NPASS drugs

Drug Information

Drug ID:	NPD5598
Drug Name:	Butenafine
Molecular Formula:	C23H27N
Canonical SMILES:	CN(Cc1cccc2c1cccc2)Cc1ccc(cc1)C(C)(C)C
Standard InCHI:	InChI=1S/C23H27N/c1-23(2,3)21-14-12-18(13-15-21)16-24(4)17-20-10-7-9-19-8-5-6-11-22(19)20/h5-15H,16-17H2,1-4H3
Standard InCHIKey:	ABJKWBDEJIDSJZ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5598

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	378
0.1-0.2	1750
0.2-0.3	7083
0.3-0.4	14099
0.4-0.5	6058
0.5-0.6	1321
0.6-0.7	160
0.7-0.8	36
0.8-0.85	3
0.85-0.9	2
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	0.8776	NPC239854
High Similarity	0.8617	NPC470926
Intermediate Similarity	0.8191	NPC60408
Intermediate Similarity	0.8155	NPC474695
Intermediate Similarity	0.8152	NPC104070
Intermediate Similarity	0.798	NPC329430
Intermediate Similarity	0.7912	NPC159661
Intermediate Similarity	0.7778	NPC271642
Intermediate Similarity	0.7692	NPC249018
Intermediate Similarity	0.7692	NPC3190
Intermediate Similarity	0.7684	NPC169016
Intermediate Similarity	0.7667	NPC307195
Intermediate Similarity	0.7667	NPC98976
Intermediate Similarity	0.7634	NPC315216
Intermediate Similarity	0.7596	NPC474582
Intermediate Similarity	0.7556	NPC258492
Intermediate Similarity	0.7556	NPC96835
Intermediate Similarity	0.7526	NPC258046
Intermediate Similarity	0.7419	NPC66270
Intermediate Similarity	0.7419	NPC245896
Intermediate Similarity	0.7333	NPC280135
Intermediate Similarity	0.7333	NPC1008
Intermediate Similarity	0.7333	NPC87099
Intermediate Similarity	0.7333	NPC135433
Intermediate Similarity	0.7333	NPC226999
Intermediate Similarity	0.7333	NPC158028
Intermediate Similarity	0.7333	NPC39799
Intermediate Similarity	0.7333	NPC193578
Intermediate Similarity	0.732	NPC133162
Intermediate Similarity	0.7263	NPC50063
Intermediate Similarity	0.7253	NPC54269
Intermediate Similarity	0.7234	NPC12857
Intermediate Similarity	0.7222	NPC72670
Intermediate Similarity	0.7188	NPC231986
Intermediate Similarity	0.7184	NPC322040
Intermediate Similarity	0.7111	NPC246822
Intermediate Similarity	0.7111	NPC139416
Intermediate Similarity	0.7111	NPC213570
Intermediate Similarity	0.7053	NPC255345
Intermediate Similarity	0.7041	NPC119677
Intermediate Similarity	0.7037	NPC291610
Remote Similarity	0.6915	NPC276699
Remote Similarity	0.6897	NPC246904
Remote Similarity	0.6889	NPC267443
Remote Similarity	0.6889	NPC6107
Remote Similarity	0.6875	NPC79618
Remote Similarity	0.6875	NPC434
Remote Similarity	0.6857	NPC469330
Remote Similarity	0.6848	NPC251490
Remote Similarity	0.6842	NPC139658
Remote Similarity	0.6842	NPC110264
Remote Similarity	0.6829	NPC79698
Remote Similarity	0.6807	NPC320656
Remote Similarity	0.6796	NPC298115
Remote Similarity	0.6778	NPC289915
Remote Similarity	0.6778	NPC113837
Remote Similarity	0.6778	NPC178527
Remote Similarity	0.6771	NPC325662
Remote Similarity	0.6771	NPC98269
Remote Similarity	0.6771	NPC290638
Remote Similarity	0.6702	NPC1901
Remote Similarity	0.6695	NPC473573
Remote Similarity	0.6667	NPC220596
Remote Similarity	0.6667	NPC219246
Remote Similarity	0.6667	NPC291066
Remote Similarity	0.6667	NPC125226
Remote Similarity	0.6667	NPC264580
Remote Similarity	0.6641	NPC473962
Remote Similarity	0.6636	NPC108339
Remote Similarity	0.6632	NPC299134
Remote Similarity	0.6602	NPC473031
Remote Similarity	0.6574	NPC471320
Remote Similarity	0.6574	NPC471319
Remote Similarity	0.6562	NPC126458
Remote Similarity	0.6556	NPC113670
Remote Similarity	0.6535	NPC474088
Remote Similarity	0.6526	NPC244738
Remote Similarity	0.6505	NPC203076
Remote Similarity	0.6504	NPC314192
Remote Similarity	0.6504	NPC475915
Remote Similarity	0.6489	NPC229235
Remote Similarity	0.6489	NPC263385
Remote Similarity	0.6484	NPC155172
Remote Similarity	0.6484	NPC198023
Remote Similarity	0.6484	NPC32312
Remote Similarity	0.6476	NPC176858
Remote Similarity	0.6476	NPC470877
Remote Similarity	0.6458	NPC112609
Remote Similarity	0.6458	NPC122327
Remote Similarity	0.6458	NPC113000
Remote Similarity	0.6449	NPC108800
Remote Similarity	0.6449	NPC473661
Remote Similarity	0.6444	NPC29680
Remote Similarity	0.6444	NPC22786
Remote Similarity	0.6444	NPC71009
Remote Similarity	0.6442	NPC305602
Remote Similarity	0.6442	NPC17497
Remote Similarity	0.6422	NPC185208
Remote Similarity	0.6422	NPC219573
Remote Similarity	0.6415	NPC159178
Remote Similarity	0.6415	NPC209764
Remote Similarity	0.6415	NPC74936
Remote Similarity	0.6415	NPC191444
Remote Similarity	0.6415	NPC78041
Remote Similarity	0.6415	NPC471307
Remote Similarity	0.6415	NPC141139
Remote Similarity	0.6415	NPC121872
Remote Similarity	0.6404	NPC167336
Remote Similarity	0.6404	NPC473418
Remote Similarity	0.6387	NPC187036
Remote Similarity	0.6381	NPC30445
Remote Similarity	0.6378	NPC252794
Remote Similarity	0.6374	NPC88566
Remote Similarity	0.6374	NPC45756
Remote Similarity	0.6364	NPC324602
Remote Similarity	0.6337	NPC242628
Remote Similarity	0.6333	NPC248705
Remote Similarity	0.6333	NPC238023
Remote Similarity	0.6333	NPC310758
Remote Similarity	0.6333	NPC150196
Remote Similarity	0.6333	NPC54368
Remote Similarity	0.6333	NPC246588
Remote Similarity	0.6333	NPC210849
Remote Similarity	0.6324	NPC470925
Remote Similarity	0.6311	NPC192209
Remote Similarity	0.6311	NPC313449
Remote Similarity	0.6308	NPC89769
Remote Similarity	0.6308	NPC259665
Remote Similarity	0.6308	NPC126859
Remote Similarity	0.6286	NPC253883
Remote Similarity	0.6286	NPC90844
Remote Similarity	0.6286	NPC95075
Remote Similarity	0.6286	NPC144863
Remote Similarity	0.6279	NPC66177
Remote Similarity	0.6279	NPC40488
Remote Similarity	0.6279	NPC268763
Remote Similarity	0.6279	NPC8305
Remote Similarity	0.625	NPC221825
Remote Similarity	0.624	NPC316896
Remote Similarity	0.6239	NPC471309
Remote Similarity	0.6231	NPC124802
Remote Similarity	0.6222	NPC147062
Remote Similarity	0.6216	NPC239185
Remote Similarity	0.6211	NPC473206
Remote Similarity	0.6211	NPC200936
Remote Similarity	0.6202	NPC478079
Remote Similarity	0.6202	NPC145754
Remote Similarity	0.6197	NPC219162
Remote Similarity	0.6197	NPC92541
Remote Similarity	0.6195	NPC128248
Remote Similarity	0.6195	NPC136810
Remote Similarity	0.6195	NPC476993
Remote Similarity	0.6195	NPC133809
Remote Similarity	0.619	NPC109151
Remote Similarity	0.6186	NPC292758
Remote Similarity	0.6186	NPC65855
Remote Similarity	0.6182	NPC472880
Remote Similarity	0.6161	NPC134882
Remote Similarity	0.6161	NPC49994
Remote Similarity	0.6154	NPC135924
Remote Similarity	0.6154	NPC267704
Remote Similarity	0.6154	NPC55529
Remote Similarity	0.6148	NPC288232
Remote Similarity	0.6147	NPC323420
Remote Similarity	0.6116	NPC296163
Remote Similarity	0.6111	NPC277277
Remote Similarity	0.6111	NPC26224
Remote Similarity	0.6111	NPC8235
Remote Similarity	0.6111	NPC64270
Remote Similarity	0.6111	NPC114327
Remote Similarity	0.6111	NPC36357
Remote Similarity	0.6098	NPC313673
Remote Similarity	0.6091	NPC289883
Remote Similarity	0.6087	NPC19856
Remote Similarity	0.6087	NPC66517
Remote Similarity	0.6075	NPC111233
Remote Similarity	0.6075	NPC12429
Remote Similarity	0.6071	NPC265220
Remote Similarity	0.6071	NPC311242
Remote Similarity	0.6071	NPC226041
Remote Similarity	0.6069	NPC26601
Remote Similarity	0.6068	NPC45033
Remote Similarity	0.6053	NPC109514
Remote Similarity	0.6053	NPC472879
Remote Similarity	0.605	NPC158854
Remote Similarity	0.6045	NPC325568
Remote Similarity	0.6045	NPC313352
Remote Similarity	0.6036	NPC256452
Remote Similarity	0.6034	NPC56168
Remote Similarity	0.6028	NPC469735
Remote Similarity	0.6022	NPC21211
Remote Similarity	0.6018	NPC75724
Remote Similarity	0.6015	NPC53044
Remote Similarity	0.6014	NPC130941
Remote Similarity	0.6	NPC212114
Remote Similarity	0.6	NPC59677
Remote Similarity	0.6	NPC65873
Remote Similarity	0.6	NPC120441
Remote Similarity	0.6	NPC300345
Remote Similarity	0.6	NPC228515

Drug Structure

NPD5598 OpenBabel08211708292D 24 26 0 0 0 0 0 0 0 0999 V2000 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5622 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 1.3660 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 -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 0.0000 2.0000 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 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 -0.0000 -1.0000 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 -3.4641 0.0000 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 -4.3301 0.5000 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -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 -0.8660 0.5000 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 24 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 11 1 0 0 0 0 7 9 2 0 0 0 0 7 10 1 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 20 2 0 0 0 0 11 22 2 0 0 0 0 12 14 1 0 0 0 0 12 18 2 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 21 2 0 0 0 0 15 21 1 0 0 0 0 16 18 1 0 0 0 0 16 24 1 0 0 0 0 17 20 1 0 0 0 0 17 24 1 0 0 0 0 19 22 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001236
DrugBank	DB01091
ChEMBL	CHEMBL990
IUPHAR/BPS
PharmaGKB	PA164745478
KEGG Drug
PubChem CID	2484
ChEBI	3238
CAS Number	101828-21-1

Drug Properties

Molecular Weight	317.21
ALogP	1.6949
MLogP	3.88
XLogP	9.761
HDA	1
HBD	0
Rotatable Bonds	9
TPSA	3.24
RO5 Violation	1