Natural Product: NPC475830

Natural Product ID:  NPC475830
Common Name:   (4S*,7R*,8R*,10S*)-8-Hydroxy-Alpha-Guaiene
IUPAC Name:   (1S,4S,6R,7R)-1,4-dimethyl-7-prop-1-en-2-yl-1,2,3,4,5,6,7,8-octahydroazulen-6-ol
Synonyms:  
Molecular Formula:   C15H24O
Standard InCHIKey:  BRFKQPRYMGBIFJ-HTTKSJEASA-N
Standard InCHI:  InChI=1S/C15H24O/c1-9(2)13-8-14-10(3)5-6-12(14)11(4)7-15(13)16/h10-11,13,15-16H,1,5-8H2,2-4H3/t10-,11-,13+,15+/m0/s1
Canonical SMILES:  CC(=C)[C@H]1CC2=C([C@H](C[C@H]1O)C)CC[C@@H]2C
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
NPO1396 Cladogynos orientalis NA NA NA PMID[15679308]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT639 Cell Line NCI-H187 Homo sapiens IC50 < 5 ug/ml 18989978
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC < 12.5 ug/ml 18989978

  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 NPC475830 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
0.8814 High Similarity NPC274704
0.8667 High Similarity NPC279200
0.8548 High Similarity NPC272125
0.8413 Intermediate Similarity NPC472253
0.8413 Intermediate Similarity NPC472255
0.8393 Intermediate Similarity NPC192962
0.8361 Intermediate Similarity NPC211291
0.8361 Intermediate Similarity NPC133368
0.8136 Intermediate Similarity NPC278550
0.803 Intermediate Similarity NPC470041
0.8 Intermediate Similarity NPC10017
0.8 Intermediate Similarity NPC167527
0.7966 Intermediate Similarity NPC274396
0.7869 Intermediate Similarity NPC469321
0.7869 Intermediate Similarity NPC122239
0.7846 Intermediate Similarity NPC136813
0.7846 Intermediate Similarity NPC477791
0.7812 Intermediate Similarity NPC477009
0.7812 Intermediate Similarity NPC19569
0.7812 Intermediate Similarity NPC238352
0.7797 Intermediate Similarity NPC84824
0.7797 Intermediate Similarity NPC67508
0.7778 Intermediate Similarity NPC87439
0.7761 Intermediate Similarity NPC471781
0.7742 Intermediate Similarity NPC471081
0.7656 Intermediate Similarity NPC309300
0.7619 Intermediate Similarity NPC225342
0.7612 Intermediate Similarity NPC217570
0.7612 Intermediate Similarity NPC90115
0.7538 Intermediate Similarity NPC474329
0.7538 Intermediate Similarity NPC261782
0.7538 Intermediate Similarity NPC474304
0.7538 Intermediate Similarity NPC469326
0.7538 Intermediate Similarity NPC205618
0.75 Intermediate Similarity NPC473508
0.7463 Intermediate Similarity NPC224532
0.746 Intermediate Similarity NPC99487
0.7455 Intermediate Similarity NPC24824
0.7455 Intermediate Similarity NPC210560
0.7455 Intermediate Similarity NPC165651
0.7429 Intermediate Similarity NPC102463
0.7424 Intermediate Similarity NPC267027
0.7424 Intermediate Similarity NPC202017
0.7424 Intermediate Similarity NPC162309
0.7419 Intermediate Similarity NPC155025
0.7419 Intermediate Similarity NPC226848
0.7391 Intermediate Similarity NPC471662
0.7391 Intermediate Similarity NPC477792
0.7391 Intermediate Similarity NPC41886
0.7385 Intermediate Similarity NPC290367
0.7385 Intermediate Similarity NPC110241
0.7385 Intermediate Similarity NPC300593
0.7385 Intermediate Similarity NPC225415
0.7377 Intermediate Similarity NPC24443
0.7353 Intermediate Similarity NPC144647
0.7324 Intermediate Similarity NPC60818
0.7324 Intermediate Similarity NPC23231
0.7302 Intermediate Similarity NPC5698
0.7273 Intermediate Similarity NPC471200
0.7273 Intermediate Similarity NPC61503
0.7231 Intermediate Similarity NPC474155
0.7231 Intermediate Similarity NPC473759
0.7222 Intermediate Similarity NPC126969
0.7213 Intermediate Similarity NPC130209
0.7213 Intermediate Similarity NPC218525
0.7213 Intermediate Similarity NPC148163
0.7213 Intermediate Similarity NPC148216
0.7206 Intermediate Similarity NPC208999
0.7188 Intermediate Similarity NPC66020
0.7188 Intermediate Similarity NPC323153
0.7188 Intermediate Similarity NPC240506
0.7183 Intermediate Similarity NPC27395
0.7183 Intermediate Similarity NPC329090
0.7183 Intermediate Similarity NPC472966
0.7164 Intermediate Similarity NPC230107
0.7164 Intermediate Similarity NPC326310
0.7164 Intermediate Similarity NPC311736
0.7143 Intermediate Similarity NPC469343
0.7123 Intermediate Similarity NPC471454
0.7123 Intermediate Similarity NPC31037
0.7121 Intermediate Similarity NPC219940
0.7121 Intermediate Similarity NPC96793
0.7121 Intermediate Similarity NPC323424
0.7101 Intermediate Similarity NPC167272
0.7101 Intermediate Similarity NPC269877
0.7083 Intermediate Similarity NPC136188
0.7083 Intermediate Similarity NPC230301
0.7083 Intermediate Similarity NPC28657
0.7083 Intermediate Similarity NPC285893
0.7083 Intermediate Similarity NPC22105
0.7083 Intermediate Similarity NPC304309
0.7083 Intermediate Similarity NPC134847
0.7083 Intermediate Similarity NPC328104
0.7083 Intermediate Similarity NPC319090
0.7083 Intermediate Similarity NPC288035
0.7083 Intermediate Similarity NPC162742
0.7077 Intermediate Similarity NPC475251
0.7077 Intermediate Similarity NPC210346
0.7077 Intermediate Similarity NPC63111
0.7059 Intermediate Similarity NPC114651
0.7059 Intermediate Similarity NPC82337
0.7059 Intermediate Similarity NPC163290
0.7059 Intermediate Similarity NPC73603
0.7049 Intermediate Similarity NPC286752
0.7042 Intermediate Similarity NPC474140
0.7042 Intermediate Similarity NPC14352
0.7042 Intermediate Similarity NPC234527
0.7031 Intermediate Similarity NPC475931
0.7015 Intermediate Similarity NPC300442
0.7015 Intermediate Similarity NPC308844
0.7015 Intermediate Similarity NPC187619
0.7 Intermediate Similarity NPC92801
0.7 Intermediate Similarity NPC254845
0.7 Intermediate Similarity NPC35519
0.7 Intermediate Similarity NPC49422
0.7 Intermediate Similarity NPC9161
0.7 Intermediate Similarity NPC181255
0.7 Intermediate Similarity NPC145498
0.7 Intermediate Similarity NPC306195
0.7 Intermediate Similarity NPC157781
0.7 Intermediate Similarity NPC280256
0.7 Intermediate Similarity NPC179169
0.6986 Remote Similarity NPC240604
0.6986 Remote Similarity NPC113733
0.6986 Remote Similarity NPC321016
0.6986 Remote Similarity NPC300324
0.6986 Remote Similarity NPC321381
0.6986 Remote Similarity NPC107059
0.6986 Remote Similarity NPC315261
0.6986 Remote Similarity NPC96319
0.6984 Remote Similarity NPC52012
0.697 Remote Similarity NPC83200
0.6957 Remote Similarity NPC305698
0.6957 Remote Similarity NPC96484
0.6957 Remote Similarity NPC160209
0.6949 Remote Similarity NPC329773
0.6944 Remote Similarity NPC469533
0.6944 Remote Similarity NPC469534
0.6944 Remote Similarity NPC469593
0.6944 Remote Similarity NPC471659
0.6935 Remote Similarity NPC281590
0.6935 Remote Similarity NPC298299
0.6935 Remote Similarity NPC251666
0.6935 Remote Similarity NPC329686
0.6935 Remote Similarity NPC232247
0.6935 Remote Similarity NPC223604
0.6935 Remote Similarity NPC227135
0.6933 Remote Similarity NPC261125
0.6933 Remote Similarity NPC472463
0.6933 Remote Similarity NPC470244
0.6933 Remote Similarity NPC470239
0.6933 Remote Similarity NPC31258
0.6933 Remote Similarity NPC181195
0.6923 Remote Similarity NPC165287
0.6923 Remote Similarity NPC252809
0.6923 Remote Similarity NPC135648
0.6912 Remote Similarity NPC469328
0.6901 Remote Similarity NPC242992
0.6901 Remote Similarity NPC242001
0.6892 Remote Similarity NPC318495
0.6892 Remote Similarity NPC34019
0.6892 Remote Similarity NPC155986
0.6892 Remote Similarity NPC198968
0.6866 Remote Similarity NPC140233
0.6866 Remote Similarity NPC144650
0.6866 Remote Similarity NPC287744
0.6857 Remote Similarity NPC471560
0.6857 Remote Similarity NPC101622
0.6857 Remote Similarity NPC239373
0.6857 Remote Similarity NPC474248
0.6857 Remote Similarity NPC16964
0.6857 Remote Similarity NPC329989
0.6849 Remote Similarity NPC313185
0.6849 Remote Similarity NPC471723
0.6849 Remote Similarity NPC118508
0.6849 Remote Similarity NPC141071
0.6849 Remote Similarity NPC257347
0.6849 Remote Similarity NPC121744
0.6849 Remote Similarity NPC474011
0.6849 Remote Similarity NPC113639
0.6849 Remote Similarity NPC322353
0.6833 Remote Similarity NPC26906
0.6833 Remote Similarity NPC214584
0.6833 Remote Similarity NPC251335
0.6825 Remote Similarity NPC48891
0.6818 Remote Similarity NPC207007
0.6818 Remote Similarity NPC321867
0.6818 Remote Similarity NPC147524
0.6818 Remote Similarity NPC68679
0.6812 Remote Similarity NPC259299
0.6812 Remote Similarity NPC96962
0.6812 Remote Similarity NPC308522
0.6812 Remote Similarity NPC74885
0.6806 Remote Similarity NPC265485
0.6806 Remote Similarity NPC220939
0.6806 Remote Similarity NPC476709
0.6806 Remote Similarity NPC474743
0.6806 Remote Similarity NPC471799
0.68 Remote Similarity NPC87604
0.68 Remote Similarity NPC275910

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475830 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
0.7213 Intermediate Similarity NPD342 Phase 1
0.7183 Intermediate Similarity NPD6926 Approved
0.7183 Intermediate Similarity NPD6924 Approved
0.7101 Intermediate Similarity NPD6922 Approved
0.7101 Intermediate Similarity NPD6923 Approved
0.7083 Intermediate Similarity NPD6942 Approved
0.7083 Intermediate Similarity NPD7339 Approved
0.7 Intermediate Similarity NPD7144 Approved
0.7 Intermediate Similarity NPD7143 Approved
0.6986 Remote Similarity NPD6933 Approved
0.6986 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6901 Remote Similarity NPD7150 Approved
0.6901 Remote Similarity NPD7152 Approved
0.6901 Remote Similarity NPD7151 Approved
0.6842 Remote Similarity NPD7509 Discontinued
0.6818 Remote Similarity NPD368 Approved
0.6711 Remote Similarity NPD6929 Approved
0.6623 Remote Similarity NPD6931 Approved
0.6623 Remote Similarity NPD6930 Phase 2
0.6579 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6456 Remote Similarity NPD3667 Approved
0.6447 Remote Similarity NPD6925 Approved
0.6447 Remote Similarity NPD6932 Approved
0.6447 Remote Similarity NPD5776 Phase 2
0.641 Remote Similarity NPD7525 Registered
0.641 Remote Similarity NPD7332 Phase 2
0.6375 Remote Similarity NPD7154 Phase 3
0.6375 Remote Similarity NPD6695 Phase 3
0.6375 Remote Similarity NPD5362 Discontinued
0.6364 Remote Similarity NPD7145 Approved
0.6329 Remote Similarity NPD6898 Phase 1
0.6296 Remote Similarity NPD4786 Approved
0.6296 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6282 Remote Similarity NPD6683 Phase 2
0.6267 Remote Similarity NPD4785 Approved
0.6267 Remote Similarity NPD4784 Approved
0.622 Remote Similarity NPD6893 Approved
0.6216 Remote Similarity NPD4243 Approved
0.6203 Remote Similarity NPD7514 Phase 3
0.6203 Remote Similarity NPD4748 Discontinued
0.6203 Remote Similarity NPD4821 Approved
0.6203 Remote Similarity NPD4819 Approved
0.6203 Remote Similarity NPD4822 Approved
0.6203 Remote Similarity NPD4820 Approved
0.6184 Remote Similarity NPD8264 Approved
0.6173 Remote Similarity NPD5331 Approved
0.6173 Remote Similarity NPD5332 Approved
0.6167 Remote Similarity NPD384 Approved
0.6167 Remote Similarity NPD385 Approved
0.6154 Remote Similarity NPD4271 Approved
0.6154 Remote Similarity NPD4268 Approved
0.6125 Remote Similarity NPD5369 Approved
0.6125 Remote Similarity NPD4790 Discontinued
0.6125 Remote Similarity NPD6902 Approved
0.6098 Remote Similarity NPD3666 Approved
0.6098 Remote Similarity NPD3665 Phase 1
0.6098 Remote Similarity NPD3133 Approved
0.6076 Remote Similarity NPD7645 Phase 2
0.6071 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6071 Remote Similarity NPD7750 Discontinued
0.6071 Remote Similarity NPD7524 Approved
0.6049 Remote Similarity NPD4269 Approved
0.6049 Remote Similarity NPD4270 Approved
0.6 Remote Similarity NPD5368 Approved
0.6 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5974 Remote Similarity NPD5275 Approved
0.5974 Remote Similarity NPD4190 Phase 3
0.5952 Remote Similarity NPD3618 Phase 1
0.5952 Remote Similarity NPD5279 Phase 3
0.5949 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5946 Remote Similarity NPD1082 Approved
0.5942 Remote Similarity NPD1145 Discontinued
0.5854 Remote Similarity NPD6435 Approved
0.5833 Remote Similarity NPD5363 Approved
0.5833 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7341 Phase 2
0.5821 Remote Similarity NPD4219 Approved
0.5802 Remote Similarity NPD4252 Approved
0.5795 Remote Similarity NPD7087 Discontinued
0.5778 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5765 Remote Similarity NPD5786 Approved
0.5753 Remote Similarity NPD7331 Phase 2
0.5747 Remote Similarity NPD5328 Approved
0.5738 Remote Similarity NPD4265 Approved
0.5714 Remote Similarity NPD3668 Phase 3
0.5714 Remote Similarity NPD4732 Discontinued
0.5696 Remote Similarity NPD1346 Approved
0.5682 Remote Similarity NPD7136 Phase 2
0.5679 Remote Similarity NPD4195 Approved
0.5618 Remote Similarity NPD6079 Approved
0.5616 Remote Similarity NPD2685 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11321984
ChEMBL   CHEMBL516928
ZINC  

Physicochemical Properties

Molecular Weight:  220.18
ALogP:  1.5753
MLogP:  3
XLogP:  3.091
# Rotatable Bonds:  5
Polar Surface Area:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  16

Download Data

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