Natural Product: NPC471660

Natural Product ID:  NPC471660
Common Name:   Boscarterol C
IUPAC Name:   (1S,1aR,4aR,7S,7aS,7bR)-1-[(E)-4-hydroxy-4-methylpent-2-enyl]-1,7-dimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-ol
Synonyms:  
Molecular Formula:   C20H32O2
Standard InCHIKey:  ROBJKCPQBUMHME-GVSAJKTOSA-N
Standard InCHI:  InChI=1S/C20H32O2/c1-13-7-8-15-17(16-14(13)9-12-20(16,5)22)19(15,4)11-6-10-18(2,3)21/h6,10,14-17,21-22H,1,7-9,11-12H2,2-5H3/b10-6+/t14-,15+,16-,17+,19-,20-/m0/s1
Canonical SMILES:  C=C1CC[C@@H]2[C@H]([C@@H]3[C@H]1CC[C@]3(C)O)[C@@]2(C)C/C=C/C(O)(C)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
NPO15315 Boswellia carterii Species Burseraceae Eukaryota PMID[24195447]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 10000 nM 850238
NPT2 Others Unspecified Survival = 70 % 15769157
NPT179 Cell Line A2780 Homo sapiens IC50 > 10000 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 > 10000 nM 17470648
NPT2 Others Unspecified IC50 > 10000 nM Open TG-GATES in vivo data: Biochemistry
NPT2 Others Unspecified Inhibition = 27 % 14738379
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM PubChem BioAssay data set

  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 NPC471660 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
0.942 High Similarity NPC471659
0.9155 High Similarity NPC471658
0.8857 High Similarity NPC471662
0.88 High Similarity NPC471661
0.8788 High Similarity NPC474480
0.8485 Intermediate Similarity NPC252809
0.8485 Intermediate Similarity NPC323153
0.8378 Intermediate Similarity NPC310643
0.8358 Intermediate Similarity NPC210346
0.8333 Intermediate Similarity NPC5698
0.8333 Intermediate Similarity NPC99480
0.8333 Intermediate Similarity NPC184049
0.8286 Intermediate Similarity NPC136813
0.8169 Intermediate Similarity NPC224532
0.8 Intermediate Similarity NPC477009
0.8 Intermediate Similarity NPC238352
0.7949 Intermediate Similarity NPC471656
0.7917 Intermediate Similarity NPC167527
0.7895 Intermediate Similarity NPC126969
0.7867 Intermediate Similarity NPC309178
0.7857 Intermediate Similarity NPC309300
0.7826 Intermediate Similarity NPC63111
0.7794 Intermediate Similarity NPC469321
0.7778 Intermediate Similarity NPC477791
0.7761 Intermediate Similarity NPC278550
0.775 Intermediate Similarity NPC472465
0.7746 Intermediate Similarity NPC19569
0.7746 Intermediate Similarity NPC261782
0.7746 Intermediate Similarity NPC205618
0.7746 Intermediate Similarity NPC469326
0.7733 Intermediate Similarity NPC234527
0.7733 Intermediate Similarity NPC14352
0.7625 Intermediate Similarity NPC472471
0.7571 Intermediate Similarity NPC15152
0.7568 Intermediate Similarity NPC144647
0.7536 Intermediate Similarity NPC310228
0.7536 Intermediate Similarity NPC52431
0.7534 Intermediate Similarity NPC472255
0.7534 Intermediate Similarity NPC472253
0.7532 Intermediate Similarity NPC313185
0.7529 Intermediate Similarity NPC170775
0.75 Intermediate Similarity NPC471657
0.75 Intermediate Similarity NPC45957
0.7467 Intermediate Similarity NPC475728
0.7439 Intermediate Similarity NPC82623
0.7436 Intermediate Similarity NPC476317
0.7429 Intermediate Similarity NPC135648
0.7407 Intermediate Similarity NPC264245
0.7397 Intermediate Similarity NPC279434
0.7397 Intermediate Similarity NPC272125
0.7397 Intermediate Similarity NPC162309
0.7368 Intermediate Similarity NPC41886
0.7361 Intermediate Similarity NPC287744
0.7361 Intermediate Similarity NPC140233
0.7353 Intermediate Similarity NPC274396
0.7342 Intermediate Similarity NPC471454
0.7342 Intermediate Similarity NPC476439
0.7333 Intermediate Similarity NPC474900
0.7317 Intermediate Similarity NPC256750
0.7317 Intermediate Similarity NPC296701
0.7317 Intermediate Similarity NPC218616
0.7317 Intermediate Similarity NPC20262
0.7317 Intermediate Similarity NPC87489
0.7317 Intermediate Similarity NPC49964
0.7308 Intermediate Similarity NPC251435
0.7308 Intermediate Similarity NPC113639
0.7284 Intermediate Similarity NPC234193
0.7284 Intermediate Similarity NPC241290
0.7284 Intermediate Similarity NPC164840
0.7284 Intermediate Similarity NPC209944
0.7273 Intermediate Similarity NPC329763
0.7262 Intermediate Similarity NPC318390
0.725 Intermediate Similarity NPC477514
0.7237 Intermediate Similarity NPC470041
0.7237 Intermediate Similarity NPC254845
0.7237 Intermediate Similarity NPC471781
0.7229 Intermediate Similarity NPC475789
0.7229 Intermediate Similarity NPC134481
0.7222 Intermediate Similarity NPC133368
0.7222 Intermediate Similarity NPC279200
0.7222 Intermediate Similarity NPC211291
0.7215 Intermediate Similarity NPC182848
0.7215 Intermediate Similarity NPC244488
0.7215 Intermediate Similarity NPC247325
0.7195 Intermediate Similarity NPC47761
0.7183 Intermediate Similarity NPC162109
0.7179 Intermediate Similarity NPC206875
0.7179 Intermediate Similarity NPC27395
0.7179 Intermediate Similarity NPC329090
0.7176 Intermediate Similarity NPC293287
0.7176 Intermediate Similarity NPC152808
0.7162 Intermediate Similarity NPC469328
0.716 Intermediate Similarity NPC143182
0.716 Intermediate Similarity NPC81306
0.716 Intermediate Similarity NPC47982
0.716 Intermediate Similarity NPC209430
0.716 Intermediate Similarity NPC28862
0.716 Intermediate Similarity NPC84694
0.716 Intermediate Similarity NPC30986
0.716 Intermediate Similarity NPC109546
0.7143 Intermediate Similarity NPC231310
0.7143 Intermediate Similarity NPC205845
0.7143 Intermediate Similarity NPC474047
0.7143 Intermediate Similarity NPC238485
0.7143 Intermediate Similarity NPC10017
0.7126 Intermediate Similarity NPC2983
0.7125 Intermediate Similarity NPC476007
0.7125 Intermediate Similarity NPC31037
0.7123 Intermediate Similarity NPC300593
0.7108 Intermediate Similarity NPC50964
0.7105 Intermediate Similarity NPC74722
0.7105 Intermediate Similarity NPC217570
0.7105 Intermediate Similarity NPC471560
0.7105 Intermediate Similarity NPC90115
0.7105 Intermediate Similarity NPC304690
0.7105 Intermediate Similarity NPC22301
0.7089 Intermediate Similarity NPC60818
0.7089 Intermediate Similarity NPC77501
0.7089 Intermediate Similarity NPC23231
0.7089 Intermediate Similarity NPC328104
0.7089 Intermediate Similarity NPC319090
0.7089 Intermediate Similarity NPC215215
0.7089 Intermediate Similarity NPC85831
0.7089 Intermediate Similarity NPC265921
0.7083 Intermediate Similarity NPC41160
0.7073 Intermediate Similarity NPC324772
0.7067 Intermediate Similarity NPC69649
0.7067 Intermediate Similarity NPC68703
0.7059 Intermediate Similarity NPC269638
0.7059 Intermediate Similarity NPC274448
0.7051 Intermediate Similarity NPC474140
0.7051 Intermediate Similarity NPC130665
0.7045 Intermediate Similarity NPC472466
0.7042 Intermediate Similarity NPC122239
0.7042 Intermediate Similarity NPC475931
0.7037 Intermediate Similarity NPC477522
0.7037 Intermediate Similarity NPC474216
0.7027 Intermediate Similarity NPC187619
0.7027 Intermediate Similarity NPC308844
0.7024 Intermediate Similarity NPC474634
0.7024 Intermediate Similarity NPC471340
0.7024 Intermediate Similarity NPC470384
0.7024 Intermediate Similarity NPC472473
0.7013 Intermediate Similarity NPC34834
0.7013 Intermediate Similarity NPC133873
0.7011 Intermediate Similarity NPC117122
0.7011 Intermediate Similarity NPC58532
0.7011 Intermediate Similarity NPC472677
0.7 Intermediate Similarity NPC315261
0.7 Intermediate Similarity NPC268111
0.6988 Remote Similarity NPC23852
0.6988 Remote Similarity NPC209620
0.6988 Remote Similarity NPC320525
0.6986 Remote Similarity NPC174956
0.6986 Remote Similarity NPC81615
0.6977 Remote Similarity NPC139724
0.6977 Remote Similarity NPC261266
0.6974 Remote Similarity NPC160209
0.697 Remote Similarity NPC131623
0.697 Remote Similarity NPC329773
0.6966 Remote Similarity NPC472468
0.6962 Remote Similarity NPC201048
0.6962 Remote Similarity NPC476366
0.6962 Remote Similarity NPC7382
0.6957 Remote Similarity NPC45387
0.6951 Remote Similarity NPC301769
0.6951 Remote Similarity NPC66677
0.6951 Remote Similarity NPC84185
0.6951 Remote Similarity NPC471890
0.6951 Remote Similarity NPC1319
0.6951 Remote Similarity NPC32758
0.6944 Remote Similarity NPC471081
0.6944 Remote Similarity NPC66020
0.6941 Remote Similarity NPC15534
0.6941 Remote Similarity NPC116613
0.6941 Remote Similarity NPC470077
0.6933 Remote Similarity NPC267027
0.6933 Remote Similarity NPC476406
0.6933 Remote Similarity NPC230107
0.6933 Remote Similarity NPC135650
0.6923 Remote Similarity NPC469737
0.6923 Remote Similarity NPC469343
0.6914 Remote Similarity NPC186109
0.6914 Remote Similarity NPC474230
0.6914 Remote Similarity NPC155986
0.6914 Remote Similarity NPC318495
0.6914 Remote Similarity NPC475025
0.6914 Remote Similarity NPC475027
0.6914 Remote Similarity NPC34019
0.6914 Remote Similarity NPC198968
0.6912 Remote Similarity NPC192962
0.6905 Remote Similarity NPC101462
0.6905 Remote Similarity NPC133844
0.6905 Remote Similarity NPC202389
0.6905 Remote Similarity NPC189972
0.6901 Remote Similarity NPC181872
0.6897 Remote Similarity NPC128644
0.6897 Remote Similarity NPC149224
0.6897 Remote Similarity NPC236618
0.6892 Remote Similarity NPC475704

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471660 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
0.7632 Intermediate Similarity NPD4785 Approved
0.7632 Intermediate Similarity NPD4784 Approved
0.76 Intermediate Similarity NPD4243 Approved
0.7195 Intermediate Similarity NPD6902 Approved
0.7179 Intermediate Similarity NPD6926 Approved
0.7179 Intermediate Similarity NPD6924 Approved
0.716 Intermediate Similarity NPD4195 Approved
0.7089 Intermediate Similarity NPD5275 Approved
0.7089 Intermediate Similarity NPD4190 Phase 3
0.7073 Intermediate Similarity NPD7514 Phase 3
0.7073 Intermediate Similarity NPD6930 Phase 2
0.7073 Intermediate Similarity NPD6931 Approved
0.7037 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6933 Approved
0.6951 Remote Similarity NPD6929 Approved
0.6897 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6867 Remote Similarity NPD4819 Approved
0.6867 Remote Similarity NPD4822 Approved
0.6867 Remote Similarity NPD4821 Approved
0.6867 Remote Similarity NPD7332 Phase 2
0.6867 Remote Similarity NPD4820 Approved
0.6829 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6829 Remote Similarity NPD7145 Approved
0.6824 Remote Similarity NPD5332 Approved
0.6824 Remote Similarity NPD5362 Discontinued
0.6824 Remote Similarity NPD6695 Phase 3
0.6824 Remote Similarity NPD5331 Approved
0.6795 Remote Similarity NPD7143 Approved
0.6795 Remote Similarity NPD7144 Approved
0.679 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6786 Remote Similarity NPD4790 Discontinued
0.6744 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6709 Remote Similarity NPD7152 Approved
0.6709 Remote Similarity NPD7151 Approved
0.6709 Remote Similarity NPD7150 Approved
0.6707 Remote Similarity NPD5776 Phase 2
0.6707 Remote Similarity NPD6932 Approved
0.6707 Remote Similarity NPD6925 Approved
0.6706 Remote Similarity NPD4221 Approved
0.6706 Remote Similarity NPD4223 Phase 3
0.6667 Remote Similarity NPD6893 Approved
0.6667 Remote Similarity NPD5329 Approved
0.6667 Remote Similarity NPD7525 Registered
0.6667 Remote Similarity NPD6922 Approved
0.6667 Remote Similarity NPD6923 Approved
0.6667 Remote Similarity NPD6942 Approved
0.6667 Remote Similarity NPD7339 Approved
0.6627 Remote Similarity NPD4268 Approved
0.6627 Remote Similarity NPD4271 Approved
0.6591 Remote Similarity NPD5690 Phase 2
0.6552 Remote Similarity NPD4197 Approved
0.6517 Remote Similarity NPD7750 Discontinued
0.6517 Remote Similarity NPD7524 Approved
0.6512 Remote Similarity NPD4269 Approved
0.6512 Remote Similarity NPD4270 Approved
0.6471 Remote Similarity NPD7509 Discontinued
0.6471 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6463 Remote Similarity NPD8264 Approved
0.6444 Remote Similarity NPD4518 Approved
0.6404 Remote Similarity NPD4690 Approved
0.6404 Remote Similarity NPD5280 Approved
0.6404 Remote Similarity NPD4689 Approved
0.6404 Remote Similarity NPD4138 Approved
0.6404 Remote Similarity NPD4693 Phase 3
0.6404 Remote Similarity NPD4694 Approved
0.6404 Remote Similarity NPD5205 Approved
0.6404 Remote Similarity NPD4688 Approved
0.64 Remote Similarity NPD368 Approved
0.6395 Remote Similarity NPD6898 Phase 1
0.6353 Remote Similarity NPD6683 Phase 2
0.6304 Remote Similarity NPD4001 Clinical (unspecified phase)
0.6304 Remote Similarity NPD5785 Approved
0.6292 Remote Similarity NPD5363 Approved
0.6292 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6279 Remote Similarity NPD4252 Approved
0.6279 Remote Similarity NPD4748 Discontinued
0.6264 Remote Similarity NPD4722 Approved
0.6264 Remote Similarity NPD4723 Approved
0.625 Remote Similarity NPD342 Phase 1
0.6237 Remote Similarity NPD7087 Discontinued
0.6237 Remote Similarity NPD5284 Approved
0.6237 Remote Similarity NPD5281 Approved
0.6222 Remote Similarity NPD4519 Discontinued
0.6222 Remote Similarity NPD4623 Approved
0.6222 Remote Similarity NPD5786 Approved
0.6207 Remote Similarity NPD4139 Approved
0.6207 Remote Similarity NPD4692 Approved
0.6207 Remote Similarity NPD5369 Approved
0.6196 Remote Similarity NPD4753 Phase 2
0.6196 Remote Similarity NPD6051 Approved
0.618 Remote Similarity NPD4786 Approved
0.618 Remote Similarity NPD3665 Phase 1
0.618 Remote Similarity NPD3133 Approved
0.618 Remote Similarity NPD3666 Approved
0.617 Remote Similarity NPD5133 Approved
0.6129 Remote Similarity NPD4096 Approved
0.6092 Remote Similarity NPD5368 Approved
0.6067 Remote Similarity NPD7154 Phase 3
0.6067 Remote Similarity NPD4788 Approved
0.6064 Remote Similarity NPD7637 Suspended
0.6058 Remote Similarity NPD6371 Approved
0.6044 Remote Similarity NPD6098 Approved
0.6042 Remote Similarity NPD5210 Approved
0.6042 Remote Similarity NPD4629 Approved
0.6 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD4202 Approved
0.5978 Remote Similarity NPD4251 Approved
0.5978 Remote Similarity NPD4250 Approved
0.5955 Remote Similarity NPD6435 Approved
0.5955 Remote Similarity NPD3667 Approved
0.5946 Remote Similarity NPD4219 Approved
0.5918 Remote Similarity NPD6084 Phase 2
0.5918 Remote Similarity NPD6083 Phase 2
0.5895 Remote Similarity NPD6079 Approved
0.5882 Remote Similarity NPD5141 Approved
0.5876 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5876 Remote Similarity NPD5695 Phase 3
0.5875 Remote Similarity NPD7331 Phase 2
0.587 Remote Similarity NPD4249 Approved
0.587 Remote Similarity NPD3574 Clinical (unspecified phase)
0.587 Remote Similarity NPD5279 Phase 3
0.5851 Remote Similarity NPD6080 Approved
0.5851 Remote Similarity NPD6904 Approved
0.5851 Remote Similarity NPD5328 Approved
0.5851 Remote Similarity NPD6673 Approved
0.5833 Remote Similarity NPD4732 Discontinued
0.5814 Remote Similarity NPD1346 Approved
0.58 Remote Similarity NPD7639 Approved
0.58 Remote Similarity NPD5285 Approved
0.58 Remote Similarity NPD4696 Approved
0.58 Remote Similarity NPD7640 Approved
0.58 Remote Similarity NPD5286 Approved
0.5795 Remote Similarity NPD7645 Phase 2
0.5789 Remote Similarity NPD7136 Phase 2
0.5789 Remote Similarity NPD5207 Approved
0.5773 Remote Similarity NPD6001 Approved
0.5773 Remote Similarity NPD5771 Approved
0.5769 Remote Similarity NPD4194 Approved
0.5769 Remote Similarity NPD4193 Approved
0.5769 Remote Similarity NPD4191 Approved
0.5769 Remote Similarity NPD4192 Approved
0.5761 Remote Similarity NPD1696 Phase 3
0.5758 Remote Similarity NPD4755 Approved
0.575 Remote Similarity NPD7341 Phase 2
0.5745 Remote Similarity NPD5208 Approved
0.5743 Remote Similarity NPD5223 Approved
0.5729 Remote Similarity NPD5693 Phase 1
0.5729 Remote Similarity NPD5694 Approved
0.5729 Remote Similarity NPD6050 Approved
0.57 Remote Similarity NPD7638 Approved
0.57 Remote Similarity NPD5696 Approved
0.5699 Remote Similarity NPD5330 Approved
0.5699 Remote Similarity NPD7146 Approved
0.5699 Remote Similarity NPD7521 Approved
0.5699 Remote Similarity NPD6409 Approved
0.5699 Remote Similarity NPD6684 Approved
0.5699 Remote Similarity NPD7334 Approved
0.5699 Remote Similarity NPD3618 Phase 1
0.5686 Remote Similarity NPD5226 Approved
0.5686 Remote Similarity NPD4633 Approved
0.5686 Remote Similarity NPD5225 Approved
0.5686 Remote Similarity NPD5224 Approved
0.5686 Remote Similarity NPD5091 Approved
0.5682 Remote Similarity NPD3617 Approved
0.567 Remote Similarity NPD6399 Phase 3
0.5652 Remote Similarity NPD4265 Approved
0.5652 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5644 Remote Similarity NPD6404 Discontinued
0.5644 Remote Similarity NPD4700 Approved
0.5631 Remote Similarity NPD5175 Approved
0.5631 Remote Similarity NPD5174 Approved
0.5625 Remote Similarity NPD5692 Phase 3
0.5612 Remote Similarity NPD5707 Approved
0.5604 Remote Similarity NPD5209 Approved
0.5604 Remote Similarity NPD4800 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   76324485
ChEMBL   CHEMBL3087764
ZINC  

Physicochemical Properties

Molecular Weight:  304.24
ALogP:  1.9966
MLogP:  3.44
XLogP:  4.419
# Rotatable Bonds:  9
Polar Surface Area:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  22

Download Data

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