Natural Product: NPC477393

Natural Product ID:  NPC477393
Common Name:   Kopsimaline A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C24H26N2O9
Standard InCHIKey:  QWMLWRHZSYYKIR-JXFMMCSMSA-N
Standard InCHI:  InChI=1S/C24H26N2O9/c1-31-19(28)24(30)18(27)21-5-6-23(24)22(7-8-25(17(21)22)9-13-16(21)35-13)11-3-4-12-15(34-10-33-12)14(11)26(23)20(29)32-2/h3-4,13,16-18,27,30H,5-10H2,1-2H3/t13-,16-,17-,18+,21+,22+,23-,24+/m0/s1
Canonical SMILES:  COC(=O)N1c2c3OCOc3ccc2[C@]23[C@@]41CC[C@]1([C@H]([C@@]4(O)C(=O)OC)O)[C@@H]3N(CC2)C[C@H]2[C@@H]1O2
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
NPO19270 Kopsia singapurensis Species Apocynaceae Eukaryota leaf and stem-bark Pahang, Malaysia 1996-JUL PMID[18078327]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 25 ug/ml 18078327
NPT91 Cell Line KB Homo sapiens IC50 = 3900000 nM 18078327

  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 NPC477393 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
0.9908 High Similarity NPC477396
0.9543 High Similarity NPC477395
0.9259 High Similarity NPC471513
0.9087 High Similarity NPC477397
0.8995 High Similarity NPC473458
0.8761 High Similarity NPC222046
0.8676 High Similarity NPC288110
0.8649 High Similarity NPC477394
0.8235 Intermediate Similarity NPC127996
0.8233 Intermediate Similarity NPC291173
0.8166 Intermediate Similarity NPC470480
0.8142 Intermediate Similarity NPC10653
0.8142 Intermediate Similarity NPC318525
0.8079 Intermediate Similarity NPC19175
0.8028 Intermediate Similarity NPC471512
0.8009 Intermediate Similarity NPC195636
0.7965 Intermediate Similarity NPC234772
0.7957 Intermediate Similarity NPC476220
0.7957 Intermediate Similarity NPC160113
0.7948 Intermediate Similarity NPC128476
0.7922 Intermediate Similarity NPC231924
0.7904 Intermediate Similarity NPC476069
0.7832 Intermediate Similarity NPC159815
0.7824 Intermediate Similarity NPC476258
0.7824 Intermediate Similarity NPC304837
0.7818 Intermediate Similarity NPC474427
0.7817 Intermediate Similarity NPC77777
0.7773 Intermediate Similarity NPC154922
0.7752 Intermediate Similarity NPC221687
0.7723 Intermediate Similarity NPC195787
0.7723 Intermediate Similarity NPC246140
0.7716 Intermediate Similarity NPC46259
0.7686 Intermediate Similarity NPC113455
0.7682 Intermediate Similarity NPC475713
0.7682 Intermediate Similarity NPC148124
0.7682 Intermediate Similarity NPC474432
0.7664 Intermediate Similarity NPC120239
0.7639 Intermediate Similarity NPC99724
0.7636 Intermediate Similarity NPC97100
0.7636 Intermediate Similarity NPC473375
0.7627 Intermediate Similarity NPC248903
0.7602 Intermediate Similarity NPC161804
0.7589 Intermediate Similarity NPC475747
0.7585 Intermediate Similarity NPC26928
0.7541 Intermediate Similarity NPC469452
0.7522 Intermediate Similarity NPC10732
0.7511 Intermediate Similarity NPC269449
0.748 Intermediate Similarity NPC329932
0.7469 Intermediate Similarity NPC469722
0.7459 Intermediate Similarity NPC469450
0.7422 Intermediate Similarity NPC127178
0.7422 Intermediate Similarity NPC67904
0.7418 Intermediate Similarity NPC301501
0.7398 Intermediate Similarity NPC469451
0.7393 Intermediate Similarity NPC126556
0.7377 Intermediate Similarity NPC131977
0.7371 Intermediate Similarity NPC470481
0.7371 Intermediate Similarity NPC470482
0.7371 Intermediate Similarity NPC119722
0.7368 Intermediate Similarity NPC87714
0.7366 Intermediate Similarity NPC66909
0.7357 Intermediate Similarity NPC1464
0.7345 Intermediate Similarity NPC138830
0.7333 Intermediate Similarity NPC193906
0.7333 Intermediate Similarity NPC23080
0.7313 Intermediate Similarity NPC254045
0.7313 Intermediate Similarity NPC64576
0.7313 Intermediate Similarity NPC201055
0.7313 Intermediate Similarity NPC151470
0.7293 Intermediate Similarity NPC470484
0.7293 Intermediate Similarity NPC475147
0.7292 Intermediate Similarity NPC266994
0.7288 Intermediate Similarity NPC87560
0.7273 Intermediate Similarity NPC223242
0.7273 Intermediate Similarity NPC474746
0.7273 Intermediate Similarity NPC475981
0.7269 Intermediate Similarity NPC314100
0.7269 Intermediate Similarity NPC72788
0.7269 Intermediate Similarity NPC120671
0.7269 Intermediate Similarity NPC226652
0.7253 Intermediate Similarity NPC82541
0.7248 Intermediate Similarity NPC15919
0.7241 Intermediate Similarity NPC475133
0.7234 Intermediate Similarity NPC189661
0.7232 Intermediate Similarity NPC470485
0.7231 Intermediate Similarity NPC74216
0.722 Intermediate Similarity NPC476436
0.7217 Intermediate Similarity NPC268077
0.7215 Intermediate Similarity NPC195120
0.7213 Intermediate Similarity NPC139373
0.7207 Intermediate Similarity NPC230098
0.7202 Intermediate Similarity NPC474470
0.7191 Intermediate Similarity NPC260909
0.7185 Intermediate Similarity NPC219397
0.7181 Intermediate Similarity NPC73020
0.7181 Intermediate Similarity NPC215098
0.7181 Intermediate Similarity NPC124302
0.7181 Intermediate Similarity NPC70290
0.7181 Intermediate Similarity NPC14622
0.7181 Intermediate Similarity NPC46744
0.7175 Intermediate Similarity NPC237579
0.717 Intermediate Similarity NPC237901
0.717 Intermediate Similarity NPC195788
0.7168 Intermediate Similarity NPC162653
0.7167 Intermediate Similarity NPC477160
0.7167 Intermediate Similarity NPC71539
0.7167 Intermediate Similarity NPC250960
0.7162 Intermediate Similarity NPC9867
0.7162 Intermediate Similarity NPC471489
0.7155 Intermediate Similarity NPC157983
0.7155 Intermediate Similarity NPC118154
0.7143 Intermediate Similarity NPC470483
0.7136 Intermediate Similarity NPC474745
0.713 Intermediate Similarity NPC119818
0.713 Intermediate Similarity NPC2173
0.713 Intermediate Similarity NPC328700
0.713 Intermediate Similarity NPC202771
0.7117 Intermediate Similarity NPC156576
0.7112 Intermediate Similarity NPC80472
0.7107 Intermediate Similarity NPC122886
0.7105 Intermediate Similarity NPC17677
0.71 Intermediate Similarity NPC207971
0.7097 Intermediate Similarity NPC311991
0.7093 Intermediate Similarity NPC33256
0.7091 Intermediate Similarity NPC474325
0.7091 Intermediate Similarity NPC118633
0.7091 Intermediate Similarity NPC294790
0.7091 Intermediate Similarity NPC148693
0.7082 Intermediate Similarity NPC11708
0.708 Intermediate Similarity NPC302001
0.708 Intermediate Similarity NPC94499
0.7078 Intermediate Similarity NPC285254
0.7078 Intermediate Similarity NPC304675
0.7073 Intermediate Similarity NPC476429
0.7072 Intermediate Similarity NPC248642
0.7064 Intermediate Similarity NPC65403
0.7061 Intermediate Similarity NPC470821
0.7056 Intermediate Similarity NPC286135
0.7054 Intermediate Similarity NPC76478
0.7049 Intermediate Similarity NPC13249
0.7045 Intermediate Similarity NPC237044
0.7042 Intermediate Similarity NPC108826
0.7039 Intermediate Similarity NPC476500
0.7035 Intermediate Similarity NPC319549
0.7022 Intermediate Similarity NPC141440
0.7022 Intermediate Similarity NPC474059
0.7022 Intermediate Similarity NPC105055
0.7022 Intermediate Similarity NPC22689
0.7004 Intermediate Similarity NPC475316
0.7004 Intermediate Similarity NPC473486
0.7 Intermediate Similarity NPC151171
0.6986 Remote Similarity NPC470739
0.6986 Remote Similarity NPC477640
0.6986 Remote Similarity NPC225597
0.6983 Remote Similarity NPC118189
0.6983 Remote Similarity NPC7560
0.6982 Remote Similarity NPC99179
0.6982 Remote Similarity NPC126284
0.6975 Remote Similarity NPC114468
0.6972 Remote Similarity NPC82533
0.6972 Remote Similarity NPC290759
0.6972 Remote Similarity NPC266176
0.6972 Remote Similarity NPC158148
0.6964 Remote Similarity NPC35390
0.6964 Remote Similarity NPC470631
0.6964 Remote Similarity NPC473781
0.696 Remote Similarity NPC196231
0.6957 Remote Similarity NPC218733
0.6957 Remote Similarity NPC132874
0.6957 Remote Similarity NPC138615
0.6957 Remote Similarity NPC265642
0.6951 Remote Similarity NPC115906
0.6949 Remote Similarity NPC168250
0.6946 Remote Similarity NPC148391
0.6943 Remote Similarity NPC470646
0.6941 Remote Similarity NPC474475
0.6941 Remote Similarity NPC474708
0.693 Remote Similarity NPC78284
0.6929 Remote Similarity NPC134702
0.6929 Remote Similarity NPC182853
0.6926 Remote Similarity NPC267414
0.6926 Remote Similarity NPC5374
0.6923 Remote Similarity NPC287152
0.6913 Remote Similarity NPC90967
0.6906 Remote Similarity NPC220961
0.6906 Remote Similarity NPC244554
0.6906 Remote Similarity NPC149285
0.6904 Remote Similarity NPC268223
0.6903 Remote Similarity NPC214116
0.6901 Remote Similarity NPC37957
0.6895 Remote Similarity NPC475686
0.6895 Remote Similarity NPC58766
0.6895 Remote Similarity NPC475845
0.6889 Remote Similarity NPC262725
0.6886 Remote Similarity NPC226708
0.6886 Remote Similarity NPC63152
0.6885 Remote Similarity NPC251071
0.6883 Remote Similarity NPC293624
0.6883 Remote Similarity NPC71124
0.6878 Remote Similarity NPC46990

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477393 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
0.7689 Intermediate Similarity NPD6625 Approved
0.7399 Intermediate Similarity NPD5582 Discontinued
0.7366 Intermediate Similarity NPD2974 Approved
0.7366 Intermediate Similarity NPD2975 Approved
0.7366 Intermediate Similarity NPD2973 Approved
0.7345 Intermediate Similarity NPD4580 Approved
0.7313 Intermediate Similarity NPD3452 Approved
0.7313 Intermediate Similarity NPD2494 Approved
0.7313 Intermediate Similarity NPD2493 Approved
0.7313 Intermediate Similarity NPD3450 Approved
0.7293 Intermediate Similarity NPD4582 Approved
0.7293 Intermediate Similarity NPD4583 Approved
0.7249 Intermediate Similarity NPD4002 Approved
0.7249 Intermediate Similarity NPD4004 Approved
0.7191 Intermediate Similarity NPD8460 Approved
0.7191 Intermediate Similarity NPD8459 Approved
0.7181 Intermediate Similarity NPD4420 Approved
0.717 Intermediate Similarity NPD8465 Approved
0.717 Intermediate Similarity NPD8467 Approved
0.717 Intermediate Similarity NPD8466 Approved
0.7167 Intermediate Similarity NPD6997 Phase 2
0.713 Intermediate Similarity NPD5006 Approved
0.713 Intermediate Similarity NPD5005 Approved
0.7113 Intermediate Similarity NPD2899 Discontinued
0.7097 Intermediate Similarity NPD7048 Phase 3
0.7063 Intermediate Similarity NPD8425 Approved
0.7063 Intermediate Similarity NPD8426 Approved
0.7045 Intermediate Similarity NPD6723 Discontinued
0.7041 Intermediate Similarity NPD8427 Approved
0.7041 Intermediate Similarity NPD8429 Approved
0.7041 Intermediate Similarity NPD8428 Approved
0.7035 Intermediate Similarity NPD7296 Approved
0.6991 Remote Similarity NPD2488 Approved
0.6991 Remote Similarity NPD2490 Approved
0.696 Remote Similarity NPD4846 Phase 2
0.6951 Remote Similarity NPD2971 Approved
0.6951 Remote Similarity NPD2968 Approved
0.6926 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6923 Remote Similarity NPD4040 Phase 1
0.6917 Remote Similarity NPD7047 Phase 3
0.691 Remote Similarity NPD956 Clinical (unspecified phase)
0.6907 Remote Similarity NPD4859 Phase 1
0.688 Remote Similarity NPD8364 Approved
0.688 Remote Similarity NPD8363 Approved
0.687 Remote Similarity NPD7186 Phase 3
0.6844 Remote Similarity NPD7907 Approved
0.6831 Remote Similarity NPD4111 Phase 1
0.6828 Remote Similarity NPD7906 Approved
0.6828 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6794 Remote Similarity NPD8461 Discontinued
0.6792 Remote Similarity NPD7827 Phase 1
0.6786 Remote Similarity NPD8489 Phase 1
0.6776 Remote Similarity NPD7805 Phase 3
0.6762 Remote Similarity NPD4665 Approved
0.6741 Remote Similarity NPD6211 Clinical (unspecified phase)
0.6735 Remote Similarity NPD3437 Discontinued
0.6726 Remote Similarity NPD5312 Approved
0.6726 Remote Similarity NPD4578 Approved
0.6726 Remote Similarity NPD7280 Phase 3
0.6726 Remote Similarity NPD4577 Approved
0.6726 Remote Similarity NPD7281 Phase 3
0.6726 Remote Similarity NPD5313 Approved
0.6724 Remote Similarity NPD7667 Clinical (unspecified phase)
0.6718 Remote Similarity NPD8492 Approved
0.6711 Remote Similarity NPD4663 Approved
0.668 Remote Similarity NPD5676 Approved
0.668 Remote Similarity NPD683 Approved
0.6667 Remote Similarity NPD7497 Discontinued
0.6653 Remote Similarity NPD3912 Discontinued
0.6652 Remote Similarity NPD3051 Approved
0.6642 Remote Similarity NPD7956 Approved
0.6642 Remote Similarity NPD7955 Approved
0.6642 Remote Similarity NPD7803 Approved
0.6638 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6628 Remote Similarity NPD8367 Approved
0.6624 Remote Similarity NPD3057 Approved
0.6612 Remote Similarity NPD1945 Phase 1
0.6611 Remote Similarity NPD7174 Clinical (unspecified phase)
0.661 Remote Similarity NPD4107 Approved
0.6603 Remote Similarity NPD6503 Clinical (unspecified phase)
0.66 Remote Similarity NPD7223 Discontinued
0.66 Remote Similarity NPD7224 Discontinued
0.6592 Remote Similarity NPD4481 Phase 3
0.6592 Remote Similarity NPD6365 Clinical (unspecified phase)
0.6579 Remote Similarity NPD3534 Clinical (unspecified phase)
0.6555 Remote Similarity NPD3533 Approved
0.6555 Remote Similarity NPD2972 Approved
0.6553 Remote Similarity NPD6621 Clinical (unspecified phase)
0.6553 Remote Similarity NPD7238 Clinical (unspecified phase)
0.6547 Remote Similarity NPD2970 Approved
0.6547 Remote Similarity NPD2969 Approved
0.6545 Remote Similarity NPD3940 Clinical (unspecified phase)
0.6532 Remote Similarity NPD7858 Clinical (unspecified phase)
0.6532 Remote Similarity NPD5433 Clinical (unspecified phase)
0.6525 Remote Similarity NPD6517 Phase 3
0.6516 Remote Similarity NPD7178 Clinical (unspecified phase)
0.6515 Remote Similarity NPD4596 Phase 1
0.6513 Remote Similarity NPD4482 Phase 3
0.6512 Remote Similarity NPD7025 Clinical (unspecified phase)
0.6512 Remote Similarity NPD7560 Approved
0.6507 Remote Similarity NPD7312 Approved
0.6507 Remote Similarity NPD7311 Approved
0.6507 Remote Similarity NPD7310 Approved
0.6507 Remote Similarity NPD7313 Approved
0.65 Remote Similarity NPD3298 Approved
0.65 Remote Similarity NPD5102 Clinical (unspecified phase)
0.6496 Remote Similarity NPD8067 Phase 3
0.6494 Remote Similarity NPD7821 Clinical (unspecified phase)
0.6493 Remote Similarity NPD7708 Approved
0.6491 Remote Similarity NPD7149 Clinical (unspecified phase)
0.649 Remote Similarity NPD4455 Discontinued
0.6488 Remote Similarity NPD2907 Approved
0.6488 Remote Similarity NPD2906 Approved
0.6485 Remote Similarity NPD3448 Approved
0.6485 Remote Similarity NPD2491 Approved
0.6478 Remote Similarity NPD7309 Approved
0.6478 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6478 Remote Similarity NPD6853 Approved
0.6478 Remote Similarity NPD8404 Phase 2
0.6478 Remote Similarity NPD6851 Approved
0.6475 Remote Similarity NPD4493 Discontinued
0.6473 Remote Similarity NPD7999 Approved
0.6462 Remote Similarity NPD6716 Phase 1
0.6458 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6454 Remote Similarity NPD7279 Phase 2
0.6454 Remote Similarity NPD7278 Phase 2
0.6449 Remote Similarity NPD4494 Approved
0.6449 Remote Similarity NPD4492 Approved
0.6447 Remote Similarity NPD6496 Clinical (unspecified phase)
0.6446 Remote Similarity NPD7263 Phase 2
0.6444 Remote Similarity NPD27 Approved
0.6444 Remote Similarity NPD2489 Approved
0.6444 Remote Similarity NPD6238 Discontinued
0.644 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6439 Remote Similarity NPD8152 Approved
0.6439 Remote Similarity NPD8153 Approved
0.6438 Remote Similarity NPD7235 Clinical (unspecified phase)
0.6434 Remote Similarity NPD5860 Discontinued
0.6432 Remote Similarity NPD6644 Discontinued
0.6432 Remote Similarity NPD4456 Clinical (unspecified phase)
0.642 Remote Similarity NPD4082 Approved
0.642 Remote Similarity NPD7701 Phase 2
0.6405 Remote Similarity NPD7607 Clinical (unspecified phase)
0.6402 Remote Similarity NPD7255 Clinical (unspecified phase)
0.6397 Remote Similarity NPD7930 Approved
0.6395 Remote Similarity NPD7243 Clinical (unspecified phase)
0.6389 Remote Similarity NPD7820 Phase 3
0.6382 Remote Similarity NPD3888 Discontinued
0.6379 Remote Similarity NPD7583 Approved
0.6376 Remote Similarity NPD6297 Approved
0.6367 Remote Similarity NPD3893 Discontinued
0.636 Remote Similarity NPD3297 Approved
0.636 Remote Similarity NPD6874 Approved
0.6352 Remote Similarity NPD4022 Approved
0.6352 Remote Similarity NPD7585 Approved
0.6352 Remote Similarity NPD3472 Approved
0.6347 Remote Similarity NPD7862 Clinical (unspecified phase)
0.6344 Remote Similarity NPD5938 Phase 3
0.6342 Remote Similarity NPD4885 Approved
0.6341 Remote Similarity NPD4206 Approved
0.6335 Remote Similarity NPD3783 Clinical (unspecified phase)
0.6333 Remote Similarity NPD5457 Discontinued
0.6331 Remote Similarity NPD7559 Phase 2
0.6327 Remote Similarity NPD3591 Approved
0.6327 Remote Similarity NPD3592 Approved
0.6322 Remote Similarity NPD7064 Clinical (unspecified phase)
0.6318 Remote Similarity NPD7684 Approved
0.6318 Remote Similarity NPD7922 Phase 1
0.6318 Remote Similarity NPD4668 Phase 2
0.6318 Remote Similarity NPD5071 Phase 2
0.6318 Remote Similarity NPD7682 Approved
0.6316 Remote Similarity NPD4498 Clinical (unspecified phase)
0.6314 Remote Similarity NPD6773 Clinical (unspecified phase)
0.6301 Remote Similarity NPD3372 Discontinued
0.6298 Remote Similarity NPD2843 Phase 2
0.6298 Remote Similarity NPD2845 Phase 2
0.6295 Remote Similarity NPD5496 Approved
0.6288 Remote Similarity NPD5600 Discontinued
0.6287 Remote Similarity NPD7125 Discontinued
0.6287 Remote Similarity NPD7262 Phase 1
0.6283 Remote Similarity NPD6071 Discontinued
0.628 Remote Similarity NPD5980 Discovery
0.6271 Remote Similarity NPD3808 Clinical (unspecified phase)
0.6265 Remote Similarity NPD6199 Discontinued
0.6261 Remote Similarity NPD6818 Clinical (unspecified phase)
0.6255 Remote Similarity NPD6608 Clinical (unspecified phase)
0.6254 Remote Similarity NPD7690 Clinical (unspecified phase)
0.6245 Remote Similarity NPD7584 Approved
0.6239 Remote Similarity NPD6107 Approved
0.623 Remote Similarity NPD8319 Approved
0.623 Remote Similarity NPD8320 Phase 1
0.6225 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6224 Remote Similarity NPD5609 Approved
0.6224 Remote Similarity NPD5608 Approved
0.6224 Remote Similarity NPD7810 Phase 3
0.6224 Remote Similarity NPD7811 Phase 3
0.6217 Remote Similarity NPD5334 Clinical (unspecified phase)
0.6213 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6208 Remote Similarity NPD8357 Approved
0.6208 Remote Similarity NPD7859 Phase 2

Structure

External Identifiers

PubChem CID   24770292
ChEMBL   CHEMBL402748
ZINC  

Physicochemical Properties

Molecular Weight:  486.16
ALogP:  -2.2489
MLogP:  2.89
XLogP:  0.08
# Rotatable Bonds:  8
Polar Surface Area:  130.53
# H-Bond Aceptor:  9
# H-Bond Donor:  2
# Rings:  6
# Heavy Atoms:  35

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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