Natural Product: NPC471656

Natural Product ID:  NPC471656
Common Name:   Boscarterol F
IUPAC Name:   (2E,4E)-5-[(1S,1aR,4aR,7S,7aS,7bR)-7-hydroxy-1,7-dimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[e]azulen-1-yl]-2-methylpenta-2,4-dienal
Synonyms:  
Molecular Formula:   C20H28O2
Standard InCHIKey:  OAIHJXPEYJVLCP-SPPJZLJKSA-N
Standard InCHI:  InChI=1S/C20H28O2/c1-13(12-21)6-5-10-19(3)16-8-7-14(2)15-9-11-20(4,22)17(15)18(16)19/h5-6,10,12,15-18,22H,2,7-9,11H2,1,3-4H3/b10-5+,13-6+/t15-,16+,17-,18+,19-,20-/m0/s1
Canonical SMILES:  O=C/C(=C/C=C/[C@@]1(C)[C@H]2[C@@H]1[C@@H]1[C@H](C(=C)CC2)CC[C@]1(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
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
NPT179 Cell Line A2780 Homo sapiens IC50 > 10000 nM 24144848
NPT2 Others Unspecified IC50 > 10000 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 > 10000 nM 16872130
NPT2 Others Unspecified IC50 > 10000 nM 18183025
NPT2 Others Unspecified Inhibition = 69.6 % 25771033
NPT2 Others Unspecified Survival = 88 % 25856683
NPT81 Cell Line A549 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 NPC471656 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
0.8462 Intermediate Similarity NPC471658
0.8228 Intermediate Similarity NPC215481
0.8023 Intermediate Similarity NPC471657
0.8023 Intermediate Similarity NPC45957
0.7975 Intermediate Similarity NPC471659
0.7949 Intermediate Similarity NPC471660
0.7841 Intermediate Similarity NPC170775
0.7791 Intermediate Similarity NPC280203
0.7711 Intermediate Similarity NPC181195
0.7711 Intermediate Similarity NPC261125
0.7654 Intermediate Similarity NPC251435
0.7529 Intermediate Similarity NPC471661
0.75 Intermediate Similarity NPC471662
0.747 Intermediate Similarity NPC476007
0.7444 Intermediate Similarity NPC41217
0.7444 Intermediate Similarity NPC257485
0.7439 Intermediate Similarity NPC77501
0.7439 Intermediate Similarity NPC263698
0.7432 Intermediate Similarity NPC184049
0.7432 Intermediate Similarity NPC99480
0.7416 Intermediate Similarity NPC89747
0.7416 Intermediate Similarity NPC475772
0.7407 Intermediate Similarity NPC310608
0.7403 Intermediate Similarity NPC238352
0.7403 Intermediate Similarity NPC477009
0.7403 Intermediate Similarity NPC183422
0.7391 Intermediate Similarity NPC250575
0.7363 Intermediate Similarity NPC2946
0.7333 Intermediate Similarity NPC323153
0.7333 Intermediate Similarity NPC252809
0.7333 Intermediate Similarity NPC477710
0.7326 Intermediate Similarity NPC6434
0.7317 Intermediate Similarity NPC78527
0.7284 Intermediate Similarity NPC469737
0.7262 Intermediate Similarity NPC276769
0.7229 Intermediate Similarity NPC113639
0.7215 Intermediate Similarity NPC136813
0.7209 Intermediate Similarity NPC164218
0.7204 Intermediate Similarity NPC125180
0.72 Intermediate Similarity NPC5698
0.7195 Intermediate Similarity NPC300940
0.7174 Intermediate Similarity NPC477711
0.7143 Intermediate Similarity NPC320665
0.7143 Intermediate Similarity NPC476317
0.7143 Intermediate Similarity NPC310643
0.7143 Intermediate Similarity NPC474480
0.7126 Intermediate Similarity NPC136150
0.7113 Intermediate Similarity NPC290802
0.7108 Intermediate Similarity NPC27395
0.7108 Intermediate Similarity NPC329090
0.7108 Intermediate Similarity NPC469691
0.7108 Intermediate Similarity NPC167049
0.7093 Intermediate Similarity NPC229204
0.7079 Intermediate Similarity NPC33913
0.7073 Intermediate Similarity NPC41886
0.7059 Intermediate Similarity NPC470428
0.7045 Intermediate Similarity NPC133844
0.7045 Intermediate Similarity NPC193347
0.7041 Intermediate Similarity NPC237190
0.7037 Intermediate Similarity NPC22301
0.7037 Intermediate Similarity NPC144647
0.7033 Intermediate Similarity NPC136548
0.7024 Intermediate Similarity NPC474885
0.7024 Intermediate Similarity NPC469678
0.7024 Intermediate Similarity NPC319090
0.7024 Intermediate Similarity NPC469669
0.7024 Intermediate Similarity NPC475771
0.7024 Intermediate Similarity NPC328104
0.7013 Intermediate Similarity NPC63111
0.7 Intermediate Similarity NPC472255
0.7 Intermediate Similarity NPC22133
0.7 Intermediate Similarity NPC472253
0.6988 Remote Similarity NPC107783
0.6988 Remote Similarity NPC92909
0.6977 Remote Similarity NPC476949
0.6974 Remote Similarity NPC469321
0.6966 Remote Similarity NPC474748
0.6966 Remote Similarity NPC470165
0.6962 Remote Similarity NPC261782
0.6962 Remote Similarity NPC205618
0.6962 Remote Similarity NPC469326
0.6957 Remote Similarity NPC472677
0.6957 Remote Similarity NPC58532
0.6951 Remote Similarity NPC471781
0.6941 Remote Similarity NPC250621
0.6941 Remote Similarity NPC469646
0.6941 Remote Similarity NPC315261
0.6941 Remote Similarity NPC182848
0.6941 Remote Similarity NPC126969
0.6933 Remote Similarity NPC278550
0.6932 Remote Similarity NPC472471
0.6923 Remote Similarity NPC6247
0.6923 Remote Similarity NPC211291
0.6923 Remote Similarity NPC133368
0.6915 Remote Similarity NPC476187
0.6914 Remote Similarity NPC167527
0.6914 Remote Similarity NPC224532
0.6905 Remote Similarity NPC309178
0.69 Remote Similarity NPC280566
0.69 Remote Similarity NPC183570
0.6897 Remote Similarity NPC470429
0.6889 Remote Similarity NPC227064
0.6889 Remote Similarity NPC161423
0.6889 Remote Similarity NPC329043
0.6889 Remote Similarity NPC472265
0.6889 Remote Similarity NPC321187
0.6889 Remote Similarity NPC58841
0.6889 Remote Similarity NPC144258
0.6882 Remote Similarity NPC326627
0.6882 Remote Similarity NPC310010
0.6875 Remote Similarity NPC272125
0.6875 Remote Similarity NPC469328
0.686 Remote Similarity NPC186109
0.6854 Remote Similarity NPC20262
0.6854 Remote Similarity NPC256750
0.6848 Remote Similarity NPC141292
0.6848 Remote Similarity NPC287079
0.6848 Remote Similarity NPC93778
0.6842 Remote Similarity NPC10017
0.6837 Remote Similarity NPC477355
0.6835 Remote Similarity NPC140233
0.6835 Remote Similarity NPC309300
0.6835 Remote Similarity NPC287744
0.6832 Remote Similarity NPC272632
0.6829 Remote Similarity NPC61702
0.6829 Remote Similarity NPC162867
0.6827 Remote Similarity NPC15551
0.6818 Remote Similarity NPC45495
0.6813 Remote Similarity NPC15838
0.6813 Remote Similarity NPC132629
0.6809 Remote Similarity NPC129913
0.6809 Remote Similarity NPC46281
0.6809 Remote Similarity NPC306168
0.6809 Remote Similarity NPC191684
0.6809 Remote Similarity NPC49946
0.6804 Remote Similarity NPC9812
0.679 Remote Similarity NPC477791
0.6786 Remote Similarity NPC234527
0.6786 Remote Similarity NPC14352
0.6782 Remote Similarity NPC59436
0.6782 Remote Similarity NPC207186
0.6778 Remote Similarity NPC62214
0.6774 Remote Similarity NPC310752
0.6774 Remote Similarity NPC117122
0.6774 Remote Similarity NPC472483
0.6774 Remote Similarity NPC247406
0.6774 Remote Similarity NPC292491
0.6774 Remote Similarity NPC48866
0.6771 Remote Similarity NPC299100
0.6768 Remote Similarity NPC227865
0.6762 Remote Similarity NPC71680
0.6753 Remote Similarity NPC52431
0.6753 Remote Similarity NPC310228
0.6747 Remote Similarity NPC280256
0.6747 Remote Similarity NPC9161
0.6747 Remote Similarity NPC49422
0.6747 Remote Similarity NPC470041
0.6747 Remote Similarity NPC286154
0.6744 Remote Similarity NPC226242
0.6744 Remote Similarity NPC473437
0.6744 Remote Similarity NPC141346
0.6744 Remote Similarity NPC469793
0.6744 Remote Similarity NPC25908
0.6744 Remote Similarity NPC115719
0.6744 Remote Similarity NPC124289
0.6744 Remote Similarity NPC469796
0.6744 Remote Similarity NPC142759
0.6742 Remote Similarity NPC90055
0.6739 Remote Similarity NPC183736
0.6737 Remote Similarity NPC2882
0.6737 Remote Similarity NPC45269
0.6737 Remote Similarity NPC74296
0.6737 Remote Similarity NPC212948
0.6737 Remote Similarity NPC110923
0.6737 Remote Similarity NPC204341
0.6737 Remote Similarity NPC19114
0.6735 Remote Similarity NPC202705
0.6735 Remote Similarity NPC477949
0.6735 Remote Similarity NPC87090
0.6733 Remote Similarity NPC470839
0.6731 Remote Similarity NPC47951
0.6709 Remote Similarity NPC279200
0.6707 Remote Similarity NPC469688
0.6706 Remote Similarity NPC227814
0.6706 Remote Similarity NPC144995
0.6706 Remote Similarity NPC7382
0.6705 Remote Similarity NPC471890
0.6705 Remote Similarity NPC283789
0.6705 Remote Similarity NPC136033
0.6705 Remote Similarity NPC66677
0.6705 Remote Similarity NPC7232
0.6705 Remote Similarity NPC84185
0.6703 Remote Similarity NPC82902
0.6703 Remote Similarity NPC475796
0.6703 Remote Similarity NPC473246
0.6703 Remote Similarity NPC85774
0.6703 Remote Similarity NPC237712
0.6703 Remote Similarity NPC214043
0.6702 Remote Similarity NPC232747
0.6702 Remote Similarity NPC2983

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471656 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 NPD4195 Approved
0.7143 Intermediate Similarity NPD4518 Approved
0.7111 Intermediate Similarity NPD5690 Phase 2
0.7111 Intermediate Similarity NPD4694 Approved
0.7111 Intermediate Similarity NPD5280 Approved
0.7108 Intermediate Similarity NPD6926 Approved
0.7108 Intermediate Similarity NPD6924 Approved
0.7045 Intermediate Similarity NPD4221 Approved
0.7045 Intermediate Similarity NPD4223 Phase 3
0.6941 Remote Similarity NPD6933 Approved
0.6923 Remote Similarity NPD5279 Phase 3
0.6915 Remote Similarity NPD5281 Approved
0.6915 Remote Similarity NPD5284 Approved
0.6889 Remote Similarity NPD3665 Phase 1
0.6889 Remote Similarity NPD3666 Approved
0.6889 Remote Similarity NPD4197 Approved
0.6889 Remote Similarity NPD3133 Approved
0.6882 Remote Similarity NPD4753 Phase 2
0.6875 Remote Similarity NPD5210 Approved
0.6875 Remote Similarity NPD4629 Approved
0.6842 Remote Similarity NPD5133 Approved
0.6813 Remote Similarity NPD5329 Approved
0.6809 Remote Similarity NPD4096 Approved
0.6747 Remote Similarity NPD7144 Approved
0.6747 Remote Similarity NPD7143 Approved
0.6739 Remote Similarity NPD5205 Approved
0.6739 Remote Similarity NPD4693 Phase 3
0.6739 Remote Similarity NPD4690 Approved
0.6739 Remote Similarity NPD4689 Approved
0.6739 Remote Similarity NPD4138 Approved
0.6739 Remote Similarity NPD4688 Approved
0.6706 Remote Similarity NPD4784 Approved
0.6706 Remote Similarity NPD4785 Approved
0.6667 Remote Similarity NPD4202 Approved
0.6667 Remote Similarity NPD4243 Approved
0.6667 Remote Similarity NPD7151 Approved
0.6667 Remote Similarity NPD7152 Approved
0.6667 Remote Similarity NPD7150 Approved
0.6667 Remote Similarity NPD6932 Approved
0.6629 Remote Similarity NPD6931 Approved
0.6629 Remote Similarity NPD6930 Phase 2
0.6627 Remote Similarity NPD6923 Approved
0.6627 Remote Similarity NPD6922 Approved
0.66 Remote Similarity NPD5286 Approved
0.66 Remote Similarity NPD5285 Approved
0.66 Remote Similarity NPD4696 Approved
0.6593 Remote Similarity NPD4788 Approved
0.6562 Remote Similarity NPD6079 Approved
0.6556 Remote Similarity NPD6902 Approved
0.6552 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6535 Remote Similarity NPD5223 Approved
0.6531 Remote Similarity NPD5695 Phase 3
0.6517 Remote Similarity NPD6929 Approved
0.6484 Remote Similarity NPD5209 Approved
0.6471 Remote Similarity NPD4633 Approved
0.6471 Remote Similarity NPD5225 Approved
0.6471 Remote Similarity NPD5211 Phase 2
0.6471 Remote Similarity NPD5224 Approved
0.6471 Remote Similarity NPD5226 Approved
0.6458 Remote Similarity NPD5785 Approved
0.6458 Remote Similarity NPD5207 Approved
0.6452 Remote Similarity NPD1696 Phase 3
0.6452 Remote Similarity NPD5363 Approved
0.6444 Remote Similarity NPD7514 Phase 3
0.6444 Remote Similarity NPD4821 Approved
0.6444 Remote Similarity NPD4822 Approved
0.6444 Remote Similarity NPD4819 Approved
0.6444 Remote Similarity NPD4820 Approved
0.6444 Remote Similarity NPD7509 Discontinued
0.6437 Remote Similarity NPD4190 Phase 3
0.6437 Remote Similarity NPD5275 Approved
0.6413 Remote Similarity NPD6695 Phase 3
0.6413 Remote Similarity NPD5331 Approved
0.6413 Remote Similarity NPD5332 Approved
0.6413 Remote Similarity NPD5362 Discontinued
0.6408 Remote Similarity NPD5174 Approved
0.6408 Remote Similarity NPD5175 Approved
0.6404 Remote Similarity NPD7145 Approved
0.6404 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6404 Remote Similarity NPD7322 Clinical (unspecified phase)
0.64 Remote Similarity NPD6083 Phase 2
0.64 Remote Similarity NPD6084 Phase 2
0.64 Remote Similarity NPD4755 Approved
0.6392 Remote Similarity NPD5694 Approved
0.6383 Remote Similarity NPD3618 Phase 1
0.6383 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6374 Remote Similarity NPD4790 Discontinued
0.6374 Remote Similarity NPD5369 Approved
0.6354 Remote Similarity NPD5328 Approved
0.6346 Remote Similarity NPD5141 Approved
0.6344 Remote Similarity NPD4786 Approved
0.6344 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6337 Remote Similarity NPD5696 Approved
0.6333 Remote Similarity NPD6683 Phase 2
0.6304 Remote Similarity NPD3667 Approved
0.63 Remote Similarity NPD5220 Clinical (unspecified phase)
0.63 Remote Similarity NPD5222 Approved
0.63 Remote Similarity NPD5221 Approved
0.63 Remote Similarity NPD4697 Phase 3
0.6292 Remote Similarity NPD5776 Phase 2
0.6292 Remote Similarity NPD6925 Approved
0.6289 Remote Similarity NPD5692 Phase 3
0.6277 Remote Similarity NPD6893 Approved
0.6275 Remote Similarity NPD4700 Approved
0.6264 Remote Similarity NPD7525 Registered
0.6264 Remote Similarity NPD7332 Phase 2
0.6264 Remote Similarity NPD5368 Approved
0.625 Remote Similarity NPD7339 Approved
0.625 Remote Similarity NPD6942 Approved
0.6238 Remote Similarity NPD5173 Approved
0.6226 Remote Similarity NPD5697 Approved
0.6224 Remote Similarity NPD6050 Approved
0.6222 Remote Similarity NPD4268 Approved
0.6222 Remote Similarity NPD4271 Approved
0.6211 Remote Similarity NPD7334 Approved
0.6211 Remote Similarity NPD5330 Approved
0.6211 Remote Similarity NPD7146 Approved
0.6211 Remote Similarity NPD6409 Approved
0.6211 Remote Similarity NPD7521 Approved
0.6211 Remote Similarity NPD6684 Approved
0.6204 Remote Similarity NPD6371 Approved
0.62 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6196 Remote Similarity NPD4692 Approved
0.6196 Remote Similarity NPD4139 Approved
0.6168 Remote Similarity NPD6899 Approved
0.6168 Remote Similarity NPD4730 Approved
0.6168 Remote Similarity NPD6011 Approved
0.6168 Remote Similarity NPD4729 Approved
0.6168 Remote Similarity NPD6881 Approved
0.6154 Remote Similarity NPD5091 Approved
0.6146 Remote Similarity NPD7750 Discontinued
0.6146 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6146 Remote Similarity NPD7524 Approved
0.6136 Remote Similarity NPD4058 Approved
0.6136 Remote Similarity NPD4687 Approved
0.6129 Remote Similarity NPD4270 Approved
0.6129 Remote Similarity NPD4269 Approved
0.6129 Remote Similarity NPD6435 Approved
0.6122 Remote Similarity NPD4001 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6014 Approved
0.6111 Remote Similarity NPD6013 Approved
0.6111 Remote Similarity NPD6012 Approved
0.6105 Remote Similarity NPD6082 Clinical (unspecified phase)
0.61 Remote Similarity NPD6001 Approved
0.6095 Remote Similarity NPD4754 Approved
0.6092 Remote Similarity NPD5276 Approved
0.6087 Remote Similarity NPD4748 Discontinued
0.6087 Remote Similarity NPD4695 Discontinued
0.6087 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6082 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6082 Remote Similarity NPD6903 Approved
0.6082 Remote Similarity NPD5208 Approved
0.6078 Remote Similarity NPD5959 Approved
0.6071 Remote Similarity NPD7331 Phase 2
0.6061 Remote Similarity NPD7637 Suspended
0.6055 Remote Similarity NPD7290 Approved
0.6055 Remote Similarity NPD5249 Phase 3
0.6055 Remote Similarity NPD5251 Approved
0.6055 Remote Similarity NPD5248 Approved
0.6055 Remote Similarity NPD5247 Approved
0.6055 Remote Similarity NPD5250 Approved
0.6055 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6055 Remote Similarity NPD6883 Approved
0.6055 Remote Similarity NPD4634 Approved
0.6055 Remote Similarity NPD7102 Approved
0.6055 Remote Similarity NPD5169 Approved
0.6055 Remote Similarity NPD5135 Approved
0.6044 Remote Similarity NPD3617 Approved
0.6042 Remote Similarity NPD4623 Approved
0.6042 Remote Similarity NPD4519 Discontinued
0.604 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6022 Remote Similarity NPD6898 Phase 1
0.602 Remote Similarity NPD6904 Approved
0.602 Remote Similarity NPD1695 Approved
0.602 Remote Similarity NPD6080 Approved
0.602 Remote Similarity NPD6673 Approved
0.6019 Remote Similarity NPD5128 Approved
0.6 Remote Similarity NPD5215 Approved
0.6 Remote Similarity NPD6869 Approved
0.6 Remote Similarity NPD5217 Approved
0.6 Remote Similarity NPD8130 Phase 1
0.6 Remote Similarity NPD6617 Approved
0.6 Remote Similarity NPD6650 Approved
0.6 Remote Similarity NPD5127 Approved
0.6 Remote Similarity NPD6649 Approved
0.6 Remote Similarity NPD6847 Approved
0.6 Remote Similarity NPD5216 Approved
0.5981 Remote Similarity NPD6675 Approved
0.5981 Remote Similarity NPD5739 Approved
0.5981 Remote Similarity NPD7128 Approved
0.5981 Remote Similarity NPD4768 Approved
0.5981 Remote Similarity NPD6402 Approved
0.5981 Remote Similarity NPD4767 Approved
0.596 Remote Similarity NPD7838 Discovery
0.5955 Remote Similarity NPD5733 Approved
0.5952 Remote Similarity NPD7341 Phase 2
0.5946 Remote Similarity NPD6882 Approved
0.5946 Remote Similarity NPD8297 Approved
0.5941 Remote Similarity NPD5282 Discontinued
0.5926 Remote Similarity NPD5701 Approved

Structure

External Identifiers

PubChem CID   76320822
ChEMBL   CHEMBL3087758
ZINC  

Physicochemical Properties

Molecular Weight:  300.21
ALogP:  2.2634
MLogP:  3.44
XLogP:  4.068
# Rotatable Bonds:  7
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  22

Download Data

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