Natural Product: NPC68848

Natural Product ID:  NPC68848
Common Name:   Caesalpinin E
IUPAC Name:   methyl (1S,4aR,5S,6aR,7S,11aS,11bS)-1,5-diacetyloxy-4a-hydroxy-4,4,11b-trimethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-7-carboxylate
Synonyms:   Caesalpinin E
Molecular Formula:   C25H34O8
Standard InCHIKey:  FSTCFKSVJSWZKZ-PPQOGKFUSA-N
Standard InCHI:  InChI=1S/C25H34O8/c1-13(26)32-19-7-9-23(3,4)25(29)20(33-14(2)27)11-16-17(24(19,25)5)12-18-15(8-10-31-18)21(16)22(28)30-6/h8,10,16-17,19-21,29H,7,9,11-12H2,1-6H3/t16-,17+,19+,20+,21-,24+,25-/m1/s1
Canonical SMILES:  COC(=O)[C@@H]1c2ccoc2C[C@H]2[C@H]1C[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
NPO26402 Caesalpinia crista Species Fabaceae Eukaryota Indonesia PMID[15921414]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 6500 nM 17685651

  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 NPC68848 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
0.9804 High Similarity NPC285567
0.9801 High Similarity NPC88007
0.9735 High Similarity NPC41880
0.9677 High Similarity NPC121995
0.9675 High Similarity NPC283209
0.9671 High Similarity NPC194499
0.9671 High Similarity NPC195954
0.961 High Similarity NPC188649
0.9548 High Similarity NPC288602
0.9548 High Similarity NPC88841
0.9545 High Similarity NPC287559
0.949 High Similarity NPC270312
0.9484 High Similarity NPC18986
0.9477 High Similarity NPC104736
0.9419 High Similarity NPC8389
0.9416 High Similarity NPC304692
0.9408 High Similarity NPC294511
0.9408 High Similarity NPC121615
0.9404 High Similarity NPC212257
0.9404 High Similarity NPC228842
0.9363 High Similarity NPC56358
0.9359 High Similarity NPC79571
0.9308 High Similarity NPC296558
0.929 High Similarity NPC7059
0.9205 High Similarity NPC71821
0.9182 High Similarity NPC277618
0.9167 High Similarity NPC81405
0.9108 High Similarity NPC140952
0.9108 High Similarity NPC474611
0.9085 High Similarity NPC125182
0.9085 High Similarity NPC69647
0.9079 High Similarity NPC255414
0.9074 High Similarity NPC294512
0.9057 High Similarity NPC472773
0.9057 High Similarity NPC476035
0.9057 High Similarity NPC475039
0.9057 High Similarity NPC14499
0.8994 High Similarity NPC472771
0.8961 High Similarity NPC211625
0.8957 High Similarity NPC475641
0.8957 High Similarity NPC475237
0.8951 High Similarity NPC160651
0.8951 High Similarity NPC291742
0.8944 High Similarity NPC86800
0.8944 High Similarity NPC475779
0.8938 High Similarity NPC469338
0.8938 High Similarity NPC292389
0.8917 High Similarity NPC264943
0.891 High Similarity NPC268905
0.8909 High Similarity NPC56953
0.8909 High Similarity NPC176413
0.8896 High Similarity NPC118086
0.8889 High Similarity NPC472774
0.8889 High Similarity NPC173516
0.8889 High Similarity NPC472775
0.8882 High Similarity NPC276735
0.8882 High Similarity NPC470940
0.8882 High Similarity NPC469849
0.8882 High Similarity NPC276551
0.8875 High Similarity NPC200782
0.8875 High Similarity NPC470792
0.8875 High Similarity NPC329938
0.8875 High Similarity NPC82851
0.8874 High Similarity NPC263337
0.8855 High Similarity NPC472665
0.8854 High Similarity NPC302054
0.8854 High Similarity NPC253201
0.8834 High Similarity NPC255787
0.8834 High Similarity NPC471397
0.8827 High Similarity NPC308156
0.8827 High Similarity NPC470875
0.8824 High Similarity NPC5676
0.882 High Similarity NPC477405
0.8805 High Similarity NPC299038
0.8805 High Similarity NPC469847
0.8805 High Similarity NPC472777
0.8805 High Similarity NPC472778
0.8805 High Similarity NPC470118
0.8805 High Similarity NPC167142
0.8805 High Similarity NPC472772
0.8805 High Similarity NPC472776
0.8797 High Similarity NPC92979
0.879 High Similarity NPC476201
0.879 High Similarity NPC472672
0.878 High Similarity NPC88593
0.8773 High Similarity NPC473753
0.8773 High Similarity NPC472282
0.8773 High Similarity NPC310572
0.8773 High Similarity NPC473766
0.8766 High Similarity NPC62799
0.8765 High Similarity NPC470182
0.8765 High Similarity NPC62692
0.8765 High Similarity NPC61967
0.8765 High Similarity NPC27541
0.8765 High Similarity NPC126984
0.8758 High Similarity NPC263432
0.8758 High Similarity NPC69028
0.875 High Similarity NPC475967
0.875 High Similarity NPC84349
0.875 High Similarity NPC121158
0.8734 High Similarity NPC237259
0.8734 High Similarity NPC114880
0.8734 High Similarity NPC98206
0.8734 High Similarity NPC34421
0.8734 High Similarity NPC282445
0.872 High Similarity NPC271235
0.8712 High Similarity NPC472141
0.8704 High Similarity NPC302369
0.8704 High Similarity NPC134254
0.8704 High Similarity NPC476197
0.8704 High Similarity NPC39986
0.8696 High Similarity NPC25255
0.8696 High Similarity NPC477402
0.8696 High Similarity NPC472653
0.869 High Similarity NPC11062
0.8688 High Similarity NPC197137
0.8688 High Similarity NPC249021
0.8679 High Similarity NPC75310
0.8679 High Similarity NPC296807
0.8679 High Similarity NPC155939
0.8679 High Similarity NPC469336
0.8679 High Similarity NPC141538
0.8679 High Similarity NPC476262
0.8675 High Similarity NPC202260
0.8671 High Similarity NPC33938
0.8671 High Similarity NPC246164
0.8671 High Similarity NPC469503
0.8667 High Similarity NPC470995
0.8662 High Similarity NPC470997
0.8659 High Similarity NPC41689
0.8654 High Similarity NPC19747
0.865 High Similarity NPC476858
0.865 High Similarity NPC472664
0.865 High Similarity NPC476857
0.865 High Similarity NPC476856
0.8642 High Similarity NPC471003
0.8642 High Similarity NPC470939
0.8642 High Similarity NPC193798
0.8636 High Similarity NPC251865
0.8634 High Similarity NPC472671
0.8634 High Similarity NPC477403
0.8634 High Similarity NPC475226
0.8634 High Similarity NPC123153
0.8634 High Similarity NPC307383
0.8625 High Similarity NPC469485
0.8616 High Similarity NPC178932
0.8608 High Similarity NPC18135
0.8599 High Similarity NPC234494
0.8598 High Similarity NPC97574
0.8598 High Similarity NPC93172
0.859 High Similarity NPC216755
0.8589 High Similarity NPC472139
0.858 High Similarity NPC472299
0.858 High Similarity NPC335761
0.8571 High Similarity NPC475066
0.8571 High Similarity NPC214495
0.8571 High Similarity NPC1408
0.8571 High Similarity NPC45101
0.8571 High Similarity NPC243577
0.8571 High Similarity NPC36655
0.8571 High Similarity NPC261597
0.8571 High Similarity NPC470119
0.8571 High Similarity NPC246841
0.8571 High Similarity NPC173544
0.8562 High Similarity NPC214541
0.8562 High Similarity NPC44675
0.8554 High Similarity NPC302392
0.8553 High Similarity NPC475777
0.8545 High Similarity NPC472651
0.8545 High Similarity NPC476853
0.8545 High Similarity NPC476861
0.8545 High Similarity NPC476850
0.8544 High Similarity NPC476122
0.8544 High Similarity NPC469335
0.8544 High Similarity NPC159927
0.8544 High Similarity NPC196864
0.8544 High Similarity NPC477404
0.8543 High Similarity NPC307401
0.8537 High Similarity NPC476860
0.8537 High Similarity NPC123088
0.8537 High Similarity NPC271657
0.8528 High Similarity NPC18347
0.8528 High Similarity NPC149896
0.8528 High Similarity NPC5079
0.8528 High Similarity NPC207978
0.8526 High Similarity NPC233763
0.8519 High Similarity NPC473368
0.8509 High Similarity NPC107646
0.85 High Similarity NPC30222
0.8497 Intermediate Similarity NPC67003
0.8497 Intermediate Similarity NPC148374
0.8494 Intermediate Similarity NPC472766
0.8494 Intermediate Similarity NPC472765
0.8494 Intermediate Similarity NPC472652
0.8491 Intermediate Similarity NPC119252
0.8491 Intermediate Similarity NPC272590
0.8491 Intermediate Similarity NPC116717
0.8485 Intermediate Similarity NPC23387
0.8481 Intermediate Similarity NPC470998
0.8481 Intermediate Similarity NPC472654

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC68848 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
0.8982 High Similarity NPD8434 Phase 2
0.8221 Intermediate Similarity NPD5760 Phase 2
0.8221 Intermediate Similarity NPD5761 Phase 2
0.814 Intermediate Similarity NPD6765 Approved
0.814 Intermediate Similarity NPD6764 Approved
0.8133 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.8038 Intermediate Similarity NPD4628 Phase 3
0.7955 Intermediate Similarity NPD6784 Approved
0.7955 Intermediate Similarity NPD6785 Approved
0.7853 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7848 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7798 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD7819 Suspended
0.7758 Intermediate Similarity NPD3226 Approved
0.7751 Intermediate Similarity NPD7075 Discontinued
0.775 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD7473 Discontinued
0.7727 Intermediate Similarity NPD6559 Discontinued
0.7719 Intermediate Similarity NPD8127 Discontinued
0.7711 Intermediate Similarity NPD6599 Discontinued
0.768 Intermediate Similarity NPD8404 Phase 2
0.7657 Intermediate Similarity NPD5844 Phase 1
0.7576 Intermediate Similarity NPD6273 Approved
0.7572 Intermediate Similarity NPD6232 Discontinued
0.756 Intermediate Similarity NPD7411 Suspended
0.7558 Intermediate Similarity NPD5494 Approved
0.7545 Intermediate Similarity NPD7458 Discontinued
0.7544 Intermediate Similarity NPD3749 Approved
0.7541 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD920 Approved
0.7529 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD3817 Phase 2
0.7515 Intermediate Similarity NPD37 Approved
0.7515 Intermediate Similarity NPD6801 Discontinued
0.7515 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6234 Discontinued
0.75 Intermediate Similarity NPD3818 Discontinued
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 NPD2393 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD6799 Approved
0.7444 Intermediate Similarity NPD8313 Approved
0.7444 Intermediate Similarity NPD8312 Approved
0.7425 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD7199 Phase 2
0.7412 Intermediate Similarity NPD1934 Approved
0.741 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD1471 Phase 3
0.7399 Intermediate Similarity NPD919 Approved
0.7396 Intermediate Similarity NPD4380 Phase 2
0.7394 Intermediate Similarity NPD7236 Approved
0.7384 Intermediate Similarity NPD3882 Suspended
0.7374 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD6099 Approved
0.7346 Intermediate Similarity NPD6100 Approved
0.7341 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.733 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD7097 Phase 1
0.7326 Intermediate Similarity NPD5402 Approved
0.7314 Intermediate Similarity NPD1247 Approved
0.7312 Intermediate Similarity NPD6355 Discontinued
0.7305 Intermediate Similarity NPD2532 Approved
0.7305 Intermediate Similarity NPD2534 Approved
0.7305 Intermediate Similarity NPD2533 Approved
0.7303 Intermediate Similarity NPD7228 Approved
0.7303 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD2346 Discontinued
0.7289 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD6166 Phase 2
0.7288 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD2799 Discontinued
0.7278 Intermediate Similarity NPD7239 Suspended
0.7273 Intermediate Similarity NPD7229 Phase 3
0.7273 Intermediate Similarity NPD3750 Approved
0.7267 Intermediate Similarity NPD1465 Phase 2
0.7267 Intermediate Similarity NPD2801 Approved
0.7246 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7243 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.724 Intermediate Similarity NPD7497 Discontinued
0.7239 Intermediate Similarity NPD2796 Approved
0.7238 Intermediate Similarity NPD7685 Pre-registration
0.7235 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD3764 Approved
0.7232 Intermediate Similarity NPD3926 Phase 2
0.7229 Intermediate Similarity NPD6190 Approved
0.7228 Intermediate Similarity NPD8150 Discontinued
0.7222 Intermediate Similarity NPD7074 Phase 3
0.7219 Intermediate Similarity NPD5403 Approved
0.7216 Intermediate Similarity NPD6959 Discontinued
0.7213 Intermediate Similarity NPD8407 Phase 2
0.7207 Intermediate Similarity NPD7799 Discontinued
0.7207 Intermediate Similarity NPD3751 Discontinued
0.7202 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD5401 Approved
0.7202 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD2344 Approved
0.7188 Intermediate Similarity NPD8032 Phase 2
0.7184 Intermediate Similarity NPD7768 Phase 2
0.7178 Intermediate Similarity NPD3748 Approved
0.717 Intermediate Similarity NPD7095 Approved
0.7169 Intermediate Similarity NPD8166 Discontinued
0.7169 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD4110 Phase 3
0.7169 Intermediate Similarity NPD7003 Approved
0.7168 Intermediate Similarity NPD8455 Phase 2
0.7167 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD7054 Approved
0.7161 Intermediate Similarity NPD1608 Approved
0.7152 Intermediate Similarity NPD1549 Phase 2
0.715 Intermediate Similarity NPD7435 Discontinued
0.7143 Intermediate Similarity NPD8368 Discontinued
0.7143 Intermediate Similarity NPD7240 Approved
0.7134 Intermediate Similarity NPD1551 Phase 2
0.7127 Intermediate Similarity NPD7472 Approved
0.7125 Intermediate Similarity NPD2313 Discontinued
0.7125 Intermediate Similarity NPD6798 Discontinued
0.7125 Intermediate Similarity NPD3268 Approved
0.7108 Intermediate Similarity NPD1243 Approved
0.7108 Intermediate Similarity NPD2800 Approved
0.7104 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD5762 Approved
0.7091 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD5763 Approved
0.7081 Intermediate Similarity NPD6233 Phase 2
0.7079 Intermediate Similarity NPD3787 Discontinued
0.7073 Intermediate Similarity NPD7033 Discontinued
0.7063 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD7251 Discontinued
0.7048 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD1511 Approved
0.7037 Intermediate Similarity NPD4140 Approved
0.7024 Intermediate Similarity NPD2309 Approved
0.7011 Intermediate Similarity NPD7808 Phase 3
0.7 Intermediate Similarity NPD6832 Phase 2
0.6995 Remote Similarity NPD6777 Approved
0.6995 Remote Similarity NPD6779 Approved
0.6995 Remote Similarity NPD6778 Approved
0.6995 Remote Similarity NPD6782 Approved
0.6995 Remote Similarity NPD6780 Approved
0.6995 Remote Similarity NPD6781 Approved
0.6995 Remote Similarity NPD6797 Phase 2
0.6995 Remote Similarity NPD6776 Approved
0.6994 Remote Similarity NPD230 Phase 1
0.6988 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6988 Remote Similarity NPD6002 Phase 3
0.6988 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6988 Remote Similarity NPD6004 Phase 3
0.6988 Remote Similarity NPD6005 Phase 3
0.6983 Remote Similarity NPD6808 Phase 2
0.697 Remote Similarity NPD4308 Phase 3
0.697 Remote Similarity NPD1510 Phase 2
0.6968 Remote Similarity NPD8435 Approved
0.6968 Remote Similarity NPD8361 Approved
0.6968 Remote Similarity NPD8360 Approved
0.6968 Remote Similarity NPD17 Approved
0.6959 Remote Similarity NPD1512 Approved
0.6952 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6943 Remote Similarity NPD8285 Discontinued
0.6943 Remote Similarity NPD3972 Approved
0.6935 Remote Similarity NPD7874 Approved
0.6935 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6933 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6932 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6928 Remote Similarity NPD2438 Suspended
0.6928 Remote Similarity NPD2935 Discontinued
0.6923 Remote Similarity NPD7177 Discontinued
0.6923 Remote Similarity NPD2354 Approved
0.6923 Remote Similarity NPD3887 Approved
0.6918 Remote Similarity NPD3266 Approved
0.6918 Remote Similarity NPD3267 Approved
0.6918 Remote Similarity NPD2797 Approved
0.6907 Remote Similarity NPD4107 Approved
0.6902 Remote Similarity NPD5953 Discontinued
0.6897 Remote Similarity NPD7028 Phase 2
0.6893 Remote Similarity NPD7058 Phase 2
0.6893 Remote Similarity NPD7057 Phase 3
0.689 Remote Similarity NPD447 Suspended
0.689 Remote Similarity NPD5735 Approved
0.6888 Remote Similarity NPD7697 Approved
0.6888 Remote Similarity NPD7696 Phase 3
0.6888 Remote Similarity NPD7698 Approved
0.6885 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6884 Remote Similarity NPD8151 Discontinued
0.6864 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6859 Remote Similarity NPD1778 Approved
0.6857 Remote Similarity NPD6386 Approved
0.6857 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6857 Remote Similarity NPD6385 Approved
0.6853 Remote Similarity NPD8320 Phase 1
0.6853 Remote Similarity NPD8319 Approved
0.6853 Remote Similarity NPD7870 Phase 2
0.6853 Remote Similarity NPD7871 Phase 2

Structure

External Identifiers

PubChem CID   11282647
ChEMBL   CHEMBL464355
ZINC  

Physicochemical Properties

Molecular Weight:  462.23
ALogP:  -0.3576
MLogP:  3.33
XLogP:  2.913
# Rotatable Bonds:  13
Polar Surface Area:  112.27
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  33

Download Data

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