NPASS drugs

Drug Information

Drug ID:	NPD4545
Drug Name:	Terbinafine
Molecular Formula:	C21H25N
Canonical SMILES:	CN(Cc1cccc2c1cccc2)C/C=C/C#CC(C)(C)C
Standard InCHI:	InChI=1S/C21H25N/c1-21(2,3)15-8-5-9-16-22(4)17-19-13-10-12-18-11-6-7-14-20(18)19/h5-7,9-14H,16-17H2,1-4H3/b9-5+
Standard InCHIKey:	DOMXUEMWDBAQBQ-WEVVVXLNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4545

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	354
0.1-0.2	1942
0.2-0.3	8230
0.3-0.4	13568
0.4-0.5	5456
0.5-0.6	1161
0.6-0.7	146
0.7-0.8	28
0.8-0.85	4
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	0.8696	NPC470926
Intermediate Similarity	0.8469	NPC239854
Intermediate Similarity	0.8427	NPC104070
Intermediate Similarity	0.8046	NPC271642
Intermediate Similarity	0.8041	NPC329430
Intermediate Similarity	0.7935	NPC169016
Intermediate Similarity	0.7931	NPC98976
Intermediate Similarity	0.7766	NPC258046
Intermediate Similarity	0.7692	NPC474695
Intermediate Similarity	0.7553	NPC133162
Intermediate Similarity	0.75	NPC60408
Intermediate Similarity	0.7473	NPC12857
Intermediate Similarity	0.7419	NPC231986
Intermediate Similarity	0.74	NPC322040
Intermediate Similarity	0.7356	NPC246822
Intermediate Similarity	0.7356	NPC139416
Intermediate Similarity	0.7356	NPC213570
Intermediate Similarity	0.7263	NPC119677
Intermediate Similarity	0.7204	NPC159661
Intermediate Similarity	0.7191	NPC226999
Intermediate Similarity	0.7191	NPC39799
Intermediate Similarity	0.7191	NPC1008
Intermediate Similarity	0.7191	NPC87099
Intermediate Similarity	0.7191	NPC158028
Intermediate Similarity	0.7191	NPC193578
Intermediate Similarity	0.7191	NPC135433
Intermediate Similarity	0.7191	NPC280135
Intermediate Similarity	0.7143	NPC474582
Intermediate Similarity	0.7111	NPC54269
Intermediate Similarity	0.7079	NPC251490
Intermediate Similarity	0.7075	NPC291610
Intermediate Similarity	0.7065	NPC139658
Intermediate Similarity	0.7059	NPC469330
Remote Similarity	0.6989	NPC3190
Remote Similarity	0.6989	NPC325662
Remote Similarity	0.6989	NPC249018
Remote Similarity	0.6989	NPC98269
Remote Similarity	0.6957	NPC307195
Remote Similarity	0.6947	NPC315216
Remote Similarity	0.6923	NPC1901
Remote Similarity	0.6897	NPC291066
Remote Similarity	0.6889	NPC219246
Remote Similarity	0.6889	NPC72670
Remote Similarity	0.6848	NPC96835
Remote Similarity	0.6848	NPC258492
Remote Similarity	0.6848	NPC299134
Remote Similarity	0.6827	NPC108339
Remote Similarity	0.68	NPC473031
Remote Similarity	0.6782	NPC113670
Remote Similarity	0.6774	NPC276699
Remote Similarity	0.6762	NPC471319
Remote Similarity	0.6762	NPC471320
Remote Similarity	0.6742	NPC267443
Remote Similarity	0.6742	NPC6107
Remote Similarity	0.6739	NPC244738
Remote Similarity	0.6737	NPC66270
Remote Similarity	0.6737	NPC255345
Remote Similarity	0.6737	NPC245896
Remote Similarity	0.6735	NPC474088
Remote Similarity	0.6705	NPC32312
Remote Similarity	0.6705	NPC155172
Remote Similarity	0.6703	NPC229235
Remote Similarity	0.6703	NPC263385
Remote Similarity	0.6702	NPC110264
Remote Similarity	0.67	NPC203076
Remote Similarity	0.6695	NPC320656
Remote Similarity	0.6667	NPC176858
Remote Similarity	0.6667	NPC71009
Remote Similarity	0.6667	NPC113000
Remote Similarity	0.6667	NPC112609
Remote Similarity	0.6667	NPC470877
Remote Similarity	0.6667	NPC122327
Remote Similarity	0.6667	NPC200745
Remote Similarity	0.6667	NPC22786
Remote Similarity	0.6635	NPC473661
Remote Similarity	0.6635	NPC108800
Remote Similarity	0.6634	NPC305602
Remote Similarity	0.6634	NPC17497
Remote Similarity	0.6632	NPC290638
Remote Similarity	0.6629	NPC289915
Remote Similarity	0.6629	NPC113837
Remote Similarity	0.6607	NPC434
Remote Similarity	0.6607	NPC79618
Remote Similarity	0.6602	NPC121872
Remote Similarity	0.6602	NPC209764
Remote Similarity	0.6602	NPC78041
Remote Similarity	0.6602	NPC74936
Remote Similarity	0.6602	NPC191444
Remote Similarity	0.6602	NPC471307
Remote Similarity	0.6602	NPC159178
Remote Similarity	0.6602	NPC141139
Remote Similarity	0.6598	NPC50063
Remote Similarity	0.6591	NPC45756
Remote Similarity	0.6552	NPC246588
Remote Similarity	0.6552	NPC238023
Remote Similarity	0.6552	NPC210849
Remote Similarity	0.6552	NPC150196
Remote Similarity	0.6552	NPC310758
Remote Similarity	0.6529	NPC475915
Remote Similarity	0.6529	NPC314192
Remote Similarity	0.6496	NPC246904
Remote Similarity	0.6477	NPC29680
Remote Similarity	0.6452	NPC79698
Remote Similarity	0.6444	NPC178527
Remote Similarity	0.6437	NPC169110
Remote Similarity	0.6437	NPC147062
Remote Similarity	0.6429	NPC167336
Remote Similarity	0.6429	NPC473418
Remote Similarity	0.6417	NPC264580
Remote Similarity	0.6415	NPC471309
Remote Similarity	0.6413	NPC200936
Remote Similarity	0.6413	NPC473206
Remote Similarity	0.641	NPC187036
Remote Similarity	0.6408	NPC30445
Remote Similarity	0.6364	NPC135924
Remote Similarity	0.6333	NPC313449
Remote Similarity	0.6333	NPC192209
Remote Similarity	0.6333	NPC198023
Remote Similarity	0.6322	NPC114327
Remote Similarity	0.6322	NPC64270
Remote Similarity	0.6322	NPC36357
Remote Similarity	0.6316	NPC55529
Remote Similarity	0.6303	NPC473573
Remote Similarity	0.6292	NPC66517
Remote Similarity	0.6279	NPC473962
Remote Similarity	0.627	NPC252794
Remote Similarity	0.625	NPC12429
Remote Similarity	0.625	NPC313673
Remote Similarity	0.625	NPC111233
Remote Similarity	0.6228	NPC45033
Remote Similarity	0.6222	NPC88566
Remote Similarity	0.6222	NPC21211
Remote Similarity	0.622	NPC145754
Remote Similarity	0.6207	NPC120441
Remote Similarity	0.6207	NPC292758
Remote Similarity	0.6207	NPC65873
Remote Similarity	0.6207	NPC65855
Remote Similarity	0.6207	NPC300345
Remote Similarity	0.6207	NPC212114
Remote Similarity	0.6204	NPC256452
Remote Similarity	0.6202	NPC126458
Remote Similarity	0.62	NPC242628
Remote Similarity	0.619	NPC298115
Remote Similarity	0.618	NPC248705
Remote Similarity	0.618	NPC54368
Remote Similarity	0.6167	NPC288232
Remote Similarity	0.6148	NPC228515
Remote Similarity	0.614	NPC476198
Remote Similarity	0.6139	NPC14326
Remote Similarity	0.6134	NPC296163
Remote Similarity	0.6132	NPC172128
Remote Similarity	0.6129	NPC316896
Remote Similarity	0.6129	NPC22760
Remote Similarity	0.6126	NPC323726
Remote Similarity	0.6111	NPC474974
Remote Similarity	0.6103	NPC470925
Remote Similarity	0.61	NPC475573
Remote Similarity	0.61	NPC475289
Remote Similarity	0.6098	NPC226143
Remote Similarity	0.6092	NPC269586
Remote Similarity	0.6092	NPC198841
Remote Similarity	0.6091	NPC311242
Remote Similarity	0.6091	NPC472258
Remote Similarity	0.6075	NPC125226
Remote Similarity	0.6075	NPC220596
Remote Similarity	0.6071	NPC316797
Remote Similarity	0.6068	NPC158854
Remote Similarity	0.6064	NPC297358
Remote Similarity	0.6061	NPC313352
Remote Similarity	0.6053	NPC469974
Remote Similarity	0.6048	NPC316582
Remote Similarity	0.6047	NPC8305
Remote Similarity	0.6047	NPC268763
Remote Similarity	0.6047	NPC66177
Remote Similarity	0.6044	NPC50266
Remote Similarity	0.6036	NPC322598
Remote Similarity	0.6019	NPC267704
Remote Similarity	0.6	NPC474559
Remote Similarity	0.6	NPC471638
Remote Similarity	0.5983	NPC302790
Remote Similarity	0.5983	NPC164802
Remote Similarity	0.5981	NPC277277
Remote Similarity	0.5981	NPC26224
Remote Similarity	0.5978	NPC264470
Remote Similarity	0.5977	NPC149436
Remote Similarity	0.5977	NPC277704
Remote Similarity	0.5969	NPC478079
Remote Similarity	0.5968	NPC91958
Remote Similarity	0.5968	NPC143603
Remote Similarity	0.5965	NPC471310
Remote Similarity	0.5965	NPC202613
Remote Similarity	0.5965	NPC471317
Remote Similarity	0.5963	NPC7067
Remote Similarity	0.5963	NPC71140
Remote Similarity	0.5962	NPC3210
Remote Similarity	0.596	NPC9796
Remote Similarity	0.5955	NPC8235
Remote Similarity	0.5954	NPC126859
Remote Similarity	0.5954	NPC259665
Remote Similarity	0.5954	NPC89769

Drug Structure

NPD4545 OpenBabel08211705262D 22 23 0 0 0 0 0 0 0 0999 V2000 3.4641 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 5.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 6.0000 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 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 2.5981 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 -0.0000 -1.0000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 22 1 0 0 0 0 5 8 1 0 0 0 0 5 9 2 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 14 1 0 0 0 0 8 15 3 0 0 0 0 9 16 1 0 0 0 0 10 12 2 0 0 0 0 10 13 1 0 0 0 0 11 18 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 14 20 2 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 19 20 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000753
DrugBank	DB00857
ChEMBL	CHEMBL822
IUPHAR/BPS
PharmaGKB	PA451614
KEGG Drug	D02375
PubChem CID	1549008
ChEBI	9448
CAS Number	91161-71-6

Drug Properties

Molecular Weight	291.20
ALogP	2.7531
MLogP	3.66
XLogP	7.696
HDA	1
HBD	0
Rotatable Bonds	8
TPSA	3.24
RO5 Violation	1