Natural Product: NPC474938

Natural Product ID:  NPC474938
Common Name:   Rhabdastrellin C
IUPAC Name:   (3E,3aS,5aR,6S,7S,9aR,9bS)-3-[(3E,5E,7E)-9,10-dihydroxy-6,10-dimethylundeca-3,5,7-trien-2-ylidene]-7-hydroxy-6-(hydroxymethyl)-3a,6,9a-trimethyl-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-2-one
Synonyms:   Rhabdastrellin C
Molecular Formula:   C30H46O5
Standard InCHIKey:  WKAINZFICWJPQH-LRACOFGXSA-N
Standard InCHI:  InChI=1S/C30H46O5/c1-19(11-12-24(33)27(3,4)35)9-8-10-20(2)26-21(32)17-23-28(5)16-14-25(34)30(7,18-31)22(28)13-15-29(23,26)6/h8-12,22-25,31,33-35H,13-18H2,1-7H3/b10-8+,12-11+,19-9+,26-20-/t22-,23+,24?,25+,28+,29+,30-/m1/s1
Canonical SMILES:  OC[C@@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@]1([C@H]2CC(=O)/C/1=C(/C=C/C=C(/C=C/C(C(O)(C)C)O)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
NPO32624 rhabdastrella aff. distincta Species Ancorinidae Eukaryota PMID[18826276]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10 ug/ml 22642560

  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 NPC474938 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
1.0 High Similarity NPC474785
0.9667 High Similarity NPC474690
0.956 High Similarity NPC180950
0.9474 High Similarity NPC475050
0.9451 High Similarity NPC299100
0.9184 High Similarity NPC473284
0.9111 High Similarity NPC292491
0.9111 High Similarity NPC310752
0.9062 High Similarity NPC282524
0.9062 High Similarity NPC115899
0.9043 High Similarity NPC301534
0.9043 High Similarity NPC250757
0.9 High Similarity NPC141292
0.899 High Similarity NPC330011
0.899 High Similarity NPC329048
0.8958 High Similarity NPC266955
0.883 High Similarity NPC8993
0.8817 High Similarity NPC473167
0.8817 High Similarity NPC475806
0.8812 High Similarity NPC475065
0.8776 High Similarity NPC155332
0.8776 High Similarity NPC114540
0.8776 High Similarity NPC32577
0.875 High Similarity NPC161147
0.8737 High Similarity NPC473170
0.8737 High Similarity NPC88310
0.8723 High Similarity NPC109305
0.8723 High Similarity NPC474736
0.8713 High Similarity NPC318363
0.8713 High Similarity NPC475418
0.8713 High Similarity NPC473482
0.871 High Similarity NPC48010
0.8687 High Similarity NPC249187
0.8687 High Similarity NPC247957
0.8687 High Similarity NPC72151
0.8673 High Similarity NPC476897
0.866 High Similarity NPC108368
0.866 High Similarity NPC57079
0.866 High Similarity NPC103051
0.8646 High Similarity NPC471153
0.8646 High Similarity NPC249954
0.8632 High Similarity NPC473162
0.8632 High Similarity NPC472977
0.8632 High Similarity NPC472976
0.8632 High Similarity NPC473172
0.8627 High Similarity NPC214644
0.8617 High Similarity NPC155304
0.8617 High Similarity NPC473998
0.8602 High Similarity NPC473999
0.8602 High Similarity NPC309603
0.8602 High Similarity NPC229871
0.8602 High Similarity NPC469319
0.8602 High Similarity NPC32830
0.8602 High Similarity NPC31985
0.8602 High Similarity NPC1015
0.8586 High Similarity NPC320447
0.8586 High Similarity NPC473424
0.8586 High Similarity NPC477915
0.8542 High Similarity NPC271195
0.8542 High Similarity NPC259286
0.8515 High Similarity NPC257353
0.8515 High Similarity NPC149047
0.85 High Similarity NPC329345
0.85 High Similarity NPC475526
0.85 High Similarity NPC473283
0.8454 Intermediate Similarity NPC471463
0.8454 Intermediate Similarity NPC117133
0.8454 Intermediate Similarity NPC473164
0.8438 Intermediate Similarity NPC292793
0.8431 Intermediate Similarity NPC475060
0.8431 Intermediate Similarity NPC83744
0.8431 Intermediate Similarity NPC477916
0.8431 Intermediate Similarity NPC220229
0.8421 Intermediate Similarity NPC472978
0.8421 Intermediate Similarity NPC116726
0.8416 Intermediate Similarity NPC209502
0.8416 Intermediate Similarity NPC204833
0.8416 Intermediate Similarity NPC72255
0.8404 Intermediate Similarity NPC77263
0.8404 Intermediate Similarity NPC250592
0.8387 Intermediate Similarity NPC241875
0.8387 Intermediate Similarity NPC58063
0.8387 Intermediate Similarity NPC90652
0.8387 Intermediate Similarity NPC469317
0.8387 Intermediate Similarity NPC475740
0.8387 Intermediate Similarity NPC469314
0.8384 Intermediate Similarity NPC154072
0.837 Intermediate Similarity NPC470574
0.8367 Intermediate Similarity NPC110937
0.835 Intermediate Similarity NPC329417
0.835 Intermediate Similarity NPC217201
0.8333 Intermediate Similarity NPC97202
0.8333 Intermediate Similarity NPC166607
0.8333 Intermediate Similarity NPC214264
0.8333 Intermediate Similarity NPC472942
0.8333 Intermediate Similarity NPC48733
0.8333 Intermediate Similarity NPC302607
0.8333 Intermediate Similarity NPC319077
0.8333 Intermediate Similarity NPC150531
0.8333 Intermediate Similarity NPC296945
0.8333 Intermediate Similarity NPC171137
0.8333 Intermediate Similarity NPC260268
0.8333 Intermediate Similarity NPC50692
0.8333 Intermediate Similarity NPC152695
0.8333 Intermediate Similarity NPC49958
0.8333 Intermediate Similarity NPC85829
0.8333 Intermediate Similarity NPC69454
0.8333 Intermediate Similarity NPC476027
0.8333 Intermediate Similarity NPC472930
0.8333 Intermediate Similarity NPC202167
0.8333 Intermediate Similarity NPC266570
0.8317 Intermediate Similarity NPC311612
0.8316 Intermediate Similarity NPC473099
0.8298 Intermediate Similarity NPC44181
0.8298 Intermediate Similarity NPC104560
0.8298 Intermediate Similarity NPC471722
0.8298 Intermediate Similarity NPC470417
0.8283 Intermediate Similarity NPC191565
0.828 Intermediate Similarity NPC474733
0.828 Intermediate Similarity NPC31564
0.828 Intermediate Similarity NPC474778
0.828 Intermediate Similarity NPC474732
0.828 Intermediate Similarity NPC145879
0.828 Intermediate Similarity NPC473168
0.8269 Intermediate Similarity NPC170221
0.8269 Intermediate Similarity NPC10064
0.8269 Intermediate Similarity NPC11710
0.8252 Intermediate Similarity NPC185
0.8247 Intermediate Similarity NPC196227
0.8247 Intermediate Similarity NPC209662
0.8247 Intermediate Similarity NPC196485
0.8247 Intermediate Similarity NPC245972
0.8247 Intermediate Similarity NPC469406
0.8235 Intermediate Similarity NPC160843
0.8229 Intermediate Similarity NPC233116
0.8229 Intermediate Similarity NPC474018
0.8229 Intermediate Similarity NPC63748
0.8229 Intermediate Similarity NPC19114
0.8229 Intermediate Similarity NPC473986
0.8229 Intermediate Similarity NPC272746
0.8224 Intermediate Similarity NPC147912
0.8224 Intermediate Similarity NPC475163
0.8224 Intermediate Similarity NPC67259
0.8218 Intermediate Similarity NPC87351
0.8211 Intermediate Similarity NPC2983
0.8211 Intermediate Similarity NPC474245
0.8211 Intermediate Similarity NPC36668
0.8211 Intermediate Similarity NPC473100
0.8211 Intermediate Similarity NPC257485
0.8211 Intermediate Similarity NPC118011
0.8211 Intermediate Similarity NPC472973
0.8211 Intermediate Similarity NPC472983
0.82 Intermediate Similarity NPC35751
0.8191 Intermediate Similarity NPC287079
0.819 Intermediate Similarity NPC6206
0.8182 Intermediate Similarity NPC320306
0.8182 Intermediate Similarity NPC108078
0.8182 Intermediate Similarity NPC126815
0.8182 Intermediate Similarity NPC99726
0.8182 Intermediate Similarity NPC253826
0.8182 Intermediate Similarity NPC473161
0.8173 Intermediate Similarity NPC472217
0.8173 Intermediate Similarity NPC65941
0.8173 Intermediate Similarity NPC472219
0.8173 Intermediate Similarity NPC472218
0.8172 Intermediate Similarity NPC197823
0.8172 Intermediate Similarity NPC471224
0.8163 Intermediate Similarity NPC472932
0.8163 Intermediate Similarity NPC53565
0.8163 Intermediate Similarity NPC280725
0.8155 Intermediate Similarity NPC323834
0.8152 Intermediate Similarity NPC169941
0.8152 Intermediate Similarity NPC251475
0.8144 Intermediate Similarity NPC477520
0.8144 Intermediate Similarity NPC475255
0.8144 Intermediate Similarity NPC12722
0.8144 Intermediate Similarity NPC134826
0.8131 Intermediate Similarity NPC73300
0.8131 Intermediate Similarity NPC108721
0.8125 Intermediate Similarity NPC69622
0.8125 Intermediate Similarity NPC134321
0.8125 Intermediate Similarity NPC474842
0.8125 Intermediate Similarity NPC126993
0.8125 Intermediate Similarity NPC320026
0.8125 Intermediate Similarity NPC475965
0.8119 Intermediate Similarity NPC473174
0.8113 Intermediate Similarity NPC474315
0.8105 Intermediate Similarity NPC328539
0.8105 Intermediate Similarity NPC193360
0.81 Intermediate Similarity NPC235464
0.81 Intermediate Similarity NPC166745
0.81 Intermediate Similarity NPC471717
0.8085 Intermediate Similarity NPC118648
0.8085 Intermediate Similarity NPC179591
0.8085 Intermediate Similarity NPC72133
0.8085 Intermediate Similarity NPC475069
0.8085 Intermediate Similarity NPC475022
0.8085 Intermediate Similarity NPC89077
0.8085 Intermediate Similarity NPC175145
0.8085 Intermediate Similarity NPC472974

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474938 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
0.828 Intermediate Similarity NPD3618 Phase 1
0.8229 Intermediate Similarity NPD6079 Approved
0.8218 Intermediate Similarity NPD5211 Phase 2
0.8211 Intermediate Similarity NPD5328 Approved
0.8073 Intermediate Similarity NPD7115 Discovery
0.8065 Intermediate Similarity NPD4786 Approved
0.8058 Intermediate Similarity NPD5141 Approved
0.8043 Intermediate Similarity NPD3667 Approved
0.802 Intermediate Similarity NPD5286 Approved
0.802 Intermediate Similarity NPD4696 Approved
0.802 Intermediate Similarity NPD5285 Approved
0.8 Intermediate Similarity NPD4755 Approved
0.7959 Intermediate Similarity NPD4202 Approved
0.79 Intermediate Similarity NPD5222 Approved
0.79 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.79 Intermediate Similarity NPD5221 Approved
0.7872 Intermediate Similarity NPD3666 Approved
0.7872 Intermediate Similarity NPD3133 Approved
0.7872 Intermediate Similarity NPD3665 Phase 1
0.7864 Intermediate Similarity NPD4633 Approved
0.7864 Intermediate Similarity NPD5226 Approved
0.7864 Intermediate Similarity NPD5224 Approved
0.7864 Intermediate Similarity NPD5225 Approved
0.7843 Intermediate Similarity NPD4700 Approved
0.7835 Intermediate Similarity NPD4753 Phase 2
0.7822 Intermediate Similarity NPD5173 Approved
0.7788 Intermediate Similarity NPD5174 Approved
0.7788 Intermediate Similarity NPD5175 Approved
0.7767 Intermediate Similarity NPD5223 Approved
0.7723 Intermediate Similarity NPD4697 Phase 3
0.7708 Intermediate Similarity NPD5279 Phase 3
0.7685 Intermediate Similarity NPD4634 Approved
0.7677 Intermediate Similarity NPD7515 Phase 2
0.767 Intermediate Similarity NPD7640 Approved
0.767 Intermediate Similarity NPD7639 Approved
0.7664 Intermediate Similarity NPD6881 Approved
0.7664 Intermediate Similarity NPD6899 Approved
0.7642 Intermediate Similarity NPD6675 Approved
0.7642 Intermediate Similarity NPD5739 Approved
0.7642 Intermediate Similarity NPD7128 Approved
0.7642 Intermediate Similarity NPD6402 Approved
0.7624 Intermediate Similarity NPD4629 Approved
0.7624 Intermediate Similarity NPD5210 Approved
0.7582 Intermediate Similarity NPD6933 Approved
0.7573 Intermediate Similarity NPD4225 Approved
0.7573 Intermediate Similarity NPD7638 Approved
0.757 Intermediate Similarity NPD5697 Approved
0.7545 Intermediate Similarity NPD8297 Approved
0.7526 Intermediate Similarity NPD4623 Approved
0.7526 Intermediate Similarity NPD4519 Discontinued
0.7526 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7523 Intermediate Similarity NPD7102 Approved
0.7523 Intermediate Similarity NPD7290 Approved
0.7523 Intermediate Similarity NPD6883 Approved
0.75 Intermediate Similarity NPD3668 Phase 3
0.75 Intermediate Similarity NPD4730 Approved
0.75 Intermediate Similarity NPD7320 Approved
0.75 Intermediate Similarity NPD4729 Approved
0.7477 Intermediate Similarity NPD4768 Approved
0.7477 Intermediate Similarity NPD4767 Approved
0.7476 Intermediate Similarity NPD6084 Phase 2
0.7476 Intermediate Similarity NPD6083 Phase 2
0.7474 Intermediate Similarity NPD4221 Approved
0.7474 Intermediate Similarity NPD4223 Phase 3
0.7455 Intermediate Similarity NPD8130 Phase 1
0.7455 Intermediate Similarity NPD6617 Approved
0.7455 Intermediate Similarity NPD6650 Approved
0.7455 Intermediate Similarity NPD6869 Approved
0.7455 Intermediate Similarity NPD6649 Approved
0.7455 Intermediate Similarity NPD6847 Approved
0.7453 Intermediate Similarity NPD4754 Approved
0.7449 Intermediate Similarity NPD7524 Approved
0.7447 Intermediate Similarity NPD6931 Approved
0.7447 Intermediate Similarity NPD7525 Registered
0.7447 Intermediate Similarity NPD6930 Phase 2
0.7447 Intermediate Similarity NPD7514 Phase 3
0.7431 Intermediate Similarity NPD6013 Approved
0.7431 Intermediate Similarity NPD6012 Approved
0.7431 Intermediate Similarity NPD6014 Approved
0.7431 Intermediate Similarity NPD6373 Approved
0.7431 Intermediate Similarity NPD6372 Approved
0.7426 Intermediate Similarity NPD6399 Phase 3
0.7423 Intermediate Similarity NPD5329 Approved
0.7407 Intermediate Similarity NPD5701 Approved
0.7396 Intermediate Similarity NPD6695 Phase 3
0.7387 Intermediate Similarity NPD6882 Approved
0.7364 Intermediate Similarity NPD5247 Approved
0.7364 Intermediate Similarity NPD5251 Approved
0.7364 Intermediate Similarity NPD5250 Approved
0.7364 Intermediate Similarity NPD5248 Approved
0.7364 Intermediate Similarity NPD5249 Phase 3
0.7363 Intermediate Similarity NPD6924 Approved
0.7363 Intermediate Similarity NPD6926 Approved
0.7353 Intermediate Similarity NPD7748 Approved
0.7347 Intermediate Similarity NPD5280 Approved
0.7347 Intermediate Similarity NPD4694 Approved
0.734 Intermediate Similarity NPD6929 Approved
0.7339 Intermediate Similarity NPD5128 Approved
0.7339 Intermediate Similarity NPD6011 Approved
0.7327 Intermediate Similarity NPD5281 Approved
0.7327 Intermediate Similarity NPD7637 Suspended
0.7327 Intermediate Similarity NPD5284 Approved
0.7321 Intermediate Similarity NPD4632 Approved
0.732 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD4197 Approved
0.7297 Intermediate Similarity NPD5216 Approved
0.7297 Intermediate Similarity NPD5217 Approved
0.7297 Intermediate Similarity NPD5215 Approved
0.7263 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD7332 Phase 2
0.7248 Intermediate Similarity NPD6412 Phase 2
0.7245 Intermediate Similarity NPD1696 Phase 3
0.7245 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD7145 Approved
0.7234 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD4788 Approved
0.7207 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD5135 Approved
0.7207 Intermediate Similarity NPD5169 Approved
0.7188 Intermediate Similarity NPD6902 Approved
0.7182 Intermediate Similarity NPD5168 Approved
0.7172 Intermediate Similarity NPD4690 Approved
0.7172 Intermediate Similarity NPD4688 Approved
0.7172 Intermediate Similarity NPD4138 Approved
0.7172 Intermediate Similarity NPD5690 Phase 2
0.7172 Intermediate Similarity NPD6409 Approved
0.7172 Intermediate Similarity NPD6684 Approved
0.7172 Intermediate Similarity NPD5330 Approved
0.7172 Intermediate Similarity NPD7146 Approved
0.7172 Intermediate Similarity NPD4689 Approved
0.7172 Intermediate Similarity NPD5205 Approved
0.7172 Intermediate Similarity NPD7521 Approved
0.7172 Intermediate Similarity NPD7334 Approved
0.7172 Intermediate Similarity NPD4693 Phase 3
0.7143 Intermediate Similarity NPD7152 Approved
0.7143 Intermediate Similarity NPD7902 Approved
0.7143 Intermediate Similarity NPD5127 Approved
0.7143 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7150 Approved
0.7143 Intermediate Similarity NPD7151 Approved
0.7128 Intermediate Similarity NPD6925 Approved
0.7128 Intermediate Similarity NPD5776 Phase 2
0.7128 Intermediate Similarity NPD6932 Approved
0.7115 Intermediate Similarity NPD5695 Phase 3
0.71 Intermediate Similarity NPD7750 Discontinued
0.7097 Intermediate Similarity NPD8264 Approved
0.7097 Intermediate Similarity NPD7339 Approved
0.7097 Intermediate Similarity NPD6942 Approved
0.7094 Intermediate Similarity NPD6054 Approved
0.7094 Intermediate Similarity NPD6319 Approved
0.7087 Intermediate Similarity NPD5779 Approved
0.7087 Intermediate Similarity NPD5778 Approved
0.7083 Intermediate Similarity NPD4695 Discontinued
0.7075 Intermediate Similarity NPD5696 Approved
0.7071 Intermediate Similarity NPD5363 Approved
0.7071 Intermediate Similarity NPD6893 Approved
0.7059 Intermediate Similarity NPD5785 Approved
0.7053 Intermediate Similarity NPD3617 Approved
0.7037 Intermediate Similarity NPD7632 Discontinued
0.7033 Intermediate Similarity NPD7143 Approved
0.7033 Intermediate Similarity NPD7144 Approved
0.703 Intermediate Similarity NPD5737 Approved
0.703 Intermediate Similarity NPD6903 Approved
0.703 Intermediate Similarity NPD4518 Approved
0.703 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD6672 Approved
0.7021 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD7101 Approved
0.7009 Intermediate Similarity NPD7100 Approved
0.699 Remote Similarity NPD6411 Approved
0.6989 Remote Similarity NPD4058 Approved
0.6983 Remote Similarity NPD6009 Approved
0.6979 Remote Similarity NPD4195 Approved
0.6975 Remote Similarity NPD6370 Approved
0.6964 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6961 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5167 Approved
0.6952 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6949 Remote Similarity NPD6059 Approved
0.6942 Remote Similarity NPD7507 Approved
0.6939 Remote Similarity NPD4269 Approved
0.6939 Remote Similarity NPD4270 Approved
0.6931 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6923 Approved
0.6923 Remote Similarity NPD6335 Approved
0.6923 Remote Similarity NPD6922 Approved
0.6907 Remote Similarity NPD4821 Approved
0.6907 Remote Similarity NPD4822 Approved
0.6907 Remote Similarity NPD4819 Approved
0.6907 Remote Similarity NPD7509 Discontinued
0.6907 Remote Similarity NPD4820 Approved
0.6897 Remote Similarity NPD6274 Approved
0.6897 Remote Similarity NPD6868 Approved
0.6893 Remote Similarity NPD4096 Approved
0.6891 Remote Similarity NPD6015 Approved
0.6891 Remote Similarity NPD6016 Approved
0.6875 Remote Similarity NPD6686 Approved
0.6869 Remote Similarity NPD5362 Discontinued
0.686 Remote Similarity NPD7492 Approved

Structure

External Identifiers

PubChem CID   25137457
ChEMBL   CHEMBL488978
ZINC  

Physicochemical Properties

Molecular Weight:  486.33
ALogP:  1.6503
MLogP:  4.21
XLogP:  5
# Rotatable Bonds:  17
Polar Surface Area:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  35

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs