Natural Product: NPC309300

Natural Product ID:  NPC309300
Common Name:   (1S,3As,5S,9E,12Z)-3A,10-Dimethyl-6-Methylidene-1-Propan-2-Yl-1,2,3,4,5,7,8,11-Octahydrocyclopenta[11]Annulen-5-Ol
IUPAC Name:   (1S,3aS,5S,9E,12Z)-3a,10-dimethyl-6-methylidene-1-propan-2-yl-1,2,3,4,5,7,8,11-octahydrocyclopenta[11]annulen-5-ol
Synonyms:  
Molecular Formula:   C20H32O
Standard InCHIKey:  LVJSJETVMXBUIN-KDTINLHCSA-N
Standard InCHI:  InChI=1S/C20H32O/c1-14(2)17-11-12-20(5)13-19(21)16(4)8-6-7-15(3)9-10-18(17)20/h7,10,14,17,19,21H,4,6,8-9,11-13H2,1-3,5H3/b15-7+,18-10-/t17-,19-,20-/m0/s1
Canonical SMILES:  C/C/1=CCCC(=C)[C@H](C[C@]2(/C(=CC1)/[C@@H](CC2)C(C)C)C)O
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
NPO27081.1 Clavularia inflata Under-species NA NA PMID[17067152]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 = 3.6 ug/ml 24937209

  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 NPC309300 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
0.9194 High Similarity NPC19569
0.9194 High Similarity NPC477009
0.9194 High Similarity NPC238352
0.8939 High Similarity NPC471662
0.8769 High Similarity NPC167527
0.8689 High Similarity NPC5698
0.8615 High Similarity NPC477791
0.8615 High Similarity NPC136813
0.8571 High Similarity NPC474480
0.8548 High Similarity NPC323153
0.8485 Intermediate Similarity NPC224532
0.8462 Intermediate Similarity NPC162309
0.8438 Intermediate Similarity NPC225415
0.8429 Intermediate Similarity NPC310643
0.8429 Intermediate Similarity NPC247325
0.8429 Intermediate Similarity NPC244488
0.8413 Intermediate Similarity NPC210346
0.8406 Intermediate Similarity NPC471659
0.8387 Intermediate Similarity NPC122239
0.8333 Intermediate Similarity NPC114651
0.8281 Intermediate Similarity NPC473759
0.8281 Intermediate Similarity NPC474155
0.8281 Intermediate Similarity NPC279200
0.8261 Intermediate Similarity NPC14352
0.8261 Intermediate Similarity NPC234527
0.8261 Intermediate Similarity NPC474140
0.8254 Intermediate Similarity NPC252809
0.8254 Intermediate Similarity NPC471081
0.8235 Intermediate Similarity NPC34834
0.8209 Intermediate Similarity NPC160209
0.8194 Intermediate Similarity NPC474216
0.8182 Intermediate Similarity NPC272125
0.8154 Intermediate Similarity NPC290367
0.8154 Intermediate Similarity NPC287744
0.8154 Intermediate Similarity NPC140233
0.8143 Intermediate Similarity NPC469533
0.8143 Intermediate Similarity NPC329090
0.8143 Intermediate Similarity NPC27395
0.8143 Intermediate Similarity NPC469593
0.8143 Intermediate Similarity NPC469534
0.8125 Intermediate Similarity NPC274704
0.8125 Intermediate Similarity NPC225342
0.8095 Intermediate Similarity NPC475931
0.8088 Intermediate Similarity NPC167272
0.8088 Intermediate Similarity NPC217570
0.8088 Intermediate Similarity NPC471560
0.8088 Intermediate Similarity NPC90115
0.8088 Intermediate Similarity NPC269877
0.8082 Intermediate Similarity NPC209430
0.8082 Intermediate Similarity NPC28862
0.8082 Intermediate Similarity NPC84694
0.8082 Intermediate Similarity NPC143182
0.8082 Intermediate Similarity NPC30986
0.8082 Intermediate Similarity NPC47982
0.8082 Intermediate Similarity NPC109546
0.8082 Intermediate Similarity NPC81306
0.806 Intermediate Similarity NPC68703
0.806 Intermediate Similarity NPC69649
0.806 Intermediate Similarity NPC472255
0.806 Intermediate Similarity NPC472253
0.8028 Intermediate Similarity NPC288035
0.8028 Intermediate Similarity NPC257347
0.8028 Intermediate Similarity NPC285893
0.8028 Intermediate Similarity NPC304309
0.8028 Intermediate Similarity NPC162742
0.8028 Intermediate Similarity NPC230301
0.8028 Intermediate Similarity NPC28657
0.8028 Intermediate Similarity NPC328104
0.8028 Intermediate Similarity NPC134847
0.8028 Intermediate Similarity NPC22105
0.8028 Intermediate Similarity NPC313185
0.8028 Intermediate Similarity NPC471723
0.8028 Intermediate Similarity NPC319090
0.8028 Intermediate Similarity NPC136188
0.8028 Intermediate Similarity NPC141071
0.8 Intermediate Similarity NPC329763
0.7973 Intermediate Similarity NPC324772
0.7973 Intermediate Similarity NPC241290
0.7973 Intermediate Similarity NPC209944
0.7973 Intermediate Similarity NPC234193
0.7973 Intermediate Similarity NPC164840
0.7971 Intermediate Similarity NPC49422
0.7971 Intermediate Similarity NPC9161
0.7969 Intermediate Similarity NPC135648
0.7945 Intermediate Similarity NPC473943
0.7945 Intermediate Similarity NPC477514
0.7941 Intermediate Similarity NPC208999
0.7941 Intermediate Similarity NPC96484
0.7937 Intermediate Similarity NPC226848
0.7937 Intermediate Similarity NPC10017
0.7917 Intermediate Similarity NPC107059
0.7917 Intermediate Similarity NPC240604
0.7917 Intermediate Similarity NPC113733
0.7917 Intermediate Similarity NPC134330
0.7917 Intermediate Similarity NPC202642
0.7917 Intermediate Similarity NPC321016
0.7917 Intermediate Similarity NPC321381
0.7917 Intermediate Similarity NPC300324
0.7917 Intermediate Similarity NPC237460
0.7917 Intermediate Similarity NPC471658
0.7917 Intermediate Similarity NPC470362
0.7917 Intermediate Similarity NPC126969
0.7917 Intermediate Similarity NPC189883
0.7917 Intermediate Similarity NPC46160
0.7917 Intermediate Similarity NPC129165
0.7917 Intermediate Similarity NPC315261
0.7887 Intermediate Similarity NPC306727
0.7887 Intermediate Similarity NPC309178
0.7879 Intermediate Similarity NPC300593
0.7867 Intermediate Similarity NPC23852
0.7867 Intermediate Similarity NPC209620
0.7867 Intermediate Similarity NPC264245
0.7867 Intermediate Similarity NPC320525
0.7857 Intermediate Similarity NPC469343
0.7857 Intermediate Similarity NPC471660
0.7857 Intermediate Similarity NPC164045
0.7846 Intermediate Similarity NPC475251
0.7826 Intermediate Similarity NPC474248
0.7808 Intermediate Similarity NPC34019
0.7808 Intermediate Similarity NPC198968
0.7808 Intermediate Similarity NPC318495
0.7808 Intermediate Similarity NPC155986
0.7808 Intermediate Similarity NPC214570
0.7794 Intermediate Similarity NPC308522
0.7794 Intermediate Similarity NPC74885
0.7778 Intermediate Similarity NPC322353
0.7778 Intermediate Similarity NPC278550
0.7778 Intermediate Similarity NPC121744
0.7778 Intermediate Similarity NPC118508
0.7778 Intermediate Similarity NPC113639
0.7763 Intermediate Similarity NPC296701
0.7763 Intermediate Similarity NPC202389
0.7763 Intermediate Similarity NPC218616
0.7763 Intermediate Similarity NPC189972
0.7763 Intermediate Similarity NPC49964
0.7763 Intermediate Similarity NPC472465
0.7763 Intermediate Similarity NPC50964
0.7763 Intermediate Similarity NPC87489
0.7763 Intermediate Similarity NPC101462
0.7761 Intermediate Similarity NPC308844
0.7761 Intermediate Similarity NPC61503
0.7746 Intermediate Similarity NPC474743
0.7746 Intermediate Similarity NPC130665
0.7746 Intermediate Similarity NPC472506
0.7727 Intermediate Similarity NPC211291
0.7727 Intermediate Similarity NPC133368
0.7727 Intermediate Similarity NPC473508
0.7714 Intermediate Similarity NPC145498
0.7714 Intermediate Similarity NPC254845
0.7714 Intermediate Similarity NPC470041
0.7703 Intermediate Similarity NPC244385
0.7703 Intermediate Similarity NPC6978
0.7703 Intermediate Similarity NPC76931
0.7703 Intermediate Similarity NPC18603
0.7703 Intermediate Similarity NPC87604
0.7703 Intermediate Similarity NPC167037
0.7703 Intermediate Similarity NPC302041
0.7703 Intermediate Similarity NPC477522
0.7703 Intermediate Similarity NPC138621
0.7703 Intermediate Similarity NPC205455
0.7703 Intermediate Similarity NPC186191
0.7703 Intermediate Similarity NPC275910
0.7703 Intermediate Similarity NPC65897
0.7703 Intermediate Similarity NPC307965
0.7703 Intermediate Similarity NPC85346
0.7703 Intermediate Similarity NPC285761
0.7692 Intermediate Similarity NPC47840
0.7692 Intermediate Similarity NPC66020
0.7692 Intermediate Similarity NPC234264
0.7692 Intermediate Similarity NPC99487
0.7681 Intermediate Similarity NPC471238
0.7671 Intermediate Similarity NPC265588
0.7671 Intermediate Similarity NPC73875
0.7671 Intermediate Similarity NPC469646
0.7662 Intermediate Similarity NPC474634
0.7662 Intermediate Similarity NPC317458
0.7662 Intermediate Similarity NPC320548
0.7662 Intermediate Similarity NPC475789
0.7662 Intermediate Similarity NPC470384
0.7656 Intermediate Similarity NPC181872
0.7656 Intermediate Similarity NPC475830
0.7656 Intermediate Similarity NPC155025
0.7647 Intermediate Similarity NPC202017
0.7647 Intermediate Similarity NPC267027
0.7647 Intermediate Similarity NPC476406
0.7647 Intermediate Similarity NPC149680
0.7647 Intermediate Similarity NPC279434
0.7639 Intermediate Similarity NPC476366
0.7639 Intermediate Similarity NPC201048
0.7632 Intermediate Similarity NPC471661
0.7632 Intermediate Similarity NPC47761
0.7632 Intermediate Similarity NPC7505
0.7632 Intermediate Similarity NPC82986
0.7632 Intermediate Similarity NPC474731
0.7632 Intermediate Similarity NPC474759
0.7632 Intermediate Similarity NPC474752
0.7632 Intermediate Similarity NPC474683
0.7619 Intermediate Similarity NPC48891
0.7612 Intermediate Similarity NPC107540
0.7612 Intermediate Similarity NPC96793

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC309300 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
0.8143 Intermediate Similarity NPD6926 Approved
0.8143 Intermediate Similarity NPD6924 Approved
0.8088 Intermediate Similarity NPD6922 Approved
0.8088 Intermediate Similarity NPD6923 Approved
0.8082 Intermediate Similarity NPD6929 Approved
0.8028 Intermediate Similarity NPD6942 Approved
0.8028 Intermediate Similarity NPD7339 Approved
0.7973 Intermediate Similarity NPD6931 Approved
0.7973 Intermediate Similarity NPD6930 Phase 2
0.7971 Intermediate Similarity NPD7143 Approved
0.7971 Intermediate Similarity NPD7144 Approved
0.7917 Intermediate Similarity NPD6933 Approved
0.7857 Intermediate Similarity NPD7150 Approved
0.7857 Intermediate Similarity NPD7151 Approved
0.7857 Intermediate Similarity NPD7152 Approved
0.7808 Intermediate Similarity NPD5776 Phase 2
0.7808 Intermediate Similarity NPD6925 Approved
0.7703 Intermediate Similarity NPD7145 Approved
0.7662 Intermediate Similarity NPD6695 Phase 3
0.7564 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7514 Phase 3
0.75 Intermediate Similarity NPD7525 Registered
0.7468 Intermediate Similarity NPD6893 Approved
0.7467 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.746 Intermediate Similarity NPD342 Phase 1
0.7432 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD6902 Approved
0.7361 Intermediate Similarity NPD4243 Approved
0.7333 Intermediate Similarity NPD6932 Approved
0.7313 Intermediate Similarity NPD368 Approved
0.7297 Intermediate Similarity NPD8264 Approved
0.7284 Intermediate Similarity NPD7524 Approved
0.7284 Intermediate Similarity NPD7750 Discontinued
0.7273 Intermediate Similarity NPD7509 Discontinued
0.7273 Intermediate Similarity NPD7332 Phase 2
0.7179 Intermediate Similarity NPD6898 Phase 1
0.7162 Intermediate Similarity NPD4785 Approved
0.7162 Intermediate Similarity NPD4784 Approved
0.7143 Intermediate Similarity NPD6683 Phase 2
0.7125 Intermediate Similarity NPD4786 Approved
0.7073 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5362 Discontinued
0.7 Intermediate Similarity NPD5331 Approved
0.7 Intermediate Similarity NPD5332 Approved
0.6962 Remote Similarity NPD4790 Discontinued
0.6941 Remote Similarity NPD7087 Discontinued
0.6923 Remote Similarity NPD7645 Phase 2
0.6875 Remote Similarity NPD3667 Approved
0.6842 Remote Similarity NPD5275 Approved
0.6842 Remote Similarity NPD4190 Phase 3
0.6835 Remote Similarity NPD4822 Approved
0.6835 Remote Similarity NPD4820 Approved
0.6835 Remote Similarity NPD4821 Approved
0.6835 Remote Similarity NPD4819 Approved
0.6818 Remote Similarity NPD4219 Approved
0.6795 Remote Similarity NPD4271 Approved
0.6795 Remote Similarity NPD4268 Approved
0.6747 Remote Similarity NPD5279 Phase 3
0.6707 Remote Similarity NPD3133 Approved
0.6707 Remote Similarity NPD3665 Phase 1
0.6707 Remote Similarity NPD3666 Approved
0.6706 Remote Similarity NPD5328 Approved
0.6667 Remote Similarity NPD4270 Approved
0.6667 Remote Similarity NPD4269 Approved
0.6627 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6625 Remote Similarity NPD4748 Discontinued
0.6625 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6557 Remote Similarity NPD4265 Approved
0.6552 Remote Similarity NPD7637 Suspended
0.6552 Remote Similarity NPD6079 Approved
0.6548 Remote Similarity NPD3618 Phase 1
0.65 Remote Similarity NPD4195 Approved
0.6437 Remote Similarity NPD7136 Phase 2
0.6437 Remote Similarity NPD5785 Approved
0.6429 Remote Similarity NPD5363 Approved
0.642 Remote Similarity NPD4252 Approved
0.642 Remote Similarity NPD5368 Approved
0.6386 Remote Similarity NPD7154 Phase 3
0.6364 Remote Similarity NPD4732 Discontinued
0.6353 Remote Similarity NPD5786 Approved
0.6341 Remote Similarity NPD5369 Approved
0.6322 Remote Similarity NPD4753 Phase 2
0.6292 Remote Similarity NPD4202 Approved
0.6292 Remote Similarity NPD6399 Phase 3
0.6265 Remote Similarity NPD4221 Approved
0.6265 Remote Similarity NPD4223 Phase 3
0.6265 Remote Similarity NPD6435 Approved
0.6237 Remote Similarity NPD7639 Approved
0.6237 Remote Similarity NPD7640 Approved
0.6235 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6235 Remote Similarity NPD5329 Approved
0.619 Remote Similarity NPD4788 Approved
0.6136 Remote Similarity NPD6051 Approved
0.6129 Remote Similarity NPD7638 Approved
0.6125 Remote Similarity NPD1346 Approved
0.6118 Remote Similarity NPD4197 Approved
0.6118 Remote Similarity NPD3668 Phase 3
0.6118 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6105 Remote Similarity NPD5211 Phase 2
0.6092 Remote Similarity NPD4250 Approved
0.6092 Remote Similarity NPD4251 Approved
0.6087 Remote Similarity NPD5222 Approved
0.6087 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6087 Remote Similarity NPD4697 Phase 3
0.6087 Remote Similarity NPD5221 Approved
0.6022 Remote Similarity NPD5173 Approved
0.6022 Remote Similarity NPD4755 Approved
0.6022 Remote Similarity NPD6083 Phase 2
0.6022 Remote Similarity NPD6084 Phase 2
0.6 Remote Similarity NPD7331 Phase 2
0.6 Remote Similarity NPD7515 Phase 2
0.6 Remote Similarity NPD6411 Approved
0.5979 Remote Similarity NPD5141 Approved
0.5978 Remote Similarity NPD4629 Approved
0.5978 Remote Similarity NPD5210 Approved
0.5977 Remote Similarity NPD4249 Approved
0.5977 Remote Similarity NPD4623 Approved
0.5977 Remote Similarity NPD4688 Approved
0.5977 Remote Similarity NPD4694 Approved
0.5977 Remote Similarity NPD5330 Approved
0.5977 Remote Similarity NPD4519 Discontinued
0.5977 Remote Similarity NPD6409 Approved
0.5977 Remote Similarity NPD4689 Approved
0.5977 Remote Similarity NPD7334 Approved
0.5977 Remote Similarity NPD7146 Approved
0.5977 Remote Similarity NPD4693 Phase 3
0.5977 Remote Similarity NPD5205 Approved
0.5977 Remote Similarity NPD5280 Approved
0.5977 Remote Similarity NPD4690 Approved
0.5977 Remote Similarity NPD7521 Approved
0.5977 Remote Similarity NPD4138 Approved
0.5977 Remote Similarity NPD5690 Phase 2
0.5977 Remote Similarity NPD6684 Approved
0.5972 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5957 Remote Similarity NPD4225 Approved
0.5938 Remote Similarity NPD384 Approved
0.5938 Remote Similarity NPD385 Approved
0.5934 Remote Similarity NPD5779 Approved
0.5934 Remote Similarity NPD5778 Approved
0.593 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5895 Remote Similarity NPD4700 Approved
0.5895 Remote Similarity NPD4696 Approved
0.5895 Remote Similarity NPD5285 Approved
0.5895 Remote Similarity NPD5286 Approved
0.5867 Remote Similarity NPD7341 Phase 2
0.5867 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5862 Remote Similarity NPD1696 Phase 3
0.5843 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5843 Remote Similarity NPD6903 Approved
0.5843 Remote Similarity NPD4723 Approved
0.5843 Remote Similarity NPD4722 Approved
0.5843 Remote Similarity NPD6672 Approved
0.5843 Remote Similarity NPD5737 Approved
0.5843 Remote Similarity NPD4518 Approved
0.5833 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4695 Discontinued
0.5833 Remote Similarity NPD5223 Approved
0.5806 Remote Similarity NPD5695 Phase 3
0.5806 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5789 Remote Similarity NPD5290 Discontinued
0.5783 Remote Similarity NPD3617 Approved
0.5778 Remote Similarity NPD6101 Approved
0.5778 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5778 Remote Similarity NPD5370 Suspended
0.5773 Remote Similarity NPD5225 Approved
0.5773 Remote Similarity NPD4633 Approved
0.5773 Remote Similarity NPD5224 Approved
0.5773 Remote Similarity NPD5226 Approved
0.5769 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5765 Remote Similarity NPD4139 Approved
0.5765 Remote Similarity NPD4692 Approved
0.5765 Remote Similarity NPD857 Phase 3
0.5758 Remote Similarity NPD5739 Approved
0.5758 Remote Similarity NPD6640 Phase 3
0.5758 Remote Similarity NPD7333 Discontinued
0.5758 Remote Similarity NPD6402 Approved
0.5758 Remote Similarity NPD7128 Approved
0.5758 Remote Similarity NPD6675 Approved
0.5733 Remote Similarity NPD3197 Phase 1
0.5714 Remote Similarity NPD5175 Approved
0.5714 Remote Similarity NPD4754 Approved
0.5714 Remote Similarity NPD5174 Approved
0.5714 Remote Similarity NPD4096 Approved
0.5714 Remote Similarity NPD4001 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7838 Discovery
0.5699 Remote Similarity NPD7748 Approved
0.5699 Remote Similarity NPD5282 Discontinued
0.5698 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5696 Remote Similarity NPD4787 Phase 1
0.5686 Remote Similarity NPD6371 Approved
0.5676 Remote Similarity NPD4194 Approved
0.5676 Remote Similarity NPD4193 Approved
0.5676 Remote Similarity NPD4192 Approved
0.5676 Remote Similarity NPD4191 Approved
0.5658 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5652 Remote Similarity NPD8034 Phase 2
0.5652 Remote Similarity NPD5284 Approved
0.5652 Remote Similarity NPD7983 Approved
0.5652 Remote Similarity NPD5281 Approved

Structure

External Identifiers

PubChem CID   16091539
ChEMBL   CHEMBL472093
ZINC  

Physicochemical Properties

Molecular Weight:  288.25
ALogP:  3.018
MLogP:  3.55
XLogP:  5.722
# Rotatable Bonds:  6
Polar Surface Area:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  21

Download Data

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