Natural Product: NPC194499

Natural Product ID:  NPC194499
Common Name:   Bonducellpin G
IUPAC Name:   [(1S,4aR,5S,6R,6aR,11aS,11bS)-5-acetyloxy-4a,6-dihydroxy-4,4,11b-trimethyl-7-methylidene-1,2,3,5,6,6a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-1-yl] acetate
Synonyms:   Bonducellpin G
Molecular Formula:   C24H32O7
Standard InCHIKey:  IHXOABPCUNFFPZ-FRZBIBBKSA-N
Standard InCHI:  InChI=1S/C24H32O7/c1-12-15-8-10-29-17(15)11-16-19(12)20(27)21(31-14(3)26)24(28)22(4,5)9-7-18(23(16,24)6)30-13(2)25/h8,10,16,18-21,27-28H,1,7,9,11H2,2-6H3/t16-,18-,19-,20+,21-,23-,24+/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1CCC([C@]2([C@@]1(C)[C@H]1Cc3occc3C(=C)[C@@H]1[C@H]([C@@H]2OC(=O)C)O)O)(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
NPO29844 Caesalpinia bonduc Species Fabaceae Eukaryota seed kernels Amphur Sanamchaikate, Chachoengsao Province, Thailand 2005-JUN PMID[17848088]
NPO11853 Eucalyptus froggattii Species Myrtaceae Eukaryota UNPD*
NPO13248 Pistacia mexicana Species Anacardiaceae Eukaryota UNPD*
NPO7886 Eria tomentosa Species Orchidaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 3800 nM 17848088

  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 NPC194499 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
0.9866 High Similarity NPC88007
0.9733 High Similarity NPC195954
0.973 High Similarity NPC294511
0.973 High Similarity NPC121615
0.9671 High Similarity NPC68848
0.9671 High Similarity NPC79571
0.9608 High Similarity NPC283209
0.9605 High Similarity NPC8389
0.9595 High Similarity NPC228842
0.9595 High Similarity NPC212257
0.9542 High Similarity NPC18986
0.9542 High Similarity NPC188649
0.9484 High Similarity NPC121995
0.9481 High Similarity NPC285567
0.9481 High Similarity NPC288602
0.9481 High Similarity NPC88841
0.9474 High Similarity NPC7059
0.9408 High Similarity NPC41880
0.9396 High Similarity NPC125182
0.9396 High Similarity NPC69647
0.9392 High Similarity NPC71821
0.9363 High Similarity NPC296558
0.9359 High Similarity NPC277618
0.9351 High Similarity NPC287559
0.9346 High Similarity NPC304692
0.9286 High Similarity NPC474611
0.9281 High Similarity NPC104736
0.9262 High Similarity NPC255414
0.9177 High Similarity NPC270312
0.9172 High Similarity NPC56358
0.9128 High Similarity NPC5676
0.9119 High Similarity NPC255787
0.9062 High Similarity NPC118086
0.9057 High Similarity NPC310572
0.9054 High Similarity NPC263337
0.9038 High Similarity NPC140952
0.9026 High Similarity NPC34421
0.9026 High Similarity NPC98206
0.9026 High Similarity NPC253201
0.9026 High Similarity NPC237259
0.9026 High Similarity NPC302054
0.9013 High Similarity NPC211625
0.9006 High Similarity NPC475641
0.9006 High Similarity NPC475237
0.9 High Similarity NPC291742
0.8994 High Similarity NPC308156
0.8987 High Similarity NPC472773
0.8987 High Similarity NPC476035
0.8987 High Similarity NPC475039
0.8987 High Similarity NPC14499
0.8974 High Similarity NPC81405
0.8961 High Similarity NPC472672
0.8961 High Similarity NPC268905
0.8926 High Similarity NPC121158
0.8924 High Similarity NPC470792
0.8924 High Similarity NPC200782
0.8924 High Similarity NPC472771
0.8917 High Similarity NPC84349
0.8917 High Similarity NPC475967
0.8903 High Similarity NPC114880
0.8889 High Similarity NPC294512
0.8882 High Similarity NPC216755
0.8875 High Similarity NPC475779
0.8854 High Similarity NPC299038
0.8854 High Similarity NPC472776
0.8854 High Similarity NPC472778
0.8854 High Similarity NPC472777
0.8851 High Similarity NPC202260
0.8848 High Similarity NPC11062
0.8846 High Similarity NPC141538
0.8846 High Similarity NPC155939
0.8846 High Similarity NPC92979
0.8846 High Similarity NPC296807
0.8839 High Similarity NPC33938
0.8831 High Similarity NPC470997
0.8827 High Similarity NPC470995
0.882 High Similarity NPC472774
0.882 High Similarity NPC41689
0.882 High Similarity NPC472775
0.8812 High Similarity NPC62692
0.8812 High Similarity NPC61967
0.8812 High Similarity NPC27541
0.8812 High Similarity NPC126984
0.8812 High Similarity NPC276551
0.8805 High Similarity NPC82851
0.8797 High Similarity NPC472671
0.8797 High Similarity NPC123153
0.8792 High Similarity NPC67003
0.8766 High Similarity NPC234494
0.8765 High Similarity NPC271235
0.8765 High Similarity NPC160651
0.8765 High Similarity NPC471397
0.8758 High Similarity NPC470875
0.8758 High Similarity NPC471174
0.8758 High Similarity NPC286038
0.8758 High Similarity NPC86800
0.875 High Similarity NPC302369
0.875 High Similarity NPC477405
0.875 High Similarity NPC39986
0.875 High Similarity NPC292389
0.875 High Similarity NPC134254
0.875 High Similarity NPC469338
0.8742 High Similarity NPC243577
0.8742 High Similarity NPC472299
0.8742 High Similarity NPC335761
0.8734 High Similarity NPC472772
0.8734 High Similarity NPC475066
0.8734 High Similarity NPC214495
0.8734 High Similarity NPC470119
0.8727 High Similarity NPC176413
0.8727 High Similarity NPC56953
0.8726 High Similarity NPC75310
0.8726 High Similarity NPC264943
0.8718 High Similarity NPC476201
0.8718 High Similarity NPC246164
0.8718 High Similarity NPC469503
0.8716 High Similarity NPC307401
0.8712 High Similarity NPC88593
0.8704 High Similarity NPC173516
0.8704 High Similarity NPC472282
0.8701 High Similarity NPC66991
0.8701 High Similarity NPC19747
0.8701 High Similarity NPC471007
0.8696 High Similarity NPC276735
0.8696 High Similarity NPC470182
0.8696 High Similarity NPC470940
0.8696 High Similarity NPC469849
0.8693 High Similarity NPC62799
0.8688 High Similarity NPC69028
0.8688 High Similarity NPC471003
0.8688 High Similarity NPC5079
0.8688 High Similarity NPC329938
0.8688 High Similarity NPC263432
0.8684 High Similarity NPC251865
0.8679 High Similarity NPC475226
0.8679 High Similarity NPC307383
0.8675 High Similarity NPC472665
0.8662 High Similarity NPC282445
0.8662 High Similarity NPC178932
0.8645 High Similarity NPC472654
0.8645 High Similarity NPC470998
0.8642 High Similarity NPC472141
0.8642 High Similarity NPC93172
0.8642 High Similarity NPC97574
0.8634 High Similarity NPC51568
0.8634 High Similarity NPC234660
0.8625 High Similarity NPC470789
0.8625 High Similarity NPC472653
0.8625 High Similarity NPC477402
0.8616 High Similarity NPC197137
0.8616 High Similarity NPC470118
0.8616 High Similarity NPC261597
0.8616 High Similarity NPC249021
0.8616 High Similarity NPC45101
0.8616 High Similarity NPC167142
0.8608 High Similarity NPC476262
0.8608 High Similarity NPC214541
0.8608 High Similarity NPC44675
0.8608 High Similarity NPC35000
0.8608 High Similarity NPC469336
0.86 High Similarity NPC100913
0.86 High Similarity NPC275592
0.8599 High Similarity NPC48671
0.8599 High Similarity NPC475777
0.8598 High Similarity NPC302392
0.859 High Similarity NPC196846
0.8589 High Similarity NPC473753
0.8589 High Similarity NPC472651
0.8589 High Similarity NPC473766
0.8581 High Similarity NPC476947
0.858 High Similarity NPC476857
0.858 High Similarity NPC261184
0.858 High Similarity NPC476856
0.858 High Similarity NPC271657
0.858 High Similarity NPC476858
0.8571 High Similarity NPC207978
0.8571 High Similarity NPC18347
0.8571 High Similarity NPC149896
0.8562 High Similarity NPC472823
0.8553 High Similarity NPC107646
0.8544 High Similarity NPC30222
0.8543 High Similarity NPC291599
0.8543 High Similarity NPC118080
0.8543 High Similarity NPC87448
0.8543 High Similarity NPC97947
0.8543 High Similarity NPC148374
0.8543 High Similarity NPC27377
0.8543 High Similarity NPC41481
0.8543 High Similarity NPC472576
0.8537 High Similarity NPC472652
0.8535 High Similarity NPC18135
0.8528 High Similarity NPC307781
0.8528 High Similarity NPC472670
0.8526 High Similarity NPC471001
0.8526 High Similarity NPC195325
0.8519 High Similarity NPC476197
0.8519 High Similarity NPC472139
0.8509 High Similarity NPC25255
0.8506 High Similarity NPC41182
0.85 High Similarity NPC1408

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC194499 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
0.8802 High Similarity NPD8434 Phase 2
0.8375 Intermediate Similarity NPD5761 Phase 2
0.8375 Intermediate Similarity NPD5760 Phase 2
0.8312 Intermediate Similarity NPD4628 Phase 3
0.8284 Intermediate Similarity NPD6765 Approved
0.8284 Intermediate Similarity NPD6764 Approved
0.8092 Intermediate Similarity NPD6785 Approved
0.8092 Intermediate Similarity NPD6784 Approved
0.7927 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD5844 Phase 1
0.7861 Intermediate Similarity NPD6559 Discontinued
0.7857 Intermediate Similarity NPD8127 Discontinued
0.7853 Intermediate Similarity NPD6599 Discontinued
0.7844 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD6273 Approved
0.7818 Intermediate Similarity NPD7819 Suspended
0.7785 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD7075 Discontinued
0.7784 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7725 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7683 Intermediate Similarity NPD7458 Discontinued
0.7651 Intermediate Similarity NPD6801 Discontinued
0.764 Intermediate Similarity NPD7236 Approved
0.7625 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7617 Intermediate Similarity NPD8404 Phase 2
0.7605 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD6799 Approved
0.7588 Intermediate Similarity NPD5494 Approved
0.7574 Intermediate Similarity NPD3749 Approved
0.7572 Intermediate Similarity NPD7473 Discontinued
0.7561 Intermediate Similarity NPD920 Approved
0.756 Intermediate Similarity NPD3817 Phase 2
0.7545 Intermediate Similarity NPD37 Approved
0.7545 Intermediate Similarity NPD1934 Approved
0.7544 Intermediate Similarity NPD7199 Phase 2
0.753 Intermediate Similarity NPD4380 Phase 2
0.7529 Intermediate Similarity NPD919 Approved
0.7529 Intermediate Similarity NPD3818 Discontinued
0.7515 Intermediate Similarity NPD4967 Phase 2
0.7515 Intermediate Similarity NPD4966 Approved
0.7515 Intermediate Similarity NPD4965 Approved
0.7485 Intermediate Similarity NPD7411 Suspended
0.7484 Intermediate Similarity NPD6100 Approved
0.7484 Intermediate Similarity NPD6099 Approved
0.7473 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7472 Intermediate Similarity NPD8312 Approved
0.7472 Intermediate Similarity NPD8313 Approved
0.7471 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD3226 Approved
0.747 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD6355 Discontinued
0.7439 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD6234 Discontinued
0.7423 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD6166 Phase 2
0.7414 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7412 Intermediate Similarity NPD3882 Suspended
0.741 Intermediate Similarity NPD7239 Suspended
0.7407 Intermediate Similarity NPD3750 Approved
0.7401 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD6232 Discontinued
0.7378 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD2796 Approved
0.7372 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7354 Intermediate Similarity NPD7497 Discontinued
0.7353 Intermediate Similarity NPD5402 Approved
0.7349 Intermediate Similarity NPD5403 Approved
0.7345 Intermediate Similarity NPD7074 Phase 3
0.7333 Intermediate Similarity NPD5401 Approved
0.7333 Intermediate Similarity NPD2532 Approved
0.7333 Intermediate Similarity NPD2534 Approved
0.7333 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD2533 Approved
0.733 Intermediate Similarity NPD7228 Approved
0.733 Intermediate Similarity NPD7799 Discontinued
0.7329 Intermediate Similarity NPD5763 Approved
0.7329 Intermediate Similarity NPD5762 Approved
0.7329 Intermediate Similarity NPD2346 Discontinued
0.7325 Intermediate Similarity NPD8032 Phase 2
0.7312 Intermediate Similarity NPD2799 Discontinued
0.7312 Intermediate Similarity NPD3748 Approved
0.7312 Intermediate Similarity NPD7033 Discontinued
0.731 Intermediate Similarity NPD7768 Phase 2
0.7308 Intermediate Similarity NPD7095 Approved
0.7303 Intermediate Similarity NPD1608 Approved
0.7301 Intermediate Similarity NPD4110 Phase 3
0.7301 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD7003 Approved
0.7301 Intermediate Similarity NPD8166 Discontinued
0.7299 Intermediate Similarity NPD7229 Phase 3
0.7294 Intermediate Similarity NPD8455 Phase 2
0.7294 Intermediate Similarity NPD2801 Approved
0.7288 Intermediate Similarity NPD7054 Approved
0.7288 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD1549 Phase 2
0.7278 Intermediate Similarity NPD4140 Approved
0.7267 Intermediate Similarity NPD1551 Phase 2
0.7263 Intermediate Similarity NPD7685 Pre-registration
0.7261 Intermediate Similarity NPD3764 Approved
0.7261 Intermediate Similarity NPD6798 Discontinued
0.7256 Intermediate Similarity NPD6190 Approved
0.7253 Intermediate Similarity NPD8150 Discontinued
0.7247 Intermediate Similarity NPD7472 Approved
0.7241 Intermediate Similarity NPD6959 Discontinued
0.7241 Intermediate Similarity NPD1247 Approved
0.7239 Intermediate Similarity NPD1243 Approved
0.7238 Intermediate Similarity NPD8407 Phase 2
0.7232 Intermediate Similarity NPD3751 Discontinued
0.7229 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6002 Phase 3
0.7222 Intermediate Similarity NPD6004 Phase 3
0.7222 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6005 Phase 3
0.7222 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD1471 Phase 3
0.7216 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD6233 Phase 2
0.72 Intermediate Similarity NPD3787 Discontinued
0.7197 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD1465 Phase 2
0.7186 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD1511 Approved
0.7167 Intermediate Similarity NPD7251 Discontinued
0.7167 Intermediate Similarity NPD8368 Discontinued
0.7167 Intermediate Similarity NPD7240 Approved
0.7152 Intermediate Similarity NPD3268 Approved
0.7152 Intermediate Similarity NPD2313 Discontinued
0.7143 Intermediate Similarity NPD7097 Phase 1
0.7135 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD2800 Approved
0.7127 Intermediate Similarity NPD7808 Phase 3
0.7127 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD5735 Approved
0.7117 Intermediate Similarity NPD2344 Approved
0.7111 Intermediate Similarity NPD6797 Phase 2
0.7105 Intermediate Similarity NPD17 Approved
0.7099 Intermediate Similarity NPD4308 Phase 3
0.7099 Intermediate Similarity NPD1510 Phase 2
0.7083 Intermediate Similarity NPD1512 Approved
0.7083 Intermediate Similarity NPD7435 Discontinued
0.7081 Intermediate Similarity NPD6653 Approved
0.7078 Intermediate Similarity NPD3972 Approved
0.7062 Intermediate Similarity NPD3926 Phase 2
0.7055 Intermediate Similarity NPD2935 Discontinued
0.7052 Intermediate Similarity NPD5616 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD2797 Approved
0.7048 Intermediate Similarity NPD3887 Approved
0.7048 Intermediate Similarity NPD2354 Approved
0.7039 Intermediate Similarity NPD7177 Discontinued
0.7031 Intermediate Similarity NPD3057 Approved
0.7025 Intermediate Similarity NPD6832 Phase 2
0.7022 Intermediate Similarity NPD4575 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD230 Phase 1
0.7018 Intermediate Similarity NPD7028 Phase 2
0.7016 Intermediate Similarity NPD4107 Approved
0.7011 Intermediate Similarity NPD7058 Phase 2
0.7011 Intermediate Similarity NPD7057 Phase 3
0.7006 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.6993 Remote Similarity NPD1778 Approved
0.6989 Remote Similarity NPD8361 Approved
0.6989 Remote Similarity NPD8360 Approved
0.6989 Remote Similarity NPD8435 Approved
0.6977 Remote Similarity NPD6677 Suspended
0.6975 Remote Similarity NPD1607 Approved
0.6973 Remote Similarity NPD8424 Clinical (unspecified phase)
0.697 Remote Similarity NPD2424 Discontinued
0.6957 Remote Similarity NPD4307 Phase 2
0.6957 Remote Similarity NPD1240 Approved
0.6957 Remote Similarity NPD4060 Phase 1
0.6951 Remote Similarity NPD2438 Suspended
0.6946 Remote Similarity NPD2309 Approved
0.6943 Remote Similarity NPD3266 Approved
0.6943 Remote Similarity NPD3267 Approved
0.6943 Remote Similarity NPD3533 Approved
0.6943 Remote Similarity NPD2972 Approved
0.6937 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6937 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6928 Remote Similarity NPD6674 Discontinued
0.6927 Remote Similarity NPD6779 Approved
0.6927 Remote Similarity NPD6777 Approved
0.6927 Remote Similarity NPD6782 Approved
0.6927 Remote Similarity NPD6776 Approved
0.6927 Remote Similarity NPD6781 Approved
0.6927 Remote Similarity NPD6778 Approved
0.6927 Remote Similarity NPD6780 Approved
0.6914 Remote Similarity NPD447 Suspended
0.6914 Remote Similarity NPD5124 Phase 1
0.6914 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6899 Remote Similarity NPD2798 Approved

Structure

External Identifiers

PubChem CID   23643018
ChEMBL   CHEMBL400084
ZINC  

Physicochemical Properties

Molecular Weight:  432.21
ALogP:  -0.2067
MLogP:  3.33
XLogP:  2.463
# Rotatable Bonds:  11
Polar Surface Area:  106.2
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  31

Download Data

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