Natural Product: NPC190867

Natural Product ID:  NPC190867
Common Name:   Scabrolide A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C19H22O5
Standard InCHIKey:  IIISAONBGZMBOM-VVWFSPNESA-N
Standard InCHI:  InChI=1S/C19H22O5/c1-8(2)9-4-10(20)6-12-11(5-9)14-15-13(24-18(14)22)7-19(3,23)16(15)17(12)21/h9,13-16,23H,1,4-7H2,2-3H3/t9-,13-,14+,15+,16+,19+/m1/s1
Canonical SMILES:  O=C1C[C@H](CC2=C(C1)C(=O)[C@@H]1[C@@H]3[C@H]2C(=O)O[C@@H]3C[C@]1(C)O)C(=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
NPO2303 Sinularia scabra Species Alcyoniidae Eukaryota PMID[12502336]
NPO23707 Sinularia gyrosa Species Alcyoniidae Eukaryota PMID[20430633]
NPO27826 Sinularia maxima Species Alcyoniidae Eukaryota PMID[23200246]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 > 20 ug/ml 19916528
NPT2 Others Unspecified IC50 = 23520 nM 12662096
NPT2 Others Unspecified ED50 > 20 ug/ml 22197393
NPT1750 Organism Human herpesvirus 5 Human herpesvirus 5 ED50 > 50 ug/ml 10479311
NPT139 Cell Line HT-29 Homo sapiens ED50 > 20 ug/ml 15711537
NPT2 Others Unspecified IC50 > 100000 nM 11908979
NPT91 Cell Line KB Homo sapiens ED50 > 20 ug/ml 8350094
NPT81 Cell Line A549 Homo sapiens ED50 > 20 ug/ml 16499327
NPT2 Others Unspecified IC50 = 69850 nM 20028819

  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 NPC190867 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
0.9151 High Similarity NPC54739
0.8269 Intermediate Similarity NPC474053
0.8269 Intermediate Similarity NPC304624
0.8265 Intermediate Similarity NPC190718
0.8108 Intermediate Similarity NPC52634
0.8058 Intermediate Similarity NPC213078
0.8039 Intermediate Similarity NPC127019
0.8037 Intermediate Similarity NPC469629
0.7982 Intermediate Similarity NPC71220
0.7982 Intermediate Similarity NPC137286
0.7981 Intermediate Similarity NPC161493
0.7963 Intermediate Similarity NPC291643
0.7961 Intermediate Similarity NPC67584
0.7961 Intermediate Similarity NPC213698
0.7931 Intermediate Similarity NPC470921
0.789 Intermediate Similarity NPC220974
0.7838 Intermediate Similarity NPC206595
0.7818 Intermediate Similarity NPC117604
0.7788 Intermediate Similarity NPC163228
0.7788 Intermediate Similarity NPC312017
0.7788 Intermediate Similarity NPC9848
0.7788 Intermediate Similarity NPC170120
0.7788 Intermediate Similarity NPC52044
0.7778 Intermediate Similarity NPC471999
0.7778 Intermediate Similarity NPC140723
0.7778 Intermediate Similarity NPC472000
0.7778 Intermediate Similarity NPC159442
0.7767 Intermediate Similarity NPC477615
0.7757 Intermediate Similarity NPC475099
0.7757 Intermediate Similarity NPC477950
0.7757 Intermediate Similarity NPC171759
0.7736 Intermediate Similarity NPC221615
0.7719 Intermediate Similarity NPC473898
0.7714 Intermediate Similarity NPC42042
0.7714 Intermediate Similarity NPC125622
0.7714 Intermediate Similarity NPC91771
0.7714 Intermediate Similarity NPC8803
0.7714 Intermediate Similarity NPC142529
0.7706 Intermediate Similarity NPC100487
0.7706 Intermediate Similarity NPC96268
0.7685 Intermediate Similarity NPC22388
0.7672 Intermediate Similarity NPC106644
0.7664 Intermediate Similarity NPC280963
0.7658 Intermediate Similarity NPC469508
0.7642 Intermediate Similarity NPC213947
0.7642 Intermediate Similarity NPC108475
0.7642 Intermediate Similarity NPC170143
0.7619 Intermediate Similarity NPC37408
0.7619 Intermediate Similarity NPC476053
0.7619 Intermediate Similarity NPC241156
0.7615 Intermediate Similarity NPC475873
0.7615 Intermediate Similarity NPC474775
0.7615 Intermediate Similarity NPC216114
0.7596 Intermediate Similarity NPC109414
0.7596 Intermediate Similarity NPC135776
0.7596 Intermediate Similarity NPC473263
0.7596 Intermediate Similarity NPC473273
0.7596 Intermediate Similarity NPC153590
0.7596 Intermediate Similarity NPC473234
0.7596 Intermediate Similarity NPC60386
0.7596 Intermediate Similarity NPC308656
0.7593 Intermediate Similarity NPC101067
0.7593 Intermediate Similarity NPC476134
0.7593 Intermediate Similarity NPC150923
0.7589 Intermediate Similarity NPC304495
0.7586 Intermediate Similarity NPC472934
0.7586 Intermediate Similarity NPC36754
0.7576 Intermediate Similarity NPC111409
0.7573 Intermediate Similarity NPC216284
0.7573 Intermediate Similarity NPC301969
0.7573 Intermediate Similarity NPC37607
0.757 Intermediate Similarity NPC271387
0.757 Intermediate Similarity NPC153792
0.7568 Intermediate Similarity NPC59530
0.7568 Intermediate Similarity NPC473037
0.7549 Intermediate Similarity NPC178875
0.7549 Intermediate Similarity NPC79549
0.7545 Intermediate Similarity NPC84928
0.7545 Intermediate Similarity NPC98603
0.7544 Intermediate Similarity NPC126691
0.7542 Intermediate Similarity NPC474585
0.7542 Intermediate Similarity NPC109973
0.7525 Intermediate Similarity NPC67493
0.7524 Intermediate Similarity NPC477131
0.7524 Intermediate Similarity NPC198853
0.7522 Intermediate Similarity NPC99760
0.7522 Intermediate Similarity NPC272898
0.7522 Intermediate Similarity NPC473036
0.7521 Intermediate Similarity NPC47113
0.7521 Intermediate Similarity NPC475372
0.7521 Intermediate Similarity NPC161060
0.7521 Intermediate Similarity NPC470420
0.7521 Intermediate Similarity NPC174367
0.75 Intermediate Similarity NPC155215
0.75 Intermediate Similarity NPC266728
0.75 Intermediate Similarity NPC191339
0.75 Intermediate Similarity NPC218383
0.75 Intermediate Similarity NPC184063
0.75 Intermediate Similarity NPC29827
0.75 Intermediate Similarity NPC49492
0.75 Intermediate Similarity NPC286341
0.75 Intermediate Similarity NPC207217
0.75 Intermediate Similarity NPC186861
0.75 Intermediate Similarity NPC150383
0.75 Intermediate Similarity NPC19412
0.75 Intermediate Similarity NPC165287
0.75 Intermediate Similarity NPC133698
0.7479 Intermediate Similarity NPC310511
0.7479 Intermediate Similarity NPC472001
0.7478 Intermediate Similarity NPC194100
0.7477 Intermediate Similarity NPC54737
0.7477 Intermediate Similarity NPC477949
0.7477 Intermediate Similarity NPC96377
0.7477 Intermediate Similarity NPC472935
0.7477 Intermediate Similarity NPC196528
0.7477 Intermediate Similarity NPC471150
0.7477 Intermediate Similarity NPC477268
0.7477 Intermediate Similarity NPC472689
0.7477 Intermediate Similarity NPC472690
0.7477 Intermediate Similarity NPC477267
0.7476 Intermediate Similarity NPC215556
0.7476 Intermediate Similarity NPC32922
0.7458 Intermediate Similarity NPC472933
0.7458 Intermediate Similarity NPC312536
0.7456 Intermediate Similarity NPC231589
0.7456 Intermediate Similarity NPC118860
0.7456 Intermediate Similarity NPC214797
0.7456 Intermediate Similarity NPC474750
0.7455 Intermediate Similarity NPC475321
0.7455 Intermediate Similarity NPC236390
0.7455 Intermediate Similarity NPC36321
0.7453 Intermediate Similarity NPC469873
0.7453 Intermediate Similarity NPC472873
0.7451 Intermediate Similarity NPC118601
0.7449 Intermediate Similarity NPC258965
0.7449 Intermediate Similarity NPC156658
0.7436 Intermediate Similarity NPC239273
0.7434 Intermediate Similarity NPC258543
0.7434 Intermediate Similarity NPC153239
0.7434 Intermediate Similarity NPC101018
0.7434 Intermediate Similarity NPC241927
0.7434 Intermediate Similarity NPC470615
0.7431 Intermediate Similarity NPC477871
0.7431 Intermediate Similarity NPC477870
0.7431 Intermediate Similarity NPC39683
0.7431 Intermediate Similarity NPC476213
0.7431 Intermediate Similarity NPC237190
0.7431 Intermediate Similarity NPC476246
0.7429 Intermediate Similarity NPC206810
0.7429 Intermediate Similarity NPC200237
0.7429 Intermediate Similarity NPC258216
0.7429 Intermediate Similarity NPC25750
0.7426 Intermediate Similarity NPC235792
0.7417 Intermediate Similarity NPC470419
0.7417 Intermediate Similarity NPC222688
0.7417 Intermediate Similarity NPC107493
0.7414 Intermediate Similarity NPC326542
0.7414 Intermediate Similarity NPC123117
0.7414 Intermediate Similarity NPC300051
0.7414 Intermediate Similarity NPC471382
0.7414 Intermediate Similarity NPC471398
0.7407 Intermediate Similarity NPC477355
0.7404 Intermediate Similarity NPC19087
0.7395 Intermediate Similarity NPC143755
0.7391 Intermediate Similarity NPC170487
0.7387 Intermediate Similarity NPC309190
0.7387 Intermediate Similarity NPC28656
0.7387 Intermediate Similarity NPC474558
0.7387 Intermediate Similarity NPC13385
0.7387 Intermediate Similarity NPC164835
0.7387 Intermediate Similarity NPC228669
0.7387 Intermediate Similarity NPC255309
0.7383 Intermediate Similarity NPC18019
0.7383 Intermediate Similarity NPC126156
0.7383 Intermediate Similarity NPC24956
0.7379 Intermediate Similarity NPC315911
0.7379 Intermediate Similarity NPC53158
0.7379 Intermediate Similarity NPC224652
0.7374 Intermediate Similarity NPC39411
0.7374 Intermediate Similarity NPC255580
0.7373 Intermediate Similarity NPC153440
0.7368 Intermediate Similarity NPC197428
0.7364 Intermediate Similarity NPC473788
0.7364 Intermediate Similarity NPC474747
0.7364 Intermediate Similarity NPC56498
0.7364 Intermediate Similarity NPC476235
0.7364 Intermediate Similarity NPC476126
0.7364 Intermediate Similarity NPC475558
0.7364 Intermediate Similarity NPC204450
0.7364 Intermediate Similarity NPC195290
0.7358 Intermediate Similarity NPC262133
0.7358 Intermediate Similarity NPC470013
0.7358 Intermediate Similarity NPC323008
0.7358 Intermediate Similarity NPC470010
0.7355 Intermediate Similarity NPC471392
0.7339 Intermediate Similarity NPC205899
0.7339 Intermediate Similarity NPC471381
0.7339 Intermediate Similarity NPC108371
0.7339 Intermediate Similarity NPC241221
0.7339 Intermediate Similarity NPC472770

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC190867 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
0.7857 Intermediate Similarity NPD6053 Discontinued
0.7798 Intermediate Similarity NPD6008 Approved
0.757 Intermediate Similarity NPD5696 Approved
0.7434 Intermediate Similarity NPD6372 Approved
0.7434 Intermediate Similarity NPD6373 Approved
0.7345 Intermediate Similarity NPD7320 Approved
0.7321 Intermediate Similarity NPD6402 Approved
0.7321 Intermediate Similarity NPD5739 Approved
0.7321 Intermediate Similarity NPD6675 Approved
0.7321 Intermediate Similarity NPD7128 Approved
0.7304 Intermediate Similarity NPD6649 Approved
0.7304 Intermediate Similarity NPD6650 Approved
0.7295 Intermediate Similarity NPD7492 Approved
0.729 Intermediate Similarity NPD5695 Phase 3
0.7264 Intermediate Similarity NPD6399 Phase 3
0.7257 Intermediate Similarity NPD5701 Approved
0.7257 Intermediate Similarity NPD5697 Approved
0.7257 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD6319 Approved
0.725 Intermediate Similarity NPD6054 Approved
0.725 Intermediate Similarity NPD6059 Approved
0.7236 Intermediate Similarity NPD6616 Approved
0.7196 Intermediate Similarity NPD5282 Discontinued
0.7193 Intermediate Similarity NPD6899 Approved
0.7193 Intermediate Similarity NPD6881 Approved
0.719 Intermediate Similarity NPD6016 Approved
0.719 Intermediate Similarity NPD6015 Approved
0.7177 Intermediate Similarity NPD8293 Discontinued
0.7177 Intermediate Similarity NPD7078 Approved
0.7156 Intermediate Similarity NPD6083 Phase 2
0.7156 Intermediate Similarity NPD6084 Phase 2
0.7131 Intermediate Similarity NPD5988 Approved
0.7131 Intermediate Similarity NPD6370 Approved
0.713 Intermediate Similarity NPD6013 Approved
0.713 Intermediate Similarity NPD6012 Approved
0.713 Intermediate Similarity NPD6014 Approved
0.713 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD6435 Approved
0.712 Intermediate Similarity NPD7736 Approved
0.7069 Intermediate Similarity NPD7102 Approved
0.7069 Intermediate Similarity NPD6371 Approved
0.7069 Intermediate Similarity NPD7290 Approved
0.7069 Intermediate Similarity NPD6883 Approved
0.7043 Intermediate Similarity NPD6011 Approved
0.7034 Intermediate Similarity NPD4632 Approved
0.703 Intermediate Similarity NPD5369 Approved
0.7019 Intermediate Similarity NPD5786 Approved
0.7009 Intermediate Similarity NPD5281 Approved
0.7009 Intermediate Similarity NPD6869 Approved
0.7009 Intermediate Similarity NPD5284 Approved
0.7009 Intermediate Similarity NPD6847 Approved
0.7009 Intermediate Similarity NPD6617 Approved
0.7009 Intermediate Similarity NPD8130 Phase 1
0.7 Intermediate Similarity NPD4755 Approved
0.6981 Remote Similarity NPD1695 Approved
0.6972 Remote Similarity NPD5210 Approved
0.6972 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6972 Remote Similarity NPD4629 Approved
0.6949 Remote Similarity NPD8297 Approved
0.6949 Remote Similarity NPD6882 Approved
0.6931 Remote Similarity NPD5368 Approved
0.6923 Remote Similarity NPD4634 Approved
0.6916 Remote Similarity NPD5207 Approved
0.6887 Remote Similarity NPD6903 Approved
0.6875 Remote Similarity NPD5286 Approved
0.6875 Remote Similarity NPD5285 Approved
0.6875 Remote Similarity NPD4696 Approved
0.6875 Remote Similarity NPD4700 Approved
0.6864 Remote Similarity NPD6401 Clinical (unspecified phase)
0.686 Remote Similarity NPD6009 Approved
0.6857 Remote Similarity NPD6409 Approved
0.6857 Remote Similarity NPD7334 Approved
0.6857 Remote Similarity NPD5330 Approved
0.6857 Remote Similarity NPD7146 Approved
0.6857 Remote Similarity NPD6684 Approved
0.6857 Remote Similarity NPD4249 Approved
0.6857 Remote Similarity NPD7521 Approved
0.6822 Remote Similarity NPD4753 Phase 2
0.681 Remote Similarity NPD6412 Phase 2
0.6792 Remote Similarity NPD4250 Approved
0.6792 Remote Similarity NPD4251 Approved
0.6789 Remote Similarity NPD5779 Approved
0.6789 Remote Similarity NPD5778 Approved
0.6777 Remote Similarity NPD6274 Approved
0.6774 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6774 Remote Similarity NPD5983 Phase 2
0.6762 Remote Similarity NPD5363 Approved
0.6754 Remote Similarity NPD5224 Approved
0.6754 Remote Similarity NPD5211 Phase 2
0.6754 Remote Similarity NPD5225 Approved
0.6754 Remote Similarity NPD5226 Approved
0.6754 Remote Similarity NPD4633 Approved
0.6729 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6001 Approved
0.6719 Remote Similarity NPD6033 Approved
0.6696 Remote Similarity NPD5174 Approved
0.6696 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6080 Approved
0.6667 Remote Similarity NPD3133 Approved
0.6667 Remote Similarity NPD5223 Approved
0.6667 Remote Similarity NPD6101 Approved
0.6667 Remote Similarity NPD7604 Phase 2
0.6667 Remote Similarity NPD6673 Approved
0.6667 Remote Similarity NPD6904 Approved
0.6667 Remote Similarity NPD7319 Approved
0.6667 Remote Similarity NPD3666 Approved
0.6667 Remote Similarity NPD3665 Phase 1
0.6638 Remote Similarity NPD5141 Approved
0.6636 Remote Similarity NPD4202 Approved
0.6635 Remote Similarity NPD4270 Approved
0.6635 Remote Similarity NPD4269 Approved
0.6635 Remote Similarity NPD4223 Phase 3
0.6635 Remote Similarity NPD4221 Approved
0.6613 Remote Similarity NPD7101 Approved
0.6613 Remote Similarity NPD7100 Approved
0.6607 Remote Similarity NPD4697 Phase 3
0.6606 Remote Similarity NPD5785 Approved
0.6606 Remote Similarity NPD5692 Phase 3
0.6585 Remote Similarity NPD7115 Discovery
0.6585 Remote Similarity NPD6317 Approved
0.6581 Remote Similarity NPD4768 Approved
0.6581 Remote Similarity NPD4767 Approved
0.6574 Remote Similarity NPD6672 Approved
0.6574 Remote Similarity NPD5208 Approved
0.6574 Remote Similarity NPD5737 Approved
0.6571 Remote Similarity NPD5362 Discontinued
0.6562 Remote Similarity NPD6336 Discontinued
0.6562 Remote Similarity NPD7507 Approved
0.6552 Remote Similarity NPD4754 Approved
0.6549 Remote Similarity NPD7902 Approved
0.6545 Remote Similarity NPD5694 Approved
0.6545 Remote Similarity NPD6411 Approved
0.6545 Remote Similarity NPD5693 Phase 1
0.6545 Remote Similarity NPD6050 Approved
0.6542 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6532 Remote Similarity NPD6335 Approved
0.6532 Remote Similarity NPD6314 Approved
0.6532 Remote Similarity NPD6313 Approved
0.6522 Remote Similarity NPD1700 Approved
0.6514 Remote Similarity NPD5328 Approved
0.6509 Remote Similarity NPD4197 Approved
0.6508 Remote Similarity NPD6908 Approved
0.6508 Remote Similarity NPD6909 Approved
0.6491 Remote Similarity NPD7638 Approved
0.6489 Remote Similarity NPD5956 Approved
0.6471 Remote Similarity NPD4730 Approved
0.6471 Remote Similarity NPD4729 Approved
0.6471 Remote Similarity NPD5128 Approved
0.6462 Remote Similarity NPD8336 Approved
0.6462 Remote Similarity NPD8337 Approved
0.6449 Remote Similarity NPD5329 Approved
0.6442 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6442 Remote Similarity NPD4821 Approved
0.6442 Remote Similarity NPD4822 Approved
0.6442 Remote Similarity NPD4252 Approved
0.6442 Remote Similarity NPD4819 Approved
0.6442 Remote Similarity NPD4820 Approved
0.6435 Remote Similarity NPD7640 Approved
0.6435 Remote Similarity NPD7639 Approved
0.641 Remote Similarity NPD6052 Approved
0.6396 Remote Similarity NPD7983 Approved
0.6396 Remote Similarity NPD8034 Phase 2
0.6396 Remote Similarity NPD6079 Approved
0.6396 Remote Similarity NPD8035 Phase 2
0.6391 Remote Similarity NPD6845 Suspended
0.6389 Remote Similarity NPD4694 Approved
0.6389 Remote Similarity NPD6098 Approved
0.6389 Remote Similarity NPD4693 Phase 3
0.6389 Remote Similarity NPD4688 Approved
0.6389 Remote Similarity NPD5690 Phase 2
0.6389 Remote Similarity NPD5280 Approved
0.6389 Remote Similarity NPD4690 Approved
0.6389 Remote Similarity NPD5205 Approved
0.6389 Remote Similarity NPD4138 Approved
0.6389 Remote Similarity NPD3618 Phase 1
0.6389 Remote Similarity NPD4689 Approved
0.6364 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5249 Phase 3
0.6364 Remote Similarity NPD5251 Approved
0.6364 Remote Similarity NPD5248 Approved
0.6364 Remote Similarity NPD5250 Approved
0.6364 Remote Similarity NPD5247 Approved
0.6355 Remote Similarity NPD4786 Approved
0.6321 Remote Similarity NPD3667 Approved
0.6316 Remote Similarity NPD5222 Approved
0.6316 Remote Similarity NPD5221 Approved
0.6316 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7260 Phase 2
0.6311 Remote Similarity NPD5216 Approved
0.6311 Remote Similarity NPD5217 Approved
0.6311 Remote Similarity NPD5215 Approved
0.6306 Remote Similarity NPD6698 Approved
0.6306 Remote Similarity NPD46 Approved
0.6296 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6296 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6283 Remote Similarity NPD7900 Approved
0.6283 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6283 Remote Similarity NPD7748 Approved
0.6279 Remote Similarity NPD8328 Phase 3

Structure

External Identifiers

PubChem CID   637063
ChEMBL   CHEMBL465500
ZINC  

Physicochemical Properties

Molecular Weight:  330.15
ALogP:  5.00E-04
MLogP:  3
XLogP:  -0.172
# Rotatable Bonds:  4
Polar Surface Area:  80.67
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  24

Download Data

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Biological Activities  
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