NPASS drugs

Drug Information

Drug ID:	NPD6280
Drug Name:	Amiodarone
Molecular Formula:	C25H29I2NO3
Canonical SMILES:	CCCCc1oc2c(c1C(=O)c1cc(I)c(c(c1)I)OCCN(CC)CC)cccc2
Standard InCHI:	InChI=1S/C25H29I2NO3/c1-4-7-11-22-23(18-10-8-9-12-21(18)31-22)24(29)17-15-19(26)25(20(27)16-17)30-14-13-28(5-2)6-3/h8-10,12,15-16H,4-7,11,13-14H2,1-3H3
Standard InCHIKey:	IYIKLHRQXLHMJQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6280

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	185
0.1-0.2	1240
0.2-0.3	3205
0.3-0.4	8570
0.4-0.5	4096
0.5-0.6	6438
0.6-0.7	6180
0.7-0.8	976
0.8-0.85	0
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	0.795	NPC156244
Intermediate Similarity	0.7901	NPC67654
Intermediate Similarity	0.7888	NPC472406
Intermediate Similarity	0.7866	NPC247677
Intermediate Similarity	0.7866	NPC160015
Intermediate Similarity	0.7848	NPC17262
Intermediate Similarity	0.7848	NPC27798
Intermediate Similarity	0.7848	NPC93241
Intermediate Similarity	0.7818	NPC260902
Intermediate Similarity	0.7818	NPC296957
Intermediate Similarity	0.7812	NPC198427
Intermediate Similarity	0.7806	NPC62735
Intermediate Similarity	0.7799	NPC230943
Intermediate Similarity	0.7785	NPC117674
Intermediate Similarity	0.7771	NPC476349
Intermediate Similarity	0.7771	NPC476350
Intermediate Similarity	0.7764	NPC135325
Intermediate Similarity	0.775	NPC300267
Intermediate Similarity	0.775	NPC51641
Intermediate Similarity	0.775	NPC281398
Intermediate Similarity	0.7744	NPC213608
Intermediate Similarity	0.7744	NPC1477
Intermediate Similarity	0.7736	NPC302181
Intermediate Similarity	0.7724	NPC246214
Intermediate Similarity	0.7716	NPC296030
Intermediate Similarity	0.7716	NPC39929
Intermediate Similarity	0.7716	NPC37226
Intermediate Similarity	0.7716	NPC226644
Intermediate Similarity	0.7702	NPC12148
Intermediate Similarity	0.7702	NPC130581
Intermediate Similarity	0.7692	NPC233707
Intermediate Similarity	0.7692	NPC265181
Intermediate Similarity	0.7683	NPC207624
Intermediate Similarity	0.7683	NPC5871
Intermediate Similarity	0.7677	NPC163029
Intermediate Similarity	0.7673	NPC53192
Intermediate Similarity	0.7669	NPC148423
Intermediate Similarity	0.7669	NPC135303
Intermediate Similarity	0.7654	NPC306788
Intermediate Similarity	0.7651	NPC470858
Intermediate Similarity	0.764	NPC210826
Intermediate Similarity	0.7635	NPC11799
Intermediate Similarity	0.7635	NPC141252
Intermediate Similarity	0.7628	NPC254741
Intermediate Similarity	0.7625	NPC225884
Intermediate Similarity	0.7622	NPC23668
Intermediate Similarity	0.7622	NPC193976
Intermediate Similarity	0.7622	NPC115324
Intermediate Similarity	0.7622	NPC106372
Intermediate Similarity	0.7622	NPC170169
Intermediate Similarity	0.7622	NPC58668
Intermediate Similarity	0.7619	NPC260296
Intermediate Similarity	0.7619	NPC115432
Intermediate Similarity	0.7616	NPC50583
Intermediate Similarity	0.7605	NPC65504
Intermediate Similarity	0.7593	NPC17816
Intermediate Similarity	0.759	NPC198490
Intermediate Similarity	0.759	NPC148938
Intermediate Similarity	0.7576	NPC263676
Intermediate Similarity	0.7576	NPC130015
Intermediate Similarity	0.7576	NPC142308
Intermediate Similarity	0.7576	NPC24232
Intermediate Similarity	0.7576	NPC38361
Intermediate Similarity	0.7561	NPC191104
Intermediate Similarity	0.7561	NPC167576
Intermediate Similarity	0.7561	NPC144010
Intermediate Similarity	0.7561	NPC78335
Intermediate Similarity	0.7561	NPC230713
Intermediate Similarity	0.756	NPC40583
Intermediate Similarity	0.756	NPC244750
Intermediate Similarity	0.7548	NPC292998
Intermediate Similarity	0.7546	NPC272194
Intermediate Similarity	0.7533	NPC2771
Intermediate Similarity	0.7531	NPC190572
Intermediate Similarity	0.753	NPC41719
Intermediate Similarity	0.753	NPC179170
Intermediate Similarity	0.753	NPC183874
Intermediate Similarity	0.753	NPC122365
Intermediate Similarity	0.753	NPC235333
Intermediate Similarity	0.7517	NPC469954
Intermediate Similarity	0.7516	NPC29638
Intermediate Similarity	0.7516	NPC282230
Intermediate Similarity	0.7516	NPC183348
Intermediate Similarity	0.7515	NPC472407
Intermediate Similarity	0.7515	NPC145830
Intermediate Similarity	0.7515	NPC116604
Intermediate Similarity	0.75	NPC246647
Intermediate Similarity	0.75	NPC96342
Intermediate Similarity	0.75	NPC37208
Intermediate Similarity	0.75	NPC178202
Intermediate Similarity	0.75	NPC164110
Intermediate Similarity	0.75	NPC314329
Intermediate Similarity	0.75	NPC221868
Intermediate Similarity	0.75	NPC88445
Intermediate Similarity	0.75	NPC125887
Intermediate Similarity	0.75	NPC125269
Intermediate Similarity	0.75	NPC212967
Intermediate Similarity	0.7485	NPC297531
Intermediate Similarity	0.7485	NPC155640
Intermediate Similarity	0.7485	NPC99199
Intermediate Similarity	0.7485	NPC38591
Intermediate Similarity	0.7485	NPC252208
Intermediate Similarity	0.7485	NPC233776
Intermediate Similarity	0.7485	NPC213936
Intermediate Similarity	0.7483	NPC474264
Intermediate Similarity	0.7483	NPC237868
Intermediate Similarity	0.747	NPC41326
Intermediate Similarity	0.7469	NPC98926
Intermediate Similarity	0.7469	NPC233763
Intermediate Similarity	0.7469	NPC155144
Intermediate Similarity	0.7468	NPC15083
Intermediate Similarity	0.7468	NPC196979
Intermediate Similarity	0.7468	NPC470977
Intermediate Similarity	0.7468	NPC301717
Intermediate Similarity	0.7468	NPC470976
Intermediate Similarity	0.7467	NPC56332
Intermediate Similarity	0.7457	NPC186392
Intermediate Similarity	0.7456	NPC472877
Intermediate Similarity	0.7453	NPC313036
Intermediate Similarity	0.7452	NPC99854
Intermediate Similarity	0.7451	NPC170546
Intermediate Similarity	0.7451	NPC66246
Intermediate Similarity	0.7442	NPC291110
Intermediate Similarity	0.744	NPC180924
Intermediate Similarity	0.7439	NPC266743
Intermediate Similarity	0.7436	NPC209858
Intermediate Similarity	0.7436	NPC223354
Intermediate Similarity	0.7436	NPC247743
Intermediate Similarity	0.7436	NPC324117
Intermediate Similarity	0.7434	NPC298884
Intermediate Similarity	0.7425	NPC72370
Intermediate Similarity	0.7425	NPC133817
Intermediate Similarity	0.7425	NPC476443
Intermediate Similarity	0.7425	NPC472462
Intermediate Similarity	0.7423	NPC299011
Intermediate Similarity	0.7421	NPC124269
Intermediate Similarity	0.7419	NPC474340
Intermediate Similarity	0.7419	NPC284424
Intermediate Similarity	0.7415	NPC54243
Intermediate Similarity	0.7415	NPC201284
Intermediate Similarity	0.7415	NPC35744
Intermediate Similarity	0.7405	NPC240593
Intermediate Similarity	0.7403	NPC245395
Intermediate Similarity	0.7396	NPC268360
Intermediate Similarity	0.7396	NPC10051
Intermediate Similarity	0.7396	NPC299094
Intermediate Similarity	0.7394	NPC226578
Intermediate Similarity	0.7394	NPC472298
Intermediate Similarity	0.7394	NPC317492
Intermediate Similarity	0.7391	NPC254010
Intermediate Similarity	0.7381	NPC474542
Intermediate Similarity	0.7378	NPC74539
Intermediate Similarity	0.7378	NPC471285
Intermediate Similarity	0.7378	NPC304443
Intermediate Similarity	0.7375	NPC136095
Intermediate Similarity	0.7375	NPC262635
Intermediate Similarity	0.7375	NPC11566
Intermediate Similarity	0.7372	NPC101294
Intermediate Similarity	0.7372	NPC182428
Intermediate Similarity	0.7372	NPC473655
Intermediate Similarity	0.7371	NPC120220
Intermediate Similarity	0.7365	NPC60211
Intermediate Similarity	0.7362	NPC179970
Intermediate Similarity	0.7362	NPC184649
Intermediate Similarity	0.7362	NPC246903
Intermediate Similarity	0.7362	NPC303185
Intermediate Similarity	0.7362	NPC311144
Intermediate Similarity	0.7358	NPC188879
Intermediate Similarity	0.7358	NPC259685
Intermediate Similarity	0.7356	NPC320789
Intermediate Similarity	0.7355	NPC477412
Intermediate Similarity	0.7355	NPC279596
Intermediate Similarity	0.7347	NPC206007
Intermediate Similarity	0.7347	NPC32298
Intermediate Similarity	0.7346	NPC51146
Intermediate Similarity	0.7346	NPC202981
Intermediate Similarity	0.7346	NPC166858
Intermediate Similarity	0.7341	NPC136641
Intermediate Similarity	0.7338	NPC211120
Intermediate Similarity	0.7338	NPC939
Intermediate Similarity	0.7337	NPC137100
Intermediate Similarity	0.7337	NPC221992
Intermediate Similarity	0.7337	NPC13879
Intermediate Similarity	0.7333	NPC168085
Intermediate Similarity	0.7333	NPC39195
Intermediate Similarity	0.733	NPC472584
Intermediate Similarity	0.7329	NPC171094
Intermediate Similarity	0.7329	NPC472409
Intermediate Similarity	0.7326	NPC143402
Intermediate Similarity	0.7326	NPC312056
Intermediate Similarity	0.7326	NPC219861
Intermediate Similarity	0.7326	NPC84515
Intermediate Similarity	0.7321	NPC158261
Intermediate Similarity	0.7321	NPC473194
Intermediate Similarity	0.7321	NPC42458
Intermediate Similarity	0.7321	NPC88958
Intermediate Similarity	0.7321	NPC290927
Intermediate Similarity	0.7318	NPC149571
Intermediate Similarity	0.7317	NPC250331
Intermediate Similarity	0.7314	NPC53252

Drug Structure

NPD6280 OpenBabel08211709092D 31 33 0 0 0 0 0 0 0 0999 V2000 3.9945 1.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1680 -7.3470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5281 -5.6528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9945 1.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1898 -7.1391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5499 -5.4449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9026 -5.9801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5936 -5.0291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0193 -2.7111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6666 -2.1759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6884 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3283 -3.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9756 -3.1270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3065 -3.8701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6592 -4.4053 0.0000 I 0 0 0 0 0 0 0 0 0 0 0 0 4.9537 -3.3349 0.0000 I 0 0 0 0 0 0 0 0 0 0 0 0 5.8808 -6.1880 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 -0.2738 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6155 -4.8212 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 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 28 1 0 0 0 0 6 28 1 0 0 0 0 7 11 1 0 0 0 0 8 9 2 0 0 0 0 8 10 1 0 0 0 0 9 12 1 0 0 0 0 10 18 2 0 0 0 0 11 22 1 0 0 0 0 12 21 2 0 0 0 0 13 14 1 0 0 0 0 13 28 1 0 0 0 0 14 30 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 20 2 0 0 0 0 17 24 1 0 0 0 0 18 21 1 0 0 0 0 18 23 1 0 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 20 25 1 0 0 0 0 20 27 1 0 0 0 0 21 31 1 0 0 0 0 22 23 2 0 0 0 0 22 31 1 0 0 0 0 23 24 1 0 0 0 0 24 29 2 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000496
DrugBank	DB01118
ChEMBL	CHEMBL633
IUPHAR/BPS	2566
PharmaGKB	PA448383
KEGG Drug	D02910
PubChem CID	2157
ChEBI	2663
CAS Number	1951-25-3

Drug Properties

Molecular Weight	645.02
ALogP	2.7409
MLogP	3.55
XLogP	7.777
HDA	2
HBD	0
Rotatable Bonds	16
TPSA	42.68
RO5 Violation	2