Natural Product: NPC278550

Natural Product ID:  NPC278550
Common Name:   Cis-Guai-6-En-10-Ol
IUPAC Name:   (1S,3aR,4S,8aR)-1,4-dimethyl-7-propan-2-yl-2,3,3a,5,6,8a-hexahydro-1H-azulen-4-ol
Synonyms:  
Molecular Formula:   C15H26O
Standard InCHIKey:  TUFHRGQKTXJXPF-MHEUCROKSA-N
Standard InCHI:  InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)13(14)9-12/h9-11,13-14,16H,5-8H2,1-4H3/t11-,13-,14+,15-/m0/s1
Canonical SMILES:  CC(C1=C[C@H]2[C@@H](C)CC[C@H]2[C@@](CC1)(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
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota Rhizomes PMID[23755850]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 11400 nM 22691179

  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 NPC278550 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
0.9286 High Similarity NPC469321
0.8947 High Similarity NPC5698
0.8889 High Similarity NPC192962
0.8833 High Similarity NPC469326
0.8833 High Similarity NPC261782
0.8833 High Similarity NPC205618
0.8793 High Similarity NPC323153
0.8644 High Similarity NPC63111
0.8548 High Similarity NPC136813
0.8475 Intermediate Similarity NPC135648
0.8475 Intermediate Similarity NPC252809
0.8421 Intermediate Similarity NPC274396
0.8281 Intermediate Similarity NPC144647
0.8197 Intermediate Similarity NPC474480
0.8154 Intermediate Similarity NPC471781
0.8136 Intermediate Similarity NPC475830
0.8125 Intermediate Similarity NPC167527
0.8036 Intermediate Similarity NPC181255
0.8036 Intermediate Similarity NPC35519
0.8036 Intermediate Similarity NPC157781
0.8036 Intermediate Similarity NPC306195
0.8036 Intermediate Similarity NPC179169
0.8033 Intermediate Similarity NPC274704
0.8033 Intermediate Similarity NPC210346
0.8 Intermediate Similarity NPC310228
0.8 Intermediate Similarity NPC184049
0.8 Intermediate Similarity NPC99480
0.8 Intermediate Similarity NPC329773
0.8 Intermediate Similarity NPC52431
0.7969 Intermediate Similarity NPC472253
0.7969 Intermediate Similarity NPC472255
0.7937 Intermediate Similarity NPC238352
0.7937 Intermediate Similarity NPC477009
0.7903 Intermediate Similarity NPC279200
0.7857 Intermediate Similarity NPC26906
0.7857 Intermediate Similarity NPC214584
0.7812 Intermediate Similarity NPC272125
0.7778 Intermediate Similarity NPC309300
0.7761 Intermediate Similarity NPC41886
0.7761 Intermediate Similarity NPC471660
0.7647 Intermediate Similarity NPC300940
0.7647 Intermediate Similarity NPC469320
0.7627 Intermediate Similarity NPC218525
0.7619 Intermediate Similarity NPC211291
0.7619 Intermediate Similarity NPC133368
0.7612 Intermediate Similarity NPC475728
0.7612 Intermediate Similarity NPC470041
0.7576 Intermediate Similarity NPC224532
0.7571 Intermediate Similarity NPC215481
0.7571 Intermediate Similarity NPC476317
0.7571 Intermediate Similarity NPC126969
0.7541 Intermediate Similarity NPC10017
0.7538 Intermediate Similarity NPC162309
0.7538 Intermediate Similarity NPC230107
0.7536 Intermediate Similarity NPC471659
0.75 Intermediate Similarity NPC471662
0.75 Intermediate Similarity NPC140233
0.75 Intermediate Similarity NPC287744
0.7463 Intermediate Similarity NPC474900
0.746 Intermediate Similarity NPC79576
0.746 Intermediate Similarity NPC194208
0.746 Intermediate Similarity NPC15152
0.746 Intermediate Similarity NPC282694
0.7429 Intermediate Similarity NPC77501
0.7424 Intermediate Similarity NPC477791
0.7414 Intermediate Similarity NPC177112
0.7414 Intermediate Similarity NPC71506
0.7385 Intermediate Similarity NPC19569
0.7361 Intermediate Similarity NPC469324
0.7358 Intermediate Similarity NPC473912
0.7344 Intermediate Similarity NPC174956
0.7324 Intermediate Similarity NPC471658
0.7313 Intermediate Similarity NPC160209
0.7302 Intermediate Similarity NPC66020
0.7286 Intermediate Similarity NPC329090
0.7286 Intermediate Similarity NPC309178
0.7286 Intermediate Similarity NPC27395
0.7273 Intermediate Similarity NPC469328
0.7246 Intermediate Similarity NPC469737
0.7231 Intermediate Similarity NPC219940
0.7231 Intermediate Similarity NPC300593
0.7222 Intermediate Similarity NPC15162
0.7213 Intermediate Similarity NPC39068
0.7213 Intermediate Similarity NPC179024
0.7188 Intermediate Similarity NPC225342
0.7183 Intermediate Similarity NPC265921
0.7183 Intermediate Similarity NPC328104
0.7183 Intermediate Similarity NPC113639
0.7183 Intermediate Similarity NPC319090
0.7183 Intermediate Similarity NPC215215
0.7183 Intermediate Similarity NPC85831
0.717 Intermediate Similarity NPC188596
0.7143 Intermediate Similarity NPC14352
0.7143 Intermediate Similarity NPC234527
0.7143 Intermediate Similarity NPC474140
0.7121 Intermediate Similarity NPC471200
0.7121 Intermediate Similarity NPC187619
0.7119 Intermediate Similarity NPC68014
0.7083 Intermediate Similarity NPC310643
0.7083 Intermediate Similarity NPC315261
0.7077 Intermediate Similarity NPC81615
0.7069 Intermediate Similarity NPC131623
0.7042 Intermediate Similarity NPC206875
0.7031 Intermediate Similarity NPC240506
0.7031 Intermediate Similarity NPC162109
0.7027 Intermediate Similarity NPC66677
0.7027 Intermediate Similarity NPC471890
0.7027 Intermediate Similarity NPC261125
0.7027 Intermediate Similarity NPC84185
0.7027 Intermediate Similarity NPC181195
0.7018 Intermediate Similarity NPC100445
0.7015 Intermediate Similarity NPC267027
0.7015 Intermediate Similarity NPC279434
0.6986 Remote Similarity NPC318495
0.6986 Remote Similarity NPC476439
0.6986 Remote Similarity NPC198968
0.6986 Remote Similarity NPC155986
0.6974 Remote Similarity NPC133844
0.697 Remote Similarity NPC225415
0.6964 Remote Similarity NPC165651
0.6964 Remote Similarity NPC24824
0.6964 Remote Similarity NPC210560
0.6964 Remote Similarity NPC87439
0.6957 Remote Similarity NPC167272
0.6957 Remote Similarity NPC269877
0.6944 Remote Similarity NPC304309
0.6944 Remote Similarity NPC471723
0.6944 Remote Similarity NPC288035
0.6944 Remote Similarity NPC136188
0.6944 Remote Similarity NPC134847
0.6944 Remote Similarity NPC22105
0.6944 Remote Similarity NPC162742
0.6944 Remote Similarity NPC257347
0.6944 Remote Similarity NPC285893
0.6944 Remote Similarity NPC251435
0.6944 Remote Similarity NPC28657
0.6944 Remote Similarity NPC313185
0.6944 Remote Similarity NPC141071
0.6944 Remote Similarity NPC230301
0.6935 Remote Similarity NPC264779
0.6933 Remote Similarity NPC164218
0.6933 Remote Similarity NPC471656
0.6933 Remote Similarity NPC30675
0.6923 Remote Similarity NPC147524
0.6897 Remote Similarity NPC127997
0.6897 Remote Similarity NPC95969
0.6892 Remote Similarity NPC285761
0.6892 Remote Similarity NPC470944
0.6875 Remote Similarity NPC122239
0.6875 Remote Similarity NPC475931
0.6866 Remote Similarity NPC300442
0.6866 Remote Similarity NPC61503
0.6857 Remote Similarity NPC9161
0.6857 Remote Similarity NPC49422
0.6849 Remote Similarity NPC470362
0.6849 Remote Similarity NPC113733
0.6849 Remote Similarity NPC247325
0.6849 Remote Similarity NPC321381
0.6849 Remote Similarity NPC240604
0.6849 Remote Similarity NPC46160
0.6849 Remote Similarity NPC300324
0.6849 Remote Similarity NPC321016
0.6849 Remote Similarity NPC202642
0.6849 Remote Similarity NPC152017
0.6849 Remote Similarity NPC107059
0.6849 Remote Similarity NPC129165
0.6849 Remote Similarity NPC134330
0.6849 Remote Similarity NPC237460
0.6849 Remote Similarity NPC189883
0.6849 Remote Similarity NPC244488
0.6842 Remote Similarity NPC471661
0.6833 Remote Similarity NPC40417
0.6833 Remote Similarity NPC294358
0.6818 Remote Similarity NPC473759
0.6818 Remote Similarity NPC474155
0.6818 Remote Similarity NPC473508
0.6812 Remote Similarity NPC94192
0.6806 Remote Similarity NPC472966
0.6806 Remote Similarity NPC7382
0.68 Remote Similarity NPC328714
0.68 Remote Similarity NPC273410
0.68 Remote Similarity NPC215843
0.68 Remote Similarity NPC80530
0.6795 Remote Similarity NPC90446
0.6774 Remote Similarity NPC148163
0.6774 Remote Similarity NPC148216
0.6774 Remote Similarity NPC223604
0.6774 Remote Similarity NPC130209
0.6769 Remote Similarity NPC99487
0.6769 Remote Similarity NPC47840
0.6769 Remote Similarity NPC234264
0.6765 Remote Similarity NPC202017
0.6765 Remote Similarity NPC197089
0.6761 Remote Similarity NPC477792
0.6757 Remote Similarity NPC471454
0.6757 Remote Similarity NPC34019
0.6757 Remote Similarity NPC214570
0.6719 Remote Similarity NPC155025
0.6719 Remote Similarity NPC474769
0.6719 Remote Similarity NPC189290

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC278550 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
0.75 Intermediate Similarity NPD4243 Approved
0.7286 Intermediate Similarity NPD4785 Approved
0.7286 Intermediate Similarity NPD4784 Approved
0.7286 Intermediate Similarity NPD6926 Approved
0.7286 Intermediate Similarity NPD6924 Approved
0.7183 Intermediate Similarity NPD4190 Phase 3
0.7183 Intermediate Similarity NPD5275 Approved
0.7083 Intermediate Similarity NPD6933 Approved
0.6957 Remote Similarity NPD6923 Approved
0.6957 Remote Similarity NPD6922 Approved
0.6944 Remote Similarity NPD6942 Approved
0.6944 Remote Similarity NPD7339 Approved
0.6857 Remote Similarity NPD7143 Approved
0.6857 Remote Similarity NPD7144 Approved
0.68 Remote Similarity NPD4195 Approved
0.6774 Remote Similarity NPD342 Phase 1
0.6761 Remote Similarity NPD7151 Approved
0.6761 Remote Similarity NPD7150 Approved
0.6761 Remote Similarity NPD7152 Approved
0.6711 Remote Similarity NPD7525 Registered
0.6711 Remote Similarity NPD6930 Phase 2
0.6711 Remote Similarity NPD6931 Approved
0.6667 Remote Similarity NPD368 Approved
0.6622 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6579 Remote Similarity NPD6929 Approved
0.6538 Remote Similarity NPD4221 Approved
0.6538 Remote Similarity NPD4223 Phase 3
0.6533 Remote Similarity NPD6932 Approved
0.6494 Remote Similarity NPD7509 Discontinued
0.6456 Remote Similarity NPD6695 Phase 3
0.6375 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6375 Remote Similarity NPD4197 Approved
0.6364 Remote Similarity NPD6683 Phase 2
0.6316 Remote Similarity NPD5776 Phase 2
0.6316 Remote Similarity NPD6925 Approved
0.6296 Remote Similarity NPD6893 Approved
0.6296 Remote Similarity NPD5329 Approved
0.6286 Remote Similarity NPD7331 Phase 2
0.6282 Remote Similarity NPD7514 Phase 3
0.6234 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6234 Remote Similarity NPD7145 Approved
0.622 Remote Similarity NPD4138 Approved
0.622 Remote Similarity NPD4688 Approved
0.622 Remote Similarity NPD5280 Approved
0.622 Remote Similarity NPD4689 Approved
0.622 Remote Similarity NPD4690 Approved
0.622 Remote Similarity NPD5690 Phase 2
0.622 Remote Similarity NPD4693 Phase 3
0.622 Remote Similarity NPD5205 Approved
0.622 Remote Similarity NPD4694 Approved
0.6184 Remote Similarity NPD1346 Approved
0.6173 Remote Similarity NPD4786 Approved
0.6145 Remote Similarity NPD7750 Discontinued
0.6145 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6145 Remote Similarity NPD7524 Approved
0.6143 Remote Similarity NPD7341 Phase 2
0.6125 Remote Similarity NPD3667 Approved
0.6076 Remote Similarity NPD4821 Approved
0.6076 Remote Similarity NPD4748 Discontinued
0.6076 Remote Similarity NPD4822 Approved
0.6076 Remote Similarity NPD7332 Phase 2
0.6076 Remote Similarity NPD4820 Approved
0.6076 Remote Similarity NPD4819 Approved
0.6071 Remote Similarity NPD4723 Approved
0.6071 Remote Similarity NPD4722 Approved
0.6071 Remote Similarity NPD4518 Approved
0.6049 Remote Similarity NPD5362 Discontinued
0.6049 Remote Similarity NPD5332 Approved
0.6049 Remote Similarity NPD5331 Approved
0.6027 Remote Similarity NPD1082 Approved
0.6026 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6024 Remote Similarity NPD5279 Phase 3
0.6 Remote Similarity NPD4692 Approved
0.6 Remote Similarity NPD5369 Approved
0.6 Remote Similarity NPD4753 Phase 2
0.6 Remote Similarity NPD4139 Approved
0.6 Remote Similarity NPD4790 Discontinued
0.6 Remote Similarity NPD6898 Phase 1
0.6 Remote Similarity NPD6902 Approved
0.5976 Remote Similarity NPD3133 Approved
0.5976 Remote Similarity NPD3665 Phase 1
0.5976 Remote Similarity NPD3666 Approved
0.593 Remote Similarity NPD4001 Clinical (unspecified phase)
0.593 Remote Similarity NPD4096 Approved
0.5904 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5875 Remote Similarity NPD5368 Approved
0.5862 Remote Similarity NPD5284 Approved
0.5862 Remote Similarity NPD5281 Approved
0.5862 Remote Similarity NPD7087 Discontinued
0.5833 Remote Similarity NPD386 Approved
0.5833 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5833 Remote Similarity NPD388 Approved
0.5833 Remote Similarity NPD3618 Phase 1
0.5823 Remote Similarity NPD4268 Approved
0.5823 Remote Similarity NPD4271 Approved
0.5823 Remote Similarity NPD3617 Approved
0.5814 Remote Similarity NPD5328 Approved
0.5802 Remote Similarity NPD857 Phase 3
0.5797 Remote Similarity NPD1145 Discontinued
0.5795 Remote Similarity NPD4202 Approved
0.575 Remote Similarity NPD7645 Phase 2
0.5732 Remote Similarity NPD4269 Approved
0.5732 Remote Similarity NPD6435 Approved
0.5732 Remote Similarity NPD4270 Approved
0.5682 Remote Similarity NPD6079 Approved
0.5679 Remote Similarity NPD4695 Discontinued
0.5679 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5667 Remote Similarity NPD5210 Approved
0.5667 Remote Similarity NPD5695 Phase 3
0.5667 Remote Similarity NPD4629 Approved
0.5663 Remote Similarity NPD4788 Approved
0.5647 Remote Similarity NPD4623 Approved
0.5647 Remote Similarity NPD6098 Approved
0.5647 Remote Similarity NPD4519 Discontinued
0.5641 Remote Similarity NPD8264 Approved
0.5618 Remote Similarity NPD6399 Phase 3
0.5618 Remote Similarity NPD5133 Approved
0.56 Remote Similarity NPD15 Approved
0.56 Remote Similarity NPD791 Approved

Structure

External Identifiers

PubChem CID   73345873
ChEMBL   CHEMBL2386510
ZINC  

Physicochemical Properties

Molecular Weight:  222.20
ALogP:  1.1616
MLogP:  3
XLogP:  4.367
# Rotatable Bonds:  6
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