Natural Product: NPC477397

Natural Product ID:  NPC477397
Common Name:   Kopsimaline E
IUPAC Name:  
Synonyms:   Kopsimaline E
Molecular Formula:   C24H28N2O8
Standard InCHIKey:  YYNNLSNHGLNXCW-AAAXAGHWSA-N
Standard InCHI:  InChI=1S/C24H28N2O8/c1-31-13-6-4-5-12-15(13)26(20(29)33-3)23-8-7-21(18(27)24(23,30)19(28)32-2)16-14(34-16)11-25-10-9-22(12,23)17(21)25/h4-6,14,16-18,27,30H,7-11H2,1-3H3/t14-,16-,17-,18+,21+,22+,23-,24+/m0/s1
Canonical SMILES:  COC(=O)N1c2c(OC)cccc2[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
NPT91 Cell Line KB Homo sapiens IC50 = 18 ug/ml 18078327
NPT2 Others Unspecified IC50 > 25 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 NPC477397 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
0.9517 High Similarity NPC471513
0.9515 High Similarity NPC477394
0.9238 High Similarity NPC473458
0.9171 High Similarity NPC477395
0.9087 High Similarity NPC477393
0.9005 High Similarity NPC477396
0.8995 High Similarity NPC222046
0.8905 High Similarity NPC288110
0.8271 Intermediate Similarity NPC127996
0.823 Intermediate Similarity NPC471512
0.8075 Intermediate Similarity NPC195787
0.8075 Intermediate Similarity NPC246140
0.8073 Intermediate Similarity NPC234772
0.8036 Intermediate Similarity NPC470480
0.8026 Intermediate Similarity NPC291173
0.7943 Intermediate Similarity NPC221687
0.7928 Intermediate Similarity NPC10653
0.7928 Intermediate Similarity NPC318525
0.7919 Intermediate Similarity NPC77777
0.7867 Intermediate Similarity NPC19175
0.782 Intermediate Similarity NPC97100
0.782 Intermediate Similarity NPC473375
0.7793 Intermediate Similarity NPC195636
0.7689 Intermediate Similarity NPC476069
0.7685 Intermediate Similarity NPC1464
0.7672 Intermediate Similarity NPC476220
0.7672 Intermediate Similarity NPC160113
0.7627 Intermediate Similarity NPC469452
0.7613 Intermediate Similarity NPC159815
0.7593 Intermediate Similarity NPC138830
0.7577 Intermediate Similarity NPC128476
0.7563 Intermediate Similarity NPC329932
0.7555 Intermediate Similarity NPC231924
0.7542 Intermediate Similarity NPC476258
0.7542 Intermediate Similarity NPC304837
0.7542 Intermediate Similarity NPC469450
0.7534 Intermediate Similarity NPC470484
0.75 Intermediate Similarity NPC301501
0.7489 Intermediate Similarity NPC154922
0.7479 Intermediate Similarity NPC469451
0.7477 Intermediate Similarity NPC470485
0.7458 Intermediate Similarity NPC131977
0.7455 Intermediate Similarity NPC10732
0.7455 Intermediate Similarity NPC87714
0.7431 Intermediate Similarity NPC67904
0.7406 Intermediate Similarity NPC469722
0.7406 Intermediate Similarity NPC113455
0.7386 Intermediate Similarity NPC120239
0.7383 Intermediate Similarity NPC470483
0.7373 Intermediate Similarity NPC66909
0.735 Intermediate Similarity NPC223242
0.7321 Intermediate Similarity NPC477160
0.7318 Intermediate Similarity NPC254045
0.7318 Intermediate Similarity NPC64576
0.7318 Intermediate Similarity NPC201055
0.7318 Intermediate Similarity NPC151470
0.7316 Intermediate Similarity NPC148124
0.7313 Intermediate Similarity NPC189661
0.7301 Intermediate Similarity NPC470481
0.7301 Intermediate Similarity NPC470482
0.7296 Intermediate Similarity NPC476436
0.7294 Intermediate Similarity NPC161804
0.7289 Intermediate Similarity NPC269449
0.7288 Intermediate Similarity NPC139373
0.7285 Intermediate Similarity NPC474077
0.7277 Intermediate Similarity NPC262725
0.7273 Intermediate Similarity NPC99724
0.7273 Intermediate Similarity NPC474427
0.7265 Intermediate Similarity NPC248903
0.726 Intermediate Similarity NPC265642
0.726 Intermediate Similarity NPC138615
0.726 Intermediate Similarity NPC132874
0.726 Intermediate Similarity NPC218733
0.7256 Intermediate Similarity NPC22689
0.7256 Intermediate Similarity NPC105055
0.7243 Intermediate Similarity NPC21425
0.724 Intermediate Similarity NPC469732
0.7225 Intermediate Similarity NPC119722
0.7222 Intermediate Similarity NPC266994
0.7222 Intermediate Similarity NPC26928
0.7215 Intermediate Similarity NPC475316
0.7215 Intermediate Similarity NPC473486
0.7198 Intermediate Similarity NPC46259
0.7195 Intermediate Similarity NPC127178
0.7176 Intermediate Similarity NPC474059
0.7174 Intermediate Similarity NPC126556
0.7173 Intermediate Similarity NPC35390
0.7173 Intermediate Similarity NPC470631
0.7173 Intermediate Similarity NPC473781
0.7161 Intermediate Similarity NPC74216
0.7156 Intermediate Similarity NPC94499
0.7143 Intermediate Similarity NPC25401
0.7143 Intermediate Similarity NPC475147
0.7143 Intermediate Similarity NPC476429
0.7137 Intermediate Similarity NPC151171
0.7136 Intermediate Similarity NPC475713
0.7136 Intermediate Similarity NPC474432
0.7131 Intermediate Similarity NPC470821
0.713 Intermediate Similarity NPC286135
0.711 Intermediate Similarity NPC196231
0.7104 Intermediate Similarity NPC17677
0.7094 Intermediate Similarity NPC251071
0.7094 Intermediate Similarity NPC71539
0.7094 Intermediate Similarity NPC250960
0.7093 Intermediate Similarity NPC475133
0.7085 Intermediate Similarity NPC471489
0.7067 Intermediate Similarity NPC14339
0.7054 Intermediate Similarity NPC475747
0.7048 Intermediate Similarity NPC94687
0.7048 Intermediate Similarity NPC106840
0.7048 Intermediate Similarity NPC476495
0.7039 Intermediate Similarity NPC37957
0.7037 Intermediate Similarity NPC474746
0.7037 Intermediate Similarity NPC475981
0.7027 Intermediate Similarity NPC293624
0.7027 Intermediate Similarity NPC193906
0.7027 Intermediate Similarity NPC23080
0.7005 Intermediate Similarity NPC14994
0.7004 Intermediate Similarity NPC478075
0.7004 Intermediate Similarity NPC285254
0.7004 Intermediate Similarity NPC326895
0.6996 Remote Similarity NPC260909
0.6991 Remote Similarity NPC52262
0.6991 Remote Similarity NPC268077
0.6982 Remote Similarity NPC90967
0.6979 Remote Similarity NPC76478
0.6977 Remote Similarity NPC159963
0.6975 Remote Similarity NPC13249
0.6973 Remote Similarity NPC237901
0.6973 Remote Similarity NPC195788
0.6972 Remote Similarity NPC230098
0.697 Remote Similarity NPC30749
0.697 Remote Similarity NPC321166
0.697 Remote Similarity NPC217903
0.6966 Remote Similarity NPC475609
0.6966 Remote Similarity NPC219397
0.6963 Remote Similarity NPC474470
0.6962 Remote Similarity NPC122886
0.6953 Remote Similarity NPC473837
0.6944 Remote Similarity NPC115906
0.6943 Remote Similarity NPC476496
0.6936 Remote Similarity NPC140311
0.693 Remote Similarity NPC15919
0.6927 Remote Similarity NPC214629
0.6926 Remote Similarity NPC116178
0.6923 Remote Similarity NPC78284
0.6923 Remote Similarity NPC203972
0.6913 Remote Similarity NPC25961
0.6909 Remote Similarity NPC22476
0.6907 Remote Similarity NPC118189
0.6907 Remote Similarity NPC7560
0.6906 Remote Similarity NPC472191
0.6901 Remote Similarity NPC129624
0.6898 Remote Similarity NPC99179
0.6898 Remote Similarity NPC475816
0.6898 Remote Similarity NPC220961
0.6898 Remote Similarity NPC474745
0.6895 Remote Similarity NPC217294
0.6894 Remote Similarity NPC153923
0.6894 Remote Similarity NPC223590
0.6886 Remote Similarity NPC80472
0.6878 Remote Similarity NPC473004
0.6875 Remote Similarity NPC73020
0.6875 Remote Similarity NPC46744
0.6875 Remote Similarity NPC70290
0.6875 Remote Similarity NPC14622
0.6875 Remote Similarity NPC124302
0.6875 Remote Similarity NPC215098
0.6872 Remote Similarity NPC207971
0.6867 Remote Similarity NPC148391
0.6864 Remote Similarity NPC237579
0.6864 Remote Similarity NPC5630
0.6861 Remote Similarity NPC33256
0.686 Remote Similarity NPC474192
0.686 Remote Similarity NPC475720
0.6858 Remote Similarity NPC232600
0.6856 Remote Similarity NPC212123
0.6853 Remote Similarity NPC305542
0.6852 Remote Similarity NPC474325
0.6851 Remote Similarity NPC182853
0.6851 Remote Similarity NPC87560
0.6851 Remote Similarity NPC195120
0.6851 Remote Similarity NPC134702
0.6837 Remote Similarity NPC321211
0.6837 Remote Similarity NPC304675
0.683 Remote Similarity NPC272706
0.6828 Remote Similarity NPC119818
0.6828 Remote Similarity NPC328700
0.6828 Remote Similarity NPC202771
0.6828 Remote Similarity NPC2173
0.6828 Remote Similarity NPC67346
0.6825 Remote Similarity NPC33507
0.6824 Remote Similarity NPC268223
0.6824 Remote Similarity NPC114468
0.6818 Remote Similarity NPC162694
0.6814 Remote Similarity NPC120671
0.6814 Remote Similarity NPC314100
0.6814 Remote Similarity NPC72788
0.6814 Remote Similarity NPC226652
0.6812 Remote Similarity NPC476500

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477397 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
0.7384 Intermediate Similarity NPD7048 Phase 3
0.7373 Intermediate Similarity NPD2975 Approved
0.7373 Intermediate Similarity NPD2973 Approved
0.7373 Intermediate Similarity NPD2974 Approved
0.7352 Intermediate Similarity NPD4580 Approved
0.7318 Intermediate Similarity NPD3452 Approved
0.7318 Intermediate Similarity NPD2493 Approved
0.7318 Intermediate Similarity NPD2494 Approved
0.7318 Intermediate Similarity NPD3450 Approved
0.7297 Intermediate Similarity NPD4582 Approved
0.7297 Intermediate Similarity NPD4583 Approved
0.7257 Intermediate Similarity NPD6625 Approved
0.7252 Intermediate Similarity NPD4002 Approved
0.7252 Intermediate Similarity NPD4004 Approved
0.7222 Intermediate Similarity NPD7186 Phase 3
0.7094 Intermediate Similarity NPD6997 Phase 2
0.7091 Intermediate Similarity NPD5582 Discontinued
0.7051 Intermediate Similarity NPD7907 Approved
0.7039 Intermediate Similarity NPD4111 Phase 1
0.6996 Remote Similarity NPD8459 Approved
0.6996 Remote Similarity NPD8460 Approved
0.6986 Remote Similarity NPD2490 Approved
0.6986 Remote Similarity NPD2488 Approved
0.6973 Remote Similarity NPD8467 Approved
0.6973 Remote Similarity NPD8466 Approved
0.6973 Remote Similarity NPD8465 Approved
0.6966 Remote Similarity NPD4665 Approved
0.6966 Remote Similarity NPD2899 Discontinued
0.6963 Remote Similarity NPD6211 Clinical (unspecified phase)
0.6944 Remote Similarity NPD2971 Approved
0.6944 Remote Similarity NPD2968 Approved
0.6916 Remote Similarity NPD4040 Phase 1
0.6907 Remote Similarity NPD7805 Phase 3
0.6883 Remote Similarity NPD5676 Approved
0.6883 Remote Similarity NPD1945 Phase 1
0.6875 Remote Similarity NPD4420 Approved
0.6872 Remote Similarity NPD7497 Discontinued
0.6868 Remote Similarity NPD8425 Approved
0.6868 Remote Similarity NPD8426 Approved
0.6864 Remote Similarity NPD5433 Clinical (unspecified phase)
0.6849 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6844 Remote Similarity NPD8428 Approved
0.6844 Remote Similarity NPD8429 Approved
0.6844 Remote Similarity NPD8427 Approved
0.6838 Remote Similarity NPD7047 Phase 3
0.6829 Remote Similarity NPD7560 Approved
0.6828 Remote Similarity NPD3057 Approved
0.6828 Remote Similarity NPD5006 Approved
0.6828 Remote Similarity NPD5005 Approved
0.6818 Remote Similarity NPD7906 Approved
0.6814 Remote Similarity NPD4107 Approved
0.6809 Remote Similarity NPD3940 Clinical (unspecified phase)
0.6793 Remote Similarity NPD3437 Discontinued
0.6791 Remote Similarity NPD5312 Approved
0.6791 Remote Similarity NPD5313 Approved
0.6784 Remote Similarity NPD8461 Discontinued
0.6783 Remote Similarity NPD4596 Phase 1
0.6767 Remote Similarity NPD5860 Discontinued
0.6756 Remote Similarity NPD7238 Clinical (unspecified phase)
0.6754 Remote Similarity NPD3533 Approved
0.6754 Remote Similarity NPD2972 Approved
0.6753 Remote Similarity NPD2907 Approved
0.6753 Remote Similarity NPD2906 Approved
0.6752 Remote Similarity NPD4455 Discontinued
0.675 Remote Similarity NPD7821 Clinical (unspecified phase)
0.6738 Remote Similarity NPD4493 Discontinued
0.6737 Remote Similarity NPD8404 Phase 2
0.6729 Remote Similarity NPD4481 Phase 3
0.6728 Remote Similarity NPD6496 Clinical (unspecified phase)
0.6712 Remote Similarity NPD7312 Approved
0.6712 Remote Similarity NPD7313 Approved
0.6712 Remote Similarity NPD3534 Clinical (unspecified phase)
0.6712 Remote Similarity NPD7310 Approved
0.6712 Remote Similarity NPD7311 Approved
0.6712 Remote Similarity NPD4577 Approved
0.6712 Remote Similarity NPD4578 Approved
0.6711 Remote Similarity NPD6238 Discontinued
0.6711 Remote Similarity NPD4482 Phase 3
0.6711 Remote Similarity NPD7667 Clinical (unspecified phase)
0.6709 Remote Similarity NPD4492 Approved
0.6709 Remote Similarity NPD4494 Approved
0.6708 Remote Similarity NPD3912 Discontinued
0.6697 Remote Similarity NPD4663 Approved
0.6696 Remote Similarity NPD4456 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6874 Approved
0.6694 Remote Similarity NPD6723 Discontinued
0.6682 Remote Similarity NPD2970 Approved
0.6682 Remote Similarity NPD7309 Approved
0.6682 Remote Similarity NPD2969 Approved
0.6681 Remote Similarity NPD3448 Approved
0.6681 Remote Similarity NPD2491 Approved
0.6681 Remote Similarity NPD4082 Approved
0.6681 Remote Similarity NPD4859 Phase 1
0.6679 Remote Similarity NPD8363 Approved
0.6679 Remote Similarity NPD8364 Approved
0.6667 Remote Similarity NPD7174 Clinical (unspecified phase)
0.6653 Remote Similarity NPD3783 Clinical (unspecified phase)
0.6652 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6652 Remote Similarity NPD7296 Approved
0.6641 Remote Similarity NPD8492 Approved
0.664 Remote Similarity NPD6716 Phase 1
0.6639 Remote Similarity NPD7820 Phase 3
0.6638 Remote Similarity NPD3888 Discontinued
0.6636 Remote Similarity NPD3051 Approved
0.6629 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6624 Remote Similarity NPD3893 Discontinued
0.6623 Remote Similarity NPD6644 Discontinued
0.662 Remote Similarity NPD5938 Phase 3
0.6609 Remote Similarity NPD3472 Approved
0.6609 Remote Similarity NPD4022 Approved
0.6608 Remote Similarity NPD6621 Clinical (unspecified phase)
0.6607 Remote Similarity NPD3808 Clinical (unspecified phase)
0.6594 Remote Similarity NPD8489 Phase 1
0.658 Remote Similarity NPD7064 Clinical (unspecified phase)
0.6574 Remote Similarity NPD2489 Approved
0.6574 Remote Similarity NPD27 Approved
0.6571 Remote Similarity NPD6199 Discontinued
0.6568 Remote Similarity NPD7178 Clinical (unspecified phase)
0.6553 Remote Similarity NPD3372 Discontinued
0.6552 Remote Similarity NPD3298 Approved
0.655 Remote Similarity NPD5608 Approved
0.655 Remote Similarity NPD5609 Approved
0.6549 Remote Similarity NPD7262 Phase 1
0.6549 Remote Similarity NPD8367 Approved
0.6546 Remote Similarity NPD4846 Phase 2
0.6545 Remote Similarity NPD7149 Clinical (unspecified phase)
0.6532 Remote Similarity NPD6851 Approved
0.6532 Remote Similarity NPD6853 Approved
0.6523 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6518 Remote Similarity NPD6608 Clinical (unspecified phase)
0.6515 Remote Similarity NPD7858 Clinical (unspecified phase)
0.6507 Remote Similarity NPD4668 Phase 2
0.6502 Remote Similarity NPD7279 Phase 2
0.6502 Remote Similarity NPD7278 Phase 2
0.6502 Remote Similarity NPD7803 Approved
0.65 Remote Similarity NPD7956 Approved
0.65 Remote Similarity NPD7292 Approved
0.65 Remote Similarity NPD7955 Approved
0.6496 Remote Similarity NPD7263 Phase 2
0.6484 Remote Similarity NPD5600 Discontinued
0.6481 Remote Similarity NPD5102 Clinical (unspecified phase)
0.6475 Remote Similarity NPD7708 Approved
0.6468 Remote Similarity NPD7302 Phase 3
0.6468 Remote Similarity NPD7300 Phase 3
0.6466 Remote Similarity NPD956 Clinical (unspecified phase)
0.6458 Remote Similarity NPD5980 Discovery
0.6453 Remote Similarity NPD7999 Approved
0.6437 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7827 Phase 1
0.6425 Remote Similarity NPD6297 Approved
0.6422 Remote Similarity NPD6321 Discontinued
0.642 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6416 Remote Similarity NPD2843 Phase 2
0.6416 Remote Similarity NPD2845 Phase 2
0.6413 Remote Similarity NPD7281 Phase 3
0.6413 Remote Similarity NPD7280 Phase 3
0.6411 Remote Similarity NPD8067 Phase 3
0.6409 Remote Similarity NPD5334 Clinical (unspecified phase)
0.6407 Remote Similarity NPD7810 Phase 3
0.6407 Remote Similarity NPD3297 Approved
0.6407 Remote Similarity NPD7811 Phase 3
0.6407 Remote Similarity NPD7565 Approved
0.6406 Remote Similarity NPD6071 Discontinued
0.6405 Remote Similarity NPD5496 Approved
0.6398 Remote Similarity NPD6593 Clinical (unspecified phase)
0.6398 Remote Similarity NPD7701 Phase 2
0.6382 Remote Similarity NPD7224 Discontinued
0.6382 Remote Similarity NPD7223 Discontinued
0.638 Remote Similarity NPD5900 Clinical (unspecified phase)
0.6375 Remote Similarity NPD7930 Approved
0.6364 Remote Similarity NPD5071 Phase 2
0.6364 Remote Similarity NPD7025 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7293 Approved
0.636 Remote Similarity NPD7922 Phase 1
0.6359 Remote Similarity NPD6457 Approved
0.6359 Remote Similarity NPD2575 Approved
0.6356 Remote Similarity NPD7583 Approved
0.6356 Remote Similarity NPD5036 Approved
0.6352 Remote Similarity NPD3416 Discontinued
0.6352 Remote Similarity NPD5507 Approved
0.6352 Remote Similarity NPD7476 Discontinued
0.6352 Remote Similarity NPD5506 Approved
0.6349 Remote Similarity NPD7475 Clinical (unspecified phase)
0.6338 Remote Similarity NPD1769 Discontinued
0.6336 Remote Similarity NPD8285 Discontinued
0.6335 Remote Similarity NPD5521 Clinical (unspecified phase)
0.6332 Remote Similarity NPD5610 Approved
0.633 Remote Similarity NPD7315 Approved
0.6329 Remote Similarity NPD7585 Approved
0.6327 Remote Similarity NPD5038 Approved
0.6327 Remote Similarity NPD5037 Approved
0.632 Remote Similarity NPD7796 Approved
0.632 Remote Similarity NPD4604 Approved
0.632 Remote Similarity NPD7797 Approved
0.632 Remote Similarity NPD4605 Approved
0.6316 Remote Similarity NPD6656 Clinical (unspecified phase)
0.6314 Remote Similarity NPD6517 Phase 3
0.6314 Remote Similarity NPD6807 Phase 3
0.6313 Remote Similarity NPD2042 Clinical (unspecified phase)
0.6313 Remote Similarity NPD6037 Discontinued

Structure

External Identifiers

PubChem CID   24770359
ChEMBL   CHEMBL404891
ZINC  

Physicochemical Properties

Molecular Weight:  472.18
ALogP:  -1.6838
MLogP:  3
XLogP:  -0.6
# Rotatable Bonds:  10
Polar Surface Area:  121.3
# H-Bond Aceptor:  10
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  34

Download Data

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