NPASS drugs

Drug Information

Drug ID:	NPD2551
Drug Name:	Dimenhydrinate
Molecular Formula:	C17H21NO.C7H7ClN4O2
Canonical SMILES:	Clc1nc2c([n-]1)n(C)c(=O)n(c2=O)C.C[NH+](CCOC(c1ccccc1)c1ccccc1)C
Standard InCHI:	InChI=1S/C17H21NO.C7H7ClN4O2/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;1-11-4-3(9-6(8)10-4)5(13)12(2)7(11)14/h3-12,17H,13-14H2,1-2H3;1-2H3,(H,9,10,13)
Standard InCHIKey:	DKHVTDUUNTVKOW-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2551

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	90
0.1-0.2	744
0.2-0.3	2627
0.3-0.4	9359
0.4-0.5	9742
0.5-0.6	7432
0.6-0.7	849
0.7-0.8	45
0.8-0.85	0
0.85-0.9	1
0.9-0.95	1
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	0.949	NPC316797
High Similarity	0.8598	NPC24777
Intermediate Similarity	0.7944	NPC327226
Intermediate Similarity	0.7798	NPC226778
Intermediate Similarity	0.7798	NPC150254
Intermediate Similarity	0.7798	NPC304761
Intermediate Similarity	0.7798	NPC147000
Intermediate Similarity	0.7686	NPC328267
Intermediate Similarity	0.7653	NPC165212
Intermediate Similarity	0.7547	NPC215351
Intermediate Similarity	0.7547	NPC20142
Intermediate Similarity	0.7541	NPC255253
Intermediate Similarity	0.7523	NPC214200
Intermediate Similarity	0.7523	NPC228400
Intermediate Similarity	0.75	NPC303611
Intermediate Similarity	0.75	NPC226096
Intermediate Similarity	0.75	NPC290515
Intermediate Similarity	0.75	NPC164514
Intermediate Similarity	0.75	NPC108606
Intermediate Similarity	0.7478	NPC269340
Intermediate Similarity	0.7456	NPC292758
Intermediate Similarity	0.7456	NPC65855
Intermediate Similarity	0.7308	NPC304760
Intermediate Similarity	0.7295	NPC316896
Intermediate Similarity	0.728	NPC141739
Intermediate Similarity	0.728	NPC136112
Intermediate Similarity	0.728	NPC320242
Intermediate Similarity	0.7255	NPC95429
Intermediate Similarity	0.7203	NPC26524
Intermediate Similarity	0.7197	NPC231163
Intermediate Similarity	0.7197	NPC318591
Intermediate Similarity	0.7182	NPC475954
Intermediate Similarity	0.713	NPC186469
Intermediate Similarity	0.7105	NPC42383
Intermediate Similarity	0.7103	NPC119631
Intermediate Similarity	0.7087	NPC304538
Intermediate Similarity	0.7083	NPC10286
Intermediate Similarity	0.7083	NPC213
Intermediate Similarity	0.7069	NPC97811
Intermediate Similarity	0.7059	NPC106313
Intermediate Similarity	0.7043	NPC92623
Intermediate Similarity	0.7043	NPC135464
Intermediate Similarity	0.7027	NPC313918
Intermediate Similarity	0.7019	NPC58616
Intermediate Similarity	0.7019	NPC475710
Intermediate Similarity	0.7009	NPC240108
Intermediate Similarity	0.7009	NPC213156
Remote Similarity	0.6984	NPC211218
Remote Similarity	0.6967	NPC137096
Remote Similarity	0.6957	NPC154899
Remote Similarity	0.6957	NPC211551
Remote Similarity	0.6957	NPC233396
Remote Similarity	0.6947	NPC97870
Remote Similarity	0.6947	NPC247018
Remote Similarity	0.6947	NPC307123
Remote Similarity	0.6935	NPC321133
Remote Similarity	0.6923	NPC133162
Remote Similarity	0.6916	NPC220893
Remote Similarity	0.6897	NPC326801
Remote Similarity	0.6893	NPC475199
Remote Similarity	0.6893	NPC103326
Remote Similarity	0.6893	NPC329319
Remote Similarity	0.6893	NPC87299
Remote Similarity	0.6893	NPC99394
Remote Similarity	0.6893	NPC283012
Remote Similarity	0.6891	NPC21890
Remote Similarity	0.6887	NPC89377
Remote Similarity	0.6864	NPC265211
Remote Similarity	0.6864	NPC474272
Remote Similarity	0.6864	NPC306045
Remote Similarity	0.6863	NPC184030
Remote Similarity	0.6863	NPC164449
Remote Similarity	0.6857	NPC99482
Remote Similarity	0.685	NPC307020
Remote Similarity	0.6842	NPC154905
Remote Similarity	0.6842	NPC60373
Remote Similarity	0.6818	NPC23453
Remote Similarity	0.6814	NPC472318
Remote Similarity	0.6814	NPC98911
Remote Similarity	0.68	NPC476183
Remote Similarity	0.68	NPC263835
Remote Similarity	0.6797	NPC95733
Remote Similarity	0.6797	NPC62101
Remote Similarity	0.6796	NPC117180
Remote Similarity	0.6788	NPC204546
Remote Similarity	0.6786	NPC33168
Remote Similarity	0.6786	NPC325499
Remote Similarity	0.6783	NPC234305
Remote Similarity	0.6777	NPC123175
Remote Similarity	0.6777	NPC176730
Remote Similarity	0.6772	NPC298486
Remote Similarity	0.6759	NPC173443
Remote Similarity	0.6757	NPC5472
Remote Similarity	0.6757	NPC58674
Remote Similarity	0.6754	NPC245927
Remote Similarity	0.6752	NPC472315
Remote Similarity	0.6752	NPC113457
Remote Similarity	0.6752	NPC475203
Remote Similarity	0.6752	NPC474376
Remote Similarity	0.6752	NPC472316
Remote Similarity	0.6746	NPC476184
Remote Similarity	0.6746	NPC476281
Remote Similarity	0.6744	NPC29477
Remote Similarity	0.6731	NPC121478
Remote Similarity	0.6731	NPC73637
Remote Similarity	0.6729	NPC211237
Remote Similarity	0.6727	NPC265521
Remote Similarity	0.6726	NPC470161
Remote Similarity	0.6724	NPC85977
Remote Similarity	0.6723	NPC145638
Remote Similarity	0.6723	NPC290566
Remote Similarity	0.6723	NPC273837
Remote Similarity	0.672	NPC256369
Remote Similarity	0.672	NPC43275
Remote Similarity	0.6715	NPC189724
Remote Similarity	0.6715	NPC83289
Remote Similarity	0.6715	NPC212850
Remote Similarity	0.6699	NPC328178
Remote Similarity	0.6697	NPC172128
Remote Similarity	0.6696	NPC300166
Remote Similarity	0.6694	NPC265002
Remote Similarity	0.6694	NPC153795
Remote Similarity	0.6694	NPC42911
Remote Similarity	0.6694	NPC128368
Remote Similarity	0.6694	NPC290353
Remote Similarity	0.6693	NPC26285
Remote Similarity	0.6667	NPC95977
Remote Similarity	0.6667	NPC216468
Remote Similarity	0.6667	NPC51333
Remote Similarity	0.6667	NPC303370
Remote Similarity	0.6667	NPC323007
Remote Similarity	0.6667	NPC132078
Remote Similarity	0.6667	NPC78119
Remote Similarity	0.6641	NPC476278
Remote Similarity	0.6641	NPC471315
Remote Similarity	0.6641	NPC471314
Remote Similarity	0.6639	NPC182549
Remote Similarity	0.6639	NPC474544
Remote Similarity	0.6639	NPC1986
Remote Similarity	0.6639	NPC114741
Remote Similarity	0.6639	NPC469636
Remote Similarity	0.6635	NPC133050
Remote Similarity	0.6612	NPC166837
Remote Similarity	0.6612	NPC234376
Remote Similarity	0.661	NPC136962
Remote Similarity	0.6609	NPC42211
Remote Similarity	0.6609	NPC213730
Remote Similarity	0.6609	NPC294741
Remote Similarity	0.6606	NPC199567
Remote Similarity	0.6606	NPC1793
Remote Similarity	0.6606	NPC231591
Remote Similarity	0.6589	NPC217277
Remote Similarity	0.6589	NPC476241
Remote Similarity	0.6589	NPC285394
Remote Similarity	0.6589	NPC476260
Remote Similarity	0.6577	NPC321956
Remote Similarity	0.6574	NPC198747
Remote Similarity	0.656	NPC120075
Remote Similarity	0.656	NPC476266
Remote Similarity	0.6552	NPC91461
Remote Similarity	0.6552	NPC7686
Remote Similarity	0.6552	NPC40258
Remote Similarity	0.6549	NPC21959
Remote Similarity	0.6549	NPC26244
Remote Similarity	0.6547	NPC323204
Remote Similarity	0.6542	NPC474354
Remote Similarity	0.6538	NPC476179
Remote Similarity	0.6538	NPC476125
Remote Similarity	0.6535	NPC326232
Remote Similarity	0.6532	NPC473507
Remote Similarity	0.6532	NPC101139
Remote Similarity	0.6529	NPC475852
Remote Similarity	0.6529	NPC63345
Remote Similarity	0.6529	NPC2682
Remote Similarity	0.6525	NPC247298
Remote Similarity	0.6525	NPC470393
Remote Similarity	0.6525	NPC269457
Remote Similarity	0.6522	NPC118343
Remote Similarity	0.6522	NPC125732
Remote Similarity	0.6522	NPC471576
Remote Similarity	0.6509	NPC172984
Remote Similarity	0.6507	NPC206372
Remote Similarity	0.6507	NPC203424
Remote Similarity	0.6504	NPC120217
Remote Similarity	0.65	NPC75440
Remote Similarity	0.65	NPC201959
Remote Similarity	0.6496	NPC474365
Remote Similarity	0.6496	NPC68055
Remote Similarity	0.6496	NPC301943
Remote Similarity	0.6491	NPC473388
Remote Similarity	0.6491	NPC270654
Remote Similarity	0.6486	NPC71853
Remote Similarity	0.6484	NPC318357
Remote Similarity	0.6484	NPC273830
Remote Similarity	0.6481	NPC93843
Remote Similarity	0.6481	NPC474211
Remote Similarity	0.648	NPC301651
Remote Similarity	0.648	NPC473556
Remote Similarity	0.6471	NPC139658
Remote Similarity	0.6466	NPC289381

Drug Structure

NPD2551 OpenBabel08211702172D 34 36 0 0 0 0 0 0 0 0999 V2000 6.6369 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6369 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1369 -4.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6369 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6369 -3.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1369 -4.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1369 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1369 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1369 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6369 -3.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1369 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1369 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6369 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1369 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1369 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6369 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6369 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6369 -1.5000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 10.1369 -0.6340 0.0000 O 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 0.5000 -1.5000 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 3.0981 -3.0000 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 4.6369 -2.5000 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 5.6369 -2.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.0491 -1.6910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0491 -3.3090 0.0000 N 0 5 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 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 2.2321 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6369 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 17 1 0 0 0 0 16 17 1 0 0 0 0 17 19 1 0 0 0 0 18 34 1 0 0 0 0 20 30 1 0 0 0 0 21 31 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 22 28 1 0 0 0 0 23 29 1 0 0 0 0 23 30 1 0 0 0 0 24 31 1 0 0 0 0 24 32 2 0 0 0 0 25 27 1 0 0 0 0 25 28 2 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 26 31 1 0 0 0 0 26 33 2 0 0 0 0 M CHG 2 18 1 29 -1 M END $$$$

External Identifiers

TTD	DAP000333
DrugBank	DB00985
ChEMBL	CHEMBL1200406
IUPHAR/BPS
PharmaGKB	PA449338
KEGG Drug	D00520
PubChem CID
ChEBI	4604
CAS Number	523-87-5

Drug Properties

Molecular Weight	256.17
ALogP	-1.4206
MLogP	3.11
XLogP	5.567
HDA	1
HBD	1
Rotatable Bonds	8
TPSA	13.67
RO5 Violation	1