NPASS drugs

Drug Information

Drug ID:	NPD3568
Drug Name:	Pentamidine
Molecular Formula:	C19H24N4O2
Canonical SMILES:	NC(=N)c1ccc(cc1)OCCCCCOc1ccc(cc1)C(=N)N
Standard InCHI:	InChI=1S/C19H24N4O2/c20-18(21)14-4-8-16(9-5-14)24-12-2-1-3-13-25-17-10-6-15(7-11-17)19(22)23/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23)
Standard InCHIKey:	XDRYMKDFEDOLFX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3568

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	160
0.1-0.2	1421
0.2-0.3	7282
0.3-0.4	5653
0.4-0.5	5040
0.5-0.6	9241
0.6-0.7	2031
0.7-0.8	62
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	0.7969	NPC263835
Intermediate Similarity	0.7752	NPC43275
Intermediate Similarity	0.7744	NPC29477
Intermediate Similarity	0.7615	NPC256369
Intermediate Similarity	0.7594	NPC211218
Intermediate Similarity	0.7559	NPC26524
Intermediate Similarity	0.7537	NPC95733
Intermediate Similarity	0.7537	NPC62101
Intermediate Similarity	0.7388	NPC471314
Intermediate Similarity	0.7388	NPC471315
Intermediate Similarity	0.7355	NPC471576
Intermediate Similarity	0.7339	NPC42383
Intermediate Similarity	0.7333	NPC328267
Intermediate Similarity	0.7317	NPC192596
Intermediate Similarity	0.7308	NPC303370
Intermediate Similarity	0.7302	NPC309982
Intermediate Similarity	0.7286	NPC471953
Intermediate Similarity	0.7239	NPC318357
Intermediate Similarity	0.7236	NPC51633
Intermediate Similarity	0.72	NPC8302
Intermediate Similarity	0.72	NPC470393
Intermediate Similarity	0.7197	NPC323948
Intermediate Similarity	0.7174	NPC301713
Intermediate Similarity	0.7172	NPC212850
Intermediate Similarity	0.7172	NPC83289
Intermediate Similarity	0.7172	NPC189724
Intermediate Similarity	0.7165	NPC97811
Intermediate Similarity	0.7164	NPC471308
Intermediate Similarity	0.7164	NPC17388
Intermediate Similarity	0.7164	NPC289330
Intermediate Similarity	0.7164	NPC160120
Intermediate Similarity	0.7164	NPC53596
Intermediate Similarity	0.7162	NPC313414
Intermediate Similarity	0.7143	NPC326801
Intermediate Similarity	0.7143	NPC78530
Intermediate Similarity	0.7133	NPC237227
Intermediate Similarity	0.7132	NPC166837
Intermediate Similarity	0.7132	NPC266932
Intermediate Similarity	0.7122	NPC172403
Intermediate Similarity	0.7121	NPC258992
Intermediate Similarity	0.712	NPC108875
Intermediate Similarity	0.712	NPC38079
Intermediate Similarity	0.7113	NPC169766
Intermediate Similarity	0.7111	NPC183262
Intermediate Similarity	0.7109	NPC82016
Intermediate Similarity	0.7103	NPC36434
Intermediate Similarity	0.709	NPC172253
Intermediate Similarity	0.709	NPC59561
Intermediate Similarity	0.7087	NPC157473
Intermediate Similarity	0.7087	NPC151530
Intermediate Similarity	0.7071	NPC471306
Intermediate Similarity	0.7071	NPC471321
Intermediate Similarity	0.7063	NPC473855
Intermediate Similarity	0.7055	NPC298821
Intermediate Similarity	0.7051	NPC22014
Intermediate Similarity	0.7037	NPC41801
Intermediate Similarity	0.7031	NPC291837
Intermediate Similarity	0.7025	NPC471581
Intermediate Similarity	0.7008	NPC113457
Intermediate Similarity	0.7008	NPC176971
Intermediate Similarity	0.7007	NPC123761
Intermediate Similarity	0.7	NPC251571
Remote Similarity	0.6985	NPC83279
Remote Similarity	0.6984	NPC283546
Remote Similarity	0.698	NPC247298
Remote Similarity	0.698	NPC136951
Remote Similarity	0.698	NPC97004
Remote Similarity	0.698	NPC161155
Remote Similarity	0.6977	NPC474272
Remote Similarity	0.6975	NPC99886
Remote Similarity	0.6975	NPC177844
Remote Similarity	0.6975	NPC8002
Remote Similarity	0.6975	NPC259134
Remote Similarity	0.6972	NPC255550
Remote Similarity	0.6972	NPC308885
Remote Similarity	0.6963	NPC295259
Remote Similarity	0.696	NPC300166
Remote Similarity	0.6954	NPC115144
Remote Similarity	0.6954	NPC277857
Remote Similarity	0.6953	NPC258171
Remote Similarity	0.6953	NPC186469
Remote Similarity	0.6953	NPC35543
Remote Similarity	0.695	NPC155838
Remote Similarity	0.694	NPC120075
Remote Similarity	0.6934	NPC54972
Remote Similarity	0.6933	NPC97282
Remote Similarity	0.6929	NPC128730
Remote Similarity	0.6929	NPC473393
Remote Similarity	0.6929	NPC238115
Remote Similarity	0.6928	NPC13397
Remote Similarity	0.6923	NPC274732
Remote Similarity	0.6923	NPC130595
Remote Similarity	0.6923	NPC106141
Remote Similarity	0.6923	NPC231251
Remote Similarity	0.6923	NPC93882
Remote Similarity	0.6923	NPC214869
Remote Similarity	0.6923	NPC88868
Remote Similarity	0.6923	NPC25067
Remote Similarity	0.6918	NPC254610
Remote Similarity	0.6917	NPC71853
Remote Similarity	0.6912	NPC321133
Remote Similarity	0.6905	NPC305205
Remote Similarity	0.6901	NPC35961
Remote Similarity	0.6901	NPC195749
Remote Similarity	0.6901	NPC52029
Remote Similarity	0.6899	NPC96224
Remote Similarity	0.6899	NPC201959
Remote Similarity	0.6899	NPC24101
Remote Similarity	0.6899	NPC153690
Remote Similarity	0.6899	NPC245115
Remote Similarity	0.6889	NPC74821
Remote Similarity	0.6887	NPC245974
Remote Similarity	0.6884	NPC150026
Remote Similarity	0.6884	NPC100099
Remote Similarity	0.6884	NPC71090
Remote Similarity	0.6884	NPC36016
Remote Similarity	0.6884	NPC261661
Remote Similarity	0.688	NPC107101
Remote Similarity	0.6879	NPC186898
Remote Similarity	0.6875	NPC285078
Remote Similarity	0.6875	NPC326447
Remote Similarity	0.6875	NPC313737
Remote Similarity	0.6875	NPC6854
Remote Similarity	0.6871	NPC299583
Remote Similarity	0.687	NPC21890
Remote Similarity	0.6861	NPC472596
Remote Similarity	0.686	NPC321956
Remote Similarity	0.6855	NPC95755
Remote Similarity	0.6853	NPC114102
Remote Similarity	0.685	NPC474603
Remote Similarity	0.685	NPC12987
Remote Similarity	0.6846	NPC306045
Remote Similarity	0.6846	NPC265211
Remote Similarity	0.6842	NPC180508
Remote Similarity	0.6842	NPC228287
Remote Similarity	0.6842	NPC161696
Remote Similarity	0.6838	NPC163036
Remote Similarity	0.6835	NPC217277
Remote Similarity	0.6835	NPC255253
Remote Similarity	0.6835	NPC76465
Remote Similarity	0.6835	NPC279379
Remote Similarity	0.6835	NPC38761
Remote Similarity	0.6828	NPC218530
Remote Similarity	0.6825	NPC307425
Remote Similarity	0.6824	NPC314113
Remote Similarity	0.6818	NPC165646
Remote Similarity	0.6818	NPC47672
Remote Similarity	0.6818	NPC115379
Remote Similarity	0.6809	NPC218323
Remote Similarity	0.6806	NPC470392
Remote Similarity	0.6806	NPC247018
Remote Similarity	0.6806	NPC307123
Remote Similarity	0.6806	NPC97870
Remote Similarity	0.6803	NPC14600
Remote Similarity	0.6803	NPC204848
Remote Similarity	0.6803	NPC41473
Remote Similarity	0.6803	NPC312770
Remote Similarity	0.6803	NPC160607
Remote Similarity	0.68	NPC178466
Remote Similarity	0.68	NPC100870
Remote Similarity	0.68	NPC63628
Remote Similarity	0.68	NPC135349
Remote Similarity	0.6797	NPC470935
Remote Similarity	0.6797	NPC471032
Remote Similarity	0.6797	NPC76412
Remote Similarity	0.6794	NPC2682
Remote Similarity	0.6794	NPC475852
Remote Similarity	0.6794	NPC46844
Remote Similarity	0.6791	NPC185541
Remote Similarity	0.6791	NPC464
Remote Similarity	0.6791	NPC51345
Remote Similarity	0.6788	NPC258979
Remote Similarity	0.6788	NPC93398
Remote Similarity	0.6788	NPC8283
Remote Similarity	0.6786	NPC197351
Remote Similarity	0.6786	NPC94276
Remote Similarity	0.6786	NPC106914
Remote Similarity	0.6786	NPC272463
Remote Similarity	0.6786	NPC86502
Remote Similarity	0.6786	NPC105513
Remote Similarity	0.6786	NPC134195
Remote Similarity	0.6786	NPC294156
Remote Similarity	0.6786	NPC109822
Remote Similarity	0.6786	NPC256015
Remote Similarity	0.6786	NPC246648
Remote Similarity	0.6772	NPC179686
Remote Similarity	0.6769	NPC75440
Remote Similarity	0.6769	NPC146530
Remote Similarity	0.6767	NPC301735
Remote Similarity	0.6763	NPC298486
Remote Similarity	0.6761	NPC153990
Remote Similarity	0.6759	NPC266425
Remote Similarity	0.6757	NPC296898
Remote Similarity	0.6757	NPC160747
Remote Similarity	0.6753	NPC139699
Remote Similarity	0.6753	NPC114659
Remote Similarity	0.6746	NPC29601
Remote Similarity	0.6746	NPC13755
Remote Similarity	0.6742	NPC55300
Remote Similarity	0.6741	NPC123948

Drug Structure

NPD3568 OpenBabel08211703112D 31 32 0 0 0 0 0 0 0 0999 V2000 0.0000 3.0000 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 0.0000 2.0000 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 5.1962 3.0000 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 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 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 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 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 5.1962 2.0000 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 3.4641 3.0000 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 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 6.0622 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 12 1 0 0 0 0 3 13 1 0 0 0 0 4 8 1 0 0 0 0 4 14 2 0 0 0 0 5 9 2 0 0 0 0 5 14 1 0 0 0 0 6 10 1 0 0 0 0 6 15 2 0 0 0 0 7 11 2 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 24 1 0 0 0 0 13 25 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 20 1 0 0 0 0 18 21 2 0 0 0 0 19 22 1 0 0 0 0 19 23 2 0 0 0 0 20 26 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000764
DrugBank	DB00738
ChEMBL	CHEMBL55
IUPHAR/BPS
PharmaGKB	PA450850
KEGG Drug
PubChem CID	4735
ChEBI	45081
CAS Number	100-33-4

Drug Properties

Molecular Weight	340.19
ALogP	-2.1022
MLogP	2.89
XLogP	4.032
HDA	4
HBD	4
Rotatable Bonds	12
TPSA	118.2
RO5 Violation	0