Drug Information

Drug ID:  NPD5319
Drug Name:  Distigmine Bromide
Molecular Formula:  C22H32N4O4.2BrH
Canonical SMILES:  C[n+]1cccc(c1)OC(=O)N(CCCCCCN(C(=O)Oc1ccc[n+](c1)C)C)C.[Br-].[Br-]
Standard InCHI:  InChI=1S/C22H32N4O4.2BrH/c1-23-13-9-11-19(17-23)29-21(27)25(3)15-7-5-6-8-16-26(4)22(28)30-20-12-10-14-24(2)18-20;;/h9-14,17-18H,5-8,15-16H2,1-4H3;2*1H/q+2;;/p-2
Standard InCHIKey:  GJHSNEVFXQVOHR-UHFFFAOYSA-L
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD5319

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
Intermediate Similarity 0.7709 NPC20249
Intermediate Similarity 0.7586 NPC476518
Intermediate Similarity 0.7543 NPC14651
Intermediate Similarity 0.7543 NPC121658
Intermediate Similarity 0.7542 NPC266551
Intermediate Similarity 0.7542 NPC219963
Intermediate Similarity 0.7542 NPC161887
Intermediate Similarity 0.7421 NPC174421
Intermediate Similarity 0.7419 NPC226202
Intermediate Similarity 0.7401 NPC111624
Intermediate Similarity 0.7194 NPC287208
Intermediate Similarity 0.7169 NPC318935
Intermediate Similarity 0.712 NPC267928
Intermediate Similarity 0.7059 NPC220523
Intermediate Similarity 0.7059 NPC206251
Intermediate Similarity 0.7059 NPC74382
Intermediate Similarity 0.7045 NPC25899
Remote Similarity 0.699 NPC475774
Remote Similarity 0.697 NPC316403
Remote Similarity 0.6963 NPC84853
Remote Similarity 0.6961 NPC314270
Remote Similarity 0.6959 NPC187558
Remote Similarity 0.6941 NPC471323
Remote Similarity 0.6931 NPC224327
Remote Similarity 0.6928 NPC328029
Remote Similarity 0.6927 NPC471178
Remote Similarity 0.6923 NPC19872
Remote Similarity 0.691 NPC471177
Remote Similarity 0.691 NPC59779
Remote Similarity 0.691 NPC124542
Remote Similarity 0.691 NPC48192
Remote Similarity 0.6895 NPC134079
Remote Similarity 0.6872 NPC476582
Remote Similarity 0.6872 NPC4071
Remote Similarity 0.6872 NPC476578
Remote Similarity 0.6869 NPC329708
Remote Similarity 0.6869 NPC264166
Remote Similarity 0.6869 NPC165349
Remote Similarity 0.6869 NPC274291
Remote Similarity 0.6869 NPC47059
Remote Similarity 0.6869 NPC118832
Remote Similarity 0.6866 NPC290689
Remote Similarity 0.6847 NPC476287
Remote Similarity 0.6832 NPC151489
Remote Similarity 0.6823 NPC195268
Remote Similarity 0.6823 NPC133140
Remote Similarity 0.6821 NPC127085
Remote Similarity 0.6816 NPC177404
Remote Similarity 0.6809 NPC284559
Remote Similarity 0.6796 NPC197141
Remote Similarity 0.6791 NPC470474
Remote Similarity 0.6784 NPC36229
Remote Similarity 0.6784 NPC476581
Remote Similarity 0.6784 NPC16452
Remote Similarity 0.6778 NPC118511
Remote Similarity 0.6776 NPC141053
Remote Similarity 0.6763 NPC313804
Remote Similarity 0.6763 NPC315804
Remote Similarity 0.6758 NPC1527
Remote Similarity 0.6745 NPC314954
Remote Similarity 0.6734 NPC476138
Remote Similarity 0.6734 NPC245816
Remote Similarity 0.6716 NPC313189
Remote Similarity 0.6702 NPC118776
Remote Similarity 0.6698 NPC186351
Remote Similarity 0.6686 NPC470394
Remote Similarity 0.6686 NPC470403
Remote Similarity 0.6686 NPC470404
Remote Similarity 0.6685 NPC253810
Remote Similarity 0.6683 NPC82548
Remote Similarity 0.6667 NPC477019
Remote Similarity 0.6667 NPC216612
Remote Similarity 0.6667 NPC476322
Remote Similarity 0.665 NPC174672
Remote Similarity 0.6634 NPC26679
Remote Similarity 0.6634 NPC53069
Remote Similarity 0.6634 NPC202768
Remote Similarity 0.6634 NPC296482
Remote Similarity 0.6633 NPC31930
Remote Similarity 0.6629 NPC257142
Remote Similarity 0.6627 NPC29702
Remote Similarity 0.6616 NPC287437
Remote Similarity 0.6615 NPC198673
Remote Similarity 0.6609 NPC470395
Remote Similarity 0.6593 NPC263439
Remote Similarity 0.6573 NPC26872
Remote Similarity 0.6569 NPC185782
Remote Similarity 0.6569 NPC174758
Remote Similarity 0.6566 NPC168911
Remote Similarity 0.6553 NPC112206
Remote Similarity 0.6553 NPC202605
Remote Similarity 0.6552 NPC135549
Remote Similarity 0.655 NPC470586
Remote Similarity 0.6541 NPC473764
Remote Similarity 0.6541 NPC314940
Remote Similarity 0.6535 NPC210256
Remote Similarity 0.6531 NPC289786
Remote Similarity 0.6517 NPC284348
Remote Similarity 0.6513 NPC92111
Remote Similarity 0.6503 NPC473057
Remote Similarity 0.6502 NPC323345
Remote Similarity 0.6502 NPC470164
Remote Similarity 0.6502 NPC472434
Remote Similarity 0.6498 NPC101543
Remote Similarity 0.6498 NPC469554
Remote Similarity 0.6495 NPC110741
Remote Similarity 0.6484 NPC285635
Remote Similarity 0.6482 NPC239954
Remote Similarity 0.6473 NPC96405
Remote Similarity 0.6473 NPC171409
Remote Similarity 0.6467 NPC476131
Remote Similarity 0.6465 NPC244536
Remote Similarity 0.6464 NPC26850
Remote Similarity 0.6464 NPC138018
Remote Similarity 0.6464 NPC116573
Remote Similarity 0.6462 NPC76748
Remote Similarity 0.6457 NPC316224
Remote Similarity 0.6447 NPC307963
Remote Similarity 0.6446 NPC212125
Remote Similarity 0.6445 NPC17565
Remote Similarity 0.6444 NPC63562
Remote Similarity 0.6429 NPC69914
Remote Similarity 0.6421 NPC472168
Remote Similarity 0.6419 NPC472435
Remote Similarity 0.6418 NPC315957
Remote Similarity 0.6418 NPC176538
Remote Similarity 0.6417 NPC252590
Remote Similarity 0.6413 NPC97367
Remote Similarity 0.641 NPC296527
Remote Similarity 0.6408 NPC469589
Remote Similarity 0.6407 NPC472436
Remote Similarity 0.6402 NPC286195
Remote Similarity 0.6402 NPC65277
Remote Similarity 0.6393 NPC63338
Remote Similarity 0.6393 NPC322976
Remote Similarity 0.6393 NPC324203
Remote Similarity 0.639 NPC193238
Remote Similarity 0.6389 NPC107287
Remote Similarity 0.6388 NPC26543
Remote Similarity 0.6387 NPC168486
Remote Similarity 0.6387 NPC222592
Remote Similarity 0.6381 NPC274982
Remote Similarity 0.6381 NPC470799
Remote Similarity 0.6381 NPC288349
Remote Similarity 0.6381 NPC8022
Remote Similarity 0.6374 NPC132680
Remote Similarity 0.6374 NPC269919
Remote Similarity 0.6373 NPC285558
Remote Similarity 0.6368 NPC313421
Remote Similarity 0.6364 NPC162530
Remote Similarity 0.6359 NPC328798
Remote Similarity 0.6351 NPC473513
Remote Similarity 0.6348 NPC112741
Remote Similarity 0.6348 NPC477974
Remote Similarity 0.6347 NPC471311
Remote Similarity 0.6347 NPC196718
Remote Similarity 0.6347 NPC471313
Remote Similarity 0.6344 NPC108469
Remote Similarity 0.634 NPC42591
Remote Similarity 0.6338 NPC54066
Remote Similarity 0.6337 NPC234197
Remote Similarity 0.6332 NPC135950
Remote Similarity 0.633 NPC258773
Remote Similarity 0.6324 NPC211187
Remote Similarity 0.6316 NPC224764
Remote Similarity 0.6316 NPC472098
Remote Similarity 0.6316 NPC194724
Remote Similarity 0.6316 NPC94157
Remote Similarity 0.6311 NPC75179
Remote Similarity 0.6305 NPC232727
Remote Similarity 0.6302 NPC271792
Remote Similarity 0.6301 NPC114310
Remote Similarity 0.63 NPC161801
Remote Similarity 0.63 NPC473053
Remote Similarity 0.6298 NPC167860
Remote Similarity 0.6298 NPC312860
Remote Similarity 0.6298 NPC123976
Remote Similarity 0.6294 NPC3715
Remote Similarity 0.6293 NPC289086
Remote Similarity 0.6292 NPC302159
Remote Similarity 0.6289 NPC320394
Remote Similarity 0.6287 NPC123395
Remote Similarity 0.6286 NPC236668
Remote Similarity 0.628 NPC477111
Remote Similarity 0.6277 NPC256828
Remote Similarity 0.6277 NPC116961
Remote Similarity 0.6276 NPC325775
Remote Similarity 0.6273 NPC102593
Remote Similarity 0.6271 NPC230085
Remote Similarity 0.6271 NPC159630
Remote Similarity 0.627 NPC71079
Remote Similarity 0.6268 NPC208284
Remote Similarity 0.6264 NPC263455
Remote Similarity 0.6263 NPC312872
Remote Similarity 0.6262 NPC472111
Remote Similarity 0.6256 NPC146976
Remote Similarity 0.625 NPC306397
Remote Similarity 0.625 NPC42979
Remote Similarity 0.6244 NPC173080
Remote Similarity 0.6244 NPC180504

Drug Structure

External Identifiers

TTD  
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  416.24
ALogP  -3.7754
MLogP  3
XLogP  3.394
HDA  4
HBD  0
Rotatable Bonds  17
TPSA  66.84
RO5 Violation  1