NPASS drugs

Drug Information

Drug ID:	NPD2680
Drug Name:	Benoxinate Hydrochloride
Molecular Formula:	C17H28N2O3.ClH
Canonical SMILES:	CCCCOc1cc(ccc1N)C(=O)OCCN(CC)CC.Cl
Standard InCHI:	InChI=1S/C17H28N2O3.ClH/c1-4-7-11-21-16-13-14(8-9-15(16)18)17(20)22-12-10-19(5-2)6-3;/h8-9,13H,4-7,10-12,18H2,1-3H3;1H
Standard InCHIKey:	PRGUDWLMFLCODA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2680

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	187
0.1-0.2	1393
0.2-0.3	5132
0.3-0.4	7215
0.4-0.5	4881
0.5-0.6	11163
0.6-0.7	888
0.7-0.8	30
0.8-0.85	1
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	0.8487	NPC319645
Intermediate Similarity	0.773	NPC315829
Intermediate Similarity	0.7584	NPC288305
Intermediate Similarity	0.7542	NPC314659
Intermediate Similarity	0.7486	NPC197335
Intermediate Similarity	0.7458	NPC8467
Intermediate Similarity	0.7443	NPC73280
Intermediate Similarity	0.7418	NPC87391
Intermediate Similarity	0.7409	NPC329567
Intermediate Similarity	0.7409	NPC330683
Intermediate Similarity	0.7341	NPC257763
Intermediate Similarity	0.7326	NPC301163
Intermediate Similarity	0.7293	NPC270301
Intermediate Similarity	0.7283	NPC93653
Intermediate Similarity	0.7216	NPC127362
Intermediate Similarity	0.7211	NPC112937
Intermediate Similarity	0.7128	NPC246140
Intermediate Similarity	0.7128	NPC195787
Intermediate Similarity	0.7119	NPC314861
Intermediate Similarity	0.7118	NPC241392
Intermediate Similarity	0.7107	NPC122235
Intermediate Similarity	0.7104	NPC472163
Intermediate Similarity	0.7074	NPC22476
Intermediate Similarity	0.7073	NPC43218
Intermediate Similarity	0.705	NPC39500
Intermediate Similarity	0.7049	NPC98416
Intermediate Similarity	0.7033	NPC315631
Intermediate Similarity	0.7026	NPC207971
Intermediate Similarity	0.7022	NPC471652
Intermediate Similarity	0.7018	NPC214239
Intermediate Similarity	0.7005	NPC478075
Remote Similarity	0.699	NPC268077
Remote Similarity	0.6977	NPC314223
Remote Similarity	0.6962	NPC226794
Remote Similarity	0.6952	NPC262725
Remote Similarity	0.6942	NPC144452
Remote Similarity	0.6935	NPC475133
Remote Similarity	0.6927	NPC108847
Remote Similarity	0.6927	NPC470023
Remote Similarity	0.6923	NPC150323
Remote Similarity	0.6915	NPC21425
Remote Similarity	0.6914	NPC314098
Remote Similarity	0.6912	NPC184408
Remote Similarity	0.6905	NPC301702
Remote Similarity	0.6904	NPC473422
Remote Similarity	0.6901	NPC154922
Remote Similarity	0.689	NPC266425
Remote Similarity	0.6889	NPC470971
Remote Similarity	0.6872	NPC474688
Remote Similarity	0.6872	NPC299582
Remote Similarity	0.6866	NPC187501
Remote Similarity	0.6865	NPC85613
Remote Similarity	0.6856	NPC71124
Remote Similarity	0.6848	NPC173295
Remote Similarity	0.6845	NPC469829
Remote Similarity	0.6842	NPC5630
Remote Similarity	0.6842	NPC45389
Remote Similarity	0.6826	NPC471316
Remote Similarity	0.6818	NPC475147
Remote Similarity	0.6813	NPC205946
Remote Similarity	0.6811	NPC474815
Remote Similarity	0.6809	NPC473007
Remote Similarity	0.6806	NPC28510
Remote Similarity	0.6786	NPC314252
Remote Similarity	0.6777	NPC274640
Remote Similarity	0.6776	NPC39370
Remote Similarity	0.6774	NPC5167
Remote Similarity	0.6774	NPC283810
Remote Similarity	0.6774	NPC35680
Remote Similarity	0.6769	NPC132874
Remote Similarity	0.6769	NPC218733
Remote Similarity	0.6769	NPC265642
Remote Similarity	0.6769	NPC138615
Remote Similarity	0.6768	NPC41216
Remote Similarity	0.6763	NPC225279
Remote Similarity	0.6763	NPC476069
Remote Similarity	0.6761	NPC473186
Remote Similarity	0.6761	NPC139373
Remote Similarity	0.6754	NPC141440
Remote Similarity	0.6751	NPC214368
Remote Similarity	0.6745	NPC223242
Remote Similarity	0.6743	NPC113455
Remote Similarity	0.6742	NPC476443
Remote Similarity	0.6742	NPC133817
Remote Similarity	0.6736	NPC203972
Remote Similarity	0.6736	NPC254957
Remote Similarity	0.6735	NPC5374
Remote Similarity	0.6734	NPC87714
Remote Similarity	0.6732	NPC234772
Remote Similarity	0.6731	NPC240664
Remote Similarity	0.6727	NPC470392
Remote Similarity	0.6722	NPC158900
Remote Similarity	0.6721	NPC471648
Remote Similarity	0.6718	NPC470021
Remote Similarity	0.6717	NPC1464
Remote Similarity	0.6699	NPC195636
Remote Similarity	0.6698	NPC160113
Remote Similarity	0.6698	NPC476220
Remote Similarity	0.6686	NPC242933
Remote Similarity	0.6686	NPC181526
Remote Similarity	0.6684	NPC14622
Remote Similarity	0.6684	NPC73020
Remote Similarity	0.6684	NPC70290
Remote Similarity	0.6684	NPC215098
Remote Similarity	0.6684	NPC124302
Remote Similarity	0.6684	NPC46744
Remote Similarity	0.6684	NPC100863
Remote Similarity	0.6667	NPC473008
Remote Similarity	0.6667	NPC329992
Remote Similarity	0.6667	NPC77777
Remote Similarity	0.6652	NPC120239
Remote Similarity	0.6649	NPC94499
Remote Similarity	0.6649	NPC469830
Remote Similarity	0.6649	NPC28368
Remote Similarity	0.6647	NPC17760
Remote Similarity	0.6635	NPC231924
Remote Similarity	0.6635	NPC208084
Remote Similarity	0.6634	NPC30749
Remote Similarity	0.6632	NPC203628
Remote Similarity	0.6632	NPC313886
Remote Similarity	0.6632	NPC235194
Remote Similarity	0.663	NPC26353
Remote Similarity	0.6627	NPC208022
Remote Similarity	0.6621	NPC475844
Remote Similarity	0.6617	NPC300156
Remote Similarity	0.6616	NPC314100
Remote Similarity	0.6616	NPC72788
Remote Similarity	0.6616	NPC120671
Remote Similarity	0.6616	NPC226652
Remote Similarity	0.6614	NPC469831
Remote Similarity	0.6613	NPC227683
Remote Similarity	0.6612	NPC35345
Remote Similarity	0.6611	NPC231862
Remote Similarity	0.661	NPC119669
Remote Similarity	0.6607	NPC196708
Remote Similarity	0.6606	NPC301501
Remote Similarity	0.6604	NPC470018
Remote Similarity	0.6602	NPC314817
Remote Similarity	0.6602	NPC316297
Remote Similarity	0.6602	NPC118228
Remote Similarity	0.6602	NPC66191
Remote Similarity	0.66	NPC473460
Remote Similarity	0.6596	NPC70092
Remote Similarity	0.6593	NPC153631
Remote Similarity	0.6588	NPC160747
Remote Similarity	0.6585	NPC119722
Remote Similarity	0.6584	NPC321428
Remote Similarity	0.6583	NPC232600
Remote Similarity	0.6582	NPC303214
Remote Similarity	0.658	NPC474059
Remote Similarity	0.6578	NPC9475
Remote Similarity	0.6576	NPC471778
Remote Similarity	0.6576	NPC474858
Remote Similarity	0.6575	NPC476258
Remote Similarity	0.6575	NPC304837
Remote Similarity	0.6571	NPC280799
Remote Similarity	0.6564	NPC124776
Remote Similarity	0.6561	NPC316062
Remote Similarity	0.656	NPC131977
Remote Similarity	0.6558	NPC54626
Remote Similarity	0.6553	NPC268223
Remote Similarity	0.655	NPC119818
Remote Similarity	0.655	NPC474077
Remote Similarity	0.655	NPC2173
Remote Similarity	0.655	NPC328700
Remote Similarity	0.655	NPC202771
Remote Similarity	0.6546	NPC1820
Remote Similarity	0.6545	NPC128683
Remote Similarity	0.6541	NPC112336
Remote Similarity	0.6541	NPC474814
Remote Similarity	0.654	NPC148124
Remote Similarity	0.6536	NPC470708
Remote Similarity	0.6531	NPC469816
Remote Similarity	0.6531	NPC198401
Remote Similarity	0.6531	NPC469815
Remote Similarity	0.6529	NPC476475
Remote Similarity	0.6528	NPC162694
Remote Similarity	0.6526	NPC27887
Remote Similarity	0.6526	NPC476436
Remote Similarity	0.6524	NPC472099
Remote Similarity	0.6522	NPC176113
Remote Similarity	0.6512	NPC66518
Remote Similarity	0.6509	NPC51388
Remote Similarity	0.6505	NPC305542
Remote Similarity	0.6505	NPC127996
Remote Similarity	0.6503	NPC221798
Remote Similarity	0.6503	NPC70172
Remote Similarity	0.6502	NPC308943
Remote Similarity	0.6502	NPC222561
Remote Similarity	0.6502	NPC212123
Remote Similarity	0.65	NPC469732
Remote Similarity	0.65	NPC469450
Remote Similarity	0.6497	NPC477258
Remote Similarity	0.6497	NPC470088
Remote Similarity	0.6495	NPC13249
Remote Similarity	0.6493	NPC99724
Remote Similarity	0.6492	NPC473562
Remote Similarity	0.6491	NPC472243
Remote Similarity	0.6488	NPC297584
Remote Similarity	0.6488	NPC269449

Drug Structure

NPD2680 OpenBabel08211702172D 25 24 0 0 0 0 0 0 0 0999 V2000 5.6962 -6.5000 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 0.5000 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -9.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5832 -5.3601 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -9.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -9.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 19 1 0 0 0 0 6 19 1 0 0 0 0 7 11 1 0 0 0 0 8 9 2 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 12 1 0 0 0 0 10 19 1 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 14 2 0 0 0 0 13 16 1 0 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 21 1 0 0 0 0 17 20 2 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 18 25 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	308.21
ALogP	-0.7664
MLogP	2.78
XLogP	2.929
HDA	4
HBD	1
Rotatable Bonds	15
TPSA	64.79
RO5 Violation	1