.8583 High Similarity NPC477079
0.8583 High Similarity NPC231529
0.8583 High Similarity NPC477196
0.8583 High Similarity NPC470913
0.8583 High Similarity NPC477076
0.8583 High Similarity NPC475163
0.8583 High Similarity NPC74727
0.8583 High Similarity NPC110861
0.8571 High Similarity NPC287423
0.8571 High Similarity NPC240070
0.8571 High Similarity NPC470780
0.8571 High Similarity NPC474265
0.8571 High Similarity NPC117702
0.8571 High Similarity NPC477253
0.8571 High Similarity NPC329784
0.8571 High Similarity NPC146456
0.8571 High Similarity NPC469757
0.8571 High Similarity NPC210420
0.8571 High Similarity NPC298841
0.8571 High Similarity NPC471357
0.856 High Similarity NPC8374
0.856 High Similarity NPC81736
0.856 High Similarity NPC8369
0.856 High Similarity NPC470922
0.856 High Similarity NPC172154
0.8559 High Similarity NPC475317
0.8559 High Similarity NPC154856
0.8559 High Similarity NPC52241
0.855 High Similarity NPC295885
0.855 High Similarity NPC140045
0.8548 High Similarity NPC156789
0.8538 High Similarity NPC262813
0.8537 High Similarity NPC135369
0.8537 High Similarity NPC474370
0.8537 High Similarity NPC281840
0.8527 High Similarity NPC157817
0.8527 High Similarity NPC469749
0.8527 High Similarity NPC247190
0.8527 High Similarity NPC146857
0.8527 High Similarity NPC225791
0.8527 High Similarity NPC142756
0.8527 High Similarity NPC225385
0.8527 High Similarity NPC116075
0.8527 High Similarity NPC476221
0.8527 High Similarity NPC32793
0.8527 High Similarity NPC104585
0.8527 High Similarity NPC298783
0.8527 High Similarity NPC477709
0.8525 High Similarity NPC475913
0.8525 High Similarity NPC234522
0.8525 High Similarity NPC475632
0.8525 High Similarity NPC86020
0.8516 High Similarity NPC262796
0.8516 High Similarity NPC329993
0.8516 High Similarity NPC134914
0.8516 High Similarity NPC172374
0.8516 High Similarity NPC478155
0.8516 High Similarity NPC159338
0.8516 High Similarity NPC213634
0.8516 High Similarity NPC475377
0.8516 High Similarity NPC173435
0.8516 High Similarity NPC45346
0.8516 High Similarity NPC475167
0.8516 High Similarity NPC264566
0.8516 High Similarity NPC476074
0.8516 High Similarity NPC25998
0.8516 High Similarity NPC16569
0.8516 High Similarity NPC478065
0.8516 High Similarity NPC301639
0.8516 High Similarity NPC253456
0.8516 High Similarity NPC478064
0.8504 High Similarity NPC477191
0.8504 High Similarity NPC477075
0.8504 High Similarity NPC475281
0.8504 High Similarity NPC477193
0.8504 High Similarity NPC329923
0.8504 High Similarity NPC477194
0.8504 High Similarity NPC477192
0.8504 High Similarity NPC477078
0.85 High Similarity NPC264153
0.85 High Similarity NPC320118
0.85 High Similarity NPC260665
0.85 High Similarity NPC251309
0.85 High Similarity NPC269315
0.85 High Similarity NPC271138
0.8492 Intermediate Similarity NPC297950
0.848 Intermediate Similarity NPC27363
0.848 Intermediate Similarity NPC160084
0.8473 Intermediate Similarity NPC127656

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476966 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
0.8595 High Similarity NPD7115 Discovery
0.8468 Intermediate Similarity NPD7503 Approved
0.8438 Intermediate Similarity NPD7319 Approved
0.8346 Intermediate Similarity NPD7507 Approved
0.832 Intermediate Similarity NPD8033 Approved
0.824 Intermediate Similarity NPD8377 Approved
0.824 Intermediate Similarity NPD8294 Approved
0.8235 Intermediate Similarity NPD6686 Approved
0.8217 Intermediate Similarity NPD7736 Approved
0.8189 Intermediate Similarity NPD8328 Phase 3
0.8175 Intermediate Similarity NPD8380 Approved
0.8175 Intermediate Similarity NPD8296 Approved
0.8175 Intermediate Similarity NPD8379 Approved
0.8175 Intermediate Similarity NPD8378 Approved
0.8175 Intermediate Similarity NPD8513 Phase 3
0.8175 Intermediate Similarity NPD8335 Approved
0.8167 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.816 Intermediate Similarity NPD7516 Approved
0.808 Intermediate Similarity NPD7328 Approved
0.808 Intermediate Similarity NPD7327 Approved
0.8049 Intermediate Similarity NPD8133 Approved
0.8031 Intermediate Similarity NPD8516 Approved
0.8031 Intermediate Similarity NPD8517 Approved
0.8031 Intermediate Similarity NPD8515 Approved
0.8 Intermediate Similarity NPD6412 Phase 2
0.7969 Intermediate Similarity NPD6370 Approved
0.7863 Intermediate Similarity NPD8293 Discontinued
0.7857 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7846 Intermediate Similarity NPD7492 Approved
0.7812 Intermediate Similarity NPD6054 Approved
0.7812 Intermediate Similarity NPD6319 Approved
0.7786 Intermediate Similarity NPD6616 Approved
0.7727 Intermediate Similarity NPD7078 Approved
0.768 Intermediate Similarity NPD8297 Approved
0.768 Intermediate Similarity NPD6882 Approved
0.7615 Intermediate Similarity NPD6016 Approved
0.7615 Intermediate Similarity NPD6015 Approved
0.7578 Intermediate Similarity NPD6009 Approved
0.7557 Intermediate Similarity NPD5988 Approved
0.7538 Intermediate Similarity NPD6059 Approved
0.75 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.748 Intermediate Similarity NPD4632 Approved
0.746 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.746 Intermediate Similarity NPD6649 Approved
0.746 Intermediate Similarity NPD6650 Approved
0.744 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD7638 Approved
0.7417 Intermediate Similarity NPD4225 Approved
0.7381 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.736 Intermediate Similarity NPD6899 Approved
0.736 Intermediate Similarity NPD6881 Approved
0.7355 Intermediate Similarity NPD7640 Approved
0.7355 Intermediate Similarity NPD7639 Approved
0.7323 Intermediate Similarity NPD8130 Phase 1
0.7302 Intermediate Similarity NPD6373 Approved
0.7302 Intermediate Similarity NPD6372 Approved
0.728 Intermediate Similarity NPD5697 Approved
0.7244 Intermediate Similarity NPD7290 Approved
0.7244 Intermediate Similarity NPD7102 Approved
0.7244 Intermediate Similarity NPD4634 Approved
0.7244 Intermediate Similarity NPD6883 Approved
0.7206 Intermediate Similarity NPD8074 Phase 3
0.72 Intermediate Similarity NPD5739 Approved
0.72 Intermediate Similarity NPD7128 Approved
0.72 Intermediate Similarity NPD6675 Approved
0.72 Intermediate Similarity NPD6402 Approved
0.719 Intermediate Similarity NPD7902 Approved
0.7188 Intermediate Similarity NPD6617 Approved
0.7188 Intermediate Similarity NPD6847 Approved
0.7188 Intermediate Similarity NPD6869 Approved
0.7165 Intermediate Similarity NPD6013 Approved
0.7165 Intermediate Similarity NPD6014 Approved
0.7165 Intermediate Similarity NPD6012 Approved
0.7143 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6399 Phase 3
0.7111 Intermediate Similarity NPD7604 Phase 2
0.7109 Intermediate Similarity NPD6371 Approved
0.709 Intermediate Similarity NPD5983 Phase 2
0.7087 Intermediate Similarity NPD6011 Approved
0.7087 Intermediate Similarity NPD7320 Approved
0.7083 Intermediate Similarity NPD7748 Approved
0.7063 Intermediate Similarity NPD6008 Approved
0.7029 Intermediate Similarity NPD6033 Approved
0.7008 Intermediate Similarity NPD5701 Approved
0.7008 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD6336 Discontinued
0.7 Intermediate Similarity NPD6053 Discontinued
0.6992 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6985 Remote Similarity NPD6067 Discontinued
0.6963 Remote Similarity NPD6921 Approved
0.696 Remote Similarity NPD5211 Phase 2
0.6942 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6942 Remote Similarity NPD7900 Approved
0.6935 Remote Similarity NPD5286 Approved
0.6935 Remote Similarity NPD5285 Approved
0.6935 Remote Similarity NPD4696 Approved
0.6917 Remote Similarity NPD6079 Approved
0.6917 Remote Similarity NPD7515 Phase 2
0.6911 Remote Similarity NPD6083 Phase 2
0.6911 Remote Similarity NPD6084 Phase 2
0.688 Remote Similarity NPD5344 Discontinued
0.6879 Remote Similarity NPD7260 Phase 2
0.6871 Remote Similarity NPD7799 Discontinued
0.685 Remote Similarity NPD5141 Approved
0.685 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6833 Remote Similarity NPD46 Approved
0.6833 Remote Similarity NPD6698 Approved
0.6831 Remote Similarity NPD8338 Approved
0.6825 Remote Similarity NPD5225 Approved
0.6825 Remote Similarity NPD5224 Approved
0.6825 Remote Similarity NPD4633 Approved
0.6825 Remote Similarity NPD5226 Approved
0.6825 Remote Similarity NPD7632 Discontinued
0.6815 Remote Similarity NPD7101 Approved
0.6815 Remote Similarity NPD7100 Approved
0.6809 Remote Similarity NPD5956 Approved
0.68 Remote Similarity NPD7625 Phase 1
0.6794 Remote Similarity NPD6401 Clinical (unspecified phase)
0.678 Remote Similarity NPD3618 Phase 1
0.6777 Remote Similarity NPD8035 Phase 2
0.6777 Remote Similarity NPD8034 Phase 2
0.6774 Remote Similarity NPD4755 Approved
0.6772 Remote Similarity NPD5174 Approved
0.6772 Remote Similarity NPD5175 Approved
0.675 Remote Similarity NPD5328 Approved
0.6746 Remote Similarity NPD5223 Approved
0.6741 Remote Similarity NPD6335 Approved
0.6721 Remote Similarity NPD4202 Approved
0.672 Remote Similarity NPD5696 Approved
0.6716 Remote Similarity NPD6274 Approved
0.6694 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6694 Remote Similarity NPD5222 Approved
0.6694 Remote Similarity NPD5221 Approved
0.6694 Remote Similarity NPD5785 Approved
0.6692 Remote Similarity NPD4730 Approved
0.6692 Remote Similarity NPD4729 Approved
0.6667 Remote Similarity NPD8336 Approved
0.6667 Remote Similarity NPD8337 Approved
0.6667 Remote Similarity NPD4700 Approved
0.6667 Remote Similarity NPD6317 Approved
0.664 Remote Similarity NPD5173 Approved
0.6639 Remote Similarity NPD7637 Suspended
0.6639 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6619 Remote Similarity NPD7829 Approved
0.6619 Remote Similarity NPD7642 Approved
0.6619 Remote Similarity NPD7830 Approved
0.6618 Remote Similarity NPD6314 Approved
0.6618 Remote Similarity NPD6313 Approved
0.6613 Remote Similarity NPD4629 Approved
0.6613 Remote Similarity NPD5210 Approved
0.6613 Remote Similarity NPD5695 Phase 3
0.6613 Remote Similarity NPD6356 Clinical (unspecified phase)
0.661 Remote Similarity NPD4786 Approved
0.6594 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6593 Remote Similarity NPD6868 Approved
0.6591 Remote Similarity NPD5251 Approved
0.6591 Remote Similarity NPD5248 Approved
0.6591 Remote Similarity NPD5247 Approved
0.6591 Remote Similarity NPD5249 Phase 3
0.6591 Remote Similarity NPD5250 Approved
0.6583 Remote Similarity NPD3573 Approved
0.656 Remote Similarity NPD4697 Phase 3
0.6557 Remote Similarity NPD7838 Discovery
0.6555 Remote Similarity NPD1694 Approved
0.6538 Remote Similarity NPD4767 Approved
0.6538 Remote Similarity NPD4768 Approved
0.6535 Remote Similarity NPD6648 Approved
0.6531 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6529 Remote Similarity NPD5737 Approved
0.6529 Remote Similarity NPD6672 Approved
0.6529 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6525 Remote Similarity NPD8451 Approved
0.6504 Remote Similarity NPD5284 Approved
0.6504 Remote Similarity NPD5281 Approved
0.6504 Remote Similarity NPD5693 Phase 1
0.6504 Remote Similarity NPD6411 Approved
0.6504 Remote Similarity NPD7983 Approved
0.65 Remote Similarity NPD7334 Approved
0.65 Remote Similarity NPD7521 Approved
0.65 Remote Similarity NPD6409 Approved
0.65 Remote Similarity NPD6684 Approved
0.65 Remote Similarity NPD5330 Approved
0.65 Remote Similarity NPD7146 Approved
0.6483 Remote Similarity NPD6845 Suspended
0.648 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6479 Remote Similarity NPD8448 Approved
0.6475 Remote Similarity NPD6909 Approved
0.6475 Remote Similarity NPD4753 Phase 2
0.6475 Remote Similarity NPD6908 Approved
0.6458 Remote Similarity NPD8390 Approved
0.6458 Remote Similarity NPD8391 Approved
0.6458 Remote Similarity NPD8392 Approved
0.6452 Remote Similarity NPD5779 Approved
0.6452 Remote Similarity NPD5778 Approved
0.6449 Remote Similarity NPD4522 Approved
0.6441 Remote Similarity NPD3667 Approved
0.6439 Remote Similarity NPD5128 Approved
0.6429 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6418 Remote Similarity NPD5216 Approved
0.6418 Remote Similarity NPD5215 Approved

Structure

External Identifiers

PubChem CID   44425450
ChEMBL   CHEMBL231417
ZINC  

Physicochemical Properties

Molecular Weight:  650.33
ALogP:  -2.1869
MLogP:  3.88
XLogP:  1.493
# Rotatable Bonds:  17
Polar Surface Area:  203.44
# H-Bond Aceptor:  12
# H-Bond Donor:  7
# Rings:  6
# Heavy Atoms:  46

Download Data

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