NPASS drugs

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.

Range	Similarity Score Range
0-0.1	335
0.1-0.2	7728
0.2-0.3	5552
0.3-0.4	11768
0.4-0.5	3455
0.5-0.6	1688
0.6-0.7	347
0.7-0.8	17
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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

NPD5319 OpenBabel08211706322D 32 31 0 0 0 0 0 0 0 0999 V2000 14.3564 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4904 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4904 -4.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 9.1603 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0332 -5.6800 0.0000 Br 0 5 0 0 0 0 0 0 0 0 0 0 0.5000 -6.5000 0.0000 Br 0 5 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 10 12 2 0 0 0 0 10 14 1 0 0 0 0 11 19 1 0 0 0 0 12 20 1 0 0 0 0 13 23 2 0 0 0 0 14 24 2 0 0 0 0 15 25 1 0 0 0 0 16 26 1 0 0 0 0 17 19 2 0 0 0 0 17 23 1 0 0 0 0 18 20 2 0 0 0 0 18 24 1 0 0 0 0 19 29 1 0 0 0 0 20 30 1 0 0 0 0 21 25 1 0 0 0 0 21 27 2 0 0 0 0 21 29 1 0 0 0 0 22 26 1 0 0 0 0 22 28 2 0 0 0 0 22 30 1 0 0 0 0 M CHG 4 23 1 24 1 31 -1 32 -1 M END $$$$

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