NPASS drugs

Drug Information

Drug ID:	NPD4237
Drug Name:	Vernakalant
Molecular Formula:	C20H31NO4
Canonical SMILES:	COc1cc(CCO[C@@H]2CCCC[C@H]2N2CC[C@H](C2)O)ccc1OC
Standard InCHI:	InChI=1S/C20H31NO4/c1-23-19-8-7-15(13-20(19)24-2)10-12-25-18-6-4-3-5-17(18)21-11-9-16(22)14-21/h7-8,13,16-18,22H,3-6,9-12,14H2,1-2H3/t16-,17-,18-/m1/s1
Standard InCHIKey:	VBHQKCBVWWUUKN-KZNAEPCWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4237

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	124
0.1-0.2	891
0.2-0.3	2527
0.3-0.4	9361
0.4-0.5	3934
0.5-0.6	7140
0.6-0.7	5481
0.7-0.8	1398
0.8-0.85	34
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	0.8452	NPC329717
Intermediate Similarity	0.8451	NPC193528
Intermediate Similarity	0.8442	NPC218614
Intermediate Similarity	0.8397	NPC252960
Intermediate Similarity	0.8357	NPC118419
Intermediate Similarity	0.831	NPC11147
Intermediate Similarity	0.8264	NPC299583
Intermediate Similarity	0.8247	NPC329640
Intermediate Similarity	0.8194	NPC204848
Intermediate Similarity	0.8194	NPC160607
Intermediate Similarity	0.8194	NPC312770
Intermediate Similarity	0.8194	NPC41473
Intermediate Similarity	0.8194	NPC14600
Intermediate Similarity	0.8194	NPC4304
Intermediate Similarity	0.8165	NPC150879
Intermediate Similarity	0.8151	NPC204546
Intermediate Similarity	0.8129	NPC59028
Intermediate Similarity	0.8129	NPC206882
Intermediate Similarity	0.8129	NPC92191
Intermediate Similarity	0.8117	NPC37205
Intermediate Similarity	0.8117	NPC160931
Intermediate Similarity	0.8113	NPC158148
Intermediate Similarity	0.8113	NPC266176
Intermediate Similarity	0.8113	NPC82533
Intermediate Similarity	0.8113	NPC290759
Intermediate Similarity	0.8102	NPC71090
Intermediate Similarity	0.8101	NPC474858
Intermediate Similarity	0.8037	NPC329816
Intermediate Similarity	0.8014	NPC470084
Intermediate Similarity	0.8012	NPC470739
Intermediate Similarity	0.8012	NPC225597
Intermediate Similarity	0.8012	NPC477640
Intermediate Similarity	0.8	NPC475686
Intermediate Similarity	0.8	NPC58766
Intermediate Similarity	0.7986	NPC94276
Intermediate Similarity	0.7986	NPC109822
Intermediate Similarity	0.7975	NPC233650
Intermediate Similarity	0.7975	NPC474470
Intermediate Similarity	0.7963	NPC2314
Intermediate Similarity	0.7962	NPC205167
Intermediate Similarity	0.7962	NPC249274
Intermediate Similarity	0.795	NPC474475
Intermediate Similarity	0.7949	NPC129603
Intermediate Similarity	0.7947	NPC277857
Intermediate Similarity	0.7947	NPC115144
Intermediate Similarity	0.7939	NPC473562
Intermediate Similarity	0.7931	NPC475828
Intermediate Similarity	0.7929	NPC194519
Intermediate Similarity	0.7925	NPC35345
Intermediate Similarity	0.7925	NPC134858
Intermediate Similarity	0.7925	NPC169743
Intermediate Similarity	0.7922	NPC270811
Intermediate Similarity	0.7922	NPC471073
Intermediate Similarity	0.7914	NPC471693
Intermediate Similarity	0.7902	NPC64201
Intermediate Similarity	0.7902	NPC92164
Intermediate Similarity	0.7902	NPC241522
Intermediate Similarity	0.7902	NPC42300
Intermediate Similarity	0.7902	NPC174495
Intermediate Similarity	0.7902	NPC77040
Intermediate Similarity	0.7902	NPC145305
Intermediate Similarity	0.7902	NPC187998
Intermediate Similarity	0.7902	NPC153739
Intermediate Similarity	0.7902	NPC257582
Intermediate Similarity	0.7902	NPC242807
Intermediate Similarity	0.7899	NPC312713
Intermediate Similarity	0.7899	NPC216929
Intermediate Similarity	0.7899	NPC57268
Intermediate Similarity	0.7899	NPC172676
Intermediate Similarity	0.7899	NPC65933
Intermediate Similarity	0.7899	NPC126935
Intermediate Similarity	0.7887	NPC128208
Intermediate Similarity	0.7887	NPC282703
Intermediate Similarity	0.7887	NPC21867
Intermediate Similarity	0.7887	NPC45774
Intermediate Similarity	0.7887	NPC11258
Intermediate Similarity	0.7887	NPC184733
Intermediate Similarity	0.7887	NPC129570
Intermediate Similarity	0.7885	NPC147091
Intermediate Similarity	0.7879	NPC99179
Intermediate Similarity	0.7872	NPC178284
Intermediate Similarity	0.7872	NPC191037
Intermediate Similarity	0.7872	NPC58607
Intermediate Similarity	0.7868	NPC474214
Intermediate Similarity	0.7857	NPC48990
Intermediate Similarity	0.7857	NPC114901
Intermediate Similarity	0.7857	NPC293701
Intermediate Similarity	0.7847	NPC277804
Intermediate Similarity	0.7834	NPC78359
Intermediate Similarity	0.7834	NPC65490
Intermediate Similarity	0.7834	NPC148014
Intermediate Similarity	0.7834	NPC315707
Intermediate Similarity	0.7834	NPC40389
Intermediate Similarity	0.7832	NPC475875
Intermediate Similarity	0.7826	NPC100566
Intermediate Similarity	0.7826	NPC210140
Intermediate Similarity	0.7817	NPC147821
Intermediate Similarity	0.7817	NPC183181
Intermediate Similarity	0.7817	NPC111247
Intermediate Similarity	0.7817	NPC118787
Intermediate Similarity	0.7817	NPC172403
Intermediate Similarity	0.7817	NPC41706
Intermediate Similarity	0.7817	NPC292056
Intermediate Similarity	0.7817	NPC319625
Intermediate Similarity	0.7817	NPC474119
Intermediate Similarity	0.7817	NPC163332
Intermediate Similarity	0.781	NPC135961
Intermediate Similarity	0.781	NPC474320
Intermediate Similarity	0.7801	NPC320242
Intermediate Similarity	0.7801	NPC148627
Intermediate Similarity	0.7793	NPC230219
Intermediate Similarity	0.7792	NPC274026
Intermediate Similarity	0.7778	NPC326599
Intermediate Similarity	0.7778	NPC329595
Intermediate Similarity	0.7778	NPC114102
Intermediate Similarity	0.7778	NPC160570
Intermediate Similarity	0.7778	NPC470935
Intermediate Similarity	0.7778	NPC471032
Intermediate Similarity	0.7771	NPC244554
Intermediate Similarity	0.7771	NPC323443
Intermediate Similarity	0.7771	NPC180756
Intermediate Similarity	0.777	NPC470804
Intermediate Similarity	0.7764	NPC476002
Intermediate Similarity	0.7764	NPC124657
Intermediate Similarity	0.7762	NPC252307
Intermediate Similarity	0.7762	NPC474178
Intermediate Similarity	0.7762	NPC245826
Intermediate Similarity	0.7754	NPC321133
Intermediate Similarity	0.775	NPC320104
Intermediate Similarity	0.7746	NPC301713
Intermediate Similarity	0.7744	NPC329992
Intermediate Similarity	0.774	NPC26394
Intermediate Similarity	0.7738	NPC156576
Intermediate Similarity	0.7737	NPC474040
Intermediate Similarity	0.7737	NPC255675
Intermediate Similarity	0.773	NPC34902
Intermediate Similarity	0.773	NPC95733
Intermediate Similarity	0.773	NPC62101
Intermediate Similarity	0.773	NPC18449
Intermediate Similarity	0.773	NPC121783
Intermediate Similarity	0.773	NPC311991
Intermediate Similarity	0.7727	NPC182119
Intermediate Similarity	0.7724	NPC228346
Intermediate Similarity	0.7724	NPC158079
Intermediate Similarity	0.7724	NPC7171
Intermediate Similarity	0.7724	NPC161557
Intermediate Similarity	0.7724	NPC214869
Intermediate Similarity	0.7724	NPC40432
Intermediate Similarity	0.7724	NPC27843
Intermediate Similarity	0.7724	NPC115207
Intermediate Similarity	0.7716	NPC181653
Intermediate Similarity	0.7716	NPC190332
Intermediate Similarity	0.7712	NPC476151
Intermediate Similarity	0.7708	NPC195749
Intermediate Similarity	0.7708	NPC285339
Intermediate Similarity	0.7708	NPC226788
Intermediate Similarity	0.7708	NPC470706
Intermediate Similarity	0.7708	NPC273295
Intermediate Similarity	0.7708	NPC35961
Intermediate Similarity	0.7708	NPC190629
Intermediate Similarity	0.7708	NPC470258
Intermediate Similarity	0.7708	NPC52029
Intermediate Similarity	0.7708	NPC5851
Intermediate Similarity	0.7708	NPC222004
Intermediate Similarity	0.7708	NPC202582
Intermediate Similarity	0.7708	NPC218856
Intermediate Similarity	0.7708	NPC3439
Intermediate Similarity	0.7708	NPC86030
Intermediate Similarity	0.7708	NPC210623
Intermediate Similarity	0.7703	NPC254610
Intermediate Similarity	0.7703	NPC231163
Intermediate Similarity	0.7703	NPC318591
Intermediate Similarity	0.7702	NPC247972
Intermediate Similarity	0.7698	NPC207613
Intermediate Similarity	0.7697	NPC185838
Intermediate Similarity	0.7697	NPC304675
Intermediate Similarity	0.7692	NPC165045
Intermediate Similarity	0.7692	NPC118533
Intermediate Similarity	0.7692	NPC26601
Intermediate Similarity	0.7692	NPC242032
Intermediate Similarity	0.7687	NPC287745
Intermediate Similarity	0.7681	NPC181969
Intermediate Similarity	0.7681	NPC320987
Intermediate Similarity	0.7679	NPC248642
Intermediate Similarity	0.7676	NPC29477
Intermediate Similarity	0.7671	NPC4940
Intermediate Similarity	0.7671	NPC104077
Intermediate Similarity	0.7671	NPC147616
Intermediate Similarity	0.7671	NPC207400
Intermediate Similarity	0.7671	NPC259742
Intermediate Similarity	0.7671	NPC219671
Intermediate Similarity	0.7671	NPC181049
Intermediate Similarity	0.7669	NPC137685
Intermediate Similarity	0.7667	NPC188163
Intermediate Similarity	0.7667	NPC213206
Intermediate Similarity	0.7667	NPC474915
Intermediate Similarity	0.7667	NPC328750
Intermediate Similarity	0.7665	NPC126284
Intermediate Similarity	0.7662	NPC476571
Intermediate Similarity	0.7662	NPC428

Drug Structure

NPD4237 OpenBabel08211704332D 26 28 0 0 1 0 0 0 0 0999 V2000 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5154 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4935 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6845 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0154 1.8364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.0209 1.7319 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5669 2.5409 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 6 18 1 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 19 1 0 0 0 0 9 11 1 0 0 0 0 9 16 1 0 0 0 0 10 12 1 0 0 0 0 10 15 1 0 0 0 0 11 21 1 0 0 0 0 12 25 1 0 0 0 0 13 15 2 0 0 0 0 13 20 1 0 0 0 0 14 16 1 0 0 0 0 14 21 1 0 0 0 0 16 22 1 6 0 0 0 17 5 1 6 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 25 1 1 0 0 0 19 20 2 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001857
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9930049
ChEBI
CAS Number

Drug Properties

Molecular Weight	349.23
ALogP	-2.0056
MLogP	3.11
XLogP	2.39
HDA	3
HBD	1
Rotatable Bonds	10
TPSA	51.16
RO5 Violation	0