Natural Product: NPC477402

Natural Product ID:  NPC477402
Common Name:   Domesticulide A
IUPAC Name:   methyl (2S)-2-[(1R,2R)-2-[(1S,4aS,8aS)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-4,6,7,8-tetrahydro-1H-isochromen-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]-2-hydroxyacetate
Synonyms:   Domesticulide A
Molecular Formula:   C27H34O8
Standard InCHIKey:  HNSYHVJTEKHNNS-ROVVEKJFSA-N
Standard InCHI:  InChI=1S/C27H34O8/c1-15-17(25(4)10-8-18(28)24(2,3)21(25)20(30)23(31)33-6)7-11-26(5)22(16-9-12-34-14-16)35-19(29)13-27(15,26)32/h8-10,12,14,17,20-22,30,32H,1,7,11,13H2,2-6H3/t17?,20-,21-,22-,25+,26-,27-/m0/s1
Canonical SMILES:  COC(=O)[C@H]([C@@H]1[C@](C)(C=CC(=O)C1(C)C)C1CC[C@@]2([C@](C1=C)(O)CC(=O)O[C@H]2c1cocc1)C)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
NPO20633 Lansium domesticum Species Meliaceae Eukaryota seeds PMID[19299148]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 > 20 ug/ml 19299148

  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 NPC477402 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
0.9801 High Similarity NPC477403
0.9675 High Similarity NPC470940
0.9675 High Similarity NPC276551
0.9673 High Similarity NPC69028
0.9669 High Similarity NPC469485
0.9613 High Similarity NPC470875
0.961 High Similarity NPC477405
0.961 High Similarity NPC292389
0.961 High Similarity NPC469338
0.9605 High Similarity NPC173544
0.9603 High Similarity NPC264943
0.9548 High Similarity NPC469849
0.9545 High Similarity NPC329938
0.9545 High Similarity NPC263432
0.9545 High Similarity NPC193798
0.949 High Similarity NPC471397
0.9481 High Similarity NPC25255
0.9477 High Similarity NPC45101
0.9427 High Similarity NPC173516
0.9427 High Similarity NPC472775
0.9427 High Similarity NPC472282
0.9427 High Similarity NPC472774
0.9423 High Similarity NPC476856
0.9423 High Similarity NPC476857
0.9423 High Similarity NPC123088
0.9423 High Similarity NPC476858
0.9359 High Similarity NPC472773
0.9351 High Similarity NPC36655
0.9351 High Similarity NPC261597
0.9346 High Similarity NPC469336
0.9346 High Similarity NPC214541
0.9346 High Similarity NPC281258
0.9346 High Similarity NPC44675
0.9304 High Similarity NPC476861
0.9304 High Similarity NPC476850
0.9304 High Similarity NPC476853
0.9295 High Similarity NPC5079
0.9295 High Similarity NPC472771
0.9295 High Similarity NPC82851
0.9281 High Similarity NPC178932
0.9245 High Similarity NPC160651
0.9241 High Similarity NPC23387
0.9236 High Similarity NPC234660
0.9236 High Similarity NPC51568
0.9226 High Similarity NPC472772
0.9226 High Similarity NPC249021
0.9226 High Similarity NPC472283
0.9216 High Similarity NPC44577
0.9177 High Similarity NPC476860
0.9172 High Similarity NPC200782
0.9167 High Similarity NPC237155
0.9167 High Similarity NPC475967
0.9161 High Similarity NPC60973
0.9141 High Similarity NPC478177
0.9136 High Similarity NPC471437
0.9119 High Similarity NPC475779
0.9114 High Similarity NPC198047
0.9114 High Similarity NPC224394
0.9114 High Similarity NPC39986
0.9114 High Similarity NPC302369
0.9114 High Similarity NPC663
0.9114 High Similarity NPC134254
0.9108 High Similarity NPC472653
0.9108 High Similarity NPC335761
0.9103 High Similarity NPC187149
0.9103 High Similarity NPC286722
0.9091 High Similarity NPC469503
0.9085 High Similarity NPC469335
0.9085 High Similarity NPC159927
0.9067 High Similarity NPC137295
0.9062 High Similarity NPC472651
0.9057 High Similarity NPC470182
0.9057 High Similarity NPC271657
0.9051 High Similarity NPC290400
0.9051 High Similarity NPC211777
0.9051 High Similarity NPC96443
0.9051 High Similarity NPC207978
0.9051 High Similarity NPC470939
0.9051 High Similarity NPC149896
0.9045 High Similarity NPC262872
0.9045 High Similarity NPC475295
0.9045 High Similarity NPC307383
0.9045 High Similarity NPC473473
0.9038 High Similarity NPC263265
0.9038 High Similarity NPC209364
0.9032 High Similarity NPC282445
0.9013 High Similarity NPC250228
0.9012 High Similarity NPC160818
0.9012 High Similarity NPC169299
0.9006 High Similarity NPC271235
0.9006 High Similarity NPC472652
0.8987 High Similarity NPC305016
0.8981 High Similarity NPC472776
0.8981 High Similarity NPC167142
0.8981 High Similarity NPC472777
0.8981 High Similarity NPC472778
0.8974 High Similarity NPC469850
0.8974 High Similarity NPC35000
0.8968 High Similarity NPC75906
0.8961 High Similarity NPC477404
0.8961 High Similarity NPC196864
0.8961 High Similarity NPC46551
0.8951 High Similarity NPC82602
0.8947 High Similarity NPC346
0.8944 High Similarity NPC473753
0.8944 High Similarity NPC473766
0.8931 High Similarity NPC18347
0.8931 High Similarity NPC117986
0.8917 High Similarity NPC126723
0.8917 High Similarity NPC107646
0.891 High Similarity NPC30222
0.891 High Similarity NPC57998
0.8902 High Similarity NPC94763
0.8902 High Similarity NPC236004
0.8889 High Similarity NPC470941
0.8889 High Similarity NPC472765
0.8889 High Similarity NPC472766
0.8882 High Similarity NPC149945
0.8882 High Similarity NPC478178
0.8882 High Similarity NPC121995
0.8875 High Similarity NPC88841
0.8875 High Similarity NPC288602
0.8868 High Similarity NPC475381
0.8868 High Similarity NPC191828
0.8868 High Similarity NPC470789
0.8861 High Similarity NPC197137
0.8861 High Similarity NPC299038
0.8854 High Similarity NPC92979
0.8846 High Similarity NPC476201
0.8827 High Similarity NPC100333
0.8827 High Similarity NPC472764
0.8824 High Similarity NPC262198
0.882 High Similarity NPC146991
0.8816 High Similarity NPC476944
0.8812 High Similarity NPC188649
0.8812 High Similarity NPC18986
0.8812 High Similarity NPC472767
0.8788 High Similarity NPC471632
0.878 High Similarity NPC159232
0.878 High Similarity NPC285227
0.8774 High Similarity NPC69647
0.8774 High Similarity NPC125182
0.8765 High Similarity NPC214600
0.8765 High Similarity NPC93172
0.8765 High Similarity NPC97574
0.8758 High Similarity NPC165218
0.8758 High Similarity NPC419
0.8758 High Similarity NPC476197
0.875 High Similarity NPC287559
0.8742 High Similarity NPC470118
0.8735 High Similarity NPC262386
0.8734 High Similarity NPC476262
0.8726 High Similarity NPC147168
0.8726 High Similarity NPC33938
0.872 High Similarity NPC470995
0.8718 High Similarity NPC476122
0.8712 High Similarity NPC478179
0.8696 High Similarity NPC68848
0.8693 High Similarity NPC86935
0.8693 High Similarity NPC142113
0.8688 High Similarity NPC473368
0.8688 High Similarity NPC472779
0.8675 High Similarity NPC90296
0.8675 High Similarity NPC469576
0.8662 High Similarity NPC272590
0.8662 High Similarity NPC18135
0.8659 High Similarity NPC296558
0.8654 High Similarity NPC195325
0.8654 High Similarity NPC472654
0.865 High Similarity NPC472141
0.8647 High Similarity NPC242068
0.8647 High Similarity NPC247563
0.8645 High Similarity NPC255414
0.8642 High Similarity NPC472139
0.8642 High Similarity NPC469846
0.8627 High Similarity NPC476946
0.8627 High Similarity NPC243577
0.8625 High Similarity NPC88007
0.8625 High Similarity NPC194499
0.8623 High Similarity NPC469633
0.8616 High Similarity NPC75310
0.8616 High Similarity NPC155939
0.8616 High Similarity NPC141538
0.8616 High Similarity NPC296807
0.8608 High Similarity NPC476940
0.8608 High Similarity NPC476939
0.86 High Similarity NPC310830
0.8599 High Similarity NPC470997
0.8598 High Similarity NPC476224
0.8598 High Similarity NPC270312
0.8589 High Similarity NPC261184
0.858 High Similarity NPC470792
0.858 High Similarity NPC470938
0.858 High Similarity NPC197596
0.858 High Similarity NPC6326
0.8571 High Similarity NPC474611
0.8571 High Similarity NPC475226
0.8571 High Similarity NPC472665
0.8562 High Similarity NPC121158
0.8562 High Similarity NPC204663

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477402 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
0.8698 High Similarity NPD8434 Phase 2
0.85 High Similarity NPD5760 Phase 2
0.85 High Similarity NPD5761 Phase 2
0.8293 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7874 Intermediate Similarity NPD6765 Approved
0.7874 Intermediate Similarity NPD6764 Approved
0.7697 Intermediate Similarity NPD6785 Approved
0.7697 Intermediate Similarity NPD6784 Approved
0.7692 Intermediate Similarity NPD7075 Discontinued
0.7619 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7571 Intermediate Similarity NPD6559 Discontinued
0.7531 Intermediate Similarity NPD4628 Phase 3
0.7456 Intermediate Similarity NPD6801 Discontinued
0.7449 Intermediate Similarity NPD8404 Phase 2
0.744 Intermediate Similarity NPD6599 Discontinued
0.7412 Intermediate Similarity NPD7819 Suspended
0.7391 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD3226 Approved
0.7368 Intermediate Similarity NPD5402 Approved
0.7363 Intermediate Similarity NPD8150 Discontinued
0.7317 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD7411 Suspended
0.7293 Intermediate Similarity NPD8313 Approved
0.7293 Intermediate Similarity NPD8312 Approved
0.7267 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD5403 Approved
0.7246 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD4380 Phase 2
0.7207 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD6799 Approved
0.7184 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD3749 Approved
0.7168 Intermediate Similarity NPD3817 Phase 2
0.716 Intermediate Similarity NPD920 Approved
0.7159 Intermediate Similarity NPD1247 Approved
0.7152 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD3818 Discontinued
0.7143 Intermediate Similarity NPD5401 Approved
0.7143 Intermediate Similarity NPD919 Approved
0.7135 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD6166 Phase 2
0.7134 Intermediate Similarity NPD1471 Phase 3
0.7134 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD3882 Suspended
0.7111 Intermediate Similarity NPD5844 Phase 1
0.711 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7102 Intermediate Similarity NPD5494 Approved
0.7095 Intermediate Similarity NPD7473 Discontinued
0.7056 Intermediate Similarity NPD7799 Discontinued
0.7056 Intermediate Similarity NPD3751 Discontinued
0.7052 Intermediate Similarity NPD1934 Approved
0.7049 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD2532 Approved
0.7041 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD2534 Approved
0.7041 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD2533 Approved
0.7039 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD2346 Discontinued
0.7024 Intermediate Similarity NPD7236 Approved
0.701 Intermediate Similarity NPD7435 Discontinued
0.6995 Remote Similarity NPD7251 Discontinued
0.6978 Remote Similarity NPD7074 Phase 3
0.6977 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6975 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6973 Remote Similarity NPD8407 Phase 2
0.697 Remote Similarity NPD6100 Approved
0.697 Remote Similarity NPD6099 Approved
0.6966 Remote Similarity NPD8127 Discontinued
0.6957 Remote Similarity NPD7808 Phase 3
0.6946 Remote Similarity NPD2800 Approved
0.694 Remote Similarity NPD6797 Phase 2
0.6927 Remote Similarity NPD6232 Discontinued
0.6923 Remote Similarity NPD7054 Approved
0.6923 Remote Similarity NPD643 Clinical (unspecified phase)
0.6919 Remote Similarity NPD7239 Suspended
0.6909 Remote Similarity NPD7033 Discontinued
0.6902 Remote Similarity NPD8368 Discontinued
0.6901 Remote Similarity NPD6273 Approved
0.6893 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6886 Remote Similarity NPD1549 Phase 2
0.6885 Remote Similarity NPD7472 Approved
0.6879 Remote Similarity NPD7458 Discontinued
0.6878 Remote Similarity NPD7907 Approved
0.6872 Remote Similarity NPD6959 Discontinued
0.6868 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6867 Remote Similarity NPD1551 Phase 2
0.6863 Remote Similarity NPD4111 Phase 1
0.6863 Remote Similarity NPD4665 Approved
0.6857 Remote Similarity NPD37 Approved
0.6856 Remote Similarity NPD6780 Approved
0.6856 Remote Similarity NPD6776 Approved
0.6856 Remote Similarity NPD6782 Approved
0.6856 Remote Similarity NPD6777 Approved
0.6856 Remote Similarity NPD6778 Approved
0.6856 Remote Similarity NPD6779 Approved
0.6856 Remote Similarity NPD6781 Approved
0.6852 Remote Similarity NPD3268 Approved
0.6836 Remote Similarity NPD4965 Approved
0.6836 Remote Similarity NPD4967 Phase 2
0.6836 Remote Similarity NPD4966 Approved
0.6833 Remote Similarity NPD3787 Discontinued
0.6829 Remote Similarity NPD6355 Discontinued
0.6826 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6826 Remote Similarity NPD5763 Approved
0.6826 Remote Similarity NPD5762 Approved
0.6826 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6825 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6818 Remote Similarity NPD2801 Approved
0.6811 Remote Similarity NPD7685 Pre-registration
0.6807 Remote Similarity NPD2799 Discontinued
0.6805 Remote Similarity NPD3750 Approved
0.68 Remote Similarity NPD7874 Approved
0.68 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6796 Remote Similarity NPD3926 Phase 2
0.6786 Remote Similarity NPD970 Clinical (unspecified phase)
0.6786 Remote Similarity NPD3057 Approved
0.6776 Remote Similarity NPD7228 Approved
0.6766 Remote Similarity NPD2796 Approved
0.676 Remote Similarity NPD6234 Discontinued
0.6751 Remote Similarity NPD7697 Approved
0.6751 Remote Similarity NPD7698 Approved
0.6751 Remote Similarity NPD7696 Phase 3
0.6748 Remote Similarity NPD2313 Discontinued
0.6746 Remote Similarity NPD1243 Approved
0.6744 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6742 Remote Similarity NPD7768 Phase 2
0.6737 Remote Similarity NPD8360 Approved
0.6737 Remote Similarity NPD8361 Approved
0.6728 Remote Similarity NPD6832 Phase 2
0.6727 Remote Similarity NPD447 Suspended
0.6726 Remote Similarity NPD6005 Phase 3
0.6726 Remote Similarity NPD6002 Phase 3
0.6726 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6726 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6726 Remote Similarity NPD2344 Approved
0.6726 Remote Similarity NPD6004 Phase 3
0.6723 Remote Similarity NPD1465 Phase 2
0.6718 Remote Similarity NPD8285 Discontinued
0.6717 Remote Similarity NPD7871 Phase 2
0.6717 Remote Similarity NPD7870 Phase 2
0.6717 Remote Similarity NPD8320 Phase 1
0.6717 Remote Similarity NPD8319 Approved
0.6708 Remote Similarity NPD5647 Approved
0.6706 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6705 Remote Similarity NPD1512 Approved
0.6703 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6701 Remote Similarity NPD3533 Approved
0.6701 Remote Similarity NPD2972 Approved
0.67 Remote Similarity NPD7701 Phase 2
0.6685 Remote Similarity NPD7199 Phase 2
0.6684 Remote Similarity NPD4107 Approved
0.6683 Remote Similarity NPD7801 Approved
0.6667 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2935 Discontinued
0.6667 Remote Similarity NPD2403 Approved
0.6667 Remote Similarity NPD6190 Approved
0.6649 Remote Similarity NPD8435 Approved
0.6648 Remote Similarity NPD5711 Approved
0.6648 Remote Similarity NPD5710 Approved
0.6646 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6646 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6629 Remote Similarity NPD8455 Phase 2
0.6616 Remote Similarity NPD2491 Approved
0.6615 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6607 Remote Similarity NPD4308 Phase 3
0.6607 Remote Similarity NPD1510 Phase 2
0.6607 Remote Similarity NPD3748 Approved
0.6603 Remote Similarity NPD9092 Discovery
0.6601 Remote Similarity NPD7783 Phase 2
0.6601 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6598 Remote Similarity NPD6534 Approved
0.6598 Remote Similarity NPD6535 Approved
0.6595 Remote Similarity NPD2163 Approved
0.659 Remote Similarity NPD1511 Approved
0.6588 Remote Similarity NPD2424 Discontinued
0.6587 Remote Similarity NPD6651 Approved
0.6587 Remote Similarity NPD6653 Approved
0.6585 Remote Similarity NPD7095 Approved
0.6582 Remote Similarity NPD7700 Phase 2
0.6582 Remote Similarity NPD7699 Phase 2
0.6571 Remote Similarity NPD6980 Clinical (unspecified phase)
0.657 Remote Similarity NPD2309 Approved
0.6566 Remote Similarity NPD4482 Phase 3
0.6562 Remote Similarity NPD1608 Approved
0.6562 Remote Similarity NPD9717 Approved
0.6559 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6557 Remote Similarity NPD6808 Phase 2
0.6557 Remote Similarity NPD7229 Phase 3
0.6556 Remote Similarity NPD7058 Phase 2
0.6556 Remote Similarity NPD7057 Phase 3
0.6548 Remote Similarity NPD7097 Phase 1
0.6545 Remote Similarity NPD6798 Discontinued
0.6545 Remote Similarity NPD3764 Approved
0.6545 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6545 Remote Similarity NPD1699 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   49799802
ChEMBL   CHEMBL1173374
ZINC  

Physicochemical Properties

Molecular Weight:  486.23
ALogP:  0.5118
MLogP:  3.55
XLogP:  1.118
# Rotatable Bonds:  12
Polar Surface Area:  123.27
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  35

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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