Natural Product: NPC287236

Natural Product ID:  NPC287236
Common Name:   Brevione H
IUPAC Name:  
Synonyms:   Brevione H
Molecular Formula:   C27H30O7
Standard InCHIKey:  JPXZJDMFVHWBKF-JPHWDXFPSA-N
Standard InCHI:  InChI=1S/C27H30O7/c1-11-8-15(28)10-18-25(5)16(11)6-7-26-21(25)17(32-18)9-12(2)27(26)22(33-24(26)30)19-20(34-27)13(3)14(4)31-23(19)29/h8-9,16-18,21-22,24,30H,6-7,10H2,1-5H3/t16-,17+,18-,21+,22-,24-,25+,26+,27+/m0/s1
Canonical SMILES:  O=C1C=C(C)[C@H]2[C@@]3([C@H](C1)O[C@H]1[C@H]3[C@]3(CC2)[C@@H](O)O[C@@H]2[C@@]3(C(=C1)C)Oc1c2c(=O)oc(c1C)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
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota PMID[19326880]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6228 Organism HIV-1 M:B_Lai HIV-1 M:B_Lai EC50 > 50000 nM 18687007
NPT165 Cell Line HeLa Homo sapiens GI = 25.3 % 24467317

  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 NPC287236 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
0.8522 High Similarity NPC235014
0.8276 Intermediate Similarity NPC137911
0.8276 Intermediate Similarity NPC228477
0.825 Intermediate Similarity NPC473656
0.8182 Intermediate Similarity NPC475913
0.8115 Intermediate Similarity NPC474179
0.8115 Intermediate Similarity NPC475834
0.811 Intermediate Similarity NPC473593
0.8099 Intermediate Similarity NPC53396
0.8099 Intermediate Similarity NPC98249
0.8099 Intermediate Similarity NPC475323
0.8087 Intermediate Similarity NPC146731
0.8087 Intermediate Similarity NPC296950
0.807 Intermediate Similarity NPC273005
0.807 Intermediate Similarity NPC31058
0.807 Intermediate Similarity NPC469606
0.8051 Intermediate Similarity NPC478209
0.8033 Intermediate Similarity NPC475372
0.8033 Intermediate Similarity NPC284707
0.8017 Intermediate Similarity NPC469607
0.8 Intermediate Similarity NPC473535
0.8 Intermediate Similarity NPC478212
0.7984 Intermediate Similarity NPC476204
0.7984 Intermediate Similarity NPC170084
0.7967 Intermediate Similarity NPC312536
0.7953 Intermediate Similarity NPC42399
0.7953 Intermediate Similarity NPC476008
0.7951 Intermediate Similarity NPC469684
0.7951 Intermediate Similarity NPC478204
0.7951 Intermediate Similarity NPC23046
0.7951 Intermediate Similarity NPC13713
0.7949 Intermediate Similarity NPC475074
0.7949 Intermediate Similarity NPC302788
0.7899 Intermediate Similarity NPC478211
0.7899 Intermediate Similarity NPC472666
0.7895 Intermediate Similarity NPC54705
0.7891 Intermediate Similarity NPC311534
0.7891 Intermediate Similarity NPC473620
0.7886 Intermediate Similarity NPC108581
0.7886 Intermediate Similarity NPC478206
0.7886 Intermediate Similarity NPC478205
0.7874 Intermediate Similarity NPC477745
0.7863 Intermediate Similarity NPC478072
0.7863 Intermediate Similarity NPC478208
0.7863 Intermediate Similarity NPC252296
0.7863 Intermediate Similarity NPC34768
0.7851 Intermediate Similarity NPC469463
0.7851 Intermediate Similarity NPC469454
0.7851 Intermediate Similarity NPC469496
0.7851 Intermediate Similarity NPC293658
0.7851 Intermediate Similarity NPC474410
0.7845 Intermediate Similarity NPC159533
0.7833 Intermediate Similarity NPC324683
0.7833 Intermediate Similarity NPC247031
0.7833 Intermediate Similarity NPC97939
0.7833 Intermediate Similarity NPC132790
0.7833 Intermediate Similarity NPC179798
0.7833 Intermediate Similarity NPC304180
0.7833 Intermediate Similarity NPC100329
0.7829 Intermediate Similarity NPC476851
0.7829 Intermediate Similarity NPC476966
0.7826 Intermediate Similarity NPC469657
0.7826 Intermediate Similarity NPC244456
0.7815 Intermediate Similarity NPC31522
0.7815 Intermediate Similarity NPC478210
0.7812 Intermediate Similarity NPC298841
0.7805 Intermediate Similarity NPC474483
0.7797 Intermediate Similarity NPC184512
0.7788 Intermediate Similarity NPC112654
0.7787 Intermediate Similarity NPC117712
0.7778 Intermediate Similarity NPC473231
0.7778 Intermediate Similarity NPC474917
0.7769 Intermediate Similarity NPC194951
0.7769 Intermediate Similarity NPC476852
0.7769 Intermediate Similarity NPC269530
0.7769 Intermediate Similarity NPC12046
0.775 Intermediate Similarity NPC5103
0.775 Intermediate Similarity NPC119550
0.775 Intermediate Similarity NPC127153
0.7742 Intermediate Similarity NPC106644
0.7742 Intermediate Similarity NPC473828
0.7742 Intermediate Similarity NPC473617
0.7739 Intermediate Similarity NPC474012
0.7739 Intermediate Similarity NPC476299
0.7731 Intermediate Similarity NPC219900
0.7731 Intermediate Similarity NPC90946
0.7731 Intermediate Similarity NPC38948
0.7731 Intermediate Similarity NPC392
0.7731 Intermediate Similarity NPC177524
0.7731 Intermediate Similarity NPC300614
0.7731 Intermediate Similarity NPC325054
0.7731 Intermediate Similarity NPC475960
0.7724 Intermediate Similarity NPC478216
0.7724 Intermediate Similarity NPC207217
0.7717 Intermediate Similarity NPC469382
0.7717 Intermediate Similarity NPC41129
0.7717 Intermediate Similarity NPC129992
0.7712 Intermediate Similarity NPC153095
0.7712 Intermediate Similarity NPC477125
0.7712 Intermediate Similarity NPC471332
0.7712 Intermediate Similarity NPC471333
0.771 Intermediate Similarity NPC231240
0.7705 Intermediate Similarity NPC264153
0.7705 Intermediate Similarity NPC157441
0.7705 Intermediate Similarity NPC475966
0.7705 Intermediate Similarity NPC471204
0.7705 Intermediate Similarity NPC56448
0.7698 Intermediate Similarity NPC473250
0.7698 Intermediate Similarity NPC470418
0.7698 Intermediate Similarity NPC67569
0.7692 Intermediate Similarity NPC476854
0.7692 Intermediate Similarity NPC320154
0.7692 Intermediate Similarity NPC134270
0.7687 Intermediate Similarity NPC596
0.7686 Intermediate Similarity NPC188738
0.7686 Intermediate Similarity NPC469656
0.7686 Intermediate Similarity NPC469655
0.7686 Intermediate Similarity NPC474846
0.768 Intermediate Similarity NPC158963
0.768 Intermediate Similarity NPC476107
0.768 Intermediate Similarity NPC477071
0.7674 Intermediate Similarity NPC287423
0.7669 Intermediate Similarity NPC262813
0.7667 Intermediate Similarity NPC206618
0.7667 Intermediate Similarity NPC23497
0.7667 Intermediate Similarity NPC316974
0.7661 Intermediate Similarity NPC58662
0.7656 Intermediate Similarity NPC24651
0.7656 Intermediate Similarity NPC8369
0.7656 Intermediate Similarity NPC86346
0.7656 Intermediate Similarity NPC470922
0.7656 Intermediate Similarity NPC75856
0.7656 Intermediate Similarity NPC469379
0.7656 Intermediate Similarity NPC318135
0.7652 Intermediate Similarity NPC222303
0.7652 Intermediate Similarity NPC88668
0.7652 Intermediate Similarity NPC316915
0.7647 Intermediate Similarity NPC67321
0.7647 Intermediate Similarity NPC187435
0.7647 Intermediate Similarity NPC293512
0.7647 Intermediate Similarity NPC179380
0.7642 Intermediate Similarity NPC475163
0.7642 Intermediate Similarity NPC474181
0.7638 Intermediate Similarity NPC23786
0.7638 Intermediate Similarity NPC312833
0.7638 Intermediate Similarity NPC470265
0.7634 Intermediate Similarity NPC476862
0.7634 Intermediate Similarity NPC173347
0.7634 Intermediate Similarity NPC476863
0.7634 Intermediate Similarity NPC476855
0.7632 Intermediate Similarity NPC240673
0.7632 Intermediate Similarity NPC17578
0.7627 Intermediate Similarity NPC307846
0.7627 Intermediate Similarity NPC264867
0.7627 Intermediate Similarity NPC473207
0.7627 Intermediate Similarity NPC81567
0.7627 Intermediate Similarity NPC474898
0.7627 Intermediate Similarity NPC201880
0.7627 Intermediate Similarity NPC222161
0.7627 Intermediate Similarity NPC305157
0.7627 Intermediate Similarity NPC470321
0.7627 Intermediate Similarity NPC258532
0.7623 Intermediate Similarity NPC222834
0.7623 Intermediate Similarity NPC236217
0.7619 Intermediate Similarity NPC476127
0.7619 Intermediate Similarity NPC48692
0.7619 Intermediate Similarity NPC476150
0.7615 Intermediate Similarity NPC470850
0.7615 Intermediate Similarity NPC476859
0.7615 Intermediate Similarity NPC245094
0.7615 Intermediate Similarity NPC473888
0.7612 Intermediate Similarity NPC141215
0.7612 Intermediate Similarity NPC471089
0.7612 Intermediate Similarity NPC251998
0.7612 Intermediate Similarity NPC190065
0.7611 Intermediate Similarity NPC474555
0.7607 Intermediate Similarity NPC476081
0.7607 Intermediate Similarity NPC235369
0.7607 Intermediate Similarity NPC238397
0.7607 Intermediate Similarity NPC472815
0.7607 Intermediate Similarity NPC58329
0.7607 Intermediate Similarity NPC471363
0.7603 Intermediate Similarity NPC474567
0.7603 Intermediate Similarity NPC83005
0.76 Intermediate Similarity NPC471249
0.7597 Intermediate Similarity NPC181999
0.7597 Intermediate Similarity NPC222307
0.7594 Intermediate Similarity NPC471234
0.7586 Intermediate Similarity NPC469872
0.7586 Intermediate Similarity NPC469864
0.7583 Intermediate Similarity NPC48548
0.7583 Intermediate Similarity NPC220155
0.7583 Intermediate Similarity NPC217921
0.7583 Intermediate Similarity NPC476765
0.7583 Intermediate Similarity NPC151393
0.7583 Intermediate Similarity NPC128795
0.7583 Intermediate Similarity NPC135015
0.7583 Intermediate Similarity NPC311223
0.7581 Intermediate Similarity NPC106228
0.7581 Intermediate Similarity NPC471816

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC287236 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
0.7731 Intermediate Similarity NPD6686 Approved
0.7424 Intermediate Similarity NPD7319 Approved
0.7422 Intermediate Similarity NPD7503 Approved
0.7422 Intermediate Similarity NPD8513 Phase 3
0.7381 Intermediate Similarity NPD7115 Discovery
0.7339 Intermediate Similarity NPD6053 Discontinued
0.7328 Intermediate Similarity NPD7507 Approved
0.7287 Intermediate Similarity NPD8516 Approved
0.7287 Intermediate Similarity NPD8517 Approved
0.7287 Intermediate Similarity NPD8515 Approved
0.7273 Intermediate Similarity NPD8293 Discontinued
0.7236 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD6370 Approved
0.7218 Intermediate Similarity NPD7736 Approved
0.7213 Intermediate Similarity NPD6412 Phase 2
0.7203 Intermediate Similarity NPD4225 Approved
0.7177 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD6371 Approved
0.7143 Intermediate Similarity NPD7078 Approved
0.7121 Intermediate Similarity NPD7492 Approved
0.7077 Intermediate Similarity NPD6059 Approved
0.7077 Intermediate Similarity NPD6054 Approved
0.7068 Intermediate Similarity NPD6616 Approved
0.7054 Intermediate Similarity NPD7328 Approved
0.7054 Intermediate Similarity NPD7327 Approved
0.7045 Intermediate Similarity NPD8328 Phase 3
0.7023 Intermediate Similarity NPD6015 Approved
0.7023 Intermediate Similarity NPD8033 Approved
0.7023 Intermediate Similarity NPD6016 Approved
0.7009 Intermediate Similarity NPD5282 Discontinued
0.7 Intermediate Similarity NPD7516 Approved
0.697 Remote Similarity NPD5988 Approved
0.6949 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6947 Remote Similarity NPD8294 Approved
0.6947 Remote Similarity NPD8377 Approved
0.6935 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6935 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6917 Remote Similarity NPD7638 Approved
0.6894 Remote Similarity NPD8296 Approved
0.6894 Remote Similarity NPD8379 Approved
0.6894 Remote Similarity NPD8335 Approved
0.6894 Remote Similarity NPD8378 Approved
0.6894 Remote Similarity NPD8380 Approved
0.686 Remote Similarity NPD7639 Approved
0.686 Remote Similarity NPD7640 Approved
0.6855 Remote Similarity NPD6008 Approved
0.6825 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6818 Remote Similarity NPD6319 Approved
0.6765 Remote Similarity NPD8074 Phase 3
0.6746 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6719 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6718 Remote Similarity NPD6009 Approved
0.6718 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6691 Remote Similarity NPD7260 Phase 2
0.6667 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6067 Discontinued
0.6643 Remote Similarity NPD6845 Suspended
0.6639 Remote Similarity NPD6399 Phase 3
0.6639 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6639 Remote Similarity NPD5778 Approved
0.6639 Remote Similarity NPD5779 Approved
0.6615 Remote Similarity NPD4632 Approved
0.6615 Remote Similarity NPD8133 Approved
0.6614 Remote Similarity NPD7320 Approved
0.661 Remote Similarity NPD6698 Approved
0.661 Remote Similarity NPD46 Approved
0.6609 Remote Similarity NPD1694 Approved
0.6594 Remote Similarity NPD6033 Approved
0.6587 Remote Similarity NPD6675 Approved
0.6587 Remote Similarity NPD7128 Approved
0.6587 Remote Similarity NPD6402 Approved
0.6587 Remote Similarity NPD5739 Approved
0.6562 Remote Similarity NPD6372 Approved
0.6562 Remote Similarity NPD6373 Approved
0.6557 Remote Similarity NPD6084 Phase 2
0.6557 Remote Similarity NPD6083 Phase 2
0.6557 Remote Similarity NPD7902 Approved
0.6555 Remote Similarity NPD5284 Approved
0.6555 Remote Similarity NPD5281 Approved
0.6555 Remote Similarity NPD6411 Approved
0.6538 Remote Similarity NPD8297 Approved
0.6538 Remote Similarity NPD6882 Approved
0.6535 Remote Similarity NPD5701 Approved
0.6535 Remote Similarity NPD5697 Approved
0.6529 Remote Similarity NPD5695 Phase 3
0.6504 Remote Similarity NPD5696 Approved
0.65 Remote Similarity NPD5956 Approved
0.6491 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6484 Remote Similarity NPD6881 Approved
0.6484 Remote Similarity NPD6899 Approved
0.6471 Remote Similarity NPD5207 Approved
0.6462 Remote Similarity NPD6650 Approved
0.6462 Remote Similarity NPD6649 Approved
0.6446 Remote Similarity NPD7748 Approved
0.6434 Remote Similarity NPD6014 Approved
0.6434 Remote Similarity NPD6012 Approved
0.6434 Remote Similarity NPD6013 Approved
0.6417 Remote Similarity NPD7637 Suspended
0.6417 Remote Similarity NPD7515 Phase 2
0.6417 Remote Similarity NPD7983 Approved
0.641 Remote Similarity NPD3618 Phase 1
0.6397 Remote Similarity NPD5983 Phase 2
0.6393 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6387 Remote Similarity NPD6101 Approved
0.6387 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6385 Remote Similarity NPD7102 Approved
0.6385 Remote Similarity NPD6883 Approved
0.6385 Remote Similarity NPD4634 Approved
0.6385 Remote Similarity NPD7290 Approved
0.6357 Remote Similarity NPD6011 Approved
0.6349 Remote Similarity NPD7632 Discontinued
0.6336 Remote Similarity NPD6617 Approved
0.6336 Remote Similarity NPD8130 Phase 1
0.6336 Remote Similarity NPD6847 Approved
0.6336 Remote Similarity NPD6869 Approved
0.6333 Remote Similarity NPD5785 Approved
0.6333 Remote Similarity NPD7838 Discovery
0.632 Remote Similarity NPD6648 Approved
0.6311 Remote Similarity NPD7900 Approved
0.6311 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6304 Remote Similarity NPD7604 Phase 2
0.6303 Remote Similarity NPD6903 Approved
0.629 Remote Similarity NPD4755 Approved
0.6281 Remote Similarity NPD5693 Phase 1
0.6271 Remote Similarity NPD7146 Approved
0.6271 Remote Similarity NPD5279 Phase 3
0.6271 Remote Similarity NPD5330 Approved
0.6271 Remote Similarity NPD7521 Approved
0.6271 Remote Similarity NPD6684 Approved
0.6271 Remote Similarity NPD6409 Approved
0.6271 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6271 Remote Similarity NPD7334 Approved
0.627 Remote Similarity NPD5344 Discontinued
0.6268 Remote Similarity NPD6914 Discontinued
0.625 Remote Similarity NPD7285 Clinical (unspecified phase)
0.625 Remote Similarity NPD1695 Approved
0.625 Remote Similarity NPD4753 Phase 2
0.6239 Remote Similarity NPD3665 Phase 1
0.6239 Remote Similarity NPD3133 Approved
0.6239 Remote Similarity NPD3666 Approved
0.6233 Remote Similarity NPD7966 Clinical (unspecified phase)
0.623 Remote Similarity NPD4202 Approved
0.622 Remote Similarity NPD5211 Phase 2
0.6214 Remote Similarity NPD6336 Discontinued
0.6214 Remote Similarity NPD8451 Approved
0.6212 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6207 Remote Similarity NPD3667 Approved
0.6205 Remote Similarity NPD7799 Discontinued
0.6198 Remote Similarity NPD5692 Phase 3
0.619 Remote Similarity NPD4700 Approved
0.619 Remote Similarity NPD5286 Approved
0.619 Remote Similarity NPD5285 Approved
0.619 Remote Similarity NPD4696 Approved
0.6187 Remote Similarity NPD7830 Approved
0.6187 Remote Similarity NPD7829 Approved
0.6179 Remote Similarity NPD6001 Approved
0.617 Remote Similarity NPD8448 Approved
0.6167 Remote Similarity NPD6672 Approved
0.6167 Remote Similarity NPD5737 Approved
0.6167 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6159 Remote Similarity NPD6921 Approved
0.6159 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6154 Remote Similarity NPD8390 Approved
0.6154 Remote Similarity NPD8391 Approved
0.6154 Remote Similarity NPD8392 Approved
0.6148 Remote Similarity NPD6050 Approved
0.6148 Remote Similarity NPD5694 Approved
0.6148 Remote Similarity NPD6274 Approved
0.6134 Remote Similarity NPD4249 Approved
0.6129 Remote Similarity NPD5210 Approved
0.6129 Remote Similarity NPD4629 Approved
0.6124 Remote Similarity NPD5141 Approved
0.6116 Remote Similarity NPD5328 Approved
0.6115 Remote Similarity NPD8080 Discontinued
0.6102 Remote Similarity NPD4786 Approved
0.6094 Remote Similarity NPD5226 Approved
0.6094 Remote Similarity NPD5225 Approved
0.6094 Remote Similarity NPD4633 Approved
0.6094 Remote Similarity NPD5224 Approved
0.6083 Remote Similarity NPD4250 Approved
0.6083 Remote Similarity NPD4251 Approved
0.608 Remote Similarity NPD7839 Suspended
0.608 Remote Similarity NPD4697 Phase 3
0.6071 Remote Similarity NPD7642 Approved
0.605 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6047 Remote Similarity NPD5174 Approved
0.6047 Remote Similarity NPD5175 Approved
0.6043 Remote Similarity NPD8444 Approved
0.6043 Remote Similarity NPD8269 Approved
0.6043 Remote Similarity NPD8267 Approved
0.6043 Remote Similarity NPD8268 Approved
0.6043 Remote Similarity NPD8266 Approved
0.6034 Remote Similarity NPD4695 Discontinued
0.6028 Remote Similarity NPD8340 Approved
0.6028 Remote Similarity NPD8342 Approved
0.6028 Remote Similarity NPD8299 Approved
0.6028 Remote Similarity NPD8341 Approved
0.6016 Remote Similarity NPD6079 Approved
0.6016 Remote Similarity NPD5223 Approved
0.6014 Remote Similarity NPD7100 Approved

Structure

External Identifiers

PubChem CID   44139746
ChEMBL   CHEMBL562991
ZINC  

Physicochemical Properties

Molecular Weight:  466.20
ALogP:  0.866
MLogP:  3.66
XLogP:  1.396
# Rotatable Bonds:  6
Polar Surface Area:  91.29
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  7
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs