Natural Product: NPC202017

Natural Product ID:  NPC202017
Common Name:   Xenitorin A
IUPAC Name:   (1R,2R,4aR,7S,8aR)-4,7-dimethyl-1-prop-1-en-2-yl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-2-ol
Synonyms:  
Molecular Formula:   C15H24O
Standard InCHIKey:  VSKFQHOVPUQNSE-MQFWEAQZSA-N
Standard InCHI:  InChI=1S/C15H24O/c1-9(2)15-13-7-10(3)5-6-12(13)11(4)8-14(15)16/h8,10,12-16H,1,5-7H2,2-4H3/t10-,12-,13+,14+,15-/m0/s1
Canonical SMILES:  C[C@H]1CC[C@@H]2[C@@H](C1)[C@H](C(=C)C)[C@@H](C=C2C)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
NPO32497 xenia puerto-galerae Species NA NA PMID[12502327]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens ED50 = 0.79 ug/ml 21925888

  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 NPC202017 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
0.9231 High Similarity NPC474248
0.9104 High Similarity NPC220939
0.9104 High Similarity NPC265485
0.9091 High Similarity NPC34834
0.9077 High Similarity NPC96484
0.8955 High Similarity NPC23954
0.8923 High Similarity NPC171225
0.8923 High Similarity NPC114651
0.8889 High Similarity NPC174956
0.8788 High Similarity NPC208999
0.875 High Similarity NPC323424
0.875 High Similarity NPC96793
0.8657 High Similarity NPC471560
0.8592 High Similarity NPC91594
0.8571 High Similarity NPC66020
0.8529 High Similarity NPC92801
0.8485 Intermediate Similarity NPC326310
0.8485 Intermediate Similarity NPC267027
0.8472 Intermediate Similarity NPC83351
0.8472 Intermediate Similarity NPC167891
0.8462 Intermediate Similarity NPC107540
0.8451 Intermediate Similarity NPC247325
0.8451 Intermediate Similarity NPC244488
0.8451 Intermediate Similarity NPC265588
0.8406 Intermediate Similarity NPC477792
0.8406 Intermediate Similarity NPC242992
0.8382 Intermediate Similarity NPC473893
0.8361 Intermediate Similarity NPC148216
0.8361 Intermediate Similarity NPC148163
0.8361 Intermediate Similarity NPC130209
0.8358 Intermediate Similarity NPC68703
0.8358 Intermediate Similarity NPC69649
0.8356 Intermediate Similarity NPC47982
0.8356 Intermediate Similarity NPC143182
0.8356 Intermediate Similarity NPC81306
0.8356 Intermediate Similarity NPC28862
0.8356 Intermediate Similarity NPC109546
0.8356 Intermediate Similarity NPC84694
0.8308 Intermediate Similarity NPC81615
0.8286 Intermediate Similarity NPC471799
0.8281 Intermediate Similarity NPC240506
0.8261 Intermediate Similarity NPC145498
0.8243 Intermediate Similarity NPC234193
0.8235 Intermediate Similarity NPC471238
0.8219 Intermediate Similarity NPC476314
0.8219 Intermediate Similarity NPC474216
0.8209 Intermediate Similarity NPC279434
0.8194 Intermediate Similarity NPC253190
0.8182 Intermediate Similarity NPC68656
0.8182 Intermediate Similarity NPC290367
0.8169 Intermediate Similarity NPC201048
0.8169 Intermediate Similarity NPC471797
0.8169 Intermediate Similarity NPC306727
0.8169 Intermediate Similarity NPC476366
0.8154 Intermediate Similarity NPC79576
0.8154 Intermediate Similarity NPC207007
0.8154 Intermediate Similarity NPC194208
0.8154 Intermediate Similarity NPC68679
0.8154 Intermediate Similarity NPC321867
0.8154 Intermediate Similarity NPC282694
0.8143 Intermediate Similarity NPC242001
0.8143 Intermediate Similarity NPC164022
0.8133 Intermediate Similarity NPC23852
0.8133 Intermediate Similarity NPC209620
0.8133 Intermediate Similarity NPC264245
0.8133 Intermediate Similarity NPC476646
0.8125 Intermediate Similarity NPC122239
0.8108 Intermediate Similarity NPC209430
0.8108 Intermediate Similarity NPC30986
0.8088 Intermediate Similarity NPC82337
0.8088 Intermediate Similarity NPC197805
0.8082 Intermediate Similarity NPC74995
0.8082 Intermediate Similarity NPC470758
0.8082 Intermediate Similarity NPC470711
0.8065 Intermediate Similarity NPC232247
0.8065 Intermediate Similarity NPC251666
0.8056 Intermediate Similarity NPC285893
0.8056 Intermediate Similarity NPC288035
0.8056 Intermediate Similarity NPC134847
0.8056 Intermediate Similarity NPC28657
0.8056 Intermediate Similarity NPC32832
0.8056 Intermediate Similarity NPC162742
0.8056 Intermediate Similarity NPC136188
0.8056 Intermediate Similarity NPC304309
0.8056 Intermediate Similarity NPC133580
0.8056 Intermediate Similarity NPC22105
0.8056 Intermediate Similarity NPC230301
0.803 Intermediate Similarity NPC473508
0.8028 Intermediate Similarity NPC474140
0.8028 Intermediate Similarity NPC182717
0.8028 Intermediate Similarity NPC130665
0.8028 Intermediate Similarity NPC474743
0.8026 Intermediate Similarity NPC49964
0.8026 Intermediate Similarity NPC50964
0.8026 Intermediate Similarity NPC189972
0.8026 Intermediate Similarity NPC101462
0.8 Intermediate Similarity NPC99487
0.8 Intermediate Similarity NPC164840
0.8 Intermediate Similarity NPC96362
0.8 Intermediate Similarity NPC295131
0.8 Intermediate Similarity NPC241290
0.8 Intermediate Similarity NPC209944
0.7973 Intermediate Similarity NPC473943
0.7971 Intermediate Similarity NPC276616
0.7971 Intermediate Similarity NPC216460
0.7969 Intermediate Similarity NPC155025
0.7945 Intermediate Similarity NPC106364
0.7945 Intermediate Similarity NPC321381
0.7945 Intermediate Similarity NPC96319
0.7945 Intermediate Similarity NPC107059
0.7945 Intermediate Similarity NPC321016
0.7945 Intermediate Similarity NPC300324
0.7945 Intermediate Similarity NPC240604
0.7945 Intermediate Similarity NPC470749
0.7945 Intermediate Similarity NPC113733
0.7941 Intermediate Similarity NPC476039
0.7941 Intermediate Similarity NPC286669
0.7941 Intermediate Similarity NPC475897
0.7941 Intermediate Similarity NPC222366
0.7937 Intermediate Similarity NPC48891
0.7922 Intermediate Similarity NPC57370
0.7922 Intermediate Similarity NPC474634
0.7922 Intermediate Similarity NPC317458
0.7922 Intermediate Similarity NPC470384
0.7922 Intermediate Similarity NPC475789
0.7917 Intermediate Similarity NPC243342
0.7917 Intermediate Similarity NPC469533
0.7917 Intermediate Similarity NPC100334
0.7917 Intermediate Similarity NPC477138
0.7917 Intermediate Similarity NPC469534
0.7917 Intermediate Similarity NPC469593
0.791 Intermediate Similarity NPC300593
0.791 Intermediate Similarity NPC225415
0.7895 Intermediate Similarity NPC47761
0.7895 Intermediate Similarity NPC82986
0.7895 Intermediate Similarity NPC474759
0.7895 Intermediate Similarity NPC7505
0.7895 Intermediate Similarity NPC474752
0.7895 Intermediate Similarity NPC474683
0.7895 Intermediate Similarity NPC474731
0.7887 Intermediate Similarity NPC471268
0.7887 Intermediate Similarity NPC471271
0.7887 Intermediate Similarity NPC110799
0.7887 Intermediate Similarity NPC471272
0.7887 Intermediate Similarity NPC167706
0.7879 Intermediate Similarity NPC225342
0.7867 Intermediate Similarity NPC242767
0.7867 Intermediate Similarity NPC308038
0.7867 Intermediate Similarity NPC152061
0.7838 Intermediate Similarity NPC318495
0.7838 Intermediate Similarity NPC477427
0.7838 Intermediate Similarity NPC198968
0.7838 Intermediate Similarity NPC34019
0.7838 Intermediate Similarity NPC477425
0.7838 Intermediate Similarity NPC474826
0.7838 Intermediate Similarity NPC155986
0.7838 Intermediate Similarity NPC471798
0.7838 Intermediate Similarity NPC477426
0.7821 Intermediate Similarity NPC83702
0.7821 Intermediate Similarity NPC238485
0.7821 Intermediate Similarity NPC185568
0.7821 Intermediate Similarity NPC205845
0.7821 Intermediate Similarity NPC302360
0.7808 Intermediate Similarity NPC313179
0.7808 Intermediate Similarity NPC171148
0.7808 Intermediate Similarity NPC66566
0.7808 Intermediate Similarity NPC471723
0.7808 Intermediate Similarity NPC141071
0.7808 Intermediate Similarity NPC257347
0.7808 Intermediate Similarity NPC291503
0.7808 Intermediate Similarity NPC477923
0.7808 Intermediate Similarity NPC69383
0.7794 Intermediate Similarity NPC163678
0.7794 Intermediate Similarity NPC208198
0.7794 Intermediate Similarity NPC172613
0.7794 Intermediate Similarity NPC60837
0.7794 Intermediate Similarity NPC282619
0.7794 Intermediate Similarity NPC11555
0.7794 Intermediate Similarity NPC471200
0.7794 Intermediate Similarity NPC258595
0.7794 Intermediate Similarity NPC2728
0.7792 Intermediate Similarity NPC202389
0.7792 Intermediate Similarity NPC224455
0.7792 Intermediate Similarity NPC87489
0.7778 Intermediate Similarity NPC67508
0.7778 Intermediate Similarity NPC259049
0.7778 Intermediate Similarity NPC84824
0.7763 Intermediate Similarity NPC148685
0.7763 Intermediate Similarity NPC206062
0.7763 Intermediate Similarity NPC157895
0.7763 Intermediate Similarity NPC104120
0.7763 Intermediate Similarity NPC271104
0.7761 Intermediate Similarity NPC474155
0.7761 Intermediate Similarity NPC83200
0.7761 Intermediate Similarity NPC473759
0.7746 Intermediate Similarity NPC189745
0.7733 Intermediate Similarity NPC477522
0.7733 Intermediate Similarity NPC18603
0.7733 Intermediate Similarity NPC477514
0.7733 Intermediate Similarity NPC76931

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC202017 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
0.8361 Intermediate Similarity NPD342 Phase 1
0.8154 Intermediate Similarity NPD368 Approved
0.8056 Intermediate Similarity NPD6942 Approved
0.8056 Intermediate Similarity NPD7339 Approved
0.7945 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7808 Intermediate Similarity NPD8264 Approved
0.7531 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD6926 Approved
0.7432 Intermediate Similarity NPD6924 Approved
0.7403 Intermediate Similarity NPD7645 Phase 2
0.7403 Intermediate Similarity NPD6929 Approved
0.7361 Intermediate Similarity NPD6923 Approved
0.7361 Intermediate Similarity NPD6922 Approved
0.7342 Intermediate Similarity NPD3667 Approved
0.7308 Intermediate Similarity NPD6931 Approved
0.7308 Intermediate Similarity NPD6930 Phase 2
0.7273 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD7144 Approved
0.726 Intermediate Similarity NPD7143 Approved
0.7237 Intermediate Similarity NPD6933 Approved
0.72 Intermediate Similarity NPD4785 Approved
0.72 Intermediate Similarity NPD4784 Approved
0.7162 Intermediate Similarity NPD7152 Approved
0.7162 Intermediate Similarity NPD7150 Approved
0.7162 Intermediate Similarity NPD4243 Approved
0.7162 Intermediate Similarity NPD7151 Approved
0.716 Intermediate Similarity NPD4786 Approved
0.7143 Intermediate Similarity NPD5776 Phase 2
0.7143 Intermediate Similarity NPD6925 Approved
0.7089 Intermediate Similarity NPD7514 Phase 3
0.7089 Intermediate Similarity NPD7525 Registered
0.7089 Intermediate Similarity NPD7332 Phase 2
0.7051 Intermediate Similarity NPD7145 Approved
0.7037 Intermediate Similarity NPD6695 Phase 3
0.7 Intermediate Similarity NPD6902 Approved
0.6951 Remote Similarity NPD3665 Phase 1
0.6951 Remote Similarity NPD3666 Approved
0.6951 Remote Similarity NPD3133 Approved
0.6951 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6883 Remote Similarity NPD4190 Phase 3
0.6883 Remote Similarity NPD5275 Approved
0.6875 Remote Similarity NPD4748 Discontinued
0.6875 Remote Similarity NPD7509 Discontinued
0.6867 Remote Similarity NPD6893 Approved
0.6866 Remote Similarity NPD4219 Approved
0.679 Remote Similarity NPD6898 Phase 1
0.6786 Remote Similarity NPD3618 Phase 1
0.6709 Remote Similarity NPD6932 Approved
0.6706 Remote Similarity NPD7524 Approved
0.6706 Remote Similarity NPD7750 Discontinued
0.6588 Remote Similarity NPD5279 Phase 3
0.6588 Remote Similarity NPD4623 Approved
0.6588 Remote Similarity NPD4519 Discontinued
0.6552 Remote Similarity NPD5328 Approved
0.6548 Remote Similarity NPD3668 Phase 3
0.6543 Remote Similarity NPD4195 Approved
0.6543 Remote Similarity NPD6683 Phase 2
0.6517 Remote Similarity NPD5778 Approved
0.6517 Remote Similarity NPD5779 Approved
0.6508 Remote Similarity NPD384 Approved
0.6508 Remote Similarity NPD385 Approved
0.6471 Remote Similarity NPD1696 Phase 3
0.6463 Remote Similarity NPD4695 Discontinued
0.641 Remote Similarity NPD4732 Discontinued
0.6404 Remote Similarity NPD7515 Phase 2
0.6404 Remote Similarity NPD6079 Approved
0.6404 Remote Similarity NPD7087 Discontinued
0.6364 Remote Similarity NPD4753 Phase 2
0.6344 Remote Similarity NPD4225 Approved
0.6333 Remote Similarity NPD6399 Phase 3
0.6333 Remote Similarity NPD4202 Approved
0.631 Remote Similarity NPD4221 Approved
0.631 Remote Similarity NPD4223 Phase 3
0.6277 Remote Similarity NPD7640 Approved
0.6277 Remote Similarity NPD7639 Approved
0.6265 Remote Similarity NPD4821 Approved
0.6265 Remote Similarity NPD4819 Approved
0.6265 Remote Similarity NPD4820 Approved
0.6265 Remote Similarity NPD4822 Approved
0.625 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6235 Remote Similarity NPD5362 Discontinued
0.6235 Remote Similarity NPD5332 Approved
0.6235 Remote Similarity NPD5331 Approved
0.6222 Remote Similarity NPD7637 Suspended
0.622 Remote Similarity NPD4271 Approved
0.622 Remote Similarity NPD4268 Approved
0.619 Remote Similarity NPD4790 Discontinued
0.618 Remote Similarity NPD6051 Approved
0.618 Remote Similarity NPD5764 Clinical (unspecified phase)
0.618 Remote Similarity NPD6101 Approved
0.617 Remote Similarity NPD7638 Approved
0.6163 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6163 Remote Similarity NPD4197 Approved
0.6146 Remote Similarity NPD5211 Phase 2
0.6129 Remote Similarity NPD5221 Approved
0.6129 Remote Similarity NPD4697 Phase 3
0.6129 Remote Similarity NPD5222 Approved
0.6129 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6118 Remote Similarity NPD4269 Approved
0.6118 Remote Similarity NPD4270 Approved
0.6111 Remote Similarity NPD7136 Phase 2
0.6094 Remote Similarity NPD4265 Approved
0.6092 Remote Similarity NPD5329 Approved
0.6087 Remote Similarity NPD7748 Approved
0.6071 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6064 Remote Similarity NPD4755 Approved
0.6064 Remote Similarity NPD5173 Approved
0.6047 Remote Similarity NPD7154 Phase 3
0.6044 Remote Similarity NPD6411 Approved
0.6024 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6024 Remote Similarity NPD3617 Approved
0.6023 Remote Similarity NPD4689 Approved
0.6023 Remote Similarity NPD5205 Approved
0.6023 Remote Similarity NPD4694 Approved
0.6023 Remote Similarity NPD7521 Approved
0.6023 Remote Similarity NPD5330 Approved
0.6023 Remote Similarity NPD7334 Approved
0.6023 Remote Similarity NPD6409 Approved
0.6023 Remote Similarity NPD4693 Phase 3
0.6023 Remote Similarity NPD7146 Approved
0.6023 Remote Similarity NPD4688 Approved
0.6023 Remote Similarity NPD5690 Phase 2
0.6023 Remote Similarity NPD4690 Approved
0.6023 Remote Similarity NPD5280 Approved
0.6023 Remote Similarity NPD4138 Approved
0.6023 Remote Similarity NPD6684 Approved
0.6022 Remote Similarity NPD4629 Approved
0.6022 Remote Similarity NPD5210 Approved
0.602 Remote Similarity NPD5141 Approved
0.6 Remote Similarity NPD5290 Discontinued
0.5976 Remote Similarity NPD1346 Approved
0.5938 Remote Similarity NPD4700 Approved
0.5938 Remote Similarity NPD5285 Approved
0.5938 Remote Similarity NPD5286 Approved
0.5938 Remote Similarity NPD4696 Approved
0.593 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5909 Remote Similarity NPD1694 Approved
0.5909 Remote Similarity NPD5363 Approved
0.5909 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5895 Remote Similarity NPD6084 Phase 2
0.5895 Remote Similarity NPD7902 Approved
0.5895 Remote Similarity NPD6083 Phase 2
0.5889 Remote Similarity NPD4722 Approved
0.5889 Remote Similarity NPD6903 Approved
0.5889 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5889 Remote Similarity NPD4723 Approved
0.5882 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4252 Approved
0.5876 Remote Similarity NPD5344 Discontinued
0.5876 Remote Similarity NPD5223 Approved
0.5876 Remote Similarity NPD4159 Approved
0.5862 Remote Similarity NPD4788 Approved
0.5851 Remote Similarity NPD5695 Phase 3
0.5844 Remote Similarity NPD7331 Phase 2
0.5843 Remote Similarity NPD5786 Approved
0.5843 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5824 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5823 Remote Similarity NPD15 Approved
0.5823 Remote Similarity NPD791 Approved
0.5816 Remote Similarity NPD5224 Approved
0.5816 Remote Similarity NPD5226 Approved
0.5816 Remote Similarity NPD4633 Approved
0.5816 Remote Similarity NPD5225 Approved
0.5814 Remote Similarity NPD4139 Approved
0.5814 Remote Similarity NPD4692 Approved
0.5811 Remote Similarity NPD1145 Discontinued
0.5758 Remote Similarity NPD4754 Approved
0.5758 Remote Similarity NPD5175 Approved
0.5758 Remote Similarity NPD5174 Approved
0.5733 Remote Similarity NPD4192 Approved
0.5733 Remote Similarity NPD4193 Approved
0.5733 Remote Similarity NPD4191 Approved
0.5733 Remote Similarity NPD4194 Approved
0.573 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5714 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5737 Approved
0.5714 Remote Similarity NPD6672 Approved
0.5714 Remote Similarity NPD7341 Phase 2
0.5701 Remote Similarity NPD7115 Discovery
0.5699 Remote Similarity NPD5284 Approved
0.5699 Remote Similarity NPD5281 Approved
0.5696 Remote Similarity NPD3621 Clinical (unspecified phase)
0.5682 Remote Similarity NPD6110 Phase 1
0.567 Remote Similarity NPD5696 Approved
0.5667 Remote Similarity NPD4249 Approved
0.5657 Remote Similarity NPD7632 Discontinued
0.5644 Remote Similarity NPD7128 Approved
0.5644 Remote Similarity NPD4767 Approved
0.5644 Remote Similarity NPD6675 Approved
0.5644 Remote Similarity NPD5739 Approved
0.5644 Remote Similarity NPD6640 Phase 3
0.5644 Remote Similarity NPD4768 Approved
0.5644 Remote Similarity NPD6402 Approved
0.5632 Remote Similarity NPD5369 Approved
0.5625 Remote Similarity NPD1799 Clinical (unspecified phase)
0.5625 Remote Similarity NPD4137 Phase 3
0.5625 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5619 Remote Similarity NPD6053 Discontinued
0.5612 Remote Similarity NPD6404 Discontinued
0.5612 Remote Similarity NPD6648 Approved

Structure

External Identifiers

PubChem CID   637473
ChEMBL   CHEMBL507542
ZINC  

Physicochemical Properties

Molecular Weight:  220.18
ALogP:  1.8897
MLogP:  3
XLogP:  4.017
# Rotatable Bonds:  5
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  
Source Organisms  
Biological Activities  
Similar NPs/Drugs