Natural Product: NPC223604

Natural Product ID:  NPC223604
Common Name:   Epoxycembrene A
IUPAC Name:   (1S,3R,6E,10E,14S)-6,10,14-trimethyl-3-prop-1-en-2-yl-15-oxabicyclo[12.1.0]pentadeca-6,10-diene
Synonyms:  
Molecular Formula:   C20H32O
Standard InCHIKey:  KEOMEGAHKSPEBP-VWTPCSIPSA-N
Standard InCHI:  InChI=1S/C20H32O/c1-15(2)18-12-11-17(4)9-6-8-16(3)10-7-13-20(5)19(14-18)21-20/h9-10,18-19H,1,6-8,11-14H2,2-5H3/b16-10+,17-9+/t18-,19+,20+/m1/s1
Canonical SMILES:  C/C/1=CCC/C(=C/CC[C@]2([C@H](C[C@@H](CC1)C(=C)C)O2)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
NPO24464 Nephthea brassica Species Nephtheidae Eukaryota PMID[10579864]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 = 0.4 ug/ml 26226070
NPT81 Cell Line A549 Homo sapiens ED50 = 3.61 ug/ml 18341287
NPT91 Cell Line KB Homo sapiens ED50 = 3.41 ug/ml 23993676
NPT139 Cell Line HT-29 Homo sapiens ED50 = 2.72 ug/ml 17844994

  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 NPC223604 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
0.8644 High Similarity NPC140233
0.8644 High Similarity NPC287744
0.8519 High Similarity NPC165755
0.8448 Intermediate Similarity NPC127824
0.8276 Intermediate Similarity NPC83838
0.8276 Intermediate Similarity NPC143810
0.8226 Intermediate Similarity NPC259299
0.8095 Intermediate Similarity NPC305698
0.7969 Intermediate Similarity NPC269841
0.7969 Intermediate Similarity NPC329656
0.7969 Intermediate Similarity NPC329989
0.7969 Intermediate Similarity NPC239373
0.7869 Intermediate Similarity NPC283247
0.7846 Intermediate Similarity NPC475310
0.7759 Intermediate Similarity NPC210316
0.7727 Intermediate Similarity NPC477084
0.7692 Intermediate Similarity NPC74722
0.7692 Intermediate Similarity NPC477449
0.7692 Intermediate Similarity NPC304690
0.7692 Intermediate Similarity NPC477448
0.7667 Intermediate Similarity NPC122239
0.7636 Intermediate Similarity NPC329773
0.7627 Intermediate Similarity NPC7491
0.7627 Intermediate Similarity NPC13789
0.7627 Intermediate Similarity NPC27853
0.7627 Intermediate Similarity NPC101285
0.7627 Intermediate Similarity NPC65786
0.7612 Intermediate Similarity NPC329763
0.7612 Intermediate Similarity NPC476709
0.75 Intermediate Similarity NPC471525
0.7424 Intermediate Similarity NPC261398
0.7419 Intermediate Similarity NPC228574
0.7419 Intermediate Similarity NPC294304
0.7419 Intermediate Similarity NPC475251
0.7385 Intermediate Similarity NPC472266
0.7377 Intermediate Similarity NPC475931
0.7353 Intermediate Similarity NPC92909
0.7353 Intermediate Similarity NPC107783
0.7344 Intermediate Similarity NPC308844
0.7333 Intermediate Similarity NPC52012
0.7313 Intermediate Similarity NPC129630
0.7302 Intermediate Similarity NPC217940
0.7302 Intermediate Similarity NPC279200
0.7288 Intermediate Similarity NPC281590
0.7286 Intermediate Similarity NPC301525
0.7286 Intermediate Similarity NPC271070
0.7273 Intermediate Similarity NPC276290
0.7246 Intermediate Similarity NPC469691
0.7246 Intermediate Similarity NPC167049
0.7213 Intermediate Similarity NPC226848
0.7188 Intermediate Similarity NPC309300
0.7188 Intermediate Similarity NPC225415
0.7188 Intermediate Similarity NPC290367
0.7183 Intermediate Similarity NPC84360
0.7183 Intermediate Similarity NPC476703
0.7183 Intermediate Similarity NPC186109
0.7164 Intermediate Similarity NPC22301
0.7164 Intermediate Similarity NPC16964
0.7164 Intermediate Similarity NPC101622
0.7143 Intermediate Similarity NPC469678
0.7143 Intermediate Similarity NPC274704
0.7143 Intermediate Similarity NPC475861
0.7143 Intermediate Similarity NPC469669
0.7143 Intermediate Similarity NPC475771
0.7143 Intermediate Similarity NPC93213
0.7121 Intermediate Similarity NPC472255
0.7121 Intermediate Similarity NPC472253
0.7097 Intermediate Similarity NPC5698
0.7083 Intermediate Similarity NPC474005
0.7083 Intermediate Similarity NPC477089
0.7077 Intermediate Similarity NPC238352
0.7077 Intermediate Similarity NPC477009
0.7069 Intermediate Similarity NPC179169
0.7069 Intermediate Similarity NPC157781
0.7069 Intermediate Similarity NPC306195
0.7069 Intermediate Similarity NPC181255
0.7069 Intermediate Similarity NPC35519
0.7059 Intermediate Similarity NPC4299
0.7042 Intermediate Similarity NPC226242
0.7042 Intermediate Similarity NPC268111
0.7031 Intermediate Similarity NPC50435
0.7018 Intermediate Similarity NPC289388
0.7018 Intermediate Similarity NPC142103
0.7018 Intermediate Similarity NPC182102
0.7018 Intermediate Similarity NPC26960
0.7015 Intermediate Similarity NPC224532
0.7015 Intermediate Similarity NPC272961
0.7 Intermediate Similarity NPC474551
0.7 Intermediate Similarity NPC190859
0.6986 Remote Similarity NPC471537
0.6984 Remote Similarity NPC240506
0.6984 Remote Similarity NPC323153
0.6984 Remote Similarity NPC252809
0.697 Remote Similarity NPC327815
0.697 Remote Similarity NPC272125
0.6957 Remote Similarity NPC306085
0.6935 Remote Similarity NPC475830
0.6935 Remote Similarity NPC181872
0.6923 Remote Similarity NPC300593
0.6909 Remote Similarity NPC210560
0.6909 Remote Similarity NPC165651
0.6909 Remote Similarity NPC87439
0.6909 Remote Similarity NPC24824
0.6901 Remote Similarity NPC12696
0.6901 Remote Similarity NPC113639
0.6897 Remote Similarity NPC214584
0.6897 Remote Similarity NPC244452
0.6897 Remote Similarity NPC26906
0.6892 Remote Similarity NPC474739
0.6885 Remote Similarity NPC141699
0.6885 Remote Similarity NPC96663
0.6875 Remote Similarity NPC64971
0.6875 Remote Similarity NPC225342
0.6875 Remote Similarity NPC210346
0.6866 Remote Similarity NPC114651
0.6866 Remote Similarity NPC193029
0.6866 Remote Similarity NPC474477
0.6866 Remote Similarity NPC73603
0.6866 Remote Similarity NPC473357
0.6857 Remote Similarity NPC474543
0.6857 Remote Similarity NPC238425
0.6857 Remote Similarity NPC472018
0.6849 Remote Similarity NPC474056
0.6849 Remote Similarity NPC474341
0.6842 Remote Similarity NPC234597
0.6825 Remote Similarity NPC278202
0.6818 Remote Similarity NPC19569
0.6818 Remote Similarity NPC471200
0.6818 Remote Similarity NPC61503
0.6812 Remote Similarity NPC470041
0.6812 Remote Similarity NPC64234
0.6812 Remote Similarity NPC37929
0.6812 Remote Similarity NPC469660
0.6806 Remote Similarity NPC170148
0.6806 Remote Similarity NPC256720
0.6806 Remote Similarity NPC236228
0.68 Remote Similarity NPC475481
0.68 Remote Similarity NPC474894
0.68 Remote Similarity NPC79277
0.678 Remote Similarity NPC170167
0.678 Remote Similarity NPC294358
0.678 Remote Similarity NPC40417
0.6774 Remote Similarity NPC278550
0.6774 Remote Similarity NPC165808
0.6769 Remote Similarity NPC474155
0.6769 Remote Similarity NPC474480
0.6769 Remote Similarity NPC473508
0.6769 Remote Similarity NPC473759
0.6765 Remote Similarity NPC470040
0.6765 Remote Similarity NPC476945
0.6765 Remote Similarity NPC208999
0.6761 Remote Similarity NPC144995
0.6761 Remote Similarity NPC227814
0.6757 Remote Similarity NPC471740
0.6757 Remote Similarity NPC617
0.6757 Remote Similarity NPC325869
0.6724 Remote Similarity NPC131623
0.6721 Remote Similarity NPC329686
0.6721 Remote Similarity NPC227135
0.6719 Remote Similarity NPC99487
0.6719 Remote Similarity NPC471081
0.6719 Remote Similarity NPC469694
0.6719 Remote Similarity NPC66020
0.6716 Remote Similarity NPC469328
0.6716 Remote Similarity NPC267027
0.6714 Remote Similarity NPC167706
0.6714 Remote Similarity NPC471662
0.6714 Remote Similarity NPC472254
0.6712 Remote Similarity NPC470751
0.6712 Remote Similarity NPC476439
0.6712 Remote Similarity NPC40049
0.6712 Remote Similarity NPC477427
0.6712 Remote Similarity NPC477426
0.6712 Remote Similarity NPC471454
0.6712 Remote Similarity NPC474826
0.6712 Remote Similarity NPC470750
0.6712 Remote Similarity NPC477425
0.6667 Remote Similarity NPC474496
0.6667 Remote Similarity NPC232812
0.6667 Remote Similarity NPC240206
0.6667 Remote Similarity NPC155025
0.6667 Remote Similarity NPC23418
0.6667 Remote Similarity NPC469723
0.6667 Remote Similarity NPC324762
0.6667 Remote Similarity NPC296522
0.6667 Remote Similarity NPC144511
0.6667 Remote Similarity NPC34883
0.6623 Remote Similarity NPC475842
0.6623 Remote Similarity NPC170377
0.6623 Remote Similarity NPC108045
0.6623 Remote Similarity NPC475622
0.6623 Remote Similarity NPC475989
0.6622 Remote Similarity NPC207186
0.6622 Remote Similarity NPC476314
0.662 Remote Similarity NPC167145
0.662 Remote Similarity NPC470237
0.662 Remote Similarity NPC477085
0.6618 Remote Similarity NPC161612
0.6618 Remote Similarity NPC33583
0.6615 Remote Similarity NPC149682

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC223604 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
0.7619 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.6842 Remote Similarity NPD9410 Clinical (unspecified phase)
0.6615 Remote Similarity NPD368 Approved
0.6528 Remote Similarity NPD6924 Approved
0.6528 Remote Similarity NPD6926 Approved
0.6462 Remote Similarity NPD1145 Discontinued
0.6452 Remote Similarity NPD342 Phase 1
0.6429 Remote Similarity NPD6922 Approved
0.6429 Remote Similarity NPD6923 Approved
0.6351 Remote Similarity NPD6933 Approved
0.6338 Remote Similarity NPD7143 Approved
0.6338 Remote Similarity NPD7144 Approved
0.625 Remote Similarity NPD7152 Approved
0.625 Remote Similarity NPD7150 Approved
0.625 Remote Similarity NPD7151 Approved
0.6232 Remote Similarity NPD7331 Phase 2
0.6216 Remote Similarity NPD7339 Approved
0.6216 Remote Similarity NPD6942 Approved
0.6203 Remote Similarity NPD6695 Phase 3
0.6125 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6104 Remote Similarity NPD7645 Phase 2
0.6053 Remote Similarity NPD6932 Approved
0.6049 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6027 Remote Similarity NPD4243 Approved
0.6026 Remote Similarity NPD6930 Phase 2
0.6026 Remote Similarity NPD7525 Registered
0.6026 Remote Similarity NPD6931 Approved
0.6026 Remote Similarity NPD7509 Discontinued
0.6 Remote Similarity NPD8264 Approved
0.6 Remote Similarity NPD7154 Phase 3
0.6 Remote Similarity NPD8039 Approved
0.5974 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5949 Remote Similarity NPD5369 Approved
0.5942 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5921 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5904 Remote Similarity NPD7750 Discontinued
0.5904 Remote Similarity NPD7524 Approved
0.5897 Remote Similarity NPD6683 Phase 2
0.5897 Remote Similarity NPD6929 Approved
0.5882 Remote Similarity NPD6698 Approved
0.5882 Remote Similarity NPD46 Approved
0.5882 Remote Similarity NPD3168 Discontinued
0.5882 Remote Similarity NPD7838 Discovery
0.5875 Remote Similarity NPD6435 Approved
0.5867 Remote Similarity NPD4785 Approved
0.5867 Remote Similarity NPD4784 Approved
0.5857 Remote Similarity NPD7341 Phase 2
0.5854 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5846 Remote Similarity NPD4219 Approved
0.5844 Remote Similarity NPD5776 Phase 2
0.5844 Remote Similarity NPD6925 Approved
0.5823 Remote Similarity NPD4821 Approved
0.5823 Remote Similarity NPD7332 Phase 2
0.5823 Remote Similarity NPD7514 Phase 3
0.5823 Remote Similarity NPD4819 Approved
0.5823 Remote Similarity NPD4822 Approved
0.5823 Remote Similarity NPD4820 Approved
0.5823 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5802 Remote Similarity NPD5362 Discontinued
0.5783 Remote Similarity NPD7521 Approved
0.5783 Remote Similarity NPD6684 Approved
0.5783 Remote Similarity NPD6409 Approved
0.5783 Remote Similarity NPD5330 Approved
0.5783 Remote Similarity NPD7146 Approved
0.5783 Remote Similarity NPD7334 Approved
0.5769 Remote Similarity NPD7145 Approved
0.5765 Remote Similarity NPD1695 Approved
0.5765 Remote Similarity NPD6051 Approved
0.5763 Remote Similarity NPD4265 Approved
0.575 Remote Similarity NPD6898 Phase 1
0.575 Remote Similarity NPD6902 Approved
0.5741 Remote Similarity NPD319 Phase 1
0.5714 Remote Similarity NPD1460 Approved
0.5679 Remote Similarity NPD5209 Approved
0.5663 Remote Similarity NPD6893 Approved
0.5647 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5647 Remote Similarity NPD6903 Approved
0.5632 Remote Similarity NPD7087 Discontinued
0.5625 Remote Similarity NPD5368 Approved
0.561 Remote Similarity NPD5331 Approved
0.561 Remote Similarity NPD5332 Approved

Structure

External Identifiers

PubChem CID   10859180
ChEMBL   CHEMBL510525
ZINC  

Physicochemical Properties

Molecular Weight:  288.25
ALogP:  4.0291
MLogP:  3.55
XLogP:  5.936
# Rotatable Bonds:  5
Polar Surface Area:  12.53
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  21

Download Data

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