Natural Product: NPC471662

Natural Product ID:  NPC471662
Common Name:   Boscarterol E
IUPAC Name:   (Z,4S)-5-[(1S,1aR,4aR,7R,7aS,7bS)-1,7-dimethyl-4-methylidene-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-1-yl]-2-methylpent-2-ene-1,4-diol
Synonyms:  
Molecular Formula:   C20H32O2
Standard InCHIKey:  LEITVYJSJGMDBE-CKMZXADDSA-N
Standard InCHI:  InChI=1S/C20H32O2/c1-12(11-21)9-15(22)10-20(4)17-8-6-13(2)16-7-5-14(3)18(16)19(17)20/h9,14-19,21-22H,2,5-8,10-11H2,1,3-4H3/b12-9-/t14-,15-,16+,17-,18+,19-,20+/m1/s1
Canonical SMILES:  OC/C(=C[C@H](C[C@@]1(C)[C@H]2[C@@H]1[C@H]1[C@H](C)CC[C@H]1C(=C)CC2)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
NPT2 Others Unspecified IC50 > 10000 nM 19733087
NPT179 Cell Line A2780 Homo sapiens IC50 > 10000 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 > 10000 nM 15270577
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 22168134
NPT2 Others Unspecified IC50 > 10000 nM Open TG-GATES in vivo data: Biochemistry
NPT2 Others Unspecified Inhibition = 36.3 % 19185486
NPT2 Others Unspecified Survival = 73 % DrugMatrix in vivo data: Biochemistry

  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 NPC471662 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
0.8971 High Similarity NPC167527
0.8939 High Similarity NPC309300
0.8889 High Similarity NPC471658
0.8857 High Similarity NPC471660
0.8824 High Similarity NPC136813
0.8806 High Similarity NPC19569
0.8553 High Similarity NPC471661
0.8551 High Similarity NPC477791
0.8529 High Similarity NPC238352
0.8529 High Similarity NPC477009
0.8429 Intermediate Similarity NPC224532
0.8406 Intermediate Similarity NPC272125
0.8378 Intermediate Similarity NPC310643
0.8286 Intermediate Similarity NPC472253
0.8286 Intermediate Similarity NPC472255
0.8235 Intermediate Similarity NPC279200
0.8219 Intermediate Similarity NPC14352
0.8219 Intermediate Similarity NPC234527
0.8143 Intermediate Similarity NPC162309
0.8133 Intermediate Similarity NPC244488
0.8133 Intermediate Similarity NPC247325
0.8133 Intermediate Similarity NPC126969
0.8088 Intermediate Similarity NPC210346
0.806 Intermediate Similarity NPC122239
0.806 Intermediate Similarity NPC5698
0.8052 Intermediate Similarity NPC209430
0.8052 Intermediate Similarity NPC81306
0.8052 Intermediate Similarity NPC84694
0.8052 Intermediate Similarity NPC47982
0.8052 Intermediate Similarity NPC30986
0.8052 Intermediate Similarity NPC143182
0.8052 Intermediate Similarity NPC109546
0.8052 Intermediate Similarity NPC28862
0.8 Intermediate Similarity NPC313185
0.7973 Intermediate Similarity NPC329763
0.7973 Intermediate Similarity NPC474140
0.7971 Intermediate Similarity NPC211291
0.7971 Intermediate Similarity NPC133368
0.7971 Intermediate Similarity NPC474480
0.7949 Intermediate Similarity NPC234193
0.7945 Intermediate Similarity NPC34834
0.7945 Intermediate Similarity NPC470041
0.7941 Intermediate Similarity NPC471081
0.7941 Intermediate Similarity NPC323153
0.7922 Intermediate Similarity NPC474216
0.7875 Intermediate Similarity NPC475789
0.7875 Intermediate Similarity NPC82623
0.7867 Intermediate Similarity NPC329090
0.7867 Intermediate Similarity NPC309178
0.7867 Intermediate Similarity NPC27395
0.7857 Intermediate Similarity NPC140233
0.7857 Intermediate Similarity NPC287744
0.7848 Intermediate Similarity NPC209620
0.7848 Intermediate Similarity NPC264245
0.7848 Intermediate Similarity NPC23852
0.7838 Intermediate Similarity NPC469343
0.7826 Intermediate Similarity NPC274704
0.7808 Intermediate Similarity NPC471560
0.7808 Intermediate Similarity NPC217570
0.7808 Intermediate Similarity NPC90115
0.7794 Intermediate Similarity NPC475931
0.7792 Intermediate Similarity NPC31037
0.7792 Intermediate Similarity NPC34019
0.7778 Intermediate Similarity NPC114651
0.7778 Intermediate Similarity NPC69649
0.7778 Intermediate Similarity NPC68703
0.7778 Intermediate Similarity NPC474047
0.7763 Intermediate Similarity NPC328104
0.7763 Intermediate Similarity NPC319090
0.775 Intermediate Similarity NPC50964
0.775 Intermediate Similarity NPC202389
0.775 Intermediate Similarity NPC87489
0.775 Intermediate Similarity NPC472465
0.775 Intermediate Similarity NPC296701
0.775 Intermediate Similarity NPC189972
0.775 Intermediate Similarity NPC218616
0.775 Intermediate Similarity NPC49964
0.775 Intermediate Similarity NPC101462
0.7746 Intermediate Similarity NPC61503
0.7746 Intermediate Similarity NPC187619
0.7738 Intermediate Similarity NPC170775
0.7722 Intermediate Similarity NPC241290
0.7722 Intermediate Similarity NPC164840
0.7722 Intermediate Similarity NPC324772
0.7722 Intermediate Similarity NPC209944
0.7714 Intermediate Similarity NPC473759
0.7714 Intermediate Similarity NPC474155
0.7703 Intermediate Similarity NPC254845
0.7692 Intermediate Similarity NPC473943
0.7692 Intermediate Similarity NPC85346
0.7692 Intermediate Similarity NPC302041
0.7692 Intermediate Similarity NPC477514
0.7692 Intermediate Similarity NPC65897
0.7681 Intermediate Similarity NPC252809
0.7671 Intermediate Similarity NPC160209
0.7662 Intermediate Similarity NPC476317
0.7662 Intermediate Similarity NPC315261
0.7662 Intermediate Similarity NPC107059
0.7662 Intermediate Similarity NPC321381
0.7662 Intermediate Similarity NPC321016
0.7654 Intermediate Similarity NPC470384
0.7654 Intermediate Similarity NPC317458
0.7654 Intermediate Similarity NPC134481
0.7654 Intermediate Similarity NPC474634
0.7647 Intermediate Similarity NPC226848
0.7647 Intermediate Similarity NPC10017
0.7639 Intermediate Similarity NPC135650
0.7632 Intermediate Similarity NPC469593
0.7632 Intermediate Similarity NPC469534
0.7632 Intermediate Similarity NPC469533
0.7632 Intermediate Similarity NPC306727
0.7625 Intermediate Similarity NPC47761
0.7625 Intermediate Similarity NPC474752
0.7625 Intermediate Similarity NPC82986
0.7625 Intermediate Similarity NPC474731
0.7625 Intermediate Similarity NPC474759
0.7625 Intermediate Similarity NPC7505
0.7625 Intermediate Similarity NPC320525
0.7625 Intermediate Similarity NPC474683
0.7619 Intermediate Similarity NPC67872
0.7606 Intermediate Similarity NPC225415
0.7606 Intermediate Similarity NPC475704
0.7606 Intermediate Similarity NPC300593
0.76 Intermediate Similarity NPC41886
0.76 Intermediate Similarity NPC477792
0.7568 Intermediate Similarity NPC269877
0.7568 Intermediate Similarity NPC329989
0.7568 Intermediate Similarity NPC167272
0.7568 Intermediate Similarity NPC239373
0.7564 Intermediate Similarity NPC318495
0.7564 Intermediate Similarity NPC257191
0.7564 Intermediate Similarity NPC214570
0.7564 Intermediate Similarity NPC476007
0.7564 Intermediate Similarity NPC476439
0.7564 Intermediate Similarity NPC155986
0.7564 Intermediate Similarity NPC198968
0.7564 Intermediate Similarity NPC331618
0.7564 Intermediate Similarity NPC471454
0.7561 Intermediate Similarity NPC238485
0.7561 Intermediate Similarity NPC185568
0.7561 Intermediate Similarity NPC205845
0.7561 Intermediate Similarity NPC231310
0.7536 Intermediate Similarity NPC184049
0.7536 Intermediate Similarity NPC99480
0.7534 Intermediate Similarity NPC259299
0.7532 Intermediate Similarity NPC113639
0.7532 Intermediate Similarity NPC285893
0.7532 Intermediate Similarity NPC136188
0.7532 Intermediate Similarity NPC230301
0.7532 Intermediate Similarity NPC23231
0.7532 Intermediate Similarity NPC257347
0.7532 Intermediate Similarity NPC471723
0.7532 Intermediate Similarity NPC141071
0.7532 Intermediate Similarity NPC474885
0.7532 Intermediate Similarity NPC134847
0.7532 Intermediate Similarity NPC304309
0.7532 Intermediate Similarity NPC28657
0.7532 Intermediate Similarity NPC60818
0.7532 Intermediate Similarity NPC22105
0.7532 Intermediate Similarity NPC162742
0.7532 Intermediate Similarity NPC288035
0.7531 Intermediate Similarity NPC470049
0.75 Intermediate Similarity NPC130665
0.75 Intermediate Similarity NPC474743
0.75 Intermediate Similarity NPC471657
0.75 Intermediate Similarity NPC45957
0.75 Intermediate Similarity NPC308844
0.75 Intermediate Similarity NPC278550
0.75 Intermediate Similarity NPC471656
0.747 Intermediate Similarity NPC266511
0.747 Intermediate Similarity NPC474083
0.747 Intermediate Similarity NPC471224
0.747 Intermediate Similarity NPC274448
0.7468 Intermediate Similarity NPC167037
0.7468 Intermediate Similarity NPC87604
0.7468 Intermediate Similarity NPC472342
0.7468 Intermediate Similarity NPC275910
0.7468 Intermediate Similarity NPC476314
0.7468 Intermediate Similarity NPC312328
0.7468 Intermediate Similarity NPC138621
0.7468 Intermediate Similarity NPC285761
0.7468 Intermediate Similarity NPC244385
0.7468 Intermediate Similarity NPC477522
0.7468 Intermediate Similarity NPC6978
0.7467 Intermediate Similarity NPC49422
0.7467 Intermediate Similarity NPC9161
0.7465 Intermediate Similarity NPC124112
0.7465 Intermediate Similarity NPC473508
0.7439 Intermediate Similarity NPC320548
0.7439 Intermediate Similarity NPC113978
0.7439 Intermediate Similarity NPC472473
0.7436 Intermediate Similarity NPC202642
0.7436 Intermediate Similarity NPC46160
0.7436 Intermediate Similarity NPC189883
0.7436 Intermediate Similarity NPC237460
0.7436 Intermediate Similarity NPC300324
0.7436 Intermediate Similarity NPC73875
0.7436 Intermediate Similarity NPC134330
0.7436 Intermediate Similarity NPC470362

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471662 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
0.7867 Intermediate Similarity NPD6924 Approved
0.7867 Intermediate Similarity NPD6926 Approved
0.7848 Intermediate Similarity NPD6902 Approved
0.7821 Intermediate Similarity NPD6929 Approved
0.7722 Intermediate Similarity NPD6930 Phase 2
0.7722 Intermediate Similarity NPD6931 Approved
0.7662 Intermediate Similarity NPD6933 Approved
0.7568 Intermediate Similarity NPD6923 Approved
0.7568 Intermediate Similarity NPD6922 Approved
0.7564 Intermediate Similarity NPD5776 Phase 2
0.7564 Intermediate Similarity NPD6925 Approved
0.7532 Intermediate Similarity NPD6942 Approved
0.7532 Intermediate Similarity NPD7339 Approved
0.75 Intermediate Similarity NPD7514 Phase 3
0.7468 Intermediate Similarity NPD7145 Approved
0.7468 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD7144 Approved
0.7467 Intermediate Similarity NPD7143 Approved
0.7439 Intermediate Similarity NPD6695 Phase 3
0.7368 Intermediate Similarity NPD7150 Approved
0.7368 Intermediate Similarity NPD7152 Approved
0.7368 Intermediate Similarity NPD7151 Approved
0.7349 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD7332 Phase 2
0.7284 Intermediate Similarity NPD7525 Registered
0.7262 Intermediate Similarity NPD6893 Approved
0.7215 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD6932 Approved
0.7093 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD7750 Discontinued
0.7093 Intermediate Similarity NPD7524 Approved
0.7089 Intermediate Similarity NPD8264 Approved
0.7083 Intermediate Similarity NPD368 Approved
0.7073 Intermediate Similarity NPD7509 Discontinued
0.7024 Intermediate Similarity NPD5362 Discontinued
0.7024 Intermediate Similarity NPD5332 Approved
0.7024 Intermediate Similarity NPD5331 Approved
0.6988 Remote Similarity NPD4790 Discontinued
0.6988 Remote Similarity NPD6898 Phase 1
0.6957 Remote Similarity NPD342 Phase 1
0.6951 Remote Similarity NPD6683 Phase 2
0.6941 Remote Similarity NPD4786 Approved
0.6923 Remote Similarity NPD4243 Approved
0.6867 Remote Similarity NPD4819 Approved
0.6867 Remote Similarity NPD4822 Approved
0.6867 Remote Similarity NPD4820 Approved
0.6867 Remote Similarity NPD4821 Approved
0.6829 Remote Similarity NPD4271 Approved
0.6829 Remote Similarity NPD4268 Approved
0.6778 Remote Similarity NPD7087 Discontinued
0.675 Remote Similarity NPD4784 Approved
0.675 Remote Similarity NPD4785 Approved
0.6706 Remote Similarity NPD4269 Approved
0.6706 Remote Similarity NPD3667 Approved
0.6706 Remote Similarity NPD4270 Approved
0.6667 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6593 Remote Similarity NPD7637 Suspended
0.6591 Remote Similarity NPD5279 Phase 3
0.6556 Remote Similarity NPD5328 Approved
0.6552 Remote Similarity NPD3666 Approved
0.6552 Remote Similarity NPD3665 Phase 1
0.6552 Remote Similarity NPD3133 Approved
0.6548 Remote Similarity NPD7645 Phase 2
0.6484 Remote Similarity NPD5785 Approved
0.6477 Remote Similarity NPD5363 Approved
0.6471 Remote Similarity NPD4748 Discontinued
0.6471 Remote Similarity NPD4252 Approved
0.6463 Remote Similarity NPD4190 Phase 3
0.6463 Remote Similarity NPD5275 Approved
0.6437 Remote Similarity NPD7154 Phase 3
0.6413 Remote Similarity NPD6079 Approved
0.6404 Remote Similarity NPD5786 Approved
0.6404 Remote Similarity NPD3618 Phase 1
0.6389 Remote Similarity NPD4219 Approved
0.6364 Remote Similarity NPD4265 Approved
0.6353 Remote Similarity NPD4195 Approved
0.6304 Remote Similarity NPD7136 Phase 2
0.6289 Remote Similarity NPD7639 Approved
0.6289 Remote Similarity NPD7640 Approved
0.6279 Remote Similarity NPD5368 Approved
0.622 Remote Similarity NPD4732 Discontinued
0.6214 Remote Similarity NPD6371 Approved
0.6207 Remote Similarity NPD5369 Approved
0.6196 Remote Similarity NPD4753 Phase 2
0.6196 Remote Similarity NPD6051 Approved
0.6186 Remote Similarity NPD7638 Approved
0.617 Remote Similarity NPD4202 Approved
0.617 Remote Similarity NPD6399 Phase 3
0.6154 Remote Similarity NPD4250 Approved
0.6154 Remote Similarity NPD4251 Approved
0.6136 Remote Similarity NPD6435 Approved
0.6136 Remote Similarity NPD4223 Phase 3
0.6136 Remote Similarity NPD4221 Approved
0.6111 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6111 Remote Similarity NPD5329 Approved
0.6111 Remote Similarity NPD1696 Phase 3
0.6067 Remote Similarity NPD4788 Approved
0.6044 Remote Similarity NPD4249 Approved
0.6 Remote Similarity NPD4197 Approved
0.6 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6 Remote Similarity NPD3668 Phase 3
0.6 Remote Similarity NPD5211 Phase 2
0.5979 Remote Similarity NPD5221 Approved
0.5979 Remote Similarity NPD5222 Approved
0.5979 Remote Similarity NPD4697 Phase 3
0.5979 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5949 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5918 Remote Similarity NPD6083 Phase 2
0.5918 Remote Similarity NPD5173 Approved
0.5918 Remote Similarity NPD4755 Approved
0.5918 Remote Similarity NPD6084 Phase 2
0.5882 Remote Similarity NPD5141 Approved
0.5876 Remote Similarity NPD4629 Approved
0.5876 Remote Similarity NPD5210 Approved
0.5876 Remote Similarity NPD1698 Clinical (unspecified phase)
0.587 Remote Similarity NPD4138 Approved
0.587 Remote Similarity NPD7334 Approved
0.587 Remote Similarity NPD5690 Phase 2
0.587 Remote Similarity NPD4688 Approved
0.587 Remote Similarity NPD5280 Approved
0.587 Remote Similarity NPD5330 Approved
0.587 Remote Similarity NPD4693 Phase 3
0.587 Remote Similarity NPD6684 Approved
0.587 Remote Similarity NPD7146 Approved
0.587 Remote Similarity NPD4690 Approved
0.587 Remote Similarity NPD6409 Approved
0.587 Remote Similarity NPD4519 Discontinued
0.587 Remote Similarity NPD4623 Approved
0.587 Remote Similarity NPD5205 Approved
0.587 Remote Similarity NPD4694 Approved
0.587 Remote Similarity NPD4689 Approved
0.587 Remote Similarity NPD7521 Approved
0.5859 Remote Similarity NPD4225 Approved
0.5844 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5833 Remote Similarity NPD5779 Approved
0.5833 Remote Similarity NPD5778 Approved
0.5825 Remote Similarity NPD6640 Phase 3
0.5824 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5814 Remote Similarity NPD1346 Approved
0.58 Remote Similarity NPD5285 Approved
0.58 Remote Similarity NPD4696 Approved
0.58 Remote Similarity NPD4700 Approved
0.58 Remote Similarity NPD5286 Approved
0.5789 Remote Similarity NPD7838 Discovery
0.5778 Remote Similarity NPD5209 Approved
0.5745 Remote Similarity NPD6672 Approved
0.5745 Remote Similarity NPD4518 Approved
0.5745 Remote Similarity NPD6903 Approved
0.5745 Remote Similarity NPD5737 Approved
0.5745 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5745 Remote Similarity NPD4723 Approved
0.5745 Remote Similarity NPD4722 Approved
0.5743 Remote Similarity NPD5223 Approved
0.5729 Remote Similarity NPD7515 Phase 2
0.5729 Remote Similarity NPD6411 Approved
0.5727 Remote Similarity NPD7115 Discovery
0.5714 Remote Similarity NPD5695 Phase 3
0.57 Remote Similarity NPD5290 Discontinued
0.5686 Remote Similarity NPD5226 Approved
0.5686 Remote Similarity NPD4633 Approved
0.5686 Remote Similarity NPD5224 Approved
0.5686 Remote Similarity NPD5225 Approved
0.5686 Remote Similarity NPD7632 Discontinued
0.5684 Remote Similarity NPD1695 Approved
0.5684 Remote Similarity NPD5370 Suspended
0.5682 Remote Similarity NPD3617 Approved
0.5679 Remote Similarity NPD7331 Phase 2
0.5673 Remote Similarity NPD7128 Approved
0.5673 Remote Similarity NPD6675 Approved
0.5673 Remote Similarity NPD5739 Approved
0.5673 Remote Similarity NPD7333 Discontinued
0.5673 Remote Similarity NPD6402 Approved
0.567 Remote Similarity NPD5133 Approved
0.5667 Remote Similarity NPD4139 Approved
0.5667 Remote Similarity NPD4692 Approved
0.5663 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5657 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5644 Remote Similarity NPD6404 Discontinued
0.5631 Remote Similarity NPD4754 Approved
0.5631 Remote Similarity NPD5174 Approved
0.5631 Remote Similarity NPD5175 Approved
0.5625 Remote Similarity NPD6698 Approved
0.5625 Remote Similarity NPD4096 Approved
0.5625 Remote Similarity NPD4001 Clinical (unspecified phase)
0.5625 Remote Similarity NPD46 Approved
0.5612 Remote Similarity NPD5771 Approved
0.5604 Remote Similarity NPD4752 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   76335311
ChEMBL   CHEMBL3087766
ZINC  

Physicochemical Properties

Molecular Weight:  304.24
ALogP:  1.5301
MLogP:  3.44
XLogP:  5.193
# 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  
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