Natural Product: NPC188649

Natural Product ID:  NPC188649
Common Name:   Caesalmin F
IUPAC Name:   [(1S,4aR,5S,6R,7S,11aS,11bS)-5,6-diacetyloxy-4a-hydroxy-7-methoxy-4,4,7,11b-tetramethyl-1,2,3,5,6,6a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-1-yl] acetate
Synonyms:   caesalmin F
Molecular Formula:   C27H38O9
Standard InCHIKey:  CJTOTGKHOAAHOA-ATLKIAQOSA-N
Standard InCHI:  InChI=1S/C27H38O9/c1-14(28)34-20-9-11-24(4,5)27(31)23(36-16(3)30)22(35-15(2)29)21-18(25(20,27)6)13-19-17(10-12-33-19)26(21,7)32-8/h10,12,18,20-23,31H,9,11,13H2,1-8H3/t18-,20-,21?,22+,23-,25-,26+,27+/m0/s1
Canonical SMILES:  CO[C@]1(C)c2ccoc2C[C@H]2C1[C@@H](OC(=O)C)[C@H](OC(=O)C)[C@@]1([C@]2(C)[C@H](CCC1(C)C)OC(=O)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
NPO14392 Caesalpinia minax Species Fabaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT336 Organism Human parainfluenza virus 3 Human parainfluenza virus 3 IC50 = 7.8 ug/ml 11678648

  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 NPC188649 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
0.9934 High Similarity NPC288602
0.9934 High Similarity NPC88841
0.9671 High Similarity NPC88007
0.961 High Similarity NPC68848
0.9554 High Similarity NPC296558
0.9551 High Similarity NPC121995
0.9542 High Similarity NPC195954
0.9542 High Similarity NPC194499
0.949 High Similarity NPC270312
0.9484 High Similarity NPC18986
0.9423 High Similarity NPC285567
0.9419 High Similarity NPC287559
0.9363 High Similarity NPC56358
0.9355 High Similarity NPC474611
0.9351 High Similarity NPC41880
0.9299 High Similarity NPC283209
0.9295 High Similarity NPC8389
0.9281 High Similarity NPC121615
0.9281 High Similarity NPC294511
0.9276 High Similarity NPC228842
0.9276 High Similarity NPC212257
0.9236 High Similarity NPC79571
0.9211 High Similarity NPC211625
0.9193 High Similarity NPC294512
0.9177 High Similarity NPC472773
0.9167 High Similarity NPC81405
0.9167 High Similarity NPC7059
0.9114 High Similarity NPC82851
0.9114 High Similarity NPC472771
0.9114 High Similarity NPC200782
0.9108 High Similarity NPC140952
0.9103 High Similarity NPC104736
0.9079 High Similarity NPC71821
0.9074 High Similarity NPC475641
0.9074 High Similarity NPC475237
0.9068 High Similarity NPC160651
0.9062 High Similarity NPC277618
0.9062 High Similarity NPC86800
0.9057 High Similarity NPC292389
0.9057 High Similarity NPC469338
0.9045 High Similarity NPC472778
0.9045 High Similarity NPC299038
0.9045 High Similarity NPC304692
0.9045 High Similarity NPC472776
0.9045 High Similarity NPC472777
0.9038 High Similarity NPC264943
0.9032 High Similarity NPC476201
0.9024 High Similarity NPC56953
0.9024 High Similarity NPC176413
0.9006 High Similarity NPC472774
0.9006 High Similarity NPC173516
0.9006 High Similarity NPC472775
0.9 High Similarity NPC276735
0.9 High Similarity NPC276551
0.9 High Similarity NPC470182
0.9 High Similarity NPC470940
0.9 High Similarity NPC469849
0.8994 High Similarity NPC329938
0.8987 High Similarity NPC475967
0.8974 High Similarity NPC282445
0.8974 High Similarity NPC114880
0.8961 High Similarity NPC69647
0.8961 High Similarity NPC125182
0.8954 High Similarity NPC255414
0.8951 High Similarity NPC271235
0.8951 High Similarity NPC471397
0.8951 High Similarity NPC291742
0.8944 High Similarity NPC472141
0.8944 High Similarity NPC470875
0.8944 High Similarity NPC475779
0.8938 High Similarity NPC134254
0.8938 High Similarity NPC477405
0.8938 High Similarity NPC39986
0.8938 High Similarity NPC302369
0.8931 High Similarity NPC472653
0.8924 High Similarity NPC472772
0.8924 High Similarity NPC249021
0.8924 High Similarity NPC167142
0.8917 High Similarity NPC476262
0.891 High Similarity NPC469503
0.8896 High Similarity NPC19747
0.8889 High Similarity NPC473766
0.8889 High Similarity NPC62799
0.8889 High Similarity NPC472282
0.8889 High Similarity NPC473753
0.8875 High Similarity NPC263432
0.8875 High Similarity NPC69028
0.8868 High Similarity NPC307383
0.8855 High Similarity NPC472665
0.8846 High Similarity NPC18135
0.8834 High Similarity NPC255787
0.8827 High Similarity NPC308156
0.8827 High Similarity NPC97574
0.8827 High Similarity NPC93172
0.882 High Similarity NPC476197
0.882 High Similarity NPC475039
0.882 High Similarity NPC476035
0.882 High Similarity NPC472139
0.882 High Similarity NPC14499
0.8812 High Similarity NPC25255
0.8812 High Similarity NPC477402
0.8812 High Similarity NPC335761
0.8805 High Similarity NPC36655
0.8805 High Similarity NPC45101
0.8805 High Similarity NPC261597
0.8797 High Similarity NPC214541
0.8797 High Similarity NPC469336
0.8797 High Similarity NPC44675
0.8797 High Similarity NPC75310
0.879 High Similarity NPC268905
0.8782 High Similarity NPC476122
0.878 High Similarity NPC118086
0.878 High Similarity NPC470995
0.878 High Similarity NPC302392
0.8773 High Similarity NPC472651
0.8765 High Similarity NPC476857
0.8765 High Similarity NPC271657
0.8765 High Similarity NPC476856
0.8765 High Similarity NPC476858
0.8758 High Similarity NPC5079
0.8758 High Similarity NPC470792
0.8758 High Similarity NPC207978
0.8758 High Similarity NPC18347
0.8758 High Similarity NPC470939
0.8758 High Similarity NPC149896
0.8758 High Similarity NPC193798
0.875 High Similarity NPC263337
0.875 High Similarity NPC475226
0.875 High Similarity NPC477403
0.8742 High Similarity NPC469485
0.8742 High Similarity NPC107646
0.8734 High Similarity NPC178932
0.8734 High Similarity NPC253201
0.8734 High Similarity NPC302054
0.8734 High Similarity NPC30222
0.872 High Similarity NPC472652
0.8704 High Similarity NPC51568
0.8704 High Similarity NPC469846
0.8704 High Similarity NPC234660
0.8701 High Similarity NPC5676
0.8696 High Similarity NPC475381
0.8688 High Similarity NPC286722
0.8688 High Similarity NPC187149
0.8688 High Similarity NPC173544
0.8679 High Similarity NPC35000
0.8671 High Similarity NPC472672
0.8671 High Similarity NPC475777
0.8667 High Similarity NPC82602
0.8662 High Similarity NPC469335
0.8662 High Similarity NPC159927
0.8662 High Similarity NPC477404
0.8662 High Similarity NPC196864
0.8659 High Similarity NPC476850
0.8659 High Similarity NPC476853
0.8659 High Similarity NPC476861
0.8659 High Similarity NPC310572
0.8655 High Similarity NPC472663
0.8655 High Similarity NPC472662
0.865 High Similarity NPC123088
0.865 High Similarity NPC61967
0.865 High Similarity NPC472664
0.865 High Similarity NPC62692
0.865 High Similarity NPC126984
0.865 High Similarity NPC476860
0.865 High Similarity NPC27541
0.865 High Similarity NPC261184
0.8642 High Similarity NPC211777
0.8636 High Similarity NPC84479
0.8634 High Similarity NPC84349
0.8634 High Similarity NPC473473
0.8634 High Similarity NPC123153
0.8634 High Similarity NPC475295
0.8627 High Similarity NPC121158
0.8625 High Similarity NPC209364
0.8625 High Similarity NPC126723
0.8623 High Similarity NPC236004
0.8623 High Similarity NPC469576
0.8623 High Similarity NPC94763
0.8616 High Similarity NPC98206
0.8616 High Similarity NPC237259
0.8616 High Similarity NPC34421
0.8606 High Similarity NPC472766
0.8606 High Similarity NPC472765
0.8599 High Similarity NPC472654
0.8599 High Similarity NPC195325
0.8598 High Similarity NPC23387
0.859 High Similarity NPC470941
0.859 High Similarity NPC221809
0.8589 High Similarity NPC198047
0.8589 High Similarity NPC165218
0.8581 High Similarity NPC41182
0.858 High Similarity NPC472299
0.858 High Similarity NPC470789
0.858 High Similarity NPC11062
0.8571 High Similarity NPC205071
0.8571 High Similarity NPC472283
0.8571 High Similarity NPC64568
0.8571 High Similarity NPC469633
0.8571 High Similarity NPC476946
0.8571 High Similarity NPC470118

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC188649 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
0.8869 High Similarity NPD8434 Phase 2
0.8447 Intermediate Similarity NPD5760 Phase 2
0.8447 Intermediate Similarity NPD5761 Phase 2
0.8242 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7819 Suspended
0.7964 Intermediate Similarity NPD7075 Discontinued
0.7931 Intermediate Similarity NPD6764 Approved
0.7931 Intermediate Similarity NPD6765 Approved
0.7931 Intermediate Similarity NPD6559 Discontinued
0.7927 Intermediate Similarity NPD6599 Discontinued
0.7925 Intermediate Similarity NPD4628 Phase 3
0.7853 Intermediate Similarity NPD920 Approved
0.7849 Intermediate Similarity NPD7473 Discontinued
0.7831 Intermediate Similarity NPD6801 Discontinued
0.7798 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7765 Intermediate Similarity NPD5494 Approved
0.7753 Intermediate Similarity NPD6785 Approved
0.7753 Intermediate Similarity NPD6784 Approved
0.7753 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7751 Intermediate Similarity NPD3749 Approved
0.7738 Intermediate Similarity NPD3817 Phase 2
0.7701 Intermediate Similarity NPD3818 Discontinued
0.768 Intermediate Similarity NPD8404 Phase 2
0.7679 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD6232 Discontinued
0.7669 Intermediate Similarity NPD6799 Approved
0.7665 Intermediate Similarity NPD7411 Suspended
0.7657 Intermediate Similarity NPD5844 Phase 1
0.7651 Intermediate Similarity NPD3226 Approved
0.7637 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7633 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7625 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD1934 Approved
0.7616 Intermediate Similarity NPD8127 Discontinued
0.7605 Intermediate Similarity NPD4380 Phase 2
0.7602 Intermediate Similarity NPD919 Approved
0.7588 Intermediate Similarity NPD3882 Suspended
0.7544 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7542 Intermediate Similarity NPD8313 Approved
0.7542 Intermediate Similarity NPD8312 Approved
0.7531 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD5402 Approved
0.7515 Intermediate Similarity NPD37 Approved
0.7515 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD2532 Approved
0.7515 Intermediate Similarity NPD2534 Approved
0.7515 Intermediate Similarity NPD2533 Approved
0.7514 Intermediate Similarity NPD6959 Discontinued
0.75 Intermediate Similarity NPD6234 Discontinued
0.75 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD6166 Phase 2
0.7486 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD4965 Approved
0.7485 Intermediate Similarity NPD4966 Approved
0.7485 Intermediate Similarity NPD4967 Phase 2
0.7485 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD2801 Approved
0.747 Intermediate Similarity NPD6273 Approved
0.7453 Intermediate Similarity NPD2796 Approved
0.744 Intermediate Similarity NPD7458 Discontinued
0.7425 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7425 Intermediate Similarity NPD5403 Approved
0.7423 Intermediate Similarity NPD2800 Approved
0.7418 Intermediate Similarity NPD8150 Discontinued
0.7416 Intermediate Similarity NPD7074 Phase 3
0.7414 Intermediate Similarity NPD7199 Phase 2
0.7414 Intermediate Similarity NPD1247 Approved
0.741 Intermediate Similarity NPD5401 Approved
0.741 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD2346 Discontinued
0.7391 Intermediate Similarity NPD2799 Discontinued
0.7386 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7384 Intermediate Similarity NPD7768 Phase 2
0.7374 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD1465 Phase 2
0.7362 Intermediate Similarity NPD1549 Phase 2
0.736 Intermediate Similarity NPD7054 Approved
0.736 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD6099 Approved
0.7346 Intermediate Similarity NPD6100 Approved
0.7346 Intermediate Similarity NPD1551 Phase 2
0.7337 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.733 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.733 Intermediate Similarity NPD3926 Phase 2
0.7318 Intermediate Similarity NPD7472 Approved
0.7317 Intermediate Similarity NPD1243 Approved
0.7308 Intermediate Similarity NPD8407 Phase 2
0.7303 Intermediate Similarity NPD7799 Discontinued
0.7303 Intermediate Similarity NPD7228 Approved
0.7303 Intermediate Similarity NPD3751 Discontinued
0.7301 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD1471 Phase 3
0.7293 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD7236 Approved
0.7273 Intermediate Similarity NPD3787 Discontinued
0.7273 Intermediate Similarity NPD7229 Phase 3
0.7273 Intermediate Similarity NPD3750 Approved
0.7256 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD1511 Approved
0.724 Intermediate Similarity NPD7435 Discontinued
0.7238 Intermediate Similarity NPD7251 Discontinued
0.7238 Intermediate Similarity NPD8368 Discontinued
0.7235 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD2313 Discontinued
0.7215 Intermediate Similarity NPD6832 Phase 2
0.7207 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD6355 Discontinued
0.7198 Intermediate Similarity NPD7808 Phase 3
0.7195 Intermediate Similarity NPD2344 Approved
0.7182 Intermediate Similarity NPD6797 Phase 2
0.7178 Intermediate Similarity NPD1510 Phase 2
0.7178 Intermediate Similarity NPD3748 Approved
0.7178 Intermediate Similarity NPD7033 Discontinued
0.7176 Intermediate Similarity NPD7239 Suspended
0.716 Intermediate Similarity NPD1512 Approved
0.715 Intermediate Similarity NPD7497 Discontinued
0.7143 Intermediate Similarity NPD7240 Approved
0.7143 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7685 Pre-registration
0.7134 Intermediate Similarity NPD2935 Discontinued
0.7126 Intermediate Similarity NPD6190 Approved
0.7125 Intermediate Similarity NPD3764 Approved
0.7117 Intermediate Similarity NPD7097 Phase 1
0.7099 Intermediate Similarity NPD447 Suspended
0.7083 Intermediate Similarity NPD6780 Approved
0.7083 Intermediate Similarity NPD6776 Approved
0.7083 Intermediate Similarity NPD6781 Approved
0.7083 Intermediate Similarity NPD6777 Approved
0.7083 Intermediate Similarity NPD6778 Approved
0.7083 Intermediate Similarity NPD6779 Approved
0.7083 Intermediate Similarity NPD6782 Approved
0.7081 Intermediate Similarity NPD8032 Phase 2
0.7072 Intermediate Similarity NPD7286 Phase 2
0.7069 Intermediate Similarity NPD8455 Phase 2
0.7066 Intermediate Similarity NPD4110 Phase 3
0.7066 Intermediate Similarity NPD8166 Discontinued
0.7066 Intermediate Similarity NPD7003 Approved
0.7066 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD7095 Approved
0.7059 Intermediate Similarity NPD8435 Approved
0.7059 Intermediate Similarity NPD8361 Approved
0.7059 Intermediate Similarity NPD8360 Approved
0.7055 Intermediate Similarity NPD1607 Approved
0.7055 Intermediate Similarity NPD6651 Approved
0.7051 Intermediate Similarity NPD1608 Approved
0.7037 Intermediate Similarity NPD1240 Approved
0.7024 Intermediate Similarity NPD2309 Approved
0.702 Intermediate Similarity NPD7874 Approved
0.702 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD3268 Approved
0.7019 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD6798 Discontinued
0.701 Intermediate Similarity NPD7907 Approved
0.6995 Remote Similarity NPD5953 Discontinued
0.6994 Remote Similarity NPD230 Phase 1
0.6988 Remote Similarity NPD5763 Approved
0.6988 Remote Similarity NPD5762 Approved
0.6983 Remote Similarity NPD5711 Approved
0.6983 Remote Similarity NPD5710 Approved
0.6975 Remote Similarity NPD6233 Phase 2
0.6974 Remote Similarity NPD7697 Approved
0.6974 Remote Similarity NPD7696 Phase 3
0.6974 Remote Similarity NPD7698 Approved
0.697 Remote Similarity NPD8151 Discontinued
0.697 Remote Similarity NPD4308 Phase 3
0.6964 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6959 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6943 Remote Similarity NPD8285 Discontinued
0.6939 Remote Similarity NPD7871 Phase 2
0.6939 Remote Similarity NPD8320 Phase 1
0.6939 Remote Similarity NPD8319 Approved
0.6939 Remote Similarity NPD7870 Phase 2
0.6933 Remote Similarity NPD4140 Approved
0.6927 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6823 Phase 2
0.6919 Remote Similarity NPD7701 Phase 2
0.6918 Remote Similarity NPD2797 Approved
0.6912 Remote Similarity NPD4111 Phase 1
0.6912 Remote Similarity NPD4665 Approved
0.6906 Remote Similarity NPD2403 Approved
0.69 Remote Similarity NPD7783 Phase 2
0.69 Remote Similarity NPD7782 Clinical (unspecified phase)
0.69 Remote Similarity NPD7801 Approved
0.689 Remote Similarity NPD1899 Clinical (unspecified phase)
0.689 Remote Similarity NPD1933 Approved
0.6889 Remote Similarity NPD6808 Phase 2
0.6886 Remote Similarity NPD6005 Phase 3
0.6886 Remote Similarity NPD6002 Phase 3
0.6886 Remote Similarity NPD6004 Phase 3
0.6886 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6886 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6878 Remote Similarity NPD4287 Approved
0.6875 Remote Similarity NPD2798 Approved

Structure

External Identifiers

PubChem CID   44567182
ChEMBL   CHEMBL464488
ZINC  

Physicochemical Properties

Molecular Weight:  506.25
ALogP:  -0.5085
MLogP:  3.44
XLogP:  3.156
# Rotatable Bonds:  16
Polar Surface Area:  121.5
# H-Bond Aceptor:  8
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  36

Download Data

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