Natural Product: NPC473624

Natural Product ID:  NPC473624
Common Name:   Phomadecalin C
IUPAC Name:   (1aS,2R,7R,7aR,7bR)-2-hydroxy-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-7,7b-dihydro-2H-naphtho[1,2-b]oxiren-6-one
Synonyms:   Phomadecalin C
Molecular Formula:   C15H18O4
Standard InCHIKey:  XUTGMBDRFZBAHV-BGJHODNPSA-N
Standard InCHI:  InChI=1S/C15H18O4/c1-8(7-16)15-12(18)6-10-4-5-11(17)9(2)14(10,3)13(15)19-15/h4-6,9,12-13,16,18H,1,7H2,2-3H3/t9-,12+,13+,14+,15-/m0/s1
Canonical SMILES:  OCC(=C)[C@]12O[C@@H]2[C@]2(C(=C[C@H]1O)C=CC(=O)[C@@H]2C)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
NPO33418 Phoma sp. NRRL 25697 Species Didymellaceae Eukaryota Hypoxylon stromata PMID[11908990]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 12 mm 17893152

  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 NPC473624 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
0.8557 High Similarity NPC475441
0.8431 Intermediate Similarity NPC472637
0.8421 Intermediate Similarity NPC281316
0.8351 Intermediate Similarity NPC49783
0.8252 Intermediate Similarity NPC207885
0.8218 Intermediate Similarity NPC57664
0.82 Intermediate Similarity NPC196227
0.8125 Intermediate Similarity NPC186525
0.8119 Intermediate Similarity NPC316215
0.8113 Intermediate Similarity NPC477125
0.8091 Intermediate Similarity NPC471204
0.8091 Intermediate Similarity NPC469496
0.8091 Intermediate Similarity NPC469454
0.8091 Intermediate Similarity NPC469463
0.8081 Intermediate Similarity NPC134321
0.8077 Intermediate Similarity NPC112613
0.8073 Intermediate Similarity NPC304180
0.8073 Intermediate Similarity NPC317107
0.8073 Intermediate Similarity NPC179798
0.8056 Intermediate Similarity NPC77089
0.8036 Intermediate Similarity NPC474518
0.8019 Intermediate Similarity NPC118911
0.8 Intermediate Similarity NPC116726
0.8 Intermediate Similarity NPC317687
0.7982 Intermediate Similarity NPC37116
0.7982 Intermediate Similarity NPC5103
0.7965 Intermediate Similarity NPC284707
0.7965 Intermediate Similarity NPC50774
0.7965 Intermediate Similarity NPC709
0.7961 Intermediate Similarity NPC161147
0.7931 Intermediate Similarity NPC469789
0.7928 Intermediate Similarity NPC56448
0.7925 Intermediate Similarity NPC123505
0.7909 Intermediate Similarity NPC188738
0.79 Intermediate Similarity NPC128672
0.7895 Intermediate Similarity NPC470298
0.789 Intermediate Similarity NPC87335
0.7885 Intermediate Similarity NPC306908
0.7876 Intermediate Similarity NPC53396
0.7876 Intermediate Similarity NPC312824
0.7876 Intermediate Similarity NPC469684
0.7876 Intermediate Similarity NPC167606
0.7876 Intermediate Similarity NPC470493
0.7876 Intermediate Similarity NPC98249
0.7876 Intermediate Similarity NPC183580
0.7876 Intermediate Similarity NPC286528
0.7876 Intermediate Similarity NPC140055
0.7876 Intermediate Similarity NPC470492
0.7876 Intermediate Similarity NPC20302
0.7857 Intermediate Similarity NPC238667
0.7843 Intermediate Similarity NPC472976
0.7843 Intermediate Similarity NPC38830
0.7843 Intermediate Similarity NPC472977
0.783 Intermediate Similarity NPC478176
0.7826 Intermediate Similarity NPC474370
0.7826 Intermediate Similarity NPC475885
0.7818 Intermediate Similarity NPC286880
0.7818 Intermediate Similarity NPC41551
0.781 Intermediate Similarity NPC475053
0.7798 Intermediate Similarity NPC264819
0.7798 Intermediate Similarity NPC322903
0.7797 Intermediate Similarity NPC293112
0.7788 Intermediate Similarity NPC471916
0.7788 Intermediate Similarity NPC474785
0.7788 Intermediate Similarity NPC64318
0.7788 Intermediate Similarity NPC474343
0.7788 Intermediate Similarity NPC270929
0.7788 Intermediate Similarity NPC205143
0.7788 Intermediate Similarity NPC474938
0.7778 Intermediate Similarity NPC478052
0.7778 Intermediate Similarity NPC253223
0.7768 Intermediate Similarity NPC317210
0.7759 Intermediate Similarity NPC67569
0.7757 Intermediate Similarity NPC99266
0.7739 Intermediate Similarity NPC236918
0.7739 Intermediate Similarity NPC156745
0.7739 Intermediate Similarity NPC61520
0.7739 Intermediate Similarity NPC264954
0.7739 Intermediate Similarity NPC473274
0.7736 Intermediate Similarity NPC244456
0.7736 Intermediate Similarity NPC469657
0.7736 Intermediate Similarity NPC476223
0.7736 Intermediate Similarity NPC476240
0.7736 Intermediate Similarity NPC224720
0.7732 Intermediate Similarity NPC110150
0.7732 Intermediate Similarity NPC66764
0.7727 Intermediate Similarity NPC475065
0.7723 Intermediate Similarity NPC473099
0.7719 Intermediate Similarity NPC23046
0.7714 Intermediate Similarity NPC222303
0.7714 Intermediate Similarity NPC316598
0.7714 Intermediate Similarity NPC35717
0.7712 Intermediate Similarity NPC81736
0.7712 Intermediate Similarity NPC172154
0.7712 Intermediate Similarity NPC8369
0.7706 Intermediate Similarity NPC329048
0.7706 Intermediate Similarity NPC330011
0.7706 Intermediate Similarity NPC469853
0.7706 Intermediate Similarity NPC67321
0.7706 Intermediate Similarity NPC266514
0.7706 Intermediate Similarity NPC187435
0.7699 Intermediate Similarity NPC305044
0.7699 Intermediate Similarity NPC265290
0.7692 Intermediate Similarity NPC117133
0.7692 Intermediate Similarity NPC470265
0.7692 Intermediate Similarity NPC94337
0.7692 Intermediate Similarity NPC153700
0.7692 Intermediate Similarity NPC23786
0.7692 Intermediate Similarity NPC88326
0.7685 Intermediate Similarity NPC296950
0.7685 Intermediate Similarity NPC258532
0.7679 Intermediate Similarity NPC476801
0.7679 Intermediate Similarity NPC236217
0.7679 Intermediate Similarity NPC269530
0.7677 Intermediate Similarity NPC255143
0.7672 Intermediate Similarity NPC48692
0.7672 Intermediate Similarity NPC329080
0.7672 Intermediate Similarity NPC472759
0.767 Intermediate Similarity NPC477241
0.7664 Intermediate Similarity NPC235369
0.7664 Intermediate Similarity NPC295791
0.7664 Intermediate Similarity NPC137430
0.7664 Intermediate Similarity NPC473424
0.7658 Intermediate Similarity NPC473627
0.7658 Intermediate Similarity NPC253906
0.7658 Intermediate Similarity NPC50223
0.7658 Intermediate Similarity NPC29133
0.7652 Intermediate Similarity NPC329736
0.7647 Intermediate Similarity NPC472975
0.7647 Intermediate Similarity NPC472978
0.7647 Intermediate Similarity NPC303697
0.7642 Intermediate Similarity NPC472644
0.7642 Intermediate Similarity NPC112167
0.7642 Intermediate Similarity NPC476274
0.7636 Intermediate Similarity NPC151393
0.7636 Intermediate Similarity NPC472439
0.7636 Intermediate Similarity NPC318363
0.7636 Intermediate Similarity NPC475418
0.7636 Intermediate Similarity NPC473482
0.7636 Intermediate Similarity NPC65941
0.7636 Intermediate Similarity NPC469916
0.7632 Intermediate Similarity NPC176840
0.7629 Intermediate Similarity NPC279186
0.7627 Intermediate Similarity NPC11895
0.7624 Intermediate Similarity NPC36668
0.7624 Intermediate Similarity NPC473100
0.7624 Intermediate Similarity NPC118011
0.7619 Intermediate Similarity NPC474977
0.7619 Intermediate Similarity NPC170131
0.7619 Intermediate Similarity NPC254496
0.7619 Intermediate Similarity NPC239895
0.7615 Intermediate Similarity NPC469852
0.7615 Intermediate Similarity NPC32006
0.7615 Intermediate Similarity NPC1679
0.7615 Intermediate Similarity NPC469607
0.7615 Intermediate Similarity NPC85529
0.7611 Intermediate Similarity NPC122056
0.7611 Intermediate Similarity NPC475966
0.7611 Intermediate Similarity NPC25909
0.7607 Intermediate Similarity NPC46570
0.7607 Intermediate Similarity NPC473256
0.7607 Intermediate Similarity NPC470878
0.7596 Intermediate Similarity NPC183012
0.7596 Intermediate Similarity NPC270013
0.7596 Intermediate Similarity NPC476245
0.7596 Intermediate Similarity NPC14961
0.7596 Intermediate Similarity NPC180950
0.7593 Intermediate Similarity NPC104161
0.7593 Intermediate Similarity NPC118902
0.7593 Intermediate Similarity NPC131366
0.7593 Intermediate Similarity NPC8196
0.7593 Intermediate Similarity NPC476848
0.7593 Intermediate Similarity NPC469980
0.7589 Intermediate Similarity NPC474315
0.7589 Intermediate Similarity NPC470961
0.7589 Intermediate Similarity NPC469656
0.7589 Intermediate Similarity NPC469655
0.7589 Intermediate Similarity NPC474846
0.7589 Intermediate Similarity NPC474229
0.7586 Intermediate Similarity NPC270850
0.7586 Intermediate Similarity NPC305260
0.7576 Intermediate Similarity NPC15807
0.7576 Intermediate Similarity NPC187529
0.757 Intermediate Similarity NPC97435
0.757 Intermediate Similarity NPC476897
0.757 Intermediate Similarity NPC473174
0.757 Intermediate Similarity NPC81530
0.757 Intermediate Similarity NPC115862
0.7568 Intermediate Similarity NPC228477
0.7568 Intermediate Similarity NPC137911
0.7568 Intermediate Similarity NPC214644
0.7568 Intermediate Similarity NPC469370
0.7563 Intermediate Similarity NPC8374
0.7551 Intermediate Similarity NPC64600
0.7547 Intermediate Similarity NPC478056
0.7547 Intermediate Similarity NPC278008
0.7547 Intermediate Similarity NPC23364
0.7545 Intermediate Similarity NPC473284
0.7545 Intermediate Similarity NPC144459
0.7545 Intermediate Similarity NPC473165

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473624 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
0.7876 Intermediate Similarity NPD7115 Discovery
0.7404 Intermediate Similarity NPD5779 Approved
0.7404 Intermediate Similarity NPD5778 Approved
0.7383 Intermediate Similarity NPD4225 Approved
0.7339 Intermediate Similarity NPD5211 Phase 2
0.7308 Intermediate Similarity NPD6411 Approved
0.7264 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD1696 Phase 3
0.7207 Intermediate Similarity NPD5141 Approved
0.7156 Intermediate Similarity NPD5285 Approved
0.7156 Intermediate Similarity NPD5286 Approved
0.7156 Intermediate Similarity NPD4696 Approved
0.7115 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD6101 Approved
0.7105 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD5344 Discontinued
0.708 Intermediate Similarity NPD5697 Approved
0.7069 Intermediate Similarity NPD8297 Approved
0.7059 Intermediate Similarity NPD1694 Approved
0.7048 Intermediate Similarity NPD7838 Discovery
0.7048 Intermediate Similarity NPD6698 Approved
0.7048 Intermediate Similarity NPD46 Approved
0.7043 Intermediate Similarity NPD6371 Approved
0.7027 Intermediate Similarity NPD5225 Approved
0.7027 Intermediate Similarity NPD5224 Approved
0.7027 Intermediate Similarity NPD4633 Approved
0.7027 Intermediate Similarity NPD5226 Approved
0.7018 Intermediate Similarity NPD6881 Approved
0.7018 Intermediate Similarity NPD6899 Approved
0.7 Intermediate Similarity NPD6648 Approved
0.6983 Remote Similarity NPD6650 Approved
0.6983 Remote Similarity NPD6649 Approved
0.6981 Remote Similarity NPD6079 Approved
0.6972 Remote Similarity NPD4755 Approved
0.6964 Remote Similarity NPD5175 Approved
0.6964 Remote Similarity NPD5174 Approved
0.6957 Remote Similarity NPD6013 Approved
0.6957 Remote Similarity NPD6012 Approved
0.6957 Remote Similarity NPD6014 Approved
0.6937 Remote Similarity NPD5223 Approved
0.69 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6883 Approved
0.6897 Remote Similarity NPD7102 Approved
0.6897 Remote Similarity NPD4634 Approved
0.6897 Remote Similarity NPD7290 Approved
0.6897 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6885 Remote Similarity NPD8516 Approved
0.6885 Remote Similarity NPD8513 Phase 3
0.6885 Remote Similarity NPD8515 Approved
0.6885 Remote Similarity NPD8517 Approved
0.6881 Remote Similarity NPD5222 Approved
0.6881 Remote Similarity NPD5221 Approved
0.6881 Remote Similarity NPD5220 Clinical (unspecified phase)
0.687 Remote Similarity NPD6011 Approved
0.6864 Remote Similarity NPD4632 Approved
0.6847 Remote Similarity NPD4700 Approved
0.6842 Remote Similarity NPD5739 Approved
0.6842 Remote Similarity NPD6675 Approved
0.6842 Remote Similarity NPD6402 Approved
0.6842 Remote Similarity NPD7128 Approved
0.6838 Remote Similarity NPD6869 Approved
0.6838 Remote Similarity NPD8130 Phase 1
0.6838 Remote Similarity NPD6847 Approved
0.6838 Remote Similarity NPD6617 Approved
0.6827 Remote Similarity NPD3618 Phase 1
0.6822 Remote Similarity NPD7983 Approved
0.6818 Remote Similarity NPD5173 Approved
0.681 Remote Similarity NPD6373 Approved
0.681 Remote Similarity NPD6372 Approved
0.6803 Remote Similarity NPD6319 Approved
0.6792 Remote Similarity NPD5328 Approved
0.6783 Remote Similarity NPD5701 Approved
0.678 Remote Similarity NPD6882 Approved
0.6757 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6729 Remote Similarity NPD5785 Approved
0.6727 Remote Similarity NPD4697 Phase 3
0.6724 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6724 Remote Similarity NPD4730 Approved
0.6724 Remote Similarity NPD4729 Approved
0.6724 Remote Similarity NPD6686 Approved
0.6724 Remote Similarity NPD7320 Approved
0.6696 Remote Similarity NPD6008 Approved
0.6667 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD5284 Approved
0.6667 Remote Similarity NPD5279 Phase 3
0.6667 Remote Similarity NPD7260 Phase 2
0.6667 Remote Similarity NPD7902 Approved
0.6667 Remote Similarity NPD5281 Approved
0.6638 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5210 Approved
0.6636 Remote Similarity NPD4629 Approved
0.6614 Remote Similarity NPD8074 Phase 3
0.6613 Remote Similarity NPD6016 Approved
0.6613 Remote Similarity NPD6015 Approved
0.661 Remote Similarity NPD5248 Approved
0.661 Remote Similarity NPD5251 Approved
0.661 Remote Similarity NPD5250 Approved
0.661 Remote Similarity NPD5247 Approved
0.661 Remote Similarity NPD5249 Phase 3
0.6606 Remote Similarity NPD4202 Approved
0.6606 Remote Similarity NPD6399 Phase 3
0.6604 Remote Similarity NPD3573 Approved
0.6602 Remote Similarity NPD3667 Approved
0.6581 Remote Similarity NPD5128 Approved
0.6571 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6566 Remote Similarity NPD8264 Approved
0.656 Remote Similarity NPD6370 Approved
0.656 Remote Similarity NPD5988 Approved
0.6557 Remote Similarity NPD6009 Approved
0.6555 Remote Similarity NPD5216 Approved
0.6555 Remote Similarity NPD5215 Approved
0.6555 Remote Similarity NPD5217 Approved
0.6552 Remote Similarity NPD4768 Approved
0.6552 Remote Similarity NPD4767 Approved
0.6549 Remote Similarity NPD7640 Approved
0.6549 Remote Similarity NPD7639 Approved
0.6545 Remote Similarity NPD5282 Discontinued
0.6545 Remote Similarity NPD7748 Approved
0.6535 Remote Similarity NPD7507 Approved
0.6522 Remote Similarity NPD4754 Approved
0.6514 Remote Similarity NPD7515 Phase 2
0.6509 Remote Similarity NPD4519 Discontinued
0.6509 Remote Similarity NPD4623 Approved
0.6508 Remote Similarity NPD7604 Phase 2
0.65 Remote Similarity NPD6053 Discontinued
0.6496 Remote Similarity NPD6412 Phase 2
0.6486 Remote Similarity NPD5695 Phase 3
0.6481 Remote Similarity NPD4753 Phase 2
0.648 Remote Similarity NPD5983 Phase 2
0.6476 Remote Similarity NPD4786 Approved
0.6476 Remote Similarity NPD3666 Approved
0.6476 Remote Similarity NPD3133 Approved
0.6476 Remote Similarity NPD3665 Phase 1
0.6475 Remote Similarity NPD6274 Approved
0.6471 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5169 Approved
0.6471 Remote Similarity NPD5135 Approved
0.646 Remote Similarity NPD7638 Approved
0.6457 Remote Similarity NPD7492 Approved
0.6452 Remote Similarity NPD7101 Approved
0.6452 Remote Similarity NPD7100 Approved
0.6449 Remote Similarity NPD7524 Approved
0.6442 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6423 Remote Similarity NPD6317 Approved
0.6417 Remote Similarity NPD5127 Approved
0.6417 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6408 Remote Similarity NPD4695 Discontinued
0.6406 Remote Similarity NPD6616 Approved
0.64 Remote Similarity NPD6059 Approved
0.6396 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6396 Remote Similarity NPD7900 Approved
0.6389 Remote Similarity NPD4518 Approved
0.6385 Remote Similarity NPD7319 Approved
0.6378 Remote Similarity NPD8328 Phase 3
0.6372 Remote Similarity NPD6084 Phase 2
0.6372 Remote Similarity NPD6083 Phase 2
0.6371 Remote Similarity NPD6335 Approved
0.6371 Remote Similarity NPD6313 Approved
0.6371 Remote Similarity NPD6314 Approved
0.6357 Remote Similarity NPD7078 Approved
0.6356 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6355 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6355 Remote Similarity NPD5280 Approved
0.6355 Remote Similarity NPD5690 Phase 2
0.6355 Remote Similarity NPD4694 Approved
0.6349 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6349 Remote Similarity NPD7503 Approved
0.6321 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5696 Approved
0.6308 Remote Similarity NPD7736 Approved
0.6303 Remote Similarity NPD5168 Approved
0.6286 Remote Similarity NPD5209 Approved
0.6281 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6281 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6279 Remote Similarity NPD6336 Discontinued
0.6273 Remote Similarity NPD5207 Approved
0.6262 Remote Similarity NPD5363 Approved
0.626 Remote Similarity NPD5167 Approved
0.625 Remote Similarity NPD7829 Approved
0.625 Remote Similarity NPD7830 Approved
0.625 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6241 Remote Similarity NPD6845 Suspended
0.6238 Remote Similarity NPD8039 Approved
0.6226 Remote Similarity NPD6110 Phase 1
0.6226 Remote Similarity NPD6695 Phase 3
0.6216 Remote Similarity NPD5694 Approved
0.6216 Remote Similarity NPD7637 Suspended
0.621 Remote Similarity NPD6868 Approved
0.6204 Remote Similarity NPD5786 Approved
0.6182 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6182 Remote Similarity NPD1695 Approved
0.6168 Remote Similarity NPD3668 Phase 3
0.6168 Remote Similarity NPD6400 Clinical (unspecified phase)
0.614 Remote Similarity NPD7839 Suspended
0.6132 Remote Similarity NPD6435 Approved
0.6132 Remote Similarity NPD4221 Approved
0.6132 Remote Similarity NPD4223 Phase 3
0.6126 Remote Similarity NPD5692 Phase 3
0.6124 Remote Similarity NPD7642 Approved
0.6107 Remote Similarity NPD8293 Discontinued

Structure

External Identifiers

PubChem CID   637398
ChEMBL   CHEMBL447417
ZINC  

Physicochemical Properties

Molecular Weight:  262.12
ALogP:  -4.00E-04
MLogP:  2.67
XLogP:  -1.234
# Rotatable Bonds:  6
Polar Surface Area:  70.06
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  19

Download Data

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