Natural Product: NPC471269

Natural Product ID:  NPC471269
Common Name:   Wilsonol F
IUPAC Name:   (1S,4S,6R)-1-[(3R)-3-hydroxybutyl]-2,2,6-trimethylcyclohexane-1,4-diol
Synonyms:  
Molecular Formula:   C13H26O3
Standard InCHIKey:  FZJOFYUIHXFDLC-DCQANWLSSA-N
Standard InCHI:  InChI=1S/C13H26O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h9-11,14-16H,5-8H2,1-4H3/t9-,10-,11+,13+/m1/s1
Canonical SMILES:  C[C@H](CC[C@]1(O)[C@H](C)C[C@@H](CC1(C)C)O)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
NPO32875 cinnamomum wilsonii Species Lauraceae Eukaryota Leaves PMID[23822611]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 10.6019/CHEMBL1201861
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 11374944
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 10.1007/s00044-011-9937-1
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 24689881
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000 nM DrugMatrix in vitro pharmacology data

  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 NPC471269 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
0.9091 High Similarity NPC215671
0.9091 High Similarity NPC87296
0.9091 High Similarity NPC475515
0.8909 High Similarity NPC236588
0.8704 High Similarity NPC53209
0.8571 High Similarity NPC135438
0.8305 Intermediate Similarity NPC95804
0.8305 Intermediate Similarity NPC185547
0.8226 Intermediate Similarity NPC185874
0.8226 Intermediate Similarity NPC139207
0.8148 Intermediate Similarity NPC307022
0.8103 Intermediate Similarity NPC47663
0.8077 Intermediate Similarity NPC176309
0.8077 Intermediate Similarity NPC147343
0.8077 Intermediate Similarity NPC198540
0.8077 Intermediate Similarity NPC223468
0.8077 Intermediate Similarity NPC287550
0.8077 Intermediate Similarity NPC84030
0.8033 Intermediate Similarity NPC94897
0.7903 Intermediate Similarity NPC80463
0.7903 Intermediate Similarity NPC260116
0.7857 Intermediate Similarity NPC102336
0.7857 Intermediate Similarity NPC36002
0.7843 Intermediate Similarity NPC144891
0.7812 Intermediate Similarity NPC472741
0.7778 Intermediate Similarity NPC44122
0.7742 Intermediate Similarity NPC101128
0.7742 Intermediate Similarity NPC144650
0.7736 Intermediate Similarity NPC14552
0.7727 Intermediate Similarity NPC164022
0.7727 Intermediate Similarity NPC471272
0.7692 Intermediate Similarity NPC470833
0.7692 Intermediate Similarity NPC66407
0.7692 Intermediate Similarity NPC240994
0.7667 Intermediate Similarity NPC185116
0.7656 Intermediate Similarity NPC48079
0.7656 Intermediate Similarity NPC253303
0.7656 Intermediate Similarity NPC476928
0.7656 Intermediate Similarity NPC269077
0.7619 Intermediate Similarity NPC11555
0.7619 Intermediate Similarity NPC208198
0.7619 Intermediate Similarity NPC60837
0.7619 Intermediate Similarity NPC172613
0.7619 Intermediate Similarity NPC282619
0.7619 Intermediate Similarity NPC2728
0.7612 Intermediate Similarity NPC253805
0.7586 Intermediate Similarity NPC300189
0.7581 Intermediate Similarity NPC290791
0.7581 Intermediate Similarity NPC236099
0.7581 Intermediate Similarity NPC209686
0.7581 Intermediate Similarity NPC114891
0.7581 Intermediate Similarity NPC249078
0.7581 Intermediate Similarity NPC292419
0.7576 Intermediate Similarity NPC282454
0.7544 Intermediate Similarity NPC161473
0.7538 Intermediate Similarity NPC244790
0.7538 Intermediate Similarity NPC475893
0.7538 Intermediate Similarity NPC474756
0.75 Intermediate Similarity NPC142712
0.75 Intermediate Similarity NPC470151
0.7463 Intermediate Similarity NPC157422
0.7463 Intermediate Similarity NPC100586
0.7463 Intermediate Similarity NPC470071
0.7463 Intermediate Similarity NPC109457
0.7463 Intermediate Similarity NPC252182
0.7463 Intermediate Similarity NPC127094
0.7463 Intermediate Similarity NPC1340
0.7463 Intermediate Similarity NPC187471
0.746 Intermediate Similarity NPC167995
0.746 Intermediate Similarity NPC159654
0.746 Intermediate Similarity NPC281540
0.746 Intermediate Similarity NPC118937
0.746 Intermediate Similarity NPC219940
0.7455 Intermediate Similarity NPC294858
0.7424 Intermediate Similarity NPC299948
0.7424 Intermediate Similarity NPC477820
0.7424 Intermediate Similarity NPC254037
0.7424 Intermediate Similarity NPC210323
0.7424 Intermediate Similarity NPC241085
0.7424 Intermediate Similarity NPC470830
0.7424 Intermediate Similarity NPC129829
0.7424 Intermediate Similarity NPC107919
0.7419 Intermediate Similarity NPC148174
0.7419 Intermediate Similarity NPC218585
0.7419 Intermediate Similarity NPC71460
0.7414 Intermediate Similarity NPC202146
0.7414 Intermediate Similarity NPC32222
0.7385 Intermediate Similarity NPC475884
0.7385 Intermediate Similarity NPC473230
0.7385 Intermediate Similarity NPC472984
0.7385 Intermediate Similarity NPC204233
0.7353 Intermediate Similarity NPC95165
0.7344 Intermediate Similarity NPC258595
0.7344 Intermediate Similarity NPC474380
0.7344 Intermediate Similarity NPC41577
0.7344 Intermediate Similarity NPC473276
0.7344 Intermediate Similarity NPC472946
0.7333 Intermediate Similarity NPC29976
0.7333 Intermediate Similarity NPC150713
0.7313 Intermediate Similarity NPC63588
0.7313 Intermediate Similarity NPC92801
0.7313 Intermediate Similarity NPC192192
0.7313 Intermediate Similarity NPC231945
0.7313 Intermediate Similarity NPC232925
0.7313 Intermediate Similarity NPC251201
0.7286 Intermediate Similarity NPC167873
0.7286 Intermediate Similarity NPC1973
0.7273 Intermediate Similarity NPC245795
0.7273 Intermediate Similarity NPC469987
0.7273 Intermediate Similarity NPC2648
0.7273 Intermediate Similarity NPC471238
0.7273 Intermediate Similarity NPC276616
0.7273 Intermediate Similarity NPC314087
0.7246 Intermediate Similarity NPC228994
0.7246 Intermediate Similarity NPC237510
0.7246 Intermediate Similarity NPC304499
0.7246 Intermediate Similarity NPC192501
0.7246 Intermediate Similarity NPC475793
0.7246 Intermediate Similarity NPC10476
0.7246 Intermediate Similarity NPC475458
0.7231 Intermediate Similarity NPC473929
0.7222 Intermediate Similarity NPC77550
0.7222 Intermediate Similarity NPC108441
0.7206 Intermediate Similarity NPC167706
0.7206 Intermediate Similarity NPC131506
0.7206 Intermediate Similarity NPC478103
0.7206 Intermediate Similarity NPC157777
0.7206 Intermediate Similarity NPC473279
0.7206 Intermediate Similarity NPC195530
0.7188 Intermediate Similarity NPC69149
0.7188 Intermediate Similarity NPC68656
0.7183 Intermediate Similarity NPC307865
0.7183 Intermediate Similarity NPC85105
0.7183 Intermediate Similarity NPC149550
0.7167 Intermediate Similarity NPC3025
0.7164 Intermediate Similarity NPC9942
0.7143 Intermediate Similarity NPC472950
0.7143 Intermediate Similarity NPC243027
0.7143 Intermediate Similarity NPC3403
0.7143 Intermediate Similarity NPC158208
0.7143 Intermediate Similarity NPC472952
0.7143 Intermediate Similarity NPC316035
0.7143 Intermediate Similarity NPC317242
0.7143 Intermediate Similarity NPC196136
0.7121 Intermediate Similarity NPC63190
0.7101 Intermediate Similarity NPC153719
0.7101 Intermediate Similarity NPC470610
0.7101 Intermediate Similarity NPC473238
0.7101 Intermediate Similarity NPC472341
0.7097 Intermediate Similarity NPC95958
0.7083 Intermediate Similarity NPC147993
0.7083 Intermediate Similarity NPC475725
0.7083 Intermediate Similarity NPC272841
0.7077 Intermediate Similarity NPC300442
0.7069 Intermediate Similarity NPC476149
0.7069 Intermediate Similarity NPC300235
0.7069 Intermediate Similarity NPC244869
0.7069 Intermediate Similarity NPC476136
0.7059 Intermediate Similarity NPC283316
0.7042 Intermediate Similarity NPC63958
0.7042 Intermediate Similarity NPC163597
0.7 Intermediate Similarity NPC283655
0.7 Intermediate Similarity NPC277917
0.7 Intermediate Similarity NPC89069
0.7 Intermediate Similarity NPC166894
0.7 Intermediate Similarity NPC477508
0.7 Intermediate Similarity NPC48795
0.7 Intermediate Similarity NPC178223
0.6984 Remote Similarity NPC204173
0.6984 Remote Similarity NPC475412
0.697 Remote Similarity NPC475897
0.6957 Remote Similarity NPC8004
0.6957 Remote Similarity NPC471268
0.6957 Remote Similarity NPC127283
0.6957 Remote Similarity NPC471271
0.6957 Remote Similarity NPC89310
0.6957 Remote Similarity NPC477792
0.6957 Remote Similarity NPC23954
0.6944 Remote Similarity NPC302578
0.6944 Remote Similarity NPC475031
0.6944 Remote Similarity NPC476233
0.6944 Remote Similarity NPC477227
0.6944 Remote Similarity NPC474574
0.6944 Remote Similarity NPC105208
0.6944 Remote Similarity NPC169994
0.6944 Remote Similarity NPC128951
0.6944 Remote Similarity NPC64081
0.6944 Remote Similarity NPC185915
0.6944 Remote Similarity NPC192046
0.6935 Remote Similarity NPC476735
0.6935 Remote Similarity NPC189290
0.6935 Remote Similarity NPC474769
0.6923 Remote Similarity NPC225415
0.6912 Remote Similarity NPC6120
0.6912 Remote Similarity NPC327728
0.6912 Remote Similarity NPC131892
0.6912 Remote Similarity NPC213178
0.6912 Remote Similarity NPC234511
0.6901 Remote Similarity NPC91387
0.6901 Remote Similarity NPC131584

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471269 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
0.8077 Intermediate Similarity NPD384 Approved
0.8077 Intermediate Similarity NPD385 Approved
0.7424 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD386 Approved
0.7222 Intermediate Similarity NPD388 Approved
0.7188 Intermediate Similarity NPD371 Approved
0.7059 Intermediate Similarity NPD4787 Phase 1
0.6912 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6912 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6714 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6714 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6712 Remote Similarity NPD6116 Phase 1
0.6667 Remote Similarity NPD7525 Registered
0.6667 Remote Similarity NPD3703 Phase 2
0.6575 Remote Similarity NPD6117 Approved
0.6567 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6528 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6429 Remote Similarity NPD3698 Phase 2
0.64 Remote Similarity NPD6114 Approved
0.64 Remote Similarity NPD6697 Approved
0.64 Remote Similarity NPD6115 Approved
0.64 Remote Similarity NPD6118 Approved
0.6338 Remote Similarity NPD4245 Approved
0.6338 Remote Similarity NPD4244 Approved
0.6316 Remote Similarity NPD7645 Phase 2
0.6301 Remote Similarity NPD1811 Approved
0.6301 Remote Similarity NPD1810 Approved
0.6286 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6286 Remote Similarity NPD5360 Phase 3
0.6234 Remote Similarity NPD6928 Phase 2
0.6234 Remote Similarity NPD4748 Discontinued
0.6184 Remote Similarity NPD3671 Phase 1
0.6133 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4789 Approved
0.6111 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6081 Remote Similarity NPD6926 Approved
0.6081 Remote Similarity NPD6924 Approved
0.6071 Remote Similarity NPD1462 Approved
0.6056 Remote Similarity NPD6705 Phase 1
0.6027 Remote Similarity NPD4758 Discontinued
0.6026 Remote Similarity NPD7509 Discontinued
0.6 Remote Similarity NPD7339 Approved
0.6 Remote Similarity NPD1460 Approved
0.6 Remote Similarity NPD6942 Approved
0.5965 Remote Similarity NPD367 Approved
0.5921 Remote Similarity NPD6933 Approved
0.5882 Remote Similarity NPD368 Approved
0.5854 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5789 Remote Similarity NPD8264 Approved
0.5789 Remote Similarity NPD3702 Approved
0.5783 Remote Similarity NPD3618 Phase 1
0.5781 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5775 Remote Similarity NPD4224 Phase 2
0.5747 Remote Similarity NPD4202 Approved
0.5679 Remote Similarity NPD3667 Approved
0.5676 Remote Similarity NPD2686 Approved
0.5676 Remote Similarity NPD2687 Approved
0.5676 Remote Similarity NPD2254 Approved
0.5625 Remote Similarity NPD6931 Approved
0.5625 Remote Similarity NPD6930 Phase 2
0.5606 Remote Similarity NPD586 Phase 1
0.56 Remote Similarity NPD7152 Approved
0.56 Remote Similarity NPD7151 Approved
0.56 Remote Similarity NPD7150 Approved

Structure

External Identifiers

PubChem CID   73355097
ChEMBL   CHEMBL2407696
ZINC  

Physicochemical Properties

Molecular Weight:  230.19
ALogP:  -0.3821
MLogP:  2.56
XLogP:  1.538
# Rotatable Bonds:  10
Polar Surface Area:  60.69
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  16

Download Data

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