Natural Product: NPC274396

Natural Product ID:  NPC274396
Common Name:   Guai-2-En-10Alpha-Ol
IUPAC Name:   (1S,3aS,4R,8R,8aS)-1,4-dimethyl-8-propan-2-yl-3a,5,6,7,8,8a-hexahydro-1H-azulen-4-ol
Synonyms:  
Molecular Formula:   C15H26O
Standard InCHIKey:  HFWPFTKIWIPREI-AIEDFZFUSA-N
Standard InCHI:  InChI=1S/C15H26O/c1-10(2)12-6-5-9-15(4,16)13-8-7-11(3)14(12)13/h7-8,10-14,16H,5-6,9H2,1-4H3/t11-,12+,13-,14-,15+/m0/s1
Canonical SMILES:  CC([C@H]1CCC[C@@]([C@@H]2[C@H]1[C@@H](C)C=C2)(C)O)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
NPO32882 ulva fasciata delile Species Ulvaceae Eukaryota PMID[20163893]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1726 Organism Vibrio harveyi Vibrio harveyi IZ = 6.54 mm 21131198
NPT5711 Organism Vibrio vulnificus Vibrio vulnificus IZ = 7.85 mm DrugMatrix in vitro pharmacology data
NPT5711 Organism Vibrio vulnificus Vibrio vulnificus MIC = 125 ug/ml DrugMatrix in vitro pharmacology data
NPT5711 Organism Vibrio vulnificus Vibrio vulnificus IZ = 7.3 mm 20403695
NPT5711 Organism Vibrio vulnificus Vibrio vulnificus IZ = 7.15 mm 19606850
NPT1726 Organism Vibrio harveyi Vibrio harveyi MIC = 160 ug/ml 19606850
NPT1726 Organism Vibrio harveyi Vibrio harveyi IZ = 6.6 mm 19606850
NPT1726 Organism Vibrio harveyi Vibrio harveyi IZ = 6.58 mm 19606850
NPT565 Organism Vibrio parahaemolyticus Vibrio parahaemolyticus MIC = 110 ug/ml 19606850
NPT565 Organism Vibrio parahaemolyticus Vibrio parahaemolyticus IZ = 6.83 mm 19673515
NPT565 Organism Vibrio parahaemolyticus Vibrio parahaemolyticus IZ = 6.92 mm 17503850
NPT565 Organism Vibrio parahaemolyticus Vibrio parahaemolyticus IZ = 7.28 mm 16872140

  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 NPC274396 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
0.8596 High Similarity NPC10017
0.8421 Intermediate Similarity NPC278550
0.8364 Intermediate Similarity NPC192962
0.8136 Intermediate Similarity NPC469321
0.8095 Intermediate Similarity NPC472253
0.8095 Intermediate Similarity NPC472255
0.8033 Intermediate Similarity NPC133368
0.8033 Intermediate Similarity NPC279200
0.8033 Intermediate Similarity NPC211291
0.8 Intermediate Similarity NPC323153
0.7966 Intermediate Similarity NPC475830
0.7937 Intermediate Similarity NPC272125
0.7857 Intermediate Similarity NPC306195
0.7857 Intermediate Similarity NPC157781
0.7857 Intermediate Similarity NPC35519
0.7857 Intermediate Similarity NPC179169
0.7857 Intermediate Similarity NPC181255
0.7833 Intermediate Similarity NPC5698
0.7818 Intermediate Similarity NPC329773
0.7778 Intermediate Similarity NPC205618
0.7778 Intermediate Similarity NPC261782
0.7778 Intermediate Similarity NPC469326
0.7727 Intermediate Similarity NPC470041
0.7705 Intermediate Similarity NPC135648
0.7692 Intermediate Similarity NPC15162
0.7679 Intermediate Similarity NPC214584
0.7679 Intermediate Similarity NPC26906
0.7581 Intermediate Similarity NPC63111
0.7581 Intermediate Similarity NPC210346
0.7581 Intermediate Similarity NPC274704
0.7544 Intermediate Similarity NPC71506
0.7544 Intermediate Similarity NPC177112
0.75 Intermediate Similarity NPC131623
0.746 Intermediate Similarity NPC174956
0.7458 Intermediate Similarity NPC218525
0.7419 Intermediate Similarity NPC252809
0.7385 Intermediate Similarity NPC267027
0.7353 Intermediate Similarity NPC471660
0.7344 Intermediate Similarity NPC300593
0.7333 Intermediate Similarity NPC39068
0.7313 Intermediate Similarity NPC144647
0.7302 Intermediate Similarity NPC282694
0.7302 Intermediate Similarity NPC79576
0.7302 Intermediate Similarity NPC194208
0.7302 Intermediate Similarity NPC225342
0.7273 Intermediate Similarity NPC136813
0.7258 Intermediate Similarity NPC99480
0.7258 Intermediate Similarity NPC52431
0.7258 Intermediate Similarity NPC184049
0.7258 Intermediate Similarity NPC310228
0.7241 Intermediate Similarity NPC68014
0.7206 Intermediate Similarity NPC471781
0.7188 Intermediate Similarity NPC474480
0.7143 Intermediate Similarity NPC66020
0.7121 Intermediate Similarity NPC279434
0.7121 Intermediate Similarity NPC230107
0.7121 Intermediate Similarity NPC197089
0.7083 Intermediate Similarity NPC471454
0.7077 Intermediate Similarity NPC309300
0.7077 Intermediate Similarity NPC469723
0.7059 Intermediate Similarity NPC74722
0.7059 Intermediate Similarity NPC304690
0.7049 Intermediate Similarity NPC179024
0.7015 Intermediate Similarity NPC477791
0.6984 Remote Similarity NPC122239
0.6981 Remote Similarity NPC188596
0.697 Remote Similarity NPC477009
0.697 Remote Similarity NPC471200
0.697 Remote Similarity NPC238352
0.697 Remote Similarity NPC19569
0.6957 Remote Similarity NPC475728
0.6949 Remote Similarity NPC40417
0.6949 Remote Similarity NPC294358
0.6944 Remote Similarity NPC471658
0.6923 Remote Similarity NPC473508
0.6923 Remote Similarity NPC81615
0.6912 Remote Similarity NPC224532
0.6912 Remote Similarity NPC476614
0.6912 Remote Similarity NPC167527
0.6901 Remote Similarity NPC7382
0.6901 Remote Similarity NPC471659
0.6875 Remote Similarity NPC99487
0.6875 Remote Similarity NPC240506
0.6866 Remote Similarity NPC162309
0.6866 Remote Similarity NPC202017
0.6857 Remote Similarity NPC471662
0.6849 Remote Similarity NPC472014
0.6842 Remote Similarity NPC100445
0.6825 Remote Similarity NPC155025
0.6818 Remote Similarity NPC225415
0.6818 Remote Similarity NPC110241
0.6818 Remote Similarity NPC290367
0.6812 Remote Similarity NPC217570
0.6812 Remote Similarity NPC90115
0.6812 Remote Similarity NPC474900
0.6812 Remote Similarity NPC476431
0.6806 Remote Similarity NPC23231
0.6806 Remote Similarity NPC113639
0.6806 Remote Similarity NPC60818
0.6786 Remote Similarity NPC87439
0.6786 Remote Similarity NPC210560
0.6786 Remote Similarity NPC24824
0.6786 Remote Similarity NPC165651
0.6774 Remote Similarity NPC264779
0.6769 Remote Similarity NPC174560
0.6769 Remote Similarity NPC41160
0.6769 Remote Similarity NPC125312
0.6765 Remote Similarity NPC73603
0.6765 Remote Similarity NPC476626
0.6761 Remote Similarity NPC469320
0.6727 Remote Similarity NPC252978
0.6721 Remote Similarity NPC168518
0.6721 Remote Similarity NPC105780
0.6719 Remote Similarity NPC475931
0.6716 Remote Similarity NPC308844
0.6716 Remote Similarity NPC61503
0.6714 Remote Similarity NPC280256
0.6714 Remote Similarity NPC145498
0.6667 Remote Similarity NPC208999
0.6667 Remote Similarity NPC474155
0.6667 Remote Similarity NPC27395
0.6667 Remote Similarity NPC94192
0.6667 Remote Similarity NPC471238
0.6667 Remote Similarity NPC329090
0.6667 Remote Similarity NPC473759
0.6667 Remote Similarity NPC22134
0.6622 Remote Similarity NPC31037
0.662 Remote Similarity NPC477792
0.662 Remote Similarity NPC242992
0.662 Remote Similarity NPC469737
0.662 Remote Similarity NPC41886
0.662 Remote Similarity NPC471272
0.662 Remote Similarity NPC242001
0.662 Remote Similarity NPC29328
0.6618 Remote Similarity NPC149680
0.6618 Remote Similarity NPC311736
0.6618 Remote Similarity NPC469328
0.6618 Remote Similarity NPC326310
0.6615 Remote Similarity NPC471081
0.6613 Remote Similarity NPC148216
0.6613 Remote Similarity NPC223604
0.6613 Remote Similarity NPC130209
0.6613 Remote Similarity NPC227135
0.6613 Remote Similarity NPC84824
0.6613 Remote Similarity NPC148163
0.6613 Remote Similarity NPC67508
0.6579 Remote Similarity NPC471656
0.6575 Remote Similarity NPC85831
0.6575 Remote Similarity NPC319090
0.6575 Remote Similarity NPC215215
0.6575 Remote Similarity NPC265921
0.6575 Remote Similarity NPC328104
0.6575 Remote Similarity NPC12696
0.6571 Remote Similarity NPC473893
0.6571 Remote Similarity NPC471560
0.6567 Remote Similarity NPC287744
0.6567 Remote Similarity NPC140233
0.6562 Remote Similarity NPC181872
0.6562 Remote Similarity NPC189290
0.6562 Remote Similarity NPC474769
0.6562 Remote Similarity NPC226848
0.6545 Remote Similarity NPC51758
0.6545 Remote Similarity NPC88079
0.6545 Remote Similarity NPC209279
0.6545 Remote Similarity NPC108494
0.6545 Remote Similarity NPC180871
0.6545 Remote Similarity NPC68889
0.6545 Remote Similarity NPC194586
0.6545 Remote Similarity NPC67761
0.6533 Remote Similarity NPC469324
0.6533 Remote Similarity NPC19443
0.6528 Remote Similarity NPC471799
0.6528 Remote Similarity NPC265485
0.6528 Remote Similarity NPC300940
0.6528 Remote Similarity NPC220939
0.6528 Remote Similarity NPC476709
0.6522 Remote Similarity NPC278895
0.6522 Remote Similarity NPC163290
0.6522 Remote Similarity NPC60120
0.6522 Remote Similarity NPC476650
0.6522 Remote Similarity NPC82337
0.6522 Remote Similarity NPC114651
0.6522 Remote Similarity NPC197805
0.6515 Remote Similarity NPC15152
0.6515 Remote Similarity NPC321867
0.6515 Remote Similarity NPC68679
0.6515 Remote Similarity NPC207007
0.6515 Remote Similarity NPC475251
0.6494 Remote Similarity NPC471661
0.6491 Remote Similarity NPC76976
0.6486 Remote Similarity NPC126969
0.6486 Remote Similarity NPC476317
0.6486 Remote Similarity NPC265588
0.6486 Remote Similarity NPC215481
0.6486 Remote Similarity NPC315261
0.6486 Remote Similarity NPC310643
0.6486 Remote Similarity NPC113733
0.6479 Remote Similarity NPC9161
0.6479 Remote Similarity NPC49422
0.6479 Remote Similarity NPC92801

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC274396 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
0.6901 Remote Similarity NPD4784 Approved
0.6901 Remote Similarity NPD4785 Approved
0.6667 Remote Similarity NPD6924 Approved
0.6667 Remote Similarity NPD6926 Approved
0.662 Remote Similarity NPD4243 Approved
0.6613 Remote Similarity NPD342 Phase 1
0.6515 Remote Similarity NPD368 Approved
0.6486 Remote Similarity NPD6933 Approved
0.6479 Remote Similarity NPD7144 Approved
0.6479 Remote Similarity NPD7143 Approved
0.6389 Remote Similarity NPD7150 Approved
0.6389 Remote Similarity NPD7152 Approved
0.6389 Remote Similarity NPD7151 Approved
0.6364 Remote Similarity NPD7509 Discontinued
0.6351 Remote Similarity NPD6942 Approved
0.6351 Remote Similarity NPD7339 Approved
0.6351 Remote Similarity NPD4190 Phase 3
0.6351 Remote Similarity NPD5275 Approved
0.6338 Remote Similarity NPD6923 Approved
0.6338 Remote Similarity NPD6922 Approved
0.6316 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6267 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6234 Remote Similarity NPD4195 Approved
0.6184 Remote Similarity NPD6932 Approved
0.6154 Remote Similarity NPD7332 Phase 2
0.6154 Remote Similarity NPD6931 Approved
0.6154 Remote Similarity NPD4820 Approved
0.6154 Remote Similarity NPD4819 Approved
0.6154 Remote Similarity NPD6930 Phase 2
0.6154 Remote Similarity NPD4822 Approved
0.6154 Remote Similarity NPD4821 Approved
0.6143 Remote Similarity NPD7331 Phase 2
0.6076 Remote Similarity NPD5369 Approved
0.6026 Remote Similarity NPD6929 Approved
0.6 Remote Similarity NPD7341 Phase 2
0.5949 Remote Similarity NPD7514 Phase 3
0.5949 Remote Similarity NPD7525 Registered
0.5932 Remote Similarity NPD386 Approved
0.5932 Remote Similarity NPD388 Approved
0.5926 Remote Similarity NPD5362 Discontinued
0.5926 Remote Similarity NPD6695 Phase 3
0.5921 Remote Similarity NPD8264 Approved
0.5904 Remote Similarity NPD4519 Discontinued
0.5904 Remote Similarity NPD4623 Approved
0.5897 Remote Similarity NPD4271 Approved
0.5897 Remote Similarity NPD7145 Approved
0.5897 Remote Similarity NPD4268 Approved
0.589 Remote Similarity NPD1082 Approved
0.5875 Remote Similarity NPD6898 Phase 1
0.5854 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5844 Remote Similarity NPD1346 Approved
0.5823 Remote Similarity NPD6683 Phase 2
0.5802 Remote Similarity NPD4269 Approved
0.5802 Remote Similarity NPD4221 Approved
0.5802 Remote Similarity NPD4223 Phase 3
0.5802 Remote Similarity NPD3667 Approved
0.5802 Remote Similarity NPD4270 Approved
0.5783 Remote Similarity NPD6893 Approved
0.5781 Remote Similarity NPD3172 Approved
0.5769 Remote Similarity NPD5776 Phase 2
0.5769 Remote Similarity NPD6925 Approved
0.5765 Remote Similarity NPD4518 Approved
0.575 Remote Similarity NPD5790 Clinical (unspecified phase)
0.575 Remote Similarity NPD4695 Discontinued
0.575 Remote Similarity NPD5368 Approved
0.5732 Remote Similarity NPD5332 Approved
0.5732 Remote Similarity NPD5331 Approved
0.5732 Remote Similarity NPD7154 Phase 3
0.573 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5690 Phase 2
0.5696 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5692 Remote Similarity NPD4266 Approved
0.5692 Remote Similarity NPD3196 Approved
0.5692 Remote Similarity NPD3194 Approved
0.5692 Remote Similarity NPD3195 Phase 2
0.5679 Remote Similarity NPD6902 Approved
0.5679 Remote Similarity NPD857 Phase 3
0.5679 Remote Similarity NPD4790 Discontinued
0.5676 Remote Similarity NPD15 Approved
0.5676 Remote Similarity NPD791 Approved
0.5663 Remote Similarity NPD4786 Approved
0.5663 Remote Similarity NPD4197 Approved
0.5652 Remote Similarity NPD1145 Discontinued
0.5647 Remote Similarity NPD4751 Clinical (unspecified phase)
0.5647 Remote Similarity NPD7524 Approved
0.5647 Remote Similarity NPD7750 Discontinued
0.5632 Remote Similarity NPD4001 Clinical (unspecified phase)
0.5625 Remote Similarity NPD7645 Phase 2
0.5618 Remote Similarity NPD5282 Discontinued
0.561 Remote Similarity NPD6435 Approved

Structure

External Identifiers

PubChem CID   46702851
ChEMBL   CHEMBL1165655
ZINC  

Physicochemical Properties

Molecular Weight:  222.20
ALogP:  0.7169
MLogP:  3
XLogP:  4.918
# Rotatable Bonds:  6
Polar Surface Area:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  16

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