Natural Product: NPC230918

Natural Product ID:  NPC230918
Common Name:   Myrocin A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C20H22O6
Standard InCHIKey:  XKJPVKHJPNQLKG-KPHJKFSFSA-N
Standard InCHI:  InChI=1S/C20H22O6/c1-4-17(2)8-11-13(22)14(23)15-18(3,16(24)25)6-5-10-7-19(10,15)20(11,26)12(21)9-17/h4,8,10,23,26H,1,5-7,9H2,2-3H3,(H,24,25)/t10-,17+,18-,19-,20-/m1/s1
Canonical SMILES:  C=C[C@]1(C)CC(=O)[C@@]2(C(=C1)C(=O)C(=C1[C@@]32C[C@H]3CC[C@@]1(C)C(=O)O)O)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
NPO31240 Apiospora montagnei Species Apiosporaceae Eukaryota PMID[15217297]
NPO19108 Arthrinium sacchari Species Apiosporaceae Eukaryota PMID[21718054]
NPO33500 Arthrinium sp. Species Apiosporaceae Eukaryota PMID[21741249]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1864 Cell Line L5178Y Mus musculus IC50 = 2740 nM 21741249
NPT111 Cell Line K562 Homo sapiens IC50 = 42000 nM 21741249
NPT179 Cell Line A2780 Homo sapiens IC50 = 28200 nM 21741249
NPT179 Cell Line A2780 Homo sapiens IC50 = 154700 nM 21741249
NPT737 Cell Line HUVEC Homo sapiens IC50 = 3700 nM 21741249
NPT737 Cell Line HUVEC Homo sapiens IC50 = 11000 nM 21718054
NPT2 Others Unspecified IC50 = 9200 nM 21718054

  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 NPC230918 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
0.8632 High Similarity NPC58271
0.8614 High Similarity NPC470184
0.8283 Intermediate Similarity NPC131840
0.8208 Intermediate Similarity NPC472925
0.8163 Intermediate Similarity NPC474918
0.8061 Intermediate Similarity NPC72397
0.8056 Intermediate Similarity NPC20192
0.8056 Intermediate Similarity NPC220705
0.7961 Intermediate Similarity NPC273269
0.7959 Intermediate Similarity NPC471792
0.7941 Intermediate Similarity NPC147232
0.7925 Intermediate Similarity NPC131366
0.7917 Intermediate Similarity NPC105803
0.7917 Intermediate Similarity NPC258985
0.7909 Intermediate Similarity NPC472928
0.7905 Intermediate Similarity NPC163372
0.7905 Intermediate Similarity NPC472924
0.7905 Intermediate Similarity NPC302537
0.789 Intermediate Similarity NPC300026
0.7879 Intermediate Similarity NPC48107
0.7857 Intermediate Similarity NPC261330
0.783 Intermediate Similarity NPC119601
0.783 Intermediate Similarity NPC308726
0.7822 Intermediate Similarity NPC73457
0.781 Intermediate Similarity NPC174314
0.7798 Intermediate Similarity NPC168883
0.7778 Intermediate Similarity NPC1679
0.7778 Intermediate Similarity NPC220930
0.7778 Intermediate Similarity NPC272039
0.7768 Intermediate Similarity NPC472926
0.7768 Intermediate Similarity NPC159333
0.7755 Intermediate Similarity NPC474680
0.7745 Intermediate Similarity NPC271652
0.7739 Intermediate Similarity NPC268958
0.7732 Intermediate Similarity NPC49019
0.7714 Intermediate Similarity NPC316598
0.7708 Intermediate Similarity NPC55869
0.77 Intermediate Similarity NPC471793
0.77 Intermediate Similarity NPC471791
0.7692 Intermediate Similarity NPC272411
0.7677 Intermediate Similarity NPC239685
0.7677 Intermediate Similarity NPC470415
0.7664 Intermediate Similarity NPC80781
0.7658 Intermediate Similarity NPC153036
0.7652 Intermediate Similarity NPC251310
0.7647 Intermediate Similarity NPC172101
0.7642 Intermediate Similarity NPC472972
0.7642 Intermediate Similarity NPC198880
0.7642 Intermediate Similarity NPC327431
0.7636 Intermediate Similarity NPC295244
0.7632 Intermediate Similarity NPC179626
0.7624 Intermediate Similarity NPC472676
0.7624 Intermediate Similarity NPC118011
0.7624 Intermediate Similarity NPC36668
0.7624 Intermediate Similarity NPC472688
0.7619 Intermediate Similarity NPC170131
0.7615 Intermediate Similarity NPC51452
0.7615 Intermediate Similarity NPC323834
0.7615 Intermediate Similarity NPC32006
0.7615 Intermediate Similarity NPC85529
0.7604 Intermediate Similarity NPC108955
0.76 Intermediate Similarity NPC476409
0.7593 Intermediate Similarity NPC251017
0.7593 Intermediate Similarity NPC95899
0.7593 Intermediate Similarity NPC55872
0.7589 Intermediate Similarity NPC475937
0.7589 Intermediate Similarity NPC171888
0.7589 Intermediate Similarity NPC146945
0.7589 Intermediate Similarity NPC158523
0.7586 Intermediate Similarity NPC472933
0.7573 Intermediate Similarity NPC476416
0.7568 Intermediate Similarity NPC250018
0.7565 Intermediate Similarity NPC472927
0.7565 Intermediate Similarity NPC472934
0.7547 Intermediate Similarity NPC114274
0.7525 Intermediate Similarity NPC476427
0.7525 Intermediate Similarity NPC307298
0.7525 Intermediate Similarity NPC475101
0.7525 Intermediate Similarity NPC124927
0.7523 Intermediate Similarity NPC118911
0.7523 Intermediate Similarity NPC213366
0.7523 Intermediate Similarity NPC28656
0.7522 Intermediate Similarity NPC277769
0.7522 Intermediate Similarity NPC269530
0.7522 Intermediate Similarity NPC193948
0.7522 Intermediate Similarity NPC90769
0.7522 Intermediate Similarity NPC71348
0.7522 Intermediate Similarity NPC472002
0.7522 Intermediate Similarity NPC90952
0.75 Intermediate Similarity NPC195290
0.75 Intermediate Similarity NPC5103
0.75 Intermediate Similarity NPC204450
0.75 Intermediate Similarity NPC192329
0.75 Intermediate Similarity NPC160413
0.75 Intermediate Similarity NPC272898
0.75 Intermediate Similarity NPC196227
0.75 Intermediate Similarity NPC473036
0.7479 Intermediate Similarity NPC120724
0.7478 Intermediate Similarity NPC176840
0.7477 Intermediate Similarity NPC89171
0.7477 Intermediate Similarity NPC46761
0.7477 Intermediate Similarity NPC476802
0.7477 Intermediate Similarity NPC104861
0.7477 Intermediate Similarity NPC322903
0.7477 Intermediate Similarity NPC470074
0.7476 Intermediate Similarity NPC204341
0.7476 Intermediate Similarity NPC99380
0.7476 Intermediate Similarity NPC26865
0.7458 Intermediate Similarity NPC46570
0.7458 Intermediate Similarity NPC472401
0.7456 Intermediate Similarity NPC25909
0.7456 Intermediate Similarity NPC7921
0.7456 Intermediate Similarity NPC472929
0.7456 Intermediate Similarity NPC71889
0.7456 Intermediate Similarity NPC208998
0.7456 Intermediate Similarity NPC198539
0.7453 Intermediate Similarity NPC84335
0.7453 Intermediate Similarity NPC471916
0.7453 Intermediate Similarity NPC320306
0.7453 Intermediate Similarity NPC38530
0.7451 Intermediate Similarity NPC262043
0.7451 Intermediate Similarity NPC112454
0.7449 Intermediate Similarity NPC92226
0.7434 Intermediate Similarity NPC474871
0.7434 Intermediate Similarity NPC96739
0.7434 Intermediate Similarity NPC174471
0.7434 Intermediate Similarity NPC304180
0.7434 Intermediate Similarity NPC260786
0.7434 Intermediate Similarity NPC188738
0.7434 Intermediate Similarity NPC179798
0.7431 Intermediate Similarity NPC111323
0.7431 Intermediate Similarity NPC90177
0.7431 Intermediate Similarity NPC179208
0.7431 Intermediate Similarity NPC320154
0.7431 Intermediate Similarity NPC159442
0.7431 Intermediate Similarity NPC236390
0.7429 Intermediate Similarity NPC174948
0.7429 Intermediate Similarity NPC272617
0.7429 Intermediate Similarity NPC173875
0.7429 Intermediate Similarity NPC469995
0.7429 Intermediate Similarity NPC318282
0.7429 Intermediate Similarity NPC134067
0.7429 Intermediate Similarity NPC266899
0.7429 Intermediate Similarity NPC777
0.7429 Intermediate Similarity NPC476245
0.7426 Intermediate Similarity NPC231599
0.7423 Intermediate Similarity NPC26139
0.7414 Intermediate Similarity NPC243065
0.7414 Intermediate Similarity NPC239273
0.7414 Intermediate Similarity NPC477116
0.7414 Intermediate Similarity NPC153651
0.7414 Intermediate Similarity NPC27999
0.7414 Intermediate Similarity NPC469684
0.7411 Intermediate Similarity NPC258543
0.7411 Intermediate Similarity NPC241927
0.7411 Intermediate Similarity NPC141350
0.7411 Intermediate Similarity NPC87335
0.7407 Intermediate Similarity NPC81530
0.7407 Intermediate Similarity NPC115862
0.7407 Intermediate Similarity NPC323441
0.7404 Intermediate Similarity NPC477435
0.7404 Intermediate Similarity NPC477436
0.74 Intermediate Similarity NPC8518
0.74 Intermediate Similarity NPC132228
0.74 Intermediate Similarity NPC263997
0.74 Intermediate Similarity NPC224345
0.74 Intermediate Similarity NPC70685
0.74 Intermediate Similarity NPC255174
0.7396 Intermediate Similarity NPC30321
0.7396 Intermediate Similarity NPC74410
0.7395 Intermediate Similarity NPC19464
0.7395 Intermediate Similarity NPC107493
0.7391 Intermediate Similarity NPC474872
0.7391 Intermediate Similarity NPC247069
0.7387 Intermediate Similarity NPC475294
0.7383 Intermediate Similarity NPC471717
0.7383 Intermediate Similarity NPC264378
0.7383 Intermediate Similarity NPC197386
0.7383 Intermediate Similarity NPC478056
0.7383 Intermediate Similarity NPC10364
0.7379 Intermediate Similarity NPC474209
0.7379 Intermediate Similarity NPC475823
0.7379 Intermediate Similarity NPC230332
0.7379 Intermediate Similarity NPC113393
0.7379 Intermediate Similarity NPC134321
0.7373 Intermediate Similarity NPC112038
0.7368 Intermediate Similarity NPC151216
0.7368 Intermediate Similarity NPC221511
0.7368 Intermediate Similarity NPC170212
0.7368 Intermediate Similarity NPC475391
0.7368 Intermediate Similarity NPC92080
0.7368 Intermediate Similarity NPC265499
0.7368 Intermediate Similarity NPC89227
0.7368 Intermediate Similarity NPC101825
0.7368 Intermediate Similarity NPC17138
0.7368 Intermediate Similarity NPC4573
0.7368 Intermediate Similarity NPC215643
0.7364 Intermediate Similarity NPC201763
0.7364 Intermediate Similarity NPC96268
0.7364 Intermediate Similarity NPC235889

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC230918 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
0.7451 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD4695 Discontinued
0.7339 Intermediate Similarity NPD5211 Phase 2
0.7327 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD3573 Approved
0.7232 Intermediate Similarity NPD5697 Approved
0.7207 Intermediate Similarity NPD5141 Approved
0.7193 Intermediate Similarity NPD4634 Approved
0.7168 Intermediate Similarity NPD6881 Approved
0.7168 Intermediate Similarity NPD6899 Approved
0.7168 Intermediate Similarity NPD6011 Approved
0.7157 Intermediate Similarity NPD5690 Phase 2
0.7156 Intermediate Similarity NPD5285 Approved
0.7156 Intermediate Similarity NPD4696 Approved
0.7156 Intermediate Similarity NPD5286 Approved
0.7155 Intermediate Similarity NPD4632 Approved
0.7143 Intermediate Similarity NPD5284 Approved
0.7143 Intermediate Similarity NPD5281 Approved
0.713 Intermediate Similarity NPD6649 Approved
0.713 Intermediate Similarity NPD6650 Approved
0.7105 Intermediate Similarity NPD6013 Approved
0.7105 Intermediate Similarity NPD6012 Approved
0.7105 Intermediate Similarity NPD6014 Approved
0.7091 Intermediate Similarity NPD5223 Approved
0.7083 Intermediate Similarity NPD6319 Approved
0.7075 Intermediate Similarity NPD5778 Approved
0.7075 Intermediate Similarity NPD5779 Approved
0.7043 Intermediate Similarity NPD7290 Approved
0.7043 Intermediate Similarity NPD7102 Approved
0.7043 Intermediate Similarity NPD6883 Approved
0.7037 Intermediate Similarity NPD5221 Approved
0.7037 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD5222 Approved
0.7027 Intermediate Similarity NPD4633 Approved
0.7027 Intermediate Similarity NPD5224 Approved
0.7027 Intermediate Similarity NPD5226 Approved
0.7027 Intermediate Similarity NPD5225 Approved
0.6991 Remote Similarity NPD7128 Approved
0.6991 Remote Similarity NPD6675 Approved
0.6991 Remote Similarity NPD5739 Approved
0.6991 Remote Similarity NPD6402 Approved
0.699 Remote Similarity NPD4623 Approved
0.699 Remote Similarity NPD4519 Discontinued
0.6983 Remote Similarity NPD6617 Approved
0.6983 Remote Similarity NPD6847 Approved
0.6983 Remote Similarity NPD8130 Phase 1
0.6983 Remote Similarity NPD6869 Approved
0.6975 Remote Similarity NPD6009 Approved
0.6975 Remote Similarity NPD7115 Discovery
0.6972 Remote Similarity NPD4755 Approved
0.6972 Remote Similarity NPD5173 Approved
0.6964 Remote Similarity NPD5175 Approved
0.6964 Remote Similarity NPD5174 Approved
0.6957 Remote Similarity NPD6372 Approved
0.6957 Remote Similarity NPD6373 Approved
0.6944 Remote Similarity NPD5695 Phase 3
0.693 Remote Similarity NPD5701 Approved
0.6923 Remote Similarity NPD6882 Approved
0.6923 Remote Similarity NPD8297 Approved
0.6911 Remote Similarity NPD7604 Phase 2
0.6893 Remote Similarity NPD1696 Phase 3
0.6881 Remote Similarity NPD4697 Phase 3
0.687 Remote Similarity NPD7320 Approved
0.687 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6869 Remote Similarity NPD3617 Approved
0.6855 Remote Similarity NPD7492 Approved
0.6847 Remote Similarity NPD4700 Approved
0.6842 Remote Similarity NPD6008 Approved
0.6827 Remote Similarity NPD4694 Approved
0.6827 Remote Similarity NPD5280 Approved
0.6822 Remote Similarity NPD5694 Approved
0.6822 Remote Similarity NPD6079 Approved
0.6822 Remote Similarity NPD6411 Approved
0.6822 Remote Similarity NPD7515 Phase 2
0.6818 Remote Similarity NPD7902 Approved
0.6803 Remote Similarity NPD6054 Approved
0.68 Remote Similarity NPD6616 Approved
0.6796 Remote Similarity NPD4197 Approved
0.6759 Remote Similarity NPD5133 Approved
0.6752 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6748 Remote Similarity NPD5983 Phase 2
0.6748 Remote Similarity NPD6016 Approved
0.6748 Remote Similarity NPD6015 Approved
0.6746 Remote Similarity NPD7078 Approved
0.6731 Remote Similarity NPD5329 Approved
0.6729 Remote Similarity NPD5692 Phase 3
0.6727 Remote Similarity NPD7614 Phase 1
0.6724 Remote Similarity NPD4729 Approved
0.6724 Remote Similarity NPD4730 Approved
0.6697 Remote Similarity NPD7748 Approved
0.6695 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6694 Remote Similarity NPD5988 Approved
0.6694 Remote Similarity NPD6317 Approved
0.6694 Remote Similarity NPD6370 Approved
0.6693 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6050 Approved
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD5959 Approved
0.6667 Remote Similarity NPD4754 Approved
0.6667 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5693 Phase 1
0.6639 Remote Similarity NPD6314 Approved
0.6639 Remote Similarity NPD6313 Approved
0.6639 Remote Similarity NPD6335 Approved
0.6636 Remote Similarity NPD4629 Approved
0.6636 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6636 Remote Similarity NPD6904 Approved
0.6636 Remote Similarity NPD6673 Approved
0.6636 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5210 Approved
0.6636 Remote Similarity NPD6080 Approved
0.6636 Remote Similarity NPD6101 Approved
0.6636 Remote Similarity NPD4753 Phase 2
0.6636 Remote Similarity NPD5328 Approved
0.6612 Remote Similarity NPD6274 Approved
0.661 Remote Similarity NPD5248 Approved
0.661 Remote Similarity NPD5249 Phase 3
0.661 Remote Similarity NPD5135 Approved
0.661 Remote Similarity NPD5247 Approved
0.661 Remote Similarity NPD5134 Clinical (unspecified phase)
0.661 Remote Similarity NPD5169 Approved
0.661 Remote Similarity NPD5250 Approved
0.661 Remote Similarity NPD5251 Approved
0.6607 Remote Similarity NPD5696 Approved
0.6606 Remote Similarity NPD6399 Phase 3
0.6602 Remote Similarity NPD4223 Phase 3
0.6602 Remote Similarity NPD4221 Approved
0.6585 Remote Similarity NPD7100 Approved
0.6585 Remote Similarity NPD7101 Approved
0.6581 Remote Similarity NPD5128 Approved
0.6571 Remote Similarity NPD1694 Approved
0.6555 Remote Similarity NPD5216 Approved
0.6555 Remote Similarity NPD5127 Approved
0.6555 Remote Similarity NPD5217 Approved
0.6555 Remote Similarity NPD5215 Approved
0.6552 Remote Similarity NPD4767 Approved
0.6552 Remote Similarity NPD4768 Approved
0.6549 Remote Similarity NPD7639 Approved
0.6549 Remote Similarity NPD7640 Approved
0.6545 Remote Similarity NPD6001 Approved
0.6545 Remote Similarity NPD7900 Approved
0.6545 Remote Similarity NPD5282 Discontinued
0.6545 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6542 Remote Similarity NPD5737 Approved
0.6542 Remote Similarity NPD6672 Approved
0.6538 Remote Similarity NPD7260 Phase 2
0.6535 Remote Similarity NPD6336 Discontinued
0.6532 Remote Similarity NPD6059 Approved
0.6509 Remote Similarity NPD5279 Phase 3
0.6509 Remote Similarity NPD3618 Phase 1
0.6508 Remote Similarity NPD8328 Phase 3
0.6496 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6486 Remote Similarity NPD5654 Approved
0.6484 Remote Similarity NPD8293 Discontinued
0.648 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6475 Remote Similarity NPD6868 Approved
0.646 Remote Similarity NPD4225 Approved
0.646 Remote Similarity NPD7638 Approved
0.6455 Remote Similarity NPD4202 Approved
0.6442 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6441 Remote Similarity NPD5168 Approved
0.6422 Remote Similarity NPD5207 Approved
0.6404 Remote Similarity NPD6404 Discontinued
0.6393 Remote Similarity NPD5167 Approved
0.6364 Remote Similarity NPD6053 Discontinued
0.6355 Remote Similarity NPD5205 Approved
0.6355 Remote Similarity NPD4138 Approved
0.6355 Remote Similarity NPD6098 Approved
0.6355 Remote Similarity NPD4689 Approved
0.6355 Remote Similarity NPD4688 Approved
0.6355 Remote Similarity NPD4693 Phase 3
0.6355 Remote Similarity NPD4690 Approved
0.6339 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6371 Approved
0.6321 Remote Similarity NPD3665 Phase 1
0.6321 Remote Similarity NPD3133 Approved
0.6321 Remote Similarity NPD3666 Approved
0.6311 Remote Similarity NPD4195 Approved
0.6293 Remote Similarity NPD5091 Approved
0.629 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6286 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6286 Remote Similarity NPD3667 Approved
0.6283 Remote Similarity NPD7732 Phase 3
0.6275 Remote Similarity NPD4756 Discovery
0.6273 Remote Similarity NPD5785 Approved
0.6262 Remote Similarity NPD5363 Approved
0.6241 Remote Similarity NPD6845 Suspended
0.6239 Remote Similarity NPD5208 Approved
0.6239 Remote Similarity NPD4518 Approved
0.622 Remote Similarity NPD6908 Approved
0.622 Remote Similarity NPD6909 Approved
0.622 Remote Similarity NPD6921 Approved
0.6207 Remote Similarity NPD5344 Discontinued
0.6204 Remote Similarity NPD5330 Approved
0.6204 Remote Similarity NPD6409 Approved
0.6204 Remote Similarity NPD7146 Approved
0.6204 Remote Similarity NPD5786 Approved
0.6204 Remote Similarity NPD7334 Approved
0.6204 Remote Similarity NPD7521 Approved

Structure

External Identifiers

PubChem CID   11394232
ChEMBL   CHEMBL516554
ZINC  

Physicochemical Properties

Molecular Weight:  358.14
ALogP:  -0.2813
MLogP:  3
XLogP:  1.982
# Rotatable Bonds:  7
Polar Surface Area:  111.9
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  26

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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