Natural Product: NPC476768

Natural Product ID:  NPC476768
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C23H32O6
Standard InCHIKey:  RKRLFTYHYDQGRE-XQYVFKJVSA-N
Standard InCHI:  InChI=1S/C23H32O6/c1-5-28-23-12-17-15(14(2)16(23)11-19(25)29-23)7-8-18-21(3,20(26)27-4)9-6-10-22(17,18)13-24/h11,13-15,17-18H,5-10,12H2,1-4H3/t14-,15+,17+,18?,21-,22+,23-/m1/s1
Canonical SMILES:  CCO[C@@]12OC(=O)C=C2[C@@H]([C@H]2[C@H](C1)[C@@]1(C=O)CCC[C@@](C1CC2)(C)C(=O)OC)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
NPO29935 Caesalpinia sappan Species Fabaceae Eukaryota seeds Nanning, Guangxi Province, China 2013-APR PMID[26398312]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 29700 nM 26398312
NPT91 Cell Line KB Homo sapiens IC50 = 7400 nM 26398312

  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 NPC476768 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
0.9474 High Similarity NPC476770
0.9167 High Similarity NPC476769
0.8723 High Similarity NPC472303
0.8617 High Similarity NPC289479
0.86 High Similarity NPC476764
0.86 High Similarity NPC476763
0.8571 High Similarity NPC476767
0.8515 High Similarity NPC476762
0.8515 High Similarity NPC476761
0.8515 High Similarity NPC476760
0.8454 Intermediate Similarity NPC325960
0.8454 Intermediate Similarity NPC319692
0.8438 Intermediate Similarity NPC84893
0.8384 Intermediate Similarity NPC117685
0.837 Intermediate Similarity NPC474013
0.8316 Intermediate Similarity NPC8062
0.8316 Intermediate Similarity NPC159748
0.8316 Intermediate Similarity NPC101651
0.8316 Intermediate Similarity NPC328141
0.8269 Intermediate Similarity NPC476759
0.8269 Intermediate Similarity NPC112457
0.8247 Intermediate Similarity NPC269729
0.8242 Intermediate Similarity NPC200513
0.8229 Intermediate Similarity NPC329842
0.82 Intermediate Similarity NPC471413
0.8182 Intermediate Similarity NPC257726
0.8182 Intermediate Similarity NPC204054
0.8182 Intermediate Similarity NPC38530
0.8182 Intermediate Similarity NPC84335
0.8172 Intermediate Similarity NPC189311
0.8163 Intermediate Similarity NPC274417
0.8144 Intermediate Similarity NPC474185
0.8137 Intermediate Similarity NPC132395
0.8137 Intermediate Similarity NPC254202
0.8137 Intermediate Similarity NPC471365
0.8137 Intermediate Similarity NPC471364
0.8119 Intermediate Similarity NPC471412
0.8119 Intermediate Similarity NPC310981
0.8105 Intermediate Similarity NPC472302
0.8085 Intermediate Similarity NPC220478
0.8081 Intermediate Similarity NPC29952
0.8081 Intermediate Similarity NPC471039
0.8081 Intermediate Similarity NPC164750
0.8065 Intermediate Similarity NPC71626
0.8065 Intermediate Similarity NPC149869
0.8061 Intermediate Similarity NPC471040
0.8058 Intermediate Similarity NPC189616
0.8039 Intermediate Similarity NPC162973
0.8021 Intermediate Similarity NPC469546
0.8021 Intermediate Similarity NPC50070
0.8021 Intermediate Similarity NPC174342
0.802 Intermediate Similarity NPC201406
0.802 Intermediate Similarity NPC477720
0.8019 Intermediate Similarity NPC476766
0.8 Intermediate Similarity NPC476765
0.7979 Intermediate Similarity NPC472442
0.7979 Intermediate Similarity NPC65661
0.7963 Intermediate Similarity NPC157441
0.7961 Intermediate Similarity NPC112009
0.7961 Intermediate Similarity NPC180204
0.7961 Intermediate Similarity NPC120321
0.7959 Intermediate Similarity NPC139692
0.7957 Intermediate Similarity NPC472440
0.7941 Intermediate Similarity NPC472643
0.7941 Intermediate Similarity NPC303559
0.7938 Intermediate Similarity NPC477782
0.7921 Intermediate Similarity NPC176845
0.7917 Intermediate Similarity NPC226863
0.79 Intermediate Similarity NPC112654
0.7879 Intermediate Similarity NPC477722
0.7872 Intermediate Similarity NPC30486
0.7872 Intermediate Similarity NPC318515
0.787 Intermediate Similarity NPC194951
0.787 Intermediate Similarity NPC12046
0.7864 Intermediate Similarity NPC134077
0.7857 Intermediate Similarity NPC65513
0.7857 Intermediate Similarity NPC141831
0.7857 Intermediate Similarity NPC477783
0.7849 Intermediate Similarity NPC142683
0.7849 Intermediate Similarity NPC471218
0.7843 Intermediate Similarity NPC470906
0.7843 Intermediate Similarity NPC472644
0.7843 Intermediate Similarity NPC475202
0.7843 Intermediate Similarity NPC471041
0.7843 Intermediate Similarity NPC475392
0.7843 Intermediate Similarity NPC475385
0.7835 Intermediate Similarity NPC251528
0.7835 Intermediate Similarity NPC284561
0.7835 Intermediate Similarity NPC5509
0.783 Intermediate Similarity NPC61411
0.783 Intermediate Similarity NPC189075
0.783 Intermediate Similarity NPC275539
0.7822 Intermediate Similarity NPC474343
0.7822 Intermediate Similarity NPC175351
0.7822 Intermediate Similarity NPC10057
0.7822 Intermediate Similarity NPC151681
0.7822 Intermediate Similarity NPC121402
0.7822 Intermediate Similarity NPC132753
0.7822 Intermediate Similarity NPC110937
0.7822 Intermediate Similarity NPC224356
0.7818 Intermediate Similarity NPC196931
0.7818 Intermediate Similarity NPC469794
0.7818 Intermediate Similarity NPC72772
0.7812 Intermediate Similarity NPC477228
0.781 Intermediate Similarity NPC127609
0.781 Intermediate Similarity NPC127790
0.78 Intermediate Similarity NPC473369
0.78 Intermediate Similarity NPC33473
0.7789 Intermediate Similarity NPC2709
0.7789 Intermediate Similarity NPC474971
0.7789 Intermediate Similarity NPC106416
0.7789 Intermediate Similarity NPC86316
0.7788 Intermediate Similarity NPC471208
0.7778 Intermediate Similarity NPC79117
0.7778 Intermediate Similarity NPC151722
0.7767 Intermediate Similarity NPC168319
0.7767 Intermediate Similarity NPC63249
0.7767 Intermediate Similarity NPC194028
0.7766 Intermediate Similarity NPC193198
0.7755 Intermediate Similarity NPC469595
0.7755 Intermediate Similarity NPC161638
0.7755 Intermediate Similarity NPC152467
0.7755 Intermediate Similarity NPC471818
0.7755 Intermediate Similarity NPC281942
0.7755 Intermediate Similarity NPC476369
0.7755 Intermediate Similarity NPC476437
0.7755 Intermediate Similarity NPC212679
0.7755 Intermediate Similarity NPC220454
0.7755 Intermediate Similarity NPC232426
0.7755 Intermediate Similarity NPC51486
0.7742 Intermediate Similarity NPC40228
0.7742 Intermediate Similarity NPC229584
0.7742 Intermediate Similarity NPC14203
0.7736 Intermediate Similarity NPC110496
0.7736 Intermediate Similarity NPC179380
0.7736 Intermediate Similarity NPC475570
0.7732 Intermediate Similarity NPC224145
0.7732 Intermediate Similarity NPC93411
0.7723 Intermediate Similarity NPC242848
0.7723 Intermediate Similarity NPC134072
0.7723 Intermediate Similarity NPC154526
0.7723 Intermediate Similarity NPC472363
0.7723 Intermediate Similarity NPC470801
0.7723 Intermediate Similarity NPC234993
0.7723 Intermediate Similarity NPC472362
0.7714 Intermediate Similarity NPC472868
0.7714 Intermediate Similarity NPC470297
0.77 Intermediate Similarity NPC476415
0.77 Intermediate Similarity NPC91010
0.7692 Intermediate Similarity NPC189206
0.7692 Intermediate Similarity NPC476081
0.7692 Intermediate Similarity NPC316500
0.7685 Intermediate Similarity NPC472666
0.7684 Intermediate Similarity NPC96055
0.7677 Intermediate Similarity NPC230064
0.7677 Intermediate Similarity NPC49420
0.7672 Intermediate Similarity NPC469750
0.7672 Intermediate Similarity NPC250556
0.767 Intermediate Similarity NPC474012
0.767 Intermediate Similarity NPC470761
0.767 Intermediate Similarity NPC473219
0.767 Intermediate Similarity NPC251680
0.767 Intermediate Similarity NPC476299
0.7664 Intermediate Similarity NPC473483
0.7664 Intermediate Similarity NPC306265
0.7658 Intermediate Similarity NPC471816
0.7653 Intermediate Similarity NPC285982
0.7647 Intermediate Similarity NPC226986
0.7647 Intermediate Similarity NPC253826
0.7647 Intermediate Similarity NPC473456
0.7647 Intermediate Similarity NPC476253
0.7647 Intermediate Similarity NPC23680
0.7647 Intermediate Similarity NPC2049
0.7647 Intermediate Similarity NPC475709
0.7642 Intermediate Similarity NPC478052
0.7636 Intermediate Similarity NPC73050
0.7634 Intermediate Similarity NPC474956
0.7629 Intermediate Similarity NPC288952
0.7629 Intermediate Similarity NPC162107
0.7629 Intermediate Similarity NPC46912
0.7624 Intermediate Similarity NPC127197
0.7619 Intermediate Similarity NPC176883
0.7619 Intermediate Similarity NPC282233
0.7619 Intermediate Similarity NPC45897
0.7619 Intermediate Similarity NPC95585
0.7619 Intermediate Similarity NPC281378
0.7609 Intermediate Similarity NPC471220
0.7607 Intermediate Similarity NPC471356
0.7607 Intermediate Similarity NPC179412
0.7604 Intermediate Similarity NPC30984
0.76 Intermediate Similarity NPC472871
0.76 Intermediate Similarity NPC475657
0.76 Intermediate Similarity NPC169343
0.76 Intermediate Similarity NPC471571
0.7596 Intermediate Similarity NPC476888
0.7596 Intermediate Similarity NPC93744
0.7596 Intermediate Similarity NPC471075
0.7593 Intermediate Similarity NPC218602
0.7579 Intermediate Similarity NPC170862
0.7579 Intermediate Similarity NPC30502

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476768 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
0.8242 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7745 Intermediate Similarity NPD7638 Approved
0.7672 Intermediate Similarity NPD7507 Approved
0.767 Intermediate Similarity NPD7640 Approved
0.767 Intermediate Similarity NPD7639 Approved
0.7551 Intermediate Similarity NPD6672 Approved
0.7551 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD5737 Approved
0.7526 Intermediate Similarity NPD7334 Approved
0.7526 Intermediate Similarity NPD5330 Approved
0.7526 Intermediate Similarity NPD6684 Approved
0.7526 Intermediate Similarity NPD6409 Approved
0.7526 Intermediate Similarity NPD7146 Approved
0.7526 Intermediate Similarity NPD7521 Approved
0.7525 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7525 Intermediate Similarity NPD7900 Approved
0.7525 Intermediate Similarity NPD7748 Approved
0.75 Intermediate Similarity NPD6686 Approved
0.7479 Intermediate Similarity NPD7319 Approved
0.7449 Intermediate Similarity NPD3573 Approved
0.7374 Intermediate Similarity NPD6903 Approved
0.7327 Intermediate Similarity NPD7515 Phase 2
0.7327 Intermediate Similarity NPD5693 Phase 1
0.7308 Intermediate Similarity NPD7902 Approved
0.7245 Intermediate Similarity NPD1694 Approved
0.7232 Intermediate Similarity NPD6882 Approved
0.7156 Intermediate Similarity NPD7128 Approved
0.7156 Intermediate Similarity NPD6402 Approved
0.7156 Intermediate Similarity NPD5739 Approved
0.7156 Intermediate Similarity NPD6675 Approved
0.7129 Intermediate Similarity NPD6673 Approved
0.7129 Intermediate Similarity NPD6904 Approved
0.7129 Intermediate Similarity NPD6080 Approved
0.7129 Intermediate Similarity NPD5328 Approved
0.7115 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD6399 Phase 3
0.7048 Intermediate Similarity NPD4697 Phase 3
0.7037 Intermediate Similarity NPD7632 Discontinued
0.7027 Intermediate Similarity NPD6881 Approved
0.7027 Intermediate Similarity NPD7320 Approved
0.7027 Intermediate Similarity NPD6899 Approved
0.7 Intermediate Similarity NPD6008 Approved
0.699 Remote Similarity NPD6079 Approved
0.6981 Remote Similarity NPD6083 Phase 2
0.6981 Remote Similarity NPD6084 Phase 2
0.6964 Remote Similarity NPD6373 Approved
0.6964 Remote Similarity NPD6372 Approved
0.6961 Remote Similarity NPD6051 Approved
0.6937 Remote Similarity NPD5701 Approved
0.6937 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6937 Remote Similarity NPD5697 Approved
0.6916 Remote Similarity NPD5696 Approved
0.6916 Remote Similarity NPD4225 Approved
0.6903 Remote Similarity NPD6883 Approved
0.6903 Remote Similarity NPD7290 Approved
0.6903 Remote Similarity NPD7102 Approved
0.6887 Remote Similarity NPD7732 Phase 3
0.6875 Remote Similarity NPD6011 Approved
0.6863 Remote Similarity NPD5208 Approved
0.6842 Remote Similarity NPD6649 Approved
0.6842 Remote Similarity NPD6847 Approved
0.6842 Remote Similarity NPD6650 Approved
0.6842 Remote Similarity NPD6617 Approved
0.6842 Remote Similarity NPD6869 Approved
0.6842 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6842 Remote Similarity NPD8130 Phase 1
0.6838 Remote Similarity NPD7115 Discovery
0.6832 Remote Similarity NPD6098 Approved
0.6832 Remote Similarity NPD3618 Phase 1
0.6827 Remote Similarity NPD6050 Approved
0.6827 Remote Similarity NPD8035 Phase 2
0.6827 Remote Similarity NPD8034 Phase 2
0.6814 Remote Similarity NPD6014 Approved
0.6814 Remote Similarity NPD6012 Approved
0.6814 Remote Similarity NPD6013 Approved
0.6814 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6792 Remote Similarity NPD5695 Phase 3
0.6783 Remote Similarity NPD8297 Approved
0.678 Remote Similarity NPD7327 Approved
0.678 Remote Similarity NPD7328 Approved
0.6754 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6737 Remote Similarity NPD8039 Approved
0.6733 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5692 Phase 3
0.6729 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6729 Remote Similarity NPD5221 Approved
0.6729 Remote Similarity NPD5222 Approved
0.6723 Remote Similarity NPD7516 Approved
0.6698 Remote Similarity NPD6001 Approved
0.6695 Remote Similarity NPD6009 Approved
0.6667 Remote Similarity NPD8294 Approved
0.6667 Remote Similarity NPD8377 Approved
0.6667 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD5173 Approved
0.6667 Remote Similarity NPD5694 Approved
0.6667 Remote Similarity NPD4755 Approved
0.6639 Remote Similarity NPD8328 Phase 3
0.6637 Remote Similarity NPD6412 Phase 2
0.6635 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6634 Remote Similarity NPD3665 Phase 1
0.6634 Remote Similarity NPD4786 Approved
0.6634 Remote Similarity NPD3666 Approved
0.6634 Remote Similarity NPD3133 Approved
0.6634 Remote Similarity NPD3668 Phase 3
0.6612 Remote Similarity NPD8033 Approved
0.6612 Remote Similarity NPD8378 Approved
0.6612 Remote Similarity NPD8335 Approved
0.6612 Remote Similarity NPD8296 Approved
0.6612 Remote Similarity NPD8380 Approved
0.6612 Remote Similarity NPD8379 Approved
0.661 Remote Similarity NPD6868 Approved
0.66 Remote Similarity NPD3667 Approved
0.6585 Remote Similarity NPD7492 Approved
0.6581 Remote Similarity NPD8133 Approved
0.6577 Remote Similarity NPD5211 Phase 2
0.6574 Remote Similarity NPD7614 Phase 1
0.6571 Remote Similarity NPD5207 Approved
0.656 Remote Similarity NPD7736 Approved
0.6545 Remote Similarity NPD4700 Approved
0.6545 Remote Similarity NPD4696 Approved
0.6545 Remote Similarity NPD5286 Approved
0.6545 Remote Similarity NPD5285 Approved
0.6532 Remote Similarity NPD6616 Approved
0.6529 Remote Similarity NPD6054 Approved
0.6529 Remote Similarity NPD6059 Approved
0.6505 Remote Similarity NPD4623 Approved
0.6505 Remote Similarity NPD4519 Discontinued
0.65 Remote Similarity NPD6335 Approved
0.6496 Remote Similarity NPD6053 Discontinued
0.6486 Remote Similarity NPD5223 Approved
0.648 Remote Similarity NPD8293 Discontinued
0.648 Remote Similarity NPD7078 Approved
0.6476 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6476 Remote Similarity NPD6101 Approved
0.6476 Remote Similarity NPD4753 Phase 2
0.6471 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6274 Approved
0.646 Remote Similarity NPD5141 Approved
0.6449 Remote Similarity NPD5778 Approved
0.6449 Remote Similarity NPD4202 Approved
0.6449 Remote Similarity NPD5779 Approved
0.6446 Remote Similarity NPD7101 Approved
0.6446 Remote Similarity NPD7100 Approved
0.6441 Remote Similarity NPD4632 Approved
0.6436 Remote Similarity NPD4223 Phase 3
0.6436 Remote Similarity NPD4221 Approved
0.6429 Remote Similarity NPD5224 Approved
0.6429 Remote Similarity NPD5226 Approved
0.6429 Remote Similarity NPD4633 Approved
0.6429 Remote Similarity NPD5225 Approved
0.6423 Remote Similarity NPD6370 Approved
0.6417 Remote Similarity NPD6317 Approved
0.6408 Remote Similarity NPD5329 Approved
0.64 Remote Similarity NPD4695 Discontinued
0.6383 Remote Similarity NPD4137 Phase 3
0.6372 Remote Similarity NPD5174 Approved
0.6372 Remote Similarity NPD5175 Approved
0.6372 Remote Similarity NPD6052 Approved
0.6372 Remote Similarity NPD4754 Approved
0.6364 Remote Similarity NPD6314 Approved
0.6364 Remote Similarity NPD6313 Approved
0.6355 Remote Similarity NPD5281 Approved
0.6355 Remote Similarity NPD5284 Approved
0.6348 Remote Similarity NPD6614 Approved
0.6346 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6341 Remote Similarity NPD6015 Approved
0.6341 Remote Similarity NPD6908 Approved
0.6341 Remote Similarity NPD6909 Approved
0.6341 Remote Similarity NPD6016 Approved
0.633 Remote Similarity NPD5210 Approved
0.633 Remote Similarity NPD1698 Clinical (unspecified phase)
0.633 Remote Similarity NPD5654 Approved
0.633 Remote Similarity NPD4629 Approved
0.6316 Remote Similarity NPD4691 Approved
0.6316 Remote Similarity NPD4747 Approved
0.6311 Remote Similarity NPD4197 Approved
0.6293 Remote Similarity NPD5345 Clinical (unspecified phase)
0.629 Remote Similarity NPD5988 Approved
0.6281 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6275 Remote Similarity NPD5209 Approved
0.6262 Remote Similarity NPD5785 Approved
0.6261 Remote Similarity NPD4768 Approved
0.6261 Remote Similarity NPD4767 Approved
0.626 Remote Similarity NPD6319 Approved
0.625 Remote Similarity NPD5777 Approved
0.624 Remote Similarity NPD7604 Phase 2
0.6239 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6238 Remote Similarity NPD7525 Registered
0.6216 Remote Similarity NPD5959 Approved
0.6214 Remote Similarity NPD4788 Approved
0.621 Remote Similarity NPD6291 Clinical (unspecified phase)
0.621 Remote Similarity NPD5983 Phase 2
0.621 Remote Similarity NPD7503 Approved
0.62 Remote Similarity NPD3617 Approved
0.619 Remote Similarity NPD4138 Approved
0.619 Remote Similarity NPD4689 Approved
0.619 Remote Similarity NPD5279 Phase 3
0.619 Remote Similarity NPD4690 Approved
0.619 Remote Similarity NPD4693 Phase 3
0.619 Remote Similarity NPD4688 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3634148
ZINC  

Physicochemical Properties

Molecular Weight:  404.22
ALogP:  0.2799
MLogP:  3.33
XLogP:  3.245
# Rotatable Bonds:  9
Polar Surface Area:  78.9
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  29

Download Data

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