Natural Product: NPC266578

Natural Product ID:  NPC266578
Common Name:   (+)-(1R,5S,6R,7S,10R)-Cadinan-4(11)-Ene-1,5-Diol
IUPAC Name:   (1S,4aR,5R,8S,8aR)-5-methyl-2-methylidene-8-propan-2-yl-1,3,4,5,6,7,8,8a-octahydronaphthalene-1,4a-diol
Synonyms:  
Molecular Formula:   C15H26O2
Standard InCHIKey:  DQLZODFYAUOOHY-XLWJZTARSA-N
Standard InCHI:  InChI=1S/C15H26O2/c1-9(2)12-6-5-11(4)15(17)8-7-10(3)14(16)13(12)15/h9,11-14,16-17H,3,5-8H2,1-2,4H3/t11-,12+,13-,14-,15-/m1/s1
Canonical SMILES:  CC([C@@H]1CC[C@H]([C@]2([C@H]1[C@H](O)C(=C)CC2)O)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
NPO29315 Dictyopteris divaricata Species Dictyotaceae Eukaryota PMID[15497933]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 10 ug/ml 24275249
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10 ug/ml 18183025
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10 ug/ml 18474575
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 10 ug/ml 26854381
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10 ug/ml 10514299

  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 NPC266578 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
0.9844 High Similarity NPC234511
0.9692 High Similarity NPC283316
0.9091 High Similarity NPC245795
0.8939 High Similarity NPC269077
0.8939 High Similarity NPC253303
0.8923 High Similarity NPC258595
0.8806 High Similarity NPC276616
0.8769 High Similarity NPC101128
0.8485 Intermediate Similarity NPC68656
0.8472 Intermediate Similarity NPC63958
0.8382 Intermediate Similarity NPC185874
0.8382 Intermediate Similarity NPC139207
0.8358 Intermediate Similarity NPC11555
0.8358 Intermediate Similarity NPC60837
0.8358 Intermediate Similarity NPC282619
0.8358 Intermediate Similarity NPC172613
0.8358 Intermediate Similarity NPC208198
0.8358 Intermediate Similarity NPC2728
0.8333 Intermediate Similarity NPC32832
0.831 Intermediate Similarity NPC220939
0.831 Intermediate Similarity NPC95165
0.831 Intermediate Similarity NPC265485
0.8261 Intermediate Similarity NPC244790
0.8243 Intermediate Similarity NPC31828
0.8243 Intermediate Similarity NPC52755
0.8235 Intermediate Similarity NPC475897
0.8209 Intermediate Similarity NPC144650
0.8169 Intermediate Similarity NPC23954
0.8158 Intermediate Similarity NPC249423
0.8143 Intermediate Similarity NPC9942
0.8133 Intermediate Similarity NPC476316
0.8 Intermediate Similarity NPC472501
0.8 Intermediate Similarity NPC472502
0.8 Intermediate Similarity NPC475
0.8 Intermediate Similarity NPC472500
0.8 Intermediate Similarity NPC474769
0.8 Intermediate Similarity NPC472499
0.8 Intermediate Similarity NPC189290
0.7971 Intermediate Similarity NPC473929
0.7971 Intermediate Similarity NPC476406
0.7945 Intermediate Similarity NPC308440
0.7945 Intermediate Similarity NPC472503
0.7945 Intermediate Similarity NPC476366
0.7945 Intermediate Similarity NPC306727
0.7945 Intermediate Similarity NPC201048
0.7917 Intermediate Similarity NPC167706
0.7895 Intermediate Similarity NPC24504
0.7895 Intermediate Similarity NPC475727
0.7895 Intermediate Similarity NPC472742
0.7895 Intermediate Similarity NPC80297
0.7895 Intermediate Similarity NPC116119
0.7867 Intermediate Similarity NPC307336
0.7867 Intermediate Similarity NPC470711
0.7867 Intermediate Similarity NPC260301
0.7867 Intermediate Similarity NPC31037
0.7867 Intermediate Similarity NPC470758
0.7857 Intermediate Similarity NPC101307
0.7857 Intermediate Similarity NPC88454
0.7857 Intermediate Similarity NPC117607
0.7848 Intermediate Similarity NPC256567
0.7838 Intermediate Similarity NPC185536
0.7838 Intermediate Similarity NPC144075
0.7826 Intermediate Similarity NPC300442
0.7812 Intermediate Similarity NPC84824
0.7812 Intermediate Similarity NPC67508
0.7792 Intermediate Similarity NPC475679
0.7792 Intermediate Similarity NPC47149
0.7763 Intermediate Similarity NPC472342
0.7763 Intermediate Similarity NPC301707
0.775 Intermediate Similarity NPC470360
0.7733 Intermediate Similarity NPC265588
0.7733 Intermediate Similarity NPC253190
0.7733 Intermediate Similarity NPC470749
0.7722 Intermediate Similarity NPC211135
0.7722 Intermediate Similarity NPC470929
0.7722 Intermediate Similarity NPC216420
0.7722 Intermediate Similarity NPC477978
0.7722 Intermediate Similarity NPC232023
0.7722 Intermediate Similarity NPC85095
0.7714 Intermediate Similarity NPC202017
0.7703 Intermediate Similarity NPC476736
0.7692 Intermediate Similarity NPC242350
0.7692 Intermediate Similarity NPC264779
0.7692 Intermediate Similarity NPC476646
0.7692 Intermediate Similarity NPC24443
0.7681 Intermediate Similarity NPC94897
0.7681 Intermediate Similarity NPC219940
0.7671 Intermediate Similarity NPC164022
0.7671 Intermediate Similarity NPC242992
0.7662 Intermediate Similarity NPC5604
0.7654 Intermediate Similarity NPC299068
0.7654 Intermediate Similarity NPC6391
0.7639 Intermediate Similarity NPC210323
0.7632 Intermediate Similarity NPC91594
0.7632 Intermediate Similarity NPC130136
0.7632 Intermediate Similarity NPC471798
0.7632 Intermediate Similarity NPC331618
0.7632 Intermediate Similarity NPC248830
0.7632 Intermediate Similarity NPC202540
0.7632 Intermediate Similarity NPC257191
0.7632 Intermediate Similarity NPC138502
0.7632 Intermediate Similarity NPC119355
0.7632 Intermediate Similarity NPC212241
0.7625 Intermediate Similarity NPC86238
0.7606 Intermediate Similarity NPC476650
0.76 Intermediate Similarity NPC3403
0.76 Intermediate Similarity NPC133580
0.7595 Intermediate Similarity NPC155521
0.759 Intermediate Similarity NPC470361
0.7571 Intermediate Similarity NPC86856
0.7568 Intermediate Similarity NPC472506
0.7568 Intermediate Similarity NPC211009
0.7564 Intermediate Similarity NPC96362
0.7564 Intermediate Similarity NPC471266
0.7564 Intermediate Similarity NPC95124
0.7564 Intermediate Similarity NPC324772
0.7534 Intermediate Similarity NPC45296
0.7534 Intermediate Similarity NPC92801
0.7534 Intermediate Similarity NPC34834
0.7532 Intermediate Similarity NPC477817
0.7532 Intermediate Similarity NPC477819
0.7531 Intermediate Similarity NPC164424
0.75 Intermediate Similarity NPC329596
0.75 Intermediate Similarity NPC80561
0.75 Intermediate Similarity NPC78067
0.75 Intermediate Similarity NPC278091
0.75 Intermediate Similarity NPC113978
0.75 Intermediate Similarity NPC93662
0.75 Intermediate Similarity NPC11216
0.75 Intermediate Similarity NPC3345
0.75 Intermediate Similarity NPC291484
0.75 Intermediate Similarity NPC38141
0.75 Intermediate Similarity NPC91573
0.75 Intermediate Similarity NPC2648
0.75 Intermediate Similarity NPC204188
0.75 Intermediate Similarity NPC96484
0.7468 Intermediate Similarity NPC157655
0.7468 Intermediate Similarity NPC470383
0.7468 Intermediate Similarity NPC320525
0.7468 Intermediate Similarity NPC471270
0.7467 Intermediate Similarity NPC91858
0.7463 Intermediate Similarity NPC47663
0.7439 Intermediate Similarity NPC121981
0.7439 Intermediate Similarity NPC201273
0.7439 Intermediate Similarity NPC261266
0.7436 Intermediate Similarity NPC476367
0.7436 Intermediate Similarity NPC472463
0.7436 Intermediate Similarity NPC72755
0.7432 Intermediate Similarity NPC471272
0.7432 Intermediate Similarity NPC164045
0.7432 Intermediate Similarity NPC111234
0.7432 Intermediate Similarity NPC301226
0.7432 Intermediate Similarity NPC477792
0.7429 Intermediate Similarity NPC96793
0.7429 Intermediate Similarity NPC323424
0.7412 Intermediate Similarity NPC41554
0.7412 Intermediate Similarity NPC97404
0.7407 Intermediate Similarity NPC83702
0.7403 Intermediate Similarity NPC169994
0.7397 Intermediate Similarity NPC474248
0.7391 Intermediate Similarity NPC282694
0.7391 Intermediate Similarity NPC79576
0.7391 Intermediate Similarity NPC41160
0.7391 Intermediate Similarity NPC194208
0.7381 Intermediate Similarity NPC101886
0.7381 Intermediate Similarity NPC187785
0.7381 Intermediate Similarity NPC128066
0.7381 Intermediate Similarity NPC259875
0.7381 Intermediate Similarity NPC194642
0.7375 Intermediate Similarity NPC218616
0.7375 Intermediate Similarity NPC296701
0.7368 Intermediate Similarity NPC231256
0.7368 Intermediate Similarity NPC103822
0.7368 Intermediate Similarity NPC104387
0.7368 Intermediate Similarity NPC212879
0.7368 Intermediate Similarity NPC230704
0.7368 Intermediate Similarity NPC240235
0.7368 Intermediate Similarity NPC70982
0.7368 Intermediate Similarity NPC178383
0.7361 Intermediate Similarity NPC68703
0.7361 Intermediate Similarity NPC69649
0.7361 Intermediate Similarity NPC74885
0.7361 Intermediate Similarity NPC308522
0.7349 Intermediate Similarity NPC44538
0.7349 Intermediate Similarity NPC477600
0.7349 Intermediate Similarity NPC476948
0.7342 Intermediate Similarity NPC295131
0.7342 Intermediate Similarity NPC71535
0.7342 Intermediate Similarity NPC78545
0.7342 Intermediate Similarity NPC236707
0.7333 Intermediate Similarity NPC182717
0.7326 Intermediate Similarity NPC119379
0.7324 Intermediate Similarity NPC471200
0.7324 Intermediate Similarity NPC64123
0.7308 Intermediate Similarity NPC253807
0.7308 Intermediate Similarity NPC98386
0.7308 Intermediate Similarity NPC158662
0.7308 Intermediate Similarity NPC148977
0.7308 Intermediate Similarity NPC285761
0.7308 Intermediate Similarity NPC11908

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC266578 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
0.7564 Intermediate Similarity NPD6931 Approved
0.7564 Intermediate Similarity NPD6930 Phase 2
0.7436 Intermediate Similarity NPD6929 Approved
0.7284 Intermediate Similarity NPD6695 Phase 3
0.7215 Intermediate Similarity NPD7645 Phase 2
0.7195 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD6925 Approved
0.7179 Intermediate Similarity NPD5776 Phase 2
0.7143 Intermediate Similarity NPD368 Approved
0.7125 Intermediate Similarity NPD7332 Phase 2
0.7125 Intermediate Similarity NPD7514 Phase 3
0.7125 Intermediate Similarity NPD7525 Registered
0.7108 Intermediate Similarity NPD6893 Approved
0.7089 Intermediate Similarity NPD7145 Approved
0.7037 Intermediate Similarity NPD6898 Phase 1
0.6962 Remote Similarity NPD6932 Approved
0.6944 Remote Similarity NPD371 Approved
0.6941 Remote Similarity NPD7750 Discontinued
0.6941 Remote Similarity NPD7524 Approved
0.6941 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6835 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6902 Approved
0.6825 Remote Similarity NPD385 Approved
0.6825 Remote Similarity NPD384 Approved
0.6795 Remote Similarity NPD6926 Approved
0.6795 Remote Similarity NPD6924 Approved
0.679 Remote Similarity NPD6683 Phase 2
0.6709 Remote Similarity NPD7339 Approved
0.6709 Remote Similarity NPD6942 Approved
0.6629 Remote Similarity NPD7087 Discontinued
0.6625 Remote Similarity NPD6933 Approved
0.6522 Remote Similarity NPD342 Phase 1
0.6512 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6506 Remote Similarity NPD7509 Discontinued
0.65 Remote Similarity NPD8264 Approved
0.6494 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6463 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6437 Remote Similarity NPD3618 Phase 1
0.6406 Remote Similarity NPD386 Approved
0.6406 Remote Similarity NPD388 Approved
0.6353 Remote Similarity NPD3667 Approved
0.6329 Remote Similarity NPD4243 Approved
0.6316 Remote Similarity NPD7640 Approved
0.6316 Remote Similarity NPD7639 Approved
0.631 Remote Similarity NPD4748 Discontinued
0.6282 Remote Similarity NPD6922 Approved
0.6282 Remote Similarity NPD6923 Approved
0.6279 Remote Similarity NPD4788 Approved
0.625 Remote Similarity NPD4732 Discontinued
0.6222 Remote Similarity NPD5328 Approved
0.6211 Remote Similarity NPD7638 Approved
0.6207 Remote Similarity NPD3133 Approved
0.6207 Remote Similarity NPD3665 Phase 1
0.6207 Remote Similarity NPD4786 Approved
0.6207 Remote Similarity NPD3666 Approved
0.6203 Remote Similarity NPD7143 Approved
0.6203 Remote Similarity NPD7144 Approved
0.6196 Remote Similarity NPD4202 Approved
0.6186 Remote Similarity NPD5211 Phase 2
0.6173 Remote Similarity NPD4785 Approved
0.6173 Remote Similarity NPD4784 Approved
0.6154 Remote Similarity NPD7136 Phase 2
0.6125 Remote Similarity NPD7150 Approved
0.6125 Remote Similarity NPD7151 Approved
0.6125 Remote Similarity NPD7152 Approved
0.6105 Remote Similarity NPD4755 Approved
0.6098 Remote Similarity NPD5275 Approved
0.6098 Remote Similarity NPD4190 Phase 3
0.6098 Remote Similarity NPD3703 Phase 2
0.6087 Remote Similarity NPD7637 Suspended
0.6087 Remote Similarity NPD6079 Approved
0.6087 Remote Similarity NPD7515 Phase 2
0.6082 Remote Similarity NPD5344 Discontinued
0.6081 Remote Similarity NPD1145 Discontinued
0.6061 Remote Similarity NPD5141 Approved
0.6044 Remote Similarity NPD4753 Phase 2
0.6042 Remote Similarity NPD4225 Approved
0.6022 Remote Similarity NPD5779 Approved
0.6022 Remote Similarity NPD5778 Approved
0.6 Remote Similarity NPD4787 Phase 1
0.6 Remote Similarity NPD4195 Approved
0.5979 Remote Similarity NPD4700 Approved
0.5979 Remote Similarity NPD4696 Approved
0.5979 Remote Similarity NPD5286 Approved
0.5979 Remote Similarity NPD5285 Approved
0.5978 Remote Similarity NPD3168 Discontinued
0.5976 Remote Similarity NPD1810 Approved
0.5976 Remote Similarity NPD1811 Approved
0.5918 Remote Similarity NPD4159 Approved
0.5914 Remote Similarity NPD8034 Phase 2
0.5914 Remote Similarity NPD8035 Phase 2
0.5889 Remote Similarity NPD4623 Approved
0.5889 Remote Similarity NPD4519 Discontinued
0.5882 Remote Similarity NPD6697 Approved
0.5882 Remote Similarity NPD6118 Approved
0.5882 Remote Similarity NPD6115 Approved
0.5882 Remote Similarity NPD6114 Approved
0.5882 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5875 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5875 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5859 Remote Similarity NPD5226 Approved
0.5859 Remote Similarity NPD4633 Approved
0.5859 Remote Similarity NPD5224 Approved
0.5859 Remote Similarity NPD5225 Approved
0.5859 Remote Similarity NPD7632 Discontinued
0.5833 Remote Similarity NPD5222 Approved
0.5833 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4697 Phase 3
0.5833 Remote Similarity NPD5221 Approved
0.5825 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5816 Remote Similarity NPD6648 Approved
0.58 Remote Similarity NPD5175 Approved
0.58 Remote Similarity NPD5174 Approved
0.5795 Remote Similarity NPD4221 Approved
0.5795 Remote Similarity NPD4223 Phase 3
0.5789 Remote Similarity NPD7748 Approved
0.5773 Remote Similarity NPD5173 Approved
0.5769 Remote Similarity NPD4634 Approved
0.5769 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5758 Remote Similarity NPD5223 Approved
0.5732 Remote Similarity NPD4809 Clinical (unspecified phase)
0.5732 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5729 Remote Similarity NPD5210 Approved
0.5729 Remote Similarity NPD4629 Approved
0.5714 Remote Similarity NPD5290 Discontinued
0.5714 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5279 Phase 3
0.5688 Remote Similarity NPD7328 Approved
0.5688 Remote Similarity NPD7327 Approved
0.5686 Remote Similarity NPD5739 Approved
0.5686 Remote Similarity NPD4768 Approved
0.5686 Remote Similarity NPD6675 Approved
0.5686 Remote Similarity NPD7128 Approved
0.5686 Remote Similarity NPD6402 Approved
0.5686 Remote Similarity NPD4767 Approved
0.5679 Remote Similarity NPD3698 Phase 2
0.5667 Remote Similarity NPD3668 Phase 3
0.5667 Remote Similarity NPD4197 Approved
0.5647 Remote Similarity NPD6117 Approved
0.5644 Remote Similarity NPD4754 Approved
0.5636 Remote Similarity NPD7516 Approved
0.5631 Remote Similarity NPD5697 Approved
0.5631 Remote Similarity NPD5701 Approved
0.5619 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5612 Remote Similarity NPD6084 Phase 2
0.5612 Remote Similarity NPD7902 Approved
0.5612 Remote Similarity NPD6083 Phase 2
0.561 Remote Similarity NPD4244 Approved
0.561 Remote Similarity NPD4245 Approved
0.5607 Remote Similarity NPD8133 Approved
0.5604 Remote Similarity NPD1696 Phase 3
0.5604 Remote Similarity NPD5329 Approved

Structure

External Identifiers

PubChem CID   21589752
ChEMBL   CHEMBL512939
ZINC  

Physicochemical Properties

Molecular Weight:  238.19
ALogP:  0.1793
MLogP:  2.89
XLogP:  2.917
# Rotatable Bonds:  6
Polar Surface Area:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  17

Download Data

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