Natural Product: NPC17336

Natural Product ID:  NPC17336
Common Name:   3Beta,7Beta-11-Trihydroxy-5Alpha,6Alpha-Epoxy-9,11-Secogorgostan-9-One
IUPAC Name:   (1aS,2R,3R,4aS,7S,8aR)-2,7-dihydroxy-3-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(1S)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]cyclopentyl]-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one
Synonyms:  
Molecular Formula:   C30H50O5
Standard InCHIKey:  HLIKJFSNOAKWBO-YTVAPMNTSA-N
Standard InCHI:  InChI=1S/C30H50O5/c1-16(2)18(4)28(6)15-22(28)17(3)20-8-9-21(27(20,5)12-13-31)23-24(33)26-30(35-26)14-19(32)10-11-29(30,7)25(23)34/h16-24,26,31-33H,8-15H2,1-7H3/t17-,18+,19-,20+,21-,22+,23+,24+,26-,27+,28+,29+,30-/m0/s1
Canonical SMILES:  OCC[C@]1(C)[C@H](CC[C@H]1[C@@H]1[C@@H](O)[C@@H]2O[C@@]32[C@](C1=O)(C)CC[C@@H](C3)O)[C@@H]([C@H]1C[C@]1(C)[C@@H](C(C)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
NPO11349 Lobophytum sp. Species Alcyoniidae Eukaryota Indonesia PMID[9584407]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 = 7100 nM 17254669
NPT179 Cell Line A2780 Homo sapiens IC50 = 6300 nM 10757708

  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 NPC17336 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
0.9318 High Similarity NPC477614
0.9318 High Similarity NPC226491
0.8876 High Similarity NPC474215
0.8876 High Similarity NPC475729
0.8778 High Similarity NPC263802
0.8778 High Similarity NPC202937
0.8587 High Similarity NPC61688
0.8542 High Similarity NPC190080
0.8542 High Similarity NPC111187
0.8539 High Similarity NPC227170
0.8444 Intermediate Similarity NPC50438
0.8438 Intermediate Similarity NPC477264
0.8387 Intermediate Similarity NPC24705
0.8387 Intermediate Similarity NPC56962
0.8384 Intermediate Similarity NPC471254
0.8352 Intermediate Similarity NPC473350
0.83 Intermediate Similarity NPC34562
0.8261 Intermediate Similarity NPC80700
0.8261 Intermediate Similarity NPC472745
0.8247 Intermediate Similarity NPC116683
0.8242 Intermediate Similarity NPC475689
0.8229 Intermediate Similarity NPC477495
0.82 Intermediate Similarity NPC470172
0.8172 Intermediate Similarity NPC239938
0.8144 Intermediate Similarity NPC62407
0.8144 Intermediate Similarity NPC287354
0.8125 Intermediate Similarity NPC476189
0.8119 Intermediate Similarity NPC471253
0.8119 Intermediate Similarity NPC473406
0.8085 Intermediate Similarity NPC476435
0.8085 Intermediate Similarity NPC476379
0.8081 Intermediate Similarity NPC253995
0.8081 Intermediate Similarity NPC476294
0.8065 Intermediate Similarity NPC302111
0.8061 Intermediate Similarity NPC163685
0.8061 Intermediate Similarity NPC235109
0.8043 Intermediate Similarity NPC477434
0.8041 Intermediate Similarity NPC470423
0.8041 Intermediate Similarity NPC470424
0.8039 Intermediate Similarity NPC470167
0.8 Intermediate Similarity NPC16449
0.798 Intermediate Similarity NPC170978
0.7978 Intermediate Similarity NPC475725
0.7959 Intermediate Similarity NPC82633
0.7959 Intermediate Similarity NPC470031
0.7944 Intermediate Similarity NPC97002
0.7941 Intermediate Similarity NPC107385
0.7935 Intermediate Similarity NPC268578
0.7935 Intermediate Similarity NPC472744
0.7935 Intermediate Similarity NPC292458
0.7935 Intermediate Similarity NPC217559
0.7925 Intermediate Similarity NPC473062
0.7921 Intermediate Similarity NPC298266
0.7921 Intermediate Similarity NPC178853
0.7921 Intermediate Similarity NPC259654
0.7895 Intermediate Similarity NPC471221
0.7885 Intermediate Similarity NPC166993
0.7872 Intermediate Similarity NPC476727
0.7872 Intermediate Similarity NPC476726
0.7872 Intermediate Similarity NPC474448
0.787 Intermediate Similarity NPC470116
0.787 Intermediate Similarity NPC470115
0.785 Intermediate Similarity NPC477492
0.785 Intermediate Similarity NPC477489
0.7849 Intermediate Similarity NPC473336
0.7849 Intermediate Similarity NPC471044
0.7835 Intermediate Similarity NPC52756
0.7835 Intermediate Similarity NPC216137
0.7826 Intermediate Similarity NPC317066
0.7812 Intermediate Similarity NPC477440
0.7812 Intermediate Similarity NPC477443
0.7812 Intermediate Similarity NPC200580
0.781 Intermediate Similarity NPC273155
0.78 Intermediate Similarity NPC471241
0.7789 Intermediate Similarity NPC5943
0.7788 Intermediate Similarity NPC470587
0.7788 Intermediate Similarity NPC138908
0.7788 Intermediate Similarity NPC200957
0.7778 Intermediate Similarity NPC471769
0.7767 Intermediate Similarity NPC209298
0.7767 Intermediate Similarity NPC277074
0.7736 Intermediate Similarity NPC227879
0.7736 Intermediate Similarity NPC208333
0.7732 Intermediate Similarity NPC77756
0.7732 Intermediate Similarity NPC477442
0.7732 Intermediate Similarity NPC477433
0.7732 Intermediate Similarity NPC476296
0.7732 Intermediate Similarity NPC477444
0.7717 Intermediate Similarity NPC254123
0.7717 Intermediate Similarity NPC469745
0.77 Intermediate Similarity NPC193785
0.77 Intermediate Similarity NPC476728
0.7692 Intermediate Similarity NPC100078
0.7692 Intermediate Similarity NPC275243
0.7692 Intermediate Similarity NPC301787
0.7684 Intermediate Similarity NPC476717
0.7684 Intermediate Similarity NPC131365
0.7684 Intermediate Similarity NPC472272
0.7684 Intermediate Similarity NPC83242
0.7679 Intermediate Similarity NPC251226
0.7679 Intermediate Similarity NPC154491
0.7679 Intermediate Similarity NPC268530
0.7677 Intermediate Similarity NPC76136
0.7677 Intermediate Similarity NPC217567
0.7677 Intermediate Similarity NPC329713
0.7667 Intermediate Similarity NPC475031
0.7667 Intermediate Similarity NPC264602
0.766 Intermediate Similarity NPC319909
0.7647 Intermediate Similarity NPC94906
0.7647 Intermediate Similarity NPC41843
0.7642 Intermediate Similarity NPC218123
0.7642 Intermediate Similarity NPC112895
0.7642 Intermediate Similarity NPC231278
0.764 Intermediate Similarity NPC472952
0.764 Intermediate Similarity NPC472950
0.7634 Intermediate Similarity NPC202688
0.7634 Intermediate Similarity NPC154043
0.7634 Intermediate Similarity NPC121121
0.7634 Intermediate Similarity NPC60018
0.7629 Intermediate Similarity NPC67653
0.7629 Intermediate Similarity NPC471459
0.7624 Intermediate Similarity NPC472273
0.7619 Intermediate Similarity NPC166079
0.7619 Intermediate Similarity NPC307660
0.7619 Intermediate Similarity NPC130511
0.7619 Intermediate Similarity NPC222833
0.7615 Intermediate Similarity NPC317210
0.7611 Intermediate Similarity NPC159456
0.7611 Intermediate Similarity NPC4021
0.7609 Intermediate Similarity NPC472943
0.7609 Intermediate Similarity NPC470609
0.7609 Intermediate Similarity NPC472951
0.7596 Intermediate Similarity NPC122811
0.7593 Intermediate Similarity NPC474229
0.7582 Intermediate Similarity NPC147993
0.7579 Intermediate Similarity NPC477445
0.7579 Intermediate Similarity NPC266651
0.7579 Intermediate Similarity NPC477205
0.7576 Intermediate Similarity NPC474379
0.7573 Intermediate Similarity NPC46848
0.7565 Intermediate Similarity NPC469790
0.7556 Intermediate Similarity NPC472487
0.7556 Intermediate Similarity NPC472486
0.7553 Intermediate Similarity NPC15091
0.7553 Intermediate Similarity NPC269684
0.7553 Intermediate Similarity NPC327451
0.7551 Intermediate Similarity NPC475056
0.7551 Intermediate Similarity NPC470114
0.7551 Intermediate Similarity NPC185529
0.7551 Intermediate Similarity NPC472146
0.7549 Intermediate Similarity NPC472144
0.7549 Intermediate Similarity NPC472028
0.7547 Intermediate Similarity NPC473165
0.7527 Intermediate Similarity NPC12933
0.7526 Intermediate Similarity NPC90676
0.7525 Intermediate Similarity NPC475785
0.7524 Intermediate Similarity NPC88469
0.7523 Intermediate Similarity NPC476964
0.75 Intermediate Similarity NPC275990
0.75 Intermediate Similarity NPC474786
0.75 Intermediate Similarity NPC245029
0.75 Intermediate Similarity NPC81074
0.75 Intermediate Similarity NPC477282
0.75 Intermediate Similarity NPC137104
0.75 Intermediate Similarity NPC215968
0.75 Intermediate Similarity NPC269333
0.75 Intermediate Similarity NPC235196
0.75 Intermediate Similarity NPC85391
0.75 Intermediate Similarity NPC228593
0.75 Intermediate Similarity NPC244969
0.75 Intermediate Similarity NPC31302
0.75 Intermediate Similarity NPC309127
0.75 Intermediate Similarity NPC247877
0.75 Intermediate Similarity NPC320383
0.75 Intermediate Similarity NPC213528
0.75 Intermediate Similarity NPC155531
0.75 Intermediate Similarity NPC124544
0.7477 Intermediate Similarity NPC89860
0.7477 Intermediate Similarity NPC189663
0.7477 Intermediate Similarity NPC475490
0.7477 Intermediate Similarity NPC473410
0.7477 Intermediate Similarity NPC289702
0.7477 Intermediate Similarity NPC471094
0.7477 Intermediate Similarity NPC469984
0.7477 Intermediate Similarity NPC208461
0.7477 Intermediate Similarity NPC63841
0.7477 Intermediate Similarity NPC55973
0.7477 Intermediate Similarity NPC469826
0.7476 Intermediate Similarity NPC37047
0.7476 Intermediate Similarity NPC470388
0.7476 Intermediate Similarity NPC180733
0.7476 Intermediate Similarity NPC291785
0.7476 Intermediate Similarity NPC127408
0.7476 Intermediate Similarity NPC41971
0.7474 Intermediate Similarity NPC219535
0.7474 Intermediate Similarity NPC34984
0.7474 Intermediate Similarity NPC237938
0.7474 Intermediate Similarity NPC65133
0.7474 Intermediate Similarity NPC25037
0.7474 Intermediate Similarity NPC291310

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC17336 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
0.7745 Intermediate Similarity NPD1700 Approved
0.7477 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD3703 Phase 2
0.7204 Intermediate Similarity NPD6697 Approved
0.7204 Intermediate Similarity NPD6118 Approved
0.7204 Intermediate Similarity NPD6115 Approved
0.7204 Intermediate Similarity NPD6114 Approved
0.7196 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6116 Phase 1
0.6989 Remote Similarity NPD6117 Approved
0.6937 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6889 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6889 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6889 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6818 Remote Similarity NPD3171 Clinical (unspecified phase)
0.678 Remote Similarity NPD6319 Approved
0.678 Remote Similarity NPD6054 Approved
0.678 Remote Similarity NPD6059 Approved
0.6778 Remote Similarity NPD5360 Phase 3
0.6778 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6774 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6726 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6726 Remote Similarity NPD4634 Approved
0.6723 Remote Similarity NPD6921 Approved
0.6667 Remote Similarity NPD7115 Discovery
0.6667 Remote Similarity NPD6370 Approved
0.663 Remote Similarity NPD4244 Approved
0.663 Remote Similarity NPD4245 Approved
0.663 Remote Similarity NPD4789 Approved
0.6583 Remote Similarity NPD6015 Approved
0.6583 Remote Similarity NPD6016 Approved
0.6557 Remote Similarity NPD7492 Approved
0.6552 Remote Similarity NPD4632 Approved
0.6529 Remote Similarity NPD5988 Approved
0.6526 Remote Similarity NPD3702 Approved
0.6522 Remote Similarity NPD3698 Phase 2
0.6518 Remote Similarity NPD6675 Approved
0.6518 Remote Similarity NPD6008 Approved
0.6518 Remote Similarity NPD6402 Approved
0.6518 Remote Similarity NPD7128 Approved
0.6518 Remote Similarity NPD5739 Approved
0.6517 Remote Similarity NPD371 Approved
0.6504 Remote Similarity NPD6616 Approved
0.6491 Remote Similarity NPD6373 Approved
0.6491 Remote Similarity NPD6372 Approved
0.6491 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6481 Remote Similarity NPD4755 Approved
0.648 Remote Similarity NPD7319 Approved
0.6476 Remote Similarity NPD8034 Phase 2
0.6476 Remote Similarity NPD8035 Phase 2
0.6475 Remote Similarity NPD7604 Phase 2
0.6466 Remote Similarity NPD8297 Approved
0.646 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6452 Remote Similarity NPD8293 Discontinued
0.6452 Remote Similarity NPD7078 Approved
0.6442 Remote Similarity NPD5328 Approved
0.6404 Remote Similarity NPD6881 Approved
0.6404 Remote Similarity NPD6899 Approved
0.6404 Remote Similarity NPD7320 Approved
0.64 Remote Similarity NPD7736 Approved
0.6387 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6383 Remote Similarity NPD4758 Discontinued
0.6379 Remote Similarity NPD6649 Approved
0.6379 Remote Similarity NPD6650 Approved
0.6364 Remote Similarity NPD4696 Approved
0.6364 Remote Similarity NPD5286 Approved
0.6364 Remote Similarity NPD4700 Approved
0.6364 Remote Similarity NPD5285 Approved
0.6327 Remote Similarity NPD5364 Discontinued
0.6327 Remote Similarity NPD3671 Phase 1
0.6321 Remote Similarity NPD6079 Approved
0.6316 Remote Similarity NPD5701 Approved
0.6316 Remote Similarity NPD6412 Phase 2
0.6316 Remote Similarity NPD5697 Approved
0.6293 Remote Similarity NPD6883 Approved
0.6293 Remote Similarity NPD7290 Approved
0.6293 Remote Similarity NPD7102 Approved
0.6271 Remote Similarity NPD8133 Approved
0.627 Remote Similarity NPD6033 Approved
0.6262 Remote Similarity NPD6399 Phase 3
0.6262 Remote Similarity NPD8171 Discontinued
0.625 Remote Similarity NPD5225 Approved
0.625 Remote Similarity NPD5224 Approved
0.625 Remote Similarity NPD4633 Approved
0.625 Remote Similarity NPD5226 Approved
0.625 Remote Similarity NPD5211 Phase 2
0.625 Remote Similarity NPD6009 Approved
0.624 Remote Similarity NPD7507 Approved
0.6239 Remote Similarity NPD6847 Approved
0.6239 Remote Similarity NPD6617 Approved
0.6239 Remote Similarity NPD4697 Phase 3
0.6239 Remote Similarity NPD8130 Phase 1
0.6239 Remote Similarity NPD6869 Approved
0.6214 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6211 Remote Similarity NPD6081 Approved
0.6211 Remote Similarity NPD5777 Approved
0.621 Remote Similarity NPD8328 Phase 3
0.6207 Remote Similarity NPD6013 Approved
0.6207 Remote Similarity NPD6014 Approved
0.6207 Remote Similarity NPD6012 Approved
0.62 Remote Similarity NPD6928 Phase 2
0.6195 Remote Similarity NPD5174 Approved
0.6195 Remote Similarity NPD5175 Approved
0.6186 Remote Similarity NPD6882 Approved
0.6179 Remote Similarity NPD5983 Phase 2
0.6167 Remote Similarity NPD6940 Discontinued
0.6161 Remote Similarity NPD5223 Approved
0.6154 Remote Similarity NPD3618 Phase 1
0.614 Remote Similarity NPD4056 Clinical (unspecified phase)
0.614 Remote Similarity NPD4057 Clinical (unspecified phase)
0.614 Remote Similarity NPD5141 Approved
0.6121 Remote Similarity NPD6011 Approved
0.6117 Remote Similarity NPD4786 Approved
0.6111 Remote Similarity NPD6336 Discontinued
0.6111 Remote Similarity NPD4202 Approved
0.6105 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6102 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6095 Remote Similarity NPD7524 Approved
0.6091 Remote Similarity NPD5221 Approved
0.6091 Remote Similarity NPD5222 Approved
0.6091 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6087 Remote Similarity NPD4767 Approved
0.6087 Remote Similarity NPD4768 Approved
0.6053 Remote Similarity NPD4754 Approved
0.6036 Remote Similarity NPD5173 Approved
0.6022 Remote Similarity NPD4224 Phase 2
0.6019 Remote Similarity NPD4788 Approved
0.6 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6 Remote Similarity NPD4802 Phase 2
0.6 Remote Similarity NPD4238 Approved
0.5983 Remote Similarity NPD4729 Approved
0.5983 Remote Similarity NPD5128 Approved
0.5983 Remote Similarity NPD4730 Approved
0.5982 Remote Similarity NPD7638 Approved
0.598 Remote Similarity NPD1779 Approved
0.598 Remote Similarity NPD1780 Approved
0.5938 Remote Similarity NPD4787 Phase 1
0.5929 Remote Similarity NPD7639 Approved
0.5929 Remote Similarity NPD8418 Phase 2
0.5929 Remote Similarity NPD7640 Approved
0.5922 Remote Similarity NPD3667 Approved
0.5902 Remote Similarity NPD6274 Approved
0.5893 Remote Similarity NPD6083 Phase 2
0.5893 Remote Similarity NPD6084 Phase 2
0.5887 Remote Similarity NPD7101 Approved
0.5887 Remote Similarity NPD7516 Approved
0.5887 Remote Similarity NPD7100 Approved
0.5882 Remote Similarity NPD6371 Approved
0.5882 Remote Similarity NPD5250 Approved
0.5882 Remote Similarity NPD5249 Phase 3
0.5882 Remote Similarity NPD5248 Approved
0.5882 Remote Similarity NPD7525 Registered
0.5882 Remote Similarity NPD5247 Approved
0.5882 Remote Similarity NPD5251 Approved
0.5865 Remote Similarity NPD3669 Approved
0.5865 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5856 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5841 Remote Similarity NPD4225 Approved
0.5833 Remote Similarity NPD5215 Approved
0.5833 Remote Similarity NPD5217 Approved
0.5833 Remote Similarity NPD5216 Approved
0.5833 Remote Similarity NPD4753 Phase 2
0.5826 Remote Similarity NPD8138 Approved
0.5826 Remote Similarity NPD8083 Approved
0.5826 Remote Similarity NPD8084 Approved
0.5826 Remote Similarity NPD8139 Approved
0.5826 Remote Similarity NPD8085 Approved
0.5826 Remote Similarity NPD8086 Approved
0.5826 Remote Similarity NPD8082 Approved
0.5826 Remote Similarity NPD7632 Discontinued
0.5812 Remote Similarity NPD6920 Discontinued
0.581 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5806 Remote Similarity NPD7327 Approved
0.5806 Remote Similarity NPD6335 Approved
0.5806 Remote Similarity NPD7328 Approved
0.5794 Remote Similarity NPD6908 Approved
0.5794 Remote Similarity NPD6909 Approved
0.5776 Remote Similarity NPD8275 Approved
0.5776 Remote Similarity NPD8276 Approved
0.5752 Remote Similarity NPD7902 Approved
0.575 Remote Similarity NPD5135 Approved
0.575 Remote Similarity NPD5134 Clinical (unspecified phase)
0.575 Remote Similarity NPD5169 Approved
0.5739 Remote Similarity NPD4159 Approved
0.5739 Remote Similarity NPD5344 Discontinued
0.5727 Remote Similarity NPD7637 Suspended
0.5726 Remote Similarity NPD6317 Approved
0.5726 Remote Similarity NPD8081 Approved
0.5714 Remote Similarity NPD6686 Approved
0.5714 Remote Similarity NPD4629 Approved
0.5714 Remote Similarity NPD6695 Phase 3
0.5714 Remote Similarity NPD5210 Approved
0.5703 Remote Similarity NPD6067 Discontinued
0.5702 Remote Similarity NPD5127 Approved
0.5702 Remote Similarity NPD5696 Approved
0.568 Remote Similarity NPD6313 Approved
0.568 Remote Similarity NPD6314 Approved
0.5678 Remote Similarity NPD8393 Approved

Structure

External Identifiers

PubChem CID   10719879
ChEMBL   CHEMBL473661
ZINC  

Physicochemical Properties

Molecular Weight:  490.37
ALogP:  0.3034
MLogP:  4.21
XLogP:  6.57
# Rotatable Bonds:  17
Polar Surface Area:  90.29
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  35

Download Data

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