NPASS drugs

Drug Information

Drug ID:	NPD5183
Drug Name:	Encainide Hydrochloride
Molecular Formula:	C22H28N2O2.ClH
Canonical SMILES:	COc1ccc(cc1)C(=O)Nc1ccccc1CCC1CCCCN1C.Cl
Standard InCHI:	InChI=1S/C22H28N2O2.ClH/c1-24-16-6-5-8-19(24)13-10-17-7-3-4-9-21(17)23-22(25)18-11-14-20(26-2)15-12-18;/h3-4,7,9,11-12,14-15,19H,5-6,8,10,13,16H2,1-2H3,(H,23,25);1H
Standard InCHIKey:	OJIIZIWOLTYOBS-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5183

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	236
0.1-0.2	1607
0.2-0.3	6338
0.3-0.4	5586
0.4-0.5	5397
0.5-0.6	9957
0.6-0.7	1635
0.7-0.8	128
0.8-0.85	6
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	0.8476	NPC299582
Intermediate Similarity	0.8333	NPC73280
Intermediate Similarity	0.8122	NPC100863
Intermediate Similarity	0.8122	NPC71124
Intermediate Similarity	0.8052	NPC266425
Intermediate Similarity	0.8	NPC254957
Intermediate Similarity	0.7978	NPC5374
Intermediate Similarity	0.7964	NPC93653
Intermediate Similarity	0.7903	NPC207971
Intermediate Similarity	0.7889	NPC1820
Intermediate Similarity	0.7861	NPC268077
Intermediate Similarity	0.7857	NPC230313
Intermediate Similarity	0.7809	NPC473007
Intermediate Similarity	0.7805	NPC144691
Intermediate Similarity	0.7784	NPC241263
Intermediate Similarity	0.7784	NPC283810
Intermediate Similarity	0.7784	NPC5167
Intermediate Similarity	0.7784	NPC85613
Intermediate Similarity	0.7764	NPC308197
Intermediate Similarity	0.7747	NPC206109
Intermediate Similarity	0.7747	NPC114039
Intermediate Similarity	0.773	NPC234933
Intermediate Similarity	0.7725	NPC477161
Intermediate Similarity	0.7713	NPC41216
Intermediate Similarity	0.7697	NPC314659
Intermediate Similarity	0.7692	NPC22476
Intermediate Similarity	0.7684	NPC222561
Intermediate Similarity	0.7663	NPC243626
Intermediate Similarity	0.765	NPC473004
Intermediate Similarity	0.764	NPC197335
Intermediate Similarity	0.7637	NPC473008
Intermediate Similarity	0.7636	NPC242000
Intermediate Similarity	0.7592	NPC308943
Intermediate Similarity	0.7592	NPC478075
Intermediate Similarity	0.7542	NPC28368
Intermediate Similarity	0.7541	NPC473569
Intermediate Similarity	0.7514	NPC471825
Intermediate Similarity	0.7474	NPC15987
Intermediate Similarity	0.7474	NPC288759
Intermediate Similarity	0.7473	NPC198401
Intermediate Similarity	0.7473	NPC87391
Intermediate Similarity	0.7446	NPC45389
Intermediate Similarity	0.7426	NPC122886
Intermediate Similarity	0.7411	NPC298449
Intermediate Similarity	0.7409	NPC198160
Intermediate Similarity	0.7402	NPC66777
Intermediate Similarity	0.7396	NPC301292
Intermediate Similarity	0.7396	NPC87714
Intermediate Similarity	0.7396	NPC313112
Intermediate Similarity	0.7387	NPC77777
Intermediate Similarity	0.7371	NPC207873
Intermediate Similarity	0.7371	NPC100573
Intermediate Similarity	0.7368	NPC67904
Intermediate Similarity	0.7356	NPC204867
Intermediate Similarity	0.7353	NPC119669
Intermediate Similarity	0.7345	NPC471648
Intermediate Similarity	0.7337	NPC21425
Intermediate Similarity	0.7333	NPC477160
Intermediate Similarity	0.7323	NPC55470
Intermediate Similarity	0.7313	NPC323969
Intermediate Similarity	0.7303	NPC307640
Intermediate Similarity	0.7293	NPC298320
Intermediate Similarity	0.7293	NPC70092
Intermediate Similarity	0.7283	NPC301163
Intermediate Similarity	0.7273	NPC471652
Intermediate Similarity	0.7258	NPC474059
Intermediate Similarity	0.7255	NPC115588
Intermediate Similarity	0.7253	NPC472163
Intermediate Similarity	0.7247	NPC471604
Intermediate Similarity	0.7236	NPC189661
Intermediate Similarity	0.7233	NPC471762
Intermediate Similarity	0.7231	NPC212123
Intermediate Similarity	0.7222	NPC173295
Intermediate Similarity	0.7222	NPC116178
Intermediate Similarity	0.7219	NPC203628
Intermediate Similarity	0.7216	NPC475147
Intermediate Similarity	0.7216	NPC24954
Intermediate Similarity	0.7202	NPC9373
Intermediate Similarity	0.7198	NPC222524
Intermediate Similarity	0.7188	NPC138830
Intermediate Similarity	0.7186	NPC217903
Intermediate Similarity	0.7186	NPC321166
Intermediate Similarity	0.7181	NPC204970
Intermediate Similarity	0.7175	NPC279527
Intermediate Similarity	0.7175	NPC214960
Intermediate Similarity	0.7173	NPC17677
Intermediate Similarity	0.7173	NPC23080
Intermediate Similarity	0.7173	NPC193906
Intermediate Similarity	0.7172	NPC295479
Intermediate Similarity	0.7172	NPC220241
Intermediate Similarity	0.7166	NPC174629
Intermediate Similarity	0.7164	NPC305984
Intermediate Similarity	0.7158	NPC288305
Intermediate Similarity	0.7158	NPC270301
Intermediate Similarity	0.7152	NPC250476
Intermediate Similarity	0.7136	NPC10732
Intermediate Similarity	0.7121	NPC474366
Intermediate Similarity	0.7119	NPC153631
Intermediate Similarity	0.7113	NPC473005
Intermediate Similarity	0.7109	NPC154922
Intermediate Similarity	0.7107	NPC218323
Intermediate Similarity	0.7107	NPC90185
Intermediate Similarity	0.7102	NPC257763
Intermediate Similarity	0.7101	NPC157931
Intermediate Similarity	0.7101	NPC146370
Intermediate Similarity	0.71	NPC473006
Intermediate Similarity	0.71	NPC268223
Intermediate Similarity	0.7097	NPC116007
Intermediate Similarity	0.7092	NPC246140
Intermediate Similarity	0.7092	NPC195787
Intermediate Similarity	0.7088	NPC285941
Intermediate Similarity	0.7083	NPC112937
Intermediate Similarity	0.7081	NPC231382
Intermediate Similarity	0.7079	NPC126556
Intermediate Similarity	0.7079	NPC313327
Intermediate Similarity	0.7074	NPC5630
Intermediate Similarity	0.7071	NPC475133
Intermediate Similarity	0.7068	NPC303214
Intermediate Similarity	0.7062	NPC135006
Intermediate Similarity	0.7053	NPC476436
Intermediate Similarity	0.705	NPC470481
Intermediate Similarity	0.705	NPC470482
Intermediate Similarity	0.7044	NPC473041
Intermediate Similarity	0.7043	NPC235194
Intermediate Similarity	0.7043	NPC49184
Intermediate Similarity	0.7042	NPC151171
Intermediate Similarity	0.7035	NPC269449
Intermediate Similarity	0.7035	NPC471304
Intermediate Similarity	0.7035	NPC25961
Intermediate Similarity	0.7029	NPC61013
Intermediate Similarity	0.7019	NPC478078
Intermediate Similarity	0.7015	NPC30749
Intermediate Similarity	0.7005	NPC21638
Intermediate Similarity	0.7005	NPC262725
Remote Similarity	0.6995	NPC195636
Remote Similarity	0.699	NPC473460
Remote Similarity	0.6989	NPC193410
Remote Similarity	0.6986	NPC194740
Remote Similarity	0.6977	NPC473329
Remote Similarity	0.6976	NPC472099
Remote Similarity	0.6974	NPC471489
Remote Similarity	0.6974	NPC232600
Remote Similarity	0.6973	NPC327005
Remote Similarity	0.6973	NPC121400
Remote Similarity	0.6971	NPC470708
Remote Similarity	0.6965	NPC305542
Remote Similarity	0.6965	NPC264176
Remote Similarity	0.6965	NPC119722
Remote Similarity	0.6961	NPC195120
Remote Similarity	0.6961	NPC87560
Remote Similarity	0.6961	NPC134702
Remote Similarity	0.6961	NPC182853
Remote Similarity	0.695	NPC470020
Remote Similarity	0.6949	NPC248117
Remote Similarity	0.6947	NPC28510
Remote Similarity	0.6946	NPC152768
Remote Similarity	0.6946	NPC148183
Remote Similarity	0.6944	NPC224970
Remote Similarity	0.6944	NPC471651
Remote Similarity	0.6944	NPC223595
Remote Similarity	0.6944	NPC167724
Remote Similarity	0.6944	NPC113455
Remote Similarity	0.6942	NPC329830
Remote Similarity	0.694	NPC473432
Remote Similarity	0.6938	NPC257851
Remote Similarity	0.6931	NPC236668
Remote Similarity	0.6931	NPC169387
Remote Similarity	0.6931	NPC477259
Remote Similarity	0.6923	NPC127178
Remote Similarity	0.6915	NPC218303
Remote Similarity	0.6915	NPC83511
Remote Similarity	0.691	NPC176983
Remote Similarity	0.6905	NPC314682
Remote Similarity	0.6903	NPC469954
Remote Similarity	0.6902	NPC9475
Remote Similarity	0.6899	NPC268534
Remote Similarity	0.6897	NPC176113
Remote Similarity	0.6897	NPC148391
Remote Similarity	0.6897	NPC146976
Remote Similarity	0.6895	NPC208890
Remote Similarity	0.6894	NPC305717
Remote Similarity	0.6893	NPC476069
Remote Similarity	0.6889	NPC476569
Remote Similarity	0.6887	NPC476429
Remote Similarity	0.6886	NPC471316
Remote Similarity	0.6886	NPC319645
Remote Similarity	0.6884	NPC249583
Remote Similarity	0.6884	NPC16249
Remote Similarity	0.6884	NPC4687
Remote Similarity	0.6882	NPC190461
Remote Similarity	0.6881	NPC159815
Remote Similarity	0.6878	NPC303658
Remote Similarity	0.6878	NPC96321
Remote Similarity	0.6869	NPC14339
Remote Similarity	0.6864	NPC474915
Remote Similarity	0.6864	NPC328750
Remote Similarity	0.6864	NPC470925
Remote Similarity	0.6864	NPC213206
Remote Similarity	0.6864	NPC188163
Remote Similarity	0.686	NPC118189

Drug Structure

NPD5183 OpenBabel08211706322D 28 29 0 0 1 0 0 0 0 0999 V2000 3.0981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 8.2942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6636 1.0188 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 26 1 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 6 16 1 0 0 0 0 7 17 2 0 0 0 0 8 19 1 0 0 0 0 9 21 2 0 0 0 0 10 13 1 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 18 2 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 14 20 2 0 0 0 0 15 20 1 0 0 0 0 16 24 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 24 1 0 0 0 0 20 26 1 0 0 0 0 21 23 1 0 0 0 0 22 23 1 0 0 0 0 22 25 2 0 0 0 0 23 28 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	352.22
ALogP	-1.6995
MLogP	3.44
XLogP	5.081
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	41.57
RO5 Violation	1