Natural Product: NPC474894

Natural Product ID:  NPC474894
Common Name:   Flaccidoxide
IUPAC Name:   [(1S,4E,8E,10Z,12R,13S,14R)-13-hydroxy-4,8,14-trimethyl-11-propan-2-yl-15-oxabicyclo[12.1.0]pentadeca-4,8,10-trien-12-yl] acetate
Synonyms:   Flaccidoxide
Molecular Formula:   C22H34O4
Standard InCHIKey:  UCGNKVNJSKHNBJ-XUMFIIKJSA-N
Standard InCHI:  InChI=1S/C22H34O4/c1-14(2)18-12-10-15(3)8-7-9-16(4)11-13-19-22(6,26-19)21(24)20(18)25-17(5)23/h9-10,12,14,19-21,24H,7-8,11,13H2,1-6H3/b15-10+,16-9+,18-12-/t19-,20+,21-,22-/m0/s1
Canonical SMILES:  CC(=O)O[C@@H]1/C(=CC=C(/C)CC/C=C(/CC[C@H]2[C@]([C@H]1O)(C)O2)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
NPO21438 Cladiella kashmani Species Alcyoniidae Eukaryota Africa PMID[11087607]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT176 Organism Artemia salina Artemia salina LC50 = 180 ppm 23398362

  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 NPC474894 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
0.9333 High Similarity NPC301525
0.9221 High Similarity NPC471537
0.8765 High Similarity NPC231601
0.8571 High Similarity NPC471525
0.8533 High Similarity NPC101622
0.8533 High Similarity NPC329656
0.8481 Intermediate Similarity NPC84360
0.8452 Intermediate Similarity NPC61527
0.8421 Intermediate Similarity NPC329904
0.8421 Intermediate Similarity NPC473361
0.8421 Intermediate Similarity NPC4299
0.8395 Intermediate Similarity NPC474739
0.8289 Intermediate Similarity NPC239373
0.8289 Intermediate Similarity NPC329989
0.8276 Intermediate Similarity NPC3952
0.825 Intermediate Similarity NPC40049
0.8235 Intermediate Similarity NPC311163
0.8222 Intermediate Similarity NPC57664
0.8214 Intermediate Similarity NPC160517
0.8214 Intermediate Similarity NPC78673
0.8214 Intermediate Similarity NPC186155
0.8148 Intermediate Similarity NPC474005
0.8148 Intermediate Similarity NPC477089
0.814 Intermediate Similarity NPC474765
0.8101 Intermediate Similarity NPC107654
0.8095 Intermediate Similarity NPC23748
0.8095 Intermediate Similarity NPC49208
0.8077 Intermediate Similarity NPC477084
0.8072 Intermediate Similarity NPC112868
0.8049 Intermediate Similarity NPC325869
0.8049 Intermediate Similarity NPC476701
0.8049 Intermediate Similarity NPC86971
0.8026 Intermediate Similarity NPC193029
0.8026 Intermediate Similarity NPC473357
0.8025 Intermediate Similarity NPC476703
0.7975 Intermediate Similarity NPC477085
0.7955 Intermediate Similarity NPC133450
0.7949 Intermediate Similarity NPC129630
0.7912 Intermediate Similarity NPC270013
0.7912 Intermediate Similarity NPC107476
0.7912 Intermediate Similarity NPC14961
0.7907 Intermediate Similarity NPC11804
0.7907 Intermediate Similarity NPC471494
0.7901 Intermediate Similarity NPC170148
0.7901 Intermediate Similarity NPC469880
0.7889 Intermediate Similarity NPC212486
0.7882 Intermediate Similarity NPC475989
0.7882 Intermediate Similarity NPC44261
0.7875 Intermediate Similarity NPC315843
0.7865 Intermediate Similarity NPC177668
0.7857 Intermediate Similarity NPC315731
0.7857 Intermediate Similarity NPC184208
0.7857 Intermediate Similarity NPC8538
0.7857 Intermediate Similarity NPC246621
0.7848 Intermediate Similarity NPC472254
0.7848 Intermediate Similarity NPC477087
0.7848 Intermediate Similarity NPC477086
0.7826 Intermediate Similarity NPC476315
0.7821 Intermediate Similarity NPC269841
0.7805 Intermediate Similarity NPC476439
0.7802 Intermediate Similarity NPC81386
0.7802 Intermediate Similarity NPC474035
0.7791 Intermediate Similarity NPC474776
0.7791 Intermediate Similarity NPC72464
0.7791 Intermediate Similarity NPC9868
0.7778 Intermediate Similarity NPC184463
0.7778 Intermediate Similarity NPC158061
0.7778 Intermediate Similarity NPC93213
0.7778 Intermediate Similarity NPC30515
0.7766 Intermediate Similarity NPC475053
0.7765 Intermediate Similarity NPC474291
0.775 Intermediate Similarity NPC476709
0.7742 Intermediate Similarity NPC475332
0.7717 Intermediate Similarity NPC220221
0.7717 Intermediate Similarity NPC36954
0.7717 Intermediate Similarity NPC469583
0.7711 Intermediate Similarity NPC3852
0.7692 Intermediate Similarity NPC476300
0.7692 Intermediate Similarity NPC475912
0.7683 Intermediate Similarity NPC271070
0.7674 Intermediate Similarity NPC474809
0.7674 Intermediate Similarity NPC161045
0.7667 Intermediate Similarity NPC316228
0.7667 Intermediate Similarity NPC473448
0.7667 Intermediate Similarity NPC51004
0.7667 Intermediate Similarity NPC474761
0.7667 Intermediate Similarity NPC476004
0.766 Intermediate Similarity NPC161855
0.7654 Intermediate Similarity NPC474280
0.7654 Intermediate Similarity NPC190859
0.7647 Intermediate Similarity NPC79277
0.7647 Intermediate Similarity NPC475481
0.7647 Intermediate Similarity NPC141810
0.764 Intermediate Similarity NPC260343
0.764 Intermediate Similarity NPC281516
0.7634 Intermediate Similarity NPC472997
0.7634 Intermediate Similarity NPC472995
0.7634 Intermediate Similarity NPC173329
0.7634 Intermediate Similarity NPC472996
0.7634 Intermediate Similarity NPC288350
0.7634 Intermediate Similarity NPC279621
0.7634 Intermediate Similarity NPC473291
0.7625 Intermediate Similarity NPC316185
0.7619 Intermediate Similarity NPC1180
0.7619 Intermediate Similarity NPC477088
0.7619 Intermediate Similarity NPC139712
0.7614 Intermediate Similarity NPC281316
0.7614 Intermediate Similarity NPC116575
0.7614 Intermediate Similarity NPC164393
0.7609 Intermediate Similarity NPC469491
0.7609 Intermediate Similarity NPC256368
0.7604 Intermediate Similarity NPC470972
0.759 Intermediate Similarity NPC233071
0.759 Intermediate Similarity NPC474278
0.759 Intermediate Similarity NPC315394
0.7586 Intermediate Similarity NPC243618
0.7586 Intermediate Similarity NPC70424
0.7558 Intermediate Similarity NPC477385
0.7558 Intermediate Similarity NPC89555
0.7558 Intermediate Similarity NPC474252
0.7558 Intermediate Similarity NPC477390
0.7556 Intermediate Similarity NPC307411
0.7556 Intermediate Similarity NPC49783
0.7556 Intermediate Similarity NPC20946
0.7553 Intermediate Similarity NPC472998
0.7553 Intermediate Similarity NPC120299
0.7551 Intermediate Similarity NPC469960
0.7551 Intermediate Similarity NPC29389
0.7551 Intermediate Similarity NPC93026
0.7551 Intermediate Similarity NPC265502
0.7529 Intermediate Similarity NPC103634
0.7528 Intermediate Similarity NPC248602
0.7528 Intermediate Similarity NPC199382
0.7527 Intermediate Similarity NPC240838
0.75 Intermediate Similarity NPC81419
0.75 Intermediate Similarity NPC68119
0.75 Intermediate Similarity NPC228451
0.75 Intermediate Similarity NPC179746
0.75 Intermediate Similarity NPC472195
0.75 Intermediate Similarity NPC472196
0.75 Intermediate Similarity NPC475098
0.75 Intermediate Similarity NPC189651
0.75 Intermediate Similarity NPC298595
0.75 Intermediate Similarity NPC238090
0.75 Intermediate Similarity NPC53555
0.75 Intermediate Similarity NPC137033
0.75 Intermediate Similarity NPC13823
0.75 Intermediate Similarity NPC475838
0.75 Intermediate Similarity NPC475310
0.75 Intermediate Similarity NPC125674
0.75 Intermediate Similarity NPC59646
0.75 Intermediate Similarity NPC473332
0.75 Intermediate Similarity NPC255307
0.7475 Intermediate Similarity NPC108682
0.7475 Intermediate Similarity NPC469959
0.7475 Intermediate Similarity NPC472263
0.7475 Intermediate Similarity NPC469957
0.7474 Intermediate Similarity NPC222303
0.7474 Intermediate Similarity NPC473326
0.7474 Intermediate Similarity NPC475653
0.7474 Intermediate Similarity NPC65700
0.7473 Intermediate Similarity NPC202886
0.7473 Intermediate Similarity NPC313670
0.7473 Intermediate Similarity NPC475748
0.7473 Intermediate Similarity NPC3436
0.7471 Intermediate Similarity NPC11620
0.747 Intermediate Similarity NPC256720
0.747 Intermediate Similarity NPC477202
0.747 Intermediate Similarity NPC188860
0.747 Intermediate Similarity NPC236228
0.7468 Intermediate Similarity NPC310210
0.7468 Intermediate Similarity NPC272961
0.7468 Intermediate Similarity NPC305698
0.7468 Intermediate Similarity NPC273508
0.7468 Intermediate Similarity NPC209327
0.7467 Intermediate Similarity NPC127824
0.7447 Intermediate Similarity NPC473333
0.7447 Intermediate Similarity NPC473859
0.7447 Intermediate Similarity NPC255410
0.7444 Intermediate Similarity NPC309656
0.7444 Intermediate Similarity NPC201046
0.7444 Intermediate Similarity NPC474471
0.7444 Intermediate Similarity NPC202672
0.7444 Intermediate Similarity NPC153805
0.7444 Intermediate Similarity NPC227379
0.7442 Intermediate Similarity NPC475944
0.7423 Intermediate Similarity NPC214714
0.7423 Intermediate Similarity NPC471148
0.7423 Intermediate Similarity NPC200672
0.7419 Intermediate Similarity NPC57405
0.7419 Intermediate Similarity NPC470521
0.7419 Intermediate Similarity NPC303942
0.7419 Intermediate Similarity NPC472467
0.7419 Intermediate Similarity NPC159698
0.7419 Intermediate Similarity NPC71589
0.7419 Intermediate Similarity NPC474247
0.7416 Intermediate Similarity NPC469483
0.7416 Intermediate Similarity NPC305475
0.7416 Intermediate Similarity NPC204048
0.7416 Intermediate Similarity NPC475461

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474894 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
0.8706 High Similarity NPD7838 Discovery
0.8068 Intermediate Similarity NPD46 Approved
0.8068 Intermediate Similarity NPD6698 Approved
0.7684 Intermediate Similarity NPD5344 Discontinued
0.7582 Intermediate Similarity NPD7983 Approved
0.7579 Intermediate Similarity NPD6648 Approved
0.7532 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD4821 Approved
0.7126 Intermediate Similarity NPD4822 Approved
0.7126 Intermediate Similarity NPD4819 Approved
0.7126 Intermediate Similarity NPD4820 Approved
0.7111 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD7154 Phase 3
0.6957 Remote Similarity NPD7524 Approved
0.6947 Remote Similarity NPD5779 Approved
0.6947 Remote Similarity NPD5778 Approved
0.6939 Remote Similarity NPD4225 Approved
0.6923 Remote Similarity NPD6371 Approved
0.6897 Remote Similarity NPD4268 Approved
0.6897 Remote Similarity NPD4271 Approved
0.6813 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6813 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6809 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6809 Remote Similarity NPD6101 Approved
0.6796 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6739 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6703 Remote Similarity NPD5362 Discontinued
0.6703 Remote Similarity NPD6695 Phase 3
0.6698 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6933 Approved
0.6667 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD7637 Suspended
0.6596 Remote Similarity NPD4251 Approved
0.6596 Remote Similarity NPD4250 Approved
0.6593 Remote Similarity NPD6435 Approved
0.6571 Remote Similarity NPD6686 Approved
0.6566 Remote Similarity NPD7839 Suspended
0.6566 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6552 Remote Similarity NPD8039 Approved
0.6545 Remote Similarity NPD7115 Discovery
0.6545 Remote Similarity NPD7505 Discontinued
0.6543 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6522 Remote Similarity NPD5332 Approved
0.6522 Remote Similarity NPD5331 Approved
0.6522 Remote Similarity NPD8273 Phase 1
0.6489 Remote Similarity NPD4249 Approved
0.6484 Remote Similarity NPD5369 Approved
0.6484 Remote Similarity NPD4790 Discontinued
0.6465 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6458 Remote Similarity NPD1695 Approved
0.6437 Remote Similarity NPD6924 Approved
0.6437 Remote Similarity NPD6926 Approved
0.6421 Remote Similarity NPD7750 Discontinued
0.6413 Remote Similarity NPD4269 Approved
0.6413 Remote Similarity NPD4270 Approved
0.6413 Remote Similarity NPD5209 Approved
0.6392 Remote Similarity NPD5785 Approved
0.6375 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6374 Remote Similarity NPD5368 Approved
0.6374 Remote Similarity NPD6931 Approved
0.6374 Remote Similarity NPD6930 Phase 2
0.6355 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6333 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6329 Remote Similarity NPD585 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7503 Approved
0.6316 Remote Similarity NPD8515 Approved
0.6316 Remote Similarity NPD8513 Phase 3
0.6316 Remote Similarity NPD8516 Approved
0.6316 Remote Similarity NPD8517 Approved
0.6316 Remote Similarity NPD5786 Approved
0.6296 Remote Similarity NPD368 Approved
0.6289 Remote Similarity NPD6051 Approved
0.6275 Remote Similarity NPD7638 Approved
0.6264 Remote Similarity NPD6929 Approved
0.6224 Remote Similarity NPD3168 Discontinued
0.6214 Remote Similarity NPD7639 Approved
0.6214 Remote Similarity NPD7640 Approved
0.6211 Remote Similarity NPD5363 Approved
0.6207 Remote Similarity NPD7830 Approved
0.6207 Remote Similarity NPD7829 Approved
0.6196 Remote Similarity NPD4252 Approved
0.6196 Remote Similarity NPD7514 Phase 3
0.6196 Remote Similarity NPD7509 Discontinued
0.6196 Remote Similarity NPD7332 Phase 2
0.6195 Remote Similarity NPD7328 Approved
0.6195 Remote Similarity NPD7327 Approved
0.6182 Remote Similarity NPD6053 Discontinued
0.618 Remote Similarity NPD8264 Approved
0.6174 Remote Similarity NPD8033 Approved
0.6162 Remote Similarity NPD7087 Discontinued
0.6154 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6145 Remote Similarity NPD3197 Phase 1
0.614 Remote Similarity NPD7516 Approved
0.6129 Remote Similarity NPD6902 Approved
0.6118 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6102 Remote Similarity NPD8451 Approved
0.61 Remote Similarity NPD6399 Phase 3
0.6087 Remote Similarity NPD8294 Approved
0.6087 Remote Similarity NPD8377 Approved
0.6075 Remote Similarity NPD6640 Phase 3
0.6064 Remote Similarity NPD4752 Clinical (unspecified phase)
0.605 Remote Similarity NPD8448 Approved
0.605 Remote Similarity NPD8074 Phase 3
0.6044 Remote Similarity NPD5776 Phase 2
0.6044 Remote Similarity NPD6932 Approved
0.6044 Remote Similarity NPD6925 Approved
0.6042 Remote Similarity NPD6893 Approved
0.6034 Remote Similarity NPD8378 Approved
0.6034 Remote Similarity NPD8296 Approved
0.6034 Remote Similarity NPD8380 Approved
0.6034 Remote Similarity NPD8444 Approved
0.6034 Remote Similarity NPD8335 Approved
0.6034 Remote Similarity NPD8379 Approved
0.6 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5978 Remote Similarity NPD7145 Approved
0.5977 Remote Similarity NPD6923 Approved
0.5977 Remote Similarity NPD6922 Approved
0.596 Remote Similarity NPD5370 Suspended
0.5957 Remote Similarity NPD6898 Phase 1
0.5955 Remote Similarity NPD4732 Discontinued
0.5949 Remote Similarity NPD342 Phase 1
0.5946 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5943 Remote Similarity NPD3653 Clinical (unspecified phase)
0.5932 Remote Similarity NPD7642 Approved
0.5926 Remote Similarity NPD6109 Phase 1
0.5914 Remote Similarity NPD6683 Phase 2
0.5909 Remote Similarity NPD7144 Approved
0.5909 Remote Similarity NPD7143 Approved
0.5902 Remote Similarity NPD8391 Approved
0.5902 Remote Similarity NPD8390 Approved
0.5902 Remote Similarity NPD8392 Approved
0.5882 Remote Similarity NPD8342 Approved
0.5882 Remote Similarity NPD8340 Approved
0.5882 Remote Similarity NPD8341 Approved
0.5882 Remote Similarity NPD8299 Approved
0.5872 Remote Similarity NPD6685 Approved
0.587 Remote Similarity NPD4756 Discovery
0.5865 Remote Similarity NPD6083 Phase 2
0.5865 Remote Similarity NPD6084 Phase 2
0.5851 Remote Similarity NPD7525 Registered
0.5849 Remote Similarity NPD4159 Approved
0.5844 Remote Similarity NPD6927 Phase 3
0.5843 Remote Similarity NPD7152 Approved
0.5843 Remote Similarity NPD7150 Approved
0.5843 Remote Similarity NPD7151 Approved
0.5842 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7507 Approved
0.5833 Remote Similarity NPD6110 Phase 1
0.5826 Remote Similarity NPD4198 Discontinued
0.5818 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5816 Remote Similarity NPD6422 Discontinued
0.578 Remote Similarity NPD6675 Approved
0.578 Remote Similarity NPD5357 Phase 1
0.578 Remote Similarity NPD6402 Approved
0.578 Remote Similarity NPD7128 Approved
0.578 Remote Similarity NPD5739 Approved
0.5776 Remote Similarity NPD7641 Discontinued
0.5752 Remote Similarity NPD8297 Approved
0.5745 Remote Similarity NPD7645 Phase 2
0.5741 Remote Similarity NPD5738 Clinical (unspecified phase)
0.5741 Remote Similarity NPD6647 Phase 2
0.5739 Remote Similarity NPD2629 Approved
0.5732 Remote Similarity NPD69 Approved
0.5732 Remote Similarity NPD9119 Approved
0.5728 Remote Similarity NPD5282 Discontinued
0.5728 Remote Similarity NPD7748 Approved
0.5727 Remote Similarity NPD6412 Phase 2
0.5727 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4193 Approved
0.5714 Remote Similarity NPD4191 Approved
0.5714 Remote Similarity NPD1694 Approved
0.5714 Remote Similarity NPD6421 Discontinued
0.5714 Remote Similarity NPD4194 Approved
0.5714 Remote Similarity NPD4192 Approved
0.5714 Remote Similarity NPD7902 Approved
0.5702 Remote Similarity NPD8133 Approved
0.5691 Remote Similarity NPD7319 Approved
0.5686 Remote Similarity NPD7515 Phase 2
0.5684 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5676 Remote Similarity NPD6881 Approved
0.5676 Remote Similarity NPD7320 Approved
0.5676 Remote Similarity NPD6899 Approved
0.5673 Remote Similarity NPD5695 Phase 3
0.5664 Remote Similarity NPD2204 Approved
0.5652 Remote Similarity NPD7339 Approved
0.5652 Remote Similarity NPD6942 Approved
0.5648 Remote Similarity NPD7632 Discontinued
0.5632 Remote Similarity NPD7331 Phase 2
0.5625 Remote Similarity NPD6372 Approved
0.5625 Remote Similarity NPD6373 Approved
0.5625 Remote Similarity NPD3728 Approved
0.5625 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5625 Remote Similarity NPD3730 Approved
0.5612 Remote Similarity NPD4786 Approved
0.561 Remote Similarity NPD9118 Approved

Structure

External Identifiers

PubChem CID   44558959
ChEMBL   CHEMBL486586
ZINC  

Physicochemical Properties

Molecular Weight:  362.25
ALogP:  2.0737
MLogP:  3.44
XLogP:  4.066
# Rotatable Bonds:  10
Polar Surface Area:  59.06
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  26

Download Data

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