Natural Product: NPC477395

Natural Product ID:  NPC477395
Common Name:   Kopsimaline C
IUPAC Name:  
Synonyms:   Kopsimaline C
Molecular Formula:   C24H28N2O9
Standard InCHIKey:  GXDHEFQHGXMJAL-JXFMMCSMSA-N
Standard InCHI:  InChI=1S/C24H28N2O9/c1-32-12-5-4-11-14(15(12)27)26(20(30)34-3)23-7-6-21(18(28)24(23,31)19(29)33-2)16-13(35-16)10-25-9-8-22(11,23)17(21)25/h4-5,13,16-18,27-28,31H,6-10H2,1-3H3/t13-,16-,17-,18+,21+,22+,23-,24+/m0/s1
Canonical SMILES:  COC(=O)N1c2c(O)c(OC)ccc2[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 = 18.2 ug/ml 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 NPC477395 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
0.9543 High Similarity NPC477393
0.9457 High Similarity NPC477396
0.9346 High Similarity NPC471513
0.9171 High Similarity NPC477397
0.9078 High Similarity NPC473458
0.8986 High Similarity NPC477394
0.8843 High Similarity NPC222046
0.8756 High Similarity NPC288110
0.8565 High Similarity NPC470480
0.8546 High Similarity NPC291173
0.8393 Intermediate Similarity NPC19175
0.8311 Intermediate Similarity NPC127996
0.8214 Intermediate Similarity NPC10653
0.8214 Intermediate Similarity NPC318525
0.8102 Intermediate Similarity NPC471512
0.8097 Intermediate Similarity NPC128476
0.808 Intermediate Similarity NPC195636
0.8 Intermediate Similarity NPC161804
0.7974 Intermediate Similarity NPC476069
0.7902 Intermediate Similarity NPC159815
0.7885 Intermediate Similarity NPC77777
0.7876 Intermediate Similarity NPC234772
0.7872 Intermediate Similarity NPC160113
0.7872 Intermediate Similarity NPC476220
0.7835 Intermediate Similarity NPC231924
0.7824 Intermediate Similarity NPC221687
0.7812 Intermediate Similarity NPC269449
0.7793 Intermediate Similarity NPC195787
0.7793 Intermediate Similarity NPC246140
0.7743 Intermediate Similarity NPC470482
0.7743 Intermediate Similarity NPC470481
0.7741 Intermediate Similarity NPC476258
0.7741 Intermediate Similarity NPC304837
0.7706 Intermediate Similarity NPC473375
0.7706 Intermediate Similarity NPC97100
0.7689 Intermediate Similarity NPC154922
0.7686 Intermediate Similarity NPC126556
0.7672 Intermediate Similarity NPC148124
0.7665 Intermediate Similarity NPC119722
0.7658 Intermediate Similarity NPC1464
0.7629 Intermediate Similarity NPC99724
0.7617 Intermediate Similarity NPC248903
0.7613 Intermediate Similarity NPC151470
0.7613 Intermediate Similarity NPC201055
0.7613 Intermediate Similarity NPC64576
0.7613 Intermediate Similarity NPC254045
0.7603 Intermediate Similarity NPC113455
0.7588 Intermediate Similarity NPC10732
0.7582 Intermediate Similarity NPC120239
0.7574 Intermediate Similarity NPC26928
0.7568 Intermediate Similarity NPC127178
0.7511 Intermediate Similarity NPC470484
0.7489 Intermediate Similarity NPC67904
0.7459 Intermediate Similarity NPC469452
0.7455 Intermediate Similarity NPC471489
0.7455 Intermediate Similarity NPC470485
0.7434 Intermediate Similarity NPC87714
0.7432 Intermediate Similarity NPC66909
0.7426 Intermediate Similarity NPC285254
0.7411 Intermediate Similarity NPC474427
0.7411 Intermediate Similarity NPC138830
0.7404 Intermediate Similarity NPC46259
0.7404 Intermediate Similarity NPC76478
0.7399 Intermediate Similarity NPC17677
0.7398 Intermediate Similarity NPC329932
0.7388 Intermediate Similarity NPC469722
0.7377 Intermediate Similarity NPC469450
0.7364 Intermediate Similarity NPC470483
0.7357 Intermediate Similarity NPC475147
0.7336 Intermediate Similarity NPC301501
0.7331 Intermediate Similarity NPC7560
0.7322 Intermediate Similarity NPC13249
0.7317 Intermediate Similarity NPC469451
0.7304 Intermediate Similarity NPC475133
0.7296 Intermediate Similarity NPC189661
0.7295 Intermediate Similarity NPC131977
0.728 Intermediate Similarity NPC476436
0.728 Intermediate Similarity NPC266994
0.7277 Intermediate Similarity NPC182853
0.7277 Intermediate Similarity NPC474432
0.7277 Intermediate Similarity NPC475713
0.7257 Intermediate Similarity NPC118189
0.7253 Intermediate Similarity NPC114468
0.7252 Intermediate Similarity NPC196231
0.7244 Intermediate Similarity NPC265642
0.7244 Intermediate Similarity NPC218733
0.7244 Intermediate Similarity NPC138615
0.7244 Intermediate Similarity NPC132874
0.7229 Intermediate Similarity NPC477160
0.7222 Intermediate Similarity NPC2905
0.7222 Intermediate Similarity NPC148391
0.722 Intermediate Similarity NPC74216
0.722 Intermediate Similarity NPC78284
0.722 Intermediate Similarity NPC94499
0.7203 Intermediate Similarity NPC134702
0.7193 Intermediate Similarity NPC286135
0.7193 Intermediate Similarity NPC475747
0.719 Intermediate Similarity NPC223242
0.7173 Intermediate Similarity NPC219397
0.7168 Intermediate Similarity NPC293624
0.7155 Intermediate Similarity NPC71539
0.7155 Intermediate Similarity NPC251071
0.7155 Intermediate Similarity NPC250960
0.7143 Intermediate Similarity NPC11708
0.7131 Intermediate Similarity NPC476429
0.7131 Intermediate Similarity NPC139373
0.7123 Intermediate Similarity NPC99179
0.7116 Intermediate Similarity NPC260909
0.7104 Intermediate Similarity NPC474746
0.7104 Intermediate Similarity NPC475981
0.7094 Intermediate Similarity NPC237901
0.7094 Intermediate Similarity NPC195788
0.7093 Intermediate Similarity NPC23080
0.7093 Intermediate Similarity NPC193906
0.7085 Intermediate Similarity NPC22689
0.7085 Intermediate Similarity NPC474059
0.7085 Intermediate Similarity NPC105055
0.7059 Intermediate Similarity NPC87560
0.7049 Intermediate Similarity NPC470821
0.704 Intermediate Similarity NPC230098
0.704 Intermediate Similarity NPC477186
0.7034 Intermediate Similarity NPC321166
0.7034 Intermediate Similarity NPC217903
0.7034 Intermediate Similarity NPC30749
0.7029 Intermediate Similarity NPC475609
0.7027 Intermediate Similarity NPC262725
0.7026 Intermediate Similarity NPC476500
0.7025 Intermediate Similarity NPC122886
0.7021 Intermediate Similarity NPC220241
0.7021 Intermediate Similarity NPC295479
0.7014 Intermediate Similarity NPC115906
0.7008 Intermediate Similarity NPC315914
0.7004 Intermediate Similarity NPC162653
0.7 Intermediate Similarity NPC232600
0.7 Intermediate Similarity NPC15919
0.6996 Remote Similarity NPC212123
0.6996 Remote Similarity NPC9867
0.6992 Remote Similarity NPC475316
0.6992 Remote Similarity NPC305542
0.6992 Remote Similarity NPC116178
0.6992 Remote Similarity NPC473486
0.6988 Remote Similarity NPC151171
0.6987 Remote Similarity NPC195120
0.6983 Remote Similarity NPC268077
0.6968 Remote Similarity NPC474745
0.6968 Remote Similarity NPC220961
0.6964 Remote Similarity NPC162694
0.6962 Remote Similarity NPC268223
0.6955 Remote Similarity NPC474470
0.6953 Remote Similarity NPC80472
0.6953 Remote Similarity NPC189079
0.6951 Remote Similarity NPC156576
0.6951 Remote Similarity NPC470631
0.6951 Remote Similarity NPC35390
0.6951 Remote Similarity NPC473781
0.6949 Remote Similarity NPC82541
0.6943 Remote Similarity NPC124302
0.6943 Remote Similarity NPC215098
0.6943 Remote Similarity NPC70290
0.6943 Remote Similarity NPC73020
0.6943 Remote Similarity NPC46744
0.6943 Remote Similarity NPC14622
0.6933 Remote Similarity NPC237579
0.693 Remote Similarity NPC33256
0.6929 Remote Similarity NPC118154
0.6929 Remote Similarity NPC157983
0.6923 Remote Similarity NPC474325
0.692 Remote Similarity NPC21425
0.6914 Remote Similarity NPC133609
0.6913 Remote Similarity NPC267414
0.6906 Remote Similarity NPC52262
0.6906 Remote Similarity NPC248642
0.6903 Remote Similarity NPC203628
0.6903 Remote Similarity NPC25401
0.6903 Remote Similarity NPC22476
0.6898 Remote Similarity NPC33507
0.6897 Remote Similarity NPC202771
0.6897 Remote Similarity NPC2173
0.6897 Remote Similarity NPC328700
0.6897 Remote Similarity NPC119818
0.6897 Remote Similarity NPC474077
0.6895 Remote Similarity NPC316292
0.6894 Remote Similarity NPC207873
0.6894 Remote Similarity NPC100573
0.6889 Remote Similarity NPC320088
0.6888 Remote Similarity NPC37957
0.6883 Remote Similarity NPC226652
0.6883 Remote Similarity NPC120671
0.6883 Remote Similarity NPC314100
0.6883 Remote Similarity NPC72788
0.6878 Remote Similarity NPC237044
0.687 Remote Similarity NPC100863
0.6867 Remote Similarity NPC207971
0.6861 Remote Similarity NPC298339
0.6856 Remote Similarity NPC303214
0.6853 Remote Similarity NPC469732
0.6849 Remote Similarity NPC311991
0.6847 Remote Similarity NPC148693
0.6847 Remote Similarity NPC294790
0.6847 Remote Similarity NPC118633

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477395 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
0.7613 Intermediate Similarity NPD2493 Approved
0.7613 Intermediate Similarity NPD3452 Approved
0.7613 Intermediate Similarity NPD3450 Approved
0.7613 Intermediate Similarity NPD2494 Approved
0.7589 Intermediate Similarity NPD4582 Approved
0.7589 Intermediate Similarity NPD4583 Approved
0.7545 Intermediate Similarity NPD4002 Approved
0.7545 Intermediate Similarity NPD4004 Approved
0.7458 Intermediate Similarity NPD6625 Approved
0.7447 Intermediate Similarity NPD6997 Phase 2
0.7432 Intermediate Similarity NPD2975 Approved
0.7432 Intermediate Similarity NPD2974 Approved
0.7432 Intermediate Similarity NPD2973 Approved
0.7411 Intermediate Similarity NPD4580 Approved
0.7393 Intermediate Similarity NPD2899 Discontinued
0.7366 Intermediate Similarity NPD7048 Phase 3
0.7285 Intermediate Similarity NPD2490 Approved
0.7285 Intermediate Similarity NPD2488 Approved
0.7232 Intermediate Similarity NPD5582 Discontinued
0.7205 Intermediate Similarity NPD4040 Phase 1
0.7191 Intermediate Similarity NPD7047 Phase 3
0.7117 Intermediate Similarity NPD7906 Approved
0.7116 Intermediate Similarity NPD8459 Approved
0.7116 Intermediate Similarity NPD8460 Approved
0.7113 Intermediate Similarity NPD7907 Approved
0.7101 Intermediate Similarity NPD4111 Phase 1
0.7094 Intermediate Similarity NPD8466 Approved
0.7094 Intermediate Similarity NPD8467 Approved
0.7094 Intermediate Similarity NPD8465 Approved
0.7033 Intermediate Similarity NPD6723 Discontinued
0.7029 Intermediate Similarity NPD4665 Approved
0.7014 Intermediate Similarity NPD2968 Approved
0.7014 Intermediate Similarity NPD4577 Approved
0.7014 Intermediate Similarity NPD4578 Approved
0.7014 Intermediate Similarity NPD2971 Approved
0.6996 Remote Similarity NPD4663 Approved
0.6996 Remote Similarity NPD7186 Phase 3
0.6989 Remote Similarity NPD8425 Approved
0.6989 Remote Similarity NPD8426 Approved
0.6966 Remote Similarity NPD8429 Approved
0.6966 Remote Similarity NPD8428 Approved
0.6966 Remote Similarity NPD8427 Approved
0.6943 Remote Similarity NPD4420 Approved
0.6914 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6897 Remote Similarity NPD5006 Approved
0.6897 Remote Similarity NPD5005 Approved
0.6861 Remote Similarity NPD3534 Clinical (unspecified phase)
0.6848 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6846 Remote Similarity NPD8461 Discontinued
0.6831 Remote Similarity NPD7805 Phase 3
0.6807 Remote Similarity NPD5676 Approved
0.6805 Remote Similarity NPD8364 Approved
0.6805 Remote Similarity NPD8363 Approved
0.6802 Remote Similarity NPD6211 Clinical (unspecified phase)
0.6787 Remote Similarity NPD5313 Approved
0.6787 Remote Similarity NPD5312 Approved
0.6786 Remote Similarity NPD7310 Approved
0.6786 Remote Similarity NPD7311 Approved
0.6786 Remote Similarity NPD7312 Approved
0.6786 Remote Similarity NPD7313 Approved
0.6783 Remote Similarity NPD7667 Clinical (unspecified phase)
0.6778 Remote Similarity NPD7827 Phase 1
0.6769 Remote Similarity NPD8492 Approved
0.6756 Remote Similarity NPD7309 Approved
0.6754 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6752 Remote Similarity NPD2491 Approved
0.6752 Remote Similarity NPD3057 Approved
0.6752 Remote Similarity NPD956 Clinical (unspecified phase)
0.6752 Remote Similarity NPD3448 Approved
0.6736 Remote Similarity NPD1945 Phase 1
0.6727 Remote Similarity NPD2489 Approved
0.6727 Remote Similarity NPD27 Approved
0.6725 Remote Similarity NPD7296 Approved
0.6723 Remote Similarity NPD7497 Discontinued
0.6714 Remote Similarity NPD8489 Phase 1
0.6712 Remote Similarity NPD3051 Approved
0.6709 Remote Similarity NPD7263 Phase 2
0.6692 Remote Similarity NPD7803 Approved
0.6692 Remote Similarity NPD7955 Approved
0.6692 Remote Similarity NPD7956 Approved
0.6682 Remote Similarity NPD2970 Approved
0.6682 Remote Similarity NPD2969 Approved
0.6681 Remote Similarity NPD3533 Approved
0.6681 Remote Similarity NPD2972 Approved
0.6681 Remote Similarity NPD7238 Clinical (unspecified phase)
0.6681 Remote Similarity NPD4859 Phase 1
0.668 Remote Similarity NPD8367 Approved
0.6667 Remote Similarity NPD7174 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4107 Approved
0.6667 Remote Similarity NPD3940 Clinical (unspecified phase)
0.6653 Remote Similarity NPD3437 Discontinued
0.6653 Remote Similarity NPD5433 Clinical (unspecified phase)
0.6652 Remote Similarity NPD4481 Phase 3
0.6639 Remote Similarity NPD4596 Phase 1
0.6627 Remote Similarity NPD7025 Clinical (unspecified phase)
0.6627 Remote Similarity NPD7560 Approved
0.6624 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6624 Remote Similarity NPD3298 Approved
0.6614 Remote Similarity NPD4846 Phase 2
0.6613 Remote Similarity NPD7821 Clinical (unspecified phase)
0.6612 Remote Similarity NPD4455 Discontinued
0.6611 Remote Similarity NPD2906 Approved
0.6611 Remote Similarity NPD2907 Approved
0.6609 Remote Similarity NPD6621 Clinical (unspecified phase)
0.6598 Remote Similarity NPD4493 Discontinued
0.6585 Remote Similarity NPD7858 Clinical (unspecified phase)
0.6576 Remote Similarity NPD6716 Phase 1
0.6573 Remote Similarity NPD3912 Discontinued
0.657 Remote Similarity NPD7178 Clinical (unspecified phase)
0.657 Remote Similarity NPD4492 Approved
0.657 Remote Similarity NPD4494 Approved
0.6568 Remote Similarity NPD4482 Phase 3
0.6561 Remote Similarity NPD7922 Phase 1
0.6556 Remote Similarity NPD5860 Discontinued
0.6555 Remote Similarity NPD4456 Clinical (unspecified phase)
0.6555 Remote Similarity NPD5102 Clinical (unspecified phase)
0.6548 Remote Similarity NPD8067 Phase 3
0.6544 Remote Similarity NPD7684 Approved
0.6544 Remote Similarity NPD7682 Approved
0.6543 Remote Similarity NPD6773 Clinical (unspecified phase)
0.6542 Remote Similarity NPD4082 Approved
0.6541 Remote Similarity NPD7708 Approved
0.6535 Remote Similarity NPD6851 Approved
0.6535 Remote Similarity NPD6853 Approved
0.6513 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6511 Remote Similarity NPD4668 Phase 2
0.6506 Remote Similarity NPD7279 Phase 2
0.6506 Remote Similarity NPD7278 Phase 2
0.6506 Remote Similarity NPD7820 Phase 3
0.6504 Remote Similarity NPD6496 Clinical (unspecified phase)
0.6502 Remote Similarity NPD3888 Discontinued
0.6498 Remote Similarity NPD6238 Discontinued
0.6491 Remote Similarity NPD7280 Phase 3
0.6491 Remote Similarity NPD7281 Phase 3
0.6488 Remote Similarity NPD3893 Discontinued
0.6485 Remote Similarity NPD6644 Discontinued
0.6483 Remote Similarity NPD6874 Approved
0.6473 Remote Similarity NPD4022 Approved
0.6473 Remote Similarity NPD3472 Approved
0.6463 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6463 Remote Similarity NPD8404 Phase 2
0.6461 Remote Similarity NPD683 Approved
0.6456 Remote Similarity NPD7255 Clinical (unspecified phase)
0.6452 Remote Similarity NPD3783 Clinical (unspecified phase)
0.6437 Remote Similarity NPD7292 Approved
0.6432 Remote Similarity NPD6297 Approved
0.6426 Remote Similarity NPD8153 Approved
0.6426 Remote Similarity NPD8152 Approved
0.642 Remote Similarity NPD3372 Discontinued
0.6414 Remote Similarity NPD5608 Approved
0.6414 Remote Similarity NPD3297 Approved
0.6414 Remote Similarity NPD5609 Approved
0.6413 Remote Similarity NPD6071 Discontinued
0.6411 Remote Similarity NPD5496 Approved
0.6404 Remote Similarity NPD7169 Suspended
0.6404 Remote Similarity NPD7149 Clinical (unspecified phase)
0.6402 Remote Similarity NPD6795 Clinical (unspecified phase)
0.64 Remote Similarity NPD5938 Phase 3
0.6398 Remote Similarity NPD4604 Approved
0.6398 Remote Similarity NPD4605 Approved
0.6395 Remote Similarity NPD6656 Clinical (unspecified phase)
0.6393 Remote Similarity NPD4206 Approved
0.6393 Remote Similarity NPD6818 Clinical (unspecified phase)
0.6389 Remote Similarity NPD7224 Discontinued
0.6389 Remote Similarity NPD7223 Discontinued
0.6387 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6385 Remote Similarity NPD6517 Phase 3
0.6382 Remote Similarity NPD7559 Phase 2
0.6379 Remote Similarity NPD3591 Approved
0.6379 Remote Similarity NPD3592 Approved
0.6378 Remote Similarity NPD6199 Discontinued
0.6375 Remote Similarity NPD7064 Clinical (unspecified phase)
0.6372 Remote Similarity NPD4498 Clinical (unspecified phase)
0.6371 Remote Similarity NPD7293 Approved
0.6371 Remote Similarity NPD5071 Phase 2
0.636 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6356 Remote Similarity NPD6365 Clinical (unspecified phase)
0.6352 Remote Similarity NPD2845 Phase 2
0.6352 Remote Similarity NPD2843 Phase 2
0.6345 Remote Similarity NPD7811 Phase 3
0.6345 Remote Similarity NPD7810 Phase 3
0.6344 Remote Similarity NPD5600 Discontinued
0.634 Remote Similarity NPD7262 Phase 1
0.634 Remote Similarity NPD7125 Discontinued
0.6337 Remote Similarity NPD7701 Phase 2
0.6331 Remote Similarity NPD5980 Discovery
0.6325 Remote Similarity NPD3808 Clinical (unspecified phase)
0.632 Remote Similarity NPD8053 Approved
0.632 Remote Similarity NPD8054 Approved
0.6316 Remote Similarity NPD7479 Phase 2
0.6316 Remote Similarity NPD7930 Approved
0.6309 Remote Similarity NPD6608 Clinical (unspecified phase)
0.6308 Remote Similarity NPD8016 Phase 3
0.6308 Remote Similarity NPD8017 Clinical (unspecified phase)
0.6304 Remote Similarity NPD6494 Phase 2
0.6295 Remote Similarity NPD6107 Approved
0.629 Remote Similarity NPD8149 Discontinued
0.6276 Remote Similarity NPD7565 Approved
0.6271 Remote Similarity NPD5610 Approved
0.627 Remote Similarity NPD7300 Phase 3

Structure

External Identifiers

PubChem CID   24770357
ChEMBL   CHEMBL402530
ZINC  

Physicochemical Properties

Molecular Weight:  488.18
ALogP:  -2.4583
MLogP:  2.89
XLogP:  -0.366
# Rotatable Bonds:  11
Polar Surface Area:  141.53
# H-Bond Aceptor:  9
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  35

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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