Natural Product: NPC180950

Natural Product ID:  NPC180950
Common Name:   Rhabdastrellin D
IUPAC Name:   (3Z,3aS,5aR,6S,7S,9aR,9bS)-7-hydroxy-3-[(4E,6E,8E)-10-hydroxy-6,10-dimethyl-3-oxoundeca-4,6,8-trien-2-ylidene]-6-(hydroxymethyl)-3a,6,9a-trimethyl-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-2-one
Synonyms:   Rhabdastrellin D
Molecular Formula:   C30H44O5
Standard InCHIKey:  PLALDLPGLFATBK-MWLRWVFUSA-N
Standard InCHI:  InChI=1S/C30H44O5/c1-19(9-8-14-27(3,4)35)10-11-21(32)20(2)26-22(33)17-24-28(5)16-13-25(34)30(7,18-31)23(28)12-15-29(24,26)6/h8-11,14,23-25,31,34-35H,12-13,15-18H2,1-7H3/b11-10+,14-8+,19-9+,26-20+/t23-,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(=O)/C=C/C(=C/C=C/C(O)(C)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
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 NPC180950 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
0.9886 High Similarity NPC299100
0.9663 High Similarity NPC474690
0.956 High Similarity NPC474938
0.956 High Similarity NPC474785
0.9462 High Similarity NPC282524
0.9451 High Similarity NPC301534
0.9451 High Similarity NPC250757
0.9318 High Similarity NPC292491
0.9318 High Similarity NPC310752
0.9205 High Similarity NPC141292
0.9062 High Similarity NPC475050
0.9062 High Similarity NPC72151
0.9053 High Similarity NPC115899
0.9043 High Similarity NPC108368
0.9043 High Similarity NPC103051
0.9043 High Similarity NPC57079
0.9022 High Similarity NPC8993
0.9011 High Similarity NPC475806
0.8958 High Similarity NPC320447
0.8947 High Similarity NPC266955
0.8925 High Similarity NPC88310
0.883 High Similarity NPC249954
0.883 High Similarity NPC471153
0.8804 High Similarity NPC472978
0.8804 High Similarity NPC473998
0.8791 High Similarity NPC473999
0.8791 High Similarity NPC309603
0.8788 High Similarity NPC473284
0.8763 High Similarity NPC155332
0.8763 High Similarity NPC114540
0.8763 High Similarity NPC32577
0.8723 High Similarity NPC271195
0.8723 High Similarity NPC259286
0.8696 High Similarity NPC48010
0.8687 High Similarity NPC266570
0.8681 High Similarity NPC104560
0.8673 High Similarity NPC475526
0.8673 High Similarity NPC329345
0.8673 High Similarity NPC249187
0.8673 High Similarity NPC473283
0.8673 High Similarity NPC247957
0.8602 High Similarity NPC473986
0.8602 High Similarity NPC272746
0.8602 High Similarity NPC474018
0.86 High Similarity NPC329048
0.86 High Similarity NPC330011
0.8587 High Similarity NPC472973
0.8587 High Similarity NPC1015
0.8587 High Similarity NPC31985
0.8587 High Similarity NPC472983
0.8557 High Similarity NPC35751
0.8557 High Similarity NPC154072
0.8556 High Similarity NPC470574
0.8542 High Similarity NPC253826
0.8511 High Similarity NPC109305
0.8511 High Similarity NPC472930
0.8511 High Similarity NPC474736
0.8511 High Similarity NPC69454
0.85 High Similarity NPC257353
0.8495 Intermediate Similarity NPC475965
0.8495 Intermediate Similarity NPC474842
0.8495 Intermediate Similarity NPC126993
0.8485 Intermediate Similarity NPC311612
0.8454 Intermediate Similarity NPC191565
0.8431 Intermediate Similarity NPC475065
0.8431 Intermediate Similarity NPC214644
0.8421 Intermediate Similarity NPC473172
0.8421 Intermediate Similarity NPC292793
0.8421 Intermediate Similarity NPC209662
0.8421 Intermediate Similarity NPC472976
0.8421 Intermediate Similarity NPC472977
0.8421 Intermediate Similarity NPC469406
0.8416 Intermediate Similarity NPC185
0.8404 Intermediate Similarity NPC473167
0.8404 Intermediate Similarity NPC63748
0.8404 Intermediate Similarity NPC233116
0.84 Intermediate Similarity NPC72255
0.8387 Intermediate Similarity NPC2983
0.8384 Intermediate Similarity NPC473424
0.8384 Intermediate Similarity NPC477915
0.8384 Intermediate Similarity NPC87351
0.837 Intermediate Similarity NPC475740
0.837 Intermediate Similarity NPC58063
0.837 Intermediate Similarity NPC287079
0.8367 Intermediate Similarity NPC144956
0.8367 Intermediate Similarity NPC470074
0.8352 Intermediate Similarity NPC471224
0.8351 Intermediate Similarity NPC161147
0.8351 Intermediate Similarity NPC110937
0.8351 Intermediate Similarity NPC99726
0.8351 Intermediate Similarity NPC2049
0.8351 Intermediate Similarity NPC108078
0.8333 Intermediate Similarity NPC318363
0.8333 Intermediate Similarity NPC473482
0.8333 Intermediate Similarity NPC473170
0.8333 Intermediate Similarity NPC280725
0.8333 Intermediate Similarity NPC476174
0.8333 Intermediate Similarity NPC476245
0.8333 Intermediate Similarity NPC475418
0.8317 Intermediate Similarity NPC189863
0.8316 Intermediate Similarity NPC475255
0.8316 Intermediate Similarity NPC472942
0.8316 Intermediate Similarity NPC214697
0.8316 Intermediate Similarity NPC134826
0.8316 Intermediate Similarity NPC477520
0.83 Intermediate Similarity NPC112009
0.8298 Intermediate Similarity NPC134321
0.8298 Intermediate Similarity NPC85173
0.8298 Intermediate Similarity NPC320026
0.8298 Intermediate Similarity NPC191684
0.8283 Intermediate Similarity NPC224720
0.8283 Intermediate Similarity NPC476240
0.8283 Intermediate Similarity NPC118174
0.8283 Intermediate Similarity NPC476223
0.8283 Intermediate Similarity NPC476897
0.828 Intermediate Similarity NPC193360
0.828 Intermediate Similarity NPC471722
0.828 Intermediate Similarity NPC328539
0.8269 Intermediate Similarity NPC474315
0.8265 Intermediate Similarity NPC235464
0.8265 Intermediate Similarity NPC166745
0.8261 Intermediate Similarity NPC474733
0.8261 Intermediate Similarity NPC474778
0.8261 Intermediate Similarity NPC194417
0.8261 Intermediate Similarity NPC472985
0.8261 Intermediate Similarity NPC472974
0.8261 Intermediate Similarity NPC472986
0.8261 Intermediate Similarity NPC31564
0.8261 Intermediate Similarity NPC145879
0.8261 Intermediate Similarity NPC474732
0.8261 Intermediate Similarity NPC72133
0.8247 Intermediate Similarity NPC472941
0.8247 Intermediate Similarity NPC117133
0.8247 Intermediate Similarity NPC473164
0.8247 Intermediate Similarity NPC106425
0.8247 Intermediate Similarity NPC151725
0.8247 Intermediate Similarity NPC456
0.8247 Intermediate Similarity NPC471463
0.8247 Intermediate Similarity NPC122324
0.8242 Intermediate Similarity NPC476412
0.8242 Intermediate Similarity NPC214043
0.8242 Intermediate Similarity NPC85774
0.8235 Intermediate Similarity NPC83744
0.8235 Intermediate Similarity NPC477916
0.8229 Intermediate Similarity NPC473162
0.8229 Intermediate Similarity NPC245972
0.8229 Intermediate Similarity NPC196485
0.8229 Intermediate Similarity NPC473435
0.8229 Intermediate Similarity NPC473431
0.8229 Intermediate Similarity NPC473280
0.8229 Intermediate Similarity NPC471078
0.8229 Intermediate Similarity NPC111015
0.8229 Intermediate Similarity NPC103527
0.8218 Intermediate Similarity NPC204833
0.8218 Intermediate Similarity NPC209502
0.8211 Intermediate Similarity NPC204341
0.8211 Intermediate Similarity NPC155304
0.8211 Intermediate Similarity NPC185936
0.8211 Intermediate Similarity NPC168027
0.8211 Intermediate Similarity NPC212948
0.8211 Intermediate Similarity NPC472975
0.82 Intermediate Similarity NPC293753
0.8191 Intermediate Similarity NPC472970
0.8191 Intermediate Similarity NPC86319
0.8191 Intermediate Similarity NPC474704
0.8191 Intermediate Similarity NPC36668
0.8191 Intermediate Similarity NPC118011
0.8191 Intermediate Similarity NPC32830
0.8191 Intermediate Similarity NPC123912
0.8191 Intermediate Similarity NPC262858
0.8191 Intermediate Similarity NPC469319
0.8191 Intermediate Similarity NPC472240
0.8191 Intermediate Similarity NPC229871
0.8191 Intermediate Similarity NPC275740
0.8191 Intermediate Similarity NPC257485
0.8191 Intermediate Similarity NPC472971
0.8191 Intermediate Similarity NPC214387
0.8191 Intermediate Similarity NPC262043
0.8191 Intermediate Similarity NPC475921
0.8191 Intermediate Similarity NPC474245
0.8191 Intermediate Similarity NPC119416
0.819 Intermediate Similarity NPC475970
0.8182 Intermediate Similarity NPC476274
0.8172 Intermediate Similarity NPC90652
0.8172 Intermediate Similarity NPC93778
0.8172 Intermediate Similarity NPC136548
0.8163 Intermediate Similarity NPC18509
0.8163 Intermediate Similarity NPC126815
0.8163 Intermediate Similarity NPC156546
0.8163 Intermediate Similarity NPC320306
0.8155 Intermediate Similarity NPC329417
0.8152 Intermediate Similarity NPC197823
0.8152 Intermediate Similarity NPC476426
0.8152 Intermediate Similarity NPC109528
0.8152 Intermediate Similarity NPC474083
0.8144 Intermediate Similarity NPC472932
0.8144 Intermediate Similarity NPC139459
0.8137 Intermediate Similarity NPC260268
0.8137 Intermediate Similarity NPC214264
0.8137 Intermediate Similarity NPC50692

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC180950 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
0.8602 High Similarity NPD6079 Approved
0.8571 High Similarity NPD5211 Phase 2
0.8462 Intermediate Similarity NPD3618 Phase 1
0.84 Intermediate Similarity NPD5141 Approved
0.8387 Intermediate Similarity NPD5328 Approved
0.8367 Intermediate Similarity NPD4696 Approved
0.8367 Intermediate Similarity NPD5286 Approved
0.8367 Intermediate Similarity NPD5285 Approved
0.8247 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.8247 Intermediate Similarity NPD5221 Approved
0.8247 Intermediate Similarity NPD5222 Approved
0.82 Intermediate Similarity NPD5225 Approved
0.82 Intermediate Similarity NPD5224 Approved
0.82 Intermediate Similarity NPD4633 Approved
0.82 Intermediate Similarity NPD5226 Approved
0.8163 Intermediate Similarity NPD5173 Approved
0.8163 Intermediate Similarity NPD4755 Approved
0.8125 Intermediate Similarity NPD4202 Approved
0.8119 Intermediate Similarity NPD5175 Approved
0.8119 Intermediate Similarity NPD5174 Approved
0.81 Intermediate Similarity NPD5223 Approved
0.8043 Intermediate Similarity NPD3133 Approved
0.8043 Intermediate Similarity NPD3666 Approved
0.8043 Intermediate Similarity NPD4786 Approved
0.8043 Intermediate Similarity NPD3665 Phase 1
0.8022 Intermediate Similarity NPD3667 Approved
0.8 Intermediate Similarity NPD4753 Phase 2
0.8 Intermediate Similarity NPD4700 Approved
0.7981 Intermediate Similarity NPD6881 Approved
0.7981 Intermediate Similarity NPD6899 Approved
0.7959 Intermediate Similarity NPD5210 Approved
0.7959 Intermediate Similarity NPD4629 Approved
0.789 Intermediate Similarity NPD7115 Discovery
0.7885 Intermediate Similarity NPD5697 Approved
0.7879 Intermediate Similarity NPD4697 Phase 3
0.7872 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7872 Intermediate Similarity NPD5279 Phase 3
0.7835 Intermediate Similarity NPD7515 Phase 2
0.783 Intermediate Similarity NPD7102 Approved
0.783 Intermediate Similarity NPD7290 Approved
0.783 Intermediate Similarity NPD6883 Approved
0.7822 Intermediate Similarity NPD7640 Approved
0.7822 Intermediate Similarity NPD7639 Approved
0.781 Intermediate Similarity NPD4730 Approved
0.781 Intermediate Similarity NPD4729 Approved
0.7788 Intermediate Similarity NPD7128 Approved
0.7788 Intermediate Similarity NPD5739 Approved
0.7788 Intermediate Similarity NPD6675 Approved
0.7788 Intermediate Similarity NPD6402 Approved
0.7757 Intermediate Similarity NPD6869 Approved
0.7757 Intermediate Similarity NPD6617 Approved
0.7757 Intermediate Similarity NPD6847 Approved
0.7757 Intermediate Similarity NPD6649 Approved
0.7757 Intermediate Similarity NPD6650 Approved
0.7757 Intermediate Similarity NPD8130 Phase 1
0.7736 Intermediate Similarity NPD6012 Approved
0.7736 Intermediate Similarity NPD6014 Approved
0.7736 Intermediate Similarity NPD6013 Approved
0.7723 Intermediate Similarity NPD7638 Approved
0.7685 Intermediate Similarity NPD6882 Approved
0.7685 Intermediate Similarity NPD8297 Approved
0.7684 Intermediate Similarity NPD4623 Approved
0.7684 Intermediate Similarity NPD4519 Discontinued
0.7664 Intermediate Similarity NPD5247 Approved
0.7664 Intermediate Similarity NPD5251 Approved
0.7664 Intermediate Similarity NPD5248 Approved
0.7664 Intermediate Similarity NPD4634 Approved
0.7664 Intermediate Similarity NPD5250 Approved
0.7664 Intermediate Similarity NPD5249 Phase 3
0.7642 Intermediate Similarity NPD5128 Approved
0.7642 Intermediate Similarity NPD7320 Approved
0.7642 Intermediate Similarity NPD6011 Approved
0.7634 Intermediate Similarity NPD4223 Phase 3
0.7634 Intermediate Similarity NPD4221 Approved
0.7624 Intermediate Similarity NPD6084 Phase 2
0.7624 Intermediate Similarity NPD6083 Phase 2
0.7619 Intermediate Similarity NPD4767 Approved
0.7619 Intermediate Similarity NPD4768 Approved
0.7609 Intermediate Similarity NPD7525 Registered
0.7596 Intermediate Similarity NPD4754 Approved
0.7593 Intermediate Similarity NPD5215 Approved
0.7593 Intermediate Similarity NPD5216 Approved
0.7593 Intermediate Similarity NPD5217 Approved
0.7579 Intermediate Similarity NPD5329 Approved
0.757 Intermediate Similarity NPD6372 Approved
0.757 Intermediate Similarity NPD6373 Approved
0.7553 Intermediate Similarity NPD4788 Approved
0.7547 Intermediate Similarity NPD5701 Approved
0.75 Intermediate Similarity NPD7748 Approved
0.75 Intermediate Similarity NPD5690 Phase 2
0.75 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5169 Approved
0.75 Intermediate Similarity NPD4694 Approved
0.75 Intermediate Similarity NPD5280 Approved
0.75 Intermediate Similarity NPD5135 Approved
0.7477 Intermediate Similarity NPD5168 Approved
0.7475 Intermediate Similarity NPD5281 Approved
0.7475 Intermediate Similarity NPD5284 Approved
0.7474 Intermediate Similarity NPD3668 Phase 3
0.7474 Intermediate Similarity NPD4197 Approved
0.7431 Intermediate Similarity NPD5127 Approved
0.7419 Intermediate Similarity NPD6930 Phase 2
0.7419 Intermediate Similarity NPD6931 Approved
0.7419 Intermediate Similarity NPD7514 Phase 3
0.74 Intermediate Similarity NPD6399 Phase 3
0.7396 Intermediate Similarity NPD1696 Phase 3
0.7396 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD4225 Approved
0.7368 Intermediate Similarity NPD6695 Phase 3
0.7333 Intermediate Similarity NPD4058 Approved
0.7333 Intermediate Similarity NPD6924 Approved
0.7333 Intermediate Similarity NPD6926 Approved
0.732 Intermediate Similarity NPD6409 Approved
0.732 Intermediate Similarity NPD6684 Approved
0.732 Intermediate Similarity NPD4693 Phase 3
0.732 Intermediate Similarity NPD7521 Approved
0.732 Intermediate Similarity NPD5330 Approved
0.732 Intermediate Similarity NPD7334 Approved
0.732 Intermediate Similarity NPD7146 Approved
0.732 Intermediate Similarity NPD4138 Approved
0.732 Intermediate Similarity NPD4689 Approved
0.732 Intermediate Similarity NPD4690 Approved
0.732 Intermediate Similarity NPD5205 Approved
0.732 Intermediate Similarity NPD4688 Approved
0.7312 Intermediate Similarity NPD4195 Approved
0.7312 Intermediate Similarity NPD6929 Approved
0.73 Intermediate Similarity NPD7637 Suspended
0.7297 Intermediate Similarity NPD4632 Approved
0.7292 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD7902 Approved
0.7281 Intermediate Similarity NPD7101 Approved
0.7281 Intermediate Similarity NPD7100 Approved
0.7273 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD5695 Phase 3
0.7234 Intermediate Similarity NPD4695 Discontinued
0.7234 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD7332 Phase 2
0.7232 Intermediate Similarity NPD5167 Approved
0.7217 Intermediate Similarity NPD6054 Approved
0.7216 Intermediate Similarity NPD5363 Approved
0.7212 Intermediate Similarity NPD5696 Approved
0.7204 Intermediate Similarity NPD3617 Approved
0.7204 Intermediate Similarity NPD7145 Approved
0.7204 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD5785 Approved
0.7193 Intermediate Similarity NPD6335 Approved
0.7174 Intermediate Similarity NPD6933 Approved
0.7172 Intermediate Similarity NPD5737 Approved
0.7172 Intermediate Similarity NPD6903 Approved
0.7172 Intermediate Similarity NPD6672 Approved
0.7172 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD7632 Discontinued
0.7168 Intermediate Similarity NPD6868 Approved
0.7168 Intermediate Similarity NPD6274 Approved
0.7158 Intermediate Similarity NPD6902 Approved
0.7111 Intermediate Similarity NPD7150 Approved
0.7111 Intermediate Similarity NPD7152 Approved
0.7111 Intermediate Similarity NPD7151 Approved
0.7105 Intermediate Similarity NPD6009 Approved
0.7105 Intermediate Similarity NPD6317 Approved
0.7097 Intermediate Similarity NPD6925 Approved
0.7097 Intermediate Similarity NPD5776 Phase 2
0.7097 Intermediate Similarity NPD6932 Approved
0.7094 Intermediate Similarity NPD6370 Approved
0.7087 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD7750 Discontinued
0.7071 Intermediate Similarity NPD7524 Approved
0.7071 Intermediate Similarity NPD3573 Approved
0.7069 Intermediate Similarity NPD6319 Approved
0.7065 Intermediate Similarity NPD6942 Approved
0.7065 Intermediate Similarity NPD7339 Approved
0.7065 Intermediate Similarity NPD8264 Approved
0.7064 Intermediate Similarity NPD6412 Phase 2
0.7059 Intermediate Similarity NPD5779 Approved
0.7059 Intermediate Similarity NPD5778 Approved
0.7048 Intermediate Similarity NPD5290 Discontinued
0.7043 Intermediate Similarity NPD6313 Approved
0.7043 Intermediate Similarity NPD6314 Approved
0.7041 Intermediate Similarity NPD1694 Approved
0.7041 Intermediate Similarity NPD6893 Approved
0.703 Intermediate Similarity NPD4096 Approved
0.7009 Intermediate Similarity NPD6016 Approved
0.7009 Intermediate Similarity NPD6015 Approved
0.7 Intermediate Similarity NPD7144 Approved
0.7 Intermediate Similarity NPD4691 Approved
0.7 Intermediate Similarity NPD4518 Approved
0.7 Intermediate Similarity NPD7143 Approved
0.699 Remote Similarity NPD7901 Clinical (unspecified phase)
0.699 Remote Similarity NPD7900 Approved
0.6989 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6981 Remote Similarity NPD6404 Discontinued
0.6975 Remote Similarity NPD7492 Approved
0.6961 Remote Similarity NPD8034 Phase 2
0.6961 Remote Similarity NPD5694 Approved
0.6961 Remote Similarity NPD6411 Approved
0.6961 Remote Similarity NPD6050 Approved
0.6961 Remote Similarity NPD8035 Phase 2
0.6957 Remote Similarity NPD4687 Approved

Structure

External Identifiers

PubChem CID   25137304
ChEMBL   CHEMBL488979
ZINC  

Physicochemical Properties

Molecular Weight:  484.32
ALogP:  1.7905
MLogP:  4.21
XLogP:  4.346
# Rotatable Bonds:  16
Polar Surface Area:  94.83
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  35

Download Data

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