Natural Product: NPC286074

Natural Product ID:  NPC286074
Common Name:   Dichrostachine D
IUPAC Name:   (4aR,8R,8aS)-8-[[(1S,3S,4aS,7S,8aS)-1,3,7-trihydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl]-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
Synonyms:   Dichrostachine D
Molecular Formula:   C36H42O10
Standard InCHIKey:  CDTPKMBNMQFXRP-YODCKONBSA-N
Standard InCHI:  InChI=1S/C36H42O10/c1-17-7-8-21-32(43)27(45-6)13-29(42)36(21,30-12-25(41)31-24(40)9-19(37)10-26(31)46-30)22(17)16-35(44)18(2)23(39)11-28-33(3,4)14-20(38)15-34(28,35)5/h7,9-10,12-13,20-23,28,37-40,44H,2,8,11,14-16H2,1,3-6H3/t20-,21-,22+,23-,28-,34-,35+,36-/m0/s1
Canonical SMILES:  COC1=CC(=O)[C@@]2([C@H](C1=O)CC=C([C@H]2C[C@@]1(O)C(=C)[C@@H](O)C[C@@H]2[C@]1(C)C[C@@H](O)CC2(C)C)C)c1cc(=O)c2c(o1)cc(cc2O)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
NPO15669 Dichrostachys cinerea Species Fabaceae Eukaryota PMID[19761234]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity > 10 nM 26238320
NPT2 Others Unspecified IC50 = 86000 nM 12713393

  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 NPC286074 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
1.0 High Similarity NPC54903
0.9873 High Similarity NPC17274
0.9873 High Similarity NPC85047
0.9873 High Similarity NPC120857
0.9814 High Similarity NPC469393
0.975 High Similarity NPC20734
0.9689 High Similarity NPC193698
0.9623 High Similarity NPC469395
0.962 High Similarity NPC61382
0.962 High Similarity NPC103816
0.9383 High Similarity NPC469394
0.9085 High Similarity NPC316262
0.9085 High Similarity NPC314653
0.908 High Similarity NPC475106
0.8982 High Similarity NPC313717
0.8982 High Similarity NPC315306
0.8957 High Similarity NPC472618
0.8938 High Similarity NPC470353
0.8896 High Similarity NPC472617
0.8889 High Similarity NPC470354
0.8889 High Similarity NPC192587
0.8889 High Similarity NPC470352
0.8876 High Similarity NPC475080
0.8841 High Similarity NPC313368
0.8817 High Similarity NPC476159
0.8817 High Similarity NPC118128
0.8817 High Similarity NPC477529
0.8802 High Similarity NPC476255
0.8795 High Similarity NPC100849
0.8772 High Similarity NPC469345
0.8772 High Similarity NPC98943
0.8765 High Similarity NPC154986
0.8765 High Similarity NPC471969
0.8765 High Similarity NPC155686
0.8758 High Similarity NPC473131
0.8758 High Similarity NPC470675
0.875 High Similarity NPC193222
0.875 High Similarity NPC472058
0.875 High Similarity NPC470341
0.875 High Similarity NPC324522
0.875 High Similarity NPC105414
0.875 High Similarity NPC234497
0.875 High Similarity NPC223413
0.8743 High Similarity NPC472049
0.8734 High Similarity NPC472446
0.8734 High Similarity NPC472447
0.8727 High Similarity NPC195136
0.8721 High Similarity NPC476199
0.8721 High Similarity NPC476210
0.872 High Similarity NPC281137
0.872 High Similarity NPC282390
0.8713 High Similarity NPC475398
0.8713 High Similarity NPC86809
0.8713 High Similarity NPC294149
0.8713 High Similarity NPC98667
0.8713 High Similarity NPC232412
0.8706 High Similarity NPC169018
0.8704 High Similarity NPC470340
0.8696 High Similarity NPC61258
0.869 High Similarity NPC476056
0.869 High Similarity NPC62444
0.869 High Similarity NPC125465
0.869 High Similarity NPC251336
0.8688 High Similarity NPC470460
0.8686 High Similarity NPC197972
0.8675 High Similarity NPC476929
0.8671 High Similarity NPC473729
0.8671 High Similarity NPC473607
0.8671 High Similarity NPC473813
0.8671 High Similarity NPC473812
0.8667 High Similarity NPC90497
0.8667 High Similarity NPC15815
0.8667 High Similarity NPC105584
0.8667 High Similarity NPC125969
0.8667 High Similarity NPC295090
0.8663 High Similarity NPC227275
0.8659 High Similarity NPC56049
0.8659 High Similarity NPC54830
0.8659 High Similarity NPC164427
0.8655 High Similarity NPC476311
0.865 High Similarity NPC193200
0.8642 High Similarity NPC132990
0.8642 High Similarity NPC46882
0.8642 High Similarity NPC305965
0.8639 High Similarity NPC76647
0.8634 High Similarity NPC470461
0.8631 High Similarity NPC472057
0.8631 High Similarity NPC469664
0.8631 High Similarity NPC472051
0.8623 High Similarity NPC472059
0.8623 High Similarity NPC94796
0.8623 High Similarity NPC473022
0.8621 High Similarity NPC208069
0.8614 High Similarity NPC43490
0.8614 High Similarity NPC475107
0.8614 High Similarity NPC121647
0.8613 High Similarity NPC233978
0.8613 High Similarity NPC477682
0.8613 High Similarity NPC477683
0.8606 High Similarity NPC271741
0.8606 High Similarity NPC272196
0.8606 High Similarity NPC474637
0.8606 High Similarity NPC257166
0.8606 High Similarity NPC287789
0.8605 High Similarity NPC477991
0.8605 High Similarity NPC477992
0.8598 High Similarity NPC68727
0.8596 High Similarity NPC472620
0.8589 High Similarity NPC180944
0.8589 High Similarity NPC40356
0.8589 High Similarity NPC113608
0.8589 High Similarity NPC268992
0.8589 High Similarity NPC51824
0.8589 High Similarity NPC154683
0.8589 High Similarity NPC470337
0.8589 High Similarity NPC470338
0.8588 High Similarity NPC63514
0.8588 High Similarity NPC102810
0.858 High Similarity NPC29777
0.858 High Similarity NPC475109
0.858 High Similarity NPC471115
0.858 High Similarity NPC188403
0.8571 High Similarity NPC472053
0.8571 High Similarity NPC473009
0.8571 High Similarity NPC476295
0.8571 High Similarity NPC476931
0.8571 High Similarity NPC290160
0.8571 High Similarity NPC131578
0.8563 High Similarity NPC472261
0.8563 High Similarity NPC219686
0.8562 High Similarity NPC470458
0.8554 High Similarity NPC51247
0.8547 High Similarity NPC476229
0.8547 High Similarity NPC476139
0.8547 High Similarity NPC470333
0.8547 High Similarity NPC476152
0.8545 High Similarity NPC215917
0.8545 High Similarity NPC61112
0.8545 High Similarity NPC309648
0.8545 High Similarity NPC10754
0.8545 High Similarity NPC198489
0.8545 High Similarity NPC469507
0.8545 High Similarity NPC32867
0.8545 High Similarity NPC20530
0.8538 High Similarity NPC476196
0.8538 High Similarity NPC251144
0.8538 High Similarity NPC241387
0.8537 High Similarity NPC469405
0.8537 High Similarity NPC236756
0.8537 High Similarity NPC311579
0.8529 High Similarity NPC472622
0.8529 High Similarity NPC470377
0.8529 High Similarity NPC471975
0.8529 High Similarity NPC470374
0.8529 High Similarity NPC478059
0.8529 High Similarity NPC478060
0.8528 High Similarity NPC470569
0.8528 High Similarity NPC478148
0.8528 High Similarity NPC178484
0.8521 High Similarity NPC473908
0.8521 High Similarity NPC473010
0.8521 High Similarity NPC136641
0.8519 High Similarity NPC471114
0.8519 High Similarity NPC5173
0.8512 High Similarity NPC473012
0.8509 High Similarity NPC259632
0.8503 High Similarity NPC472055
0.8503 High Similarity NPC284495
0.8503 High Similarity NPC226462
0.8503 High Similarity NPC286422
0.8503 High Similarity NPC98023
0.85 High Similarity NPC470673
0.85 High Similarity NPC117716
0.85 High Similarity NPC470674
0.85 High Similarity NPC224714
0.8497 Intermediate Similarity NPC162248
0.8494 Intermediate Similarity NPC246466
0.8494 Intermediate Similarity NPC475184
0.8494 Intermediate Similarity NPC196448
0.8494 Intermediate Similarity NPC201127
0.8494 Intermediate Similarity NPC1796
0.8494 Intermediate Similarity NPC208258
0.8491 Intermediate Similarity NPC204469
0.8485 Intermediate Similarity NPC48579
0.8485 Intermediate Similarity NPC275575
0.8485 Intermediate Similarity NPC471116
0.8485 Intermediate Similarity NPC259710
0.8485 Intermediate Similarity NPC111341
0.8485 Intermediate Similarity NPC476169
0.8485 Intermediate Similarity NPC207809
0.8485 Intermediate Similarity NPC258474
0.8485 Intermediate Similarity NPC37253
0.8485 Intermediate Similarity NPC304207
0.8485 Intermediate Similarity NPC79375
0.8485 Intermediate Similarity NPC470681
0.8485 Intermediate Similarity NPC217706
0.8485 Intermediate Similarity NPC304745
0.8485 Intermediate Similarity NPC201227
0.848 Intermediate Similarity NPC217378
0.848 Intermediate Similarity NPC472619

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC286074 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
0.8485 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8385 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8372 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8343 Intermediate Similarity NPD6959 Discontinued
0.8274 Intermediate Similarity NPD7075 Discontinued
0.8272 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8242 Intermediate Similarity NPD4380 Phase 2
0.8204 Intermediate Similarity NPD7819 Suspended
0.8198 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8198 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8198 Intermediate Similarity NPD6166 Phase 2
0.8144 Intermediate Similarity NPD6801 Discontinued
0.8122 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8079 Intermediate Similarity NPD7808 Phase 3
0.8059 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8024 Intermediate Similarity NPD6599 Discontinued
0.8023 Intermediate Similarity NPD7251 Discontinued
0.8012 Intermediate Similarity NPD1549 Phase 2
0.8 Intermediate Similarity NPD2796 Approved
0.8 Intermediate Similarity NPD8434 Phase 2
0.7989 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7988 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7976 Intermediate Similarity NPD7411 Suspended
0.7966 Intermediate Similarity NPD6797 Phase 2
0.7963 Intermediate Similarity NPD2800 Approved
0.795 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.795 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7943 Intermediate Similarity NPD7473 Discontinued
0.7941 Intermediate Similarity NPD5402 Approved
0.7937 Intermediate Similarity NPD1510 Phase 2
0.7895 Intermediate Similarity NPD7768 Phase 2
0.7895 Intermediate Similarity NPD3882 Suspended
0.7888 Intermediate Similarity NPD6100 Approved
0.7888 Intermediate Similarity NPD6099 Approved
0.7865 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7853 Intermediate Similarity NPD7054 Approved
0.7844 Intermediate Similarity NPD5403 Approved
0.7836 Intermediate Similarity NPD3817 Phase 2
0.7824 Intermediate Similarity NPD1934 Approved
0.7812 Intermediate Similarity NPD6651 Approved
0.7809 Intermediate Similarity NPD7074 Phase 3
0.7809 Intermediate Similarity NPD7472 Approved
0.7805 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD3750 Approved
0.7802 Intermediate Similarity NPD8150 Discontinued
0.7797 Intermediate Similarity NPD3751 Discontinued
0.7797 Intermediate Similarity NPD3818 Discontinued
0.7791 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD1512 Approved
0.7778 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD2801 Approved
0.7771 Intermediate Similarity NPD6799 Approved
0.7771 Intermediate Similarity NPD6232 Discontinued
0.7759 Intermediate Similarity NPD5494 Approved
0.7746 Intermediate Similarity NPD3749 Approved
0.7725 Intermediate Similarity NPD2534 Approved
0.7725 Intermediate Similarity NPD2532 Approved
0.7725 Intermediate Similarity NPD5401 Approved
0.7725 Intermediate Similarity NPD2533 Approved
0.7702 Intermediate Similarity NPD1607 Approved
0.7688 Intermediate Similarity NPD1240 Approved
0.7674 Intermediate Similarity NPD5761 Phase 2
0.7674 Intermediate Similarity NPD5760 Phase 2
0.7665 Intermediate Similarity NPD1511 Approved
0.7654 Intermediate Similarity NPD5844 Phase 1
0.7647 Intermediate Similarity NPD3226 Approved
0.7637 Intermediate Similarity NPD8312 Approved
0.7637 Intermediate Similarity NPD8313 Approved
0.7607 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7604 Intermediate Similarity NPD7698 Approved
0.7604 Intermediate Similarity NPD7696 Phase 3
0.7604 Intermediate Similarity NPD7435 Discontinued
0.7604 Intermediate Similarity NPD7697 Approved
0.7566 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7565 Intermediate Similarity NPD7870 Phase 2
0.7565 Intermediate Similarity NPD7871 Phase 2
0.756 Intermediate Similarity NPD7390 Discontinued
0.7539 Intermediate Similarity NPD6780 Approved
0.7539 Intermediate Similarity NPD6776 Approved
0.7539 Intermediate Similarity NPD6781 Approved
0.7539 Intermediate Similarity NPD6782 Approved
0.7539 Intermediate Similarity NPD6777 Approved
0.7539 Intermediate Similarity NPD6779 Approved
0.7539 Intermediate Similarity NPD6778 Approved
0.7527 Intermediate Similarity NPD6559 Discontinued
0.7527 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3748 Approved
0.75 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD4628 Phase 3
0.7472 Intermediate Similarity NPD3787 Discontinued
0.7462 Intermediate Similarity NPD7874 Approved
0.7462 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7449 Intermediate Similarity NPD7701 Phase 2
0.7425 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD7801 Approved
0.7412 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7411 Intermediate Similarity NPD8151 Discontinued
0.7391 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7385 Intermediate Similarity NPD8320 Phase 1
0.7385 Intermediate Similarity NPD8319 Approved
0.7377 Intermediate Similarity NPD5953 Discontinued
0.7349 Intermediate Similarity NPD1551 Phase 2
0.7344 Intermediate Similarity NPD7700 Phase 2
0.7344 Intermediate Similarity NPD7699 Phase 2
0.7341 Intermediate Similarity NPD7458 Discontinued
0.7333 Intermediate Similarity NPD3926 Phase 2
0.7326 Intermediate Similarity NPD920 Approved
0.7318 Intermediate Similarity NPD1247 Approved
0.7305 Intermediate Similarity NPD2344 Approved
0.7294 Intermediate Similarity NPD7236 Approved
0.7289 Intermediate Similarity NPD2799 Discontinued
0.7277 Intermediate Similarity NPD6535 Approved
0.7277 Intermediate Similarity NPD6534 Approved
0.7277 Intermediate Similarity NPD4360 Phase 2
0.7277 Intermediate Similarity NPD4363 Phase 3
0.7273 Intermediate Similarity NPD1465 Phase 2
0.7268 Intermediate Similarity NPD7286 Phase 2
0.7267 Intermediate Similarity NPD6273 Approved
0.7246 Intermediate Similarity NPD2935 Discontinued
0.7241 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD8127 Discontinued
0.7222 Intermediate Similarity NPD4908 Phase 1
0.7219 Intermediate Similarity NPD1243 Approved
0.7216 Intermediate Similarity NPD37 Approved
0.7213 Intermediate Similarity NPD7228 Approved
0.7209 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD919 Approved
0.7202 Intermediate Similarity NPD1471 Phase 3
0.7202 Intermediate Similarity NPD2346 Discontinued
0.7198 Intermediate Similarity NPD2403 Approved
0.7191 Intermediate Similarity NPD4966 Approved
0.7191 Intermediate Similarity NPD4965 Approved
0.7191 Intermediate Similarity NPD4967 Phase 2
0.7184 Intermediate Similarity NPD7239 Suspended
0.7182 Intermediate Similarity NPD5711 Approved
0.7182 Intermediate Similarity NPD5710 Approved
0.7176 Intermediate Similarity NPD7003 Approved
0.7164 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7164 Intermediate Similarity NPD7783 Phase 2
0.7135 Intermediate Similarity NPD2309 Approved
0.7134 Intermediate Similarity NPD2313 Discontinued
0.712 Intermediate Similarity NPD7799 Discontinued
0.7111 Intermediate Similarity NPD6234 Discontinued
0.7108 Intermediate Similarity NPD5124 Phase 1
0.7108 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD6823 Phase 2
0.7104 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD7907 Approved
0.7099 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7088 Intermediate Similarity NPD7229 Phase 3
0.7083 Intermediate Similarity NPD7033 Discontinued
0.7076 Intermediate Similarity NPD8166 Discontinued
0.7059 Intermediate Similarity NPD6765 Approved
0.7059 Intermediate Similarity NPD6764 Approved
0.705 Intermediate Similarity NPD7584 Approved
0.7049 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD8285 Discontinued
0.7037 Intermediate Similarity NPD1470 Approved
0.7035 Intermediate Similarity NPD6190 Approved
0.7022 Intermediate Similarity NPD6844 Discontinued
0.7019 Intermediate Similarity NPD8366 Approved
0.7019 Intermediate Similarity NPD4749 Approved
0.7012 Intermediate Similarity NPD6832 Phase 2
0.7005 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.6994 Remote Similarity NPD2798 Approved
0.699 Remote Similarity NPD8404 Phase 2
0.6983 Remote Similarity NPD8455 Phase 2
0.6982 Remote Similarity NPD651 Clinical (unspecified phase)
0.6974 Remote Similarity NPD4362 Clinical (unspecified phase)
0.6974 Remote Similarity NPD4361 Phase 2
0.6968 Remote Similarity NPD7685 Pre-registration
0.6968 Remote Similarity NPD8368 Discontinued
0.6966 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6946 Remote Similarity NPD943 Approved
0.6944 Remote Similarity NPD4288 Approved
0.694 Remote Similarity NPD7199 Phase 2
0.6935 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6928 Remote Similarity NPD3268 Approved
0.6923 Remote Similarity NPD4665 Approved
0.6923 Remote Similarity NPD4111 Phase 1
0.6923 Remote Similarity NPD7097 Phase 1
0.6914 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6911 Remote Similarity NPD6784 Approved
0.6911 Remote Similarity NPD6785 Approved
0.6905 Remote Similarity NPD230 Phase 1
0.6905 Remote Similarity NPD6355 Discontinued
0.6897 Remote Similarity NPD3300 Phase 2
0.6894 Remote Similarity NPD1610 Phase 2
0.6894 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6891 Remote Similarity NPD8435 Approved
0.6891 Remote Similarity NPD8360 Approved

Structure

External Identifiers

PubChem CID   44557151
ChEMBL   CHEMBL1077607
ZINC  

Physicochemical Properties

Molecular Weight:  634.28
ALogP:  -1.5145
MLogP:  4.32
XLogP:  1.958
# Rotatable Bonds:  14
Polar Surface Area:  170.82
# H-Bond Aceptor:  7
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  46

Download Data

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