Natural Product: NPC47663

Natural Product ID:  NPC47663
Common Name:   4Alpha-Methylcadinane-1Alpha,2Alpha,10Alpha Triol
IUPAC Name:   (1S,3S,4aS,5S,8R,8aR)-3,8-dimethyl-5-propan-2-yl-1,2,3,4,4a,5,6,7-octahydronaphthalene-1,8,8a-triol
Synonyms:   4Alpha-Methylcadinane-1Alpha,2Alpha,10Alpha Triol
Molecular Formula:   C15H28O3
Standard InCHIKey:  NOMPOPNILJKBDF-GXYBRJDSSA-N
Standard InCHI:  InChI=1S/C15H28O3/c1-9(2)11-5-6-14(4,17)15(18)12(11)7-10(3)8-13(15)16/h9-13,16-18H,5-8H2,1-4H3/t10-,11-,12-,13-,14+,15+/m0/s1
Canonical SMILES:  C[C@@H]1C[C@H](O)[C@@]2([C@@H](C1)[C@@H](CC[C@@]2(C)O)C(C)C)O
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
NPO24241 Taiwania cryptomerioides Species Cupressaceae Eukaryota PMID[9014350]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens ED50 = 13.34 ug/ml 24709561
NPT83 Cell Line MCF7 Homo sapiens ED50 = 41.05 ug/ml 24597894
NPT176 Organism Artemia salina Artemia salina LC50 = 84.8 ug/ml 10.1007/s00044-012-0121-z
NPT139 Cell Line HT-29 Homo sapiens ED50 = 12.01 ug/ml 20619511
NPT1381 Organism Aedes aegypti Aedes aegypti LC50 > 250 ug/ml 11754602

  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 NPC47663 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
0.9153 High Similarity NPC94897
0.8475 Intermediate Similarity NPC185116
0.8448 Intermediate Similarity NPC135438
0.8448 Intermediate Similarity NPC236588
0.8438 Intermediate Similarity NPC470833
0.8387 Intermediate Similarity NPC260116
0.8281 Intermediate Similarity NPC244790
0.8281 Intermediate Similarity NPC475893
0.8154 Intermediate Similarity NPC107919
0.8125 Intermediate Similarity NPC204233
0.8103 Intermediate Similarity NPC471269
0.803 Intermediate Similarity NPC231945
0.7963 Intermediate Similarity NPC198540
0.7963 Intermediate Similarity NPC147343
0.7963 Intermediate Similarity NPC84030
0.7963 Intermediate Similarity NPC287550
0.7963 Intermediate Similarity NPC223468
0.7963 Intermediate Similarity NPC176309
0.7941 Intermediate Similarity NPC192501
0.7941 Intermediate Similarity NPC10476
0.7941 Intermediate Similarity NPC470151
0.7941 Intermediate Similarity NPC228994
0.7931 Intermediate Similarity NPC53209
0.7903 Intermediate Similarity NPC95804
0.7903 Intermediate Similarity NPC185547
0.7879 Intermediate Similarity NPC299948
0.7879 Intermediate Similarity NPC470830
0.7879 Intermediate Similarity NPC241085
0.7826 Intermediate Similarity NPC158208
0.7826 Intermediate Similarity NPC243027
0.7826 Intermediate Similarity NPC196136
0.7812 Intermediate Similarity NPC472946
0.7812 Intermediate Similarity NPC80463
0.7794 Intermediate Similarity NPC95165
0.7759 Intermediate Similarity NPC36002
0.7759 Intermediate Similarity NPC102336
0.7727 Intermediate Similarity NPC474756
0.7714 Intermediate Similarity NPC163597
0.7679 Intermediate Similarity NPC316035
0.7656 Intermediate Similarity NPC101128
0.7647 Intermediate Similarity NPC131506
0.7647 Intermediate Similarity NPC242992
0.7647 Intermediate Similarity NPC157777
0.7606 Intermediate Similarity NPC105208
0.7606 Intermediate Similarity NPC477227
0.7606 Intermediate Similarity NPC128951
0.7606 Intermediate Similarity NPC192046
0.7606 Intermediate Similarity NPC302578
0.7576 Intermediate Similarity NPC63190
0.7576 Intermediate Similarity NPC269077
0.7576 Intermediate Similarity NPC139207
0.7576 Intermediate Similarity NPC48079
0.7576 Intermediate Similarity NPC475884
0.7576 Intermediate Similarity NPC253303
0.7576 Intermediate Similarity NPC185874
0.7576 Intermediate Similarity NPC473230
0.7571 Intermediate Similarity NPC472950
0.7571 Intermediate Similarity NPC472952
0.7571 Intermediate Similarity NPC317242
0.7536 Intermediate Similarity NPC473238
0.7536 Intermediate Similarity NPC472341
0.7536 Intermediate Similarity NPC153719
0.75 Intermediate Similarity NPC314087
0.75 Intermediate Similarity NPC147993
0.75 Intermediate Similarity NPC236099
0.75 Intermediate Similarity NPC209686
0.75 Intermediate Similarity NPC18857
0.75 Intermediate Similarity NPC249078
0.75 Intermediate Similarity NPC292419
0.75 Intermediate Similarity NPC114891
0.75 Intermediate Similarity NPC290791
0.75 Intermediate Similarity NPC67657
0.75 Intermediate Similarity NPC52755
0.7465 Intermediate Similarity NPC470145
0.7463 Intermediate Similarity NPC472741
0.7463 Intermediate Similarity NPC469987
0.7463 Intermediate Similarity NPC276616
0.7463 Intermediate Similarity NPC266578
0.7424 Intermediate Similarity NPC142712
0.7424 Intermediate Similarity NPC44122
0.7419 Intermediate Similarity NPC475515
0.7419 Intermediate Similarity NPC87296
0.7419 Intermediate Similarity NPC215671
0.7414 Intermediate Similarity NPC307022
0.7407 Intermediate Similarity NPC144891
0.7397 Intermediate Similarity NPC269333
0.7391 Intermediate Similarity NPC127283
0.7391 Intermediate Similarity NPC8004
0.7385 Intermediate Similarity NPC167995
0.7385 Intermediate Similarity NPC159654
0.7385 Intermediate Similarity NPC144650
0.7385 Intermediate Similarity NPC281540
0.7385 Intermediate Similarity NPC118937
0.7361 Intermediate Similarity NPC11907
0.7361 Intermediate Similarity NPC133596
0.7361 Intermediate Similarity NPC185915
0.7353 Intermediate Similarity NPC254037
0.7353 Intermediate Similarity NPC210323
0.7353 Intermediate Similarity NPC129829
0.7353 Intermediate Similarity NPC66407
0.7353 Intermediate Similarity NPC234511
0.7344 Intermediate Similarity NPC71460
0.7344 Intermediate Similarity NPC218585
0.7344 Intermediate Similarity NPC148174
0.7324 Intermediate Similarity NPC91387
0.7324 Intermediate Similarity NPC231680
0.7324 Intermediate Similarity NPC270306
0.7321 Intermediate Similarity NPC14552
0.7313 Intermediate Similarity NPC476928
0.7297 Intermediate Similarity NPC16449
0.7297 Intermediate Similarity NPC186588
0.7288 Intermediate Similarity NPC476136
0.7288 Intermediate Similarity NPC476149
0.7288 Intermediate Similarity NPC244869
0.7288 Intermediate Similarity NPC300235
0.7286 Intermediate Similarity NPC470610
0.7286 Intermediate Similarity NPC81759
0.7286 Intermediate Similarity NPC253805
0.7273 Intermediate Similarity NPC190827
0.7273 Intermediate Similarity NPC282619
0.7273 Intermediate Similarity NPC208198
0.7273 Intermediate Similarity NPC2728
0.7273 Intermediate Similarity NPC172613
0.7273 Intermediate Similarity NPC11555
0.7273 Intermediate Similarity NPC243469
0.7273 Intermediate Similarity NPC473276
0.7273 Intermediate Similarity NPC60837
0.7273 Intermediate Similarity NPC475943
0.7273 Intermediate Similarity NPC258595
0.7273 Intermediate Similarity NPC474380
0.7273 Intermediate Similarity NPC41577
0.7246 Intermediate Similarity NPC283316
0.7246 Intermediate Similarity NPC282454
0.7246 Intermediate Similarity NPC192192
0.7222 Intermediate Similarity NPC477602
0.7222 Intermediate Similarity NPC91573
0.7222 Intermediate Similarity NPC477601
0.7222 Intermediate Similarity NPC473916
0.7206 Intermediate Similarity NPC245795
0.7206 Intermediate Similarity NPC2648
0.72 Intermediate Similarity NPC470156
0.7183 Intermediate Similarity NPC166250
0.7183 Intermediate Similarity NPC304499
0.7183 Intermediate Similarity NPC48795
0.7183 Intermediate Similarity NPC475458
0.7164 Intermediate Similarity NPC473929
0.7162 Intermediate Similarity NPC287452
0.7162 Intermediate Similarity NPC81074
0.7162 Intermediate Similarity NPC477282
0.7143 Intermediate Similarity NPC195530
0.7143 Intermediate Similarity NPC252182
0.7143 Intermediate Similarity NPC109457
0.7143 Intermediate Similarity NPC157422
0.7143 Intermediate Similarity NPC473279
0.7143 Intermediate Similarity NPC167706
0.7143 Intermediate Similarity NPC187471
0.7143 Intermediate Similarity NPC1340
0.7143 Intermediate Similarity NPC108441
0.7143 Intermediate Similarity NPC470071
0.7143 Intermediate Similarity NPC127094
0.7143 Intermediate Similarity NPC77550
0.7143 Intermediate Similarity NPC100586
0.7123 Intermediate Similarity NPC64081
0.7123 Intermediate Similarity NPC474574
0.7121 Intermediate Similarity NPC68656
0.7121 Intermediate Similarity NPC69149
0.7105 Intermediate Similarity NPC470155
0.7105 Intermediate Similarity NPC60018
0.7105 Intermediate Similarity NPC477446
0.7105 Intermediate Similarity NPC477447
0.7105 Intermediate Similarity NPC202688
0.7105 Intermediate Similarity NPC154043
0.7101 Intermediate Similarity NPC99264
0.7101 Intermediate Similarity NPC477820
0.7097 Intermediate Similarity NPC3025
0.7067 Intermediate Similarity NPC472943
0.7067 Intermediate Similarity NPC472951
0.7059 Intermediate Similarity NPC472984
0.7042 Intermediate Similarity NPC265485
0.7042 Intermediate Similarity NPC220939
0.7031 Intermediate Similarity NPC95958
0.7027 Intermediate Similarity NPC177343
0.7027 Intermediate Similarity NPC102708
0.7013 Intermediate Similarity NPC477978
0.7013 Intermediate Similarity NPC216420
0.7013 Intermediate Similarity NPC241959
0.7013 Intermediate Similarity NPC478054
0.7013 Intermediate Similarity NPC85095
0.7013 Intermediate Similarity NPC211135
0.7 Intermediate Similarity NPC251201
0.7 Intermediate Similarity NPC63588
0.7 Intermediate Similarity NPC232925
0.6986 Remote Similarity NPC63958
0.6986 Remote Similarity NPC470766
0.6986 Remote Similarity NPC136424
0.6974 Remote Similarity NPC470154
0.6964 Remote Similarity NPC313795
0.6964 Remote Similarity NPC240994
0.6957 Remote Similarity NPC478228
0.6944 Remote Similarity NPC475793

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC47663 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
0.8226 Intermediate Similarity NPD371 Approved
0.8154 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7963 Intermediate Similarity NPD384 Approved
0.7963 Intermediate Similarity NPD385 Approved
0.7143 Intermediate Similarity NPD388 Approved
0.7143 Intermediate Similarity NPD386 Approved
0.7 Intermediate Similarity NPD4787 Phase 1
0.6857 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6857 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6622 Remote Similarity NPD3703 Phase 2
0.6533 Remote Similarity NPD6117 Approved
0.6522 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6494 Remote Similarity NPD7645 Phase 2
0.6486 Remote Similarity NPD1811 Approved
0.6486 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6486 Remote Similarity NPD1810 Approved
0.6447 Remote Similarity NPD6116 Phase 1
0.641 Remote Similarity NPD7525 Registered
0.6389 Remote Similarity NPD3698 Phase 2
0.6364 Remote Similarity NPD6114 Approved
0.6364 Remote Similarity NPD6118 Approved
0.6364 Remote Similarity NPD6697 Approved
0.6364 Remote Similarity NPD6115 Approved
0.6301 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6301 Remote Similarity NPD4244 Approved
0.6301 Remote Similarity NPD4245 Approved
0.625 Remote Similarity NPD5361 Clinical (unspecified phase)
0.625 Remote Similarity NPD5360 Phase 3
0.6207 Remote Similarity NPD367 Approved
0.6154 Remote Similarity NPD3671 Phase 1
0.6104 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6104 Remote Similarity NPD6933 Approved
0.6081 Remote Similarity NPD4789 Approved
0.6027 Remote Similarity NPD6705 Phase 1
0.6 Remote Similarity NPD6928 Phase 2
0.6 Remote Similarity NPD4748 Discontinued
0.6 Remote Similarity NPD4758 Discontinued
0.5974 Remote Similarity NPD7339 Approved
0.5974 Remote Similarity NPD6942 Approved
0.5867 Remote Similarity NPD2254 Approved
0.5867 Remote Similarity NPD2686 Approved
0.5867 Remote Similarity NPD2687 Approved
0.5844 Remote Similarity NPD6926 Approved
0.5844 Remote Similarity NPD6924 Approved
0.5833 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5806 Remote Similarity NPD4159 Approved
0.5769 Remote Similarity NPD3702 Approved
0.5765 Remote Similarity NPD3618 Phase 1
0.5763 Remote Similarity NPD1462 Approved
0.5753 Remote Similarity NPD4224 Phase 2
0.573 Remote Similarity NPD8171 Discontinued
0.5698 Remote Similarity NPD7524 Approved
0.569 Remote Similarity NPD1460 Approved
0.5663 Remote Similarity NPD3667 Approved
0.5634 Remote Similarity NPD368 Approved
0.561 Remote Similarity NPD6930 Phase 2
0.561 Remote Similarity NPD6931 Approved
0.561 Remote Similarity NPD7509 Discontinued

Structure

External Identifiers

PubChem CID   10801091
ChEMBL   CHEMBL504739
ZINC  

Physicochemical Properties

Molecular Weight:  256.20
ALogP:  -0.6383
MLogP:  2.78
XLogP:  3.516
# Rotatable Bonds:  8
Polar Surface Area:  60.69
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  18

Download Data

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Similar NPs/Drugs