NPASS drugs

Drug Information

Drug ID:	NPD5204
Drug Name:	Benzilonium
Molecular Formula:	C22H28NO3
Canonical SMILES:	CC[N+]1(CC)CCC(C1)OC(=O)C(c1ccccc1)(c1ccccc1)O
Standard InCHI:	InChI=1S/C22H28NO3/c1-3-23(4-2)16-15-20(17-23)26-21(24)22(25,18-11-7-5-8-12-18)19-13-9-6-10-14-19/h5-14,20,25H,3-4,15-17H2,1-2H3/q+1
Standard InCHIKey:	ZKCWITXZGWUJAV-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5204

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	85
0.1-0.2	465
0.2-0.3	1257
0.3-0.4	3960
0.4-0.5	10505
0.5-0.6	12461
0.6-0.7	2070
0.7-0.8	80
0.8-0.85	6
0.85-0.9	1
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
High Similarity	0.8889	NPC65310
Intermediate Similarity	0.8092	NPC474847
Intermediate Similarity	0.8	NPC213126
Intermediate Similarity	0.8	NPC317474
Intermediate Similarity	0.8	NPC291027
Intermediate Similarity	0.8	NPC84281
Intermediate Similarity	0.8	NPC169485
Intermediate Similarity	0.7956	NPC76785
Intermediate Similarity	0.7956	NPC293377
Intermediate Similarity	0.7956	NPC79465
Intermediate Similarity	0.7956	NPC260045
Intermediate Similarity	0.7956	NPC273907
Intermediate Similarity	0.7956	NPC9687
Intermediate Similarity	0.7956	NPC90194
Intermediate Similarity	0.7956	NPC474811
Intermediate Similarity	0.7956	NPC118099
Intermediate Similarity	0.7956	NPC151706
Intermediate Similarity	0.7956	NPC474787
Intermediate Similarity	0.7956	NPC475318
Intermediate Similarity	0.7956	NPC49577
Intermediate Similarity	0.7956	NPC476102
Intermediate Similarity	0.7956	NPC474855
Intermediate Similarity	0.7956	NPC475598
Intermediate Similarity	0.7852	NPC69496
Intermediate Similarity	0.781	NPC233910
Intermediate Similarity	0.781	NPC245836
Intermediate Similarity	0.7769	NPC160382
Intermediate Similarity	0.7681	NPC313663
Intermediate Similarity	0.7612	NPC285394
Intermediate Similarity	0.7594	NPC26285
Intermediate Similarity	0.7438	NPC175852
Intermediate Similarity	0.7438	NPC210529
Intermediate Similarity	0.7438	NPC160548
Intermediate Similarity	0.7431	NPC251439
Intermediate Similarity	0.7402	NPC158854
Intermediate Similarity	0.7402	NPC65855
Intermediate Similarity	0.7402	NPC292758
Intermediate Similarity	0.7353	NPC471466
Intermediate Similarity	0.7317	NPC316797
Intermediate Similarity	0.7299	NPC4974
Intermediate Similarity	0.7287	NPC158282
Intermediate Similarity	0.7267	NPC162104
Intermediate Similarity	0.7226	NPC14141
Intermediate Similarity	0.7222	NPC281104
Intermediate Similarity	0.7211	NPC209509
Intermediate Similarity	0.7188	NPC281604
Intermediate Similarity	0.7185	NPC190663
Intermediate Similarity	0.7185	NPC80150
Intermediate Similarity	0.7153	NPC127741
Intermediate Similarity	0.7153	NPC108286
Intermediate Similarity	0.7132	NPC476281
Intermediate Similarity	0.7132	NPC476184
Intermediate Similarity	0.7123	NPC269398
Intermediate Similarity	0.7123	NPC263493
Intermediate Similarity	0.7122	NPC136453
Intermediate Similarity	0.7121	NPC469509
Intermediate Similarity	0.7114	NPC145113
Intermediate Similarity	0.7113	NPC45191
Intermediate Similarity	0.7109	NPC156648
Intermediate Similarity	0.709	NPC76308
Intermediate Similarity	0.709	NPC325295
Intermediate Similarity	0.708	NPC160493
Intermediate Similarity	0.7075	NPC161069
Intermediate Similarity	0.7071	NPC210950
Intermediate Similarity	0.7071	NPC152850
Intermediate Similarity	0.7071	NPC199738
Intermediate Similarity	0.7071	NPC71933
Intermediate Similarity	0.7071	NPC239990
Intermediate Similarity	0.7071	NPC105114
Intermediate Similarity	0.7071	NPC89923
Intermediate Similarity	0.7059	NPC476183
Intermediate Similarity	0.704	NPC228400
Intermediate Similarity	0.704	NPC214200
Intermediate Similarity	0.7037	NPC26108
Intermediate Similarity	0.7029	NPC476278
Intermediate Similarity	0.7029	NPC469927
Intermediate Similarity	0.7027	NPC204546
Intermediate Similarity	0.7023	NPC269340
Intermediate Similarity	0.7021	NPC165726
Intermediate Similarity	0.7021	NPC472707
Intermediate Similarity	0.7021	NPC213969
Intermediate Similarity	0.7015	NPC212891
Intermediate Similarity	0.7008	NPC249067
Intermediate Similarity	0.7008	NPC19136
Intermediate Similarity	0.7	NPC79608
Intermediate Similarity	0.7	NPC225648
Intermediate Similarity	0.7	NPC329761
Remote Similarity	0.6994	NPC129624
Remote Similarity	0.6978	NPC476260
Remote Similarity	0.6978	NPC236981
Remote Similarity	0.6978	NPC476241
Remote Similarity	0.6972	NPC217431
Remote Similarity	0.697	NPC48525
Remote Similarity	0.6942	NPC317645
Remote Similarity	0.694	NPC210531
Remote Similarity	0.6934	NPC280827
Remote Similarity	0.6934	NPC243059
Remote Similarity	0.6933	NPC262077
Remote Similarity	0.6929	NPC476125
Remote Similarity	0.6929	NPC476179
Remote Similarity	0.6929	NPC246166
Remote Similarity	0.6923	NPC157311
Remote Similarity	0.6918	NPC109580
Remote Similarity	0.6918	NPC68865
Remote Similarity	0.6918	NPC471264
Remote Similarity	0.6918	NPC471265
Remote Similarity	0.6917	NPC9822
Remote Similarity	0.6914	NPC89831
Remote Similarity	0.6899	NPC136962
Remote Similarity	0.6894	NPC234376
Remote Similarity	0.6887	NPC138775
Remote Similarity	0.6879	NPC476033
Remote Similarity	0.6875	NPC44805
Remote Similarity	0.6875	NPC469479
Remote Similarity	0.6875	NPC8761
Remote Similarity	0.6871	NPC92784
Remote Similarity	0.6871	NPC470884
Remote Similarity	0.6871	NPC178662
Remote Similarity	0.6871	NPC476133
Remote Similarity	0.6871	NPC316906
Remote Similarity	0.6871	NPC98424
Remote Similarity	0.6867	NPC5620
Remote Similarity	0.6846	NPC57976
Remote Similarity	0.6842	NPC128368
Remote Similarity	0.6842	NPC265002
Remote Similarity	0.6838	NPC45794
Remote Similarity	0.6828	NPC108553
Remote Similarity	0.6826	NPC329816
Remote Similarity	0.6822	NPC269457
Remote Similarity	0.6822	NPC105899
Remote Similarity	0.6818	NPC95126
Remote Similarity	0.6818	NPC476003
Remote Similarity	0.6818	NPC475002
Remote Similarity	0.6815	NPC197743
Remote Similarity	0.6815	NPC297145
Remote Similarity	0.6813	NPC313757
Remote Similarity	0.6813	NPC63931
Remote Similarity	0.6809	NPC477248
Remote Similarity	0.6809	NPC477249
Remote Similarity	0.6809	NPC295664
Remote Similarity	0.6809	NPC57607
Remote Similarity	0.6803	NPC6570
Remote Similarity	0.68	NPC270654
Remote Similarity	0.68	NPC289201
Remote Similarity	0.6797	NPC255676
Remote Similarity	0.6797	NPC132771
Remote Similarity	0.6794	NPC83628
Remote Similarity	0.6794	NPC265407
Remote Similarity	0.6794	NPC31274
Remote Similarity	0.6791	NPC172525
Remote Similarity	0.6791	NPC307651
Remote Similarity	0.6791	NPC474363
Remote Similarity	0.679	NPC469505
Remote Similarity	0.6788	NPC237420
Remote Similarity	0.6788	NPC310467
Remote Similarity	0.6788	NPC311091
Remote Similarity	0.6788	NPC471033
Remote Similarity	0.6786	NPC35996
Remote Similarity	0.6783	NPC103605
Remote Similarity	0.6783	NPC296712
Remote Similarity	0.6783	NPC81092
Remote Similarity	0.6779	NPC150712
Remote Similarity	0.6779	NPC473301
Remote Similarity	0.6776	NPC135121
Remote Similarity	0.6774	NPC122590
Remote Similarity	0.6774	NPC206764
Remote Similarity	0.6772	NPC469481
Remote Similarity	0.6769	NPC472315
Remote Similarity	0.6769	NPC472316
Remote Similarity	0.6769	NPC474376
Remote Similarity	0.6769	NPC475203
Remote Similarity	0.6767	NPC474314
Remote Similarity	0.6765	NPC128249
Remote Similarity	0.6763	NPC56634
Remote Similarity	0.6759	NPC275538
Remote Similarity	0.6755	NPC473922
Remote Similarity	0.6748	NPC474858
Remote Similarity	0.6746	NPC322598
Remote Similarity	0.6744	NPC280616
Remote Similarity	0.6744	NPC171831
Remote Similarity	0.6744	NPC242913
Remote Similarity	0.6742	NPC326187
Remote Similarity	0.6741	NPC221275
Remote Similarity	0.6739	NPC472708
Remote Similarity	0.6738	NPC307020
Remote Similarity	0.6736	NPC301857
Remote Similarity	0.6735	NPC202743
Remote Similarity	0.6735	NPC473360
Remote Similarity	0.6733	NPC139326
Remote Similarity	0.6732	NPC105717
Remote Similarity	0.6732	NPC471820
Remote Similarity	0.6732	NPC471821
Remote Similarity	0.6728	NPC472115
Remote Similarity	0.6728	NPC472114
Remote Similarity	0.6727	NPC471165
Remote Similarity	0.6719	NPC154905
Remote Similarity	0.6719	NPC60373
Remote Similarity	0.6719	NPC327226
Remote Similarity	0.6718	NPC277788
Remote Similarity	0.6716	NPC272524

Drug Structure

NPD5204 OpenBabel08211706322D 27 29 0 0 1 0 0 0 0 0999 V2000 -0.7045 -1.5823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7226 -0.1810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3147 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 3.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8147 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8147 1.5296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 3.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 3.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8147 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8147 1.5296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3147 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 1.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 4.1808 -0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3147 0.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8147 1.5296 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 23 1 0 0 0 0 4 23 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 11 18 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 16 23 1 0 0 0 0 17 20 1 0 0 0 0 17 23 1 0 0 0 0 18 22 1 0 0 0 0 19 22 1 0 0 0 0 20 26 1 0 0 0 0 21 22 1 0 0 0 0 21 24 2 0 0 0 0 21 26 1 0 0 0 0 22 25 1 0 0 0 0 25 27 1 0 0 0 0 M CHG 1 23 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	354.21
ALogP	-1.89
MLogP	3.44
XLogP	5.503
HDA	3
HBD	1
Rotatable Bonds	10
TPSA	46.53
RO5 Violation	1