Natural Product: NPC474419

Natural Product ID:  NPC474419
Common Name:   Nanolobatin C
IUPAC Name:  
Synonyms:   Nanolobatin C
Molecular Formula:   C21H32O4
Standard InCHIKey:  XGYBYMODODSAGE-QNOZUNMKSA-N
Standard InCHI:  InChI=1S/C21H32O4/c1-13-6-9-19-21(5,25-19)11-10-17-16(13)12-20(17,4)18(23)8-7-14(2)24-15(3)22/h14,16-17,19H,1,6-12H2,2-5H3/t14?,16-,17-,19-,20-,21-/m0/s1
Canonical SMILES:  CC(OC(=O)C)CCC(=O)[C@@]1(C)C[C@@H]2[C@@H]1CC[C@]1(C)O[C@H]1CCC2=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
NPO22870 Sinularia nanolobata Species Alcyoniidae Eukaryota PMID[15104488]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified ED50 > 20 ug/ml 16872140
NPT2356 Cell Line NCI-H661 Homo sapiens ED50 = 19 ug/ml 16872140
NPT91 Cell Line KB Homo sapiens ED50 = 19.5 ug/ml 16872140
NPT579 Cell Line DLD-1 Homo sapiens ED50 > 20 ug/ml 16872140
NPT2 Others Unspecified ED50 = 15.9 ug/ml 17887720

  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 NPC474419 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
0.875 High Similarity NPC40327
0.8133 Intermediate Similarity NPC470237
0.8052 Intermediate Similarity NPC474527
0.8052 Intermediate Similarity NPC471726
0.7922 Intermediate Similarity NPC475861
0.7805 Intermediate Similarity NPC108045
0.7805 Intermediate Similarity NPC475622
0.7746 Intermediate Similarity NPC253204
0.7703 Intermediate Similarity NPC469868
0.7683 Intermediate Similarity NPC145963
0.7681 Intermediate Similarity NPC65786
0.7681 Intermediate Similarity NPC7491
0.7681 Intermediate Similarity NPC101285
0.7681 Intermediate Similarity NPC27853
0.7681 Intermediate Similarity NPC13789
0.7662 Intermediate Similarity NPC92909
0.7662 Intermediate Similarity NPC107783
0.7654 Intermediate Similarity NPC304795
0.7632 Intermediate Similarity NPC475310
0.7595 Intermediate Similarity NPC226242
0.7595 Intermediate Similarity NPC476985
0.7595 Intermediate Similarity NPC474316
0.7595 Intermediate Similarity NPC475744
0.759 Intermediate Similarity NPC475842
0.759 Intermediate Similarity NPC475989
0.7564 Intermediate Similarity NPC469691
0.7564 Intermediate Similarity NPC167049
0.7529 Intermediate Similarity NPC474045
0.7529 Intermediate Similarity NPC261253
0.7529 Intermediate Similarity NPC469676
0.75 Intermediate Similarity NPC476264
0.75 Intermediate Similarity NPC476325
0.75 Intermediate Similarity NPC469867
0.747 Intermediate Similarity NPC475936
0.7468 Intermediate Similarity NPC324762
0.7468 Intermediate Similarity NPC469678
0.7468 Intermediate Similarity NPC469669
0.7468 Intermediate Similarity NPC475771
0.7439 Intermediate Similarity NPC170038
0.7381 Intermediate Similarity NPC53867
0.7361 Intermediate Similarity NPC40206
0.7317 Intermediate Similarity NPC469620
0.7317 Intermediate Similarity NPC118987
0.7317 Intermediate Similarity NPC276647
0.7317 Intermediate Similarity NPC622
0.7284 Intermediate Similarity NPC122847
0.7273 Intermediate Similarity NPC477448
0.7273 Intermediate Similarity NPC477449
0.7273 Intermediate Similarity NPC296522
0.7273 Intermediate Similarity NPC144511
0.7273 Intermediate Similarity NPC5714
0.7262 Intermediate Similarity NPC471159
0.7262 Intermediate Similarity NPC123880
0.7241 Intermediate Similarity NPC474765
0.7229 Intermediate Similarity NPC476265
0.7229 Intermediate Similarity NPC274522
0.7195 Intermediate Similarity NPC474341
0.7195 Intermediate Similarity NPC476986
0.7195 Intermediate Similarity NPC470905
0.7179 Intermediate Similarity NPC472955
0.7176 Intermediate Similarity NPC54468
0.716 Intermediate Similarity NPC92489
0.716 Intermediate Similarity NPC476601
0.7143 Intermediate Similarity NPC478262
0.7143 Intermediate Similarity NPC286229
0.7143 Intermediate Similarity NPC327002
0.7143 Intermediate Similarity NPC141810
0.7143 Intermediate Similarity NPC476988
0.7126 Intermediate Similarity NPC471042
0.7108 Intermediate Similarity NPC471740
0.7108 Intermediate Similarity NPC471475
0.7108 Intermediate Similarity NPC617
0.7108 Intermediate Similarity NPC308545
0.7108 Intermediate Similarity NPC82488
0.7108 Intermediate Similarity NPC469690
0.7093 Intermediate Similarity NPC470011
0.7093 Intermediate Similarity NPC219011
0.7093 Intermediate Similarity NPC100391
0.7079 Intermediate Similarity NPC471342
0.7079 Intermediate Similarity NPC469866
0.7059 Intermediate Similarity NPC476984
0.7059 Intermediate Similarity NPC475395
0.7037 Intermediate Similarity NPC244166
0.7037 Intermediate Similarity NPC471491
0.7024 Intermediate Similarity NPC103634
0.7024 Intermediate Similarity NPC6823
0.7024 Intermediate Similarity NPC290508
0.7024 Intermediate Similarity NPC73052
0.7024 Intermediate Similarity NPC293418
0.7013 Intermediate Similarity NPC161612
0.7013 Intermediate Similarity NPC33583
0.7 Intermediate Similarity NPC329763
0.6989 Remote Similarity NPC477354
0.6988 Remote Similarity NPC321514
0.6988 Remote Similarity NPC474056
0.6988 Remote Similarity NPC35574
0.6988 Remote Similarity NPC128276
0.6988 Remote Similarity NPC474005
0.6977 Remote Similarity NPC471037
0.6977 Remote Similarity NPC222358
0.6977 Remote Similarity NPC194637
0.6977 Remote Similarity NPC474472
0.6977 Remote Similarity NPC257358
0.6977 Remote Similarity NPC170862
0.6974 Remote Similarity NPC215987
0.6974 Remote Similarity NPC306805
0.6962 Remote Similarity NPC91369
0.6951 Remote Similarity NPC59602
0.6951 Remote Similarity NPC152754
0.6951 Remote Similarity NPC271070
0.6951 Remote Similarity NPC476987
0.6941 Remote Similarity NPC475665
0.6941 Remote Similarity NPC207188
0.6941 Remote Similarity NPC47635
0.6941 Remote Similarity NPC471325
0.6941 Remote Similarity NPC474955
0.6941 Remote Similarity NPC79277
0.6941 Remote Similarity NPC475951
0.6941 Remote Similarity NPC475481
0.6941 Remote Similarity NPC232625
0.6941 Remote Similarity NPC255580
0.6941 Remote Similarity NPC39411
0.6933 Remote Similarity NPC50435
0.6932 Remote Similarity NPC469626
0.6932 Remote Similarity NPC238593
0.6932 Remote Similarity NPC475491
0.6923 Remote Similarity NPC36616
0.6923 Remote Similarity NPC219874
0.6923 Remote Similarity NPC290445
0.6914 Remote Similarity NPC474551
0.6914 Remote Similarity NPC472966
0.6914 Remote Similarity NPC330016
0.6905 Remote Similarity NPC327674
0.6905 Remote Similarity NPC192999
0.6905 Remote Similarity NPC268502
0.6905 Remote Similarity NPC476438
0.6905 Remote Similarity NPC80999
0.6905 Remote Similarity NPC254996
0.6905 Remote Similarity NPC28319
0.6897 Remote Similarity NPC475796
0.6897 Remote Similarity NPC471343
0.6889 Remote Similarity NPC115179
0.6889 Remote Similarity NPC106040
0.6882 Remote Similarity NPC472469
0.6875 Remote Similarity NPC72343
0.6867 Remote Similarity NPC186109
0.6867 Remote Similarity NPC470240
0.6867 Remote Similarity NPC15975
0.6867 Remote Similarity NPC476794
0.6867 Remote Similarity NPC57744
0.6867 Remote Similarity NPC195785
0.6867 Remote Similarity NPC474433
0.686 Remote Similarity NPC35556
0.686 Remote Similarity NPC474605
0.686 Remote Similarity NPC240302
0.686 Remote Similarity NPC476292
0.6854 Remote Similarity NPC471739
0.6854 Remote Similarity NPC478145
0.6854 Remote Similarity NPC167877
0.6854 Remote Similarity NPC201658
0.6854 Remote Similarity NPC478144
0.6848 Remote Similarity NPC477361
0.6848 Remote Similarity NPC202824
0.6848 Remote Similarity NPC471571
0.6842 Remote Similarity NPC477355
0.6835 Remote Similarity NPC199557
0.6835 Remote Similarity NPC329656
0.6835 Remote Similarity NPC22301
0.6824 Remote Similarity NPC474956
0.6824 Remote Similarity NPC474981
0.6824 Remote Similarity NPC51507
0.6818 Remote Similarity NPC472686
0.6818 Remote Similarity NPC474547
0.6818 Remote Similarity NPC47958
0.6818 Remote Similarity NPC474369
0.6818 Remote Similarity NPC304509
0.6818 Remote Similarity NPC98270
0.6818 Remote Similarity NPC290329
0.6818 Remote Similarity NPC149725
0.6818 Remote Similarity NPC470223
0.6813 Remote Similarity NPC232202
0.6809 Remote Similarity NPC471775
0.679 Remote Similarity NPC238425
0.679 Remote Similarity NPC279241
0.679 Remote Similarity NPC474543
0.679 Remote Similarity NPC472018
0.679 Remote Similarity NPC167145
0.6786 Remote Similarity NPC207186
0.6786 Remote Similarity NPC321180
0.6786 Remote Similarity NPC63020
0.6786 Remote Similarity NPC4827
0.6782 Remote Similarity NPC170377
0.6782 Remote Similarity NPC52609
0.6782 Remote Similarity NPC474703
0.6782 Remote Similarity NPC272814
0.6782 Remote Similarity NPC193198
0.6782 Remote Similarity NPC128429
0.6782 Remote Similarity NPC1761
0.6778 Remote Similarity NPC48824
0.6778 Remote Similarity NPC250687

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474419 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
0.6744 Remote Similarity NPD5369 Approved
0.6742 Remote Similarity NPD7146 Approved
0.6742 Remote Similarity NPD7521 Approved
0.6742 Remote Similarity NPD7334 Approved
0.6742 Remote Similarity NPD6409 Approved
0.6742 Remote Similarity NPD6684 Approved
0.6742 Remote Similarity NPD5330 Approved
0.6667 Remote Similarity NPD6399 Phase 3
0.6596 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6596 Remote Similarity NPD7900 Approved
0.6593 Remote Similarity NPD6672 Approved
0.6593 Remote Similarity NPD6903 Approved
0.6593 Remote Similarity NPD5737 Approved
0.6593 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6588 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6559 Remote Similarity NPD8035 Phase 2
0.6559 Remote Similarity NPD8034 Phase 2
0.6526 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6477 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6477 Remote Similarity NPD6435 Approved
0.6444 Remote Similarity NPD1694 Approved
0.6429 Remote Similarity NPD8039 Approved
0.6421 Remote Similarity NPD7748 Approved
0.6392 Remote Similarity NPD7902 Approved
0.6383 Remote Similarity NPD6411 Approved
0.6374 Remote Similarity NPD6098 Approved
0.6344 Remote Similarity NPD1695 Approved
0.6344 Remote Similarity NPD6904 Approved
0.6344 Remote Similarity NPD6080 Approved
0.6344 Remote Similarity NPD6673 Approved
0.6329 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6301 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6292 Remote Similarity NPD4269 Approved
0.6292 Remote Similarity NPD4270 Approved
0.6292 Remote Similarity NPD5209 Approved
0.6277 Remote Similarity NPD5785 Approved
0.6275 Remote Similarity NPD6008 Approved
0.6265 Remote Similarity NPD5777 Approved
0.6264 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6264 Remote Similarity NPD1733 Clinical (unspecified phase)
0.625 Remote Similarity NPD5368 Approved
0.6224 Remote Similarity NPD6083 Phase 2
0.6224 Remote Similarity NPD6084 Phase 2
0.6222 Remote Similarity NPD5362 Discontinued
0.6222 Remote Similarity NPD7154 Phase 3
0.6211 Remote Similarity NPD6050 Approved
0.6211 Remote Similarity NPD7515 Phase 2
0.6196 Remote Similarity NPD5786 Approved
0.6186 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5695 Phase 3
0.617 Remote Similarity NPD5764 Clinical (unspecified phase)
0.617 Remote Similarity NPD6101 Approved
0.6162 Remote Similarity NPD5696 Approved
0.6129 Remote Similarity NPD3573 Approved
0.6105 Remote Similarity NPD5207 Approved
0.6105 Remote Similarity NPD6698 Approved
0.6105 Remote Similarity NPD46 Approved
0.6105 Remote Similarity NPD5692 Phase 3
0.6087 Remote Similarity NPD5363 Approved
0.6082 Remote Similarity NPD5282 Discontinued
0.6082 Remote Similarity NPD6001 Approved
0.6067 Remote Similarity NPD4252 Approved
0.6064 Remote Similarity NPD5208 Approved
0.6044 Remote Similarity NPD4788 Approved
0.6042 Remote Similarity NPD5694 Approved
0.6042 Remote Similarity NPD5693 Phase 1
0.6038 Remote Similarity NPD6371 Approved
0.5979 Remote Similarity NPD5779 Approved
0.5979 Remote Similarity NPD5778 Approved
0.5978 Remote Similarity NPD4786 Approved
0.5978 Remote Similarity NPD3668 Phase 3
0.5962 Remote Similarity NPD7128 Approved
0.5962 Remote Similarity NPD6402 Approved
0.5962 Remote Similarity NPD6675 Approved
0.5962 Remote Similarity NPD5739 Approved
0.5943 Remote Similarity NPD6373 Approved
0.5943 Remote Similarity NPD6372 Approved
0.5942 Remote Similarity NPD2699 Approved
0.5934 Remote Similarity NPD3667 Approved
0.5926 Remote Similarity NPD7341 Phase 2
0.5914 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5904 Remote Similarity NPD229 Approved
0.5897 Remote Similarity NPD3198 Approved
0.5889 Remote Similarity NPD4822 Approved
0.5889 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5889 Remote Similarity NPD4820 Approved
0.5889 Remote Similarity NPD4821 Approved
0.5889 Remote Similarity NPD4819 Approved
0.5876 Remote Similarity NPD5284 Approved
0.5876 Remote Similarity NPD5281 Approved
0.5856 Remote Similarity NPD7115 Discovery
0.5854 Remote Similarity NPD7331 Phase 2
0.5851 Remote Similarity NPD3618 Phase 1
0.5851 Remote Similarity NPD6422 Discontinued
0.5849 Remote Similarity NPD6881 Approved
0.5849 Remote Similarity NPD6899 Approved
0.5849 Remote Similarity NPD7320 Approved
0.5843 Remote Similarity NPD4238 Approved
0.5843 Remote Similarity NPD4802 Phase 2
0.5833 Remote Similarity NPD6650 Approved
0.5833 Remote Similarity NPD6649 Approved
0.5833 Remote Similarity NPD6051 Approved
0.5824 Remote Similarity NPD857 Phase 3
0.5806 Remote Similarity NPD3666 Approved
0.5806 Remote Similarity NPD3133 Approved
0.5806 Remote Similarity NPD3665 Phase 1
0.5802 Remote Similarity NPD7909 Approved
0.5769 Remote Similarity NPD6052 Approved
0.5755 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5755 Remote Similarity NPD5697 Approved
0.5755 Remote Similarity NPD5701 Approved
0.5743 Remote Similarity NPD5959 Approved
0.5741 Remote Similarity NPD7290 Approved
0.5741 Remote Similarity NPD7102 Approved
0.5741 Remote Similarity NPD6883 Approved
0.5714 Remote Similarity NPD4695 Discontinued
0.5714 Remote Similarity NPD7983 Approved
0.5701 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5701 Remote Similarity NPD6011 Approved
0.57 Remote Similarity NPD5654 Approved
0.5699 Remote Similarity NPD5332 Approved
0.5699 Remote Similarity NPD5331 Approved
0.5694 Remote Similarity NPD2266 Phase 2
0.5694 Remote Similarity NPD6125 Clinical (unspecified phase)
0.5688 Remote Similarity NPD6847 Approved
0.5688 Remote Similarity NPD6869 Approved
0.5688 Remote Similarity NPD6617 Approved
0.5688 Remote Similarity NPD8130 Phase 1
0.5688 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5686 Remote Similarity NPD7638 Approved
0.5684 Remote Similarity NPD5279 Phase 3
0.5682 Remote Similarity NPD3702 Approved
0.5676 Remote Similarity NPD29 Approved
0.5676 Remote Similarity NPD28 Approved
0.567 Remote Similarity NPD7285 Clinical (unspecified phase)
0.567 Remote Similarity NPD5328 Approved
0.567 Remote Similarity NPD4753 Phase 2
0.5667 Remote Similarity NPD4271 Approved
0.5667 Remote Similarity NPD4268 Approved
0.5658 Remote Similarity NPD615 Clinical (unspecified phase)
0.5652 Remote Similarity NPD387 Clinical (unspecified phase)
0.5652 Remote Similarity NPD4790 Discontinued
0.5648 Remote Similarity NPD6014 Approved
0.5648 Remote Similarity NPD6012 Approved
0.5648 Remote Similarity NPD6013 Approved
0.5647 Remote Similarity NPD3725 Approved
0.5647 Remote Similarity NPD3726 Approved
0.5644 Remote Similarity NPD7732 Phase 3
0.5644 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5638 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5636 Remote Similarity NPD6882 Approved
0.5636 Remote Similarity NPD8297 Approved
0.5631 Remote Similarity NPD7639 Approved
0.5631 Remote Similarity NPD7640 Approved
0.5625 Remote Similarity NPD1145 Discontinued
0.5618 Remote Similarity NPD6117 Approved
0.5612 Remote Similarity NPD7838 Discovery
0.561 Remote Similarity NPD3197 Phase 1
0.5607 Remote Similarity NPD6614 Approved
0.5607 Remote Similarity NPD7899 Clinical (unspecified phase)
0.56 Remote Similarity NPD3186 Phase 1

Structure

External Identifiers

PubChem CID   11302505
ChEMBL   CHEMBL467820
ZINC  

Physicochemical Properties

Molecular Weight:  348.23
ALogP:  0.6751
MLogP:  3.33
XLogP:  3.057
# Rotatable Bonds:  10
Polar Surface Area:  55.9
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  25

Download Data

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