NPASS drugs

Drug Information

Drug ID:	NPD4129
Drug Name:	Hexamidine
Molecular Formula:	C20H26N4O2
Canonical SMILES:	NC(=N)c1ccc(cc1)OCCCCCCOc1ccc(cc1)C(=N)N
Standard InCHI:	InChI=1S/C20H26N4O2/c21-19(22)15-5-9-17(10-6-15)25-13-3-1-2-4-14-26-18-11-7-16(8-12-18)20(23)24/h5-12H,1-4,13-14H2,(H3,21,22)(H3,23,24)
Standard InCHIKey:	OQLKNTOKMBVBKV-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4129

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	154
0.1-0.2	1580
0.2-0.3	7618
0.3-0.4	5100
0.4-0.5	5585
0.5-0.6	9031
0.6-0.7	1738
0.7-0.8	83
0.8-0.85	1
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	0.8095	NPC263835
Intermediate Similarity	0.7874	NPC43275
Intermediate Similarity	0.7734	NPC256369
Intermediate Similarity	0.768	NPC26524
Intermediate Similarity	0.7594	NPC29477
Intermediate Similarity	0.75	NPC471315
Intermediate Similarity	0.75	NPC471314
Intermediate Similarity	0.7479	NPC471576
Intermediate Similarity	0.7459	NPC42383
Intermediate Similarity	0.7444	NPC211218
Intermediate Similarity	0.7444	NPC328267
Intermediate Similarity	0.7438	NPC192596
Intermediate Similarity	0.7422	NPC303370
Intermediate Similarity	0.7419	NPC309982
Intermediate Similarity	0.7391	NPC471953
Intermediate Similarity	0.7388	NPC95733
Intermediate Similarity	0.7388	NPC62101
Intermediate Similarity	0.7355	NPC51633
Intermediate Similarity	0.7348	NPC318357
Intermediate Similarity	0.7317	NPC470393
Intermediate Similarity	0.7308	NPC323948
Intermediate Similarity	0.728	NPC97811
Intermediate Similarity	0.7279	NPC301713
Intermediate Similarity	0.7273	NPC289330
Intermediate Similarity	0.7273	NPC160120
Intermediate Similarity	0.7273	NPC471308
Intermediate Similarity	0.7273	NPC53596
Intermediate Similarity	0.7273	NPC189724
Intermediate Similarity	0.7273	NPC212850
Intermediate Similarity	0.7273	NPC83289
Intermediate Similarity	0.7273	NPC17388
Intermediate Similarity	0.7258	NPC326801
Intermediate Similarity	0.7244	NPC266932
Intermediate Similarity	0.7244	NPC166837
Intermediate Similarity	0.7241	NPC78530
Intermediate Similarity	0.7236	NPC38079
Intermediate Similarity	0.7236	NPC108875
Intermediate Similarity	0.7234	NPC237227
Intermediate Similarity	0.7231	NPC258992
Intermediate Similarity	0.7226	NPC172403
Intermediate Similarity	0.7214	NPC169766
Intermediate Similarity	0.72	NPC157473
Intermediate Similarity	0.72	NPC151530
Intermediate Similarity	0.7177	NPC473855
Intermediate Similarity	0.7174	NPC471306
Intermediate Similarity	0.7174	NPC471321
Intermediate Similarity	0.7143	NPC41801
Intermediate Similarity	0.7143	NPC471581
Intermediate Similarity	0.712	NPC113457
Intermediate Similarity	0.712	NPC176971
Intermediate Similarity	0.7101	NPC251571
Intermediate Similarity	0.7097	NPC283546
Intermediate Similarity	0.7094	NPC177844
Intermediate Similarity	0.7094	NPC259134
Intermediate Similarity	0.7094	NPC8002
Intermediate Similarity	0.7094	NPC99886
Intermediate Similarity	0.709	NPC83279
Intermediate Similarity	0.7087	NPC474272
Intermediate Similarity	0.7075	NPC247298
Intermediate Similarity	0.7073	NPC300166
Intermediate Similarity	0.7071	NPC308885
Intermediate Similarity	0.7071	NPC255550
Intermediate Similarity	0.7063	NPC258171
Intermediate Similarity	0.7063	NPC186469
Intermediate Similarity	0.705	NPC155838
Intermediate Similarity	0.7045	NPC120075
Intermediate Similarity	0.704	NPC473393
Intermediate Similarity	0.704	NPC8302
Intermediate Similarity	0.704	NPC128730
Intermediate Similarity	0.7034	NPC71853
Intermediate Similarity	0.7027	NPC313414
Intermediate Similarity	0.7021	NPC214869
Intermediate Similarity	0.7021	NPC130595
Intermediate Similarity	0.7021	NPC93882
Intermediate Similarity	0.7021	NPC274732
Intermediate Similarity	0.702	NPC13397
Intermediate Similarity	0.7015	NPC321133
Intermediate Similarity	0.7008	NPC96224
Intermediate Similarity	0.7008	NPC153690
Intermediate Similarity	0.7008	NPC201959
Intermediate Similarity	0.7008	NPC24101
Intermediate Similarity	0.7	NPC35961
Intermediate Similarity	0.7	NPC52029
Intermediate Similarity	0.7	NPC195749
Remote Similarity	0.6992	NPC107101
Remote Similarity	0.6984	NPC326447
Remote Similarity	0.698	NPC245974
Remote Similarity	0.6978	NPC186898
Remote Similarity	0.6977	NPC21890
Remote Similarity	0.6975	NPC321956
Remote Similarity	0.6972	NPC6854
Remote Similarity	0.6972	NPC313737
Remote Similarity	0.6972	NPC285078
Remote Similarity	0.6967	NPC95755
Remote Similarity	0.6966	NPC36434
Remote Similarity	0.6963	NPC183262
Remote Similarity	0.696	NPC474603
Remote Similarity	0.696	NPC12987
Remote Similarity	0.6953	NPC82016
Remote Similarity	0.695	NPC114102
Remote Similarity	0.694	NPC163036
Remote Similarity	0.694	NPC172253
Remote Similarity	0.694	NPC59561
Remote Similarity	0.6935	NPC307425
Remote Similarity	0.6934	NPC217277
Remote Similarity	0.6934	NPC255253
Remote Similarity	0.6923	NPC165646
Remote Similarity	0.6923	NPC22014
Remote Similarity	0.6923	NPC218530
Remote Similarity	0.6918	NPC298821
Remote Similarity	0.6911	NPC100870
Remote Similarity	0.6908	NPC47672
Remote Similarity	0.6906	NPC218323
Remote Similarity	0.6901	NPC470392
Remote Similarity	0.6901	NPC247018
Remote Similarity	0.6901	NPC97870
Remote Similarity	0.6901	NPC307123
Remote Similarity	0.6899	NPC475852
Remote Similarity	0.6899	NPC46844
Remote Similarity	0.6894	NPC51345
Remote Similarity	0.6892	NPC135349
Remote Similarity	0.6887	NPC76412
Remote Similarity	0.6884	NPC272463
Remote Similarity	0.688	NPC179686
Remote Similarity	0.6875	NPC75440
Remote Similarity	0.6875	NPC146530
Remote Similarity	0.6875	NPC291837
Remote Similarity	0.6871	NPC123761
Remote Similarity	0.6861	NPC298486
Remote Similarity	0.6857	NPC153990
Remote Similarity	0.6855	NPC13755
Remote Similarity	0.6855	NPC29601
Remote Similarity	0.6853	NPC266425
Remote Similarity	0.6849	NPC160747
Remote Similarity	0.6846	NPC55300
Remote Similarity	0.6846	NPC161155
Remote Similarity	0.6846	NPC136951
Remote Similarity	0.6846	NPC97004
Remote Similarity	0.6829	NPC175298
Remote Similarity	0.6825	NPC241224
Remote Similarity	0.6825	NPC109637
Remote Similarity	0.6821	NPC277857
Remote Similarity	0.6821	NPC115144
Remote Similarity	0.6815	NPC295259
Remote Similarity	0.681	NPC125306
Remote Similarity	0.68	NPC97282
Remote Similarity	0.6797	NPC35543
Remote Similarity	0.6791	NPC86947
Remote Similarity	0.6788	NPC127389
Remote Similarity	0.6788	NPC290451
Remote Similarity	0.6788	NPC54972
Remote Similarity	0.6781	NPC14600
Remote Similarity	0.6781	NPC312770
Remote Similarity	0.6781	NPC160607
Remote Similarity	0.6781	NPC41473
Remote Similarity	0.6781	NPC254610
Remote Similarity	0.6781	NPC204848
Remote Similarity	0.6781	NPC471316
Remote Similarity	0.6781	NPC214988
Remote Similarity	0.6774	NPC156311
Remote Similarity	0.6774	NPC233926
Remote Similarity	0.6772	NPC238115
Remote Similarity	0.6772	NPC475269
Remote Similarity	0.6769	NPC25067
Remote Similarity	0.6769	NPC106141
Remote Similarity	0.6769	NPC231251
Remote Similarity	0.6769	NPC88868
Remote Similarity	0.6761	NPC470706
Remote Similarity	0.6755	NPC132771
Remote Similarity	0.6746	NPC305205
Remote Similarity	0.6744	NPC245115
Remote Similarity	0.6742	NPC141003
Remote Similarity	0.6742	NPC35344
Remote Similarity	0.6742	NPC165106
Remote Similarity	0.6742	NPC90903
Remote Similarity	0.6741	NPC74821
Remote Similarity	0.6741	NPC277460
Remote Similarity	0.6739	NPC100099
Remote Similarity	0.6739	NPC71090
Remote Similarity	0.6739	NPC36016
Remote Similarity	0.6739	NPC261661
Remote Similarity	0.6739	NPC150026
Remote Similarity	0.6736	NPC132308
Remote Similarity	0.6736	NPC267237
Remote Similarity	0.6735	NPC299583
Remote Similarity	0.6732	NPC258222
Remote Similarity	0.6719	NPC92623
Remote Similarity	0.6719	NPC135464
Remote Similarity	0.6719	NPC231705
Remote Similarity	0.6716	NPC9341
Remote Similarity	0.6716	NPC81067
Remote Similarity	0.6716	NPC82963
Remote Similarity	0.6715	NPC472596
Remote Similarity	0.6714	NPC320242
Remote Similarity	0.6713	NPC476570
Remote Similarity	0.6712	NPC174754
Remote Similarity	0.6711	NPC100478
Remote Similarity	0.6711	NPC222039
Remote Similarity	0.6694	NPC470161
Remote Similarity	0.6694	NPC107619

Drug Structure

NPD4129 OpenBabel08211704332D 32 33 0 0 0 0 0 0 0 0999 V2000 0.8660 2.5000 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 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 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 -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 2.5981 -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 -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 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 4.3301 -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 2.5981 -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 5.1962 -2.0000 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 5.1962 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 N 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 4.3301 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 5 9 1 0 0 0 0 5 15 2 0 0 0 0 6 10 2 0 0 0 0 6 15 1 0 0 0 0 7 11 1 0 0 0 0 7 16 2 0 0 0 0 8 12 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 18 2 0 0 0 0 12 18 1 0 0 0 0 13 25 1 0 0 0 0 14 26 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 21 1 0 0 0 0 19 22 2 0 0 0 0 20 23 1 0 0 0 0 20 24 2 0 0 0 0 21 27 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 23 31 1 0 0 0 0 24 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB03808
ChEMBL	CHEMBL25105
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	87184
CAS Number	3811-75-4

Drug Properties

Molecular Weight	354.21
ALogP	-2.3902
MLogP	3
XLogP	4.39
HDA	4
HBD	4
Rotatable Bonds	13
TPSA	118.2
RO5 Violation	1