Natural Product: NPC91703

Natural Product ID:  NPC91703
Common Name:   12-Demethylneocaesalpin F
IUPAC Name:   [(4aR,5R,6R,6aS,7R,10aR,11aS,11bR)-4a,6,10a-trihydroxy-4,4,7,11b-tetramethyl-9-oxo-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-5-yl] benzoate
Synonyms:   12-Demethylneocaesalpin F
Molecular Formula:   C27H34O7
Standard InCHIKey:  VHLRSKHOMKTLFY-WKAYIHASSA-N
Standard InCHI:  InChI=1S/C27H34O7/c1-15-17-13-19(28)34-26(17,31)14-18-20(15)21(29)22(33-23(30)16-9-6-5-7-10-16)27(32)24(2,3)11-8-12-25(18,27)4/h5-7,9-10,13,15,18,20-22,29,31-32H,8,11-12,14H2,1-4H3/t15-,18-,20-,21+,22+,25+,26+,27+/m0/s1
Canonical SMILES:  O=C1C=C2[C@@](O1)(O)C[C@H]1[C@H]([C@H]2C)[C@@H](O)[C@H]([C@@]2([C@]1(C)CCCC2(C)C)O)OC(=O)c1ccccc1
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
NPO32590 caesalpinia sp. Species Fabaceae Eukaryota PMID[20356735]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 = 52690 nM 8133298
NPT116 Cell Line HL-60 Homo sapiens IC50 = 44890 nM 8350094

  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 NPC91703 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
0.9565 High Similarity NPC472556
0.9481 High Similarity NPC39549
0.9416 High Similarity NPC224491
0.9407 High Similarity NPC472545
0.9407 High Similarity NPC472551
0.9353 High Similarity NPC470152
0.9353 High Similarity NPC475122
0.9353 High Similarity NPC475759
0.9353 High Similarity NPC241951
0.9343 High Similarity NPC100913
0.9343 High Similarity NPC275592
0.9343 High Similarity NPC472547
0.9286 High Similarity NPC174982
0.9286 High Similarity NPC29704
0.9286 High Similarity NPC476973
0.9286 High Similarity NPC471104
0.9286 High Similarity NPC473088
0.9286 High Similarity NPC470159
0.9286 High Similarity NPC472572
0.9286 High Similarity NPC184817
0.9286 High Similarity NPC158663
0.9286 High Similarity NPC200471
0.9286 High Similarity NPC472568
0.9286 High Similarity NPC472575
0.9286 High Similarity NPC171525
0.9286 High Similarity NPC96903
0.9286 High Similarity NPC70403
0.9286 High Similarity NPC470157
0.9286 High Similarity NPC177940
0.9286 High Similarity NPC469349
0.9286 High Similarity NPC472571
0.9281 High Similarity NPC163087
0.9275 High Similarity NPC97947
0.9275 High Similarity NPC87448
0.9275 High Similarity NPC118080
0.9275 High Similarity NPC472576
0.9275 High Similarity NPC41481
0.9275 High Similarity NPC27377
0.9275 High Similarity NPC291599
0.9214 High Similarity NPC95810
0.9214 High Similarity NPC472570
0.9214 High Similarity NPC11685
0.9214 High Similarity NPC57628
0.9214 High Similarity NPC70716
0.9214 High Similarity NPC125106
0.9214 High Similarity NPC472569
0.9214 High Similarity NPC25768
0.9214 High Similarity NPC95265
0.9214 High Similarity NPC188865
0.9214 High Similarity NPC472573
0.9214 High Similarity NPC163719
0.9214 High Similarity NPC476974
0.9203 High Similarity NPC97667
0.9203 High Similarity NPC171207
0.9203 High Similarity NPC90614
0.9137 High Similarity NPC16912
0.9097 High Similarity NPC470153
0.9091 High Similarity NPC476975
0.9091 High Similarity NPC471101
0.9091 High Similarity NPC266265
0.9091 High Similarity NPC92293
0.9091 High Similarity NPC301556
0.9091 High Similarity NPC473215
0.9091 High Similarity NPC270590
0.9085 High Similarity NPC473602
0.9071 High Similarity NPC472546
0.9058 High Similarity NPC183122
0.9058 High Similarity NPC283375
0.9028 High Similarity NPC473214
0.9028 High Similarity NPC470245
0.9028 High Similarity NPC469448
0.9021 High Similarity NPC281717
0.9007 High Similarity NPC477894
0.8993 High Similarity NPC475652
0.8993 High Similarity NPC210591
0.8993 High Similarity NPC214550
0.8978 High Similarity NPC474608
0.8978 High Similarity NPC48929
0.8958 High Similarity NPC60509
0.8958 High Similarity NPC81698
0.8958 High Similarity NPC250046
0.8951 High Similarity NPC474935
0.8944 High Similarity NPC38696
0.8936 High Similarity NPC34012
0.8929 High Similarity NPC473112
0.8929 High Similarity NPC473060
0.8929 High Similarity NPC43241
0.8929 High Similarity NPC48017
0.8929 High Similarity NPC473758
0.8929 High Similarity NPC184747
0.8929 High Similarity NPC476094
0.8929 High Similarity NPC473081
0.8929 High Similarity NPC211137
0.8929 High Similarity NPC200592
0.8929 High Similarity NPC147880
0.8929 High Similarity NPC473613
0.8929 High Similarity NPC473109
0.8929 High Similarity NPC4341
0.8929 High Similarity NPC473085
0.8913 High Similarity NPC66761
0.8913 High Similarity NPC477896
0.8913 High Similarity NPC472577
0.8913 High Similarity NPC17877
0.8913 High Similarity NPC477893
0.8913 High Similarity NPC291638
0.8913 High Similarity NPC195647
0.8912 High Similarity NPC34066
0.8904 High Similarity NPC477905
0.8897 High Similarity NPC161239
0.8897 High Similarity NPC7095
0.8897 High Similarity NPC198455
0.8897 High Similarity NPC165260
0.8844 High Similarity NPC472657
0.8844 High Similarity NPC472658
0.8824 High Similarity NPC147561
0.8811 High Similarity NPC34943
0.8803 High Similarity NPC192658
0.8803 High Similarity NPC182869
0.8784 High Similarity NPC469422
0.8784 High Similarity NPC473632
0.8784 High Similarity NPC132599
0.8784 High Similarity NPC469730
0.8776 High Similarity NPC472548
0.8767 High Similarity NPC476173
0.8767 High Similarity NPC112216
0.875 High Similarity NPC92867
0.875 High Similarity NPC311825
0.875 High Similarity NPC127857
0.8741 High Similarity NPC139067
0.8741 High Similarity NPC246480
0.8741 High Similarity NPC470753
0.8741 High Similarity NPC147217
0.8741 High Similarity NPC473673
0.8741 High Similarity NPC270498
0.8741 High Similarity NPC177340
0.8741 High Similarity NPC475429
0.8741 High Similarity NPC473220
0.8741 High Similarity NPC191082
0.8733 High Similarity NPC469399
0.8725 High Similarity NPC106895
0.8723 High Similarity NPC9905
0.8716 High Similarity NPC1173
0.8716 High Similarity NPC473414
0.8716 High Similarity NPC256142
0.8716 High Similarity NPC249471
0.8716 High Similarity NPC158333
0.8716 High Similarity NPC472005
0.8716 High Similarity NPC304876
0.8716 High Similarity NPC472030
0.8716 High Similarity NPC237549
0.8716 High Similarity NPC257213
0.8716 High Similarity NPC472022
0.8716 High Similarity NPC242262
0.8716 High Similarity NPC265395
0.8714 High Similarity NPC472374
0.8714 High Similarity NPC472372
0.8707 High Similarity NPC471103
0.8707 High Similarity NPC469415
0.869 High Similarity NPC20255
0.869 High Similarity NPC478263
0.869 High Similarity NPC240115
0.8681 High Similarity NPC51314
0.8681 High Similarity NPC67777
0.8681 High Similarity NPC470231
0.8667 High Similarity NPC469417
0.8667 High Similarity NPC470765
0.8667 High Similarity NPC275576
0.8662 High Similarity NPC183270
0.8662 High Similarity NPC87934
0.8662 High Similarity NPC477904
0.8662 High Similarity NPC162613
0.8658 High Similarity NPC469398
0.8658 High Similarity NPC112523
0.8658 High Similarity NPC282239
0.8658 High Similarity NPC472549
0.8658 High Similarity NPC473611
0.8658 High Similarity NPC228204
0.8658 High Similarity NPC26033
0.8658 High Similarity NPC114410
0.8658 High Similarity NPC21410
0.8658 High Similarity NPC473670
0.8639 High Similarity NPC222102
0.8639 High Similarity NPC31829
0.8639 High Similarity NPC303429
0.863 High Similarity NPC132652
0.863 High Similarity NPC217918
0.863 High Similarity NPC473760
0.8621 High Similarity NPC478264
0.8621 High Similarity NPC125882
0.8609 High Similarity NPC476784
0.8603 High Similarity NPC169913
0.8601 High Similarity NPC266374
0.86 High Similarity NPC217091
0.8591 High Similarity NPC469477
0.8591 High Similarity NPC77719
0.8591 High Similarity NPC133430
0.8581 High Similarity NPC197037
0.8581 High Similarity NPC51602
0.8581 High Similarity NPC101043
0.8581 High Similarity NPC306799

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC91703 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
0.8286 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD7236 Approved
0.7914 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD7239 Suspended
0.7853 Intermediate Similarity NPD7799 Discontinued
0.7778 Intermediate Similarity NPD7008 Discontinued
0.7665 Intermediate Similarity NPD8368 Discontinued
0.7661 Intermediate Similarity NPD8360 Approved
0.7661 Intermediate Similarity NPD8361 Approved
0.7647 Intermediate Similarity NPD2629 Approved
0.7633 Intermediate Similarity NPD8407 Phase 2
0.7632 Intermediate Similarity NPD8166 Discontinued
0.7632 Intermediate Similarity NPD4628 Phase 3
0.758 Intermediate Similarity NPD7458 Discontinued
0.7558 Intermediate Similarity NPD8435 Approved
0.7554 Intermediate Similarity NPD7741 Discontinued
0.7544 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6273 Approved
0.7464 Intermediate Similarity NPD4198 Discontinued
0.7448 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD8434 Phase 2
0.7439 Intermediate Similarity NPD8127 Discontinued
0.7407 Intermediate Similarity NPD7057 Phase 3
0.7407 Intermediate Similarity NPD7058 Phase 2
0.7391 Intermediate Similarity NPD5951 Approved
0.7384 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD8486 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD3764 Approved
0.7329 Intermediate Similarity NPD37 Approved
0.7324 Intermediate Similarity NPD5126 Approved
0.7324 Intermediate Similarity NPD5125 Phase 3
0.7315 Intermediate Similarity NPD7961 Discontinued
0.7303 Intermediate Similarity NPD8485 Approved
0.7301 Intermediate Similarity NPD4967 Phase 2
0.7301 Intermediate Similarity NPD4965 Approved
0.7301 Intermediate Similarity NPD4966 Approved
0.729 Intermediate Similarity NPD7003 Approved
0.7278 Intermediate Similarity NPD5844 Phase 1
0.7273 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD8312 Approved
0.7267 Intermediate Similarity NPD8313 Approved
0.7267 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD7274 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD7228 Approved
0.7215 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD6234 Discontinued
0.7206 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8150 Discontinued
0.7134 Intermediate Similarity NPD6190 Approved
0.7113 Intermediate Similarity NPD7610 Discontinued
0.7097 Intermediate Similarity NPD7702 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD7266 Discontinued
0.7091 Intermediate Similarity NPD7768 Phase 2
0.7091 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD6663 Approved
0.7073 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD8455 Phase 2
0.7062 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7052 Intermediate Similarity NPD7685 Pre-registration
0.7048 Intermediate Similarity NPD7075 Discontinued
0.7047 Intermediate Similarity NPD5736 Approved
0.7037 Intermediate Similarity NPD6591 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD5408 Approved
0.7032 Intermediate Similarity NPD5405 Approved
0.7032 Intermediate Similarity NPD5404 Approved
0.7032 Intermediate Similarity NPD5406 Approved
0.7006 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6858 Approved
0.7 Intermediate Similarity NPD7094 Approved
0.6994 Remote Similarity NPD6599 Discontinued
0.6994 Remote Similarity NPD4380 Phase 2
0.6978 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6973 Remote Similarity NPD7497 Discontinued
0.697 Remote Similarity NPD5760 Phase 2
0.697 Remote Similarity NPD7819 Suspended
0.697 Remote Similarity NPD5761 Phase 2
0.6962 Remote Similarity NPD3750 Approved
0.6959 Remote Similarity NPD7473 Discontinued
0.6957 Remote Similarity NPD2182 Approved
0.6954 Remote Similarity NPD6559 Discontinued
0.6954 Remote Similarity NPD7240 Approved
0.6946 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6935 Remote Similarity NPD8320 Phase 1
0.6935 Remote Similarity NPD8319 Approved
0.6923 Remote Similarity NPD7199 Phase 2
0.6914 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6914 Remote Similarity NPD5403 Approved
0.6909 Remote Similarity NPD6801 Discontinued
0.6906 Remote Similarity NPD6534 Approved
0.6906 Remote Similarity NPD6535 Approved
0.6903 Remote Similarity NPD7097 Phase 1
0.6885 Remote Similarity NPD7699 Phase 2
0.6885 Remote Similarity NPD7700 Phase 2
0.6883 Remote Similarity NPD230 Phase 1
0.6883 Remote Similarity NPD6355 Discontinued
0.6882 Remote Similarity NPD7435 Discontinued
0.6882 Remote Similarity NPD6232 Discontinued
0.6871 Remote Similarity NPD6287 Discontinued
0.6863 Remote Similarity NPD7715 Approved
0.6863 Remote Similarity NPD7714 Approved
0.6848 Remote Similarity NPD7411 Suspended
0.6839 Remote Similarity NPD7074 Phase 3
0.6838 Remote Similarity NPD6647 Phase 2
0.6831 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6828 Remote Similarity NPD9545 Approved
0.6826 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6826 Remote Similarity NPD5402 Approved
0.6821 Remote Similarity NPD3818 Discontinued
0.68 Remote Similarity NPD7993 Clinical (unspecified phase)
0.679 Remote Similarity NPD7422 Clinical (unspecified phase)
0.679 Remote Similarity NPD5401 Approved
0.679 Remote Similarity NPD8389 Clinical (unspecified phase)
0.679 Remote Similarity NPD2534 Approved
0.679 Remote Similarity NPD2532 Approved
0.679 Remote Similarity NPD2533 Approved
0.6788 Remote Similarity NPD7028 Phase 2
0.6782 Remote Similarity NPD7054 Approved
0.6782 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6772 Remote Similarity NPD5763 Approved
0.6772 Remote Similarity NPD5762 Approved
0.6766 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6761 Remote Similarity NPD6765 Approved
0.6761 Remote Similarity NPD6764 Approved
0.6757 Remote Similarity NPD4807 Approved
0.6757 Remote Similarity NPD4806 Approved
0.6752 Remote Similarity NPD3748 Approved
0.675 Remote Similarity NPD4109 Clinical (unspecified phase)
0.675 Remote Similarity NPD4110 Phase 3
0.675 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6744 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6743 Remote Similarity NPD7472 Approved
0.6741 Remote Similarity NPD1238 Approved
0.6738 Remote Similarity NPD6823 Phase 2
0.6735 Remote Similarity NPD5306 Approved
0.6735 Remote Similarity NPD5305 Approved
0.6732 Remote Similarity NPD7095 Approved
0.673 Remote Similarity NPD970 Clinical (unspecified phase)
0.6728 Remote Similarity NPD6799 Approved
0.6727 Remote Similarity NPD3226 Approved
0.6724 Remote Similarity NPD3751 Discontinued
0.672 Remote Similarity NPD6776 Approved
0.672 Remote Similarity NPD6779 Approved
0.672 Remote Similarity NPD6777 Approved
0.672 Remote Similarity NPD6782 Approved
0.672 Remote Similarity NPD6781 Approved
0.672 Remote Similarity NPD6778 Approved
0.672 Remote Similarity NPD6780 Approved
0.6715 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6715 Remote Similarity NPD1929 Approved
0.6715 Remote Similarity NPD1930 Approved
0.671 Remote Similarity NPD4140 Approved
0.6709 Remote Similarity NPD2935 Discontinued
0.6709 Remote Similarity NPD6100 Approved
0.6709 Remote Similarity NPD6099 Approved
0.6707 Remote Similarity NPD1934 Approved
0.6705 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6705 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6705 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6705 Remote Similarity NPD6166 Phase 2
0.6688 Remote Similarity NPD6798 Discontinued
0.6687 Remote Similarity NPD6674 Discontinued
0.6687 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6686 Remote Similarity NPD3787 Discontinued
0.6684 Remote Similarity NPD8462 Phase 1
0.6667 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5909 Discontinued
0.6667 Remote Similarity NPD2067 Discontinued
0.6667 Remote Similarity NPD7874 Approved
0.6667 Remote Similarity NPD2346 Discontinued
0.6667 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5494 Approved
0.6667 Remote Similarity NPD6004 Phase 3
0.6667 Remote Similarity NPD164 Approved
0.6667 Remote Similarity NPD1237 Approved
0.6667 Remote Similarity NPD6002 Phase 3
0.6667 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7251 Discontinued
0.6667 Remote Similarity NPD6005 Phase 3
0.6667 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5124 Phase 1
0.6647 Remote Similarity NPD3749 Approved
0.6647 Remote Similarity NPD6677 Suspended
0.6646 Remote Similarity NPD7305 Phase 1
0.6646 Remote Similarity NPD7033 Discontinued
0.6646 Remote Similarity NPD2799 Discontinued
0.6646 Remote Similarity NPD4308 Phase 3
0.6645 Remote Similarity NPD6085 Phase 2
0.6645 Remote Similarity NPD2798 Approved
0.6645 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6645 Remote Similarity NPD8032 Phase 2
0.6645 Remote Similarity NPD7713 Phase 3
0.6643 Remote Similarity NPD6686 Approved

Structure

External Identifiers

PubChem CID   46861646
ChEMBL   CHEMBL1097167
ZINC  

Physicochemical Properties

Molecular Weight:  470.23
ALogP:  -0.6915
MLogP:  3.66
XLogP:  4.329
# Rotatable Bonds:  10
Polar Surface Area:  113.29
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  34

Download Data

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Biological Activities  
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