Natural Product: NPC469395

Natural Product ID:  NPC469395
Common Name:   Dichrostachine P
IUPAC Name:   2-[(4R,4aR,8aR)-4-[[(1R,3S,4aS,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-8-hydroxy-3-methyl-7-oxo-1,4,8,8a-tetrahydronaphthalen-4a-yl]-5,7-dihydroxychromen-4-one
Synonyms:   Dichrostachine P
Molecular Formula:   C35H42O7
Standard InCHIKey:  NNBNXABSIDFNHX-BQAJGYTOSA-N
Standard InCHI:  InChI=1S/C35H42O7/c1-18-7-8-21-32(41)24(37)9-12-35(21,30-17-27(40)31-26(39)13-20(36)14-28(31)42-30)22(18)15-23-19(2)25(38)16-29-33(3,4)10-6-11-34(23,29)5/h7,9,12-14,17,21-23,25,29,32,36,38-39,41H,2,6,8,10-11,15-16H2,1,3-5H3/t21-,22+,23-,25-,29-,32?,34+,35-/m0/s1
Canonical SMILES:  Oc1cc(O)c2c(c1)oc(cc2=O)[C@@]12C=CC(=O)C([C@@H]1CC=C([C@H]2C[C@H]1C(=C)[C@@H](O)C[C@@H]2[C@]1(C)CCCC2(C)C)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
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 23398362
NPT2 Others Unspecified IC50 = 7000 nM 16643047

  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 NPC469395 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
0.9623 High Similarity NPC54903
0.9623 High Similarity NPC286074
0.962 High Similarity NPC17274
0.962 High Similarity NPC85047
0.962 High Similarity NPC120857
0.95 High Similarity NPC20734
0.9444 High Similarity NPC469393
0.9441 High Similarity NPC193698
0.9375 High Similarity NPC469394
0.9367 High Similarity NPC61382
0.9367 High Similarity NPC103816
0.9236 High Similarity NPC192587
0.9182 High Similarity NPC472618
0.9068 High Similarity NPC475106
0.9 High Similarity NPC472617
0.8987 High Similarity NPC193200
0.8957 High Similarity NPC316262
0.8957 High Similarity NPC314653
0.8944 High Similarity NPC195136
0.8938 High Similarity NPC281137
0.8938 High Similarity NPC282390
0.8917 High Similarity NPC61258
0.8902 High Similarity NPC251336
0.8896 High Similarity NPC290160
0.8896 High Similarity NPC476295
0.8882 High Similarity NPC90497
0.8882 High Similarity NPC15815
0.8882 High Similarity NPC105584
0.8875 High Similarity NPC54830
0.8875 High Similarity NPC469507
0.8875 High Similarity NPC56049
0.8862 High Similarity NPC471969
0.8861 High Similarity NPC305965
0.8861 High Similarity NPC473131
0.8861 High Similarity NPC178484
0.8861 High Similarity NPC470675
0.8855 High Similarity NPC315306
0.8855 High Similarity NPC313717
0.8854 High Similarity NPC470461
0.8839 High Similarity NPC472447
0.8839 High Similarity NPC472446
0.8834 High Similarity NPC473022
0.882 High Similarity NPC257166
0.8802 High Similarity NPC118128
0.8802 High Similarity NPC477529
0.8797 High Similarity NPC188403
0.8797 High Similarity NPC321896
0.8797 High Similarity NPC476185
0.879 High Similarity NPC470460
0.8774 High Similarity NPC473812
0.8774 High Similarity NPC473813
0.8773 High Similarity NPC18380
0.8765 High Similarity NPC295090
0.8765 High Similarity NPC51247
0.8758 High Similarity NPC470352
0.875 High Similarity NPC293286
0.875 High Similarity NPC121568
0.875 High Similarity NPC475080
0.8742 High Similarity NPC476551
0.8742 High Similarity NPC476552
0.8742 High Similarity NPC476553
0.8735 High Similarity NPC223413
0.8735 High Similarity NPC193222
0.8734 High Similarity NPC5173
0.8734 High Similarity NPC269420
0.8734 High Similarity NPC471114
0.8727 High Similarity NPC469664
0.8726 High Similarity NPC10990
0.8726 High Similarity NPC300988
0.872 High Similarity NPC473012
0.8718 High Similarity NPC216538
0.8718 High Similarity NPC326500
0.8718 High Similarity NPC273538
0.8718 High Similarity NPC224714
0.8712 High Similarity NPC121647
0.8712 High Similarity NPC226462
0.8712 High Similarity NPC313368
0.8712 High Similarity NPC98023
0.8712 High Similarity NPC297212
0.8712 High Similarity NPC292863
0.8712 High Similarity NPC184326
0.871 High Similarity NPC204469
0.8704 High Similarity NPC1796
0.8704 High Similarity NPC475184
0.8704 High Similarity NPC272196
0.8704 High Similarity NPC208258
0.8698 High Similarity NPC294149
0.8696 High Similarity NPC48579
0.8696 High Similarity NPC111341
0.8696 High Similarity NPC37253
0.8696 High Similarity NPC304207
0.8696 High Similarity NPC275575
0.8696 High Similarity NPC207809
0.8696 High Similarity NPC79375
0.8696 High Similarity NPC259710
0.8696 High Similarity NPC217706
0.8696 High Similarity NPC304745
0.869 High Similarity NPC476159
0.869 High Similarity NPC472620
0.8688 High Similarity NPC243171
0.8688 High Similarity NPC138288
0.8688 High Similarity NPC216035
0.8688 High Similarity NPC35567
0.8688 High Similarity NPC470340
0.8688 High Similarity NPC142527
0.8688 High Similarity NPC45934
0.8688 High Similarity NPC171651
0.8688 High Similarity NPC43345
0.8688 High Similarity NPC470353
0.8688 High Similarity NPC217149
0.8683 High Similarity NPC472619
0.8683 High Similarity NPC188079
0.8679 High Similarity NPC37348
0.8679 High Similarity NPC471115
0.8679 High Similarity NPC472633
0.8679 High Similarity NPC29777
0.8675 High Similarity NPC476255
0.8675 High Similarity NPC476056
0.8671 High Similarity NPC145467
0.8671 High Similarity NPC6511
0.8671 High Similarity NPC160821
0.8671 High Similarity NPC168085
0.8671 High Similarity NPC296869
0.8671 High Similarity NPC39195
0.8671 High Similarity NPC244407
0.8671 High Similarity NPC132592
0.8667 High Similarity NPC12461
0.8667 High Similarity NPC473009
0.8667 High Similarity NPC100849
0.8662 High Similarity NPC124729
0.8662 High Similarity NPC472629
0.8662 High Similarity NPC5820
0.8662 High Similarity NPC476088
0.8662 High Similarity NPC306488
0.8662 High Similarity NPC178343
0.8662 High Similarity NPC299011
0.8662 High Similarity NPC474161
0.8662 High Similarity NPC470458
0.8659 High Similarity NPC97812
0.8659 High Similarity NPC137232
0.8659 High Similarity NPC476929
0.8659 High Similarity NPC312273
0.8659 High Similarity NPC301256
0.8654 High Similarity NPC245482
0.8654 High Similarity NPC190637
0.8654 High Similarity NPC293053
0.8654 High Similarity NPC117836
0.8654 High Similarity NPC51887
0.8654 High Similarity NPC475705
0.8654 High Similarity NPC24821
0.8654 High Similarity NPC212932
0.8654 High Similarity NPC11700
0.8654 High Similarity NPC476178
0.8654 High Similarity NPC301751
0.8654 High Similarity NPC9117
0.865 High Similarity NPC46736
0.865 High Similarity NPC197856
0.865 High Similarity NPC195167
0.8645 High Similarity NPC40118
0.8645 High Similarity NPC126534
0.8645 High Similarity NPC232021
0.8642 High Similarity NPC78492
0.8642 High Similarity NPC10754
0.8642 High Similarity NPC470354
0.8642 High Similarity NPC208152
0.8642 High Similarity NPC32867
0.8642 High Similarity NPC164427
0.8642 High Similarity NPC20530
0.8642 High Similarity NPC215917
0.8634 High Similarity NPC324447
0.8634 High Similarity NPC329844
0.8634 High Similarity NPC236756
0.8634 High Similarity NPC248793
0.8634 High Similarity NPC311579
0.8634 High Similarity NPC7989
0.8634 High Similarity NPC20907
0.8634 High Similarity NPC268193
0.8634 High Similarity NPC210942
0.8634 High Similarity NPC169990
0.8634 High Similarity NPC223701
0.8634 High Similarity NPC472583
0.8634 High Similarity NPC244250
0.8634 High Similarity NPC180301
0.8625 High Similarity NPC262038
0.8625 High Similarity NPC262039
0.8625 High Similarity NPC254412
0.8625 High Similarity NPC319910
0.8625 High Similarity NPC278476
0.8625 High Similarity NPC478148
0.8623 High Similarity NPC478060
0.8623 High Similarity NPC476306
0.8623 High Similarity NPC472622
0.8623 High Similarity NPC471975
0.8623 High Similarity NPC470374
0.8623 High Similarity NPC478059
0.8623 High Similarity NPC470377
0.8616 High Similarity NPC473016
0.8616 High Similarity NPC146014
0.8616 High Similarity NPC317492
0.8616 High Similarity NPC474052

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469395 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
0.8718 High Similarity NPD4378 Clinical (unspecified phase)
0.8696 High Similarity NPD8443 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8447 Intermediate Similarity NPD4380 Phase 2
0.8434 Intermediate Similarity NPD6959 Discontinued
0.8405 Intermediate Similarity NPD7819 Suspended
0.8393 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8393 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8393 Intermediate Similarity NPD6166 Phase 2
0.8365 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8364 Intermediate Similarity NPD7075 Discontinued
0.8333 Intermediate Similarity NPD1549 Phase 2
0.8323 Intermediate Similarity NPD2796 Approved
0.8293 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8293 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8269 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8269 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8258 Intermediate Similarity NPD1510 Phase 2
0.8253 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8232 Intermediate Similarity NPD6801 Discontinued
0.8221 Intermediate Similarity NPD6599 Discontinued
0.8193 Intermediate Similarity NPD7768 Phase 2
0.8176 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8171 Intermediate Similarity NPD7411 Suspended
0.8161 Intermediate Similarity NPD7808 Phase 3
0.8121 Intermediate Similarity NPD1934 Approved
0.8113 Intermediate Similarity NPD3750 Approved
0.8103 Intermediate Similarity NPD7251 Discontinued
0.8086 Intermediate Similarity NPD1512 Approved
0.805 Intermediate Similarity NPD2800 Approved
0.8046 Intermediate Similarity NPD6797 Phase 2
0.8035 Intermediate Similarity NPD7054 Approved
0.8013 Intermediate Similarity NPD1607 Approved
0.8 Intermediate Similarity NPD1240 Approved
0.7989 Intermediate Similarity NPD7472 Approved
0.7989 Intermediate Similarity NPD7074 Phase 3
0.7987 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7976 Intermediate Similarity NPD3882 Suspended
0.7975 Intermediate Similarity NPD6100 Approved
0.7975 Intermediate Similarity NPD6099 Approved
0.7964 Intermediate Similarity NPD2801 Approved
0.7963 Intermediate Similarity NPD6799 Approved
0.7963 Intermediate Similarity NPD1511 Approved
0.7941 Intermediate Similarity NPD5494 Approved
0.7931 Intermediate Similarity NPD5844 Phase 1
0.7927 Intermediate Similarity NPD5403 Approved
0.7919 Intermediate Similarity NPD7473 Discontinued
0.7917 Intermediate Similarity NPD3817 Phase 2
0.7917 Intermediate Similarity NPD5402 Approved
0.7901 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7898 Intermediate Similarity NPD6651 Approved
0.7888 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7877 Intermediate Similarity NPD8434 Phase 2
0.7874 Intermediate Similarity NPD3818 Discontinued
0.7841 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7824 Intermediate Similarity NPD3749 Approved
0.7805 Intermediate Similarity NPD2533 Approved
0.7805 Intermediate Similarity NPD2532 Approved
0.7805 Intermediate Similarity NPD2534 Approved
0.7805 Intermediate Similarity NPD5401 Approved
0.7799 Intermediate Similarity NPD3748 Approved
0.7778 Intermediate Similarity NPD4628 Phase 3
0.7778 Intermediate Similarity NPD8150 Discontinued
0.7765 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7753 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7751 Intermediate Similarity NPD5760 Phase 2
0.7751 Intermediate Similarity NPD5761 Phase 2
0.7746 Intermediate Similarity NPD6232 Discontinued
0.7716 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7709 Intermediate Similarity NPD8313 Approved
0.7709 Intermediate Similarity NPD8312 Approved
0.7697 Intermediate Similarity NPD6559 Discontinued
0.7697 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.767 Intermediate Similarity NPD3751 Discontinued
0.7654 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD1551 Phase 2
0.7636 Intermediate Similarity NPD7390 Discontinued
0.7634 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD3226 Approved
0.7619 Intermediate Similarity NPD7458 Discontinued
0.7596 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD6273 Approved
0.7532 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD2935 Discontinued
0.7527 Intermediate Similarity NPD4363 Phase 3
0.7527 Intermediate Similarity NPD4360 Phase 2
0.7516 Intermediate Similarity NPD4908 Phase 1
0.7515 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD920 Approved
0.7487 Intermediate Similarity NPD7697 Approved
0.7487 Intermediate Similarity NPD7698 Approved
0.7487 Intermediate Similarity NPD7696 Phase 3
0.7469 Intermediate Similarity NPD2799 Discontinued
0.7455 Intermediate Similarity NPD7003 Approved
0.7448 Intermediate Similarity NPD7870 Phase 2
0.7448 Intermediate Similarity NPD7871 Phase 2
0.7443 Intermediate Similarity NPD3787 Discontinued
0.7432 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.743 Intermediate Similarity NPD7286 Phase 2
0.7421 Intermediate Similarity NPD6781 Approved
0.7421 Intermediate Similarity NPD6777 Approved
0.7421 Intermediate Similarity NPD6780 Approved
0.7421 Intermediate Similarity NPD6779 Approved
0.7421 Intermediate Similarity NPD6776 Approved
0.7421 Intermediate Similarity NPD6778 Approved
0.7421 Intermediate Similarity NPD6782 Approved
0.7396 Intermediate Similarity NPD7435 Discontinued
0.7394 Intermediate Similarity NPD1243 Approved
0.7386 Intermediate Similarity NPD8127 Discontinued
0.7386 Intermediate Similarity NPD1247 Approved
0.7381 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD2344 Approved
0.7378 Intermediate Similarity NPD2346 Discontinued
0.7371 Intermediate Similarity NPD919 Approved
0.7365 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD7236 Approved
0.7349 Intermediate Similarity NPD8166 Discontinued
0.7348 Intermediate Similarity NPD5953 Discontinued
0.7333 Intermediate Similarity NPD7701 Phase 2
0.7312 Intermediate Similarity NPD2313 Discontinued
0.731 Intermediate Similarity NPD7801 Approved
0.7303 Intermediate Similarity NPD3926 Phase 2
0.7296 Intermediate Similarity NPD8151 Discontinued
0.7284 Intermediate Similarity NPD5124 Phase 1
0.7284 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD2798 Approved
0.7273 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7259 Intermediate Similarity NPD7874 Approved
0.7259 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD7033 Discontinued
0.7247 Intermediate Similarity NPD5711 Approved
0.7247 Intermediate Similarity NPD7229 Phase 3
0.7247 Intermediate Similarity NPD5710 Approved
0.7241 Intermediate Similarity NPD1465 Phase 2
0.7225 Intermediate Similarity NPD7700 Phase 2
0.7225 Intermediate Similarity NPD7699 Phase 2
0.7211 Intermediate Similarity NPD4361 Phase 2
0.7211 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD3268 Approved
0.7202 Intermediate Similarity NPD2309 Approved
0.72 Intermediate Similarity NPD4288 Approved
0.7188 Intermediate Similarity NPD6832 Phase 2
0.7184 Intermediate Similarity NPD6844 Discontinued
0.7184 Intermediate Similarity NPD37 Approved
0.7182 Intermediate Similarity NPD7228 Approved
0.7179 Intermediate Similarity NPD1610 Phase 2
0.7179 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD8319 Approved
0.7179 Intermediate Similarity NPD8320 Phase 1
0.7169 Intermediate Similarity NPD1471 Phase 3
0.7167 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD4965 Approved
0.7159 Intermediate Similarity NPD4967 Phase 2
0.7159 Intermediate Similarity NPD4966 Approved
0.7158 Intermediate Similarity NPD6535 Approved
0.7158 Intermediate Similarity NPD6534 Approved
0.7152 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD7239 Suspended
0.7143 Intermediate Similarity NPD8455 Phase 2
0.7136 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7136 Intermediate Similarity NPD7783 Phase 2
0.7134 Intermediate Similarity NPD3972 Approved
0.7126 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD6764 Approved
0.712 Intermediate Similarity NPD6765 Approved
0.7117 Intermediate Similarity NPD943 Approved
0.7111 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD5408 Approved
0.7108 Intermediate Similarity NPD5405 Approved
0.7108 Intermediate Similarity NPD5404 Approved
0.7108 Intermediate Similarity NPD5406 Approved
0.7107 Intermediate Similarity NPD7584 Approved
0.7107 Intermediate Similarity NPD2797 Approved
0.7107 Intermediate Similarity NPD1470 Approved
0.7107 Intermediate Similarity NPD1203 Approved
0.7095 Intermediate Similarity NPD7199 Phase 2
0.7089 Intermediate Similarity NPD4749 Approved
0.7088 Intermediate Similarity NPD7799 Discontinued
0.7079 Intermediate Similarity NPD6234 Discontinued
0.7077 Intermediate Similarity NPD6823 Phase 2
0.7073 Intermediate Similarity NPD6355 Discontinued
0.7072 Intermediate Similarity NPD2403 Approved
0.707 Intermediate Similarity NPD1201 Approved
0.7062 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD3300 Phase 2
0.7055 Intermediate Similarity NPD8032 Phase 2
0.7048 Intermediate Similarity NPD4308 Phase 3
0.7044 Intermediate Similarity NPD8651 Approved
0.7037 Intermediate Similarity NPD4625 Phase 3
0.7032 Intermediate Similarity NPD1548 Phase 1
0.7027 Intermediate Similarity NPD6104 Discontinued
0.7025 Intermediate Similarity NPD9717 Approved
0.7012 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD1613 Approved
0.6995 Remote Similarity NPD7893 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44557354
ChEMBL   CHEMBL1077628
ZINC  

Physicochemical Properties

Molecular Weight:  574.29
ALogP:  -0.6939
MLogP:  4.54
XLogP:  5.878
# Rotatable Bonds:  11
Polar Surface Area:  124.29
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  6
# Heavy Atoms:  42

Download Data

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Biological Activities  
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