Natural Product: NPC476157

Natural Product ID:  NPC476157
Common Name:   n.a.
IUPAC Name:  
Synonyms:   Tsitsikammamine A N-18 Oxime
Molecular Formula:   C18H13N3O3.ClH
Standard InCHIKey:  XMPDFARUPUNPSZ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C18H13N3O3.ClH/c22-11-3-1-9(2-4-11)12-8-20-16-14(12)17-13-10(5-6-21(17)24)7-19-15(13)18(16)23;/h1-4,7-8,24H,5-6H2,(H2,19,20,22,23);1H
Canonical SMILES:  O=C1C=CC(=C2C=[NH+]c3c2c2N(O)CCc4c2c(c3O)[n-]c4)C=C1.Cl
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
NPO32524 latrunculid sponges Species NA NA South African PMID[15332840]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT143 Individual Protein DNA topoisomerase I Homo sapiens Activity = 45 % 14584959
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 128213 nM 20022253

  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 NPC476157 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
0.875 High Similarity NPC476161
0.8241 Intermediate Similarity NPC470678
0.8039 Intermediate Similarity NPC477111
0.803 Intermediate Similarity NPC477113
0.7773 Intermediate Similarity NPC477110
0.7636 Intermediate Similarity NPC477112
0.7463 Intermediate Similarity NPC32771
0.7463 Intermediate Similarity NPC77555
0.7333 Intermediate Similarity NPC252590
0.7297 Intermediate Similarity NPC103687
0.7297 Intermediate Similarity NPC132631
0.7194 Intermediate Similarity NPC314940
0.7194 Intermediate Similarity NPC473764
0.7177 Intermediate Similarity NPC192315
0.7169 Intermediate Similarity NPC469727
0.7143 Intermediate Similarity NPC314002
0.7143 Intermediate Similarity NPC476167
0.7129 Intermediate Similarity NPC220765
0.7123 Intermediate Similarity NPC211813
0.7116 Intermediate Similarity NPC18348
0.7101 Intermediate Similarity NPC99666
0.7094 Intermediate Similarity NPC204717
0.7051 Intermediate Similarity NPC309845
0.7024 Intermediate Similarity NPC171171
0.7023 Intermediate Similarity NPC175602
0.6967 Remote Similarity NPC156704
0.6955 Remote Similarity NPC207866
0.6948 Remote Similarity NPC315491
0.6948 Remote Similarity NPC45459
0.6943 Remote Similarity NPC476451
0.6941 Remote Similarity NPC294375
0.6931 Remote Similarity NPC184964
0.6927 Remote Similarity NPC61038
0.6895 Remote Similarity NPC5145
0.6894 Remote Similarity NPC473312
0.6863 Remote Similarity NPC478032
0.6844 Remote Similarity NPC276657
0.6835 Remote Similarity NPC283117
0.6825 Remote Similarity NPC473821
0.682 Remote Similarity NPC475070
0.6816 Remote Similarity NPC470799
0.6816 Remote Similarity NPC8022
0.6808 Remote Similarity NPC74153
0.6808 Remote Similarity NPC90229
0.6808 Remote Similarity NPC473814
0.6808 Remote Similarity NPC78767
0.6793 Remote Similarity NPC142385
0.6792 Remote Similarity NPC93390
0.6791 Remote Similarity NPC213308
0.6781 Remote Similarity NPC24802
0.6774 Remote Similarity NPC475774
0.6757 Remote Similarity NPC219087
0.6746 Remote Similarity NPC46580
0.6739 Remote Similarity NPC6215
0.6732 Remote Similarity NPC88363
0.6727 Remote Similarity NPC171787
0.6717 Remote Similarity NPC322976
0.6717 Remote Similarity NPC63338
0.6717 Remote Similarity NPC324203
0.6714 Remote Similarity NPC276517
0.6697 Remote Similarity NPC200836
0.6697 Remote Similarity NPC53144
0.6696 Remote Similarity NPC237740
0.6695 Remote Similarity NPC41679
0.6682 Remote Similarity NPC3715
0.6667 Remote Similarity NPC329541
0.6667 Remote Similarity NPC307963
0.6667 Remote Similarity NPC85273
0.6653 Remote Similarity NPC184225
0.6637 Remote Similarity NPC293151
0.6634 Remote Similarity NPC44161
0.6625 Remote Similarity NPC208522
0.6624 Remote Similarity NPC207686
0.6623 Remote Similarity NPC132642
0.6622 Remote Similarity NPC118228
0.6622 Remote Similarity NPC209769
0.662 Remote Similarity NPC470499
0.6611 Remote Similarity NPC72905
0.661 Remote Similarity NPC477549
0.6609 Remote Similarity NPC167908
0.6609 Remote Similarity NPC130570
0.6608 Remote Similarity NPC264285
0.6608 Remote Similarity NPC173080
0.6607 Remote Similarity NPC110182
0.6606 Remote Similarity NPC88008
0.6605 Remote Similarity NPC251090
0.6605 Remote Similarity NPC242209
0.6603 Remote Similarity NPC165495
0.6599 Remote Similarity NPC63562
0.6591 Remote Similarity NPC470500
0.6578 Remote Similarity NPC477610
0.6577 Remote Similarity NPC82548
0.657 Remote Similarity NPC471891
0.6567 Remote Similarity NPC194640
0.6558 Remote Similarity NPC326634
0.6558 Remote Similarity NPC133366
0.6557 Remote Similarity NPC246700
0.6557 Remote Similarity NPC296527
0.6553 Remote Similarity NPC49547
0.6552 Remote Similarity NPC470018
0.6547 Remote Similarity NPC185782
0.6545 Remote Similarity NPC476138
0.6545 Remote Similarity NPC245816
0.6542 Remote Similarity NPC324149
0.654 Remote Similarity NPC476250
0.6533 Remote Similarity NPC132680
0.6533 Remote Similarity NPC94157
0.6533 Remote Similarity NPC26679
0.6533 Remote Similarity NPC269919
0.6526 Remote Similarity NPC76748
0.6524 Remote Similarity NPC473185
0.6524 Remote Similarity NPC74575
0.652 Remote Similarity NPC256828
0.6516 Remote Similarity NPC118832
0.6516 Remote Similarity NPC329708
0.6516 Remote Similarity NPC264166
0.6516 Remote Similarity NPC47059
0.6516 Remote Similarity NPC165349
0.6516 Remote Similarity NPC274291
0.6514 Remote Similarity NPC128823
0.6513 Remote Similarity NPC15801
0.6512 Remote Similarity NPC474177
0.6507 Remote Similarity NPC74360
0.6504 Remote Similarity NPC162530
0.6504 Remote Similarity NPC266931
0.6504 Remote Similarity NPC476287
0.6502 Remote Similarity NPC287208
0.6495 Remote Similarity NPC92111
0.6494 Remote Similarity NPC216612
0.6492 Remote Similarity NPC475746
0.6491 Remote Similarity NPC476041
0.6491 Remote Similarity NPC304926
0.649 Remote Similarity NPC42979
0.6489 Remote Similarity NPC208284
0.6473 Remote Similarity NPC224764
0.6471 Remote Similarity NPC476098
0.6468 Remote Similarity NPC131718
0.6468 Remote Similarity NPC212213
0.6466 Remote Similarity NPC51388
0.6462 Remote Similarity NPC474707
0.6461 Remote Similarity NPC178858
0.6458 Remote Similarity NPC41501
0.6457 Remote Similarity NPC193238
0.6452 Remote Similarity NPC222018
0.6444 Remote Similarity NPC11464
0.6435 Remote Similarity NPC45850
0.6435 Remote Similarity NPC475190
0.6435 Remote Similarity NPC269270
0.6432 Remote Similarity NPC317030
0.6432 Remote Similarity NPC204565
0.6432 Remote Similarity NPC81175
0.6429 Remote Similarity NPC474798
0.6425 Remote Similarity NPC328318
0.6425 Remote Similarity NPC328596
0.6423 Remote Similarity NPC137353
0.6422 Remote Similarity NPC153042
0.6422 Remote Similarity NPC16352
0.6422 Remote Similarity NPC267928
0.6419 Remote Similarity NPC27041
0.6416 Remote Similarity NPC9894
0.6414 Remote Similarity NPC473186
0.6411 Remote Similarity NPC72980
0.6409 Remote Similarity NPC249040
0.6407 Remote Similarity NPC14686
0.6404 Remote Similarity NPC263439
0.6404 Remote Similarity NPC97367
0.6404 Remote Similarity NPC211187
0.6402 Remote Similarity NPC173028
0.6402 Remote Similarity NPC128751
0.6402 Remote Similarity NPC242928
0.6402 Remote Similarity NPC65215
0.6402 Remote Similarity NPC470017
0.64 Remote Similarity NPC476116
0.64 Remote Similarity NPC141353
0.6396 Remote Similarity NPC98715
0.6394 Remote Similarity NPC203754
0.6394 Remote Similarity NPC150048
0.6391 Remote Similarity NPC477609
0.6391 Remote Similarity NPC184408
0.639 Remote Similarity NPC477861
0.639 Remote Similarity NPC63751
0.6386 Remote Similarity NPC279918
0.6384 Remote Similarity NPC270918
0.6384 Remote Similarity NPC53344
0.6382 Remote Similarity NPC26543
0.6381 Remote Similarity NPC52831
0.6381 Remote Similarity NPC325705
0.6377 Remote Similarity NPC259545
0.6376 Remote Similarity NPC11445
0.6376 Remote Similarity NPC142901
0.6376 Remote Similarity NPC469928
0.6375 Remote Similarity NPC470022
0.6373 Remote Similarity NPC471178
0.6372 Remote Similarity NPC144381
0.6372 Remote Similarity NPC469497
0.6372 Remote Similarity NPC106833
0.6372 Remote Similarity NPC83111
0.6371 Remote Similarity NPC474701
0.6368 Remote Similarity NPC179287
0.6368 Remote Similarity NPC476818

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476157 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
0.7662 Intermediate Similarity NPD9695 Approved
0.733 Intermediate Similarity NPD7586 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.7085 Intermediate Similarity NPD9690 Approved
0.6948 Remote Similarity NPD484 Approved
0.6933 Remote Similarity NPD3809 Discontinued
0.6906 Remote Similarity NPD4429 Discontinued
0.6888 Remote Similarity NPD9705 Discontinued
0.6888 Remote Similarity NPD112 Approved
0.6886 Remote Similarity NPD4845 Discontinued
0.6762 Remote Similarity NPD1213 Phase 3
0.6757 Remote Similarity NPD3330 Phase 1
0.6753 Remote Similarity NPD5022 Discontinued
0.6744 Remote Similarity NPD2177 Approved
0.6744 Remote Similarity NPD2176 Approved
0.6744 Remote Similarity NPD2175 Phase 3
0.6729 Remote Similarity NPD7948 Phase 1
0.6726 Remote Similarity NPD2616 Phase 3
0.6726 Remote Similarity NPD2615 Phase 3
0.6717 Remote Similarity NPD9398 Clinical (unspecified phase)
0.6712 Remote Similarity NPD5939 Approved
0.6712 Remote Similarity NPD5936 Approved
0.6698 Remote Similarity NPD9689 Approved
0.6696 Remote Similarity NPD7603 Discontinued
0.6683 Remote Similarity NPD6159 Phase 2
0.6667 Remote Similarity NPD1304 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1038 Approved
0.6667 Remote Similarity NPD9706 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5901 Discontinued
0.6667 Remote Similarity NPD5040 Clinical (unspecified phase)
0.6651 Remote Similarity NPD6344 Clinical (unspecified phase)
0.6624 Remote Similarity NPD3746 Discontinued
0.6623 Remote Similarity NPD6242 Discontinued
0.6606 Remote Similarity NPD4511 Phase 1
0.6593 Remote Similarity NPD5612 Discontinued
0.6593 Remote Similarity NPD6803 Clinical (unspecified phase)
0.6583 Remote Similarity NPD604 Clinical (unspecified phase)
0.6575 Remote Similarity NPD3928 Approved
0.6575 Remote Similarity NPD3931 Approved
0.656 Remote Similarity NPD5497 Clinical (unspecified phase)
0.6542 Remote Similarity NPD3404 Approved
0.6533 Remote Similarity NPD9383 Approved
0.6533 Remote Similarity NPD9382 Approved
0.6532 Remote Similarity NPD6290 Phase 2
0.6516 Remote Similarity NPD31 Approved
0.6516 Remote Similarity NPD4038 Approved
0.6516 Remote Similarity NPD4037 Approved
0.6516 Remote Similarity NPD4036 Approved
0.6516 Remote Similarity NPD4039 Approved
0.6516 Remote Similarity NPD4122 Approved
0.6516 Remote Similarity NPD4033 Approved
0.6516 Remote Similarity NPD4034 Approved
0.6516 Remote Similarity NPD4035 Approved
0.6516 Remote Similarity NPD32 Approved
0.6514 Remote Similarity NPD9687 Approved
0.6514 Remote Similarity NPD9688 Approved
0.6514 Remote Similarity NPD5999 Phase 2
0.6502 Remote Similarity NPD424 Approved
0.6502 Remote Similarity NPD425 Approved
0.6494 Remote Similarity NPD6160 Clinical (unspecified phase)
0.6486 Remote Similarity NPD3932 Clinical (unspecified phase)
0.646 Remote Similarity NPD4852 Phase 2
0.6457 Remote Similarity NPD3930 Clinical (unspecified phase)
0.6449 Remote Similarity NPD3986 Discontinued
0.6425 Remote Similarity NPD5065 Approved
0.6422 Remote Similarity NPD1229 Phase 2
0.6416 Remote Similarity NPD4502 Phase 2
0.6402 Remote Similarity NPD4454 Phase 2
0.6402 Remote Similarity NPD3006 Discontinued
0.64 Remote Similarity NPD2789 Approved
0.6391 Remote Similarity NPD8405 Clinical (unspecified phase)
0.6386 Remote Similarity NPD5599 Discontinued
0.6381 Remote Similarity NPD9510 Approved
0.6376 Remote Similarity NPD7112 Discontinued
0.6348 Remote Similarity NPD5164 Discontinued
0.6337 Remote Similarity NPD5255 Approved
0.6329 Remote Similarity NPD2123 Phase 3
0.6326 Remote Similarity NPD9714 Clinical (unspecified phase)
0.6323 Remote Similarity NPD4886 Phase 2
0.6321 Remote Similarity NPD5522 Clinical (unspecified phase)
0.632 Remote Similarity NPD8109 Clinical (unspecified phase)
0.6305 Remote Similarity NPD687 Clinical (unspecified phase)
0.6296 Remote Similarity NPD3321 Discontinued
0.6293 Remote Similarity NPD926 Approved
0.6293 Remote Similarity NPD925 Approved
0.629 Remote Similarity NPD8395 Approved
0.629 Remote Similarity NPD8396 Approved
0.6287 Remote Similarity NPD5559 Phase 2
0.6282 Remote Similarity NPD2285 Clinical (unspecified phase)
0.6282 Remote Similarity NPD1856 Discontinued
0.6278 Remote Similarity NPD6975 Discontinued
0.6262 Remote Similarity NPD6610 Clinical (unspecified phase)
0.6262 Remote Similarity NPD2762 Phase 2
0.6261 Remote Similarity NPD4897 Phase 2
0.6256 Remote Similarity NPD4437 Phase 3
0.6255 Remote Similarity NPD6961 Discontinued
0.6239 Remote Similarity NPD7222 Phase 2
0.6239 Remote Similarity NPD7453 Approved
0.6239 Remote Similarity NPD7452 Approved
0.6238 Remote Similarity NPD2380 Approved
0.6238 Remote Similarity NPD2382 Approved
0.6238 Remote Similarity NPD2381 Approved
0.6235 Remote Similarity NPD6456 Discontinued
0.6233 Remote Similarity NPD706 Phase 1
0.6229 Remote Similarity NPD4890 Phase 2
0.6223 Remote Similarity NPD7203 Clinical (unspecified phase)
0.6222 Remote Similarity NPD4795 Phase 2
0.622 Remote Similarity NPD3962 Phase 2
0.622 Remote Similarity NPD3959 Phase 2
0.6216 Remote Similarity NPD4118 Clinical (unspecified phase)
0.6214 Remote Similarity NPD2720 Phase 1
0.6214 Remote Similarity NPD2719 Clinical (unspecified phase)
0.621 Remote Similarity NPD802 Phase 2
0.6209 Remote Similarity NPD2144 Approved
0.6204 Remote Similarity NPD4948 Discontinued
0.6204 Remote Similarity NPD9364 Phase 2
0.6204 Remote Similarity NPD9363 Approved
0.6202 Remote Similarity NPD4184 Clinical (unspecified phase)
0.6202 Remote Similarity NPD1326 Approved
0.6202 Remote Similarity NPD1325 Approved
0.6201 Remote Similarity NPD6220 Phase 3
0.6195 Remote Similarity NPD1685 Approved
0.6195 Remote Similarity NPD1684 Approved
0.6192 Remote Similarity NPD5801 Clinical (unspecified phase)
0.6179 Remote Similarity NPD7068 Approved
0.6179 Remote Similarity NPD7067 Approved
0.6171 Remote Similarity NPD712 Clinical (unspecified phase)
0.6164 Remote Similarity NPD5317 Clinical (unspecified phase)
0.6161 Remote Similarity NPD5100 Phase 3
0.6154 Remote Similarity NPD2781 Approved
0.6154 Remote Similarity NPD3514 Clinical (unspecified phase)
0.6148 Remote Similarity NPD6750 Phase 2
0.6147 Remote Similarity NPD1322 Clinical (unspecified phase)
0.6144 Remote Similarity NPD4945 Discontinued
0.6143 Remote Similarity NPD3825 Phase 3
0.6143 Remote Similarity NPD7000 Clinical (unspecified phase)
0.6143 Remote Similarity NPD6999 Discontinued
0.614 Remote Similarity NPD2187 Approved
0.614 Remote Similarity NPD2189 Approved
0.6139 Remote Similarity NPD2012 Clinical (unspecified phase)
0.6137 Remote Similarity NPD7823 Clinical (unspecified phase)
0.6136 Remote Similarity NPD5428 Discontinued
0.6135 Remote Similarity NPD2782 Approved
0.6135 Remote Similarity NPD2780 Approved
0.6133 Remote Similarity NPD5669 Clinical (unspecified phase)
0.6133 Remote Similarity NPD6132 Phase 1
0.6132 Remote Similarity NPD6203 Clinical (unspecified phase)
0.6129 Remote Similarity NPD4951 Discontinued
0.6128 Remote Similarity NPD5850 Phase 3
0.6123 Remote Similarity NPD7001 Phase 3
0.6121 Remote Similarity NPD3038 Discontinued
0.6118 Remote Similarity NPD6531 Approved
0.6118 Remote Similarity NPD6530 Approved
0.6116 Remote Similarity NPD6494 Phase 2
0.6116 Remote Similarity NPD1740 Approved
0.6116 Remote Similarity NPD1739 Approved
0.6114 Remote Similarity NPD158 Discontinued
0.6111 Remote Similarity NPD7292 Approved
0.6111 Remote Similarity NPD3354 Phase 2
0.6111 Remote Similarity NPD5948 Phase 2
0.6111 Remote Similarity NPD3082 Discontinued
0.6111 Remote Similarity NPD2021 Discontinued
0.6109 Remote Similarity NPD3017 Clinical (unspecified phase)
0.6102 Remote Similarity NPD5506 Approved
0.6102 Remote Similarity NPD5507 Approved
0.61 Remote Similarity NPD7925 Phase 2
0.61 Remote Similarity NPD7924 Phase 2
0.6094 Remote Similarity NPD8510 Clinical (unspecified phase)
0.6092 Remote Similarity NPD6247 Clinical (unspecified phase)
0.6091 Remote Similarity NPD2757 Phase 2
0.6091 Remote Similarity NPD6569 Phase 2
0.6087 Remote Similarity NPD862 Approved
0.6087 Remote Similarity NPD863 Approved
0.6087 Remote Similarity NPD861 Approved
0.6085 Remote Similarity NPD534 Phase 2
0.6085 Remote Similarity NPD537 Phase 2
0.6081 Remote Similarity NPD3478 Clinical (unspecified phase)
0.6081 Remote Similarity NPD3477 Phase 2
0.6079 Remote Similarity NPD5426 Phase 3
0.6078 Remote Similarity NPD3794 Approved
0.6078 Remote Similarity NPD3243 Approved
0.6078 Remote Similarity NPD3795 Approved
0.6077 Remote Similarity NPD5069 Clinical (unspecified phase)
0.6074 Remote Similarity NPD3960 Clinical (unspecified phase)
0.6073 Remote Similarity NPD3870 Clinical (unspecified phase)
0.6073 Remote Similarity NPD3871 Clinical (unspecified phase)
0.607 Remote Similarity NPD6376 Discontinued
0.607 Remote Similarity NPD7947 Clinical (unspecified phase)
0.6058 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6056 Remote Similarity NPD5751 Clinical (unspecified phase)
0.6055 Remote Similarity NPD2383 Phase 1
0.6047 Remote Similarity NPD3178 Discontinued
0.6045 Remote Similarity NPD5082 Clinical (unspecified phase)
0.6045 Remote Similarity NPD5081 Phase 1
0.6044 Remote Similarity NPD6389 Clinical (unspecified phase)
0.6039 Remote Similarity NPD8091 Phase 3
0.6038 Remote Similarity NPD482 Approved
0.6036 Remote Similarity NPD4418 Discontinued
0.6034 Remote Similarity NPD8093 Discontinued
0.6028 Remote Similarity NPD4076 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL541414
ZINC  

Physicochemical Properties

Molecular Weight:  355.07
ALogP:  -2.398
MLogP:  2.67
XLogP:  0.801
# Rotatable Bonds:  2
Polar Surface Area:  74.74
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  25

Download Data

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