Natural Product: NPC477394

Natural Product ID:  NPC477394
Common Name:   Kopsimaline B
IUPAC Name:  
Synonyms:  
Molecular Formula:   C23H26N2O8
Standard InCHIKey:  SNYWZYAYAZZSTH-XOVVLEAVSA-N
Standard InCHI:  InChI=1S/C23H26N2O8/c1-31-18(28)23(30)17(27)20-6-7-22(23)21(8-9-24(16(20)21)10-13-15(20)33-13)11-4-3-5-12(26)14(11)25(22)19(29)32-2/h3-5,13,15-17,26-27,30H,6-10H2,1-2H3/t13-,15-,16-,17+,20+,21+,22-,23+/m0/s1
Canonical SMILES:  COC(=O)[C@]1(O)[C@H](O)[C@]23CC[C@]41N(C(=O)OC)c1c([C@@]54[C@H]3N(CC5)C[C@H]3[C@@H]2O3)cccc1O
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 = 13 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 NPC477394 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
0.9515 High Similarity NPC477397
0.9048 High Similarity NPC471513
0.8986 High Similarity NPC477395
0.8779 High Similarity NPC473458
0.8649 High Similarity NPC477393
0.8571 High Similarity NPC477396
0.8538 High Similarity NPC222046
0.8451 Intermediate Similarity NPC288110
0.839 Intermediate Similarity NPC471512
0.8098 Intermediate Similarity NPC221687
0.7971 Intermediate Similarity NPC473375
0.7971 Intermediate Similarity NPC97100
0.7915 Intermediate Similarity NPC1464
0.7857 Intermediate Similarity NPC470480
0.7834 Intermediate Similarity NPC127996
0.7773 Intermediate Similarity NPC291173
0.7703 Intermediate Similarity NPC470485
0.7647 Intermediate Similarity NPC234772
0.7639 Intermediate Similarity NPC195787
0.7639 Intermediate Similarity NPC246140
0.7611 Intermediate Similarity NPC19175
0.7608 Intermediate Similarity NPC470483
0.7511 Intermediate Similarity NPC10653
0.7511 Intermediate Similarity NPC318525
0.75 Intermediate Similarity NPC77777
0.7477 Intermediate Similarity NPC265642
0.7477 Intermediate Similarity NPC138615
0.7477 Intermediate Similarity NPC218733
0.7477 Intermediate Similarity NPC132874
0.7454 Intermediate Similarity NPC469732
0.7378 Intermediate Similarity NPC195636
0.7352 Intermediate Similarity NPC470484
0.7325 Intermediate Similarity NPC128476
0.7281 Intermediate Similarity NPC476069
0.7277 Intermediate Similarity NPC476220
0.7277 Intermediate Similarity NPC160113
0.7238 Intermediate Similarity NPC469452
0.723 Intermediate Similarity NPC105055
0.723 Intermediate Similarity NPC22689
0.7206 Intermediate Similarity NPC33507
0.72 Intermediate Similarity NPC159815
0.7178 Intermediate Similarity NPC329932
0.7169 Intermediate Similarity NPC138830
0.7155 Intermediate Similarity NPC231924
0.7155 Intermediate Similarity NPC469450
0.7155 Intermediate Similarity NPC476258
0.7155 Intermediate Similarity NPC304837
0.7124 Intermediate Similarity NPC470481
0.7124 Intermediate Similarity NPC470482
0.7123 Intermediate Similarity NPC52262
0.7119 Intermediate Similarity NPC475316
0.7119 Intermediate Similarity NPC473486
0.7116 Intermediate Similarity NPC25401
0.7115 Intermediate Similarity NPC129624
0.7113 Intermediate Similarity NPC301501
0.711 Intermediate Similarity NPC161804
0.711 Intermediate Similarity NPC90967
0.7101 Intermediate Similarity NPC154922
0.7095 Intermediate Similarity NPC469451
0.7087 Intermediate Similarity NPC475609
0.7076 Intermediate Similarity NPC473781
0.7076 Intermediate Similarity NPC35390
0.7076 Intermediate Similarity NPC470631
0.7071 Intermediate Similarity NPC131977
0.7069 Intermediate Similarity NPC148124
0.7059 Intermediate Similarity NPC64576
0.7059 Intermediate Similarity NPC201055
0.7059 Intermediate Similarity NPC254045
0.7059 Intermediate Similarity NPC151470
0.7048 Intermediate Similarity NPC10732
0.704 Intermediate Similarity NPC87714
0.7035 Intermediate Similarity NPC269449
0.7026 Intermediate Similarity NPC99724
0.7025 Intermediate Similarity NPC113455
0.7025 Intermediate Similarity NPC469722
0.7021 Intermediate Similarity NPC248903
0.7014 Intermediate Similarity NPC67904
0.7008 Intermediate Similarity NPC120239
0.6991 Remote Similarity NPC5630
0.6979 Remote Similarity NPC26928
0.6977 Remote Similarity NPC14994
0.6974 Remote Similarity NPC119722
0.6962 Remote Similarity NPC223242
0.6955 Remote Similarity NPC66909
0.6951 Remote Similarity NPC474077
0.6948 Remote Similarity NPC159963
0.6934 Remote Similarity NPC166169
0.693 Remote Similarity NPC262725
0.6926 Remote Similarity NPC126556
0.6923 Remote Similarity NPC251071
0.6916 Remote Similarity NPC477160
0.6913 Remote Similarity NPC189661
0.6912 Remote Similarity NPC473298
0.6907 Remote Similarity NPC476436
0.6906 Remote Similarity NPC232600
0.6904 Remote Similarity NPC139373
0.6881 Remote Similarity NPC203628
0.6861 Remote Similarity NPC475489
0.6861 Remote Similarity NPC474427
0.6861 Remote Similarity NPC127178
0.6853 Remote Similarity NPC473837
0.6849 Remote Similarity NPC196231
0.6847 Remote Similarity NPC17677
0.6838 Remote Similarity NPC140311
0.6837 Remote Similarity NPC302235
0.6835 Remote Similarity NPC266994
0.6835 Remote Similarity NPC285254
0.6833 Remote Similarity NPC303214
0.683 Remote Similarity NPC471489
0.682 Remote Similarity NPC21425
0.6818 Remote Similarity NPC94499
0.6816 Remote Similarity NPC317727
0.6814 Remote Similarity NPC133156
0.6809 Remote Similarity NPC76478
0.6809 Remote Similarity NPC46259
0.6807 Remote Similarity NPC13249
0.68 Remote Similarity NPC286135
0.6796 Remote Similarity NPC225319
0.6795 Remote Similarity NPC223590
0.6787 Remote Similarity NPC34717
0.6778 Remote Similarity NPC74216
0.6771 Remote Similarity NPC293624
0.6763 Remote Similarity NPC476429
0.6762 Remote Similarity NPC151171
0.6759 Remote Similarity NPC97584
0.6758 Remote Similarity NPC474059
0.6757 Remote Similarity NPC170333
0.675 Remote Similarity NPC470821
0.6744 Remote Similarity NPC475962
0.6743 Remote Similarity NPC181928
0.6742 Remote Similarity NPC78284
0.674 Remote Similarity NPC475147
0.6737 Remote Similarity NPC7560
0.6729 Remote Similarity NPC321211
0.6729 Remote Similarity NPC218594
0.6729 Remote Similarity NPC99043
0.6726 Remote Similarity NPC474432
0.6726 Remote Similarity NPC475713
0.6724 Remote Similarity NPC321166
0.6724 Remote Similarity NPC217903
0.6724 Remote Similarity NPC30749
0.6709 Remote Similarity NPC71539
0.6709 Remote Similarity NPC250960
0.6709 Remote Similarity NPC106593
0.6697 Remote Similarity NPC474746
0.6697 Remote Similarity NPC475981
0.6696 Remote Similarity NPC475133
0.6695 Remote Similarity NPC148391
0.6682 Remote Similarity NPC469915
0.6681 Remote Similarity NPC116178
0.6681 Remote Similarity NPC305542
0.6681 Remote Similarity NPC473667
0.6681 Remote Similarity NPC182853
0.6681 Remote Similarity NPC212123
0.6667 Remote Similarity NPC14339
0.6667 Remote Similarity NPC118189
0.6654 Remote Similarity NPC260909
0.6653 Remote Similarity NPC37957
0.6653 Remote Similarity NPC219397
0.6652 Remote Similarity NPC475747
0.6652 Remote Similarity NPC106840
0.6652 Remote Similarity NPC476495
0.6652 Remote Similarity NPC94687
0.6636 Remote Similarity NPC230098
0.6636 Remote Similarity NPC264482
0.6636 Remote Similarity NPC203202
0.6636 Remote Similarity NPC99179
0.6629 Remote Similarity NPC237901
0.6629 Remote Similarity NPC195788
0.6624 Remote Similarity NPC2905
0.6622 Remote Similarity NPC23080
0.6622 Remote Similarity NPC193906
0.6621 Remote Similarity NPC282092
0.662 Remote Similarity NPC293255
0.662 Remote Similarity NPC276993
0.662 Remote Similarity NPC210415
0.662 Remote Similarity NPC181138
0.662 Remote Similarity NPC139085
0.662 Remote Similarity NPC298851
0.662 Remote Similarity NPC251212
0.662 Remote Similarity NPC214626
0.662 Remote Similarity NPC21752
0.661 Remote Similarity NPC134702
0.6609 Remote Similarity NPC478075
0.6609 Remote Similarity NPC326895
0.6605 Remote Similarity NPC186669
0.6595 Remote Similarity NPC25961
0.6594 Remote Similarity NPC268077
0.6592 Remote Similarity NPC203972
0.6591 Remote Similarity NPC295531
0.6588 Remote Similarity NPC472114
0.6588 Remote Similarity NPC472115
0.6585 Remote Similarity NPC314702
0.6583 Remote Similarity NPC122886
0.6581 Remote Similarity NPC114468
0.6578 Remote Similarity NPC36607
0.6575 Remote Similarity NPC322621
0.6568 Remote Similarity NPC328856
0.6568 Remote Similarity NPC180210
0.6568 Remote Similarity NPC478047

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477394 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
0.7143 Intermediate Similarity NPD7048 Phase 3
0.7059 Intermediate Similarity NPD3450 Approved
0.7059 Intermediate Similarity NPD2494 Approved
0.7059 Intermediate Similarity NPD3452 Approved
0.7059 Intermediate Similarity NPD2493 Approved
0.704 Intermediate Similarity NPD4583 Approved
0.704 Intermediate Similarity NPD4582 Approved
0.6996 Remote Similarity NPD4002 Approved
0.6996 Remote Similarity NPD4004 Approved
0.6955 Remote Similarity NPD2973 Approved
0.6955 Remote Similarity NPD2974 Approved
0.6955 Remote Similarity NPD2975 Approved
0.6937 Remote Similarity NPD4580 Approved
0.6907 Remote Similarity NPD7186 Phase 3
0.6875 Remote Similarity NPD6625 Approved
0.6851 Remote Similarity NPD6997 Phase 2
0.6824 Remote Similarity NPD7292 Approved
0.6816 Remote Similarity NPD5609 Approved
0.6816 Remote Similarity NPD5608 Approved
0.6809 Remote Similarity NPD7907 Approved
0.6795 Remote Similarity NPD4111 Phase 1
0.6757 Remote Similarity NPD5582 Discontinued
0.6727 Remote Similarity NPD2488 Approved
0.6727 Remote Similarity NPD2490 Approved
0.6725 Remote Similarity NPD7302 Phase 3
0.6725 Remote Similarity NPD7300 Phase 3
0.6723 Remote Similarity NPD4665 Approved
0.6723 Remote Similarity NPD2899 Discontinued
0.6681 Remote Similarity NPD7293 Approved
0.6667 Remote Similarity NPD4040 Phase 1
0.6654 Remote Similarity NPD8459 Approved
0.6654 Remote Similarity NPD8460 Approved
0.6638 Remote Similarity NPD6807 Phase 3
0.6629 Remote Similarity NPD8467 Approved
0.6629 Remote Similarity NPD8466 Approved
0.6629 Remote Similarity NPD8465 Approved
0.6627 Remote Similarity NPD8461 Discontinued
0.6611 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6596 Remote Similarity NPD7047 Phase 3
0.6592 Remote Similarity NPD5610 Approved
0.6591 Remote Similarity NPD5037 Approved
0.6591 Remote Similarity NPD5038 Approved
0.6567 Remote Similarity NPD2575 Approved
0.6567 Remote Similarity NPD5676 Approved
0.6567 Remote Similarity NPD1945 Phase 1
0.6561 Remote Similarity NPD7906 Approved
0.6555 Remote Similarity NPD5433 Clinical (unspecified phase)
0.6549 Remote Similarity NPD4668 Phase 2
0.6545 Remote Similarity NPD5036 Approved
0.6544 Remote Similarity NPD6211 Clinical (unspecified phase)
0.6532 Remote Similarity NPD7560 Approved
0.653 Remote Similarity NPD2971 Approved
0.653 Remote Similarity NPD2968 Approved
0.653 Remote Similarity NPD8426 Approved
0.653 Remote Similarity NPD8425 Approved
0.6527 Remote Similarity NPD7805 Phase 3
0.6507 Remote Similarity NPD3057 Approved
0.6504 Remote Similarity NPD8428 Approved
0.6504 Remote Similarity NPD8427 Approved
0.6504 Remote Similarity NPD8429 Approved
0.65 Remote Similarity NPD6456 Discontinued
0.6498 Remote Similarity NPD5190 Phase 2
0.6498 Remote Similarity NPD3940 Clinical (unspecified phase)
0.6484 Remote Similarity NPD8492 Approved
0.6478 Remote Similarity NPD7497 Discontinued
0.6476 Remote Similarity NPD4420 Approved
0.6473 Remote Similarity NPD5968 Phase 3
0.6468 Remote Similarity NPD7301 Phase 3
0.6466 Remote Similarity NPD4596 Phase 1
0.6463 Remote Similarity NPD6723 Discontinued
0.6458 Remote Similarity NPD5507 Approved
0.6458 Remote Similarity NPD5506 Approved
0.6457 Remote Similarity NPD6836 Approved
0.6455 Remote Similarity NPD7310 Approved
0.6455 Remote Similarity NPD3534 Clinical (unspecified phase)
0.6455 Remote Similarity NPD7313 Approved
0.6455 Remote Similarity NPD4577 Approved
0.6455 Remote Similarity NPD7311 Approved
0.6455 Remote Similarity NPD4578 Approved
0.6455 Remote Similarity NPD7312 Approved
0.6453 Remote Similarity NPD5860 Discontinued
0.6452 Remote Similarity NPD4603 Phase 2
0.6446 Remote Similarity NPD7821 Clinical (unspecified phase)
0.6441 Remote Similarity NPD4951 Discontinued
0.6441 Remote Similarity NPD4455 Discontinued
0.6441 Remote Similarity NPD4663 Approved
0.6438 Remote Similarity NPD2906 Approved
0.6438 Remote Similarity NPD2907 Approved
0.6435 Remote Similarity NPD3533 Approved
0.6435 Remote Similarity NPD3448 Approved
0.6435 Remote Similarity NPD5006 Approved
0.6435 Remote Similarity NPD2972 Approved
0.6435 Remote Similarity NPD2491 Approved
0.6435 Remote Similarity NPD5005 Approved
0.6432 Remote Similarity NPD7238 Clinical (unspecified phase)
0.6429 Remote Similarity NPD8404 Phase 2
0.6426 Remote Similarity NPD4493 Discontinued
0.6425 Remote Similarity NPD7309 Approved
0.6419 Remote Similarity NPD4107 Approved
0.6417 Remote Similarity NPD3437 Discontinued
0.6414 Remote Similarity NPD4897 Phase 2
0.6409 Remote Similarity NPD4954 Approved
0.6409 Remote Similarity NPD5034 Approved
0.6409 Remote Similarity NPD36 Approved
0.6409 Remote Similarity NPD4955 Approved
0.6409 Remote Similarity NPD5028 Approved
0.6409 Remote Similarity NPD5026 Approved
0.6398 Remote Similarity NPD4492 Approved
0.6398 Remote Similarity NPD4494 Approved
0.6392 Remote Similarity NPD8367 Approved
0.638 Remote Similarity NPD5035 Approved
0.6379 Remote Similarity NPD4456 Clinical (unspecified phase)
0.6376 Remote Similarity NPD5312 Approved
0.6376 Remote Similarity NPD6874 Approved
0.6376 Remote Similarity NPD5313 Approved
0.6368 Remote Similarity NPD4082 Approved
0.6364 Remote Similarity NPD5029 Approved
0.6364 Remote Similarity NPD5027 Approved
0.6364 Remote Similarity NPD5031 Approved
0.6364 Remote Similarity NPD5030 Phase 2
0.6349 Remote Similarity NPD6716 Phase 1
0.6349 Remote Similarity NPD3783 Clinical (unspecified phase)
0.6343 Remote Similarity NPD2970 Approved
0.6343 Remote Similarity NPD2969 Approved
0.634 Remote Similarity NPD8364 Approved
0.634 Remote Similarity NPD8363 Approved
0.6337 Remote Similarity NPD7820 Phase 3
0.6337 Remote Similarity NPD3912 Discontinued
0.6335 Remote Similarity NPD5032 Approved
0.6329 Remote Similarity NPD3888 Discontinued
0.632 Remote Similarity NPD4482 Phase 3
0.632 Remote Similarity NPD6238 Discontinued
0.6318 Remote Similarity NPD6496 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7667 Clinical (unspecified phase)
0.6314 Remote Similarity NPD3893 Discontinued
0.6313 Remote Similarity NPD2489 Approved
0.6313 Remote Similarity NPD27 Approved
0.6313 Remote Similarity NPD4481 Phase 3
0.6304 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6298 Remote Similarity NPD4859 Phase 1
0.6298 Remote Similarity NPD4022 Approved
0.6298 Remote Similarity NPD3472 Approved
0.6292 Remote Similarity NPD8365 Clinical (unspecified phase)
0.629 Remote Similarity NPD5039 Approved
0.6282 Remote Similarity NPD7174 Clinical (unspecified phase)
0.6275 Remote Similarity NPD6199 Discontinued
0.6273 Remote Similarity NPD4956 Approved
0.6272 Remote Similarity NPD8489 Phase 1
0.6266 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6261 Remote Similarity NPD3253 Clinical (unspecified phase)
0.626 Remote Similarity NPD4086 Phase 1
0.6256 Remote Similarity NPD7296 Approved
0.6255 Remote Similarity NPD7263 Phase 2
0.625 Remote Similarity NPD8067 Phase 3
0.6245 Remote Similarity NPD3372 Discontinued
0.6239 Remote Similarity NPD7629 Clinical (unspecified phase)
0.6239 Remote Similarity NPD1294 Discontinued
0.6239 Remote Similarity NPD8361 Approved
0.6239 Remote Similarity NPD5928 Phase 1
0.6239 Remote Similarity NPD8360 Approved
0.6239 Remote Similarity NPD6644 Discontinued
0.6239 Remote Similarity NPD7630 Phase 3
0.6239 Remote Similarity NPD8320 Phase 1
0.6239 Remote Similarity NPD7628 Phase 3
0.6239 Remote Similarity NPD3298 Approved
0.6239 Remote Similarity NPD8319 Approved
0.6221 Remote Similarity NPD3051 Approved
0.6217 Remote Similarity NPD7282 Approved
0.6217 Remote Similarity NPD6621 Clinical (unspecified phase)
0.6211 Remote Similarity NPD3808 Clinical (unspecified phase)
0.621 Remote Similarity NPD5938 Phase 3
0.6204 Remote Similarity NPD5823 Approved
0.6197 Remote Similarity NPD7064 Clinical (unspecified phase)
0.6192 Remote Similarity NPD8370 Discontinued
0.6192 Remote Similarity NPD7178 Clinical (unspecified phase)
0.6192 Remote Similarity NPD7827 Phase 1
0.619 Remote Similarity NPD5194 Approved
0.619 Remote Similarity NPD5197 Approved
0.619 Remote Similarity NPD4846 Phase 2
0.619 Remote Similarity NPD5196 Approved
0.6189 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6188 Remote Similarity NPD8658 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6973 Clinical (unspecified phase)
0.6167 Remote Similarity NPD8435 Approved
0.6165 Remote Similarity NPD7803 Approved
0.616 Remote Similarity NPD7956 Approved
0.616 Remote Similarity NPD7955 Approved
0.616 Remote Similarity NPD2916 Discontinued
0.616 Remote Similarity NPD7701 Phase 2
0.6157 Remote Similarity NPD5164 Discontinued
0.6157 Remote Similarity NPD7262 Phase 1
0.6154 Remote Similarity NPD7071 Clinical (unspecified phase)
0.6154 Remote Similarity NPD956 Clinical (unspecified phase)
0.615 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6148 Remote Similarity NPD7858 Clinical (unspecified phase)
0.6148 Remote Similarity NPD8468 Phase 2
0.6145 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6143 Remote Similarity NPD7149 Clinical (unspecified phase)
0.6141 Remote Similarity NPD7930 Approved
0.6141 Remote Similarity NPD4562 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   24770293
ChEMBL   CHEMBL255673
ZINC  

Physicochemical Properties

Molecular Weight:  458.17
ALogP:  -1.7483
MLogP:  2.89
XLogP:  -0.921
# Rotatable Bonds:  9
Polar Surface Area:  132.3
# H-Bond Aceptor:  10
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  33

Download Data

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