NPASS drugs

Drug Information

Drug ID:	NPD2198
Drug Name:	Hexylcaine Hydrochloride
Molecular Formula:	C16H23NO2.ClH
Canonical SMILES:	CC(OC(=O)c1ccccc1)CNC1CCCCC1.Cl
Standard InCHI:	InChI=1S/C16H23NO2.ClH/c1-13(12-17-15-10-6-3-7-11-15)19-16(18)14-8-4-2-5-9-14;/h2,4-5,8-9,13,15,17H,3,6-7,10-12H2,1H3;1H
Standard InCHIKey:	MTFCPNHRBINLRQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2198

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	87
0.1-0.2	595
0.2-0.3	2356
0.3-0.4	6934
0.4-0.5	9144
0.5-0.6	10369
0.6-0.7	1297
0.7-0.8	106
0.8-0.85	1
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	0.8629	NPC26285
Intermediate Similarity	0.8017	NPC24777
Intermediate Similarity	0.7883	NPC281104
Intermediate Similarity	0.7826	NPC319645
Intermediate Similarity	0.7815	NPC474365
Intermediate Similarity	0.7815	NPC301943
Intermediate Similarity	0.7778	NPC35448
Intermediate Similarity	0.7778	NPC78701
Intermediate Similarity	0.7712	NPC325497
Intermediate Similarity	0.7712	NPC146351
Intermediate Similarity	0.7712	NPC118343
Intermediate Similarity	0.7692	NPC92754
Intermediate Similarity	0.7692	NPC276775
Intermediate Similarity	0.7692	NPC249912
Intermediate Similarity	0.7686	NPC269457
Intermediate Similarity	0.768	NPC128368
Intermediate Similarity	0.7652	NPC285394
Intermediate Similarity	0.7647	NPC42211
Intermediate Similarity	0.7642	NPC469636
Intermediate Similarity	0.7627	NPC225060
Intermediate Similarity	0.7534	NPC214239
Intermediate Similarity	0.7521	NPC130398
Intermediate Similarity	0.752	NPC476003
Intermediate Similarity	0.752	NPC474157
Intermediate Similarity	0.75	NPC474364
Intermediate Similarity	0.75	NPC70624
Intermediate Similarity	0.7407	NPC65310
Intermediate Similarity	0.7386	NPC158900
Intermediate Similarity	0.736	NPC83628
Intermediate Similarity	0.736	NPC17417
Intermediate Similarity	0.736	NPC10251
Intermediate Similarity	0.736	NPC265407
Intermediate Similarity	0.7357	NPC173295
Intermediate Similarity	0.7355	NPC316797
Intermediate Similarity	0.7344	NPC307651
Intermediate Similarity	0.7323	NPC269340
Intermediate Similarity	0.7323	NPC158282
Intermediate Similarity	0.7302	NPC251854
Intermediate Similarity	0.7302	NPC196246
Intermediate Similarity	0.7302	NPC214067
Intermediate Similarity	0.7302	NPC93084
Intermediate Similarity	0.7299	NPC122235
Intermediate Similarity	0.7295	NPC188895
Intermediate Similarity	0.7287	NPC210092
Intermediate Similarity	0.728	NPC56493
Intermediate Similarity	0.7273	NPC203925
Intermediate Similarity	0.7266	NPC272524
Intermediate Similarity	0.7266	NPC161611
Intermediate Similarity	0.7258	NPC67043
Intermediate Similarity	0.7258	NPC209632
Intermediate Similarity	0.7252	NPC469574
Intermediate Similarity	0.7244	NPC1082
Intermediate Similarity	0.7244	NPC305912
Intermediate Similarity	0.7244	NPC210089
Intermediate Similarity	0.7218	NPC473243
Intermediate Similarity	0.7209	NPC308744
Intermediate Similarity	0.7209	NPC474363
Intermediate Similarity	0.7206	NPC474847
Intermediate Similarity	0.72	NPC119271
Intermediate Similarity	0.7188	NPC270699
Intermediate Similarity	0.7188	NPC82899
Intermediate Similarity	0.7177	NPC114594
Intermediate Similarity	0.7177	NPC226778
Intermediate Similarity	0.7177	NPC147000
Intermediate Similarity	0.7177	NPC304761
Intermediate Similarity	0.7177	NPC150254
Intermediate Similarity	0.7174	NPC311753
Intermediate Similarity	0.7165	NPC158854
Intermediate Similarity	0.7165	NPC174099
Intermediate Similarity	0.7154	NPC474685
Intermediate Similarity	0.7133	NPC314223
Intermediate Similarity	0.7132	NPC474176
Intermediate Similarity	0.7132	NPC226794
Intermediate Similarity	0.7119	NPC119631
Intermediate Similarity	0.7111	NPC317474
Intermediate Similarity	0.7111	NPC84281
Intermediate Similarity	0.7111	NPC169485
Intermediate Similarity	0.7111	NPC160493
Intermediate Similarity	0.7111	NPC291027
Intermediate Similarity	0.7111	NPC213126
Intermediate Similarity	0.7107	NPC270654
Intermediate Similarity	0.7099	NPC149691
Intermediate Similarity	0.7097	NPC60679
Intermediate Similarity	0.7097	NPC89886
Intermediate Similarity	0.7095	NPC17760
Intermediate Similarity	0.7094	NPC173443
Intermediate Similarity	0.709	NPC476183
Intermediate Similarity	0.7087	NPC269023
Intermediate Similarity	0.7087	NPC99846
Intermediate Similarity	0.708	NPC4974
Intermediate Similarity	0.7077	NPC153053
Intermediate Similarity	0.7063	NPC37622
Intermediate Similarity	0.7063	NPC30594
Intermediate Similarity	0.7055	NPC204546
Intermediate Similarity	0.7054	NPC79496
Intermediate Similarity	0.7054	NPC474314
Intermediate Similarity	0.7054	NPC321852
Intermediate Similarity	0.7049	NPC322598
Intermediate Similarity	0.7042	NPC266425
Intermediate Similarity	0.704	NPC31786
Intermediate Similarity	0.7037	NPC50872
Intermediate Similarity	0.7037	NPC476281
Intermediate Similarity	0.7037	NPC476184
Intermediate Similarity	0.7029	NPC136453
Intermediate Similarity	0.7029	NPC124776
Intermediate Similarity	0.7016	NPC327226
Intermediate Similarity	0.7	NPC261181
Intermediate Similarity	0.7	NPC69496
Remote Similarity	0.6993	NPC470441
Remote Similarity	0.6992	NPC45104
Remote Similarity	0.6984	NPC167336
Remote Similarity	0.6984	NPC476198
Remote Similarity	0.6978	NPC239990
Remote Similarity	0.6978	NPC89923
Remote Similarity	0.6978	NPC105114
Remote Similarity	0.6978	NPC152850
Remote Similarity	0.6978	NPC71933
Remote Similarity	0.6977	NPC167504
Remote Similarity	0.6977	NPC260818
Remote Similarity	0.6972	NPC245836
Remote Similarity	0.6972	NPC233910
Remote Similarity	0.697	NPC100353
Remote Similarity	0.6963	NPC190663
Remote Similarity	0.6957	NPC125053
Remote Similarity	0.6949	NPC220893
Remote Similarity	0.6934	NPC476278
Remote Similarity	0.6923	NPC89377
Remote Similarity	0.6917	NPC77273
Remote Similarity	0.6906	NPC275576
Remote Similarity	0.6891	NPC240108
Remote Similarity	0.6891	NPC213156
Remote Similarity	0.6884	NPC476260
Remote Similarity	0.6884	NPC476241
Remote Similarity	0.688	NPC45613
Remote Similarity	0.6879	NPC476750
Remote Similarity	0.6875	NPC474858
Remote Similarity	0.6871	NPC43477
Remote Similarity	0.6871	NPC329992
Remote Similarity	0.6864	NPC304760
Remote Similarity	0.686	NPC246757
Remote Similarity	0.686	NPC291070
Remote Similarity	0.6857	NPC169913
Remote Similarity	0.6857	NPC473220
Remote Similarity	0.6857	NPC199738
Remote Similarity	0.6857	NPC305717
Remote Similarity	0.6857	NPC210950
Remote Similarity	0.6857	NPC470753
Remote Similarity	0.6853	NPC470392
Remote Similarity	0.6846	NPC319579
Remote Similarity	0.6838	NPC80150
Remote Similarity	0.6838	NPC318107
Remote Similarity	0.6835	NPC476125
Remote Similarity	0.6835	NPC295664
Remote Similarity	0.6835	NPC472165
Remote Similarity	0.6835	NPC476179
Remote Similarity	0.6831	NPC157311
Remote Similarity	0.6829	NPC293628
Remote Similarity	0.6829	NPC122493
Remote Similarity	0.6829	NPC10781
Remote Similarity	0.6829	NPC324569
Remote Similarity	0.6822	NPC85493
Remote Similarity	0.6818	NPC477411
Remote Similarity	0.6813	NPC470971
Remote Similarity	0.6812	NPC35996
Remote Similarity	0.6809	NPC165726
Remote Similarity	0.6809	NPC213969
Remote Similarity	0.6807	NPC9822
Remote Similarity	0.6806	NPC253476
Remote Similarity	0.6806	NPC474473
Remote Similarity	0.68	NPC228400
Remote Similarity	0.68	NPC214200
Remote Similarity	0.68	NPC135121
Remote Similarity	0.6791	NPC106551
Remote Similarity	0.6791	NPC281686
Remote Similarity	0.6791	NPC188867
Remote Similarity	0.6786	NPC141739
Remote Similarity	0.6786	NPC320242
Remote Similarity	0.6786	NPC470765
Remote Similarity	0.6786	NPC476599
Remote Similarity	0.6786	NPC136112
Remote Similarity	0.6783	NPC8761
Remote Similarity	0.6783	NPC44805
Remote Similarity	0.6781	NPC77992
Remote Similarity	0.6779	NPC201244
Remote Similarity	0.6779	NPC477217
Remote Similarity	0.6774	NPC164514
Remote Similarity	0.6774	NPC108606
Remote Similarity	0.6774	NPC303611
Remote Similarity	0.6774	NPC226096
Remote Similarity	0.6774	NPC290515
Remote Similarity	0.6769	NPC65855
Remote Similarity	0.6769	NPC292758
Remote Similarity	0.6767	NPC474095
Remote Similarity	0.6767	NPC306740
Remote Similarity	0.6765	NPC90522
Remote Similarity	0.6765	NPC328459
Remote Similarity	0.6763	NPC328267
Remote Similarity	0.6761	NPC325651
Remote Similarity	0.6757	NPC57976
Remote Similarity	0.6752	NPC58616

Drug Structure

NPD2198 OpenBabel08211701392D 21 21 0 0 1 0 0 0 0 0999 V2000 3.9641 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.5000 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 6.5622 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -1.5000 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 2.2321 -4.5000 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 3.9641 -1.5000 0.0000 C 0 0 3 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 2.2321 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4415 -1.3299 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 15 1 0 0 0 0 11 15 1 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 17 21 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	261.17
ALogP	-1.9894
MLogP	2.89
XLogP	4.889
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	38.33
RO5 Violation	0